1957 年 77 巻 1 号 p. 85-89
Among the various compounds of 4-chloro-3-(2-chloroethyl) quinaldine series, 8-hydroxy compounds possesses strong antibacterial action against dysentery (Shigella flexneri 2a) and typhoid (Salmonella typhi H 901 W) bacilli. In order to examine the relationship between the substituents in 2, 3, or 4-position in the foregoing quinaldine compounds and antibacterial activity, various compounds of such quinaldine series fused with pyrrole ring in 3-4 position were prepared by the application of various amines to the 8-hydroxy compound. The condensation-cyclization of the 8-hydroxy compound with amines occurs with more difficulty than that of the original quinaldine compound. This activity was examined with various amines and it was found that the reactivity of chlorine in the 4-position of the 8-hydroxy compound was markedly reduced by chelation than that of chlorine in the 4-position of the original quinaldine compound.