Oxazepam

Title: Oxazepam
CAS Registry Number: 604-75-1
CAS Name: 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one
Additional Names: 7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Manufacturers' Codes: Wy-3498
Trademarks: Adumbran (Boehringer, Ing.); Azutranquil (Azupharma); Durazepam (Merck KGaA); Hilong (Wyeth); Limbial (Chiesi); Noctazepam (Hexal); Praxiten (Teofarma); Serax (Wyeth); Serenid (Wyeth); Serepax (Wyeth); Séresta (Biodim); Serpax (Wyeth); Sobril (Pharmacia); Uskan (Desitin)
Molecular Formula: C15H11ClN2O2
Molecular Weight: 286.71
Percent Composition: C 62.84%, H 3.87%, Cl 12.37%, N 9.77%, O 11.16%
Literature References: Prepn: Bell, Childress, J. Org. Chem. 27, 1691 (1962); NL 298071; S. C. Bell, US 3296249 (1965, 1967 both to American Home Prod.). Crystal and molecular structure: G. Gilli et al., Acta Crystallogr. B34, 2826 (1978). Metabolic studies: Sisenwine et al., Arzneim.-Forsch. 22, 682 (1972); Knowles, Ruelius, ibid. 687. Pharmacokinetics: D. J. Greenblatt, Clin. Pharmacokinet. 6, 89 (1981). Toxicity data: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). Comprehensive description: C. M. Shearer, C. R. Pilla, Anal. Profiles Drug Subs. 3, 441-464 (1974). Review: Acta Psychiatr. Scand. Suppl. 274, R. Chinnery, A. Sundwall, Eds. (1978) 128 pp.
Properties: Crystals from alcohol, mp 205-206°. Sol in alcohol, chloroform, dioxane. Practically insol in water. LD50 in mice, rats (mg/kg): >5010, >5010 orally (Goldenthal).
Melting point: mp 205-206°
Toxicity data: LD50 in mice, rats (mg/kg): >5010, >5010 orally (Goldenthal)
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic; Benzodiazepine Derivatives.
Oxazidione Oxazolam Oxeladin Oxendolone Oxenin

Oxazepam
Oxazepam2D.svg
Oxazepam3Dan2.gif
Clinical data
Legal status Prescription Only (S4) (AU) Schedule IV (US)
Routes oral
Identifiers
ATC code  ?
PubChem CID 4616
DrugBank DB00842
ChemSpider 4455 YesY
UNII 6GOW6DWN2A YesY
KEGG D00464 YesY
ChEBI CHEBI:7823 YesY
ChEMBL CHEMBL568 YesY
Chemical data
Formula C15H11ClN2O2 
 YesY (what is this?)  (verify)

Oxazepam[1] (marketed in English speaking countries under the following brand names Alepam, Medopam, Murelax, Noripam, Opamox, Ox-Pam, Purata, Serax and Serepax, as Vaben in Israel, and as Sobril and Oxascand in Sweden and as Sobril and Alopam in Norway, Zaxpam in India and Praxiten in Croatia), (marketed in French-speaking countries as Seresta) is a short-to-intermediate-acting 3-hydroxy benzodiazepine derivative.[2][3] Oxazepam is a benzodiazepine used extensively since the 1960s for the treatment of anxiety and insomnia and in the control of symptoms of alcohol withdrawal. It is a metabolite of diazepam, prazepam and temazepam.[4] Oxazepam has moderate amnesic, anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties compared to other benzodiazepines.[5]