Studies on biologically active halogenated compounds. IV. Synthesis and antibacterial activity of fluorinated quinoline derivatives.
- 1 January 1982
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 30 (10) , 3530-3543
- https://doi.org/10.1248/cpb.30.3530
Abstract
Polyfluorinated derivatives of 1-alkyl-1,4-dihydro-7-methyl-4-oxoquinoline-3-carboxylic acids were synthesized and examined for antibacterial activities in vitro. Among the N-substituents, the strength of antibacterial activity of the derivatives was in the order: CH2CH2F > CH2CH3 > CH2CH3 > CH2CF3. Introduction of 2 Fl atoms at the 6 and 8 positions of the skeleton led to high activity, but substitution of the 7-methyl group with a fluoromethyl group led to reduced activity. 6,8-Difluoro-1,4-dihydro-1-(2-fluoroethyl)-7-methyl-4-oxoquinoline-3-carboxylic acid showed the highest activity, almost equal to that of oxolinic acid.This publication has 1 reference indexed in Scilit:
- Quinoline antibacterial agents. Oxolinic acid and related compoundsJournal of Medicinal Chemistry, 1968