The antiseptic and trypanocidal action of some benzoylamino quinoline anil and styryl compounds

Abstract

The antiseptic and trypanocidal properties of certain amino derivatives of 2-styryl quinoline have already been dealt with. Hitherto the substituent groups in the quinoline nucleus have been chiefly in the 6-position (Occasionally the 4-or 7-position) and have consisted of primary or tertiary amino, acyl-amino or carboxylamino groups. In the present series the 6-position is occupied by a primary, tertiary or acetylated para amino benzoylamino group. The methods of estimating antiseptic and trypanocidal action correspond with those previously used. The results are given in Table I. For reasons already stated (Ashley and others, p. 293), the antiseptic potency is represented by the inhibitory concentration of the substances. The anils in which the 6-amino group of the quinoline nucleus is arylated (Nos. 73, 422, 421) are all very powerfully antiseptic toward both staphylococcus and B. coli . In this respect they resemble the 2 p -dimethylamino anils in which the 6-position in the quinoline nucleus is occupied by an acyl-amino group (Nos. 59-69). Several of the styryl compounds also are fairly active antiseptics both for staphylococcus and B. coli . especially Nos. 426. 430. On comparing their effects with those of the non-benzoylated analogues bearing the same terminal groups in the side-chains, it appears that there is no close parallel between structure and action in the two series— of . Nos. 245, 87, 427, 21; 426, 24; 437, 90. Several of the benzoylamino compounds even in very high dilutions are precipitated in protein solutions (peptone water, serum); this is especially so with No. 430 and, to a less extent, with Nos. 421, 437, 422 and 245.