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1322626-23-2/ 1394842-91-1Paroxetine HCl EP Impurity A (HCl Salt)

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Catalogue No.:	VL1400005
CAS No.:	1322626-23-2/ 1394842-91-1
Mol. Formula:	C19H22ClNO3
Mol. Weight:	347.84 g/mol

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Additional information on CAS 1322626-23-2/ 1394842-91-1

Parent drug

Paroxetine

IUPAC Name

(3S,4R)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-phenylpiperidine HCl

Pharmacopoeial Synonyms

Paroxetine HCl Hemihydrate EP Impurity A (HCl Salt); Paroxetine Related Compound B (HCl Salt)

Other Synonyms

Desfluoro Paroxetine (HCl Salt); 3-((1,3-Benzodioxol-5-yloxy)methyl)-4-phenyl-, hydrochloride (1:1), (3S,4R)

Smiles

C1CNC[C@H]([C@@H]1C2=CC=CC=C2)COC3=CC4=C(C=C3)OCO4.Cl

InChI

InChI=1S/C19H21NO3.ClH/c1-2-4-14(5-3-1)17-8-9-20-11-15(17)12-21-16-6-7-18-19(10-16)23-13-22-18;/h1-7,10,15,17,20H,8-9,11-13H2;1H/t15-,17-;/m0./s1

Description

Paroxetine HCl EP Impurity A, also referenced as Paroxetine Related Compound B and desfluoro paroxetine hydrochloride, is a structural analogue of paroxetine in which the para-fluoro substituent is absent from the aryl moiety. This non-volatile organic impurity, CAS 1322626-23-2 and 1394842-91-1, has molecular formula C19H22ClNO3 and molecular weight 347.84 g/mol. It is typically associated with incomplete fluorination, side-product formation, or synthetic route impurities rather than oxidative degradation. Determination generally requires orthogonal LC-MS/MS and LC-UV methods, with chiral LC considerations when stereochemical purity is relevant. Its presence is assessed within pharmacopeial impurity control frameworks.

References

Paroxetine-The Antidepressant from Hell? Probably Not, But Caution Required By Robert M Nevels, Samuel T Gontkovsky, Bryman E Williams Container: Psychopharmacology bulletin Publisher: MedWorks Media Global Year: 2016 Volume: 46 Issue: 1 URL: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5044489/