PMID: 6103931Mar 1, 1980Paper

Photosensitization by drugs: photolysis of some chlorine-containing drugs

The Journal of Pharmacy and Pharmacology
D E Moore, S R Tamat

Abstract

Irradiation with ultraviolet light of chlorpromazine, prochlorperazine, frusemide or hydrochlorothiazide in either aqueous or methanol solution yielded free chloride ion. Potentiometric methods were used to detect one mol of chloride ion produced per mol of drug irradiated in deoxygenated solution, with a concomitant equimolar appearance of hydrogen ion. Saturation of the solutions with oxygen strongly inhibited the photolysis reaction in methanol but only partially inhibited the production of Cl- and H+ in aqueous solution. The oxidation of 2,5-dimethylfuran is photosensitized by these drugs more effectively in methanol compared with aqueous solution. The photochemical behaviour is consistent with a photodissociative process occurring predominantly in methanol while photoionization predominates in aqueous media. No chloride ion was detected after extended irradiation of chlortetracycline, demeclocycline, chlordiazepoxide and hexachlorophane. The photolability of the chlorine in the compounds tested correlated with their ability to photosensitize oxidation by the Type I (free radical) mechanism.

References

Dec 1, 1978·The Journal of Pharmacy and Pharmacology·M Nejmeh, N Pilpel
Oct 1, 1978·Photochemistry and Photobiology·I RosenthalE Riklis
Feb 1, 1979·Journal of Medicinal Chemistry·N J BunceL Ravanal
Sep 1, 1977·Journal of Pharmaceutical Sciences·D E Moore
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Citations

Jun 1, 1993·Journal of Pharmaceutical and Biomedical Analysis·C B EapP Baumann
Jun 11, 1999·International Journal of Pharmaceutics·Y N LiB N Tattam
Oct 7, 2000·Journal of Pharmaceutical and Biomedical Analysis·S Carda-BrochM C García-Alvarez-Coque
Jun 3, 1998·Journal of Pharmaceutical and Biomedical Analysis·V Ulvi
Apr 1, 1996·Photodermatology, Photoimmunology & Photomedicine·E Selvaag, P Thune
Jul 1, 1982·Photochemistry and Photobiology·D E Moore, V J Hemmens
Aug 5, 2008·Photochemistry and Photobiology·Carmelo GarcíaRafael Arce
Mar 3, 2009·Journal of Clinical Pharmacy and Therapeutics·B GlassA Haywood
Dec 1, 1988·The Journal of Dermatology·E Horikawa, T Miura
Jun 1, 1981·The Journal of Pharmacy and Pharmacology·N MizunoE Morita
Aug 1, 1983·The Journal of Pharmacy and Pharmacology·D E Moore, V Sithipitaks
Dec 19, 2020·Journal of Chromatographic Science·Zeynep Derya BilginSena Caglar Andac
Mar 1, 1980·The Journal of Pharmacy and Pharmacology·D E Moore
Jan 1, 1987·Journal of Pharmaceutical and Biomedical Analysis·D E Moore
Sep 5, 2021·International Journal of Dermatology·Ana P L TibaJose A Sanches

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