Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity

IF 0.8 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Doklady Chemistry Pub Date : 2023-12-25 DOI:10.1134/S0012500823600694
N. S. Li-Zhulanov, K. M. Nikolaichuk, Yu. V. Gatilov, K. P. Volcho, M. V. Khvostov, T. G. Tolstikova,  N. F. Salakhutdinov
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Abstract

A number of new derivatives of octahydro-2H-chromene based on monoterpenoid (–)-isopulegol has been synthesized. The composition and structure of the products have been established using NMR spectroscopy, high-resolution mass spectrometry, and X-ray diffraction analysis. It has been shown that the majority of obtained compounds show high analgesic activity in vivo. (4S)‑Diastereomers of morpholinoacetamide derivatives of octahydro-2H-chromene showed the highest efficiency in both tests (acetic acid-induced writhing test and hot plate test).

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手性 N-(八氢-2H-色烯-4-基)-2-(二烷基氨基)乙酰胺:合成与镇痛活性
摘要 以单萜类化合物 (-)-isopulegol 为基础,合成了一些新的八氢-2H-色烯衍生物。利用核磁共振光谱、高分辨率质谱和 X 射线衍射分析确定了产品的组成和结构。结果表明,所获得的大部分化合物在体内具有很高的镇痛活性。(八氢-2H-色烯的吗啉乙酰胺衍生物的(4S)-非对映异构体在两种试验(醋酸诱导的蠕动试验和热板试验)中都表现出最高的效率。
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来源期刊
Doklady Chemistry
Doklady Chemistry 化学-化学综合
CiteScore
1.20
自引率
12.50%
发文量
7
审稿时长
6-12 weeks
期刊介绍: Doklady Chemistry is a journal that publishes new research in chemistry and chemical engineering of great significance. Initially the journal was a forum of the Russian Academy of Science and published only best contributions from Russia in the form of short articles. Now the journal welcomes submissions from any country in the English or Russian language. Every manuscript must be recommended by Russian or foreign members of the Russian Academy of Sciences.
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