SUBSTITUTED PTERIDINES FOR THE TREATMENT AND PREVENTION OF VIRAL INFECTIONS
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Accused Products
Abstract
Tri-substituted pteridines and tetra-substituted pteridines exhibit a significant and selective activity against certain types of viral infections, in particular they selectively inhibit the replication of the hepatitis C virus, and are useful for the prevention and treatment of such infections.
34 Citations
62 Claims
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1-33. -33. (canceled)
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34. A method of treatment or prevention of an infection due to a virus from the Flaviridae family, consisting essentially of administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative having the structural formula (I):
-
wherein; R1 is selected from the group consisting of hydroxylamino, (mono- or di) C1-7 alkylamino, (mono- or di) C1-7 alkyloxyamino, (mono- or di) arylamino, (mono- or di) C3-10 cycloalkylamino, (mono- or di) hydroxy C1-7 alkylamino, (mono- or di) C1-4 alkyl-arylamino, mercapto C1-7 alkyl, C1-7 alkyloxy or a saturated or unsaturated heterocyclic compound containing at least one nitrogen and optionally substituted by one or more C1-4 alkyl, hydroxy C1-4 alkyl, C1-4 alkyloxy, halo, hydroxy, hydroxy-carbonyl, and C1-4 alkyloxycarbonyl; R2 is selected from the group consisting of amino, hydroxylamino, (mono- or di) C1-7 alkylamino, (mono- or di) C1-7 alkyloxyamino, (mono- or di) arylamino, (mono- or di) C3-10 cycloalkylamino, (mono- or di) hydroxy C1-7 alkylamino, (mono- or di) C1-4 alkyl-arylamino, mercapto C1-7 alkyl, C1-7 alkyloxy or a saturated or unsaturated heterocyclic compound containing at least one nitrogen and optionally substituted by one or more C1-4 alkyl, hydroxy C1-4 alkyl, C1-4 alkyloxy, halo, hydroxy, hydroxy-carbonyl, and C1-4 alkyloxycarbonyl, R3 is selected from the group consisting of unsubstituted, monosubstituted and disubstituted aryl groups wherein the optional substituent(s) may be, but are not limited to, halogen, C1-4 alkoxy, C1-4 alkyl, aryl groups bonded to the pteridine ring via a saturated or unsaturated aliphatic spacer which may be halogenated or hydroxylated, and aliphatic substituents which may contain an ether, hydroxy, amino or C1-4 alkoxy group; and R4 is selected from the group consisting of hydrogen, alkyl, alkoxy, substituted and non-substituted aryl groups, and/or a pharmaceutically acceptable addition salt thereof, and/or a stereoisomer thereof, and/or a mono- or a di-N-oxide thereof, and/or a solvate thereof, and/or a dihydro- or tetrahydropteridine derivative thereof, and/or a pro-drug thereof, with the proviso that said pteridine derivative is not 2-amino-4-ethoxy-6-(4-fluorophenyl)-pteridine or 2-amino-4-isopropoxy-6-(4-fluorophenyl)-pteridine. - View Dependent Claims (35, 36, 37)
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38. A method of treatment or prevention of an infection due to a virus from the Flaviridae family, consisting essentially of administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative having the structural formula (II)
wherein X represents an oxygen atom or a group with the formula S(O)m wherein m is an integer from 0 to 2, or a group with the formula NZ and wherein: -
R1 is a group selected from the group consisting of C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C3-10 cycloalkyl, C3-10 cycloalkenyl, aryl, alkylaryl, arylalkyl, heterocyclic, heterocyclic-substituted alkyl and alkyl-substituted heterocyclic, each of said groups being optionally substituted with one or more substituents selected from the group consisting of halogen, C1-4 alkyl and C1-4 alkoxy;
or R1 is a carboxyalkyl, carboxyaryl, thiocarboxyaryl or thiocarboxyalkyl group;Z is a group independently defined as R1 or Z is hydrogen or the group NZ together with R1 is either hydroxylamino or an optionally substituted heterocyclic group containing at least one nitrogen atom; R2 is selected from the group consisting of amino;
acylamino;
thioacylamino;
carbamoyl;
thiocarbamoyl, ureido;
thio-ureido, sulfonamido;
hydroxylamino;
alkoxyamino;
thioalkylamino;
mercaptoamino, hydrazino;
alkylhydrazino;
phenylhydrazino;
optionally substituted heterocyclic radicals;
C3-7 alkylamino;
arylamino;
arylalkylamino;
cycloalkylamino;
alkenylamino;
cycloalkenylamino;
heterocyclic amino;
hydroxyalkylamino;
mercaptoalkylamino;
C1-7 alkoxy;
C3-10 cycloalkoxy;
thio C1-7 alkyl;
arylsulfoxide;
arylsulfone;
heterocyclic sulfoxide;
heterocyclic sulfone;
thio C3-10 cycloalkyl;
aryloxy;
arylthio;
arylalkyloxy;
arylalkylthio;
oxyheterocyclic and thioheterocyclic radicals;R4 is an atom or a group selected from the group consisting of hydrogen;
halogen;
C1-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
carboxy C1-7 alkyl;
carboxyaryl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
oxyheterocyclic;
heterocyclic-substituted alkyloxy;
thio C1-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
thioheterocyclic;
arylalkylthio;
heterocyclic-substituted alkylthio;
hydroxylamino;
mercapto-amino;
acylamino;
thio-acylamino;
alkoxyamino;
thioalkylamino;
acetal;
thio-acetal;
carboxylic acid;
carboxylic acid esters, thioesters, halides, anhydrides, amides and thioamides;
thiocarboxylic acid;
thiocarboxylic acid esters, thioesters, halides, anhydrides, amides and thioamides;
hydroxyl;
sulfhydryl;
nitro;
cyano;
carbamoyl;
thiocarbamoyl, ureido;
thio-ureido;
alkylamino;
cycloalkylamino;
alkenylamino;
cycloalkenyl-amino;
alkynylamino;
arylamino;
arylalkylamino;
hydroxyalkylamino;
mercaptoalkylamino;
heterocyclic amino;
heterocyclic-substituted alkylamino;
oximino;
alkyloximino;
hydrazino;
alkylhydrazino;
phenylhydrazino;
cysteinyl acid, esters, thioesters, halides, anhydrides, amides and thioamides thereof;
phenyl substituted with one or more substituents selected from the group consisting of C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, halo C1-7 alkyl, nitro, hydroxyl, sulfhydryl, amino, C3-10 cycloalkoxy, aryloxy, arylalkyloxy, oxyheterocyclic, heterocyclic-substituted alkyloxy, thio C1-7 alkyl, thio C3-10 cycloalkyl, thioaryl, thioheterocyclic, arylalkylthio, heterocyclic-substituted alkylthio, formyl, carbamoyl, thiocarbamoyl, ureido, thio-ureido, sulfonamido, hydroxylamino, alkoxyamino, mercaptoamino, thioalkylamino, acylamino, thioacylamino, cyano, carboxylic acid or esters or thioesters or halides or anhydrides or amides thereof, thiocarboxylic acid or esters or thioesters or halides or anhydrides or amides thereof, alkylamino, cycloalkylamino, alkenylamino, cycloalkenylamino, alkynyl-amino, arylamino, arylalkylamino, hydroxyalkylamino, mercaptoalkylamino, heterocyclic amino, hydrazino, alkylhydrazino and phenylhydrazino;
aryl groups other than phenyl, the said aryl groups being optionally substituted with one or more substituents selected from the group consisting of halogen, C1-7 alkyl, C1-7 alkoxy;
optionally substituted heterocyclic radicals;
aromatic or heterocyclic substituents substituted with an aliphatic spacer between the pteridine ring and the aromatic or heterocyclic substituent, whereby said aliphatic spacer is a branched or straight, saturated or unsaturated aliphatic chain of 1 to 4 carbon atoms which may contain one or more functions, atoms or radicals selected from the group consisting of carbonyl (oxo), thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, acetal, thio-acetal, amino, imino, oximino, alkyloximino, amino-acid, cyano, sulfonyl, sulfinyl, sulfonamido and halogen;
