SUBSTITUTED PTERIDINES USEFUL FOR THE TREATMENT AND PREVENTION OF VIRAL INFECTIONS

• US 20100305117A1
• Filed: 07/20/2007
• Published: 12/02/2010
• Est. Priority Date: 07/20/2006
• Status: Active Grant

• Current Assignee: Gilead Sciences Inc.
• Original Assignee: Gilead Sciences Inc.
• Inventors: Herdewijn, Piet André Maurits Maria, De Jonghe, Steven Cesar Alfons, Watkins, William John, Chong, Lee Shun
• Granted Patent: US 10,144,736 B2
• Time in Patent Office: Days
• US Class Current: 514/232.5
• CPC Class Codes: A61P 31/14 for RNA viruses
• CPC Class Codes: C07D 475/00 Heterocyclic compounds containing pteridine ring systems
• CPC Class Codes: C07D 475/02 with an oxygen atom directly attached in position 4
• CPC Class Codes: C07D 475/04 with a nitrogen atom directly attached in position 2
• CPC Class Codes: C07D 475/06 with a nitrogen atom directly attached in position 4
• CPC Class Codes: C07D 475/08 with a nitrogen atom directly attached in position 2

Abstract

The invention provides 4,6-di- and 2,4,6-tri-substituted pteridine derivatives with a specific substitution pattern which exhibit a significant and selective activity against certain types of viral infections, in particular selectively inhibit replication of Flaviridae such as the hepatitis C virus, and are useful for the prevention and treatment of such viral infections.

Claims

1-30. -30. (canceled)

31. A pteridine derivative selected from the group consisting of:

6-(2,6-dichlorophenyl)-4-ethoxypteridin-2-amine,

3-(2-amino-4-ethoxypteridin-6-yl)benzonitrile,

4-ethoxy-6-(3-fluoro-4-methoxyphenyl)pteridin-2-amine,

4-ethoxy-6-(4-(trifluoromethoxy)phenyl)pteridin-2-amine,

6-(3,5-bis(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(4-(trifluoromethyl)phenyl)pteridin-2-amine,

6-(4-chloro-3-fluorophenyl)-4-ethoxypteridin-2-amine,

6-(3,5-dichlorophenyl)-4-ethoxypteridin-2-amine,

6-(3,4-difluorophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(2-fluorophenyl)pteridin-2-amine,

6-(2,6-difluorophenyl)-4-ethoxypteridin-2-amine,

6-(3,5-difluorophenyl)-4-ethoxypteridin-2-amine,

6-(2,3-difluorophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(3-fluorophenyl)pteridin-2-amine,

dimethyl (4-(2-amino-4-ethoxypteridin-6-yl)phenyl)methylphosphonate,

6-(2,4-difluorophenyl)-4-ethoxypteridin-2-amine,

6-(3-chlorophenyl)-4-ethoxypteridin-2-amine,

6-(2,4-bis(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(pyridin-3-yl)pteridin-2-amine,

4-ethoxy-6-(1H-pyrazol-5-yl)pteridin-2-amine,

4-ethoxy-6-(pyrimidin-5-yl)pteridin-2-amine,

4-ethoxy-6-(2-fluoropyridin-3-yl)pteridin-2-amine,

4-ethoxy-6-(thiophen-3-yl)pteridin-2-amine,

4-ethoxy-6-(furan-3-yl)pteridin-2-amine,

N-(4-(2-amino-4-ethoxypteridin-6-yl)phenyl)acetamide,

6-(2,5-difluorophenyl)-4-ethoxypteridin-2-amine,

6-(4-chlorophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(2-(trifluoromethyl)phenyl)pteridin-2-amine,

