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Synthesis of Repaglinide Congeners
Authors:Dhanraj T S S Sundaram  Jayati Mitra  C Rajesh  Aminul Islam  Koilpillai Joseph Prabahar  Battula Venkateswara Rao
Institution:1. Chemical Research and Development, APL Research Center II, Aurobindo Pharma Ltd., Indrakaran (V), Andhra Pradesh, India;2. Department of Engineering Chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam, Andhra Pradesh, Indiadrajchem2002@rediffmail.com;4. Department of Engineering Chemistry, Andhra University College of Engineering (A), Andhra University, Visakhapatnam, Andhra Pradesh, India
Abstract:This report describes a synthesis of two potent impurities of repaglinide, benzyl repaglinide 1 and repaglinide isomer 2, from commercially available raw materials: 2-fluoro benzonitrile, (S)-3-methyl-1-2-(piperidin-1-yl)phenyl]butylamine (5), and 3-ethoxy-4-(ethoxycarbonyl)phenyl]acetic acid (7). These impurities are the crucial components in determining the quality of the drug substance, repaglinide, during its manufacturing.
Keywords:Benzyl repaglinide  hypoglycemic agent  impurity  N-acetyl-L-glutamic acid  repaglinide isomer
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