branched or straight, saturated or unsaturated aliphatic chains of 1 to 7 carbon atoms optionally containing one or more functions selected from the group consisting of carbonyl (oxo), thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, acetal, thio-acetal, amino, imino, oximino, alkyloximino, aminoacid, cyano, sulfonyl, sulfinyl, sulfonamido and halogen; andR3 is an atom or a group selected from the group consisting of fluoro, bromo, iodo, C2-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
oxyheterocyclic;
heterocyclic-substituted alkyloxy;
thio C2-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
thioheterocyclic;
arylalkylthio;
heterocyclic-substituted alkylthio;
hydroxylamino;
alkoxyamino;
thioalkylamino;
mercaptoamino;
acylamino;
thio-acylamino;
thio-acetal;
carboxylic acid;
carboxylic acid esters, thioesters, amides, halides, anhydrides and thioamides;
thiocarboxylic acid;
thiocarboxylic acid esters, thioesters, amides, halides, anhydrides and thioamides;
hydroxyl;
sulfhydryl;
nitro;
carbamoyl;
thiocarbamoyl;
ureido;
thio-ureido;
amino;
alkylamino;
cycloalkylamino;
alkenylamino;
cycloalkenylamino;
alkynylamino;
arylamino;
arylalkylamino;
hydroxyalkyl-amino;
mercaptoalkylamino;
heterocyclic amino;
heterocyclic-substituted alkylamino;
oximino;
alkyloximino;
hydrazino;
alkylhydrazino;
phenyl-hydrazino;
cysteinyl acid, esters, thioesters, amides and thioamides thereof;
aryl optionally substituted with one or more substituents selected from the group consisting of halogen, C1-7 alkyl and C1-7 alkoxy;
optionally substituted heterocyclic radicals;
aromatic or heterocyclic substituents substituted with an aliphatic spacer between the pteridine ring and the aromatic or heterocyclic substituent, whereby said aliphatic spacer is a branched or straight, saturated or unsaturated aliphatic chain of 1 to 4 carbon atoms which may contain one or more functions, atoms or radicals selected from the group consisting of carbonyl (oxo), thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, acetal, thio-acetal, amino, imino, oximino, alkyloximino, amino-acid, cyano, carboxylic acid or ester or thioester or amide, nitro, thio C1-7 alkyl, thio C3-10 cycloalkyl, alkylamino, sulfonyl, sulfonamido and halogen;
branched or straight, saturated or unsaturated aliphatic chains of 2 to 7 carbon atoms optionally containing one or more functions selected from the group consisting of thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, thio-acetal, amino, imino, oximino, alkyloximino, amino-acid, cyano, sulfonyl, sulfinyl, sulfonamido and halogen;
or R3 together with R4 forms a homocyclic or heterocyclic radical;and/or a pharmaceutically acceptable addition salt thereof, and/or a stereoisomer thereof, and/or a mono- or a di-N-oxide thereof, and/or a solvate thereof, and/or a dihydro- or tetrahydropteridine derivative thereof, and/or a pro-drug thereof, with the proviso that said pteridine derivative is not 2-amino-4-ethoxy-6-(4-fluorophenyl)-pteridine or 2-amino-4-isopropoxy-6-(4-fluorophenyl)-pteridine. - View Dependent Claims (39, 40, 41)
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42. A method of treatment or prevention of an infection due to a virus from the Flaviridae family, consisting essentially of administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative having the structural formula (III):
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wherein; a first group of one or more of the substituents R2, R3, R4 and R5 of the pteridine ring is independently selected from groups represented by the general formula (IV); wherein; schematically represents a saturated or partly unsaturated heterocyclic ring with at least two nitrogen atoms in the said heterocyclic ring and with a total of 5 to 7 atoms in the said heterocyclic ring, and optionally with one or more other heteroatoms (e.g. oxygen or sulfur) in the said heterocyclic ring or attached to one or more carbon atoms of said heterocyclic ring (for instance in the form of a carbonyl or thiocarbonyl group), wherein one of said at least two nitrogen atoms in the heterocyclic ring is attached to a carbon atom of the pteridine ring at any of positions 2, 4, 6 or 7 of the pteridine ring, wherein the said heterocyclic ring may be fused to one or more aromatic hydrocarbon rings, and wherein; each substituent R0 of the heterocyclic ring (III) is a group independently selected from the group consisting of halogen and C1-7 alkyl; n is an integer from 0 to 6; R1 is a substituent group selected from the group consisting of formyl, acyl, thio-acyl, amide, thioamide, sulfonyl, sulfinyl, carboxylate, thiocarboxylate, amino-substituted acyl, alkoxyalkyl, C3-10 cycloalkyl-alkyl, C3-10 cyclo-alkyl, dialkylaminoalkyl, heterocyclic-substituted alkyl, acyl-substituted alkyl, thioacyl-substituted alkyl, amido-substituted alkyl, thioamido-substituted alkyl, carboxylato-substituted alkyl, thiocarboxylato-substituted alkyl, (amino-substituted acyl)alkyl, heterocyclic, carboxylic acid ester, ω
-cyanoalkyl, ω
-carboxylic ester-alkyl, halo C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, arylalkenyl, aryloxyalkyl, arylalkyl and aryl, wherein the aryl moiety of each of said arylalkenyl, aryloxyalkyl, arylalkyl and aryl radicals is optionally substituted with one or more substituents; andwherein a second group of the substituents R2, R3, R4 and R5 of the pteridine ring is independently selected from the group consisting of hydrogen;
halogen;
C1-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
carboxy C1-7 alkyl;
carboxyaryl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
oxyheterocyclic;
heterocyclic-substituted alkyloxy;
thio C1-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
thioheterocyclic;
arylalkylthio;
heterocyclic-substituted alkylthio;
hydroxylamino;
mercapto-amino;
acylamino;
thio-acylamino;
alkoxyamino;
thioalkylamino;
amino;
alkylamino;
cycloalkylamino;
arylamino;
arylalkylamino;
hydroxyalkylamino;
mercaptoalkylamino;
heterocyclic-substituted amino;
heterocyclic-substituted arylamino;
heterocyclic-substituted alkylamino;
aryl optionally substituted with one or more substituents;
optionally substituted heterocyclic radicals;
aromatic or heterocyclic substituents substituted with an aliphatic spacer between the pteridine ring and the aromatic or heterocyclic substituent, whereby said aliphatic spacer is a branched or straight, saturated or unsaturated aliphatic chain of 1 to 4 carbon atoms which may contain one or more functions, atoms or radicals independently selected from the group consisting of carbonyl, thiocarbonyl, hydroxyl, thiol, ether and halogen;
branched or straight, saturated or unsaturated aliphatic chains of 1 to 7 carbon atoms optionally containing one or more functions, atoms or radicals independently selected from the group consisting of halogen, carbonyl, thiocarbonyl, hydroxyl, thiol, ether and amino;
or R2 together with R3 and the carbon atoms in positions 6 and 7 of the pteridine ring forms a homocyclic or heterocyclic radical;and/or a pharmaceutically acceptable addition salt thereof, and/or a stereoisomer thereof, and/or a mono- or a di-N-oxide thereof, and/or a solvate thereof, and/or a dihydro- or tetrahydropteridine derivative thereof, and/or a pro-drug thereof. - View Dependent Claims (43, 44, 45)
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46. A pteridine derivative represented by
the structural formula (VI): -
