Abstract

A series of 14 hydrochlorides of piperidinylethyl esters of orthosubstituted phenylcarbamic acids were evaluated for in vitro antimycobacterial activity against the strains of Mycobacterium tuberculosis, Mycobactenum kansasii and Mycobactenum avium. In vitro antimycobacterial activrty becomes higher with increasing hydrophobicity of the substituents. The alkoxy group is not necessary in order for the basic ethyl esters of phenylcarbamic acids to display antimycobacterial activity.

Highlights

  • The hydrophobicity constants rr were calculated by the m, method of Hansch using the values of the known rr constants of the most closely related alkoxy groups

  • We can conclude that the antimycobacterial activrty is the function of hydrophobicrty and, in contrast to what we had assumed before, it is independent of the size of the alkoxy group

  • The results will be used in the design of new antimycobacterial derivatives

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Summary

Introduction

An initial study of structure-antimycobacterial adivrty relationships of basic ethyl esters of alkoxy-substituted phenylcarbamic acids has been published [A]. The goal of this paper was to evaluate the structureantimycobacterial activlty relationships in the series of the hydrochlorides of piperidinylethyl esters of ofiho-substrtuted phenylcarbamic acids. These compounds were originally studied as local anaesthetics because of their low toxicrty [2]. All compounds were prepared at the Department of Pharmaceutical Chemistry, Commenius University, Bratislava.[24].

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