Synthesis of miconazole, econazole and their nitrogen analogues using ionic liquids
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2023-02-17 22:59
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POGREBNOI, Serghei. Synthesis of miconazole, econazole and their nitrogen analogues using ionic liquids. In: The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova, 28-30 mai 2014, Chișinău. Chișinău, Republica Moldova: Institutul de Chimie al AȘM, 2014, p. 49.
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The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova 2014
Conferința "The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova"
Chișinău, Moldova, 28-30 mai 2014

Synthesis of miconazole, econazole and their nitrogen analogues using ionic liquids


Pag. 49-49

Pogrebnoi Serghei
 
Institute of Chemistry of the Academy of Sciences of Moldova
 
 
Disponibil în IBN: 21 ianuarie 2019


Rezumat

Nowadays the searching for new biologically active substances in order to create new high-performance drugs is the main task of many synthetic organic groups. Econazole (4a) and miconazole (4b) are bio-active agents which damage fungal organisms by interfering with ergoesterol biosynthesis [1,2]. These compounds are usually applied in the treatment of vaginal diseases and several fungal infections of the skin of both human and animals, being well tolerated in clinical practice and showing biological activity shortly after application. In this communication we present elaboration and synthesis of econazole, miconazole and their nitrogen analogues using ionic liquids According to the presented scheme the first step involves the synthesis of ionic liquids from imidazole or 1,2,4-triazole and tert-butyl bromide [3]. The next one is the coupling with 2-halogen-1-(2,4-dichlorophenyl)ethanone, and finaly the processes of reduction and alkylation with corresponding benzyl chloride occurs in the presence of sodium hydride. The yield of products for each stage is no smaller than 75%. The author thanks the Moldavian State program project (14.518.04.08A) for financial support and Prof. Macaev F. and Dr. Stîngaci E. for helpful discussions.