Thiobutabarbital

Thiobutabarbital

Clinical data
Other names	Thiobutabarbital, 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	2095-57-0^N
PubChem CID	3032373
ChemSpider	2297366^Y
UNII	2N0251U7JH
CompTox Dashboard (EPA)	DTXSID90871862
ECHA InfoCard	100.016.600
Chemical and physical data
Formula	C10H16N2O2S
Molar mass	228.31 g·mol^−1
3D model (JSmol)	Interactive image
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)

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]

Stereochemistry

Thiobutabarbital contains a stereocenter and consists of two enantiomers. This is a racemate, i.e. 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.