Structural characterization of cevimeline and its trans-impurity by single crystal XRD.

Abstract:

:Cevimeline is muscarinic receptor agonist which increases secretion of exocrine glands. Cevimeline base is a liquid (m.p. 20-25 °C) at ambient conditions, therefore its pharmaceutical formulation as a solid hydrochloride hemihydrate has been developed. The synthesis of cevimeline yields its cis- and trans-isomers and only the cis-isomer is recognized as the API and used in the finished formulation. In this study structural and physicochemical investigations of hydrochloride hemihydrates of cis- and trans-cevimelines have been performed. Single crystal X-ray analyses of both cis- and trans-isomers of cevimeline are reported here for the first time. It was found that the cis-isomer, the API, has less dense crystal packing, lower melting point and higher solubility in comparison to the trans-isomer.

journal_name

J Pharm Biomed Anal

authors

Stepanovs D,Tetere Z,Rāviņa I,Kumpiņš V,Zicāne D,Bizdēna Ē,Bogans J,Novosjolova I,Grigaloviča A,Meri RM,Fotins J,Čerkasovs M,Mishnev A,Turks M

doi

10.1016/j.jpba.2015.11.006

subject

Has Abstract

pub_date

2016-01-25 00:00:00

pages

404-409

eissn

0731-7085

issn

1873-264X

pii

S0731-7085(15)30226-0

journal_volume

118

pub_type

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