Structure via PubChem · Public domain (PubChem)
chlordiazepoxide
Sign in to saveAlso known as 7-chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxide, methaminodiazepoxide, CDP, chloradiazepoxide
Chemical data
- Formula
- C16H14ClN3O
- Molecular weight
- 299.75 g/mol
- IUPAC name
- 7-chloro-4-hydroxy-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-imine
- SMILES
- CN=C1CN(C(=C2C=C(C=CC2=N1)Cl)C3=CC=CC=C3)O
- InChIKey
- BUCORZSTKDOEKQ-UHFFFAOYSA-N
- XLogP
- 2.4
- Polar surface area
- 48.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1960
- Admin. routes
- oral, parenteral
- Indications
- anxiety, alcohol withdrawal, major depressive disorder, anxiety disorder
via ChEMBL · EBI
Research
4,878 papers- Should chlordiazepoxide and diazepam be avoided when treating alcohol withdrawal syndrome in patients with hepatic insufficiency?Clinical toxicology (Philadelphia, Pa.) · 2025
- Clinical pharmacokinetics of chlordiazepoxide.Clinical pharmacokinetics · 1978
- Is chlordiazepoxide the rational choice among benzodiazepines?Pharmacotherapy · 1982
- Alcohol-chlordiazepoxide interaction.Pharmacology, biochemistry, and behavior · 1982
- Chlordiazepoxide-induced Stevens-Johnson syndrome.Journal of the Chinese Medical Association : JCMA · 2005
via PubMed
Wikidata facts
- Subclass of
- benzodiazepine drug
- Mass
- 299.0825
- Has use
- medication
Show 10 more facts
- chemical formula
- C₁₆H₁₄ClN₃O
- isomeric SMILES
- C/N=C\1/CN(C(=C2C=C(C=CC2=N1)Cl)C3=CC=CC=C3)O
- Commons category
- Chlordiazepoxide
- medical condition treated
- anxiety disorder
- World Health Organisation international non-proprietary name
- chlordiazepoxide
- canonical SMILES
- CNC1=NC2=CC=C(C=C2C(=[N+](C1)[O-])C3=CC=CC=C3)Cl
- MCN code
- 2933.91.15
- stylized name
- chlordiazePOXIDE
- defined daily dose
- 50
- significant drug interaction
- loxapine
Sources (9)
via Wikidata · CC0
~16 min read
Encyclopedic overview
20 sectionsContents
- Medical uses
- Contraindications
- Pregnancy
- Adverse effects
- Tolerance and dependence
- Tolerance
- Dependence
- Overdose
- Pharmacology
- Pharmacokinetics
- History
- Recreational use
- Legal status
- Toxicity
- Animal
- Society and culture
- Availability
- See also
- References
- External links
Chlordiazepoxide hydrochloride, sold under the brand name Librium, is a sedative and hypnotic medication of the benzodiazepine class. It is used to treat anxiety, insomnia, and symptoms of withdrawal from alcohol, benzodiazepines, and other drugs. It is also used to discontinue long-term use of other, shorter-acting benzodiazepines due to its long half-life.
Chlordiazepoxide has a medium to long half-life, while its active metabolite has a very long half-life. The drug has amnesic, anticonvulsant, anxiolytic, hypnotic, sedative, and skeletal muscle relaxant properties.
Excerpted from Wikipedia’s “chlordiazepoxide” article, available under the CC BY-SA 4.0 licence.