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Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity. / Li-Zhulanov, N. S.; Nikolaichuk, K. M.; Gatilov, Yu V. et al.

In: Doklady Chemistry, Vol. 512, No. 1, 09.2023, p. 242-248.

Research output: Contribution to journal › Article › peer-review

Harvard

Li-Zhulanov, NS, Nikolaichuk, KM, Gatilov, YV, Volcho, KP, Khvostov, MV, Tolstikova, TG & Salakhutdinov, NF 2023, 'Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity', Doklady Chemistry, vol. 512, no. 1, pp. 242-248. https://doi.org/10.1134/S0012500823600694

APA

Li-Zhulanov, N. S., Nikolaichuk, K. M., Gatilov, Y. V., Volcho, K. P., Khvostov, M. V., Tolstikova, T. G., & Salakhutdinov, N. F. (2023). Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity. Doklady Chemistry, 512(1), 242-248. https://doi.org/10.1134/S0012500823600694

Vancouver

Li-Zhulanov NS, Nikolaichuk KM, Gatilov YV, Volcho KP, Khvostov MV, Tolstikova TG et al. Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity. Doklady Chemistry. 2023 Sept;512(1):242-248. doi: 10.1134/S0012500823600694

Author

Li-Zhulanov, N. S. ; Nikolaichuk, K. M. ; Gatilov, Yu V. et al. / Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity. In: Doklady Chemistry. 2023 ; Vol. 512, No. 1. pp. 242-248.

BibTeX

@article{df526a6b144542cdb6b1c83ca6ac7a35,
title = "Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity",
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).",
keywords = "Prins–Ritter reaction, analgesic activity, isopulegol, octahydro-2H-chromene",
author = "Li-Zhulanov, {N. S.} and Nikolaichuk, {K. M.} and Gatilov, {Yu V.} and Volcho, {K. P.} and Khvostov, {M. V.} and Tolstikova, {T. G.} and Salakhutdinov, {N. F.}",
note = "This work was carried out in the framework of the State Assignments for the Laboratory of Pharmacological Studies (no. 1021051402785–4–1.4.1) and the Laboratory of Physiologically Active Substances (no. 1021051703312–0–1.4.1) at the Vorozhtsov Institute of Organic Chemistry, SB RAS. The authors thank the Multi-Access Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for spectral and analytical studies. Публикация для корректировки.",
year = "2023",
month = sep,
doi = "10.1134/S0012500823600694",
language = "English",
volume = "512",
pages = "242--248",
journal = "Doklady Chemistry",
issn = "0012-5008",
publisher = "PLEIADES PUBLISHING INC",
number = "1",

}

RIS

TY - JOUR

T1 - Chiral N-(Octahydro-2H-chromen-4-yl)-2-(dialkylamino)acetamides: Synthesis and Analgesic Activity

AU - Li-Zhulanov, N. S.

AU - Nikolaichuk, K. M.

AU - Gatilov, Yu V.

AU - Volcho, K. P.

AU - Khvostov, M. V.

AU - Tolstikova, T. G.

AU - Salakhutdinov, N. F.

N1 - This work was carried out in the framework of the State Assignments for the Laboratory of Pharmacological Studies (no. 1021051402785–4–1.4.1) and the Laboratory of Physiologically Active Substances (no. 1021051703312–0–1.4.1) at the Vorozhtsov Institute of Organic Chemistry, SB RAS. The authors thank the Multi-Access Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for spectral and analytical studies. Публикация для корректировки.

PY - 2023/9

Y1 - 2023/9

N2 - 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).

AB - 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).

KW - Prins–Ritter reaction

KW - analgesic activity

KW - isopulegol

KW - octahydro-2H-chromene

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85180717960&origin=inward&txGid=3a14d660beadc129be2ade94683ba8d0

UR - https://www.mendeley.com/catalogue/cd810b31-8934-3446-8dc4-86c8416fdc0c/

U2 - 10.1134/S0012500823600694

DO - 10.1134/S0012500823600694

M3 - Article

VL - 512

SP - 242

EP - 248

JO - Doklady Chemistry

JF - Doklady Chemistry

SN - 0012-5008

IS - 1

ER -

ID: 59549063