CHEBI:33202 - 2-thiobarbituric acid

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ChEBI Name 2-thiobarbituric acid
ChEBI ID CHEBI:33202
Definition A barbiturate, the structure of which is that of barbituric acid in which the oxygen at C-2 is replaced by sulfur.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H4N2O2S
Net Charge 0
Average Mass 144.15284
Monoisotopic Mass 143.999
InChI InChI=1S/C4H4N2O2S/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
InChIKey RVBUGGBMJDPOST-UHFFFAOYSA-N
SMILES O=C1CC(=O)NC(=S)N1
Roles Classification
Biological Role(s): 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.
(via barbiturates )
Application(s): reagent
A substance used in a chemical reaction to detect, measure, examine, or produce other substances.
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.
(via barbiturates )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-thiobarbituric acid (CHEBI:33202) has role reagent (CHEBI:33893)
2-thiobarbituric acid (CHEBI:33202) is a barbiturates (CHEBI:22693)
Incoming thiopental (CHEBI:102166) has functional parent 2-thiobarbituric acid (CHEBI:33202)
IUPAC Name
2-sulfanylidenedihydropyrimidine-4,6(1H,5H)-dione
Synonyms Sources
2-thioxodihydropyrimidine-4,6(1H,5H)-dione IUPAC
dihydro-2-thioxo-4,6(1H,5H)-pyrimidinedione ChemIDplus
thiobarbituric acid ChemIDplus
Manual Xref Database
Thiobarbituric_acid Wikipedia
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Registry Numbers Types Sources
101333 Gmelin Registry Number Gmelin
120663 Reaxys Registry Number Reaxys
120663 Beilstein Registry Number Beilstein
504-17-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
02 September 2013