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PHOTOCHEMICAL REACTIONS OF CHLORPROMAZINE; CHEMICAL AND BIOCHEMICAL IMPLICATIONS
Author(s) -
Rosenthal I.,
BenHur E.,
Prager A.,
Riklis E.
Publication year - 1978
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1978.tb06975.x
Subject(s) - chlorpromazine , chemistry , singlet oxygen , phototoxicity , promazine , photochemistry , phenothiazine , hydrogen atom abstraction , yield (engineering) , sensitization , tetrahydrofuran , oxygen , biochemistry , hydrogen , organic chemistry , in vitro , solvent , pharmacology , medicine , biology , immunology , materials science , metallurgy
— The photoexcited chlorpromazine reacts with methanol to yield promazine and 2‐methoxypromazine by two different reaction pathways: hydrogen atom abstraction and nucleophilic attack. respectively. When the photoexcitation of chlorpromazine is performed in the presence of protein or nucleic acids, chlorpromazine binds to the biopolymer. This binding is drastically pH‐dependent and correlates to the phototoxic effect exhibited in chlorpromazine—photosensitization of E. coli. No photodynamic damage of E. coli attributed to CPZ‐sensitization of molecular oxygen could be detected.