Structure via PubChem · Public domain (PubChem)
clorazepic acid
Sign in to saveAlso known as 4306 CB, 7-chloro-2,3-dihydro-2,2-dihydroxy-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid, Tranxene, clorazepate, Clorazepate, 7-chloro-2,3-dihydro-2,2-Dihydroxy-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid
Clorazepate, sold under the brand name Tranxene among others, is a benzodiazepine medication. It possesses anxiolytic, anticonvulsant, sedative, hypnotic, and skeletal muscle relaxant properties. Clorazepate is an unusually long-lasting benzodiazepine and serves as a prodrug for the equally long-lasting desmethyldiazepam, which is rapidly produced as an active metabolite. Desmethyldiazepam is responsible for most of the therapeutic effects of clorazepate.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 460044744
- Drug.IUPAC_name
- (RS)-7-Chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid
- Drug.image
- Clorazepate.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 222
- Drug.image2
- Clorazepate3d.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 190
- Drug.tradename
- Tranxene, Tranxilium, Novo-Clopate
- Drug.synonyms
- Clorazepate dipotassium
- Drug.MedlinePlus
- a682052
- Drug.pregnancy_US
- D
- Drug.legal_BR
- B1
- Drug.legal_CA
- Schedule IV
- Drug.legal_DE
- Rx-only/Anlage III
- Drug.legal_UK
- Class C
via Wikipedia infobox
Chemical data
- Formula
- C16H11ClN2O3
- Molecular weight
- 314.72 g/mol
- IUPAC name
- 7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepine-3-carboxylic acid
- SMILES
- C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)C(=O)O
- InChIKey
- XDDJGVMJFWAHJX-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 78.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1972
- Admin. routes
- oral
via ChEMBL · EBI
Wikidata facts
- Subclass of
- benzodiazepine drug
- Mass
- 314.046
- Has use
- medication
Show 6 more facts
- chemical formula
- C₁₆H₁₁ClN₂O₃
- medical condition treated
- focal epilepsy
- canonical SMILES
- C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)C(=O)O
- Commons category
- Clorazepate
- MCN code
- 2933.91.14
- defined daily dose
- 20
Sources (3)
via Wikidata · CC0
~9 min read
Encyclopedic overview
10 sectionsContents
- Medical uses
- Adverse effects
- Tolerance, dependence and withdrawal
- Interactions
- Contraindications and special caution
- Pharmacology
- Chemistry
- Legal status
- References
- External links
Clorazepate, sold under the brand name Tranxene among others, is a benzodiazepine medication. It possesses anxiolytic, anticonvulsant, sedative, hypnotic, and skeletal muscle relaxant properties. Clorazepate is an unusually long-lasting benzodiazepine and serves as a prodrug for the equally long-lasting desmethyldiazepam, which is rapidly produced as an active metabolite. Desmethyldiazepam is responsible for most of the therapeutic effects of clorazepate.
It was patented in 1965 and approved for medical use in 1967.
Excerpted from Wikipedia’s “clorazepic acid” article, available under the CC BY-SA 4.0 licence.