Oxazepam

Oxazepam
Clinical data
Pronunciation	/ɒkˈsæzɪpæm/; ok-SAZ-i-pam
Trade names	Serax, Alepam, Serepax, others
Addiction; liability	Low–moderate
Routes of; administration	By mouth
Drug class	Benzodiazepine
ATC code	N05BA04 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Prescription only (Anlage III for higher doses); US: Schedule IV; Prescription drug;
Pharmacokinetic data
Bioavailability	92.8%
Metabolism	Hepatic (glucuronidation)
Onset of action	30 - 120 minutes
Elimination half-life	6–9 hours
Duration of action	6 - 12 hours
Excretion	Renal
Identifiers
	IUPAC name (RS)-7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one;
CAS Number	604-75-1;
PubChem CID	4616;
IUPHAR/BPS	7253;
DrugBank	DB00842 ;
ChemSpider	4455 ;
UNII	6GOW6DWN2A;
KEGG	D00464 ;
ChEBI	CHEBI:7823 ;
ChEMBL	ChEMBL568 ;
CompTox Dashboard (EPA)	DTXSID1021087 ;
ECHA InfoCard	100.009.161
Chemical and physical data
Formula	C15H11ClN2O2
Molar mass	286.71 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	205 to 206 °C (401 to 403 °F)
	SMILES O=C1Nc2ccc(Cl)cc2C(c2ccccc2)=NC1O;
	InChI InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,18,20H ; Key:IMAUTQQURLXUGJ-UHFFFAOYSA-N ;
	(verify)

Oxazepam is a short-to-intermediate-acting benzodiazepine. Oxazepam is used for the treatment of anxiety, insomnia, and to control symptoms of alcohol withdrawal syndrome.

It is a metabolite of diazepam, prazepam, and temazepam, and has moderate amnesic, anxiolytic, anticonvulsant, hypnotic, sedative, and skeletal muscle relaxant properties compared to other benzodiazepines.

It was patented in 1962 and approved for medical use in 1964.

Clinical data


Pronunciation	/ɒkˈsæzɪpæm/ ok-SAZ-i-pam
Trade names	Serax, Alepam, Serepax, others
Addiction liability	Low–moderate
Routes of administration	By mouth
Drug class	Benzodiazepine
ATC code	N05BA04 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) BR: Class B1 (Psychoactive drugs) CA: Schedule IV DE: Prescription only (Anlage III for higher doses) US: Schedule IV Prescription drug
Pharmacokinetic data
Bioavailability	92.8%
Metabolism	Hepatic (glucuronidation)
Onset of action	30 - 120 minutes
Elimination half-life	6–9 hours
Duration of action	6 - 12 hours
Excretion	Renal
Identifiers
IUPAC name (RS)-7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
CAS Number	604-75-1
PubChem CID	4616
IUPHAR/BPS	7253
DrugBank	DB00842^Y
ChemSpider	4455^Y
UNII	6GOW6DWN2A
KEGG	D00464^Y
ChEBI	CHEBI:7823^Y
ChEMBL	ChEMBL568^Y
CompTox Dashboard (EPA)	DTXSID1021087
ECHA InfoCard	100.009.161
Chemical and physical data
Formula	C₁₅H₁₁ClN₂O₂
Molar mass	286.71 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	205 to 206 °C (401 to 403 °F)
SMILES O=C1Nc2ccc(Cl)cc2C(c2ccccc2)=NC1O
InChI InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,18,20H^N Key:IMAUTQQURLXUGJ-UHFFFAOYSA-N^N
(verify)