4-ethoxy-6-(1H-indol-5-yl)pteridin-2-amine,

4-ethoxy-6-(4-(methylsulfonyl)phenyl)pteridin-2-amine,

4-ethoxy-6-(pyridin-4-yl)pteridin-2-amine,

4-ethoxy-6-(1H-pyrazol-4-yl)pteridin-2-amine,

4-ethoxy-6-(furan-2-yl)pteridin-2-amine,

6-(2-chlorophenyl)-4-ethoxypteridin-2-amine,

6-(2,3-dichlorophenyl)-4-ethoxypteridin-2-amine,

6-(3-chloro-4-fluorophenyl)-4-ethoxypteridin-2-amine,

6-(2-chloro-4-fluorophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(3-(trifluoromethyl)phenyl)pteridin-2-amine,

4-ethoxy-6-(3-(trifluoromethoxy)phenyl)pteridin-2-amine,

4-(2-amino-4-ethoxypteridin-6-yl)-N-methylbenzamide,

4-(2-amino-4-ethoxypteridin-6-yl)-N-cyclopropylbenzamide,

6-(4-(dimethylamino)phenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(4-fluoro-2-methylphenyl)pteridin-2-amine,

5-(2-amino-4-ethoxypteridin-6-yl)thiophene-2-carbonitrile,

4-ethoxy-6-(2-(trifluoromethoxy)phenyl)pteridin-2-amine,

4-ethoxy-6-(2,3,4-trifluorophenyl)pteridin-2-amine,

6-(2-chloro-4-(trifluoromethyl)phenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(2,4,6-trifluorophenyl)pteridin-2-amine,

6-(5-chlorothiophen-2-yl)-4-ethoxypteridin-2-amine,

2-(2-amino-4-ethoxypteridin-6-yl)phenol,

6-(2,5-dichlorophenyl)-4-ethoxypteridin-2-amine,

6-(3,5-dimethylphenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(3-ethoxyphenyl)pteridin-2-amine,

4-ethoxy-6-p-tolylpteridin-2-amine,

6-(benzo[b]thiophen-2-yl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(2-ethoxyphenyl)pteridin-2-amine,

4-(2-amino-4-ethoxypteridin-6-yl)phenol,

6-(2,4-dichlorophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(2,4,5-trifluorophenyl)pteridin-2-amine,

4-ethoxy-6-(2-methylphenyl)pteridin-2-amine,

1-(4-(2-amino-4-ethoxypteridin-6-yl)phenyl)pyrrolidin-2-one,

5-(2-amino-4-ethoxypteridin-6-yl)indolin-2-one,

4-ethoxy-6-(6-methoxypyridin-3-yl)pteridin-2-amine,

4-ethoxy-6-(isoxazol-4-yl)pteridin-2-amine,

4-ethoxy-6-(5-fluoro-2-methoxyphenyl)pteridin-2-amine,

methyl 4-(2-amino-4-ethoxypteridin-6-yl)phenylcarbamate,

6-(benzofuran-2-yl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-morpholinopteridin-2-amine,

6-(4-aminophenyl)-4-ethoxypteridin-2-amine,

4-ethoxy-6-(3-methylpyridin-4-yl)pteridin-2-amine,

4-ethoxy-6-(2-methoxypyridin-4-yl)pteridin-2-amine,

4-ethoxy-6-(2-methylpyridin-4-yl)pteridin-2-amine,

4-ethoxy-6-(pyridin-2-yl)pteridin-2-amine,

6-(2-fluorophenyl)-4-morpholinopteridin-2-amine,

6-(2-chlorophenyl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(2-(trifluoromethyl)phenyl)pteridin-2-amine,

6-(2-methoxyphenyl)-4-morpholinopteridin-2-amine,

6-(3-fluorophenyl)-4-morpholinopteridin-2-amine,

6-(3-chlorophenyl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(3-(trifluoromethyl)phenyl)pteridin-2-amine,

