Zoxazolamine

Last updated
Zoxazolamine
Zoxazolamine.svg
Clinical data
Other namesMcN-485
Routes of
administration
Oral
Legal status
Legal status
  • AU: S4 (Prescription only) [1]
Identifiers
  • 5-Chloro-1,3-benzoxazol-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
Formula C7H5ClN2O
Molar mass 168.58 g·mol−1
3D model (JSmol)
  • C1=CC2=C(C=C1Cl)N=C(O2)N
  • 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. [2] [3] It was synthesized in 1953 and introduced clinically in 1955 but was withdrawn due to hepatotoxicity. [2] [3] [4] One of its active metabolites, chlorzoxazone, was found to show less toxicity, and was subsequently marketed in place of zoxazolamine. [4] These drugs activate IKCa channels. [5]

References

  1. "Therapeutic Goods (Poisons Standard— June 2025) Instrument 2025" (pdf). Therapeutic Goods Administration (TGA). May 2025. Retrieved 31 August 2025.
  2. 1 2 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.
  3. 1 2 Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 185–. ISBN   978-81-224-1565-0.
  4. 1 2 Lowry W (6 December 2012). Forensic Toxicology: Controlled Substances and Dangerous Drugs. Springer Science & Business Media. pp. 166–. ISBN   978-1-4684-3444-6.
  5. Offermanns S (14 August 2008). Encyclopedia of Molecular Pharmacology. Springer Science & Business Media. pp. 996–. ISBN   978-3-540-38916-3.