PHOTODECOMPOSITION OF A NEW 1,4-DIHYDROPYRIDINE - FURNIDIPINE

Citation
Lj. Nunezvergara et al., PHOTODECOMPOSITION OF A NEW 1,4-DIHYDROPYRIDINE - FURNIDIPINE, Journal of pharmaceutical sciences, 83(4), 1994, pp. 502-507
Citations number
16
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
ISSN journal
00223549
Volume
83
Issue
4
Year of publication
1994
Pages
502 - 507
Database
ISI
SICI code
0022-3549(1994)83:4<502:POAN1->2.0.ZU;2-K
Abstract
The photodecomposition of new 1,4-dihydropyridine, furnidipine (CRE-31 9); -nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-tetrahyd rofurfuryl 5-methyl diester) was studied by voltammetric, UV-vis spect rophotometric, and HPLC technique with three different light condition s (artificial daylight, UV light, and room daylight). The artificial d aylight photodecomposition of furnidipine follows 0.5-order kinetics a s assessed by the above-mentioned techniques. Furthermore, the dayligh t photoderivative was isolated and identified by NMR and IR as ethyl-4 -(2-nitrosophenyl)pyridine-3,5-dicarboxylic acid 3-tetrahydrofurfuryl 5-methyl diester. Quantitative kinetic data for the UV photodecomposit ion of furnidipine cannot be obtained due to both the high rate of deg radation (< 1 min) and intermediate reactions. However, polarographic, spectroscopic, and chromatographic evidence permits us to identify th is photoproduct as imethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylic acid 3-tetrahydrofurfuryl 5-methyl diester. Polarography was the most useful technique to assess the photodegradation of this drug from the qualitative point of view, and quantitative kinetic data were similar to those obtained by HPLC and UV-vis spectroscopy.