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Synthesis and characterization of potential impurities of Ampicillin trihydrate

Chilamkurthi Suresh, Dharmasoth Rama Devi, Balakrishna Aegurla, Aaramadaka Sunil Kumar Reddy, K. V. V. Prasada Rao, Guduri Anil Kumar, and Keloth Basavaiah

Chemical Research Department, APL Research Centre-II, Aurobindo Pharma Ltd., Sangareddy, India

 

E-mail: sureshchilamkurthi86@gmail.com

Received: 12 March 2023  Accepted: 16 August 2023

Abstract:

Herein, we present the synthesis, origin and characterization of potential impurities of Ampicillin trihydrate, viz. Ampicillinyl-d-phenylglycine (Ph. Eur impurity E) & l-Ampicillin (Ph. Eur impurity B). The impurity Ampicillinyl-d-phenylglycine originates during the preparation of Ampicillin trihydrate, amidation of carboxylic acid of Ampicillin with d-phenylglycine generates Ampicillinyl-d-phenylglycine, the impurity l-Ampicillin may arise due to the presence of traces l-phenylglycine methylester in d-phenylglycine methylester hydrochloride which may result in the formation of l-Ampicillin. A facile synthetic process for these impurities was developed from the commercially available raw materials.

Keywords: Ampicillin trihydrate; Ampicillinyl-d-phenylglycine; l-Ampicillin

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-03064-z

 

Chemical Papers 77 (12) 7961–7967 (2023)

Tuesday, May 28, 2024

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