| 摘要 |
1,237,059. Quinoline derivatives. WARNER LAMBERT PHARMACEUTICAL CO. 26 Feb., 1969 [29 Feb., 1968; 30 Dec., 1968], No. 24818/70. Heading C2C. Novel quinoline derivatives of the formula wherein R 1 is H, halogen, OH, SH or alkylthio, R 2 is a free or esterified carboxyl group and R 3 is C 1-4 alkylenedioxy, and addition salts thereof with non-toxic pharmaceutically acceptable inorganic and organic acids, as well as the salts thereof with bases when R 2 is COOH, are prepared by cyclizing at an elevated temperature compounds of the Formula III above, and, if desired, converting the 3-alkoxycarbonyl-4- hydroxyquinoline derivatives into other compounds of Formula I by hydrolysis reaction with phosphorus oxyhalide, and esterification. Hydrohalides of compounds of Formula I above in which R 1 is halogen and R 2 is alkoxycarbonyl may also be obtained by refluxing compounds of Formula III above with a phosphorus halide or oxyhalide in an inert solvent, and the 3-alkoxycarbonyl-4-haloquinoline derivatives thus obtained, if desired, hydrolysed to the corresponding 3-carboxy-4-hydroxyquinoline derivatives, or reacted with potassium salts of alkyl mercaptans or sodium sulphide monohydrate to give compounds of Formula I above in which R 2 is alkoxyoarbonyl and R 1 is alkylthio and R 2 is COOH and R 1 is SH respectively. Diethyl 2 - (anilinomethylene)malonates of Formula III above in which R 3 is 3,4-ethylenedioxy, 2,3-methylenedioxy and 3,4-methylenedioxy are obtained by reacting the appropriately substituted anilines with diethyl ethoxymethylenemalonate. Pharmaceutical compositions, having antiviral activity and suitable for oral or parenteral administration, contain the above novel compounds or non-toxic salts thereof, in admixture with solid or sterile liquid pharmaceutically acceptable excipients. |
