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Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity. / Li-Zhulanov, Nikolai S.; Pavlova, Alla V.; Korchagina, Dina V. et al.

In: Chemistry of Heterocyclic Compounds, Vol. 56, No. 7, 01.07.2020, p. 936-941.

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

Harvard

Li-Zhulanov, NS, Pavlova, AV, Korchagina, DV, Gatilov, YV, Volcho, KP, Tolstikova, TG & Salakhutdinov, NF 2020, 'Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity', Chemistry of Heterocyclic Compounds, vol. 56, no. 7, pp. 936-941. https://doi.org/10.1007/s10593-020-02753-x

APA

Li-Zhulanov, N. S., Pavlova, A. V., Korchagina, D. V., Gatilov, Y. V., Volcho, K. P., Tolstikova, T. G., & Salakhutdinov, N. F. (2020). Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity. Chemistry of Heterocyclic Compounds, 56(7), 936-941. https://doi.org/10.1007/s10593-020-02753-x

Vancouver

Li-Zhulanov NS, Pavlova AV, Korchagina DV, Gatilov YV, Volcho KP, Tolstikova TG et al. Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity. Chemistry of Heterocyclic Compounds. 2020 Jul 1;56(7):936-941. doi: 10.1007/s10593-020-02753-x

Author

Li-Zhulanov, Nikolai S. ; Pavlova, Alla V. ; Korchagina, Dina V. et al. / Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity. In: Chemistry of Heterocyclic Compounds. 2020 ; Vol. 56, No. 7. pp. 936-941.

BibTeX

@article{3347a206f4924de9ac745b62163317e9,
title = "Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity",
abstract = "The Ritter reaction between monoterpenoid (–)-isopulegol and nitriles in the presence of concentrated sulfuric acid or trifluoromethanesulfonic acid yielded a series of chiral 1,3-oxazine derivatives. When studying the analgesic activity of the synthesized compounds in vivo, it was found that 1,3-oxazine synthesized by the reaction of (–)-isopulegol with benzyl cyanide increases the time of latency of the animal in the hot plate test of thermal pain irritation, not inferior in effectiveness to the comparison drug diclofenac sodium.",
keywords = "(–)-isopulegol, acid catalysis, analgesic activity, heterocycle, nitrile, oxazine, terpene, 5,6-DIHYDRO-4H-1,3-OXAZINES, ACID, CONTAINING HETEROCYCLIC-COMPOUNDS, ONE-STEP, (-)-isopulegol, INHIBITORS, OXAZOLINES",
author = "Li-Zhulanov, {Nikolai S.} and Pavlova, {Alla V.} and Korchagina, {Dina V.} and Gatilov, {Yurii V.} and Volcho, {Konstantin P.} and Tolstikova, {Tatyana G.} and Salakhutdinov, {Nariman F.}",
year = "2020",
month = jul,
day = "1",
doi = "10.1007/s10593-020-02753-x",
language = "English",
volume = "56",
pages = "936--941",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer New York",
number = "7",

}

RIS

TY - JOUR

T1 - Synthesis of 1,3-Oxazine Derivatives Based on (–)-Isopulegol using the Ritter Reaction and Study of their Analgesic Activity

AU - Li-Zhulanov, Nikolai S.

AU - Pavlova, Alla V.

AU - Korchagina, Dina V.

AU - Gatilov, Yurii V.

AU - Volcho, Konstantin P.

AU - Tolstikova, Tatyana G.

AU - Salakhutdinov, Nariman F.

PY - 2020/7/1

Y1 - 2020/7/1

N2 - The Ritter reaction between monoterpenoid (–)-isopulegol and nitriles in the presence of concentrated sulfuric acid or trifluoromethanesulfonic acid yielded a series of chiral 1,3-oxazine derivatives. When studying the analgesic activity of the synthesized compounds in vivo, it was found that 1,3-oxazine synthesized by the reaction of (–)-isopulegol with benzyl cyanide increases the time of latency of the animal in the hot plate test of thermal pain irritation, not inferior in effectiveness to the comparison drug diclofenac sodium.

AB - The Ritter reaction between monoterpenoid (–)-isopulegol and nitriles in the presence of concentrated sulfuric acid or trifluoromethanesulfonic acid yielded a series of chiral 1,3-oxazine derivatives. When studying the analgesic activity of the synthesized compounds in vivo, it was found that 1,3-oxazine synthesized by the reaction of (–)-isopulegol with benzyl cyanide increases the time of latency of the animal in the hot plate test of thermal pain irritation, not inferior in effectiveness to the comparison drug diclofenac sodium.

KW - (–)-isopulegol

KW - acid catalysis

KW - analgesic activity

KW - heterocycle

KW - nitrile

KW - oxazine

KW - terpene

KW - 5,6-DIHYDRO-4H-1,3-OXAZINES

KW - ACID

KW - CONTAINING HETEROCYCLIC-COMPOUNDS

KW - ONE-STEP

KW - (-)-isopulegol

KW - INHIBITORS

KW - OXAZOLINES

UR - http://www.scopus.com/inward/record.url?scp=85089733949&partnerID=8YFLogxK

U2 - 10.1007/s10593-020-02753-x

DO - 10.1007/s10593-020-02753-x

M3 - Article

AN - SCOPUS:85089733949

VL - 56

SP - 936

EP - 941

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 7

ER -

ID: 25094033