Clonazepam

Clonazepam, sold under the brand names Klonopin and Rivotril, is a medication used to prevent and treat anxiety disorders, seizures, bipolar mania, agitation associated with psychosis, OCD and akathisia. It is a long-acting tranquilizer of the benzodiazepine class. It possesses anxiolytic, anticonvulsant, sedative, hypnotic, and skeletal muscle relaxant properties. It is typically taken by mouth but is also used intravenously. Effects begin within one hour and last between eight and twelve hours in adults.

Clonazepam
Clinical data
Pronunciationkləˈnazɪpam, kloe-NAZ-e-pam
Trade namesKlonopin, Rivotril, Paxam, others
AHFS/Drugs.comMonograph
MedlinePlusa682279
License data
Pregnancy
category
  • AU: B3
Dependence
liability
Physical: Very High Psychological: Moderate
Addiction
liability
Moderate
Routes of
administration
By mouth, intramuscular, intravenous, sublingual
Drug classBenzodiazepine
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability90%
Protein binding≈85%
MetabolismLiver (CYP3A)
Metabolites7-aminoclonazepam
7-acetaminoclonazepam
3-hydroxy clonazepam
Onset of actionWithin an hour
Elimination half-life19–60 hours
Duration of action8–12 hours
ExcretionKidney
Identifiers
  • 5-(2-Chlorophenyl)-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.015.088
Chemical and physical data
FormulaC15H10ClN3O3
Molar mass315.71 g·mol−1
3D model (JSmol)
SMILES
  • O=C1CN=C(c2ccccc2Cl)c2cc([N+](=O)[O-])ccc2N1
  • InChI=1S/C15H10ClN3O3/c16-12-4-2-1-3-10(12)15-11-7-9(19(21)22)5-6-13(11)18-14(20)8-17-15/h1-7H,8H2,(H,18,20) Y
  • Key:DGBIGWXXNGSACT-UHFFFAOYSA-N Y
  (verify)

Common side effects may include sleepiness, poor coordination, and agitation. Long-term use may result in tolerance, dependence, and life-threatening withdrawal symptoms if stopped abruptly. Dependence occurs in one-third of people who take benzodiazepines for longer than four weeks. The risk of suicide increases, particularly in people who are already depressed. Use during pregnancy may result in harm to the fetus. Clonazepam binds to GABAA receptors, thus increasing the effect of the chief inhibitory neurotransmitter γ-aminobutyric acid (GABA).

Clonazepam was patented in 1960 and went on sale in 1975 in the United States from Roche. It is available as a generic medication. In 2021, it was the 46th-most commonly prescribed medication in the United States, with more than 14 million prescriptions. In many areas of the world, it is commonly used as a recreational drug.

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