RESEARCH ARTICLE


One-pot Synthesis of Chemical Delivery Systems for Gamma-aminobutyric Acid and its Analogues



Aleksey Semyonkin1, *, Roman Zavadovskiy1, Anna Polivanova1, Kenul Abbasova2, Elena Shipulo1
1 D. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq., 9, Moscow 125047, Russia
2 M. V. Lomonosov Moscow State University, Moscow, Leninskie Gory, 1, Moscow 119991, Russia


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Creative Commons License
© 2023 Semyonkin et al.

open-access license: This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International Public License (CC-BY 4.0), a copy of which is available at: https://creativecommons.org/licenses/by/4.0/legalcode. This license permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

* Address correspondence to this author at the D. Mendeleev University of Chemical Technology of Russia, Miusskaya Sq., 9, Moscow 125047, Russia; E-mail: semyonkin.aleksey@gmail.com.


Abstract

Introduction:

A one-pot synthesis route was proposed for the synthesis of chemical delivery systems of bifunctional compounds containing carboxylic- and amino groups, such as gamma-aminobutyric acid and its structural analogues, gabapentin and phenibut.

Methods:

To obtain targeted compounds, consecutive esterification, amidation, methylation, and reduction were employed in contrast to a more traditional approach that requires isolation and purification of semi-products after each reaction step.

Results:

A significant (nearly two-fold) increase in yields was observed when target compounds were synthesized using a one-pot approach compared to the conventional one.

Conclusion:

One-pot approach is a possible and beneficial way for the synthesis of chemical delivery systems for gabapentinoids and other drugs containing carboxylic and amino groups.

Keywords: Chemical delivery systems, One-pot synthesis, Gamma-amino butyric acid, Gabapentin, Phenibut, Semi-products.