Patent ID: 6369053
Filing Date: 2002-04-09
Classification: A61K,A61P,C07D,Y10S

Abstract:
A compound of the formula: or pharmaceutically acceptable salts or pharmaceutically acceptable solvates thereof, wherein:R1 is selected from: hydrogen, halogen, hydroxy, C1-6 alkyl, â€”O(C1-6 alkyl), â€”NO2, â€”CN, â€”SO2NH2, â€”SO2NH(C1-6 alkyl), â€”SO2N(C1-6 alkyl) (C1-6 alkyl), amino, â€”NH (C1-6 alkyl), â€”N(C1-6 alkyl) (C1-6 alkyl), â€”N(C1-6 alkyl)CO(C1-6 alkyl), â€”NHCO2(C1-6 alkyl), â€”N(C1-6 alkyl)CO2(C1-6 alkyl), â€”NHSO2(C1-6 alkyl), â€”N(C1-6 alkyl)SO2(C1-6 alkyl), â€”SO2NHCO(C1-6 alkyl), â€”CONHSO2(C1-6 alkyl), â€”CON(C1-6 alkyl) (C1-6 alkyl), â€”CO2(C1-6 alkyl), â€”S (C1-6 alkyl), â€”SO(C1-6 alkyl), or â€”SO2(C1-6 alkyl), wherein said C1-6 alkyl may be straight, branched or cyclic, may contain one or two double or triple bonds, unsubstituted or substituted with one or more substituents selected from: hydroxy, oxo, halogen, amino, or C1-3 alkoxy; R2 and R3 are independently selected from the group consisting of: hydrogen, halogen, hydroxy, C1-8 alkyl, â€”O(C1-8 alkyl), â€”NO2, â€”CN, â€”SO2NH2, â€”SO2NH(C1-8 alkyl), â€”SO2N(C1-8 alkyl) (C1-8 alkyl), amino, â€”NH(C1-8 alkyl), â€”N(C1-8 alkyl) (C1-8 alkyl), â€”N (C1-8 alkyl)CO(C1-8 alkyl), â€”NHCO2(C1-6 alkyl), â€”N(C1-8 alkyl)CO2(C1-8 alkyl), â€”NHSO2 (C1-8 alkyl), â€”N (C1-6 alkyl) SO2(C1-8 alkyl), â€”SO2NHCO(C1-8 alkyl), â€”CONHSO2(C1-8 alkyl), â€”CON(C1-8 alkyl) (C1-8 alkyl), â€”CO2(C1-8 alkyl), â€”S(C1-8 alkyl), â€”SO(C1-8 alkyl), â€”SO2(C1-8 alkyl), and Ar, wherein Ar is phenyl, naphthyl, thienyl, benzothienyl, pyridyl, quinolyl, pyrazinyl, pyrimidyl, imidazolyl, benzoimidazolyl, furanyl, benzofuranyl, thiazolyl, benzothiazolyl, isothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, pyrazolyl, or benzopyrazolyl, each of which is unsubstituted or substituted with one or more substituents selected from: halogen, hydroxy, C1-6 alkyl, â€”O(C1-6 alkyl), â€”NO2, â€”CN, â€”SO2NH2, â€”SO2NH (C1-6 alkyl), â€”SO2N (C1-6 alkyl) (C1-6 alkyl) amino, â€”NH (C1-6 alkyl), â€”N (C1-6 alkyl) (C1-6 alkyl), â€”N (C1-6 alkyl)CO(C1-6, alkyl), â€”NHCO2(C1-6 alkyl), â€”N (C1-6 alkyl)CO2(C1-6 alkyl), â€”NHSO2(C1-6 alkyl), â€”N(C1-6 alkyl)SO2(C1-6 alkyl), â€”SO2NHCO(C1-6 alkyl), â€”CONHS2(C1-6 alkyl), â€”CON(C1-6 alkyl) (C1-6 alkyl), â€”CO2(C1-6 alkyl), â€”S(C1-6 alkyl), â€”SO(C1-6 alkyl), or â€”SO2(C1-6 alkyl), wherein C1-6 alkyl, is defined as above, wherein said C1-8 alkyl and said C1-6 alkyl may be straight, branched or cyclic, may contain one or two double or triple bonds, unsubstituted or substituted with one or more of the substituents selected from:(i) hydroxy, (ii) oxo, (iii) halogen, (iv) Ar, wherein Ar is as defined above, (v) â€”NR4R5, wherein R4 and R5 are independently selected from: (A) hydrogen, (B) C1-6 alkyl, wherein C1-6 alkyl is as defined above, (C) Ar, where in Ar is as defined above, (D) C1-6 alkyl-Ar, wherein Ar is as defined above and Ar is attached to any position of the C1-6 alkyl group at any position of Ar, â€ƒand the groups R4 and R5 may be joined together to form a 4- to 8-membered monocyclic or bicyclic ring which may contain: (a) one or two double bonds, (b) one or two oxo, (c) one or two O, S or Nâ€”R6 wherein R6 is hydrogen, C1-6 alkyl, C1-6 alkyl-Ar, wherein C1-6 alkyl and Ar are defined as above and Ar is attached