Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen
The antihistaminic drug trimeprazine (1, also known as alimemazine) is photolabile under UV-A light in aerobic conditions. Irradiation of a methanol solution of trimeprazine produces two photoproducts which were isolated as N,N2-trimethyl-3-(10H-phenothiazin-10-yl sulfoxide) propan-1-amine (2) and N...
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| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Springer
2016-09-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610312001251 |
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| Summary: | The antihistaminic drug trimeprazine (1, also known as alimemazine) is photolabile under UV-A light in aerobic conditions. Irradiation of a methanol solution of trimeprazine produces two photoproducts which were isolated as N,N2-trimethyl-3-(10H-phenothiazin-10-yl sulfoxide) propan-1-amine (2) and N,2-dimethyl-3-(10H-phenothiazin-10-yl) propan-1-amine (4). The formation of products was explained by the oxidative photodegradation of trimeprazine in an irreversible trapping of the self-photogenerated 1O2 by the type II photodynamic action of the drug. The generation of singlet oxygen during photolysis of trimeprazine was confirmed by singlet oxygen scavenger 2,5-dimethylfuran (2,5-DMF). |
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| ISSN: | 1319-6103 |