Thiobutabarbital

Structural formula
	Structural formula without stereochemistry
General
Non-proprietary name	Thiobutabarbital
other names	( RS ) -5-Butan-2-yl-5-ethyl-2-sulfanylidene-1,3-diazinan-4,6-dione ( IUPAC ) ; ( RS ) -5-Ethyldihydro-5- (1-methylpropyl) -2-thioxo-(1 H , 5 H ) -pyrimidine-4,6-dione; (±) -5-Butan-2-yl-5-ethyl-2-sulfanylidene-1,3-diazinan-4,6-dione; (±) -5-Ethyldihydro-5- (1-methylpropyl) -2-thioxo-(1 H , 5 H ) -pyrimidine-4,6-dione;
Molecular formula	C 10 H 16 N 2 O 2 S
External identifiers / databases
EC number	218-260-0
ECHA InfoCard	100.016.600
PubChem	3032373
ChemSpider	2297366
Wikidata	Q906220
properties
Molar mass	228.31 g · mol -1
Physical state	firmly
Melting point	163-165 ° C
pK s value	9.4
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Thiobutabarbital is a short-acting barbiturate . From a chemical point of view, it is a derivative of barbituric acid , although one keto oxygen atom has been replaced by sulfur ( thiobarbiturate ). The drug is a 1: 1 mixture of the ( R ) - (-) - enantiomer and ( S ) - (+) - enantiomer ( racemate ) and is mostly used as the sodium salt .

Thiobutabarbital was patented by Abbott in 1939 and has sedative , anticonvulsant, and hypnotic effects. It is still used in veterinary medicine to induce anesthesia, but preparations are no longer permitted in Germany.

Stereochemistry

Thiobutabarbital contains a stereocenter and consists of two enantiomers. This is a racemate , i.e. a 1: 1 mixture of ( R ) - and ( S ) -form:

Enantiomers of thiobutabarbital
( R ) shape	( S ) shape

Individual evidence

↑ ^a ^b ^c ^d ^e entry on thiobutabarbital. In: Römpp Online . Georg Thieme Verlag, accessed on June 15, 2014.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[Römpp-1] ↑ ^a ^b ^c ^d ^e entry on thiobutabarbital. In: Römpp Online . Georg Thieme Verlag, accessed on June 15, 2014.

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.