SYNTHESIS OF 3-(P-(ω-DISUBSTITUTED AMINOALKOXY)-BENZOYL)-INDOLE DERIVATIVES

According to the fact that some indole compounds have antifertility activity and that the basic ether chain is common to most nonsteroidal antifertility compounds, four types of substituted indole derivatives with such structural feature were designed and synthesized for the purpose of searching potential antifertility agents.Compounds listed in table Ⅱ were prepared by the reaction of p-methoxy benzoic acid chloride with magnesium bromide of indole and substituted indoles, cleavage of the methyl groups, and then condensation with various disubstituted aminoalkyl chloride, or by treating magnesium bromide of indole and substituted indoles directly with p=(ω-disubstituted aminoalkoxy) benzoyl chloride. The melting points of the intermediats (14 a～c) obtained by us were not in agreement with those reported previously in the literature. Their structures were confirmed by different methods.Preliminary pharmacological tests showed that in mice all compounds synthesized did not show any antiimplantation activity; Ⅱ₁, Ⅱ₂, Ⅱ₄ and Ⅱ_s exhibited marked analgesic activity; Ⅲ₁ and Ⅲ₄ showed anticonvulsant effect.