or the structural formula (VIII) wherein; R1 is selected from the group consisting of hydroxylamino, (mono- or di) C1-7 alkylamino, (mono- or di) C1-7 alkyloxyamino, (mono- or di) arylamino, (mono- or di) C3-10 cycloalkylamino, (mono- or di) hydroxy C1-7 alkylamino, (mono- or di) C1-4 alkyl-arylamino, mercapto C1-7 alkyl, C1-7 alkyloxy or a saturated or unsaturated heterocyclic compound containing at least one nitrogen and optionally substituted by one or more C1-4 alkyl, hydroxy C1-4 alkyl, C1-4 alkyloxy, halo, hydroxy, hydroxy-carbonyl, and C1-4 alkyloxycarbonyl; R3 is selected from the group consisting of unsubstituted, monosubstituted and disubstituted aryl groups wherein the optional substituent(s) may be, but are not limited to, halogen, C1-4 alkoxy, C1-4 alkyl, aryl groups bonded to the pteridine ring via a saturated or unsaturated aliphatic spacer which may be halogenated or hydroxylated, and aliphatic substituents which may contain an ether, hydroxy, amino or C1-4 alkoxy group; and R4 is selected from the group consisting of hydrogen, alkyl, alkoxy, substituted and non-substituted aryl groups, R2′
is —
NH—
CHR6R7 or —
NH—
R8, wherein R6 and R7 are independently selected from the group consisting of hydrogen, C1-6 alkyl substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkoxy, C3-10 cycloalkyl, aryl and heterocyclyl, wherein said aryl is optionally substituted with one or more substituents selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, trifluoromethyl, trifluoromethoxy, C1-4 alkyl, C1-4 alkoxy, di-C1-4 alkylamino, mono-C1-4 alkylamino, carboxamido, sulfamoyl, carbamoyl, sulfonamido and phenoxy, provided that R6 and R7 are not both hydrogen; and
wherein R8 is selected from the group consisting of C3-10 cycloalkyl substituted at the carbon position adjacent to the N atom of R2′
with aryl or heteroaryl wherein said aryl is optionally substituted with halogen, heteroaryl, and heteroaryl or aryl wherein said heteroaryl or aryl is substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkyl;R3′
is selected from the group consisting of halogen, heterocyclyl, and, mono-substituted or disubstituted aryl and heterocyclyl, wherein at least one substituent of said aryl is selected from the group consisting of amino, C4-6 alkyl, C4-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy, and optionally further substituted with halogen, C1-4 alkyl, C1-4 alkoxy; and
at least one substituent of said heterocyclyl is selected from the group consisting of halogen, amino, C1-6 alkyl, C1-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy;R9 is selected from the group consisting of H, C3-10 cycloalkyl optionally substituted with one more substituents selected from the group consisting of cyano, halogen, hydroxy, amino, C1-6 alkyl and C1-6 alkoxy;
C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
C1-6 alkoxy;
heterocyclyl optionally substituted with C1-6 alkyl; and
phenyl optionally substituted with one or more halogens;R10 and R11 are each independently selected from the group consisting of C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, cyano, halogen and hydroxy;
C1-6 alkoxy optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
heterocyclyl optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl, acylamino and oxo;
C3-10 cycloalkyl optionally substituted with one or more substituents selected from the group consisting of amino or hydroxy; and
amino optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen and heterocyclyl;R12 is selected from the group consisting of H and C1-6 alkyl, wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of cyano, halogen and hydroxy; or a pharmaceutical acceptable addition salt or a stereochemical isomeric form thereof or a N-oxide thereof or a solvate thereof or a prodrug thereof. - View Dependent Claims (49, 52)
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47. A pteridine derivative represented by
or the structural formula (X) or the structural formula (XI) wherein X represents an oxygen atom or a group with the formula S(O)m wherein m is an integer from 0 to 2, or a group with the formula NZ and wherein: -
R1 is a group selected from the group consisting of C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C3-10 cycloalkyl, C3-10 cycloalkenyl, aryl, alkylaryl, arylalkyl, heterocyclic, heterocyclic-substituted alkyl and alkyl-substituted heterocyclic, each of said groups being optionally substituted with one or more substituents selected from the group consisting of halogen, C1-4 alkyl and C1-4 alkoxy;
or R1 is a carboxyalkyl, carboxyaryl, thiocarboxyaryl or thiocarboxyalkyl group;Z is a group independently defined as R1 or Z is hydrogen or the group NZ together with R1 is either hydroxylamino or an optionally substituted heterocyclic group containing at least one nitrogen atom; R4 is an atom or a group selected from the group consisting of hydrogen;
halogen;
C1-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
carboxy C1-7 alkyl;
carboxyaryl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
thio C1-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
arylalkylthio;
acetal;
thio-acetal;
carboxylic acid;
carboxylic acid esters, thioesters, halides, anhydrides, amides and thioamides;
thiocarboxylic acid;
thiocarboxylic acid esters, thioesters, halides, anhydrides, amides and thioamides;
hydroxyl;
sulfhydryl;
nitro;
cyano;
carbamoyl;
thiocarbamoyl, ureido;
thio-ureido;
hydrazino;
alkylhydrazino;
phenylhydrazino;
cysteinyl acid, esters, thioesters, halides, anhydrides, amides and thioamides thereof;
phenyl substituted with one or more substituents selected from the group consisting of C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, halo C1-7 alkyl, nitro, hydroxyl, sulfhydryl, amino, C3-10 cycloalkoxy, aryloxy, arylalkyloxy, thio C1-7 alkyl, thio C3-10 cycloalkyl, thioaryl, thioheterocyclic, arylalkylthio, formyl, carbamoyl, thiocarbamoyl, ureido, thio-ureido, sulfonamido, cyano, carboxylic acid or esters or thioesters or halides or anhydrides or amides thereof, thiocarboxylic acid or esters or thioesters or halides or anhydrides or amides thereof, hydrazino, alkylhydrazino and phenylhydrazino;
aryl groups other than phenyl, the said aryl groups being optionally substituted with one or more substituents selected from the group consisting of halogen, C1-7 alkyl, C1-7 alkoxy; andR3 is an atom or a group selected from the group consisting of fluoro, bromo, iodo, C2-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
oxyheterocyclic;
heterocyclic-substituted alkyloxy;
thio C2-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
thioheterocyclic;
arylalkylthio;
heterocyclic-substituted alkylthio;
hydroxylamino;
alkoxyamino;
thioalkylamino;
mercaptoamino;
acylamino;
thio-acylamino;
thio-acetal;
carboxylic acid;
carboxylic acid esters, thioesters, amides, halides, anhydrides and thioamides;
thiocarboxylic acid;
thiocarboxylic acid esters, thioesters, amides, halides, anhydrides and thioamides;
hydroxyl;
sulfhydryl;
nitro;
carbamoyl;
thiocarbamoyl;
ureido;
thio-ureido;
amino;
alkylamino;
cycloalkylamino;
alkenylamino;
cycloalkenylamino;
alkynylamino;
arylamino;
arylalkylamino;
hydroxyalkyl-amino;
mercaptoalkylamino;
heterocyclic amino;
heterocyclic-substituted alkylamino;
oximino;
alkyloximino;
hydrazino;
alkylhydrazino;
phenyl-hydrazino;
cysteinyl acid, esters, thioesters, amides and thioamides thereof;
aryl optionally substituted with one or more substituents selected from the group consisting of halogen, C1-7 alkyl and C1-7 alkoxy;
optionally substituted heterocyclic radicals;