4-morpholino-6-(3-(trifluoromethoxy)phenyl)pteridin-2-amine,

3-(2-amino-4-morpholinopteridin-6-yl)benzonitrile,

4-morpholino-6-(4-(trifluoromethoxy)phenyl)pteridin-2-amine,

4-(2-amino-4-morpholinopteridin-6-yl)benzonitrile,

4-morpholino-6-(4-(morpholinomethyl)phenyl)pteridin-2-amine,

6-(2,3-difluorophenyl)-4-morpholinopteridin-2-amine,

6-(2,3-dichlorophenyl)-4-morpholinopteridin-2-amine,

6-(2-chloro-4-fluorophenyl)-4-morpholinopteridin-2-amine,

6-(2,4-bis(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,

6-(2,4-difluorophenyl)-4-morpholinopteridin-2-amine,

6-(2,6-dichlorophenyl)-4-morpholinopteridin-2-amine,

6-(3,5-bis(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,

6-(4-chloro-3-fluorophenyl)-4-morpholinopteridin-2-amine,

6-(3,5-difluorophenyl)-4-morpholinopteridin-2-amine,

6-(3,5-dichlorophenyl)-4-morpholinopteridin-2-amine,

dimethyl (4-(2-amino-4-morpholinopteridin-6-yl)phenyl)methylphosphonate,

6-(2,6-difluorophenyl)-4-morpholinopteridin-2-amine,

6-(3,4-dichlorophenyl)-4-morpholinopteridin-2-amine,

6-(3-chloro-4-fluorophenyl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(4-(trifluoromethyl)phenyl)pteridin-2-amine,

6-(4-(methylsulfonyl)phenyl)-4-morpholinopteridin-2-amine,

6-(1H-indol-5-yl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(pyrimidin-5-yl)pteridin-2-amine,

4-morpholino-6-(pyridin-3-yl)pteridin-2-amine,

6-(2-fluoropyridin-3-yl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(thiophen-3-yl)pteridin-2-amine,

6-(furan-3-yl)-morpholinopteridin-2-amine,

4-morpholino-6-(1H-pyrazol-5-yl)pteridin-2-amine,

6-(2,3-difluorophenyl)-4-morpholinopteridin-2-amine,

4-(2-amino-4-morpholinopteridin-6-yl)-N-methylbenzamide,

4-(2-amino-4-morpholinopteridin-6-yl)-N-cyclopropylbenzamide,

6-(2,5-difluorophenyl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(pyridin-4-yl)pteridin-2-amine,

4-morpholino-6-(1H-pyrazol-4-yl)pteridin-2-amine,

6-(4-(dimethylamino)phenyl)-4-morpholinopteridin-2-amine,

6-(4-fluoro-2-methylphenyl)-4-morpholinopteridin-2-amine,

6-(2-chloro-4-(trifluoromethyl)phenyl)-4-morpholinopteridin-2-amine,

5-(2-amino-4-morpholinopteridin-6-yl)thiophene-2-carbonitrile,

6-(benzo[b]thiophen-2-yl)-4-morpholinopteridin-2-amine,

2-(2-amino-4-morpholinopteridin-6-yl)phenol,

6-(2-ethoxyphenyl)-4-morpholinopteridin-2-amine,

6-(3-ethoxyphenyl)-4-morpholinopteridin-2-amine,

6-(5-chlorothiophen-2-yl)-morpholinopteridin-2-amine,

1-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)pyrrolidin-2-one,

methyl 4-(2-amino-4-morpholinopteridin-6-yl)phenylcarbamate,

6-(6-methoxypyridin-3-yl)-4-morpholinopteridin-2-amine,

6-(isoxazol-4-yl)-4-morpholinopteridin-2-amine,

6-(2-methylphenyl)-4-morpholinopteridin-2-amine,

6-(benzofuran-2-yl)-4-morpholinopteridin-2-amine,

6-(5-fluoro-2-methoxyphenyl)-4-morpholinopteridin-2-amine,

4-morpholino-6-(3,4,5-trifluorophenyl)pteridin-2-amine,

5-(2-amino-4-morpholinopteridin-6-yl)indolin-2-one,

N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)isobutyramide,

N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)pivalamide,

(S)-tert-butyl 1-(4-(2-amino-4-morpholinopteridin-6-yl)phenylamino)-3-hydroxy-1-oxopropan-2-ylcarbamate,

