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Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products. / Nosova, N. V.; Sokolov, A. A.; Gein, O. N.; Gein, V. L.; Yankin, A. N.; Danilov, S. E.; Dmitriev, M. V.

In: Russian Journal of General Chemistry, Vol. 90, No. 9, 09.2020, p. 1581-1590.

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Nosova, N. V. ; Sokolov, A. A. ; Gein, O. N. ; Gein, V. L. ; Yankin, A. N. ; Danilov, S. E. ; Dmitriev, M. V. / Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products. In: Russian Journal of General Chemistry. 2020 ; Vol. 90, No. 9. pp. 1581-1590.

BibTeX

@article{7a584abd6cc84f8786df28d7c400017f,
title = "Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products",
abstract = "A series of newN,6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides was obtained through the reaction ofN-arylamides of acetoacetic acid with benzalacetone and 4-chlorobenzalacetone under basic conditions (KOH) in methanol at room temperature. Increasing of the amount of potassium hydroxide used in the reaction led to the formation of dehydration products, namelyN,6-diaryl-4-methyl-2-oxocyclohex-3-ene-1-carboxamides. The latter were also formed by using unsubstituted acetoacetamide andN-methylacetoacetamide. The synthesized compounds were tested for analgesic activity.",
keywords = "4-chlorobenzalacetone, acetoacetic acid N-arylamides, analgesic activity, benzalacetone, N,6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides, 6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides, AROMATIC-ALDEHYDES, acetoacetic acidN-arylamides, DERIVATIVES, N, ANTIMICROBIAL ACTIVITY",
author = "Nosova, {N. V.} and Sokolov, {A. A.} and Gein, {O. N.} and Gein, {V. L.} and Yankin, {A. N.} and Danilov, {S. E.} and Dmitriev, {M. V.}",
note = "Nosova, N.V., Sokolov, A.A., Gein, O.N. et al. Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products. Russ J Gen Chem 90, 1581–1590 (2020). https://doi.org/10.1134/S1070363220090017",
year = "2020",
month = sep,
doi = "10.1134/S1070363220090017",
language = "English",
volume = "90",
pages = "1581--1590",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "9",

}

RIS

TY - JOUR

T1 - Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products

AU - Nosova, N. V.

AU - Sokolov, A. A.

AU - Gein, O. N.

AU - Gein, V. L.

AU - Yankin, A. N.

AU - Danilov, S. E.

AU - Dmitriev, M. V.

N1 - Nosova, N.V., Sokolov, A.A., Gein, O.N. et al. Synthesis and Analgesic Activity of N,6-Diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides and Their Dehydration Products. Russ J Gen Chem 90, 1581–1590 (2020). https://doi.org/10.1134/S1070363220090017

PY - 2020/9

Y1 - 2020/9

N2 - A series of newN,6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides was obtained through the reaction ofN-arylamides of acetoacetic acid with benzalacetone and 4-chlorobenzalacetone under basic conditions (KOH) in methanol at room temperature. Increasing of the amount of potassium hydroxide used in the reaction led to the formation of dehydration products, namelyN,6-diaryl-4-methyl-2-oxocyclohex-3-ene-1-carboxamides. The latter were also formed by using unsubstituted acetoacetamide andN-methylacetoacetamide. The synthesized compounds were tested for analgesic activity.

AB - A series of newN,6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides was obtained through the reaction ofN-arylamides of acetoacetic acid with benzalacetone and 4-chlorobenzalacetone under basic conditions (KOH) in methanol at room temperature. Increasing of the amount of potassium hydroxide used in the reaction led to the formation of dehydration products, namelyN,6-diaryl-4-methyl-2-oxocyclohex-3-ene-1-carboxamides. The latter were also formed by using unsubstituted acetoacetamide andN-methylacetoacetamide. The synthesized compounds were tested for analgesic activity.

KW - 4-chlorobenzalacetone

KW - acetoacetic acid N-arylamides

KW - analgesic activity

KW - benzalacetone

KW - N,6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides

KW - 6-diaryl-4-hydroxy-4-methyl-2-oxocyclohexane-1-carboxamides

KW - AROMATIC-ALDEHYDES

KW - acetoacetic acidN-arylamides

KW - DERIVATIVES

KW - N

KW - ANTIMICROBIAL ACTIVITY

UR - http://www.scopus.com/inward/record.url?scp=85092379872&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/f6f74ed2-6317-3aee-931a-9043b31551ff/

U2 - 10.1134/S1070363220090017

DO - 10.1134/S1070363220090017

M3 - Article

AN - SCOPUS:85092379872

VL - 90

SP - 1581

EP - 1590

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 9

ER -

ID: 70169210