aromatic or heterocyclic substituents substituted with an aliphatic spacer between the pteridine ring and the aromatic or heterocyclic substituent, whereby said aliphatic spacer is a branched or straight, saturated or unsaturated aliphatic chain of 1 to 4 carbon atoms which may contain one or more functions, atoms or radicals selected from the group consisting of carbonyl (oxo), thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, acetal, thio-acetal, amino, imino, oximino, alkyloximino, amino-acid, cyano, carboxylic acid or ester or thioester or amide, nitro, thio C1-7 alkyl, thio C3-10 cycloalkyl, alkylamino, sulfonyl, sulfonamido and halogen;
branched or straight, saturated or unsaturated aliphatic chains of 2 to 7 carbon atoms optionally containing one or more functions selected from the group consisting of thiocarbonyl, alcohol (hydroxyl), thiol, ether, thio-ether, thio-acetal, amino, imino, oximino, alkyloximino, amino-acid, cyano, sulfonyl, sulfinyl, sulfonamido and halogen;
or R3 together with R4 forms a homocyclic or heterocyclic radical;R2′
is —
NH—
CHR6R7 or —
NH—
R8, wherein R6 and R7 are independently selected from the group consisting of hydrogen, C1-6 alkyl substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkoxy, C3-10 cycloalkyl, heterocyclyl, and aryl substituted with one or more substituents selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, trifluoromethyl, trifluoromethoxy, C1-4 alkyl, C1-4 alkoxy, di-C1-4 alkylamino, mono-C1-4 alkylamino, carboxamido, sulfamoyl, carbamoyl, sulfonamido and phenoxy, provided that R6 and R7 are not both hydrogen; and
wherein R8 is selected from the group consisting of C3-10 cycloalkyl optionally substituted at the carbon position adjacent to the N atom of R2′
with aryl or heteroaryl wherein said aryl is optionally substituted with halogen, heteroaryl, and heteroaryl or aryl wherein said heteroaryl or aryl is substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkyl;R3′
is selected from the group consisting of halogen, heterocyclyl, and, mono-substituted or disubstituted aryl and heterocyclyl, wherein at least one substituent of said aryl is selected from the group consisting of amino, C4-6 alkyl, C4-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy, and optionally further substituted with halogen, C1-4 alkyl, C1-4 alkoxy; and
at least one substituent of said heterocyclyl is selected from the group consisting of halogen, amino, C1-6 alkyl, C1-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy;R9 is selected from the group consisting of H, C3-10 cycloalkyl optionally substituted with one more substituents selected from the group consisting of cyano, halogen, hydroxy, amino, C1-6 alkyl and C1-6 alkoxy;
C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
C1-6 alkoxy;
heterocyclyl optionally substituted with C1-6 alkyl; and
phenyl optionally substituted with one or more halogens;R10 and R11 are each independently selected from the group consisting of C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, cyano, halogen and hydroxy;
C1-6 alkoxy optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
heterocyclyl optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl, acylamino and oxo;
C3-10 cycloalkyl optionally substituted with one or more substituents selected from the group consisting of amino or hydroxy; and
amino optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen and heterocyclyl;R12 is selected from the group consisting of H and C1-6 alkyl, wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of cyano, halogen and hydroxy; or a pharmaceutical acceptable addition salt or a stereochemical isomeric form thereof or a N-oxide thereof or a solvate thereof or a prodrug thereof. - View Dependent Claims (50, 53)
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48. A pteridine derivative represented by
or the structural formula (XIII) or the structural formula (XIV) wherein a first group of one or more of the substituents R2, R3 and R5 of the pteridine ring is independently selected from groups represented by the general formula (IV): -
wherein; schematically represents a saturated or partly unsaturated heterocyclic ring with at least two nitrogen atoms in the said heterocyclic ring and with a total of 5 to 7 atoms in the said heterocyclic ring, and optionally with one or more other heteroatoms (e.g. oxygen or sulfur) in the said heterocyclic ring or attached to one or more carbon atoms of said heterocyclic ring (for instance in the form of a carbonyl or thiocarbonyl group), wherein one of said at least two nitrogen atoms in the heterocyclic ring is attached to a carbon atom of the pteridine ring at any of positions 2, 4, 6 or 7 of the pteridine ring, wherein the said heterocyclic ring may be fused to one or more aromatic hydrocarbon rings, and wherein; each substituent R0 of the heterocyclic ring (III) is a group independently selected from the group consisting of halogen and C1-7 alkyl; n is an integer from 0 to 6; R1 is a substituent group selected from the group consisting of formyl, acyl, thio-acyl, amide, thioamide, sulfonyl, sulfinyl, carboxylate, thiocarboxylate, amino-substituted acyl, alkoxyalkyl, C3-10 cycloalkyl-alkyl, C3-10 cyclo-alkyl, dialkylaminoalkyl, heterocyclic-substituted alkyl, acyl-substituted alkyl, thioacyl-substituted alkyl, amido-substituted alkyl, thioamido-substituted alkyl, carboxylato-substituted alkyl, thiocarboxylato-substituted alkyl, (amino-substituted acyl)alkyl, heterocyclic, carboxylic acid ester, ω
-cyanoalkyl, ω
-carboxylic ester-alkyl, halo C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, arylalkenyl, aryloxyalkyl, arylalkyl and aryl, wherein the aryl moiety of each of said arylalkenyl, aryloxyalkyl, arylalkyl and aryl radicals is optionally substituted with one or more substituents; andwherein a second group of the substituents R2, R3 and R5 of the pteridine ring is independently selected from the group consisting of hydrogen;
halogen;
C1-7 alkyl;
C2-7 alkenyl;
C2-7 alkynyl;
halo C1-7 alkyl;
carboxy C1-7 alkyl;
carboxyaryl;
C1-7 alkoxy;
C3-10 cycloalkoxy;
aryloxy;
arylalkyloxy;
thio C1-7 alkyl;
thio C3-10 cycloalkyl;
thioaryl;
arylalkylthio;
hydroxylamino;
mercapto-amino;
acylamino;
thio-acylamino;
alkoxyamino;
thioalkylamino;
amino;
alkylamino;
cycloalkylamino;
arylamino;
arylalkylamino;
hydroxyalkylamino;
mercaptoalkylamino;
aryl optionally substituted with one or more substituents;
aromatic or heterocyclic substituents substituted with an aliphatic spacer between the pteridine ring and the aromatic or heterocyclic substituent, whereby said aliphatic spacer is a branched or straight, saturated or unsaturated aliphatic chain of 1 to 4 carbon atoms which may contain one or more functions, atoms or radicals independently selected from the group consisting of carbonyl, thiocarbonyl, hydroxyl, thiol, ether and halogen;
branched or straight, saturated or unsaturated aliphatic chains of 1 to 7 carbon atoms optionally containing one or more functions, atoms or radicals independently selected from the group consisting of halogen, carbonyl, thiocarbonyl, hydroxyl, thiol, ether and amino;
or R2 together with R3 and the carbon atoms in positions 6 and 7 of the pteridine ring forms a homocyclic or heterocyclic radical;and wherein R4′
is —
NH—
CHR6R7 or —
NH—
R8, wherein R6 and R7 are independently selected from the group consisting of hydrogen, C1-6 alkyl substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkoxy, C3-10 cycloalkyl, heterocyclyl, and aryl substituted with one or more substituents selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, trifluoromethyl, trifluoromethoxy, C1-4 alkyl, C1-4 alkoxy, di-C1-4 alkylamino, mono-C1-4 alkylamino, carboxamido, sulfamoyl, carbamoyl, sulfonamido and phenoxy, provided that R6 and R7 are not both hydrogen; and
