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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| Language: | English |
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Springer
2016-09-01
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| Series: | Journal of Saudi Chemical Society |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610312001251 |
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| author | Waseem Ahmad Mohd. Rehan Zaheer Anamika Gupta Jawaid Iqbal |
| author_facet | Waseem Ahmad Mohd. Rehan Zaheer Anamika Gupta Jawaid Iqbal |
| author_sort | Waseem Ahmad |
| collection | DOAJ |
| description | 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). |
| format | Article |
| id | doaj-art-94eabd99c2c945b5ad8d56abcbbc9a91 |
| institution | Kabale University |
| issn | 1319-6103 |
| language | English |
| publishDate | 2016-09-01 |
| publisher | Springer |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj-art-94eabd99c2c945b5ad8d56abcbbc9a912025-08-20T03:49:04ZengSpringerJournal of Saudi Chemical Society1319-61032016-09-0120554354610.1016/j.jscs.2012.07.016Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygenWaseem AhmadMohd. Rehan ZaheerAnamika GuptaJawaid IqbalThe 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).http://www.sciencedirect.com/science/article/pii/S1319610312001251TrimeprazinePhenothiazineSinglet oxygenPhototoxicity |
| spellingShingle | Waseem Ahmad Mohd. Rehan Zaheer Anamika Gupta Jawaid Iqbal Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen Journal of Saudi Chemical Society Trimeprazine Phenothiazine Singlet oxygen Phototoxicity |
| title | Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen |
| title_full | Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen |
| title_fullStr | Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen |
| title_full_unstemmed | Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen |
| title_short | Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen |
| title_sort | photodegradation of trimeprazine triggered by self photogenerated singlet molecular oxygen |
| topic | Trimeprazine Phenothiazine Singlet oxygen Phototoxicity |
| url | http://www.sciencedirect.com/science/article/pii/S1319610312001251 |
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