Sulazepam

Sulazepam is a benzodiazepine derivative. It is the thioamide derivative of diazepam. It is metabolised into diazepam, desmethyldiazepam and oxydiazepam. It has sedative, muscle relaxant, hypnotic, anticonvulsant and anxiolytic properties like those of other benzodiazepines.[1][2] It was never marketed.

Sulazepam
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
IUPAC name
  • 7-Chloro-1-methyl-5-phenyl-1,3-dihydro- 2H-1,4-benzodiazepine-2-thione
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H13ClN2S
Molar mass300.80 g·mol−1
3D model (JSmol)
SMILES
  • ClC1=CC=C(N(C)C(CN=C2C3=CC=CC=C3)=S)C2=C1
InChI
  • InChI=1S/C16H13ClN2S/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3 Y
  • Key:MWGWTOPCKLQYEU-UHFFFAOYSA-N Y
  (verify)

Synthesis
Sulazepam synthesis:[3] U.S. Patent 3,141,890

Treatment of diazepam with phosphorus pentasulfide produces the corresponding thionamide, sulazepam.

See also

References
  1. "sulazepam". psychotropics.dk. 2003. Retrieved 29 December 2008.
  2. Golovenko NI, Zin'kovskii VG (September 1976). "[Analysis of the structure of the components of the convulsive action of corazole following administration of sulazepam and its metabolites to mice]" [Analysis of the structure of the components of the convulsive action of corazole following administration of sulazepam and its metabolites to mice]. Biulleten' Eksperimental'noi Biologii I Meditsiny (in Russian). 82 (9): 1078–81. PMID 11012.
  3. Archer GA, Sternbach LH (1964). "Quinazolines and 1,4-Benzodiazepines. XVI. Synthesis and Transformations of 5-Phenyl-1,4-benzodiazepine-2-thiones". The Journal of Organic Chemistry. 29: 231. doi:10.1021/jo01024a511.
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