wherein R8 is selected from the group consisting of C3-10 cycloalkyl optionally substituted at the carbon position adjacent to the N atom of R4′
with aryl or heteroaryl wherein said aryl is optionally substituted with halogen, heteroaryl, and heteroaryl or aryl wherein said heteroaryl or aryl is substituted with one or more substituents selected from the group consisting of halogen and C1-4 alkyl;R2′
is selected from the group consisting of halogen, heterocyclyl, and, mono-substituted or disubstituted aryl and heterocyclyl, wherein at least one substituent of said aryl or heterocyclyl is selected from the group consisting of halogen, amino, C1-6 alkyl, C1-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy;R9 is selected from the group consisting of H, C3-10 cycloalkyl optionally substituted with one or more substituents selected from the group consisting of cyano, halogen, hydroxy, amino, C1-6 alkyl and C1-6 alkoxy;
C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
C1-6 alkoxy;
heterocyclyl optionally substituted with C1-6 alkyl; and
phenyl optionally substituted with one or more halogens;R10 and R11 are each independently selected from the group consisting of C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, cyano, halogen and hydroxy;
C1-6 alkoxy optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
heterocyclyl optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl, acylamino and oxo;
C3-10 cycloalkyl optionally substituted with one or more substituents selected from the group consisting of amino or hydroxy; and
amino optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen and heterocyclyl;R12 is selected from the group consisting of H and C1-6 alkyl, wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of cyano, halogen and hydroxy; or a pharmaceutical acceptable addition salt or a stereochemical isomeric form thereof or a N-oxide thereof or a solvate thereof or a prodrug thereof. - View Dependent Claims (51, 54, 59)
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55. A method of treatment or prevention of an infection due to a virus from the Flaviviridae family, by administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative according to
the structural formula (VII) wherein: -
R1 is selected from the group consisting of hydroxylamino, (mono- or di) C1-7 alkylamino, (mono- or di) C1-7 alkyloxyamino, (mono- or di) arylamino, (mono- or di) C3-10 cycloalkylamino, (mono- or di) hydroxy C1-7 alkylamino, (mono- or di) C1-4 alkyl-arylamino, mercapto C1-7 alkyl, C1-7 alkyloxy or a saturated or unsaturated heterocyclic compound containing at least one nitrogen and optionally substituted by one or more C1-4 alkyl, hydroxy C1-4 alkyl, C1-4 alkyloxy, halo, hydroxy, hydroxy-carbonyl, and C1-4 alkyloxycarbonyl; R2 is selected from the group consisting of amino, hydroxylamino, (mono- or di) C1-7 alkylamino, (mono- or di) C1-7 alkyloxyamino, (mono- or di) arylamino, (mono- or di) C3-10 cycloalkylamino, (mono- or di) hydroxy C1-7 alkylamino, (mono- or di) C1-4 alkyl-arylamino, mercapto C1-7 alkyl, C1-7 alkyloxy or a saturated or unsaturated heterocyclic compound containing at least one nitrogen and optionally substituted by one or more C1-4 alkyl, hydroxy C1-4 alkyl, C1-4 alkyloxy, halo, hydroxy, hydroxy-carbonyl, and C1-4 alkyloxycarbonyl, R4 is selected from the group consisting of hydrogen, alkyl, alkoxy, substituted and non-substituted aryl groups, R3′
is selected from the group consisting of halogen, heterocyclyl, and, mono-substituted or disubstituted aryl and heterocyclyl, wherein at least one substituent of said aryl is selected from the group consisting of amino, C4-6 alkyl, C4-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy, and optionally further substituted with halogen, C1-4 alkyl, C1-4 alkoxy; and
at least one substituent of said heterocyclyl is selected from the group consisting of halogen, amino, C1-6 alkyl, C1-6 alkoxy, —
CONHR9, —
NR12COR10, —
NR12SO2R11, —
SO2NH2, heterocyclyl and heterocyclyl substituted with one or more substituents selected from the group consisting of hydroxy, oxo, halogen, amino, C1-6 alkyl and C1-6 alkoxy;R9 is selected from the group consisting of H, C3-10 cycloalkyl optionally substituted with one more substituents selected from the group consisting of cyano, halogen, hydroxy, amino, C1-6 alkyl and C1-6 alkoxy;
C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
C1-6 alkoxy;
heterocyclyl optionally substituted with C1-6 alkyl; and
phenyl optionally substituted with one or more halogens;R10 and R11, are each independently selected from the group consisting of C1-6 alkyl optionally substituted with one or more substituents selected from the group consisting of amino, cyano, halogen and hydroxy;
C1-6 alkoxy optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen, and heterocyclyl;
heterocyclyl optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl, acylamino and oxo;
C3-10 cycloalkyl optionally substituted with one or more substituents selected from the group consisting of amino or hydroxy; and
amino optionally substituted with one or more substituents selected from the group consisting of C1-6 alkyl wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of amino, alkylamino, cyano, dialkylamino, halogen and heterocyclyl;R12 is selected from the group consisting of H and C1-6 alkyl, wherein said C1-6 alkyl is optionally substituted with one or more substituents selected from the group consisting of cyano, halogen and hydroxy; or a pharmaceutical acceptable addition salt or a stereochemical isomeric form thereof or a N-oxide thereof or a solvate thereof or a prodrug thereof. - View Dependent Claims (56, 57, 58)
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60. A pteridine derivative selected from the group consisting of:
-
4-ethoxy-6-(4-acetamidophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-acetamidophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(5-acetyl-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-acetyl-3-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(5-acetyl-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-aminophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-aminomethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-benzyloxy-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-benzyloxy-3-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-bromophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-bromophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-bromo-2,5-dimethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-bromo-5-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-bromo-6-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-carboxy-5-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-carboxy-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(5-carboxy-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-carboxy-3-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-5-formylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-5-hydroxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-chloro-4-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-4-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-chloro-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-chloro-5-methoxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-4-methylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-5-methylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-chloro-5-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-5-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-chloro-2-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,6-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,4-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,6-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,4-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,3-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,5-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,5-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,4-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,6-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,5-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,4-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,3-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-[N,N-dimethylamino]phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-[N,N-dimethylaminomethyl]phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,5-dimethyl phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3,4-dimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2,6-dimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2,6-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2,5-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2,4-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-ethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-ethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-ethoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-ethoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-ethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-fluoro-4-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluoro-3-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluoro-2-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluoro-5-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluoro-5-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-fluoro-2-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-formyl-5-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-formyl-2-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-formyl-5-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-hydroxy-4-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-hydroxymethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-hydroxymethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-hydroxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-hydroxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-iodophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-iodophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-isopropoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-isopropoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-methanesulfonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-methoxy-2-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3,4-methylenedioxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-(methylthio)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-(methylthio)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-morpholinophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-nitrophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-phenoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-(tert-butylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-(2-thienyl)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2,4,6-trimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3,4,5-trifluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3,4,5-trimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-vinylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-acetamidopyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-benzothienyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(1-benzothiophen-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(1-benzothiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-bromo-3-chloropyridin-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-bromo-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-bromopyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-chloro-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-6-isopropylpyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(5-chlorothien-2-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(5-bromothien-2-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-chloro-3-fluoropyridin-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,5-dibromopyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,6-dichloropyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,4-dimethoxypyrimidin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(3,5-dimethylisoxazol-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-ethoxy-6-(2-ethoxypyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluoro-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluoropyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-fluoropyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-formyl-2-furyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-formyl-thiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(furan-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(furan-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(indol-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(isoquinolin-4-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-methylfuran-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(methoxypyrimidin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-methyl-1-benzothiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-methyl-3-phenyl-4-isoxazolyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(3-methylpyridin-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-methylpyridin-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(5-methylpyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-methoxypyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(2-methoxypyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(pyridin-4-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(pyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(pyrimidin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(quinolin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(quinolin-8-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(thien-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-benzylamine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-methylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-methylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-methylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-methoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-methoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-methoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,5-dihydroxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-propoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-phenoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-[3,4-dichlorophenoxy]-benzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-[3,5-dichlorophenoxy]-benzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-bromobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-bromobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-bromobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-chlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-chlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-chlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-fluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3-dichlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,4-dichlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,6-dichlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4-dichlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,5-dichlorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,4-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,5-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,6-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,5-difluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3,4-trifluorobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-trifluoromethylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-trifluoromethylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-trifluoromethylbenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-trifluoromethoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(5-trifluoromethoxybenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-nitrobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-nitrobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-nitrobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-cyanobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-cyanobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-dimethylaminobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-diethylaminobenzyl)-amine, 