Benzonaphtyridine

摘要

1,186,063. Benzonaphthyridines. AMERICAN HOME PRODUCTS CORP. 13 March, 1967 [14 March, 1966; 26 Sept., 1966], No. 50644/69. Divided out of 1,186,061. Heading C2C. Novel benzonaphthyridines of the general formula wherein R and R1 are each a hydrogen or halogen atom or a nitro, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkylsulphonyl, sulphamoyl, carbamoyl or trifluoromethyl group; R2 is a hydrogen atom or an amidino, C 1-6 alkyl or a quaternary ammonium salt thereof derived from the ester of an alkanol, phenyl, halophenyl, phenyl C 1-6 alkyl, benzoyl, C 1-6 alkanoyl, halo- C 1-6 alkanoyl, dihalo-C 1-6 alkanoyl, C 1-6 alkanoyloxy, di-C 1-6 alkylamino, C 1-6 alkanoyl, C 1-6 alkylsulphonyl, phenylsulphonyl, di-C 1-6 alkyl-carbamoyl, C 1-6 alkoxycarbonyl, C 1-6 alkoxy-C 1-6 alkyl, di-C 1-6 alkylamino-C 1-6 alkyl or dihydroxy-C 1-6 alkyl group; R3 and R4 are each a hydrogen atom or a methyl or gemdimethyl group(s), or together they are concatenated to form an ethano bridge; and R5 is a hydrogen atom or a C 1-6 alkyl, phenyl, halophenyl, C 1-6 alkylphenyl, C 1-6 alkoxyphenyl, pyridyl, piperidyl, thienyl or furyl group, and pharmaeeutieally acceptable acid addition salts thereof are prepared by reaction of an aniline derivative and a 4-piperidone of the respective general formulµ optional reduction of the resulting benzonaphthyridine of the first general formula above to the corresponding naphthyridine of the second general formula above and, before or after the optional reduction, optional salification of the product with a pharmaceutically acceptable acid. Pharmaceutical compositions having antiamoebial, antibacterial, sedative and analgesic activity comprise, as active ingredient, a benzonaphthyridine of the first or second general formulµ above or a pharmaceutically acceptable acid addition salt thereof together with a pharmaceutically acceptable carrier.