SYNTHESIS OF 1-ALKYLIMIDAZOLES AS ANTIFUNGAL AGENTS

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KABNADIDEH S.; ALI POUR E.; MIRMOHAMMAD SADEGHI M.; SHADZI SH.

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Journal: JOURNAL OF RESEARCH IN MEDICAL SCIENCES (JRMS) Year:2003 | Volume:7 | Issue:Supplement 2 Page(s): 131-135

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Information Journal Paper

Title

SYNTHESIS OF 1-ALKYLIMIDAZOLES AS ANTIFUNGAL AGENTS

Author(s)

KABNADIDEH S. | ALI POUR E. | MIRMOHAMMAD SADEGHI M. | SHADZI SH. | Issue Writer Certificate

Keywords

ALKYLIMIDILZOLEQ4

ANTIFUNGALQ3

PHASE TRANSFER CATALYSTQ4

Abstract

Introdution. The significant rise in the incidence of mycoses is due to the increased number of immunosuppressed patients, such as those with AlDS, neoplasms and transplant recepients. The usual ANTIFUNGAL drugs have some limitations with respect to efficacy and toxicity. Therefore, there is a need for new medications which have a better efficacy and less toxicity. Many ANTIFUNGAL azoles such as Isoconazole and Bifonazole have recently been developed. This study is an investigation on the synthesis of 1-Alkylimidazole derivatives.Methods. lmidazole ring was alkylated using the phase transfer technique. A quaternary ammonium salt (tetraethyl ammonium iodide) was used as PHASE TRANSFER CATALYST. The reaction was done between n-bromoalkanes (C4 - C14 and imidazole, in an alkaline pH and in the presence of benzene for 72 h at reflax temperature. The crude products were purified by vaccum distillation. The final compounds were identified by spectrophotometric methods.Results. 10 analogues of alkylimidazoles with the side chains: butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and tetradecyl were synthesized. Purification of these compounds by vaccum distillation required a very low pressure (2-3mmHg). Spectrophotometric methods proved the structure of desired products.Discussion. Phase transfer technique is a quite useful route for synthesizing alkylimidazofes. In the alkylimidazole series, the boiling point increases as the alkyl chain becomes longer. Therefore for the purification of analogues with high molecular weights we need very low pressures which may result in reducing the randeman.

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APA: Copy

KABNADIDEH, S., ALI POUR, E., MIRMOHAMMAD SADEGHI, M., & SHADZI, SH.. (2003). SYNTHESIS OF 1-ALKYLIMIDAZOLES AS ANTIFUNGAL AGENTS. JOURNAL OF RESEARCH IN MEDICAL SCIENCES (JRMS), 7(Supplement 2), 131-135. SID. https://sid.ir/paper/26690/en

Vancouver: Copy

KABNADIDEH S., ALI POUR E., MIRMOHAMMAD SADEGHI M., SHADZI SH.. SYNTHESIS OF 1-ALKYLIMIDAZOLES AS ANTIFUNGAL AGENTS. JOURNAL OF RESEARCH IN MEDICAL SCIENCES (JRMS)[Internet]. 2003;7(Supplement 2):131-135. Available from: https://sid.ir/paper/26690/en

IEEE: Copy

S. KABNADIDEH, E. ALI POUR, M. MIRMOHAMMAD SADEGHI, and SH. SHADZI, “SYNTHESIS OF 1-ALKYLIMIDAZOLES AS ANTIFUNGAL AGENTS,” JOURNAL OF RESEARCH IN MEDICAL SCIENCES (JRMS), vol. 7, no. Supplement 2, pp. 131–135, 2003, [Online]. Available: https://sid.ir/paper/26690/en

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