| Revision as of 09:44, 22 February 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'KEGG_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoBot← Previous edit | Revision as of 15:30, 7 August 2011 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').Next edit → | ||
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| | ATC_suffix = BB03 | | ATC_suffix = BB03 | ||
| | ATC_supplemental = | | ATC_supplemental = | ||
| | ChEBI = 3655 | |||
| | PubChem = 2733 | | PubChem = 2733 | ||
| | smiles = Clc2cc1c(OC(=O)N1)cc2 | | smiles = Clc2cc1c(OC(=O)N1)cc2 | ||
Revision as of 15:30, 7 August 2011
Pharmaceutical compound | |
| Clinical data | |
|---|---|
| Routes of administration | oral |
| ATC code | |
| Pharmacokinetic data | |
| Bioavailability | well absorbed |
| Protein binding | 13–18% |
| Metabolism | hepatic |
| Elimination half-life | 1.1 hr |
| Excretion | urine (<1%) |
| Identifiers | |
IUPAC name
| |
| CAS Number | |
| PubChem CID | |
| DrugBank | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEBI | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.002.186  |
| Chemical and physical data | |
| Formula | C7H4ClNO2 |
| Molar mass | 169.565 g/mol g·mol |
| 3D model (JSmol) | |
SMILES
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InChI
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| (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. doi:10.1016/j.ejphar.2006.06.063. PMID 16859676.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - 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.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - 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.
{{cite journal}}: CS1 maint: multiple names: authors list (link)
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