Thiobutabarbital

Thiobutabarbital (Inactin, Brevinarcon) is a short-acting barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant and hypnotic effects, and is still used in veterinary medicine for induction in surgical anaesthesia.[1]

Thiobutabarbital
Clinical data
Other namesThiobutabarbital, Inactin, Brevinarcon, 5-sec-Butyl-5-ethyl-2-thiobarbituric acid
ATC code
  • none
Identifiers
IUPAC name
  • 5-sec-butyl-5-ethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.016.600
Chemical and physical data
FormulaC10H16N2O2S
Molar mass228.31 g·mol−1
3D model (JSmol)
SMILES
  • O=C1NC(=S)NC(=O)C1(C(C)CC)CC
InChI
  • InChI=1S/C10H16N2O2S/c1-4-6(3)10(5-2)7(13)11-9(15)12-8(10)14/h6H,4-5H2,1-3H3,(H2,11,12,13,14,15) Y
  • Key:IDELNEDBPWKHGK-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Stereochemistry

Thiobutabarbital contains a stereocenter and consists of two enantiomers. This is a racemate, ie a 1: 1 mixture of ( R ) - and the ( S ) - form:[2]

Enantiomers of Thiobutabarbital

(R)-Form
(S)-Form

References
  1. Rieg T, Richter K, Osswald H, Vallon V (October 2004). "Kidney function in mice: thiobutabarbital versus alpha-chloralose anesthesia". Naunyn-Schmiedeberg's Archives of Pharmacology. 370 (4): 320–3. doi:10.1007/s00210-004-0982-x. PMID 15549274. S2CID 25580831.
  2. Entry on Thiobutabarbital. at: Römpp Online. Georg Thieme Verlag, retrieved 15. Juni 2014.



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