(1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl 4-amino-3-phenylbutanoate hydrochloride: Synthesis and anticonvulsant activity-Reference-Cited by-同舟云学术

(1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl 4-amino-3-phenylbutanoate hydrochloride: Synthesis and anticonvulsant activity

Published:2022-01-01 Issue:1 Volume:20 Page:703-707
ISSN:2391-5420
Container-title:Open Chemistry
language:en
Short-container-title:

Author:

Nesterkina Mariia¹,Musatov Vladimir²,Honcharova Olena³,Kravchenko Iryna⁴

Affiliation:

1. Department of Pharmacology and Pharmacy, Odessa International Medical University , Kanatna Street 99 , 65000 Odessa , Ukraine

2. Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine , Nauky Avenue 60 , 61072 Kharkiv , Ukraine

3. LLC Cotecna Ukraine Limited , Liustdorfska Doroga Str., 140-A , 65114 Odessa , Ukraine

4. Laboratory of Medical Bioclimatology, State Enterprise Ukrainian Research Institute for Medicine of Transport, Ministry of Health of Ukraine , Kanatna Street 92 , 65039 Odessa , Ukraine

Abstract

Abstract Ester based on l-menthol and phenibut ‒ (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexyl 4-amino-3-phenylbutanoate hydrochloride was obtained in 78% yield using N,N′-dicyclohexylcarbodiimide as a coupling reagent along with catalytic amount of 4-dimethylaminopyridine. The obtained product was characterized by FT-IR, fast-atom bombardment-mass spectrometry along with 1H-NMR and 13C-NMR spectral analysis; the purity was assessed using high-performance liquid chromatography. Phenibut ester has been examined on the models of chemically- and electrically-induced seizures for potential anticonvulsant profile.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/chem-2022-0189/pdf

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