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
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
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.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The alcoholic metabolites of pentobarbital and amobarbital in man. | 1965 Oct |
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| Dystonic reactions to prochlorperazine in hypoparathyroidism. | 1966 Nov 3 |
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| Amobarbital metabolism in man: N-glucoside formation. | 1978 Jul |
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| Respiratory failure after clonazepam and amobarbital. | 1986 Nov |
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| High-performance liquid chromatographic determination of the diastereomers of 1-(beta-D-glucopyranosyl)amobarbital in urine. | 1987 Nov 27 |
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| The addition of intravenous caffeine during an amobarbital interview. | 1992 Nov |
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| Regulation of hepatic nitric oxide synthase by reactive oxygen intermediates and glutathione. | 1995 Feb 1 |
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| Clinical experimental observations of carotid artery injections of sodium amytal. | 1997 Feb |
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| Mitochondrial respiratory chain as a new target for anti-ischemic molecules. | 2002 Apr 19 |
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| Effect of the new matrix metalloproteinase inhibitor RO-28-2653 on mitochondrial function. | 2002 Feb 15 |
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| Wada testing reveals frontal lateralization for the memorization of words and faces. | 2002 Jan 1 |
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| Key structural features of ligands for activation of human pregnane X receptor. | 2004 Apr |
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| Neurophysiologic monitoring and pharmacologic provocative testing for embolization of spinal cord arteriovenous malformations. | 2004 Aug |
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| Selective GABA-receptor actions of amobarbital on thalamic neurons. | 2004 Oct |
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| Intermediates of Krebs cycle correct the depression of the whole body oxygen consumption and lethal cooling in barbiturate poisoning in rat. | 2004 Oct 1 |
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| 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 |
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| Role of endothelial mitochondria in oxidant production and modulation of neutrophil adherence. | 2004 Sep-Oct |
|
| Ecto-5'-nucleotidase: Structure function relationships. | 2006 Jun |
|
| 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 |
|
| 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 |
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| Seizures during intracarotid methohexital and amobarbital testing. | 2007 Feb |
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| Stimulus type affects Wada memory performance. | 2008 Oct |
|
| Do mtDNA Mutations Participate in the Pathogenesis of Sporadic Parkinson's Disease? | 2009 Dec |
|
| 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 |
|
| 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
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
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.
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| Classification Tree | Code System | Code | ||
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DEA NO. |
2125
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NCI_THESAURUS |
C67084
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1314242
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G0313KNC7D
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64-43-7
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200-584-9
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C76524
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DTXSID40213975
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m1837
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100000085178
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CHEMBL267894
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SUB00498MIG
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13389383
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DBSALT001490
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ACTIVE MOIETY
SUBSTANCE RECORD
