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Details

Stereochemistry ACHIRAL
Molecular Formula C11H17N2O3.Na
Molecular Weight 248.254
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMOBARBITAL SODIUM

SMILES

[Na+].CCC1(CCC(C)C)C(=O)NC(=O)[N-]C1=O

InChI

InChIKey=BNHGKKNINBGEQL-UHFFFAOYSA-M
InChI=1S/C11H18N2O3.Na/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15;/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16);/q;+1/p-1

HIDE SMILES / InChI
AMOBARBITAL is a barbiturate derivative with hypnotic and sedative properties. In an in vitro study in rat thalamic slices amobarbital worked by activating GABAA receptors, which decreased input resistance, depressed burst and tonic firing, especially in ventrobasal and intralaminar neurons, while at the same time increasing burst duration and mean conductance at individual chloride channels; this increased both the amplitude and decay time of inhibitory postsynaptic currents. Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Amytal Sodium

Approved Use

Unknown
Primary
Amytal Sodium

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The alcoholic metabolites of pentobarbital and amobarbital in man.
1965 Oct
Dystonic reactions to prochlorperazine in hypoparathyroidism.
1966 Nov 3
Hypomagnesemia with convulsions in a newborn infant. Report of a case associated with maternal hypophosphatemia.
1967 Sep 30
Hypotensive effects of chlordiazepoxide, amobarbital and chlorpromazine on behaviorally induced elevated arterial blood pressure in the squirrel monkey.
1970 Jun
Seven cases of somnambulism induced by drugs.
1979 Jul
Respiratory failure after clonazepam and amobarbital.
1986 Nov
The addition of intravenous caffeine during an amobarbital interview.
1992 Nov
Regulation of hepatic nitric oxide synthase by reactive oxygen intermediates and glutathione.
1995 Feb 1
Clinical experimental observations of carotid artery injections of sodium amytal.
1997 Feb
Hippocampal sclerosis: correlation of MR imaging findings with surgical outcome.
2001 Apr-Jun
Neuroprotective role of neurophysiological monitoring during endovascular procedures in the spinal cord.
2001 Jun
Transient crossed aphasia and persistent amnesia after right thalamic haemorrhage.
2001 Oct
The central nervous effects of Mitragyna africanus (Willd) stembark extract in rats.
2001 Oct
Evidence that a type-2 NADH:quinone oxidoreductase mediates electron transfer to particulate methane monooxygenase in methylococcus capsulatus.
2002 Feb 1
Uridine diphosphate sugar-selective conjugation of an aldose reductase inhibitor (AS-3201) by UDP-glucuronosyltransferase 2B subfamily in human liver microsomes.
2004 Apr 1
Intracarotid Amytal memory test and hippocampal magnetic resonance imaging volumetry: validity of the Wada test as an indicator of hippocampal integrity among candidates for epilepsy surgery.
2004 Dec
Endovascular management of dolichoectasia of the posterior cerebral artery report.
2004 Nov-Dec
Intermediates of Krebs cycle correct the depression of the whole body oxygen consumption and lethal cooling in barbiturate poisoning in rat.
2004 Oct 1
Evaluation of the prophylactic use of mitomycin-C to inhibit haze formation after photorefractive keratectomy in high myopia: a prospective clinical study.
2004 Sep 14
[Rotenone-insensitive NADH oxydation in mitochondrial suspension occurs by NADH dehydrogenase of respiratory chain fragments].
2004 Sep-Oct
P2Y2 nucleotide receptor up-regulation in submandibular gland cells from the NOD.B10 mouse model of Sjögren's syndrome.
2005 Jun
Different states of energy metabolism in the vertebrate retina can be identified by stimulus-related changes in near UV transmission.
2007 Apr
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007 Jan
Stimulus type affects Wada memory performance.
2008 Oct
Skeletal muscle properties and fatigue resistance in relation to smoking history.
2008 Sep
Do mtDNA Mutations Participate in the Pathogenesis of Sporadic Parkinson's Disease?
2009 Dec
Acquired and congenital disorders of sung performance: A review.
2009 Nov 12
The specificity of neuroprotection by antioxidants.
2009 Nov 5
Identification of a novel topoisomerase inhibitor effective in cells overexpressing drug efflux transporters.
2009 Oct 2
Changes in clinical trials methodology over time: a systematic review of six decades of research in psychopharmacology.
2010 Mar 3
Multiple myeloma presenting as CEA-producing rectal cancer.
2010 Mar 31
Identification of a novel phosphorylation site in hepatitis C virus NS5A.
2010 Oct
Patents

Patents

Sample Use Guides

Sedative: 30 to 50 mg given 2 or 3 times daily. Hypnotic: 65 to 200 mg at bedtime.
Route of Administration: Oral
In Vitro Use Guide
To 100mkl of the tissue homogenate were added 50 mkl of [3SS]TBPS (at the appropriate concentration, and made in 1 M NaBr), 50 mkl of 50 mM Tris Citrate buffer (to define total binding) or AMOBARBITAL at 100mkM or 50mkl of 40mkM picrotoxinin (to define nonspecific binding). The mixture was incubated 90 min at 21°C and then filtered over glass-fiber filters (Schleicher and Schuell No. 32). Filters were washed three times with 5 ml 0.9% (w:v) NaC1 equilibrated to 21°C and then counted by liquid scintillation spectrometry.
Name Type Language
AMOBARBITAL SODIUM
EP   MART.   USP   VANDF   WHO-DD  
Common Name English
Amobarbital sodium [WHO-DD]
Common Name English
Sodium 5-ethyl-5-isopentylbarbiturate
Systematic Name English
2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-ETHYL-5-(3-METHYLBUTYL)-, MONOSODIUM SALT
Common Name English
AMOBARBITAL SODIUM [USP MONOGRAPH]
Common Name English
AMOBARBITAL SODIUM [VANDF]
Common Name English
AMYTAL SODIUM
Brand Name English
AMOBARBITAL SODIUM FOR INJECTION [JAN]
Common Name English
AMOBARBITAL SODIUM SALT
MI  
Common Name English
AMOBARBITAL SODIUM [MART.]
Common Name English
TALAMO
Brand Name English
AMOBARBITAL SODIUM SALT [MI]
Common Name English
AMOBARBITAL SODIUM [EP IMPURITY]
Common Name English
AMOBARBITAL SODIUM FOR INJECTION
JAN  
Common Name English
Classification Tree Code System Code
DEA NO. 2125
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
NCI_THESAURUS C67084
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
Code System Code Type Description
RXCUI
1314242
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY RxNorm
DAILYMED
G0313KNC7D
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
CAS
64-43-7
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-584-9
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
NCI_THESAURUS
C76524
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID40213975
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
MERCK INDEX
m1837
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY Merck Index
SMS_ID
100000085178
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL267894
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
EVMPD
SUB00498MIG
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
FDA UNII
G0313KNC7D
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
PUBCHEM
13389383
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY
DRUG BANK
DBSALT001490
Created by admin on Fri Dec 15 15:34:13 GMT 2023 , Edited by admin on Fri Dec 15 15:34:13 GMT 2023
PRIMARY