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Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one

Luka Sergeyevich Lapshin 1
Luka Sergeyevich Lapshin
, 
Evgeny Vadimovich Shchegolkov 1
Evgeny Vadimovich Shchegolkov
, 
Yanina Valer'evna Burgart 1
Yanina Valer'evna Burgart
, 
Galina Andreevna Triandafilova 2
Galina Andreevna Triandafilova
, 
Olga Petrovna Krasnykh 2
Olga Petrovna Krasnykh
, 
Kseniya Olegovna Malysheva 2
Kseniya Olegovna Malysheva
, 
Viktor Ivanovich Saloutin 1
Viktor Ivanovich Saloutin
1 I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
2 Perm National Research Polytechnic University, Perm, Russian Federation
10.1016/j.mencom.2023.02.014
Published 2023-02-13
Communication , Volume 33, Issue 2, 194-196
4
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Lapshin L. S. et al. Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one // Mendeleev Communications. 2023. Vol. 33. No. 2. pp. 194-196.
GOST all authors (up to 50) Copy
Lapshin L. S., Shchegolkov E. V., Burgart Y. V., Triandafilova G. A., Krasnykh O. P., Malysheva K. O., Saloutin V. I. Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one // Mendeleev Communications. 2023. Vol. 33. No. 2. pp. 194-196.
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TY - JOUR
DO - 10.1016/j.mencom.2023.02.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.014
TI - Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one
T2 - Mendeleev Communications
AU - Lapshin, Luka Sergeyevich
AU - Shchegolkov, Evgeny Vadimovich
AU - Burgart, Yanina Valer'evna
AU - Triandafilova, Galina Andreevna
AU - Krasnykh, Olga Petrovna
AU - Malysheva, Kseniya Olegovna
AU - Saloutin, Viktor Ivanovich
PY - 2023
DA - 2023/02/13
PB - Mendeleev Communications
SP - 194-196
IS - 2
VL - 33
ER -
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@article{2023_Lapshin,
author = {Luka Sergeyevich Lapshin and Evgeny Vadimovich Shchegolkov and Yanina Valer'evna Burgart and Galina Andreevna Triandafilova and Olga Petrovna Krasnykh and Kseniya Olegovna Malysheva and Viktor Ivanovich Saloutin},
title = {Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.014},
number = {2},
pages = {194--196},
doi = {10.1016/j.mencom.2023.02.014}
}
MLA
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MLA Copy
Lapshin, Luka Sergeyevich, et al. “Synthesis of new analgesics based on 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-one.” Mendeleev Communications, vol. 33, no. 2, Feb. 2023, pp. 194-196. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.02.014.

Keywords

4-isopropyl-3-(trifluoromethyl)pyrazol-5-ols
5-alkoxypyrazoles
acute toxicity.
alkylation
analgesic activity
organofluorine compounds
propyphenazone

Abstract

Methyl 4-trifluoro-2-isopropyl-4-oxobutanoate prepared by the improved procedure was cyclized with hydrazines to afford the title pyrazole derivatives. N- and O-alkylation of 4-isopropyl-1-phenyl-3-(trifluoromethyl)pyrazol-5-ol gave trifluoromethyl analogues of Propyphenazone and 5-alkoxy derivatives. 4-Isopropylpyrazoles containing O-butoxy moiety with a terminal trifluoromethyl or acyloxy group were found to demonstrate a promising analgesic activity.

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