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Substance Name: Clobazam [USAN:INN:BAN]
RN: 22316-47-8
UNII: 2MRO291B4U
InChIKey: CXOXHMZGEKVPMT-UHFFFAOYSA-N

Note

  • A benzodiazepine derivative that is a long-acting GABA-A RECEPTOR agonist. It is used as an antiepileptic in the treatment of SEIZURES, including seizures associated with LENNOX-GASTAUT SYNDROME. It is also used as an anxiolytic, for the short-term treatment of acute ANXIETY.

Molecular Formula

  • C16-H13-Cl-N2-O2

Molecular Weight

  • 300.7437
 

Classification Codes

Classification Codes

  • Anti-Anxiety Agents
  • Anticonvulsants
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Agonists
  • GABA-A Receptor Agonists
  • Human Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizer (Minor)
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Clobazam
  • Clobazam [USAN:INN:BAN]

MeSH Heading

  • Clobazam

Synonyms

  • 1-Phenyl-5-methyl-8-chloro-1,2,4,5-tetrahydro-2,4-dioxo-3H-1,5-benzodiazepine
  • 5-24-08-00034 (Beilstein Handbook Reference)
  • 7-Chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione
  • BRN 0758410
  • Caastilium
  • CCRIS 7506
  • Chlorepin
  • Clobazam
  • Clobazamum
  • Clobazamum [INN-Latin]
  • Clorepin
  • EINECS 244-908-7
  • Frisium
  • H 4723
  • H-4723
  • HR 376
  • HSDB 8343
  • LM 2717
  • LM-2717
  • Noiafren
  • NSC 336279
  • Odipam
  • Onfi
  • RU-4723
  • UNII-2MRO291B4U
  • Urbadan
  • Urbanil
  • Urbanyl

Systematic Names

  • 1-Phenyl-5-methyl-8-chloro-1,2,4,5-tetrahydro-2,4-diketo-3H-1,5-benzodiazepine
  • 1H-1,5-Benzodiazepine-2,4(3H,5H)-dione, 7-chloro-1-methyl-5-phenyl-
  • Clobazam

Superlist Names

  • Clobazam
  • DEA No. 2751

Registry Numbers

CAS Registry Number

  • 22316-47-8

FDA UNII

  • 2MRO291B4U

System Generated Number

  • 0022316478

Structure Descriptors

InChI

InChI=1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3

InChIKey

CXOXHMZGEKVPMT-UHFFFAOYSA-N

Smiles

CN1C(=O)CC(=O)N(c2ccccc2)c3cc(Cl)ccc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 100mg/kg (100mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
guinea pig LD50 oral 109mg/kg (109mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE		 British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
man TDLo oral 104mg/kg/1Y-C (104mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: WITHDRAWAL

GASTROINTESTINAL: NAUSEA OR VOMITING		 British Medical Journal. Vol. 282, Pg. 1931, 1981.
mouse LD50 intraperitoneal 289mg/kg (289mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
mouse LD50 oral 580mg/kg (580mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 35, Pg. 133, 1985.
mouse LD50 subcutaneous 2250mg/kg (2250mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR		 British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
rabbit LD50 oral 320mg/kg (320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: TREMOR		 British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
rat LD50 intraperitoneal 740mg/kg (740mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: TREMOR		 British Journal of Clinical Pharmacology. Vol. 7, Pg. 33S, 1979.
rat LD50 oral 6gm/kg (6000mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 9, 1980.
rat LD50 subcutaneous 8700mg/kg (8700mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Oyo Yakuri. Pharmacometrics. Vol. 25, Pg. 663, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.12 (none)   EXP
Water Solubility 188 mg/L 25 EST
Vapor Pressure 7.33E-10 mm Hg 25 EST
Henry's Law Constant 2.91E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.81E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.