(S)-tert-butyl 1-(4-(2-amino-4-morpholinopteridin-6-yl)phenylamino)-1-oxopropan-2-ylcarbamate,

N-[6-(4-Amino-phenyl)-4-morpholin-4-yl-pteridin-2-yl]-acetamide,

cyclopropane carboxylic acid[4-(2-amino-4-morpholin-4-yl-pteridin-6-yl)-phenyl]-amide,

6-(2,3-difluorophenyl)-pteridine-2,4-diamine,

(S)-2-amino-N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)-3-hydroxypropanamide,

(S)-2-amino-N-(4-(2-amino-4-morpholinopteridin-6-yl)phenyl)propanamide,

6-(4-Fluoro-phenyl)-4-methoxy-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-(2-methoxy-ethoxy)-pteridin-2-ylamine,

4-Butoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-(2,2,2-trifluoro-ethoxy)-pteridin-2-ylamine,

4-[2-Amino-6-(4-fluoro-phenyl)-pteridin-4-yloxy]-2-methyl-butan-2-ol,

6-(4-Fluoro-phenyl)-4-(2-morpholin-4-yl-ethoxy)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-(3-morpholin-4-yl-propoxy)-pteridin-2-ylamine,

4-Cyclopropylmethoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

4-Cyclobutylmethoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-propoxy-pteridin-2-ylamine,

4-sec-Butoxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-(tetrahydro-furan-3-yloxy)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-isobutoxy-pteridin-2-ylamine,

4-Benzyloxy-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

4-Ethylsulfanyl-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

4-Amino-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

6-(4-Fluoro-phenyl)-4-piperidin-1-yl-pteridin-2-ylamine,

N-4-Cyclopropyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

4-(2,6-Dimethyl-morpholin-4-yl)-6-(4-fluoro-phenyl)-pteridin-2-ylamine,

N-4-Cyclohexyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

N-4-Benzyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

N-4-(3-Methyl-benzyl)-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

N-4-(3-Fluoro-benzyl)-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

6-(4-Fluoro-phenyl)-4-(4-methyl-piperazin-1-yl)-pteridin-2-ylamine,

6-(4-Fluoro-phenyl)-4-piperazin-1-yl-pteridin-2-ylamine,

N-4-Cyclopropylmethyl-6-(4-fluoro-phenyl)-pteridine-2,4-diamine,

6-(4-Fluoro-phenyl)-4-pyrrolidin-1-yl-pteridin-2-ylamine,

4-Ethoxy-6-(4-fluoro-phenyl)-pteridine,

4-isopropoxy-6-(4-fluoro-phenyl)-pteridine,

4-(2-methoxy-ethoxy)-6-(4-fluoro-phenyl)-pteridine,

[6-(4-Fluoro-phenyl)-pteridin-4-yl]-(4-methyl-cyclohexyl)-amine,

[6-(4-Fluoro-phenyl)-pteridin-4-yl]-(4-methyl-cyclohexyl)-amine,

6-(4-Fluoro-phenyl)-4-morpholin-4-yl-pteridine, and

4-Ethylsulfanyl-6-(4-fluoro-phenyl)-pteridine

and/or a pharmaceutically acceptable addition salt thereof and/or a stereo-isomer thereof and/or a mono- or a di-N-oxide thereof and/or a solvate thereof and/or a pro-drug form thereof.

32. A pharmaceutical composition comprising as an active principle at least one pteridine derivative according to claim 31 and one or more pharmaceutically acceptable excipients.

33. A pharmaceutical composition according to claim 32, and further comprising one or more other antiviral drugs.

34. A method of treatment or prevention of an infection due to a virus, by administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative according to claim 31.

35. A method according to claim 34, wherein said virus belongs to the Flaviridae family.

36. A method according to claim 34, wherein said virus belongs to a genus selected from the group consisting of Genus Flavivirus, Genus Hepacivirus and Genus Pestivirus.

