Synthesis and characterization of potential impurities of Vigabatrin-An anti epileptic drug

Abstract

The present work describes the synthesis and characterization of four potential impurities of Vigabatrin (1) namely 2-(2-aminobut-3-enyl)malonic acid (2) (Vigabatrin USP impurity-E), 2-(2-oxo-5-vinylpyrrolidin-1-yl)acetic acid (3) (USP Tablets impurity), 4-aminohexanoic acid (4) and 2,2′-oxo-5,5′-bispyrrolidinyl ether (5). Compound 4 is a possible process related impurity of 1 where as compound 5 is a process related impurity of 5-ethoxy-2-pyrrolinone (16). All these impurities have a significant impact on the quality of the drug product. This work is extremely useful for generic pharmaceutical industry.

Graphical Abstract

Keywords:

• Vigabatrin
• USP impurity-E
• Tablets Impurity
• Impurities
• Synthesis and characterization

Acknowledgement

The authors gratefully acknowledge Aurobindo Pharma Limited for supporting the work. The authors are also thankful to the Chemical Research Department and Analytical Research Department for the support and co-operation.

Supporting Information

Full experiment detail, ¹H NMR spectra, ¹³C NMR spectra and HRMS. This material can be found via the “Supplementary Content” section of this article’s webpage.