loading...| Preferred Name |
amobarbital |
|
| Synonyms |
5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione Amobarbital amytal 5-ethyl-5-isoamylbarbituric acid barbamyl amylobarbitone 5-ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione 5-ethyl-5-(3-methylbutyl)barbituric acid 5-ethyl-5-isopentylbarbituric acid barbamil Amytal Amytal sodium Isomytal |
|
| Definitions |
A barbiturate with hypnotic and sedative properties (but not antianxiety). Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high. (From Martindale, The Extra Pharmacopoeia, 30th ed, p565) Pharmacology: Not Available Mechanism of action: Amobarbital (like all barbiturates) works by binding to the GABAA receptor at either the alpha or the beta sub unit. These are binding sites that are distinct from GABA itself and also distinct from the benzodiazepine binding site. Like benzodiazepines, barbiturates potentiate the effect of GABA at this receptor. This GABAA receptor binding decreases input resistance, depresses 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 increases both the amplitude and decay time of inhibitory postsynaptic currents. In addition to this GABA-ergic effect, barbiturates also block the AMPA receptor, a subtype of glutamate receptor. Glutamate is the principal excitatory neurotransmitter in the mammalian CNS. Amobarbital also appears to bind neuronal nicotinic acetylcholine receptors. Drug type: Approved. Illicit. Small Molecule. Drug category: GABA Modulators. Hypnotics and Sedatives A member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hypnotic properties. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_2673 |
|
| charge |
0 |
|
| createdDate |
March 5, 2010 |
|
| database_cross_reference |
Wikipedia:Amobarbital Gmelin:281708 Beilstein:211172 Drug_Central:184 KEGG:D00555 CAS:57-43-2 Patent:US3507960 MetaCyc:CPD-5742 HMDB:HMDB0015440 Reaxys:211172 KEGG:C07536 DrugBank:DB01351 |
|
| definition |
A barbiturate with hypnotic and sedative properties (but not antianxiety). Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high. (From Martindale, The Extra Pharmacopoeia, 30th ed, p565) Pharmacology: Not Available Mechanism of action: Amobarbital (like all barbiturates) works by binding to the GABAA receptor at either the alpha or the beta sub unit. These are binding sites that are distinct from GABA itself and also distinct from the benzodiazepine binding site. Like benzodiazepines, barbiturates potentiate the effect of GABA at this receptor. This GABAA receptor binding decreases input resistance, depresses 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 increases both the amplitude and decay time of inhibitory postsynaptic currents. In addition to this GABA-ergic effect, barbiturates also block the AMPA receptor, a subtype of glutamate receptor. Glutamate is the principal excitatory neurotransmitter in the mammalian CNS. Amobarbital also appears to bind neuronal nicotinic acetylcholine receptors. Drug type: Approved. Illicit. Small Molecule. Drug category: GABA Modulators. Hypnotics and Sedatives |
|
| formula |
C11H18N2O3 |
|
| has characteristic | ||
| has exact synonym |
5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione Amobarbital |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
amytal 5-ethyl-5-isoamylbarbituric acid barbamyl amylobarbitone 5-ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione 5-ethyl-5-(3-methylbutyl)barbituric acid 5-ethyl-5-isopentylbarbituric acid barbamil |
|
| hasExternalSource |
DB01351 |
|
| id |
CHEBI:2673 |
|
| in_subset | ||
| inchi |
InChI=1S/C11H18N2O3/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) |
|
| inchikey |
VIROVYVQCGLCII-UHFFFAOYSA-N |
|
| label |
amobarbital |
|
| mass |
226.27230 |
|
| modifiedDate |
May 20, 2010 |
|
| monoisotopicmass |
226.13174 |
|
| notation |
CHEBI:2673 |
|
| prefLabel |
amobarbital |
|
| smiles |
CCC1(CCC(C)C)C(=O)NC(=O)NC1=O |
|
| synonym |
Amytal Amytal sodium Isomytal |
|
| subClassOf |