Abstract: A number of new octahydro-2H-chromene acetamide derivatives based on the monoterpenoid (−)-isopulegol were synthesized using a one-pot three-component Prins—Ritter reaction. The structure of the target compounds was determined using 1H and 13C NMR spectroscopy, high resolution mass spectrometry, and X-ray diffraction analysis. Most of the products exhibited high analgesic activity in in vivo tests. The highest analgesic activity was found for spirocyclic compound (4S)-2d, the effect of which is apparently mediated through the dopamine system. It was shown that compound (4S)-2d has a low acute toxicity.

Cite: Li-Zhulanov N.S. , Kuznetsova V.A. , Gatilov Y.V. , Volcho K.P. , Khvostov M.V. , Tolstikova T.G. , Salakhutdinov N.F.
Chiral N-(dialkyloctahydro-2H-chromen-4-yl)acetamides: synthesis and analgesic activity
Russian Chemical Bulletin. 2023. Т.72. №10. С.2430-2438. DOI: 10.1007/s11172-023-4044-2 WOS Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Ли-Жуланов Н.С. , Кузнецова В. , Гатилов Ю.В. , Волчо К.П. , Хвостов М.В. , Толстикова Т.Г. , Салахутдинов Н.Ф.
Хиральные N-(диалкилоктагидро-2H-хромен-4-ил)ацетамиды: синтез и анальгетическая активность
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2023. Т.72. №10. С.2430-2438. РИНЦ

Dates:

Submitted:	Apr 26, 2023
Accepted:	Jul 18, 2023
Published print:	Nov 11, 2023

Identifiers:

Web of science	WOS:001103056900019
Scopus	2-s2.0-85176244571
Elibrary	63947286
OpenAlex	W4388590973

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