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Chlorzoxazone

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This is an old revision of this page, as edited by Beetstra (talk | contribs) at 15:30, 7 August 2011 (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 15:30, 7 August 2011 by Beetstra (talk | contribs) (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Chlorzoxazone
Clinical data
Routes of
administration
oral
ATC code
Pharmacokinetic data
Bioavailabilitywell absorbed
Protein binding13–18%
Metabolismhepatic
Elimination half-life1.1 hr
Excretionurine (<1%)
Identifiers
IUPAC name
  • 5-chloro-3H-benzooxazol-2-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.186 Edit this at Wikidata
Chemical and physical data
FormulaC7H4ClNO2
Molar mass169.565 g/mol g·mol
3D model (JSmol)
SMILES
  • Clc2cc1c(OC(=O)N1)cc2
InChI
  • InChI=1S/C7H4ClNO2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10)
  • Key:TZFWDZFKRBELIQ-UHFFFAOYSA-N
  (verify)

Chlorzoxazone is a centrally acting muscle relaxant used to treat muscle spasm and the resulting pain or discomfort. It acts on the spinal cord by depressing reflexes. It is sold as Muscol or Parafon Forte, a combination of chlorzoxazone and acetaminophen (Paracetamol). Possible side effects include dizziness, lightheadedness, malaise, nausea, vomiting, and liver dysfunction. Used with acetaminophen it has added risk of hepatoxicity, which is why the combination is not recommended. For a more in depth look at Chlorzoxazone visit http://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=15262.

Chemistry

Chlorzoxazone, 5-chloro-2-benzoxazolione, is synthesized by a hetercyclization reaction of 2-amino-4-chlorphenol with phosgene.

External links

Skeletal muscle relaxants (M03)
Peripherally acting
(primarily antinicotinic,
NMJ block)
Non-depolarizing
Curare alkaloids
4° ammonium agents
Depolarizing
ACh release inhibitors
Centrally acting
Carbamic acid esters
Benzodiazepines
Nonbenzodiazepines
Thienodiazepines
Quinazolines
Anticholinergics
(Antimuscarinics)
Other
Directly acting
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