NEWLY DISCOVERED PHOTODEGRADATION PRODUCTS OF NIFEDIPINE IN-HOSPITAL PRESCRIPTIONS

Citation
N. Hayase et al., NEWLY DISCOVERED PHOTODEGRADATION PRODUCTS OF NIFEDIPINE IN-HOSPITAL PRESCRIPTIONS, Journal of pharmaceutical sciences, 83(4), 1994, pp. 532-538
Citations number
31
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
ISSN journal
00223549
Volume
83
Issue
4
Year of publication
1994
Pages
532 - 538
Database
ISI
SICI code
0022-3549(1994)83:4<532:NDPPON>2.0.ZU;2-4
Abstract
New photodegradation products of nifedipine (1) have been isolated. Th ey were found in tablets dispensed in the pulverized form by hospitals . 1 decomposed concurrently into six components after storage of 30 da ys under exposure to normal room light. The main photoproduct was a ni troso derivative (2) and others were minor. Preparative thin-layer chr omatography has been used to isolate the six photodegradation products . The chemical structures of these isolated compounds were identified or estimated by comparison with authentic samples and/or using UV, IR, H-1 NMR, mass spectroscopy, melting point determination, and elementa ry analysis. From these analyses, it was found that 1 was converted in to a cis-azoxy derivative (4), a trans-azoxy derivative (5), a N,N'-di oxide derivative (6) and a lactam derivative (7) in addition to 2 and a nitro derivative (3). Furthermore, it is proposed that 2 is mainly r esponsible for the formation of these new products (4-7) by photochemi cal condensation.