37. A method according to claim 34, wherein said virus is hepatitis C virus.

38. A method according to claim 34, wherein said administration is oral administration.

39. A method according to claim 34, wherein said therapeutically effective amount is from 0.01 mg to 20 mg per day per kg bodyweight of said patient.

40. A method of treatment or prevention of a viral infection according to claim 34, wherein said at least one pteridine derivative is administered together with one or more other antiviral drugs.

41. A method of treatment or prevention of a viral infection according to claim 40, wherein said other antiviral drug is selected from the group consisting of interferon alpha, ribavirin, NS3 protease inhibitors, and nucleoside- or non-nucleoside-based inhibitors of NS5B polymerase.

42. A pteridine derivative represented by the structural formula:

44. A pharmaceutical composition comprising as an active principle at least one pteridine derivative according to claim 42 and one or more pharmaceutically acceptable excipients.

45. A pharmaceutical composition according to claim 44, and further comprising one or more other antiviral drugs.

46. A method of treatment or prevention of an infection due to a virus, by administering to a patient in need thereof a therapeutically effective amount of a pteridine derivative according to claim 42.

47. A method of treatment or prevention of a viral infection according to claim 46, wherein said virus belongs to the Flaviridae family.

48. A method of treatment or prevention of a viral infection according to claim 46, wherein said virus belongs to a genus selected from the group consisting of Genus Flavivirus, Genus Hepacivirus and Genus Pestivirus.

49. A method of treatment or prevention of a viral infection according to claim 46, wherein said virus is hepatitis C virus.

50. A method of treatment or prevention of a viral infection according to claim 46, wherein said administration is oral administration.

51. A method of treatment or prevention of a viral infection according to claim 46, wherein said therapeutically effective amount is from 0.01 mg to 20 mg per day per kg bodyweight of said patient.

52. A method of treatment or prevention of a viral infection according to claim 46, wherein said at least one pteridine derivative is administered together with one or more other antiviral drugs.

53. A method of treatment or prevention of a viral infection according to claim 52, wherein said other antiviral drug is selected from the group consisting of interferon alpha, ribavirin, NS3 protease inhibitors, and nucleoside- or non-nucleoside-based inhibitors of NS5B polymerase.

43. A pteridine derivative selected from the group consisting of:

4-morpholino-6-(4-(4′

-allyloxycarbonylpiperazino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-aminocarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-aminocarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-amino-5-chlorophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-amino-3-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-amino-4-methylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-amino-5-methylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-amino-2-methyl phenyl)pteridin-2-ylamine,

4-morpholino-6-(5-amino-2-methyl phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-amino-3-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-benzyloxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-benzyloxy-4-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-biphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-n-butyl phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-isobutylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-carboxy-3-fluorophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-chloro-4-hydroxy-5-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-chloro-5-hydroxymethylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-cyanomethoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-cyanomethoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-cyanomethoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-cyanophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-cyanophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-cyanophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(N-cyclopropylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(N,N-diethylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(2-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(N,N-dimethylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-[(N′

,N′

-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,

4-morpholino-6-(4-[(N′

,N′

-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,

4-morpholino-6-(3-[1,3]dioxolan-2-ylmethoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(3-ethoxycarbonylpiperidino)carboxamidophenyl)-pteridin-2-ylamine,

4-morpholino-6-(4-formylaminophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-formylaminophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-formylaminophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-formyl-5-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-formyl-4-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(5-formyl-2-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-formyl-5-methyl phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-formylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-formylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-formylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-hydroxy-3,5-dimethylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(2-hydroxyethyl)-aminocarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(2-hydroxyethyl)aminocarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-hydroxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-hydroxy-3-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(hydroxymethyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(hydroxymethyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-hydroxy-3-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-isopropoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(4-isopropylpiperazinyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-isopropylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-methanesulfonamidophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-methanesulfonamidophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-methanesulfonamido phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-methoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-methoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-methoxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-methoxy-5-methylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-methoxy-3-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(3-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-N-methylcarboxamidophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(N-methylamino)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(methylthio)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(methylthio)phenyl)pteridin-2-ylamine,

