Structure via PubChem · Public domain (PubChem)
chlormezanone
Sign in to saveAlso known as chlormethazanone, Fenaprim®, Trancopa®, 2-(p-chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide, (+-)-chlormezanone, 2-(p-chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide, (+-)-Chlormezanone, Chlormezanonum
Chlormezanone (marketed under the brandname Trancopal or Fenaprim) is a drug used as an anxiolytic and a muscle relaxant.
Chemical data
- Formula
- C11H12ClNO3S
- Molecular weight
- 273.74 g/mol
- IUPAC name
- 2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one
- SMILES
- CN1C(S(=O)(=O)CCC1=O)C2=CC=C(C=C2)Cl
- InChIKey
- WEQAYVWKMWHEJO-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 62.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1960
- Admin. routes
- oral
via ChEMBL · EBI
Research
191 papers- Chlormezanone poisoning.British medical journal (Clinical research ed.) · 1983
- Hepatocellular and dermatological outcomes of chlormezanone.JPMA. The Journal of the Pakistan Medical Association · 2022
- Current Perspectives on Stevens-Johnson Syndrome and Toxic Epidermal Necrolysis.Clinical reviews in allergy & immunology · 2018
- Chlormezanone plasma and blood levels in patients after single and repeated oral doses and after suicidal drug overdose.European journal of drug metabolism and pharmacokinetics · 1991
- Diclofenac sodium-chlormezanone poisoning.European journal of clinical pharmacology · 1984
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 273.022642
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₁H₁₂ClNO₃S
- medical condition treated
- spasticity
- canonical SMILES
- CN1C(S(=O)(=O)CCC1=O)C2=CC=C(C=C2)Cl
- World Health Organisation international non-proprietary name
- chlormezanone
- defined daily dose
- 0.6
- subject has role
- anxiolytic
- Commons category
- Chlormezanone
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- References
- Further reading
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 in 1996 due to rare but serious cases of toxic epidermal necrolysis.
Excerpted from Wikipedia’s “chlormezanone” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0