Patent ID: 6500853
Filing Date: 2002-12-31
Classification: C07D

Abstract:
A compound of the formulae: wherein:R1 and R1, are independently selected from the group consisting of H, halogen, â€”CF3, â€”OH, â€”C1-C10 alkyl, â€”Sâ€”C1-C10 alkyl, C1-C10 alkoxy, â€”CN, â€”NO2, â€”NH2, phenyl, â€”O-phenyl, â€”S-phenyl, benzyl, â€”O-benzyl, â€”S-benzyl; and a moiety of the formulae: Z is O or S; R6 is selected from the group consisting of H, â€”CF3, C1-C10 alkyl, C1-C10 alkoxy, phenyl, â€”O-phenyl, â€”S-phenyl, benzyl, â€”O-benzyl, and â€”S-benzyl, the phenyl and benzyl rings of these group members being optionally substituted by from 1 to 3 substituents selected from halogen, C1-C10 alkyl, C1-C10 alkoxy, â€”CHO, â€”NO2, â€”NH2, â€”CN, â€”CF3, and â€”OH; R7 is selected from the group consisting of â€”(CH2)nâ€”COOH, â€”(CH2)nâ€”Nâ€”(C1-C6 alkyl)2, â€”(CH2)nâ€”NHâ€”(C1-C6 alkyl), â€”CF3, C1-C6 alkyl, C3-C5 cycloalkyl, C1-C6 alkoxy, â€”NHâ€”(C1-C6 alkyl), â€”Nâ€”(C1-C6 alkyl)2, (CH2)nphenyl, phenyl, â€”O -phenyl, benzyl, â€”O-benzyl, adamantyl, â€”(CH2)n-phenyl-O-phenyl, â€”(CH2)n-phenyl-CH2-phenyl, â€”(CH2)nâ€”O-phenyl-CH2-phenyl, and â€”(CH2)n-phenyl-(Oâ€”CH2-phenyl)2, the rings of these group members being optionally substituted by from 1 to 3 substituents selected from halogen, C1-C6 alkyl, C1-C6 alkoxy, â€”N2, â€”NO2, â€”CF3, CO2H, and â€”OH; n is an integer from 0 to 3; R2 is selected from the group consisting of H, halogen, â€”CN, â€”CHO, â€”CF3, â€”OH, C1-C10 alkyl, C1-C10 alkoxy, â€”CHO, â€”CN, â€”NO2, â€”NH2, â€”NHâ€”C1-C6 alkyl, â€”N(C1-C6 alkyl)2, â€”Nâ€”SO2â€”C1-C6 alkyl, and â€”SO2â€”C1-C6 alkyl; R3 is selected from the group consisting of â€”COOH, â€”C(O)â€”COOH, â€”(CH2)nâ€”C(O)â€”COOH, â€”(CH2)nâ€”COOH, â€”(CH2)nâ€”CH&boxH;CHâ€”COOH, â€ƒand a moiety of the formulae â€”L1â€”M1; â€ƒwherein L1 is a bridging or linking moiety selected from a chemical bond, â€”(CH2)nâ€”, â€”Sâ€”, â€”Oâ€”, â€”SO2â€”, â€”C(O)â€”, â€”CH2)nâ€”C(O)â€”, â€”(CH2)nâ€”C(O)â€”(CH2)nâ€”, â€”(CH2)nâ€”Oâ€”(CH2)nâ€”, â€”C(Z)â€”N(R6)â€”, â€”C(Z)â€”N(R6)â€”(CH2)nâ€”, â€”C(O)â€”C(Z)â€”N(R6)â€”, â€”C(O)â€”C(Z)â€”N(R6)â€”(CH2)nâ€”, â€”C(Z)â€”NHâ€”SO2â€”, â€”C(Z)â€”NHâ€”SO2â€”(CH2)nâ€”, â€”(CH2)nâ€”Sâ€”(CH2)nâ€”, â€”(CH2)nâ€”SOâ€”(CH2)nâ€”, â€”(CH2)nâ€”SO2â€”(CH2)nâ€”, or â€”(CH2)nâ€”CH&boxH;CHâ€”(CH2)nâ€”Oâ€”; n is an integer from 0 to 3; M1 is selected from the group consisting of â€”COOH, â€”(CH2)nâ€”COOH, â€”(CH2)nâ€”C(O)â€”COOH, tetrazole, R8 is â€”COOH, â€”(CH2)nâ€”COOH, or â€”(CH2)nâ€”C(O)â€”COOH; R9 is H; R10 is H; n is an integer from 0 to 3; R4 is selected from the group consisting of H, â€”CF3, C1-C6 lower alkyl, C1-C6 lower alkoxy, C3-C10 cycloalkyl, â€”C1-C6 alkyl-C3-C10 cycloalkyl, â€”CHO, halogen, and a moiety of the formula â€”L2â€”M2: L2 indicates a linking or bridging group of the formulae â€”(CH2)nâ€”, â€”Sâ€”, â€”Oâ€”, â€”C(O)â€”, â€”(CH2)nâ€”C(O)â€”, â€”(CH2)nâ€”C(O)â€”(CH2)nâ€”, â€”(CH2)nâ€”â€”Oâ€”(CH2)nâ€”, â€”(CH2)nâ€”Sâ€”(CH2)nâ€”, C(O)C(O)X, or â€”(CH2)nâ€”Nâ€”(CH2)n; where X is O or Nn is an integer from 0 to 3; M2 is selected from the group consisting of H, C1-C6 lower alkyl, C1-C6 lower alkoxy, C3-C10 cycloalkyl, phenyl and benzyl, the cycloalkyl, phenyl and benzyl rings being optionally substituted by from 1 to 3 substituents selected from halogen, C1-C10 alkyl, C1-C10 alkoxy, â€”NO2, â€”NH2, â€”CN, and â€”CF3; R5 is a moiety of the formulae â€”(CH2)nâ€”A, wherein A is the moiety: â€ƒwherein D is H; B and C are each phenyl, each optionally substituted by from 1 to 3 substituents selected from the group consisting of H, halogen, â€”CN, â€”CHO, â€”CF3, â€”OH, â€”C1-C6 alkyl, C1-C6 alkoxy, â€”NH2, â€”N(C1-C6)2, â€”NH(C1-C6), â€”Nâ€”C(O)â€”(C1-C6), and â€”NO2; or a pharmaceutically acceptable salt thereof.