Clorazepic Acid

Title: Clorazepic Acid
CAS Registry Number: 23887-31-2
CAS Name: 7-Chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid
Molecular Formula: C16H11ClN2O3
Molecular Weight: 314.72
Percent Composition: C 61.06%, H 3.52%, Cl 11.26%, N 8.90%, O 15.25%
Literature References: Prepn: NL 6507637; J. Schmitt, US 3516988; reissued as US RE 28315 (1965, 1970, 1975 all to Clin-Byla). Synthesis and activity of the dipotassium salt: J. Schmitt et al., Chim. Ther. 4, 239 (1969). Solution chemistry: R. Raveux, M. Briot, ibid. 303. Metabolism: P. Gros, R. Raveux, ibid. 312. Toxicity data: M. Brunaud et al., Arzneim.-Forsch. 20, 123 (1970). Series of articles on pharmacology and clinical use: ibid, 123-137. HPLC determn in plasma: P. Colin, G. Sirois, J. Chromatogr. 273, 367 (1983). Clinical trial in anxiety: W. W. K. Zung, J. Clin. Psychiatry 48, 13 (1987); in comparison with buspirone, q.v.: K. Rickels et al., Arch. Gen. Psychiatry 45, 444 (1988). Comprehensive description: J. A. Raihle, V. E. Papendick, Anal. Profiles Drug Subs. 4, 91-112 (1975).
Derivative Type: Dipotassium salt
CAS Registry Number: 57109-90-7
CAS Name: 7-Chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid monopotassium salt compd with potassium hydroxide
Additional Names: clorazepate dipotassium
Manufacturers' Codes: Abbott 35616; CB-4306
Trademarks: Belseren (BMS); Mendon (Dainippon); Tranxilène (Clin-Comar-Byla); Tranxilium (Mack, Illert.); Transene (Clin-Comar-Byla); Tranxene (Abbott)
Molecular Formula: C16H10ClKN2O3.KOH
Molecular Weight: 408.92
Percent Composition: C 46.99%, H 2.71%, Cl 8.67%, K 19.12%, N 6.85%, O 15.65%
Properties: White powder, freely sol in water. Very poorly sol in ethanol. Practically insol in ether, chloroform. Aq solns are alkaline to phenolphthalein. uv max (anhydrous product in water): 231, 311 nm (e 33500, 2450). LD50 in mice (mg/kg): 700 orally; 290 i.p. LD50 orally in rats: >1000 mg/kg (Brunaud).
Absorption maximum: uv max (anhydrous product in water): 231, 311 nm (e 33500, 2450)
Toxicity data: LD50 in mice (mg/kg): 700 orally; 290 i.p.; LD50 orally in rats: >1000 mg/kg (Brunaud)
Derivative Type: Monopotassium salt
CAS Registry Number: 5991-71-9
Manufacturers' Codes: CB-4311
Trademarks: Azene (Endo)
Molecular Formula: C16H10ClKN2O4
Molecular Weight: 368.81
Percent Composition: C 52.11%, H 2.73%, Cl 9.61%, K 10.60%, N 7.60%, O 17.35%
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic; Benzodiazepine Derivatives.
Clorexolone Cloricromen Clorindione Clorophene Clorprenaline

Clorazepate
Clorazepate.svg
Clorazepate3d.png
Systematic (IUPAC) name
7-chloro-2,3-dihydro-2-oxo-5-phenyl-
1
H-1,4-benzodiazepine-3-carboxylic acid
Clinical data
Trade names Tranxene
AHFS/Drugs.com monograph
MedlinePlus a682052
Pregnancy cat. D (US)
Legal status Schedule IV(US)
Routes Oral
Pharmacokinetic data
Bioavailability 91%
Metabolism Hepatic
Half-life 48 hours
Excretion Renal
Identifiers
CAS number 23887-31-2 YesY
57109-90-7 (potassium salt)
ATC code N05BA05
PubChem CID 2809
DrugBank DB00628
ChemSpider 10617010 YesY
UNII D51WO0G0L4 YesY
KEGG D00694 YesY
ChEMBL CHEMBL1201305 N
Chemical data
Formula C16H11ClN2O3 
Mol. mass 314.72 g/mol
 N (what is this?)  (verify)

Clorazepate[1] (marketed under the brand names Tranxene and Novo-Clopate), also known as clorazepate dipotassium, is a drug that is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative, hypnotic and skeletal muscle relaxant properties. Clorazepate is a prodrug for desmethyldiazepam, which is rapidly produced as an active metabolite. Desmethyldiazepam is responsible for most of the therapeutic effects of clorazepate.[2]