4-ethoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4,5-trimethoxybenzyl)-amine, 4-isopropoxy-6-(4-acetamidophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-acetamidophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-acetylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(5-acetyl-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-acetyl-3-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(5-acetyl-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-aminophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-aminomethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-benzyloxy-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-benzyloxy-3-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-bromophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-bromophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-bromo-2,5-dimethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-bromo-5-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-bromo-6-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-carboxy-5-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-carboxy-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(5-carboxy-2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-carboxy-3-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-carboxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-5-formylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-5-hydroxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-chloro-4-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-4-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-chloro-2-fluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-chloro-5-methoxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-4-methylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-5-methylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-chloro-5-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-5-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-chloro-2-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-cyanophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,6-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,4-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,6-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,4-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,3-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,5-dichlorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,5-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,4-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,6-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,5-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,4-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,3-difluorophenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-[N,N-dimethylamino]phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-[N,N-dimethylaminomethyl]phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,5-dimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3,4-dimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2,6-dimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2,6-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2,5-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2,4-dimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-ethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-ethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-ethoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-ethoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-ethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-fluoro-4-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluoro-3-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluoro-2-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluoro-5-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluoro-5-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-fluoro-2-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-formyl-5-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-formyl-2-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-formyl-5-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-hydroxy-4-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-hydroxymethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-hydroxymethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-hydroxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-hydroxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-iodophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-iodophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-isopropoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-isopropoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-methanesulfonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-methoxy-2-formylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-methoxycarbonylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3,4-methylenedioxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-methylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-(methylthio)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-(methylthio)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-morpholinophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-nitrophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-phenoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-(tert-butoxycarbonyl)phenyl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-(tert-butylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-(2-thienyl)phenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2,4,6-trimethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3,4,5-trifluorophenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-trifluoromethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-trifluoromethylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3,4,5-trimethoxyphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-vinylphenyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-acetamidopyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-benzothienyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(1-benzothiophen-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(1-benzothiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-bromo-3-chloropyridin-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-bromo-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-bromopyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-chloro-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-6-isopropylpyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(5-chlorothien-2-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(5-bromothien-2-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-chloro-3-fluoropyridin-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,5-dibromopyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,6-dichloropyridin-3-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,4-dimethoxypyrimidin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(3,5-dimethylisoxazol-4-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-pteridin-2-yl]-(4-fluoro-benzyl)-amine, 