8-Chlorotheophylline
Chemical compound
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ECHA InfoCard | 100.001.446 |
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Formula | C 7 H 7 Cl N 4 O 2 |
Molar mass | 214.61 g·mol −1 |
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8-Chlorotheophylline , also known as 1,3-dimethyl-8-chloroxanthine , is a stimulant drug of the xanthine chemical class, with physiological effects similar to caffeine . [1] Its main use is in combination (salt) with diphenhydramine in the antiemetic dimenhydrinate (Dramamine). Diphenhydramine reduces nausea but causes drowsiness, and the stimulant properties of 8-Chlorotheophylline help reduce that side effect. [2]
Despite being classified as a xanthine stimulant, 8-chlorotheophylline can generally not produce any locomotor activity above control in mice and does not appear to cross the blood-brain barrier well. [ citation needed ]
The 8-chloro modification is not selected for pharmacological properties; instead, it was to raise the acidity of the xanthine amine group enough to form a co-salt with diphenhydramine. [2]
The drug is also sold in combination with promethazine , again as a salt. [3]
References
- ↑ Snyder SH, Katims JJ, Annau Z, Bruns RF, Daly JW (May 1981). "Adenosine receptors and behavioral actions of methylxanthines" . Proceedings of the National Academy of Sciences of the United States of America . 78 (5): 3260–4. Bibcode : 1981PNAS...78.3260S . doi : 10.1073/pnas.78.5.3260 . PMC 319541 . PMID 6265942 .
- 1 2 Cusic, John W. (3 June 1949). "Note on the Chemistry of Dramamine". Science . 109 (2840): 574–574. doi : 10.1126/science.109.2840.574.a .
- ↑ https://www.ebi.ac.uk/chebi/searchId.do?chebiId=8461 "The anti-emetic action of both the hydrochloride and the teoclate (8-chlorotheophylline) salts is used for the prevention of nausea in cases of motion sickness and post-operative vomiting."
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