Sulazepam

Sulazepam
Clinical data
ATC code	none;
Legal status
Legal status	CA: Schedule IV;
Identifiers
	IUPAC name 7-Chloro-1-methyl-5-phenyl-1,3-dihydro- 2H-1,4-benzodiazepine-2-thione;
CAS Number	2898-13-7 ;
PubChem CID	17931;
ChemSpider	16935 ;
UNII	NZ779Q5S0W;
KEGG	D05942 ;
CompTox Dashboard (EPA)	DTXSID1046267 ;
Chemical and physical data
Formula	C16H13ClN2S
Molar mass	300.80 g·mol−1
3D model (JSmol)	Interactive image;
	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 ;
	(verify)

Sulazepam is a benzodiazepine derivative. It is the thioamide derivative of diazepam. It is metabolised into diazepam, desmethyldiazepam and oxydiazepam^{[citation needed]}. 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.

^ "sulazepam". psychotropics.dk. 2003. Retrieved 29 December 2008.
^ 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.
^ 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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Clinical data

ATC code	none
Legal status
Legal status	CA: Schedule IV
Identifiers
IUPAC name 7-Chloro-1-methyl-5-phenyl-1,3-dihydro- 2H-1,4-benzodiazepine-2-thione
CAS Number	2898-13-7^Y
PubChem CID	17931
ChemSpider	16935^Y
UNII	NZ779Q5S0W
KEGG	D05942^Y
CompTox Dashboard (EPA)	DTXSID1046267
Chemical and physical data
Formula	C₁₆H₁₃ClN₂S
Molar mass	300.80 g·mol⁻¹
3D model (JSmol)	Interactive image
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)