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clonazepam

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clonazepam

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Also known as Ro-5-4023, Ro-5423, 5-(o-chlorophenyl)-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one, 1,3-dihydro-7-nitro-5-(2-chlorophenyl)-2H-1,4-benzodiazepin-2-one, 5-(2-chlorophenyl)-7-nitro-1H-benzo[e][1,4]diazepin-2(3H)-one, 5-(2-chloro-phenyl)-7-nitro-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Clonazepam, sold under the brand name Klonopin among others, is a benzodiazepine medication used to prevent and treat anxiety disorders, seizures, bipolar mania, agitation associated with psychosis, obsessive–compulsive disorder (OCD), and akathisia. It is a long-acting benzodiazepine. It possesses anxiolytic, anticonvulsant, sedative, hypnotic, and skeletal muscle relaxant properties. It is typically taken orally (swallowed by mouth) but is also used intravenously. Effects begin within one hour and last between eight and twelve hours in adults.

OverviewAI-generated

Clonazepam is a chemical compound with the formula C₁₅H₁₀ClN₃O₃. Its IUPAC name is 5-(2-chlorophenyl)-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one. The substance has a mass of 315.041 and a weight of 315.71. It carries an MCN code of 2933.91.13 and a defined daily dose of 8. Stylized names for the compound include "clonazePAM" and "KlonoPIN".

Chemical properties include an xlogp of 2.4 and a tpsa of 87.3. The molecule features one hydrogen bond donor and four hydrogen bond acceptors, with a charge of 0. Its canonical SMILES representation is C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3Cl.

In scientific literature, clonazepam is the subject of 5,355 PubMed entries. The compound is also referenced by 1,068 other encyclopedia articles.

Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
458436513
Drug.imageL
Clonazepam 200.svg
Drug.image_classL
skin-invert-image
Drug.widthL
150
Drug.imageR
Clonazepam ball-and-stick model.png
Drug.image_classR
bg-transparent
Drug.widthR
150
Drug.pronounce
kləˈnazɪpam, kloe-NAZ-e-pam
Drug.tradename
Klonopin, Rivotril, Paxam, others
Drug.MedlinePlus
a682279
Drug.DailyMedID
Clonazepam
Drug.pregnancy_AU
B3
Drug.dependency_liability
Physical: Very high Psychological: Moderate
Drug.addiction_liability
Moderate
Drug.routes_of_administration
By mouth, intramuscular, intravenous, sublingual
Drug.class
Benzodiazepine
Drug.ATC_prefix
N03

via Wikipedia infobox

Chemical data

Formula
C15H10ClN3O3
Molecular weight
315.71 g/mol
IUPAC name
5-(2-chlorophenyl)-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
SMILES
C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3Cl
InChIKey
DGBIGWXXNGSACT-UHFFFAOYSA-N
XLogP
2.4
Polar surface area
87.3 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Research

5,355 papers

via PubMed

~23 min read

Encyclopedic overview

29 sections
Contents
  • Medical uses
  • Seizures
  • Anxiety disorders
  • Muscle disorders
  • Other
  • Contraindications
  • Adverse effects
  • Common
  • Less common
  • Occasional
  • Rare
  • Drowsiness
  • Withdrawal-related
  • Tolerance and withdrawal
  • Overdose
  • Detection in biological fluids
  • Special precautions
  • Interactions
  • Pregnancy
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Society and culture
  • Recreational use
  • Formulations
  • Brand names
  • References
  • Further reading
  • External links

Clonazepam, sold under the brand name Klonopin among others, is a benzodiazepine medication used to prevent and treat anxiety disorders, seizures, bipolar mania, agitation associated with psychosis, obsessive–compulsive disorder (OCD), and akathisia. It is a long-acting benzodiazepine. It possesses anxiolytic, anticonvulsant, sedative, hypnotic, and skeletal muscle relaxant properties. It is typically taken orally (swallowed by mouth) but is also used intravenously. Effects begin within one hour and last between eight and twelve hours in adults.

Common side effects may include sleepiness, weakness, poor coordination, difficulty concentrating, and agitation. Clonazepam may also decrease memory formation. 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).

Excerpted from Wikipedia’s “clonazepam” article, available under the CC BY-SA 4.0 licence.

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