Thiamylal

Thiamylal (Surital) is a barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant, and hypnotic effects, and is used as a strong but short acting sedative. Thiamylal is still in current use, primarily for induction in surgical anaesthesia[1] or as an anticonvulsant to counteract side effects from other anaesthetics.[2] It is the thiobarbiturate analogue of secobarbital.

Thiamylal

Clinical data
Other names	Thiamylal, Thioseconal, Surital
AHFS/Drugs.com	International Drug Names
ATCvet code	QN01AF90 (WHO)
Legal status
Legal status	CA: Schedule IV US: Schedule III
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	14.3 h (cats)
Identifiers
IUPAC name 5-(Pentan-2-yl)-5-(prop-2-en-1-yl)-2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione
CAS Number	77-27-0^Y
PubChem CID	3032285
IUPHAR/BPS	7305
DrugBank	DB01154^Y
ChemSpider	2297298^Y
UNII	01T23W89FR
KEGG	D06106^Y
ChEBI	CHEBI:9536^Y
ChEMBL	ChEMBL440^Y
CompTox Dashboard (EPA)	DTXSID3048441
ECHA InfoCard	100.000.927
Chemical and physical data
Formula	C12H18N2O2S
Molar mass	254.35 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C1NC(=S)NC(=O)C1(C(C)CCC)C\C=C
InChI InChI=1S/C12H18N2O2S/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)^Y Key:XLOMZPUITCYLMJ-UHFFFAOYSA-N^Y
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References

1. Hsieh MY, Hung GY, Hsieh YL, Chang CY, Hwang B (2005). "Deep sedation with methohexital or thiamylal with midazolam for invasive procedures in children with acute lymphoblastic leukemia". Acta Paediatrica Taiwanica = Taiwan Er Ke Yi Xue Hui Za Zhi. 46 (5): 294–300. PMID 16640004.
2. Tsai CJ, Wang HM, Lu IC, Tai CF, Wang LF, Soo LY, Lu DV (February 2007). "Seizure after local anesthesia for nasopharyngeal angiofibroma". The Kaohsiung Journal of Medical Sciences. 23 (2): 97–100. doi:10.1016/S1607-551X(09)70383-3. PMID 17339174.