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CHEBI:6758 - mephobarbital

ChEBI IDCHEBI:6758
ChEBI Namemephobarbital
Stars
DefinitionA member of the class of barbiturates, the structure of which is that of barbituric acid substituted at N-1 by a methyl group and at C-5 by ethyl and phenyl groups.
Secondary ChEBI IDCHEBI:165567
Last Modified22 February 2017
DownloadsMolfile
FormulaC13H14N2O3
Net Charge0
Average Mass246.266
Monoisotopic Mass246.10044
SMILESCCC1(c2ccccc2)C(=O)NC(=O)N(C)C1=O
InChIInChI=1S/C13H14N2O3/c1-3-13(9-7-5-4-6-8-9)10(16)14-12(18)15(2)11(13)17/h4-8H,3H2,1-2H3,(H,14,16,18)
InChIKeyALARQZQTBTVLJV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Applications:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
mephobarbital (CHEBI:6758) has role anticonvulsant (CHEBI:35623)
mephobarbital (CHEBI:6758) is a barbiturates (CHEBI:22693)
IUPAC Name 
5-ethyl-1-methyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
INNs  Source
metilfenobarbitalDrugBank
methylphenobarbitalumDrugBank
methylphenobarbitalKEGG DRUG
Synonyms  Source
MephobarbitalKEGG COMPOUND
1-methylphenobarbitalNIST Chemistry WebBook
5-ethyl-1-methyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrioneNIST Chemistry WebBook
5-ethyl-1-methyl-5-phenylbarbituric acidNIST Chemistry WebBook
N-methylphenobarbitalNIST Chemistry WebBook
MebaralChemIDplus
Manual XrefsDatabases
C07829KEGG COMPOUND
DB00849DrugBank
MethylphenobarbitalWikipedia
D00700KEGG DRUG
HMDB0014987HMDB
1696DrugCentral
Registry NumbersSources
Gmelin:282754Gmelin
Reaxys:256144Reaxys
CAS:115-38-8KEGG COMPOUND
CAS:115-38-8ChemIDplus
CAS:115-38-8NIST Chemistry WebBook
Citations