THIOBUTABARBITAL

Possibly Marketed Outside US

Details

Stereochemistry	UNKNOWN
Molecular Formula	C10H16N2O2S
Molecular Weight	228.311
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=IDELNEDBPWKHGK-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C10H16N2O2S
Molecular Weight	228.311
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13217426 | https://www.ncbi.nlm.nih.gov/pubmed/13500903 | https://www.ncbi.nlm.nih.gov/pubmed/13991716 | http://www.sciencedirect.com/topics/neuroscience/thiobarbiturates

Thiobutabarbital is a barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant and hypnotic effects, it is used in veterinary medicine for induction in surgical anaesthesia. Thiobutabarbital was formerly used as anesthetic Inactin. ‘Inactin’ (sodium thiobutabarbital) produces smooth induction of anaesthesia after intravenous administration and has a prolonged duration of action. It has variable analgesic activity.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
hexose transport 2 Target ID: GO:0008645 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7819247	Inhibitor 8504		1.0 mM [IC50]
hexose transport 2 Target ID: GO:0008645 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7819247	Inhibitor 8504		1.0 mM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19881310 https://www.ncbi.nlm.nih.gov/pubmed/13283294 http://www.sciencedirect.com/topics/neuroscience/thiobarbiturates	Primary		Approved 8583	Inactin Approved Use Unknown

PubMed

Title	Date	PubMed
Peripheral melatonin mediates neural stimulation of duodenal mucosal bicarbonate secretion.	2001 Aug	11518737
c-Fos generation in the dorsal vagal complex after systemic endotoxin is not dependent on the vagus nerve.	2001 Jan	11124163
Enhanced intestinal motility influences absorption in anaesthetized rat.	2001 Jun	11442451
The influence of phosphodiesterase inhibitor, rolipram, on hemodynamics in lipopolysaccharide-treated rats.	2001 Mar	11325016
Role of endothelin ET(A)- and ET(B)-receptors in haemodynamic compensation following haemorrhage in anaesthetized rats.	2002 Feb	11861314
Renal interstitial fluid concentrations of angiotensins I and II in anesthetized rats.	2002 Jan	11799091
Chemoprophylaxis of transfusion-transmitted agents in labile blood components.	2002 Jul-Aug	12170320
Propofol anesthesia compared to awake reduces infarct size in rats.	2002 May	11981160
Total synthesis, structure revision, and absolute configuration of (-)-brevenal.	2006 Dec 27	17177450
Vasodilator effect of nicorandil on retinal blood vessels in rats.	2007 Jul	17525845
Vasodilator effects of fasudil, a Rho-kinase inhibitor, on retinal arterioles in stroke-prone spontaneously hypertensive rats.	2007 Jun	17593003
Brevenal inhibits pacific ciguatoxin-1B-induced neurosecretion from bovine chromaffin cells.	2008	18941627
Glucose-induced time-dependent potentiation of insulin release, but not islet blood perfusion, in anesthetized rats.	2008	18521798
Convergent strategies for the total synthesis of polycyclic ether marine metabolites.	2008 Apr	18389143
Increased renal renin content in mice lacking the Na+/H+ exchanger NHE2.	2008 Apr	18287398
Low-dose candesartan improves renal blood flow and kidney oxygen tension in rats with endotoxin-induced acute kidney dysfunction.	2008 Aug	18091574
Total synthesis of (-)-brevenal: a concise synthetic entry to the pentacyclic polyether core.	2008 Jun 5	18444658
Reversal of high pancreatic islet and white adipose tissue blood flow in type 2 diabetic GK rats by administration of the beta3-adrenoceptor inhibitor SR-59230A.	2009 Aug	19491297
Total synthesis of brevenal.	2009 Jun 18	19441795
Vasodilator effects of ibudilast on retinal blood vessels in anesthetized rats.	2009 Nov	19881310
Antenatal Corticosteroids and Postnatal Fluid Restriction Produce Differential Effects on AQP3 Expression, Water Handling, and Barrier Function in Perinatal Rat Epidermis.	2010	21234324
Gastric emptying of enterally administered liquid meal in conscious rats and during sustained anaesthesia.	2010 Feb	19735361
High-NaCl intake impairs dynamic autoregulation of renal blood flow in ANG II-infused rats.	2010 Nov	20720177

Patents

Sample Use Guides

In Vivo Use Guide

Male Wistar rats (8 to 10 weeks old) were anesthetized with thiobutabarbital (120 mg/kg, intraperitoneally (i.p.)).

Route of Administration: Intraperitoneal

In Vitro Use Guide

Thiobutabarbital inhibits hexose transport in cultured 3T3-C2 cells with IC50 value of 1.0 mM.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:31:48 GMT 2025` Edited by `admin` on `Mon Mar 31 18:31:48 GMT 2025`
Record UNII	2N0251U7JH
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

THIOBUTABARBITAL

Common Name

English

NSC-27685

Preferred Name

English

5-ETHYL-5-(1-METHYLPROPYL)-2-THIOBARBITURIC ACID

Systematic Name

English

Thiobutabarbital [WHO-DD]

Common Name

English

5-SEC-BUTYL-5-ETHYL-2-THIOXODIHYDROPYRIMIDINE-4,6(1H,5H)-DIONE

Systematic Name

English

THIOBUTABARBITAL [MI]

Common Name

English

NSC-32372

Code

English

5-ETHYLDIHYDRO-5-(1-METHYLPROPYL)-2-THIOXO-4,6(1H,5H)-PYRIMIDINEDIONE

Systematic Name

English

5-SEC-BUTYL-5-ETHYL-2-THIOBARBITURIC ACID

Systematic Name

English

THIOBUTABARBITAL [VANDF]

Common Name

English

THIBUTABARBITAL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67084