Chlorzoxazone

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Chlorzoxazone
Chlorzoxazone.svg
Systematic (IUPAC) name
5-chloro-3H-benzooxazol-2-one
Clinical data
Trade names Parafonforte
AHFS/Drugs.com monograph
MedlinePlus a682577
Legal status ?
Routes oral
Pharmacokinetic data
Bioavailability well absorbed
Protein binding 13–18%
Metabolism hepatic
Half-life 1.1 hr
Excretion urine (<1%)
Identifiers
CAS number 95-25-0 YesY
ATC code M03BB03
PubChem CID 2733
IUPHAR ligand 2322
DrugBank DB00356
ChemSpider 2632 YesY
UNII H0DE420U8G YesY
KEGG D00771 YesY
ChEBI CHEBI:3655 YesY
ChEMBL CHEMBL1371 YesY
Chemical data
Formula C7H4ClNO2 
Mol. mass 169.565 g/mol
 YesY (what is this?)  (verify)

Chlorzoxazone (Paraflex) 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,[medical citation needed] which is why the combination is not recommended. It can also be administered for acute pain in general and for tension headache (muscle contraction headache).

Chemistry[edit]

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

References[edit]