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Details

Stereochemistry ACHIRAL
Molecular Formula C11H17N2O3.Na
Molecular Weight 248.2545
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMOBARBITAL SODIUM

SMILES

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

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
Amobarbital metabolism in man: N-glucoside formation.
1978 Jul
Seven cases of somnambulism induced by drugs.
1979 Jul
Respiratory failure after clonazepam and amobarbital.
1986 Nov
High-performance liquid chromatographic determination of the diastereomers of 1-(beta-D-glucopyranosyl)amobarbital in urine.
1987 Nov 27
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
On noxious desmin: functional effects of a novel heterozygous desmin insertion mutation on the extrasarcomeric desmin cytoskeleton and mitochondria.
2003 Mar 15
Neurophysiologic monitoring and pharmacologic provocative testing for embolization of spinal cord arteriovenous malformations.
2004 Aug
Selective GABA-receptor actions of amobarbital on thalamic neurons.
2004 Oct
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
Role of endothelial mitochondria in oxidant production and modulation of neutrophil adherence.
2004 Sep-Oct
Effects of electron transport inhibitors and uncouplers on the oxidation of ferrous iron and compounds interacting with ferric iron in Acidithiobacillus ferrooxidans.
2005 Aug
P2Y2 nucleotide receptor up-regulation in submandibular gland cells from the NOD.B10 mouse model of Sjögren's syndrome.
2005 Jun
Electron transport pathways for the oxidation of endogenous substrate(s) in Acidithiobacillus ferrooxidans.
2006 Apr
Amygdalohippocampal involvement in tinnitus and auditory memory.
2006 Dec
Ecto-5'-nucleotidase: Structure function relationships.
2006 Jun
Pharmacological interventions for spasticity following spinal cord injury: results of a Cochrane systematic review.
2006 Mar
Amytal interview using intravenous lorazepam in a patient with dissociative fugue.
2006 Nov-Dec
Analysis of donors of electrons to photosystem I and cyclic electron flow by redox kinetics of P700 in chloroplasts of isolated bundle sheath strands of maize.
2007 Apr
Different states of energy metabolism in the vertebrate retina can be identified by stimulus-related changes in near UV transmission.
2007 Apr
Neuroprotective role of neurophysiological monitoring during endovascular procedures in the brain and spinal cord.
2007 Dec
Impaired cognition and attention in adults: pharmacological management strategies.
2007 Feb
Comorbid substance-use in schizophrenia: the file drawer effect, In reply to: Talamo et al., 2006. "Comorbid substance-use in schizophrenia: relation to positive and negative symptoms".
2007 Feb
Seizures during intracarotid methohexital and amobarbital testing.
2007 Feb
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007 Jan
Stimulation-induced changes in NADH fluorescence and mitochondrial membrane potential in lizard motor nerve terminals.
2007 Mar 15
[Applications of optical topography in neurosurgery].
2007 May
Preoperative cellulose porous beads for therapeutic embolization of meningioma: provocation test and technical considerations.
2007 May
Enigmatic effect of cellular ATP on fatty acid biosynthesis. Stimulation by moderate decrease and inhibition by increase of cellular ATP.
2008 Jun 25
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
Perioperative modulating factors on astigmatism in sutured cataract surgery.
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
Adverse drug effects in hospitalized elderly: data from the healthcare cost and utilization project.
2010
Transitional Nerve: A New and Original Classification of a Peripheral Nerve Supported by the Nature of the Accessory Nerve (CN XI).
2010
Temporary test occlusion of distal middle cerebral artery using GDC coil.
2010 Apr
Mutism as the presenting symptom: three case reports and selective review of literature.
2010 Jan
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
Prozone effect of serum IgE levels in a case of plasma cell leukemia.
2010 Sep 10
[The use of enzymatic hydrolysis for isolation of barbituric acid derivatives from blood (as exemplified by phenobarbital and barbamyl)].
2010 Sep-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
SODIUM 5-ETHYL-5-ISOPENTYLBARBITURATE
Systematic Name English
AMOBARBITAL SODIUM [WHO-DD]
Common 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 FOR INJECTION
JAN  
Common Name English
AMOBARBITAL SODIUM [EP]
Common Name English
Classification Tree Code System Code
DEA NO. 2125
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
NCI_THESAURUS C67084
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
Code System Code Type Description
RXCUI
1314242
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY RxNorm
CAS
64-43-7
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-584-9
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
NCI_THESAURUS
C76524
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
EPA CompTox
64-43-7
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
MERCK INDEX
M1837
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL267894
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
EVMPD
SUB00498MIG
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
FDA UNII
G0313KNC7D
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
PUBCHEM
13389383
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY
DRUG BANK
DBSALT001490
Created by admin on Fri Jun 25 20:52:41 UTC 2021 , Edited by admin on Fri Jun 25 20:52:41 UTC 2021
PRIMARY