1,1 ' -（烷烃-1，n-二基）双[3-（3,5,7-三氟金刚烷-1-基）脲]的合成与性能

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-12-06 DOI:10.1007/s11172-024-4411-7

B. P. Gladkikh, D. V. Danilov, V. S. D’yachenko, E. S. Il’ina, G. M. Kurunina, G. M. Butov, I. A. Novakov

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引用次数: 0

摘要

以1,3,5-三氟金刚烷-7-异氰酸酯与脂肪族二胺为原料，产率为71 ~ 92%，得到了新的1,1′-（烷烃-1，n-二基）二脲[3-（3,5,7-三氟金刚烷-1-基）脲]。首次建立了金刚烷基取代基中氟原子数对脲的熔点、亲脂性和水溶性的影响，这使得人们可以有目的地调节脲作为潜在酶抑制剂的重要性质。通过分子对接，我们发现了它们在抑制p38 MAPK、c-Raf和hsEH等靶点方面的可能效率。

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Synthesis and properties of 1,1′-(alkane-1,n-diyl)bis[3-(3,5,7-trifluoroadamantan-1-yl)ureas]

New 1,1′-(alkane-1,n-diyl)bis[3-(3,5,7-trifluoroadamantan-1-yl)ureas] were obtained by the reaction of 1,3,5-trifluoroadamantane-7-isocyanate with aliphatic diamines in 71–92% yields. For the first time, the influence of the number of fluorine atoms in the adamantyl substituent on the melting point, lipophilicity, and water solubility of the ureas was established, which allows one to purposefully regulate the important properties of ureas as potential enzyme inhibitors. Using molecular docking, their possible efficiency in the inhibition of such targets as p38 MAPK, c-Raf, and hsEH was shown.

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.