Zoxazolamine

Withdrawn muscle relaxant drug
Zoxazolamine
Clinical data
Other namesMcN-485
Routes of
administration
Oral
Identifiers
  • 5-Chloro-1,3-benzoxazol-2-amine
CAS Number
  • 61-80-3
PubChem CID
  • 6103
ChemSpider
  • 5878
UNII
  • 9DOW362Q29
KEGG
  • C13841
ChEBI
  • CHEBI:35053
ChEMBL
  • ChEMBL472566
Chemical and physical data
FormulaC7H5ClN2O
Molar mass168.58 g·mol−1
3D model (JSmol)
  • Interactive image
  • C1=CC2=C(C=C1Cl)N=C(O2)N
InChI
  • InChI=InChI=1S/C7H5ClN2O/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)
  • Key:YGCODSQDUUUKIV-UHFFFAOYSA-N

Zoxazolamine (INN, USAN, BAN) (brand name Contrazole, Deflexol, Flexin, Miazol, Uri-Boi, Zoxamine, Zoxine) is a muscle relaxant that is no longer marketed.[1][2] It was synthesized in 1953 and introduced clinically in 1955 but was withdrawn due to hepatotoxicity.[1][2][3] One of its active metabolites, chlorzoxazone, was found to show less toxicity, and was subsequently marketed in place of zoxazolamine.[3] These drugs activate IKCa channels.[4]

References

  1. ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 48–. ISBN 978-1-4757-2085-3.
  2. ^ a b Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 185–. ISBN 978-81-224-1565-0.
  3. ^ a b Lowry W (6 December 2012). Forensic Toxicology: Controlled Substances and Dangerous Drugs. Springer Science & Business Media. pp. 166–. ISBN 978-1-4684-3444-6.
  4. ^ Offermanns S (14 August 2008). Encyclopedia of Molecular Pharmacology. Springer Science & Business Media. pp. 996–. ISBN 978-3-540-38916-3.


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Peripherally acting
(primarily antinicotinic,
NMJ block)
Non-depolarizing
Curare alkaloids
4° ammonium agents
Depolarizing
ACh release inhibitors
Centrally acting
Carbamic acid esters
Benzodiazepines
Nonbenzodiazepines
Thienodiazepines
Quinazolines
Anticholinergics
(Antimuscarinics)
Other
Directly acting
  • v
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  • e
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
  • GIRKTooltip G protein-coupled inwardly rectifying potassium channel-specific: ML-297 (VU0456810)
KCaTooltip Calcium-activated potassium channel
Blockers
  • BKCa-specific: Ethanol (alcohol)
  • GAL-021
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
  • Solnatide
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
  • See here instead.
LGICsTooltip Ligand gated ion channels
  • See here instead.
See also: Receptor/signaling modulators • Transient receptor potential channel modulators


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