synthesis and antimicrobial activity of some new benzimidazole derivatives一些新的苯并咪唑衍生物的合成及抗菌活性.pdfVIP

Molecules 2000, 5, 1429– 1438 molecules ISSN 1420-3049 Synthesis and Antimicrobial Activity of Some New Benzimidazole Derivatives Afaf H. El-masry, H. H. Fahmy and S. H. Ali Abdelwahed Therapeutical Chemistry Department. National Research Centre, Dokki, Cairo, Egypt. Fax: 00202 3370931. E-mail: elmasry_afaf@. Received: 10 January 2000; in revised form 5 August 2000 / Accepted: / Published: 22 December 2000 Abstract: Reaction of 3-(2-methylbenzimidazol-1-yl)propanoic acid hydrazide (1) with CS /KOH gave oxadiazole 2 which underwent Mannich reaction to give 3. Compound 2 was 2 treated with hydrazine hydrate to give triazole 4 which was treated with both aldehydes and acetic anhydride to give 5 and 6, respectively. Carbohydrazide 1 was reacted with ethyl acetoacetate, acetylacetone and aldehydes to give 7, 8 and 9, respectively. Cyclocondensation of 9 with thioglycolic and thiolactic acids gave 10 and 11, respectively. Some of these compounds showed potential antimicrobial activities. Keywords: Methylbenzimidazole, oxadiazole, thioglycolic, thiolactic, triazole, pyrazole, antimicrobial. Introduction A wide variety of benzimidazole derivatives have been described for their chemotherapeutic importance [1-6]. Oxadiazole compounds have shown biological activity against parasites [7] and bacteria [8]. Also, the presence of basic Mannich side chains in a drug may overcome the water insolubility problem through the formation of hydro