Sulazepam

Sulazepam

Systematic (IUPAC) name
7-Chloro-1-methyl-5-phenyl-1,3-dihydro- 2H-1,4-benzodiazepine-2-thione
Clinical data
Legal status	CA: Schedule IV
Identifiers
CAS Number	2898-13-7
ATC code	none
PubChem	CID 17931
ChemSpider	16935
UNII	NZ779Q5S0W
KEGG	D05942
Chemical data
Formula	C16H13ClN2S
Molar mass	300.81 g/mol
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 Key:MWGWTOPCKLQYEU-UHFFFAOYSA-N
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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.

Synthesis

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

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

See also

• Uldazepam

References

1. "sulazepam". psychotropics.dk. 2003. Retrieved 29 December 2008.
2. Golovenko NIa, Zin'kovskii VG (September 1976). "(title in Russian)" [Analysis of the structure of the components of the convulsive action of corazole following administration of sulazepam and its metabolites to mice]. Biull Eksp Biol Med (in Russian) 82 (9): 1078–1081. PMID 11012.
3. Archer, G. A.; Sternbach, L. H. (1964). "Quinazolines and 1,4-Benzodiazepines. XVI.1Synthesis and Transformations of 5-Phenyl-1,4-benzodiazepine-2-thiones". The Journal of Organic Chemistry 29: 231. doi:10.1021/jo01024a511.