Thiobarbital

Summary

Thiobarbital is a drug which is a barbiturate derivative. It is the thiobarbiturate analogue of barbital.

Thiobarbital
Identifiers
  • 5,5-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
CAS Number
  • 77-32-7 ☒N
PubChem CID
  • 667509
ChemSpider
  • 580885 checkY
UNII
  • H4FNF051KS
CompTox Dashboard (EPA)
  • DTXSID40227810 Edit this at Wikidata
ECHA InfoCard100.000.929 Edit this at Wikidata
Chemical and physical data
FormulaC8H12N2O2S
Molar mass200.26 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C1NC(=S)NC(=O)C1(CC)CC
  • InChI=1S/C8H12N2O2S/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13) checkY
  • Key:QGVNJRROSLYGKF-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Synthesis edit

 
Thiobarbital synthesis:[1][2]

It is of note that although the drug can be prepared by the above route (cf e.g. thialbarbital), reaction of barbital with phosphorus pentasulfide constitutes an alternative route to thiobarbital.

References edit

  1. ^ Fischer E, Dilthey A (1904). "Ueber C-Dialkylbarbitursäuren und über die Ureïde der Dialkylessigsäuren". Justus Liebig's Annalen der Chemie. 335 (3): 334–368. doi:10.1002/jlac.19043350303.
  2. ^ Carrington HC (1944). "45. The action of phosphorus pentasulphide on barbituric acids". Journal of the Chemical Society (Resumed): 124. doi:10.1039/JR9440000124.