to C1-6 alkyl at any position, (d) one or two R1, (vi) â€”OR4, wherein R4 is as defined above, (vii) â€”CONR4R5, wherein R4 and R5 are as defined above, (viii) â€”SO2NR4R5, wherein R4 and R5 are as defined above, (ix) â€”NR4COR5, wherein R4 and R5 are as defined above; X is O or S; Q1 is selected from Formulas A and B â€ƒwherein R17 is hydrogen or C1-8 alkyl, wherein C1-8 alkyl carries the definition assigned above, Ar18 is phenyl, naphthyl, thienyl, benzothienyl, pyridyl, quinolyl, pyrazinyl, pyrimidyl, imidazolyl, benzoimidazolyl, furanyl, benzofuranyl, thiazolyl, benzothiazolyl, isothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, pyrazolyl, or benzopyrazolyl, each of which is unsubstituted or substituted with one or more substituents selected from: halogen, hydroxy, C1-8 alkyl, â€”O(C1-8 alkyl), â€”NO2, â€”CN, â€”SO2NH2, â€”SO2NH(C1-8 alkyl), â€”SO2N (C1-8 alkyl) (C1-8 alkyl), amino, â€”NH (C1-8 alkyl), â€”N(C1-8 alkyl) (C1-8 alkyl), â€”N(C1-8 alkyl)CO(C1-8 alkyl), â€”NHCO2(C1-6 alkyl), â€”N(C1-8 alkyl) CO2(C1-8 alkyl), â€”NHSO2(C1-8 alkyl), â€”N(C1-6 alkyl) SO2(C1-8 alkyl), â€”SO2NHCO(C1-8 alkyl), â€”CONHSO2(C1-8 alkyl), -CON (C1-8 alkyl) (C1-8 alkyl), â€”CO2(C1-8 alkyl), â€”S(C1-8 alkyl), â€”SO(C1-8 alkyl), and â€”SO2(C1-8 alkyl), wherein C1-8 alkyl, is defined as above, â€ƒand R19 is (i) hydrogen, (ii) Ar19 wherein Ar19 is carries the definition of Ar18, (iii) C1-8 alkyl, wherein said C1-8 alkyl is as defined above, (iv) â€”COR4, wherein R4 is as defined above, (v) â€”CONR4R5, wherein R4 and R5 are as defined above, (vi) â€”SO2NR4R5, wherein R4 and R5 are as defined above; and Q2 is selected from formulas II and III: â€ƒwherein R7 is hydrogen or C1-8 alkyl, wherein C1-8 alkyl is as defined above, wherein R8 and R9 are independently selected from: (i) hydrogen, (ii) Arâ€², wherein Arâ€² is phenyl, naphthyl, thienyl, benzothienyl, pyridyl, quinolyl, pyrazinyl, pyrimidyl, imidazolyl, benzoimidazolyl, furanyl, benzofuranyl, thiazolyl, benzothiazolyl, isothiazolyl, benzisothiazolyl, triazolyl, tetrazolyl, pyrazolyl, or benzopyrazolyl, each of which is unsubstituted or substituted with one or more substituents selected from: halogen, hydroxy, C1-8 alkyl, â€”O(C1-8 alkyl), â€”NO2, â€”CN, â€”SO2NH2, â€”SO2NH (C1-8 alkyl), â€”SO2N (C1-8 alkyl) (C1-8 alkyl), amino, â€”NH (C1-8 alkyl), â€”N(C1-8 alkyl) (C1-8 alkyl), â€”N(C1-8 alkyl) CO(C1-8 alkyl), â€”NHCO2(C1-6 alkyl), â€”N(C1-8 alkyl)CO2(CO1-8 alkyl), â€”NHSO2(C1-8 alkyl), â€”N(C1-6 alkyl) SO2(C1-8 alkyl), â€”SO2NHCO(C1-8 alkyl), â€”CONHSO2 (C1-8 alkyl), â€”CON(C1-8 alkyl) (C1-6 alkyl), â€”CO2(C1-8 alkyl), â€”S(C1-8 alkyl), â€”SO(C1-8 alkyl), and â€”SO2(C1-8 alkyl), wherein C1-8 alkyl, is defined as above, (iii) C1-8 alkyl, wherein said C1-8 alkyl is as defined above, (iv) â€”COR4, wherein R4 is as defined above, (v) â€”CONR4R5, wherein R4 and R5 are as defined above, (vi) â€”SO2NR4R5, wherein R4 and R5 are as defined above or the groups R8 and R9, may be joined together to form a 4- to 8-membered monocyclic or bicyclic ring of which may contain: (a) one or two double bonds, (b) one or two oxo, (c) one or two O, S or Nâ€”R10 wherein R10 is hydrogen, C1-8 alkyl, C1-8 alkyl-Arâ€², wherein C1-8 alkyl and Arâ€² are as defined above and Arâ€² is attached to any position of the C1-8 alkyl group at any position of Arâ€²; (d) one or two R1.