4-morpholino-6-(2-(methylthio)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(morpholinocarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-morpholinophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-(morpholinomethyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(2-nitrophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-phenoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(N-phenylaminomethyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(phenylcarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(piperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-piperazinylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-succinamidophenyl)pteridin-2-ylamine,

4-morpholino-6-(3-succinamidophenyl)pteridin-2-ylamine,

4-morpholino-6-(sulfamoylphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(2-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(3-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(2,3,4-trifluorophenyl)pteridin-2-ylamine,

4-morpholino-6-(4-tert-butylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(2-thienyl)phenyl)pteridin-2-ylamine,

4-morpholino-6-(2,4,6-trimethylphenyl)pteridin-2-ylamine,

4-morpholino-6-(3,4,5-trimethoxyphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-vinylphenyl)pteridin-2-ylamine,

4-morpholino-6-(4-(2-hydroxyethoxy)phenyl)pteridin-2-ylamine,

4-morpholino-6-(6-benzyloxynaphth-2-yl)pteridin-2-ylamine,

4-morpholino-6-(naphth-1-yl)pteridin-2-ylamine,

4-morpholino-6-(naphth-2-yl)pteridin-2-ylamine,

4-morpholino-6-(4′

-benzoyl[1,1′

-biphenyl]-4-yl)pteridin-2-ylamine,

4-morpholino-6-(1-biphenylyl)pteridin-2-ylamine,

4-morpholino-6-(oxoindan-5-yl)pteridin-2-ylamine,

4-morpholino-6-(benzodioxolyl)pteridin-2-ylamine,

4-morpholino-6-(2-acetamidopyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-aminopyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-aminopyrimidin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1,4-benzodioxan-6-yl)pteridin-2-ylamine,

4-morpholino-6-(1-benzothien-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-benzyloxypyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1-benzyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-bromo-3-chloropyridin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)pteridin-2-ylamine,

4-morpholino-6-(2-bromo-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-bromopyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(3-bromopyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(5-bromothien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(2-chloro-6-isopropylpyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-chloro-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-[4-(4-chlorophenylsulfonyl)piperazin-1-yl]pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-chloropyrid-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-chloropyrid-5-yl)pteridin-2-ylamine,

4-morpholino-6-(dibenzo[b,d]furan-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-chloro-3-fluoropyridin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(dibenzo[b,d]thien-4-yl)pteridin-2-ylamine,

4-morpholino-6-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)pteridin-2-ylamine,

4-morpholino-6-(3,6-dihydro-2H-pyridine-1-tert-butoxycarbonyl)pteridin-2-ylamine,

4-morpholino-6-(2,5-dibromopyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2,6-dichloropyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2,3-dihydro-1-benzofuran-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2,6-dimethoxypyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2,6-dimethoxypyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2,4-dimethoxypyrimidin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(3,5-dimethylisoxazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(3-N,N-dimethylaminopropoxy)pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(3,5-dimethylpyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)pteridin-2-ylamine,

4-morpholino-6-(2,4-di(tert-butoxy)pyrimidin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-ethoxypyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-fluoro-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-fluoropyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(5-formyl-2-furyl)pteridin-2-ylamine,

4-morpholino-6-(5-formylthien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(furan-2-yl)pteridin-2-ylamine,

4-morpholino-6-(2-hydroxypyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1-isobutyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(isoquinolin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-methoxypyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-methoxypyrimidin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methyl-1-benzothien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(1-(3-methylbutyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methylfuran-2-yl)pteridin-2-ylamine,

4-morpholino-6-(1-methylindol-5-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methyl-3-phenyl-4-isoxazolyl)pteridin-2-ylamine,

4-morpholino-6-(5-(methylthio)thien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(4-methylpiperazinyl)pyridin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(4-methylpiperazinyl)pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1-methyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(3-methylpyridin-2-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methylpyridin-2-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methylpyridin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-methoxypyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(4-methylthien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(5-methylthien-2-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(2-morpholinoethylamino)-pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(2-morpholinoethyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(morpholin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1-(phenylsulfonyl)-1H-indol-3-yl)pteridin-2-ylamine,

