STRUCTURE CONFIRMATION AND ENANTIOMERIC COMPOSITION OF A PHENYLTETRAHYDROQUINOLINEDIONE DERIVATIVE WITH TRPA1-ANTAGONISTIC ACTIVITY

DOI: https://doi.org/10.29296/25877313-2022-07-05
Issue: 
7
Year: 
2022

N.V. Pyatigorskaya
Dr.Sc. (Pharm.), Professor, Deputy Director of the Institute of Translational Medicine and Biotechnology,
Head of the Department of Industrial Pharmacy, Institute of Professional Education,
I.M. Sechenov First Moscow State Medical University of the Ministry of the Health
of the Russian Federation (Sechenovskiy University) (Moscow, Russia)
G.E. Brkich
Ph.D. (Pharm.), Head of the Center for Pharmaceutical Technologies,
Institute of Translational Medicine and Biotechnology,
I.M. Sechenov First Moscow State Medical University of the Ministry of the Health
of the Russian Federation (Sechenovskiy University) (Moscow, Russia)
A.D. Kravchenko
Post-graduate Student, I.M. Sechenov First Moscow State Medical University
of the Ministry of the Health of the Russian Federation (Sechenovskiy University) (Moscow, Russia)
E-mail: aleksej_kravchenko97@mail.ru
S.N. Kovalenko
Dr.Sc. (Chem.), Professor of the Department of Organic Chemistry,
V.N. Karazin Kharkiv National University (Kharkov, Ukraine);
Professor of the Department of Pharmaceutical Technology and Pharmacology,
I.M. Sechenov First Moscow State Medical University of the Ministry of the Health of the Russian Federation (Moscow, Russia)

Relevance. Chemical structure data on a new active pharmaceutical ingredient (API) is mandatory information submitted during registration of the origi-nal medicinal product. Spectral properties study makes it possible to confirm the structure of the new compound, and it is also the basis for the further development of the API quality control methods. Some organic compounds can exist in the form of several stereoisomers, which may either not differ in therapeutic effect or be responsible for various biological effects, including toxic ones. Therefore, it is extremely important at the early stages of drug development to establish the enantiomeric composition of a potential API for its further quality control. The aim of this study was to confirm the structure and determination of the enantiomeric composition of a potential API – the phenyltetrahydroquino-linedione derivative with TRPA1-antagonistic activity. Material and methods. 1H NMR, 13C NMR, IR, UV methods were used to confirm the structure of the API; the enantiomeric composition was deter-mined on a liquid chromatograph with a chiral column. Results and conclusions. The studied compound structure was confirmed, IR and UV spectrophotometry methods can be used in quality control of the API in attribute "Identification", the API test sample is a mixture of four stereoisomers in equal proportions.

Keywords: 
diastereomers
TRPA1
phenyltetrahydroquinolinedione

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