Hetercyclic compounds, processes for their preparation and pharmaceutical compositions containing them
First Claim
1. A compound of formula (I):
- ##STR9## wherein Q1 is;
a heterocyclic group selected from unsubstituted or substituted indolyl, benzothiophenyl and benzofuranyl, said substituents selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, SRa, SORa, SO2 Ra, ORa, NRa Rb, NRa CORb, NRa COORb, COORa or CONRa Rb, where Ra and Rb are defined below;
the dotted line represents an optional covalent bond;
one of X and Y represents H and the other of X and Y represents hydroxy or C1-6 alkoxy, or X and Y together form a group ═
O or ═
NOR5 where R5 is selected from H and C1-6 alkyl;
R1 and R2 are each independently selected from H;
C1-6 alkyl optionally substituted by hydroxy, cyano, CORc, CO2 Rc, CONRc Rd, or NRc Rd (where Rc and Rd are each independently selected from H, C1-6 alkyl and phenyl (C0-4 alkyl) optionally substituted in the phenyl ring by one or more of C1-6 alkyl, C1-6 alkoxy, halo and trifluoromethyl);
phenyl (C1-4 alkyl) (optionally substituted in the phenyl ring by one or more of C1-6 alkyl, C1-6 alkoxy, halo and trifluoromethyl);
CORc ;
CO2 Rc ;
CONRc Rd ;
COC1-6 alkylNRc Rd ;
CONRc COORd ; and
SO2 Rc ;
where Rc and Rd are as above defined;
R3 is selected from H, C1-6 alkyl and C2-6 alkenyl; and
R4 is phenyl optionally substituted by 1, 2, or 3 groups selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, ORa, SRa, SORa, NRa Rb, NRa CORb, NRa CO2 Rb, CO2 Ra and CONRa Rb, where Ra and Rb are independently selected from H, C1-6 alkyl, phenyl and trifluoromethyl;
or a pharmaceutically acceptable salt thereof.
1 Assignment
0 Petitions
Accused Products
Abstract
Compounds of formula (I), and salts and prodrugs thereof ##STR1## wherein Q1 is halo substituted phenyl; naphthyl; indolyl; benzthiophenyl; benzofuranyl; benzyl; or fluorenyl;
. . is an optional covalent bond;
one of X and Y is H and the other is hydroxy or C1-6 alkoxy, or X and Y are together ═0 or ═NOR5 ;
R1 and R2 are H; C1-6 alkyl optionally substituted by hydroxy, cyano, CORc, CO2 Rc, CONRc Rd, or NRc Rd (where Rc and Rd are H, C1-6 alkyl or phenyl(C0-4 alkyl) optionally substituted by C1-6 alkyl, C1-6 alkoxy, halo and trifluoromethyl); phenyl(C1-4 alkyl) (optionally substituted by C1-6 alkyl, C1-6 alkoxy, halo or trifluoromethyl); CORc ; CO2 Rc ; CONRc Rd ; COC1-6 alkylNRc Rd ; CONRc COORd ; or SO2 Rc ;
R3 is H, C1-6 alkyl or C2-6 alkenyl; and
R4 is phenyl optionally substituted by C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, ORa, SRa, SORa, NRa Rb, NRa CORb, NRa CO2 Rb, CO2 Ra or CONRa Rb, where Ra and Rb are H, C1-6 alkyl, phenyl or trifluoromethyl; are tachykinin antagonists.
14 Citations
13 Claims
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1. A compound of formula (I):
- ##STR9## wherein Q1 is;
a heterocyclic group selected from unsubstituted or substituted indolyl, benzothiophenyl and benzofuranyl, said substituents selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, SRa, SORa, SO2 Ra, ORa, NRa Rb, NRa CORb, NRa COORb, COORa or CONRa Rb, where Ra and Rb are defined below;the dotted line represents an optional covalent bond; one of X and Y represents H and the other of X and Y represents hydroxy or C1-6 alkoxy, or X and Y together form a group ═
O or ═
NOR5 where R5 is selected from H and C1-6 alkyl;R1 and R2 are each independently selected from H;
C1-6 alkyl optionally substituted by hydroxy, cyano, CORc, CO2 Rc, CONRc Rd, or NRc Rd (where Rc and Rd are each independently selected from H, C1-6 alkyl and phenyl (C0-4 alkyl) optionally substituted in the phenyl ring by one or more of C1-6 alkyl, C1-6 alkoxy, halo and trifluoromethyl);
phenyl (C1-4 alkyl) (optionally substituted in the phenyl ring by one or more of C1-6 alkyl, C1-6 alkoxy, halo and trifluoromethyl);
CORc ;
CO2 Rc ;
CONRc Rd ;
COC1-6 alkylNRc Rd ;
CONRc COORd ; and
SO2 Rc ;
where Rc and Rd are as above defined;R3 is selected from H, C1-6 alkyl and C2-6 alkenyl; and R4 is phenyl optionally substituted by 1, 2, or 3 groups selected from C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, ORa, SRa, SORa, NRa Rb, NRa CORb, NRa CO2 Rb, CO2 Ra and CONRa Rb, where Ra and Rb are independently selected from H, C1-6 alkyl, phenyl and trifluoromethyl;
or a pharmaceutically acceptable salt thereof. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13)
- ##STR9## wherein Q1 is;
Specification
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- Resources
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Current AssigneeMerck Sharp & Dohme Limited (Merck & Co., Inc.)
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Original AssigneeMerck Sharp & Dohme Limited (Merck & Co., Inc.)
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InventorsLewis, Richard T., Merchant, Kevin J., MacLeod, Angus M.
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Primary Examiner(s)Lee, Mary C.
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Assistant Examiner(s)McKane, Joseph K.
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Application NumberUS08/021,826Time in Patent Office503 DaysField of Search548/504, 548/507, 514/415, 514/469, 514/470, 514/443, 549/467, 549/214, 549/466, 549/49, 549/58, 549/4, 549/51, 549/52, 549/53, 549/55, 549/56US Class Current514/415CPC Class CodesA61P 43/00 Drugs for specific purposes...C07D 209/16 TryptaminesC07D 333/58 Radicals substituted by nit...