4-morpholino-6-(5-phenyl-2-thienyl)pteridin-2-ylamine,

4-morpholino-6-(2-(piperazin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(piperazin-1-yl)-pyridin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(1-propyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(pyridin-4-yl)pteridin-2-ylamine,

4-morpholino-6-(4-phenoxathiinyl)pteridin-2-ylamine,

4-morpholino-6-(quinolin-8-yl)pteridin-2-ylamine,

4-morpholino-6-(quinolin-3-yl)pteridin-2-ylamine,

4-morpholino-6-(2-(4-tert-butoxycarbonylpiperazinyl)-pyrid-4-yl)pteridin-2-ylamine,

4-morpholino-6-(1-tert-butoxycarbonyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-morpholino-6-(1-tert-butoxycarbonyl-2-pyrrolyl)pteridin-2-ylamine,

4-morpholino-6-(1-(tert-butoxycarbonyl)-5-bromo-1H-indol-2-yl)pteridin-2-ylamine,

4-morpholino-6-(1-(tert-butoxycarbonyl)-1H-indol-5-yl)pteridin-2-ylamine,

4-morpholino-6-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)pteridin-2-ylamine,

4-morpholino-6-(1-thianthrenylthien-3-yl)pteridin-2-ylamine,

4-morpholino-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(4-(4′

-allyloxycarbonylpiperazino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-aminocarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-aminocarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-amino-5-chlorophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-amino-3-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-amino-4-methylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-amino-5-methylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-amino-2-methyl phenyl)pteridin-2-ylamine,

4-ethoxy-6-(5-amino-2-methyl phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-amino-3-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-benzyloxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-benzyloxy-4-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-biphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-n-butyl phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-isobutylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-carboxy-3-fluorophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(3-carboxypropionylamino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-chloro-4-hydroxy-5-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloro-5-hydroxymethylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-cyanomethoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-cyanomethoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-cyanomethoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-cyanophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-cyanophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-cyanophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(N-cyclopropylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(N,N-diethylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(N,N-dimethylamino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(N,N-dimethylaminocarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-[(N′

,N′

-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,

4-ethoxy-6-(4-[(N′

,N′

-dimethylamino)ethylaminocarbonyl]phenyl)-pteridin-2-ylamine,

4-ethoxy-6-(3-[1,3]dioxolan-2-ylmethoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(ethoxycarbonyl)methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-ethoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(3-ethoxycarbonylpiperidino)carboxamidophenyl)-pteridin-2-ylamine,

4-ethoxy-6-(4-formylaminophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-formylaminophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-formylaminophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-formyl-5-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-formyl-4-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(5-formyl-2-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-formyl-5-methylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-formylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-formylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-formylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-hydroxy-3,5-dimethylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(2-hydroxyethyl)-aminocarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(2-hydroxyethyl)aminocarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-hydroxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-hydroxy-3-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(hydroxymethyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(hydroxymethyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-hydroxy-3-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-isopropoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(4-isopropylpiperazinyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-isopropylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-methanesulfonamidophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-methanesulfonamidophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-methanesulfonamido phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-methoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-methoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-methoxy-4-methoxycarbonylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-methoxy-5-methylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-methoxy-3-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-N-methylcarboxamidophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(N-methylamino)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(4-methylpiperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(methylthio)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(methylthio)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(methylthio)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(morpholinocarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-morpholinophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(morpholinomethyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-nitrophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-phenoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(N-phenylaminomethyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(phenylcarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(piperazine-1-carbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-piperazinylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-succinamidophenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-succinamidophenyl)pteridin-2-ylamine,

