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Clobazam information


Clobazam
Clinical data
Trade namesFrisium, Urbanol, Onfi, others
AHFS/Drugs.comMonograph
MedlinePlusa612008
License data
  • US DailyMed: Clobazam
Pregnancy
category
  • AU: C
Routes of
administration
By mouth
Drug classBenzodiazepine
ATC code
  • N05BA09 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class B1 (Psychoactive drugs)[2]
  • CA: Schedule IV
  • DE: Prescription only (Anlage III for higher doses)
  • NZ: Class C
  • UK: Class C
  • US: WARNING[1]Schedule IV
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability87% (oral)
Protein binding80–90%
MetabolismLiver
Metabolites
    • N-desmethylclobazam
    • 4′-hydroxyclobazam
Onset of action0.5–4 hours
Elimination half-life
    • clobazam: 36–42 hours
    • N-desmethylclobazam: 59–82 hours
Excretion
    • Kidney (82%)
    • Feces (11%)
Identifiers
IUPAC name
  • 7-chloro-1-methyl-5-phenyl-1,5-benzodiazepine-2,4-dione
CAS Number
  • 22316-47-8 checkY
PubChem CID
  • 2789
IUPHAR/BPS
  • 7149
DrugBank
  • DB00349 checkY
ChemSpider
  • 2687 checkY
UNII
  • 2MRO291B4U
KEGG
  • D01253 checkY
ChEBI
  • CHEBI:31413 checkY
ChEMBL
  • ChEMBL70418 checkY
CompTox Dashboard (EPA)
  • DTXSID2046759 Edit this at Wikidata
ECHA InfoCard100.040.810 Edit this at Wikidata
Chemical and physical data
FormulaC16H13ClN2O2
Molar mass300.74 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • ClC1=CC(N(C2=CC=CC=C2)C(CC(N3C)=O)=O)=C3C=C1
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 checkY
  • Key:CXOXHMZGEKVPMT-UHFFFAOYSA-N checkY
  (verify)

Clobazam, sold under the brand names Frisium, Onfi and others, is a benzodiazepine class medication that was patented in 1968.[3] Clobazam was first synthesized in 1966 and first published in 1969. Clobazam was originally marketed as an anxioselective anxiolytic since 1970,[4][5] and an anticonvulsant since 1984.[6] The primary drug-development goal was to provide greater anxiolytic, anti-obsessive efficacy with fewer benzodiazepine-related side effects.[4]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 October 2023.
  2. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  3. ^ "Clobazam (T3D4564)". Toxin and Toxin Target Database (T3DB.
  4. ^ a b Humayun MJ, Samanta D, Carson RP (2020). "Clobazam". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID 31082087.
  5. ^ Freche C (April 1975). "[Study of an anxiolytic, clobazam, in otorhinolaryngology in psychosomatic pharyngeal manifestations]". Semaine des Hopitaux. Therapeutique. 51 (4): 261–3. PMID 5777.
  6. ^ "Clobazam in treatment of refractory epilepsy: the Canadian experience. A retrospective study. Canadian Clobazam Cooperative Group". Epilepsia. 32 (3): 407–16. 1991. doi:10.1111/j.1528-1157.1991.tb04670.x. PMID 2044502. S2CID 24420211.

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Clobazam

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Stiripentol

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the European Union, stiripentol is indicated for use in conjunction with clobazam and valproate as adjunctive therapy of refractory generalized tonic-clonic...

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Epilepsy and pregnancy

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contraception is less clear than that of the strong enzyme-inducing ASMs. Clobazam, eslicarbazepine, felbamate, lamotrigine, rufinamide and topiramate are...

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Dravet syndrome

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difficult to manage but may be reduced by anticonvulsant medications such as clobazam, stiripentol, topiramate and valproate. Because the course of the disorder...

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Lofendazam

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lofendazam is most closely related to other 1,5-benzodiazepines such as clobazam. Lofendazam as a human pharmaceutical has sedative and anxiolytic effects...

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Benzodiazepine

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therapy. Clobazam is widely used by specialist epilepsy clinics worldwide and clonazepam is popular in the Netherlands, Belgium and France. Clobazam was approved...

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List of psychotropic medications

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– an antidepressant of the SNRI class Frisium, Onfi, Tapclob, Urbanol (clobazam) – a benzodiazepine that has been marketed as an anxiolytic since 1975...

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Triflubazam

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derivative, related to clobazam. It has sedative and anxiolytic effects, with a long half-life and duration of action. Benzodiazepine Clobazam CP-1414S Triflunordazepam...

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Brazilian Controlled Drugs and Substances Act

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Flunitrazepam

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benzodiazepines marketed in Sweden (alprazolam, clonazepam, lorazepam, clobazam, and bromazepam) were negligible. When calculated in relation to utilization...

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Sedative

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serum") Benzodiazepines Alprazolam (Xanax) Chlordiazepoxide (Librium) Clobazam (Frisium, Onfi) Clonazepam (Klonopin, Rivotril) Clorazepate (Tranxene)...

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Gabapentin

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Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam# Ethyl loflazepate...

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Anticonvulsant

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dependency. Of many drugs in this class, only a few are used to treat epilepsy: Clobazam (1979). Notably, used on a short-term basis around menstruation in women...

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Methaqualone

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Diazepam

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Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam# Ethyl loflazepate...

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Alprazolam

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Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam# Ethyl loflazepate...

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Isopropyl alcohol

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Dihydrotestosterone

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Chlordiazepoxide Ciclotizolam Cinazepam Cinolazepam Clazolam Climazolam Clobazam Clonazepam Clonazolam Cloniprazepam Clorazepate Clotiazepam Cloxazolam...

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Benzene

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Nitrous oxide

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Cannabidiol

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associated with Lennox–Gastaut syndrome or Dravet syndrome, in conjunction with clobazam, for people two years of age and older. In 2020, the label for Epidiolex...

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Ethchlorvynol

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Chlordiazepoxide Ciclotizolam Cinazepam Cinolazepam Clazolam Climazolam Clobazam Clonazepam Clonazolam Cloniprazepam Clorazepate Clotiazepam Cloxazolam...

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Cholesterol

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Chlordiazepoxide Ciclotizolam Cinazepam Cinolazepam Clazolam Climazolam Clobazam Clonazepam Clonazolam Cloniprazepam Clorazepate Clotiazepam Cloxazolam...

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Lorazepam

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Propofol

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Clonazepam

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