Diazepam

Diazepam
Systematic (IUPAC) name
	7-Chloro-1,3-dihydro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
Clinical data
Trade names	Valium, Vazepam, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682047
Licence data	US FDA:link
Pregnancy cat.	C (AU) D (US)
Legal status	Prescription Only (S4) (AU) Schedule IV (CA) P.O.M otherwise Class C (UK) Schedule IV (US) Psychotropic schedule IV (UN) ℞ Prescription only
Dependence liability	Moderate
Routes	By mouth, IM, IV, rectal
Pharmacokinetic data
Bioavailability	76% (64–97%) by mouth, 81% (62–98%) rectal
Metabolism	Liver—CYP2B6 (minor route) to desmethyldiazepam, CYP2C19 (major route) to inactive metabolites, CYP3A4 (major route) to desmethyldiazepam
Half-life	(50 hours); 20–100 hours (36–200 hours for main active metabolite desmethyldiazepam)
Excretion	Kidney
Identifiers
CAS number	439-14-5 [??]
ATC code	N05BA01
PubChem	CID 3016
IUPHAR ligand	3364
DrugBank	DB00829
ChemSpider	2908
UNII	Q3JTX2Q7TU
KEGG	D00293
ChEBI	CHEBI:49575
ChEMBL	CHEMBL12
Chemical data
Formula	C16H13ClN2O
	SMILES CN1C2=C(C(C3=CC=CC=C3)=NCC1=O)C=C(Cl)C=C2;
	InChI InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3 ; Key:AAOVKJBEBIDNHE-UHFFFAOYSA-N ;
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