Thial barbital

Structural formula
General
Non-proprietary name	Thial barbital
other names	5- (1-Cyclohex-2-enyl) -5-prop-2-enyl-2-sulfanylidene-1,3-diazinane-4,6-dione ( IUPAC ) ; 5- (2-cyclohexen-1-yl) dihydro-5- (2-propenyl) -2-thioxo-(1 H , 5 H ) -pyrimidine-4,6-dione; Kemithal; Thialpentone;
Molecular formula	C 13 H 16 N 2 O 2 S
External identifiers / databases
EC number	207-390-3
ECHA InfoCard	100.006.720
PubChem	3032306
Wikidata	Q409541
Drug information
Drug class	sedative
properties
Molar mass	264.34 g · mol -1
density	1.2016 g cm −3 (25 ° C)
Melting point	136–142 ° C (stable mod.); 122–126 ° C (unstable mod.); 122–125 ° C (unstable mod.);
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
Toxicological data	370 mg kg −1 ( LD 50 , mouse , oral , base)
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Thialbarbital is a short-acting barbiturate with a predominantly hypnotic effect. It is structurally a derivative of barbituric acid , but one keto oxygen atom has been replaced by sulfur ( thiobarbiturate ). No preparations containing this active ingredient are permitted in Germany; earlier it was used in veterinary medicine, just like its sodium salt .

Appearance and properties

The synthesis of thialbarbital is possible by the condensation reaction of thiourea with diethyl allylcyclohexenemalonate. There are three different polymorphic modifications of the barbiturate . In animal experiments with mice, oral administration of thialbarbital showed moderate toxicity; the LD ₅₀ value was 370 mg / kg body weight.

Individual evidence

^ Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons. William Andrew, 2008, ISBN 978-0-8155-1596-8 , p. 266.
↑ ^a ^b ^c ^d F. v. Bruchhausen, G. Dannhardt, S. Ebel, AW Frahm, E. Hackenthal, U. Holzgrabe: Hagers Handbook of Pharmaceutical Practice. Volume 9: Fabrics P – Z 5th edition, Birkhäuser / Springer, Berlin / Heidelberg / New York 1991, ISBN 3-540-52688-9 , p. 861.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ ^a ^b Entry on thialbarbital in the ChemIDplus database of the United States National Library of Medicine (NLM) .
^ British Journal of Pharmacology and Chemotherapy . Vol. 1, p. 215, 1946.
^ H. Richard Adams: Veterinary pharmacology and therapeutics. 8th edition, Wiley-Blackwell, 2001, ISBN 978-0-8138-1743-9 , p. 214.

[1] Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons. William Andrew, 2008, ISBN 978-0-8155-1596-8 , p. 266.

[hager-2] F. v. Bruchhausen, G. Dannhardt, S. Ebel, AW Frahm, E. Hackenthal, U. Holzgrabe: Hagers Handbook of Pharmaceutical Practice. Volume 9: Fabrics P – Z 5th edition, Birkhäuser / Springer, Berlin / Heidelberg / New York 1991, ISBN 3-540-52688-9 , p. 861.

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[chemid1-4] Entry on thialbarbital in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[5] British Journal of Pharmacology and Chemotherapy . Vol. 1, p. 215, 1946.

[6] H. Richard Adams: Veterinary pharmacology and therapeutics. 8th edition, Wiley-Blackwell, 2001, ISBN 978-0-8138-1743-9 , p. 214.