Patent ID: 6355673
Filing Date: 2002-03-12
Classification: A61P,C07C

Abstract:
A compound of formula (I) in any of its stereoisomeric forms: a physiologically tolerable salt thereof, or a mixture of any of the foregoing, whereinR1 is (A) unsubstituted phenyl, or (B) phenyl, which is mono- or disubstituted by at least one radical, which in the case of a disubstituted phenyl are the same or different radicals, selected from (B)(1) (C1-C7)-alkyl-, (B)(2) â€”OH, (B)(3) (C1-C6)-alkyl-C(O)â€”Oâ€”, (B)(4) (C1-C6)-alkyl-Oâ€”, (B)(5) (C1-C6)-alkyl-Oâ€”(C1-C4)-alkyl-Oâ€”, (B)(6) halogen, (B)(7) â€”CF3, (B)(8) â€”CN, (B)(9) â€”NO2, (B)(10) HOâ€”C(O)â€”, (B)(11) (C1-C6)-alkyl-Oâ€”C(O)â€”, (B)(12) methylenedioxo, (B)(13) R4â€”(R5)Nâ€”C(O)â€”, and (B)(14) R4â€”(R5)Nâ€”; R2, R4, and R5 are the same or different, and each is independently selected from (1) a hydrogen atom, (2) (C1-C6)-alkyl-, (3) HOâ€”C(O)â€”(C1-C6)-alkyl-, (4) phenyl-(CH2)aâ€”, wherein phenyl is unsubstituted, or mono- or disubstituted by at least one radical, which in the case of a disubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, and wherein a is the integer zero, 1, or 2, (5) picolyl, and (6) R4 and R5 together with the ring amino group form a 4- to 7-membered ring, wherein one of the methylene groups is optionally replaced by â€”Oâ€”, â€”Sâ€”, or â€”NHâ€”; R3 and G are the same or different, and each is independently selected from (1) a hydrogen atom, (2) (C1-C6)-alkyl-, (3) (C2-C6)-alkenyl-, (4) phenyl-(CH2)bâ€”, wherein said phenyl is unsubstituted, or mono- or disubstituted by at least one radical, which in the case of a disubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, and wherein b is the integer zero, 1, 2, or 3, (5) R6â€”C(O)â€”, wherein R6 is (5)(a) (C1-C6)-alkyl-, wherein alkyl is unsubstituted or substituted by at least one radical selected from (B)(1) to (B)(14) above or by (C3-C6)-cycloalkyl, (5)(b) (C3-C6)-cycloalkyl, wherein cycloalkyl is unsubstituted or substituted by at least one radical selected from (B)(1) to (B)(14) above, (5)(c) (C2-C6)-alkenyl-, wherein alkenyl is unsubstituted, or mono-, di-, or trisubstituted by at least one radical, which in the case of a di- or trisubstituted alkenyl are the same or different radicals, selected from (5)(c)(i) phenyl, wherein phenyl is unsubstituted or mono-, di-, or trisubstituted by at least one radical, which in the case of a di- or trisubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, (5)(c)(ii) heteroaryl, wherein heteroaryl is selected from (C)(1) to (C)(16): (C)(1) pyrrole, (C)(2) pyrazole, (C)(3) imidazole, (C)(4) triazole, (C)(5) thiophene, (C)(6) thiazole, (C)(7) oxazole, (C)(8) isoxazole, (C)(9) pyridine, (C)(10) pyrimidine, (C)(11) indole, (C)(12) benzothiophene, (C)(13) benzimidazole, (C)(14) benzoxazole, (C)(15) benzothiazole, and (C)(16) benzotriazole; wherein heteroaryl is unsubstituted, or mono-, di-, or trisubstituted by at least one radical, which in the case of a di- or trisubstituted heteroaryl are the same or different radicals, selected from (B)(1) to (B)(14) above, and (5)(c)(iii) at least one radical selected from (B)(1) to (B)(14) above, (5)(d) phenyl-(CH2)dâ€”, wherein said phenyl is unsubstituted or mono-, di-, or trisubstituted by at least one radical, which in the case of a di- or trisubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, â€”Oâ€”CF3, â€”SO2â€”, â€”NH2, â€”NHâ€”C(O)â€”CF3, and benzyl, and wherein a hydrogen atom of the â€”(CH2)dâ€” radical is optionally substituted by the radical â€”COOH, and wherein d is the integer zero, 1, 2, or 3, (5)(e) naphthyl, (5)(f) adamantyl, and (5)(g) heteroaryl-(CH2)eâ€”, wherein heteroaryl is selected from (C)(1) to (C)(16) above, â€ƒand wherein heteroaryl is unsubstituted or substituted by at least one radical selected from (B)(1) to (B)(14) above, and wherein e is the integer zero, 1, 2, or 3, (6) R6â€”Oâ€”C(O)â€”, wherein R6 is as defined above, (7) R6â€”CH(NH2)â€”C(O)â€”, wherein R6 is as defined above, (8) R8â€”N(R7)â€”C(O)â€”, wherein R8 is selected from (8)(a) a hydrogen atom, (8)(b) (C1-C6)-alkyl-, (8)(c) phenyl-(CH2)fâ€”, wherein phenyl is unsubstituted or mono- or disubstituted by at least one radical, which in the case of a disubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, and wherein f is the integer zero, 1, 2, or 3, and (8)(d) heteroaryl-(CH2)gâ€”, wherein heteroaryl is selected from (C)(1) to (C)(16) above, wherein heteroaryl is unsubstituted or substituted by at least one radical selected from (B)(1) to (B)(14) above, and wherein g is the integer zero, 1, 2, or 3, R7 is a hydrogen atom or (C1-C6)-alkyl, or R7 and R8 are bonded by a nitrogen atom to form a 4- to 7-membered ring and the ring is unsubstituted, or at least one methylene group in the ring is replaced by â€”Oâ€”, â€”Sâ€”, or â€”NHâ€”, (9) R6â€”SO2â€”, wherein R6 is as defined above, (10) R6â€”SO2â€”N(R7)â€”C(O)â€”, wherein R6 and R7 are as defined above, (11) R6â€”NHâ€”C(&boxH;NR7)â€”, wherein R6 and R7 are as defined above, or each is the same or different and is selected from (11)(a) (C1-C6)-alkyl-C(O)â€”, (11)(b) â€”NO2, and (11)(c) â€”SO2â€”(CH2)h-phenyl, wherein phenyl is unsubstituted or mono- or disubstituted by at least one radical, which in the case of a disubstituted phenyl are the same or different radicals, selected from (B)(1) to (B)(14) above, and wherein h is the integer zero, 1, 2, or 3; and (12) â€ƒwherein i is the integer zero, 1, 2, or 3, and W is a nitrogen, oxygen, or sulfur atom; A is (a) a covalent bond, (b) â€”Oâ€”, (c) â€”CH&boxH;CHâ€”, or (d) â€”Câ‰¡Câ€”; B is (a) â€”(CH2)lâ€”, wherein l is the integer zero, 1, 2, or 3, (b) â€”Oâ€”(CH2)mâ€”, wherein m is the integer 1, 2, 3, 4, or 5, or (c) â€”CH&boxH;CHâ€”; D is â€”(CH2)nâ€”, wherein n is the integer 1, 2, 3, 4, 5, or 6, and wherein at least one of the â€”(CH2)nâ€” methylene groups is optionally replaced by a â€”NHâ€”, â€”Oâ€”, or â€”Sâ€”atom, or by an optionally substituted â€”Nâ€” or â€”Sâ€” atom; such that where if two or more â€”NHâ€”, â€”Oâ€”, or â€”Sâ€”atoms or optionally substituted â€”Nâ€” or â€”Sâ€” atoms are present, at least one methylene group separates such two or more â€”NHâ€”, â€”Oâ€”, or â€”Sâ€” atoms or optionally substituted â€”Nâ€” or â€”Sâ€” atoms; and X is â€”CH&boxH;CHâ€”, an oxygen atom, or a sulfur atom.