- Chlorzoxazone
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Chlorzoxazone Systematic (IUPAC) name 5-chloro-3H-benzooxazol-2-one Clinical data Trade names Parafonforte AHFS/Drugs.com monograph MedlinePlus a682577 Pregnancy cat. ? 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 ATC code M03BB03 PubChem CID 2733 DrugBank APRD00308 ChemSpider 2632 UNII H0DE420U8G KEGG D00771 ChEBI CHEBI:3655 ChEMBL CHEMBL1371 Chemical data Formula C7H4ClNO2 Mol. mass 169.565 g/mol SMILES eMolecules & PubChem (what is this?) (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.
- D.F. Marsh, U.S. Patent 2,895,877 (1959).
External links
- Dong DL, Luan Y, Feng TM, Fan CL, Yue P, Sun ZJ, Gu RM, Yang BF. (2006). "Chlorzoxazone inhibit contraction of rat thoracic aorta". Eur J Pharmacol 545 (2–3): 161–6. doi:10.1016/j.ejphar.2006.06.063. PMID 16859676.
- Park J, Kim K, Park P, Ha J (2006). "Effect of high-dose aspirin on CYP2E1 activity in healthy subjects measured using chlorzoxazone as a probe". J Clin Pharmacol 46 (1): 109–14. doi:10.1177/0091270005282635. PMID 16397290.
- Wan J, Ernstgård L, Song B, Shoaf S (2006). "Chlorzoxazone metabolism is increased in fasted Sprague-Dawley rats". J Pharm Pharmacol 58 (1): 51–61. doi:10.1211/jpp.58.1.0007. PMC 1388188. PMID 16393464. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1388188.
Skeletal muscle relaxants (M03) Peripherally acting
(primarily antinicotinic,
NMJ block)Curare alkaloidsultra-short duration: Gantacurium
short duration: Mivacurium • Chandonium
intermediate duration: Atracurium • Cisatracurium • Fazadinium • Rocuronium • Vecuronium
long duration: Doxacurium • Dimethyltubocurarine • Pancuronium • Pipecuronium • Laudexium • Gallamine
unsorted: Hexafluronium (Hexafluorenium)Choline derivatives: Suxamethonium (Succinylcholine)
Polyalkylene derivatives: HexamethoniumCentrally acting Carbamic acid estersBenzodiazepinesAnticholinergics (Antimuscarinics)OtherBaclofen • Chlormezanone • Chlorphenesin • Chlorzoxazone • Donepezil • Eperisone • Flopropione • Mephenesin • Mephenoxalone • Metaxalone • Phenyramidol • Pridinol • Promoxolane • Quinine • Thiocolchicoside • Tizanidine • Tolperisone • TrazodoneDirectly acting This drug article relating to the musculoskeletal system is a stub. You can help Wikipedia by expanding it.