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T1019

Sigma-Aldrich

(±)-Thiopental

Synonym(s):

5-Ethyl-5-(1-methylbutyl)-2-thiobarbituric acid, Pentothal

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About This Item

Empirical Formula (Hill Notation):
C11H18N2O2S
CAS Number:
76-75-5
Molecular Weight:
242.34
EC Number:
200-984-3
MDL number:
MFCD00057564
UNSPSC Code:
41116107
PubChem Substance ID:
24899925
NACRES:
NA.77

drug control

USDEA Schedule III; regulated under CDSA - not available from Sigma-Aldrich Canada

Quality Level

200

solubility

ethanol: complete 50 mg/mL

originator

Abbott

SMILES string

CCCC(C)C1(CC)C(=O)NC(=S)NC1=O

InChI

1S/C11H18N2O2S/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)

InChI key

IUJDSEJGGMCXSG-UHFFFAOYSA-N

Gene Information

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)

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Application

(±)-Thiopental was used to transiently anesthetize rats for in vivo NMR spectroscopy.

Biochem/physiol Actions

Thiopental is an anesthetic that decreases cerebral metabolic rate without altering the blood flow or oxygen consumption.

Features and Benefits

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cerebral circulation and metabolism during thiopental anesthesia and hyper-ventilation in man.
E C PIERCE et al.
The Journal of clinical investigation, 41, 1664-1671 (1962-08-01)
B M Jucker et al.
The Journal of biological chemistry, 272(16), 10464-10473 (1997-04-18)
The effects of increased plasma free fatty acids (FFA) on insulin-dependent whole body glucose disposal, skeletal muscle glycolysis, glycogen synthesis, pyruvate versus FFA/ketone oxidation, and glucose 6-phosphate (Glu-6-P) were investigated in the awake rat. A control group (glycerol-infused) and high
Fong Huynh et al.
Therapeutic drug monitoring, 31(2), 153-169 (2009-01-30)
Thiopental is a barbiturate used in traumatic brain injuries (TBIs) to reduce intracranial pressure (ICP) and to manage cerebral ischemia. As thiopental follows Michaelis-Menten kinetics, therapeutic drug monitoring (TDM) has been used in practice to improve efficacy and reduce adverse
H Russo et al.
Clinical pharmacokinetics, 35(2), 95-134 (1998-09-18)
Thiopental is an ultra short-acting barbiturate which remains the standard against which other induction agents are judged; it is also indicated for the therapy of brain hypoxic-ischaemia injuries and status epilepticus. Aspects of drug distribution that govern the onset and
Colleen K Loo et al.
Journal of affective disorders, 142(1-3), 233-240 (2012-08-04)
Preliminary evidence suggests that the use of ketamine during electroconvulsive therapy (ECT) may be neuroprotective against cognitive impairment and have synergistic antidepressant effects. This study tested whether the addition of ketamine reduced cognitive impairment and enhanced efficacy over a course
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