Analytical Control of Impurities and Active Ingredients in a (-)-Isopulegol Derivative with Highly Potent Analgesic Activity

Analytical Control of Impurities and Active Ingredients in a (-)-Isopulegol Derivative with Highly Potent Analgesic Activity Full article

Journal

Pharmaceutical Chemistry Journal
ISSN: 0091-150X , E-ISSN: 1573-9031

Output data

Year: 2020, Volume: 54, Number: 2, Pages: 190-194 Pages count : 5 DOI: 10.1007/s11094-020-02176-0

Tags

drug substance; (2R; 4R; 4aR; 7R; 8aR)-4; 7-dimethyl-2-(thiophen-2-yl)octahydro-2H-chromen-4-ol; HPLC-UV; validation

Authors

Lastovka A.V. ^1,2 , Fedeeva V.P. ^1,2 , Il'ina I.V. ¹ , Salakhutdinov N.F. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci NIOCh SB RAS, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, 9 Prosp Akad Lavrenteva, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ NSU, Dept Nat Sci, 2 Pirogova St, Novosibirsk 630090, Russia

An HPLC-UV procedure is proposed for identifying processing impurities and determining the contents of active ingredient in the drug substance of the promising non-narcotic analgesic (2R,4R,4aR,7R,8aR)- 4,7-dimethyl-2-(thiophen-2-yl)octahydro-2H-chromen-4-ol (1). Processing impurities including the starting reagents thiophene-2-carbaldehyde and (-)-isopulegol, a related stereoisomer of 1, and intermediates and dehydration products of 1 could be present as a result of the synthesis and isolation. The developed chromatography conditions could separate possible impurities and analyte 1 with the required resolution. The contents of the studied processing impurities were below the established detection limits of 0.056 mu g/mL for thiophene-2-carbaldehyde; 0.32, (-)-isopulegol; 0.22, the stereoisomer; and 0.18, 0.22, and 0.37, for the dehydration products. The working range of concentrations for the procedure was 0.50 - 10 mu g/mL. The recovery varied from 98.9 to 101.2% in the accuracy evaluation. The procedure was demonstrated to have sufficient accuracy. The average relative standard deviation in the intraday precision evaluation was 0.7%; in the interday precision assessment, 0.8%, which were below the acceptance criteria of 2.0 and 3.0%, respectively.

Lastovka A.V. , Fedeeva V.P. , Il'ina I.V. , Salakhutdinov N.F.
Analytical Control of Impurities and Active Ingredients in a (-)-Isopulegol Derivative with Highly Potent Analgesic Activity
Pharmaceutical Chemistry Journal. 2020. V.54. N2. P.190-194. DOI: 10.1007/s11094-020-02176-0 WOS Scopus РИНЦ

Ластовка А.В. , Фадеева В.П. , Ильина И.В. , Салахутдинов Н.Ф.
АНАЛИТИЧЕСКИЙ КОНТРОЛЬ СУБСТАНЦИИ ПРОИЗВОДНОГО (-)-ИЗОПУЛЕГОЛА - СОЕДИНЕНИЯ С АНАЛЬГЕТИЧЕСКОЙ АКТИВНОСТЬЮ - ПО ПОКАЗАТЕЛЯМ "ТЕХНОЛОГИЧЕСКИЕ ПРИМЕСИ" И "ДЕЙСТВУЮЩЕЕ ВЕЩЕСТВО"
Химико-фармацевтический журнал (PHARM CHEM J+). 2020. Т.54. №2. С.43-48. DOI: 10.30906/0023-1134-2020-54-2-43-48 РИНЦ

Published print:	May 1, 2020
Published online:	May 18, 2020

Web of science	WOS:000533494400001
Scopus	2-s2.0-85085180402
Elibrary	43287040
OpenAlex	W3026902371