Patent ID: 6495551
Filing Date: 2002-12-17
Classification: A61P,C07D

Abstract:
A compound of formula (I), wherein R1 is hydroxy, amino, chloro, fluoro, (1-4C)alkanesulfonyloxy, azido, (1-4C)alkoxy, or of the formula â€”NHC(&boxH;O)Ra wherein Ra is hydrogen, (1-4C)alkoxy, chloromethyl, dichloromethyl, cyanomethyl, methoxymethyl, acetylmethyl or (1-4C)alkyl; R2 and R3 are independently hydrogen or fluoro; R5 and R6 are independently selected from hydrogen, (1-4C)alkyl, halo and trifluoromethyl; R4 is â€”Xâ€”Yâ€”HET; wherein X is a direct bond or â€”CH(OH)â€” and Y is â€”(CH2)mâ€”, â€”(CH2)nâ€”NHâ€”(CH2)mâ€”, â€”COâ€”(CH2)mâ€”, â€”CONHâ€”(CH2)mâ€”, â€”C(&boxH;S)NHâ€”(CH2)mâ€” or â€”C(&boxH;O)Oâ€”(CH2)mâ€”; or wherein X is â€”(CH2)nâ€”, or â€”CH(Me)â€”(CH2)mâ€” and Y is â€”(CH2)mâ€”NHâ€”(CH2)mâ€”, â€”COâ€”(CH2)mâ€”, â€”CONHâ€”(CH2)mâ€”, â€”C(&boxH;S)NHâ€”(CH2)mâ€”, â€”C(&boxH;O)Oâ€”(CH2)mâ€” or â€”S(O)pâ€”(CH2)mâ€”; or wherein X is â€”CH2Oâ€”, â€”CH2NHâ€” or â€”CH2N(R)â€” wherein R is (1-4C)alkyl and Y is â€”COâ€”(CH2)mâ€”, â€”CONHâ€”(CH2)mâ€” or â€”C(&boxH;S)NHâ€”(CH2)mâ€”; and additionally Y is â€”SO2â€” when X is â€”CH2NHâ€” or â€”CH2N(R)â€” wherein R (1-4C)alkyl, and Y is â€”(CH2)mâ€” when X is â€”CH2Oâ€” or â€”CH2N(R)â€”, and Y is additionally â€”CON(R)â€”(CH2)mâ€” wherein R is (1-4C)alkyl, when X is a direct bond; wherein n is 1, 2 or 3; m is 0, 1, 2 or 3 and p is 0, 1 or 2; and when Y is â€”(CH2)mâ€”NHâ€”(CH2)mâ€” each m is independently selected from 0, 1, 2 or 3; wherein Het is a heterocyclic ring, which heterocyclic ring may be unsaturated, linked via either a ring carbon or ring nitrogen atom to â€”Xâ€”Yâ€”, or saturated, linked via a ring nitrogen atom to â€”Xâ€”Yâ€”, with the proviso that when it is unsaturated and linked via nitroen to â€”Xâ€”Yâ€” the ring is not quaternised; which heterocyclic ring is optionally substituted on an available carbon atom by up to three substituents independently selected from (1-4C)alkyl, optionally substituted by trifluoromethyl, (1-4C)alkyl S(O)pâ€” wherein p is 0, 1 or 2, carbamoyl, N-(1-4C)alkylcarbamoyl, di(N-(1-4C)alkyl)carbamoyl, (1-4C)alkoxy, (1-4C)alkoxycarbonyl, cyano, nitro, amino, N-(1-4C)alkylamino, di(N-(1-4C)alkyl)amino or (1-4C)alkanoylamino, halo, trifluoromethyl, (1-4C)alkyl S(O)pâ€” wherein p is 0, 1 or 2, carboxy, (1-4C)alkoxycarbonyl, carbamoyl, N-(1-4C)alkylcarbamoyl, di(N-(1-4C)alkyl)carbamoyl, (2-4C)alkenyl, cyano, nitro, amino, imino, (2-4C)alkanoylamino, (1-4C)alkoxy, di(N-(1-4C)alkyl)aminomethylimino, hydroxy, oxo or thioxo (&boxH;S); and optionally substituted on an available nitrogen atom, if the ring will not thereby be quaternised, by (1-4C)alkyl optionally substituted by trifluoromethyl, (1-4C)alkyl S(O)pâ€” (wherein p is 0, 1 or 2), (1-4C)alkoxy, (1-4C)alkoxycarbonyl, carbamoyl, N-(1-4C)alkylcarbamoyl, di(N-(1-4C)alkyl)carbamoyl, cyano, nitro, amino, N-(1-4C)alkylamino, di(N-(1-4C)alkyl)amino or (1-4C)alkanoylamino, or oxo, to form an N-oxide; or pharmaceutically acceptable salts thereof.