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Zoxazolamine

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Withdrawn muscle relaxant drug Pharmaceutical compound
Zoxazolamine
Clinical data
Other namesMcN-485
Routes of
administration
Oral
Identifiers
IUPAC name
  • 5-Chloro-1,3-benzoxazol-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC7H5ClN2O
Molar mass168.58 g·mol
3D model (JSmol)
SMILES
  • 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. It was synthesized in 1953 and introduced clinically in 1955 but was withdrawn due to hepatotoxicity. One of its active metabolites, chlorzoxazone, was found to show less toxicity, and was subsequently marketed in place of zoxazolamine. These drugs activate IKCa channels.

References

  1. ^ 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. ^ Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 185–. ISBN 978-81-224-1565-0.
  3. ^ 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.


Skeletal muscle relaxants (M03)
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
Ion channel modulators
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
KCaTooltip Calcium-activated potassium channel
Blockers
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
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
LGICsTooltip Ligand gated ion channels
See also: Receptor/signaling modulatorsTransient receptor potential channel modulators


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