Synthesis and Myelostimulatory Activity of 1-(2-Ethoxyethyl) Piperidine Derivatives

Iskakova Tynyshtyk Kadyrovna, Symbat Zhumakova, Kaldybai D. Praliyev, Aigul Malmakova, Л. К. Бактыбаева, Т. М. Сейлханов

2014

Full text Open access: Gold Metadata (CSL-JSON)
DOI 10.1016/j.proche.2014.10.060
Data confidence 70 medium
How this score is calculated

It is built from checkable properties of the record itself: whether the article has a DOI, how many independent sources confirmed its data, whether the required fields are filled in, and how recent the latest confirmation is. Disagreement between sources and a missing identifier lower it. A value of 80 or above means the record was published without further checking; 60 to 79 means it is published at reduced confidence, with a manual check advisable. A record verified by an editor by hand is never pushed below 90 by a recalculation. This scores our data about the article, not the article itself.

Abstract

This study concerns the synthesis of 1-(2-ethoxyethyl)-4-oktynyl-4-hydroxypiperidine derivatives. The condensation of 1-(2-ethoxyethyl)-4-oxopiperidine with 1-oktyne by modified Favorskii reaction gave 1-(2-ethoxyethyl)-4-oktynyl-4-hydroxypiperidine. The structure of 4-alkynylpiperid-4-ol is in a good agreement with the results of elemental analysis and IR and 13C NMR spectral data. Acylation of hydroxyl group of obtained alcohol led to corresponding esters. To carry out the preliminary pharmacological study and to obtain the solid forms of new potentially biologically active piperidine derivatives their β-cyclodextrin complexes with β-cyclodextrin have been synthesized. The pharmacological activities of new compounds were predicted by PASS computer program. It has been found that 1-(2-ethoxyethyl)-4-oktynyl-4-acyloxypiperidines can exhibit anesthetic, anesthetic local, spasmolytic and immunosuppressory effects. The preliminary study of 1-(2-ethoxyethyl)-4-(oktyn-1-yl)-4-propionyloxypiperidine (BIV-71) and 1-(2-ethoxyethyl)-4-(oktyn-1-yl)-4-benzoyloxypiperidine (BIV-81) activities were carried out. It was shown that esters complexes possess a higher myelostimulatory activities compared with levamisole as standard. The acute toxicity of the β-cyclodextrin complexes is smaller than levamisole ones.