Structure elucidation of a process-related impurity of dapoxetine.

Abstract:

:Unknown by-product associated with the synthesis of dapoxetine was isolated. The structure elucidation of this new compound using accurate mass data and NMR spectroscopy is presented herein. The unambiguous resonance assignment concluded to the formation of a tricyclic compound 4-phenyl-2H,3H,4H-naphtho[1,2-b]pyran, a new impurity of dapoxetine which has never been reported previously. A proposed mechanism for the formation of the new carbon-carbon bond is discussed. For the separation of dapoxetine and the process-related impurities, a gradient HPLC method was developed.

journal_name

J Pharm Biomed Anal

authors

Darcsi A,Tóth G,Kökösi J,Béni S

doi

10.1016/j.jpba.2014.04.002

subject

Has Abstract

pub_date

2014-08-05 00:00:00

pages

272-7

eissn

0731-7085

issn

1873-264X

pii

S0731-7085(14)00184-8

journal_volume

96

pub_type

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