Drug/Small Molecule:
chlorzoxazone

2D structure

Overview

Generic Names: Chloroxazone; Chlorzoxane; Chlorzoxazon
Trade Names: Biomioran; EZE-DS; Escoflex; Flexazone; Mioran; Miotran; Myoflexin; Myoflexine; Neoflex; Paraflex; Parafon Forte Dsc; Pathorysin; Relaxazone; Remular; Remular-S; Solaxin; Strifon Forte Dsc; Usaf Ma-10
Brand Mixtures: Acetazone Forte (Acetaminophen + Chlorzoxazone); Acetazone Forte C8 (Acetaminophen + Chlorzoxazone + Codeine Phosphate); Back-Aid Forte - Tab (Acetaminophen + Chlorzoxazone); Extra Strength Tylenol Aches and Strains (Acetaminophen + Chlorzoxazone); Gin Pain Pills - Tab (Acetaminophen + Chlorzoxazone); Gin Pain Pills- Chlorzoxazone & Acetamin.Tab (Acetaminophen + Chlorzoxazone); Parafon Forte (Acetaminophen + Chlorzoxazone); Parafon Forte C8 W Codeine Tab (Acetaminophen + Chlorzoxazone + Codeine Phosphate); Parafon Forte Tablets (Acetaminophen + Chlorzoxazone)
PharmGKB Accession Id: PA448971

Description

A centrally acting central muscle relaxant with sedative properties. It is claimed to inhibit muscle spasm by exerting an effect primarily at the level of the spinal cord and subcortical areas of the brain. (From Martindale, The Extra Pharmacopoea, 30th ed, p1202) (source: Drug Bank)

Indication

For the relief of discomfort associated with acute painful musculoskeletal conditions. (source: Drug Bank)

ATC Therapeutic Category

  • M03BB:Oxazol, thiazine, and triazine derivatives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Chlorzoxazone inhibits degranulation of mast cells, subsequently preventing the release of histamine and slow-reacting substance of anaphylaxis (SRS-A), mediators of type I allergic reactions. Chlorzoxazone also may reduce the release of inflammatory leukotrienes. Chlorzoxazone may act by inhibiting calcium influx. (source: Drug Bank)

Pharmacology

Chlorzoxazone, a synthetic compound, inhibits antigen-induced bronchospasms and, hence, is used to treat asthma and allergic rhinitis. Chlorzoxazone is used as an ophthalmic solution to treat conjunctivitis and is taken orally to treat systemic mastocytosis and ulcerative colitis. Chlorzoxazone is also a centrally-acting agent for painful musculoskeletal conditions. Data available from animal experiments as well as human study indicate that chlorzoxazone acts primarily at the level of the spinal cord and subcortical areas of the brain where it inhibits multisynaptic reflex a.c. involved in producing and maintaining skeletal muscle spasm of varied etiology. The clinical result is a reduction of the skeletal muscle spasm with relief of pain and increased mobility of the involved muscles. (source: Drug Bank)

Food Interactions

Avoid alcohol.
Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Chlorzoxazone is rapidly metabolized in the liver and is excreted in the urine, primarily in a conjugated form as the glucuronide. (source: Drug Bank)

Protein Binding

13-18% (source: Drug Bank)

Toxicity

Oral, mouse: LD<sub>50</sub> = 440 mg/kg; Oral, rat: LD<sub>50</sub> = 763 mg/kg; Symptoms of overdose include diarrhea, dizziness, drowsiness, headache, light-headedness, nausea, and vomiting. (source: Drug Bank)

Isomeric SMILES Code:

c1cc2c(cc1Cl)nc(o2)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data Genotype Data Available Literature annotations available Not annotated
CYP2E1
  •   
  •   
  • PK
  •   
  • GN
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
KCNMA1 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
disulfiram Uncurated Annotation Disulfiram increases chlorzoxazone levels (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00356
KEGG Compound ID:
C07931
KEGG Drug ID:
D00771
PubChem Compound ID:
2733
PubChem Substance ID:
7847836
IUPHAR Ligand ID:
2322

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
Add New Alternate Name
Add New ATC Term
Add Cross Reference
Add a metabolite
Add a text annotation
Add a drug target
hint: enter a gene
    Add a drug interaction
    hint: enter a drug
    PharmGKB® is a registered trademark of HHS and is financially supported by NIH/NIGMS. It is managed at Stanford University (GM61374).
    ©2001-2010 PharmGKB.