CHEBI:8412 - primidone

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ChEBI Name primidone
ChEBI ID CHEBI:8412
Definition A pyrimidone that is dihydropyrimidine-4,6(1H,5H)-dione substituted by an ethyl and a phenyl group at position 5. It is used as an anticonvulsant for treatment of various types of seizures.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H14N2O2
Net Charge 0
Average Mass 218.25180
Monoisotopic Mass 218.10553
InChI InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)
InChIKey DQMZLTXERSFNPB-UHFFFAOYSA-N
SMILES CCC1(C(=O)NCNC1=O)c1ccccc1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing primidone (CHEBI:8412) has role anticonvulsant (CHEBI:35623)
primidone (CHEBI:8412) has role environmental contaminant (CHEBI:78298)
primidone (CHEBI:8412) has role xenobiotic (CHEBI:35703)
primidone (CHEBI:8412) is a pyrimidone (CHEBI:38337)
IUPAC Name
5-ethyl-5-phenyldihydropyrimidine-4,6(1H,5H)-dione
INNs Sources
primidona ChemIDplus
primidone ChemIDplus
primidonum ChemIDplus
Synonyms Sources
2-deoxyphenobarbital ChemIDplus
5-Phenyl-5-ethyl-Hexahydropyrimidine-4,6-dione KEGG COMPOUND
Manual Xrefs Databases
2267 DrugCentral
C07371 KEGG COMPOUND
D00474 KEGG DRUG
DB00794 DrugBank
HMDB0014932 HMDB
LSM-2700 LINCS
Primidone Wikipedia
View more database links
Registry Numbers Types Sources
125-33-7 CAS Registry Number KEGG COMPOUND
125-33-7 CAS Registry Number ChemIDplus
218034 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10716065 PubMed citation Europe PMC
17253477 PubMed citation Europe PMC
24712318 PubMed citation Europe PMC
24812533 PubMed citation Europe PMC
Last Modified
22 February 2017