Clorazepate dipotassiumProduct ingredient for Clorazepic acid
- Name
- Clorazepate dipotassium
- Drug Entry
- Clorazepic acid
Clorazepic acid (clorazepate) is a water-soluble benzodiazepine with muscle-relaxant and anticonvulsant actions effective in the treatment of anxiety.1,8 Following administration, clorazepate is rapidly converted to nordiazepam (N-desmethyldiazepam), its active metabolite, before entering systemic circulation. Similar to other benzodiazepines, the active metabolite of clorazepate enhances the binding of gamma-aminobutyric acid (GABA) to the GABA type A (GABA-A) receptor, which promotes channel opening and neuronal hyperpolarization.5,7 The concomitant use of clorazepate and opioids may result in profound sedation, respiratory depression, coma, and death. Also, the use of clorazepate exposes users to users to the risks of abuse, misuse, and addiction, and its continued use may lead to significant physical dependence. In September 2020, a black box warning describing these risks was included on the product label of benzodiazepines as per FDA regulation.9 Clorazepate and its active metabolite, nordiazepam, are present in breast milk.2,8
- Accession Number
- DBSALT000953
- Structure
Structure for Clorazepate dipotassium (DBSALT000953)
- Synonyms
- Dipotassium clorazepate / Potassium clorazepate
- UNII
- 63FN7G03XY
- CAS Number
- 57109-90-7
- Weight
- Average: 408.92
Monoisotopic: 407.9681475 - Chemical Formula
- C16H11ClK2N2O4
- InChI Key
- QCHSEDTUUKDTIG-UHFFFAOYSA-L
- InChI
- InChI=1S/C16H11ClN2O3.2K.H2O/c17-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)19-14(16(21)22)15(20)18-12;;;/h1-8,14H,(H,18,20)(H,21,22);;;1H2/q;2*+1;/p-2
- IUPAC Name
- dipotassium 7-chloro-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepine-3-carboxylate hydroxide
- SMILES
- [OH-].[K+].[K+].[O-]C(=O)C1N=C(C2=CC=CC=C2)C2=C(NC1=O)C=CC(Cl)=C2
- External Links
- ChemSpider
- 146375
- ChEBI
- 3762
- ChEMBL
- CHEMBL2096631
- Wikipedia
- Clorazepate
- Predicted Properties
Property Value Source Water Solubility 0.0246 mg/mL ALOGPS logP 3.01 ALOGPS logP 3.21 Chemaxon logS -4.2 ALOGPS pKa (Strongest Acidic) 3.32 Chemaxon pKa (Strongest Basic) -0.64 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 81.59 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 93.51 m3·mol-1 Chemaxon Polarizability 30.19 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon