Zoxazolamine

Zoxazolamine
Clinical data
Other names	McN-485
Routes of; administration	Oral
Identifiers
	IUPAC name 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
Formula	C7H5ClN2O
Molar mass	168.58 g·mol−1
3D model (JSmol)	Interactive image;
	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relaxant that is no longer marketed.^[1]^[2] It was synthesized in 1953 and introduced clinically in 1955 but was withdrawn due to hepatotoxicity.^[1]^[2]^[3] One of its active metabolites, chlorzoxazone, was found to show less toxicity, and was subsequently marketed in place of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 IK_Ca channels.^[4]

References

^ ^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.
^ ^a ^b Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 185–. ISBN 978-81-224-1565-0.
^ ^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.
^ 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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[Elks2014-1] 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.

[Kar2005-2] Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 185–. ISBN 978-81-224-1565-0.

[Lowry2012-3] Lowry W (6 December 2012). Forensic Toxicology: Controlled Substances and Dangerous Drugs. Springer Science & Business Media. pp. 166–. ISBN 978-1-4684-3444-6.

[Offermanns-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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[2]

[3]

[4]

Clinical data

Other names	McN-485
Routes of administration	Oral
Identifiers
IUPAC name 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
Formula	C₇H₅ClN₂O
Molar mass	168.58 g·mol⁻¹
3D model (JSmol)	Interactive image
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