Clorazepate

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MedKoo CAT#: 317557

CAS#: 23887-31-2 (free acid)

Description: Clorazepate is a water-soluble benzodiazepine derivative effective in the treatment of anxiety. It has 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. Clorazepate is discontinued.


Chemical Structure

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Clorazepate
CAS# 23887-31-2 (free acid)

Theoretical Analysis

MedKoo Cat#: 317557
Name: Clorazepate
CAS#: 23887-31-2 (free acid)
Chemical Formula: C16H11ClN2O3
Exact Mass: 314.04582
Molecular Weight: 314.72
Elemental Analysis: C, 61.06; H, 3.52; Cl, 11.26; N, 8.90; O, 15.25

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Related CAS #: 23887-31-2 (free acid)   5991-71-9 (monopotassium)   57109-90-7 (dipotassium)    

Synonym: Tranxene; Chlorazepate; Cchlorazepic acid; Clorazepic acid

IUPAC/Chemical Name: 7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepine-3-carboxylic acid

InChi Key: XDDJGVMJFWAHJX-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H11ClN2O3/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)

SMILES Code: C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)C(=O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 314.72 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Anrys P, Magnette A, Jamart J, Galanti L, Hecq JD. [Physical compatibility of a mixture of alizapride and clorazepate in flexible infusion bags of 100 ml of 5% glucose]. J Pharm Belg. 2014 Sep;(3):38-9. French. PubMed PMID: 25226762.

2: Pineda S, Anzola B, Olivares A, Ibáñez M. Fluoxetine combined with clorazepate dipotassium and behaviour modification for treatment of anxiety-related disorders in dogs. Vet J. 2014 Mar;199(3):387-91. doi: 10.1016/j.tvjl.2013.11.021. Epub 2013 Dec 1. PubMed PMID: 24439470.

3: Pok PR, Mauras M, De Saint Léger MN, Kuhlmann E, Charpenel-Durat C, Navarette C, Duval ML, De Meo P. Blood concentrations of clobazam and norclobazam in a lethal case involving clobazam, meprobamate and clorazepate. Leg Med (Tokyo). 2010 Nov;12(6):300-4. doi: 10.1016/j.legalmed.2010.08.002. Epub 2010 Sep 25. PubMed PMID: 20870445.

4: Berzas JJ, Castañeda G, Pinilla MJ. Determination of Clobazam, Clorazepate, Flurazepam and Flunitrazepam in pharmaceutical preparations. Talanta. 2002 May 16;57(2):333-41. PubMed PMID: 18968634.

5: Rawls SM, Cavallo F, Capasso A, Ding Z, Raffa RB. The beta-lactam antibiotic ceftriaxone inhibits physical dependence and abstinence-induced withdrawal from cocaine, amphetamine, methamphetamine, and clorazepate in planarians. Eur J Pharmacol. 2008 Apr 28;584(2-3):278-84. doi: 10.1016/j.ejphar.2008.02.018. Epub 2008 Feb 17. PubMed PMID: 18342307.

6: Lelong-Boulouard V, Quentin T, Moreaux F, Debruyne D, Boulouard M, Coquerel A. Interactions of buprenorphine and dipotassium clorazepate on anxiety and memory functions in the mouse. Drug Alcohol Depend. 2006 Nov 8;85(2):103-13. Epub 2006 May 23. PubMed PMID: 16720083.

7: Quentin T, Debruyne D, Lelong-Boulouard V, Poisnel G, Barre L, Coquerel A. Clorazepate affects cell surface regulation of delta and kappa opioid receptors, thereby altering buprenorphine-induced adaptation in the rat brain. Brain Res. 2005 Nov 23;1063(1):84-95. Epub 2005 Nov 2. PubMed PMID: 16269137.

8: Debruyne D, Quentin T, Poisnel G, Lelong-Boulouard V, Barré L, Coquerel A. Acute and chronic administration of clorazepate modifies the cell surface regulation of mu opioid receptors induced by buprenorphine in specific regions of the rat brain. Brain Res. 2005 Aug 9;1052(2):222-31. PubMed PMID: 16023087.

9: Sugai K. Clobazam as a new antiepileptic drug and clorazepate dipotassium as an alternative antiepileptic drug in Japan. Epilepsia. 2004;45 Suppl 8:20-5. PubMed PMID: 15610190.

10: Laube T, Krohner H, Franke GH, Brockmann C, Steuhl KP. Clorazepate dipotassium versus midazolam for premedication in clear corneal cataract surgery. J Cataract Refract Surg. 2003 Oct;29(10):1956-61. PubMed PMID: 14604717.