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Synthesis and Properties of 1,3-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: V. 1-(Bicyclo[2.2.1]heptan-2-yl)-3-R- and 1-(1,7,7-Tricyclo[2.2.1]heptan-2-yl)-3-R-ureas
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2021-01-11 , DOI: 10.1134/s1070428020110020
D. A. Pitushkin , V. V. Burmistrov , M. H. Abbas Saeef , A. A. Vernigora , G. M. Butov

Abstract

A series of 1,3-disubstituted ureas containing a bicyclic lipophilic group of natural origin were synthesized by the reactions of bicyclo[2.2.1]heptane-2-yl isocyanate with amines in yields of up to 82% and by the reactions of bicyclo[2.2.1]heptan-2-amine and 1,7,7-trimethylbicyclo[2.2.1]heptan-2-amine with 1,1'-carbonyldiimidazole in yields of up to 94%. The synthesized ureas are potent inhibitors of RNA virus replication and soluble epoxide hydrolase.



中文翻译:

含多环片段的1,3-二取代尿素及其等位类似物的合成与性质:V. 1-(双环[2.2.1]庚-2-基)-3-R-和1-(1,7,7-三环[2.2.1]庚-2-基)-3-R-脲

摘要

通过双环[2.2.1]庚烷-2-基异氰酸酯与胺的反应,合成产率最高为82%的一系列含有天然双环亲脂性基团的1,3-二取代脲,并通过双环反应[2.2.1]庚-2-胺和1,7,7-三甲基双环[2.2.1]庚-2-胺与1,1'-羰基二咪唑的产率高达94%。合成的脲是RNA病毒复制和可溶性环氧化物水解酶的有效抑制剂。

更新日期:2021-01-11
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