Chlormezanone
Appearance
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AHFS/Drugs.com | International Drug Names |
Routes of administration | Oral |
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Pharmacokinetic data | |
Elimination half-life | 40.5 hours |
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ECHA InfoCard | 100.001.190 |
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Formula | C11H12ClNO3S |
Molar mass | 273.73 g·mol−1 |
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Chlormezanone (marketed under the brandname Trancopal or Fenaprim) is a drug used as an anxiolytic and a muscle relaxant.
Its use was discontinued in many countries from 1996 on, due to rare but serious cases of toxic epidermal necrolysis.
Synthesis
![](http://upload.wikimedia.org/wikipedia/commons/thumb/a/a5/Synthesis_of_chlormezanone.svg/750px-Synthesis_of_chlormezanone.svg.png)
- Sterling Drug Inc., US 3082209 (1958).
- Surrey, A. R.; Webb, W. G.; Gesler, R. M. (1958). "Central Nervous System Depressants. The Preparation of Some 2-Aryl-4-metathiazanones". Journal of the American Chemical Society. 80 (13): 3469. doi:10.1021/ja01546a065.
References
- Wollina U, Hipler U, Seeling A, Oelschlager H (2005). "Investigations of interactions of chlormezanone racemate and its enantiomers on human keratinocytes and human leucoytes in vitro". Skin Pharmacol Physiol. 18 (3): 132–138. doi:10.1159/000084910. PMID 15897685. S2CID 36642315.
- Seeling A, Oelschläger H, Rothley D (2000). "Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone". Pharmazie. 55 (4): 293–6. PMID 10798243.
- Oelschläger H, Klinger W, Rothley D, Seeling A, Bockhard H, Hofmann B, Machts H, Riederer H, Rackur H (1998). "[Cleavage and biotransformation of the central muscle relaxant chlormezanone]". Pharmazie. 53 (9): 620–4. PMID 9770210.
- Gautier V, Vincon G, Demotes-Mainard F, Albin H (1990). "[Pharmacokinetics of chlormezanone in healthy volunteers] (original in French)". Pharmazie. 45 (4): 315–9. PMID 2399514.