Chiral N-(dialkyloctahydro-2H-chromen-4-yl)acetamides: synthesis and analgesic activity Full article
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Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171 |
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| Output data | Year: 2023, Volume: 72, Number: 10, Pages: 2430-2438 Pages count : 9 DOI: 10.1007/s11172-023-4044-2 | ||||
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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 OpenAlex
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 OpenAlex
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
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 |