Clobazam

Title: Clobazam
CAS Registry Number: 22316-47-8
CAS Name: 7-Chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
Additional Names: 1-phenyl-5-methyl-8-chloro-1,2,4,5-tetrahydro-2,4-dioxo-3H-1,5-benzodiazepine
Manufacturers' Codes: H-4723; HR-376; LM-2717
Trademarks: Frisium (HMR); Urbadan (HMR); Urbanyl (HMR)
Molecular Formula: C16H13ClN2O2
Molecular Weight: 300.74
Percent Composition: C 63.90%, H 4.36%, Cl 11.79%, N 9.31%, O 10.64%
Literature References: Benzodiazepine psychotherapeutic agent in which the nitrogens in the heterocyclic ring are in the 1,5- rather than in the more common 1,4-positions. Prepn: BE 707667; S. Rossi, US 3984398 (1968, 1976 both to Roussel-UCLAF); S. Rossi et al., Chim. Ind. (Milan) 51, 479 (1969); K. H. Weber et al., Ann. 756, 128 (1972). Toxicology: E. Schütz, Br. J. Clin. Pharmacol. 7, 33S (1979). Review of pharmacology and therapeutic use in anxiety: R. N. Brogden et al., Drugs 20, 161-178 (1980). Symposium on pharmacology: Drug Dev. Res. 1982, Suppl. 1, 1-186. Metabolism: A. G. Borel, F. S. Abbott, Drug Metab. Dispos. 21, 415 (1993). GC determn in serum: D. F. LeGatt, D. P. McIntosh, Clin. Biochem. 26, 159 (1993). Clinical experience in refractory epilepsy: Canadian Clobazam Cooperative Group, Epilepsia 32, 407 (1991). Review of pharmacology and clinical studies in epilepsy: S. D. Shorvon, "Clobazam" in Antiepileptic Drugs, R. H. Levy et al., Eds. (Raven Press, New York, 3rd ed., 1989) pp 821-840.
Properties: Crystals from 50% ethanol, mp 166-168°.
Melting point: mp 166-168°
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anxiolytic; anticonvulsant.
Keywords: Anxiolytic; Benzodiazepine Derivatives.
Clobenfurol Clobenoside Clobenzepam Clobenzorex Clobenztropine

Clobazam
Clobazam-2D-skeletal.png
Clobazam3d.png
Systematic (IUPAC) name
7-Chloro-1-methyl-5-phenyl-1,5-benzodiazepine-2,4(3H)-dione
Clinical data
Trade names Frisium, Urbanol, Onfi
AHFS/Drugs.com Micromedex Detailed Consumer Information
Licence data US FDA:link
Pregnancy cat. C (US)
Legal status Schedule IV (US)
Class C (New Zealand)[1]
Class C/Sch.4 (UK)
Routes Oral
Pharmacokinetic data
Bioavailability 90%
Protein binding 83%
Metabolism Hepatic
Half-life 18 h
Excretion Renal
Identifiers
CAS number 22316-47-8 YesY
ATC code N05BA09
PubChem CID 2789
DrugBank DB00349
ChemSpider 2687 YesY
UNII 2MRO291B4U YesY
KEGG D01253 YesY
ChEBI CHEBI:31413 YesY
ChEMBL CHEMBL70418 YesY
Chemical data
Formula C16H13ClN2O2 
Mol. mass 300.74
 YesY (what is this?)  (verify)

Clobazam[2] (marketed under the brand names Frisium, Urbanol and Onfi), is a drug. A benzodiazepine derivative, it has been marketed as an anxiolytic since 1975[3] and an anticonvulsant since 1984.[4]