4-ethoxy-6-(sulfamoylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(toluene-4-sulfonamido)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(tert-butoxycarbonylamino)-3-methoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(3-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(tert-butoxycarbonyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(2,3,4-trifluorophenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-tert-butylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(2-thienyl)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(2,4,6-trimethylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(3,4,5-trimethoxyphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-vinylphenyl)pteridin-2-ylamine,

4-ethoxy-6-(4-(2-hydroxyethoxy)phenyl)pteridin-2-ylamine,

4-ethoxy-6-(6-benzyloxynaphth-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(naphth-1-yl)pteridin-2-ylamine,

4-ethoxy-6-(naphth-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(4′

-benzoyl[1,1′

-biphenyl]-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-biphenylyl)pteridin-2-ylamine,

4-ethoxy-6-(oxoindan-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(benzodioxolyl)pteridin-2-ylamine,

4-ethoxy-6-(2-acetamidopyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-aminopyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-aminopyrimidin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1,4-benzodioxan-6-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-benzothien-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-benzyloxypyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-benzyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-bromo-3-chloropyridin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-bromo-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-bromopyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(3-bromopyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-bromothien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloro-6-isopropylpyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloro-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-[4-(4-chlorophenylsulfonyl)piperazin-1-yl]pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloropyrid-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloropyrid-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(dibenzo[b,d]furan-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-chloro-3-fluoropyridin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(dibenzo[b,d]thien-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)pteridin-2-ylamine,

4-ethoxy-6-(3,6-dihydro-2H-pyridine-1-tert-butoxycarbonyl)pteridin-2-ylamine,

4-ethoxy-6-(2,5-dibromopyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,6-dichloropyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,3-dihydro-1-benzofuran-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,6-dimethoxypyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,6-dimethoxypyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,4-dimethoxypyrimidin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(3,5-dimethylisoxazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(3-N,N-dimethylaminopropoxy)pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(3,5-dimethylpyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-[1,3]dioxolan-2-ylmethyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)pteridin-2-ylamine,

4-ethoxy-6-(2,4-di(tert-butoxy)pyrimidin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-ethoxypyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-fluoro-3-methylpyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-fluoropyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-formyl-2-furyl)pteridin-2-ylamine,

4-ethoxy-6-(5-formylthien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(furan-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-hydroxypyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-isobutyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(isoquinolin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-methoxypyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-methoxypyrimidin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methyl-1-benzothien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-(3-methylbutyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methylfuran-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-methylindol-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methyl-3-phenyl-4-isoxazolyl)pteridin-2-ylamine,

4-ethoxy-6-(5-(methylthio)thien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(4-methylpiperazinyl)pyridin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(4-methylpiperazinyl)pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-methyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(3-methylpyridin-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methylpyridin-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methylpyridin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-methoxypyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(4-methylthien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-methylthien-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(2-morpholinoethylamino)-pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(2-morpholinoethyl)-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(morpholin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-(phenylsulfonyl)-1H-indol-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(5-phenyl-2-thienyl)pteridin-2-ylamine,

4-ethoxy-6-(2-(piperazin-1-yl)-pyridin-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(piperazin-1-yl)-pyridin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-propyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(pyridin-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(4-phenoxathiinyl)pteridin-2-ylamine,

4-ethoxy-6-(quinolin-8-yl)pteridin-2-ylamine,

4-ethoxy-6-(quinolin-3-yl)pteridin-2-ylamine,

4-ethoxy-6-(2-(4-tert-butoxycarbonylpiperazinyl)-pyrid-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-tert-butoxycarbonyl-1H-pyrazol-4-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-tert-butoxycarbonyl-2-pyrrolyl)pteridin-2-ylamine,

4-ethoxy-6-(1-(tert-butoxycarbonyl)-5-bromo-1H-indol-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-(tert-butoxycarbonyl)-1H-indol-5-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)pteridin-2-ylamine,

4-ethoxy-6-(1-thianthrenylthien-3-yl)pteridin-2-ylamine, and

4-ethoxy-6-(1,3,5-trimethyl-1H-pyrazol-4-yl)pteridin-2-ylamine.