Cinolazepam

Title: Cinolazepam
CAS Registry Number: 75696-02-5
CAS Name: 7-Chloro-5-(2-fluorophenyl)-2,3-dihydro-3-hydroxy-2-oxo-1H-1,4-benzodiazepine-1-propanenitrile
Additional Names: 1-(2-cyanoethyl)-7-chloro-3-hydroxy-5-(2¢-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Manufacturers' Codes: OX-373
Trademarks: Gerodorm (Gerot)
Molecular Formula: C18H13ClFN3O2
Molecular Weight: 357.77
Percent Composition: C 60.43%, H 3.66%, Cl 9.91%, F 5.31%, N 11.75%, O 8.94%
Literature References: Prepn: L. H. Schlager, DE 2950235; idem, US 4388313 (1980, 1983 both to Gerot). Benzodiazepine receptor affinity: W. Sieghart, A. Schuster, Biochem. Pharmacol. 33, 4033 (1984). Polarographic and HPLC analyses: H. Oelschläger et al., Arch. Pharm. 325, 65 (1992). Clinical pharmacokinetics: J. Grünberger et al., Adv. Ther. 4, 84 (1987). Clinical evaluation in insomnia: B. Saletu et al., Int. J. Clin. Pharmacol. Res. 7, 407 (1987).
Properties: Crystals from ethanol, mp 190-193°.
Melting point: mp 190-193°
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Benzodiazepine Derivatives.
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Cinolazepam
Cinolazepam.svg
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Systematic (IUPAC) name
(RS)-3-[9-Chloro-6-(2-fluorophenyl)-4-hydroxy-3-oxo-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-2-yl]propanenitrile
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status Schedule IV (US)
Routes Oral
Pharmacokinetic data
Bioavailability 90-100%
Metabolism Hepatic
Half-life 9 h[1]
Excretion Renal
Identifiers
CAS number 75696-02-5 YesY
ATC code N05CD13
PubChem CID 3033621
DrugBank DB01594
ChemSpider 2298251 YesY
UNII 68P0556B0U YesY
KEGG D07328 YesY
ChEBI CHEBI:59514 YesY
ChEMBL CHEMBL2104926
Chemical data
Formula C18H13ClFN3O2 
Mol. mass 357.8
 YesY (what is this?)  (verify)

Cinolazepam[2] (marketed under the brand name Gerodorm)[3] is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Due to its strong sedative properties, it is primarily used as an hypnotic.

Cinolazepam is not approved for sale in the United States or Canada.