4-isopropoxy-6-(2-ethoxypyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluoro-3-methylpyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluoropyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-fluoropyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-formyl-2-furyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-formyl-thiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(furan-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(furan-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(indol-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(isoquinolin-4-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-methylfuran-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(methoxypyrimidin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-methyl-1-benzothiophen-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-methyl-3-phenyl-4-isoxazolyl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(3-methylpyridin-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-methylpyridin-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(5-methylpyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-methoxypyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(2-methoxypyridin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(pyridin-4-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(pyridin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(pyrimidin-5-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(quinolin-3-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(quinolin-8-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(thien-2-yl)-pteridin-2-yl]-(4-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-benzylamine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-methylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-methylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-methylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-methoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-methoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-methoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,5-dihydroxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-propoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-phenoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-[3,4-dichlorophenoxy]-benzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-[3,5-dichlorophenoxy]-benzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-bromobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-bromobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-bromobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-chlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-chlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-chlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-fluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3-dichlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,4-dichlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,6-dichlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4-dichlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,5-dichlorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,4-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,5-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,6-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,5-difluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2,3,4-trifluorobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-trifluoromethylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-trifluoromethylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-trifluoromethylbenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-trifluoromethoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(5-trifluoromethoxybenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(2-nitrobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-nitrobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-nitrobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3-cyanobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-cyanobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-dimethylaminobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(4-diethylaminobenzyl)-amine, 4-isopropoxy-6-(4-fluorophenyl)-pteridin-2-yl]-(3,4,5-trimethoxybenzyl)-amine, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-chlorobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-chlorobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methylbenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methoxybenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methylbenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methylbenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methoxybenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methoxybenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-fluorobenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-fluorobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-fluorobenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-chlorobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-trifluoromethoxybenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-trifluoromethoxybenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-trifluoromethylbenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-trifluoromethylbenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-trifluoromethylbenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-bromobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-bromobenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-bromobenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-iodobenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-hydroxybenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-4-methyl}-thien-2-ylbenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-morpholinobenzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-morpholinobenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-morpholinomethylbenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-(4-methylpiperazino)benzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-methylthiobenzene, 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-phenoxymethylbenzene, 4-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-(pyrrolidin-1-ylmethyl)benzene, 2-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-(pyrrolidin-1-ylmethyl)benzene, and 3-{[6-(4-fluorophenyl)-4-(2,2,2-trifluoroethylamino)-pteridin-2-ylamino]-methyl}-(pyrimidin-2-yl)benzene.
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61. A pteridine derivative being 2-amino-4-isopropoxy-6-(4-fluorophenyl)-pteridine.
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62. A method of treatment or prevention of an infection due to a virus from the Flaviridae family, consisting essentially of administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative selected from the group consisting of 2-amino-4-ethoxy-6-(4-fluorophenyl)-pteridine and 2-amino-4-isopropoxy-6-(4-fluorophenyl)-pteridine.
Specification