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

被引:0
|
作者
Nesterkina, Mariia [1 ]
Musatov, Vladimir [2 ]
Honcharova, Olena [3 ]
Kravchenko, Iryna [4 ]
机构
[1] Odessa Int Med Univ, Dept Pharmacol & Pharm, Kanatna St 99, UA-65000 Odessa, Ukraine
[2] Natl Acad Sci Ukraine, Div Chem Funct Mat, Inst Single Crystals, State Sci Inst, Nauky Ave 60, UA-61072 Kharkiv, Ukraine
[3] LLC Cotecna Ukraine Ltd, Liustdorfska Doroga Str,140-A, UA-65114 Odessa, Ukraine
[4] Minist Hlth Ukraine, Lab Med Bioclimatol, State Enterprise Ukrainian Res Inst Med Transport, Kanatna St 92, UA-65039 Odessa, Ukraine
来源
OPEN CHEMISTRY | 2022年 / 20卷 / 01期
关键词
ester; l-menthol; phenibut; terpenoid; anticonvulsant activity; Steglich esterification; DERIVATIVES;
D O I
10.1515/chem-2022-0189
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 H-1-NMR and C-13-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.
引用
收藏
页码:703 / 707
页数:5
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