Thiobarbital

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Thiobarbital
Thiobarbital structure.svg
Identifiers
  • 5,5-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.929 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C8H12N2O2S
Molar mass 200.26 g·mol−1
3D model (JSmol)
  • 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) Yes check.svgY
  • Key:QGVNJRROSLYGKF-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

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

Synthesis

Thiobarbital synthesis: Thiobarbital synthesis.svg
Thiobarbital synthesis:

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

  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.