ABSTRACT
Certain phthiocol derivatives of expected bactericidal action have been synthesized. These include the phthiocol moiety condensed with p-hydrazino-salicylic and -benzoic acids and their ethyl esters; phthiocol thiosemicarbazone and isonicotinyl hydrazidehydrazone. In another similar series the methyl group of phthiocol was replaced by carbethoxy, ethyl, butyl and isobutyl groups. Allyl and 1.2-epoxypropyl ethers of phthiocol being of high lipid dispersion were also synthesized.
Subject(s)
Antitubercular Agents/chemical synthesis , Quinones/chemical synthesis , Chemical Phenomena , Chemistry , Spectrophotometry, Infrared/methodsABSTRACT
Compounds were prepared through the reaction of benzoquinone, naphthoquinone and 2-methyl-1.4-naphthoquinone with several sulphonamides in common use. It is hoped that incorporation of these bacteriostatic agents with the high lipid solubility of the quinone used may afford a better bacteriostatic activity. Determination of the partition coefficient of some representative samples proved these compounds to have high lipid solubility.
Subject(s)
Antitubercular Agents/chemical synthesis , Naphthoquinones/chemical synthesis , Quinones/chemical synthesis , Indicators and Reagents , SolubilityABSTRACT
The isolation of phthiocol (3-hydroxy-2-methyl-1.4-naphthoquinone) from the acetone-soluble fat fraction of tubercle bacilli [1, 2] and the confirmation that it had antituberculous activity against H-37 R.V. strain [20] in vitro and in mice [12], prompted the synthesis of some 2-alkyl-3-hydroxy-1.4-naphthoquinone-4-aryl(aroyl)hydrazones as possible tuberculostatic agents.