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'''Sulazepam''' is a [[benzodiazepine]] derivative. It is the [[thioamide]] derivative of [[diazepam]]. It is metabolised into [[diazepam]], [[desmethyldiazepam]] and [[temazepam|oxydiazepam]]. It has [[sedative]], [[muscle relaxant]], [[hypnotic]], [[anticonvulsant]] and [[anxiolytic]] properties like those of other benzodiazepines.<ref>{{Cite web | url = http://www.psychotropics.dk/moleculeView/default.aspx?ID=1444&Catalogtype=A&ChapterID=1&Thissortorder=41 | title = sulazepam | accessdate = 29 December 2008 | year = 2003 | publisher = psychotropics.dk }}</ref><ref>{{cite journal |author=Golovenko NIa, Zin'kovskii VG |title=(title in Russian) |trans-title=Analysis of the structure of the components of the convulsive action of corazole following administration of sulazepam and its metabolites to mice |language=Russian |journal=Biull Eksp Biol Med |volume=82 |issue=9 |pages=1078–1081 |date=September 1976 |pmid=11012 |doi= |url=}}</ref> It was never marketed.
'''Sulazepam''' is a [[benzodiazepine]] derivative. It is the [[thioamide]] derivative of [[diazepam]]. It is metabolised into [[diazepam]], [[desmethyldiazepam]] and [[temazepam|oxydiazepam]]{{Citation needed|date=June 2018}}. It has [[sedative]], [[muscle relaxant]], [[hypnotic]], [[anticonvulsant]] and [[anxiolytic]] properties like those of other benzodiazepines.<ref>{{Cite web | url = http://www.psychotropics.dk/moleculeView/default.aspx?ID=1444&Catalogtype=A&ChapterID=1&Thissortorder=41 | title = sulazepam | accessdate = 29 December 2008 | year = 2003 | publisher = psychotropics.dk }}</ref><ref>{{cite journal |author=Golovenko NIa, Zin'kovskii VG |title=(title in Russian) |trans-title=Analysis of the structure of the components of the convulsive action of corazole following administration of sulazepam and its metabolites to mice |language=Russian |journal=Biull Eksp Biol Med |volume=82 |issue=9 |pages=1078–1081 |date=September 1976 |pmid=11012 |doi= |url=}}</ref> It was never marketed.


==Synthesis==
==Synthesis==

Revision as of 17:35, 12 June 2018

Sulazepam
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • 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 mass300.81 g/mol g·mol−1
3D model (JSmol)
  • ClC1=CC=C(N(C)C(CN=C2C3=CC=CC=C3)=S)C2=C1
  • 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 checkY
  • Key:MWGWTOPCKLQYEU-UHFFFAOYSA-N checkY
  (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.

See also

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.