Structure via PubChem · Public domain (PubChem)
chlorzoxazone
Sign in to saveAlso known as Paraflex®, chlorzoxane, 5-chloro-2(3H)-benzoxazolone, 5-chlorobenzoxazolin-2-one, 5-chloro-2-benzoxazolol, 2-hydroxy-5-chlorobenzoxazole, 5-chlorobenzoxazolidone, 5-chloro-2-benzoxazolone
Chlorzoxazone (INN) is a centrally acting muscle relaxant used to treat muscle spasm and the resulting pain or discomfort. It can also be administered for acute pain in general and for tension headache (muscle contraction headache). It acts on the spinal cord by depressing reflexes. It is sold under the brand names Lorzone, Paraflex and Muscol and in combination form as Parafon Forte, a combination of chlorzoxazone and acetaminophen (paracetamol). Possible side effects include dizziness, lightheadedness, malaise, nausea, vomiting. In rare cases, chlorzoxazone may cause severe liver dysfunction
Chemical data
- Formula
- C7H4ClNO2
- Molecular weight
- 169.56 g/mol
- IUPAC name
- 5-chloro-3H-1,3-benzoxazol-2-one
- SMILES
- C1=CC2=C(C=C1Cl)NC(=O)O2
- InChIKey
- TZFWDZFKRBELIQ-UHFFFAOYSA-N
- XLogP
- 1.8
- Polar surface area
- 38.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1958
- Admin. routes
- oral
via ChEMBL · EBI
Research
949 papers- Chlorzoxazone.2012
- CHLORZOXAZONE.Journal of the American Medical Association · 1959
- Chlorzoxazone Alleviates Experimental Autoimmune Encephalomyelitis via Inhibiting IL-6 Secretion of Dendritic Cells.Journal of immunology (Baltimore, Md. : 1950) · 2022
- Chlorzoxazone hepatotoxic reactions. An analysis of 21 identified or presumed cases.Archives of internal medicine · 1986
- Chlorzoxazone-induced spasmotic torticollis.JAMA · 1981
via PubMed
Wikidata facts
- Mass
- 168.993
- Has use
- medication
Show 6 more facts
- melting point
- 191
- chemical formula
- C₇H₄ClNO₂
- medical condition treated
- pain
- World Health Organisation international non-proprietary name
- chlorzoxazone
- canonical SMILES
- C1=CC2=C(C=C1Cl)NC(=O)O2
- defined daily dose
- 1.5
Sources (6)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- See also
- References
- Further reading
- External links
Chlorzoxazone (INN) is a centrally acting muscle relaxant used to treat muscle spasm and the resulting pain or discomfort. It can also be administered for acute pain in general and for tension headache (muscle contraction headache). It acts on the spinal cord by depressing reflexes. It is sold under the brand names Lorzone, Paraflex and Muscol and in combination form as Parafon Forte, a combination of chlorzoxazone and acetaminophen (paracetamol). Possible side effects include dizziness, lightheadedness, malaise, nausea, vomiting. In rare cases, chlorzoxazone may cause severe liver dysfunction. Conversely, chlorzoxazone may reduce the liver toxicity of acetaminophen by competitive inhibition.
It is available as a generic medication.
Excerpted from Wikipedia’s “chlorzoxazone” article, available under the CC BY-SA 4.0 licence.