咪唑硝酮酸和偕胺肟酯的合成及其眼部效应

Synthesis and ocular effects of imidazole nitrolic acid and amidoxime esters.

作者信息

Oresmaa Larisa, Kotikoski Hanna, Haukka Matti, Oksala Olli, Pohjala Esko, Vapaatalo Heikki, Vainiotalo Pirjo, Aulaskari Paula

机构信息

Department of Chemistry, University of Joensuu, PO Box 111, FIN-80101 Joensuu, Finland.

出版信息

Bioorg Med Chem Lett. 2006 Apr 15;16(8):2144-7. doi: 10.1016/j.bmcl.2006.01.068. Epub 2006 Feb 7.

DOI:10.1016/j.bmcl.2006.01.068

PMID:16464577

Abstract

Esters of 1-(H)-imidazole-5-nitrolic acid and 1-methyl-imidazole-5-carboxamide oxime were prepared to study the effect of esterification on the ocular effects of these compounds. Esterifications were performed with acid chloride. Acid chloride also reacts with the ring nitrogen of 1-(H)-imidazole-5-nitrolic acid, but the desired esters could be selectively prepared by adjustment of the reaction conditions. Esterification led to loss of the ocular effects exhibited by the parent compounds.

摘要

制备了1-(H)-咪唑-5-硝肟酸和1-甲基-咪唑-5-甲酰胺肟的酯，以研究酯化对这些化合物眼部效应的影响。酯化反应使用酰氯进行。酰氯也会与1-(H)-咪唑-5-硝肟酸的环氮发生反应，但通过调整反应条件可以选择性地制备所需的酯。酯化导致母体化合物所表现出的眼部效应丧失。