CHEBI:7953 - pemoline

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ChEBI Name pemoline
ChEBI ID CHEBI:7953
Definition A member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted by an amino group at position 2 and by a phenyl group at position 5. A central nervous system stimulant, it was used to treat hyperactivity disorders in children, but withdrawn from use following reports of serious hepatotoxicity.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H8N2O2
Net Charge 0
Average Mass 176.17200
Monoisotopic Mass 176.05858
InChI InChI=1S/C9H8N2O2/c10-9-11-8(12)7(13-9)6-4-2-1-3-5-6/h1-5,7H,(H2,10,11,12)
InChIKey NRNCYVBFPDDJNE-UHFFFAOYSA-N
SMILES NC1=NC(=O)C(O1)c1ccccc1
Roles Classification
Application(s): central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pemoline (CHEBI:7953) has role central nervous system stimulant (CHEBI:35337)
pemoline (CHEBI:7953) is a 1,3-oxazoles (CHEBI:46812)
IUPAC Name
2-amino-5-phenyl-1,3-oxazol-4(5H)-one
INNs Sources
pemolina WHO MedNet
pémoline WHO MedNet
pemoline WHO MedNet
pemolinum WHO MedNet
Synonyms Sources
2-Amino-5-phenyl-4(5H)-oxazolone ChemIDplus
2-imino-4-keto-5-phenyltetrahydrooxazole ChemIDplus
2-imino-5-phenyl-4-oxazolidinone ChemIDplus
5-phenyl-2-imino-4-oxazolidinone ChemIDplus
5-phenyl-2-imino-4-oxooxazolidine ChemIDplus
5-phenylisohydantion ChemIDplus
pheniminooxazolidinone DrugBank
phenylisohydantoin DrugBank
phenylpseudohydantoin DrugBank
Brand Names Sources
Azoxodon DrugBank
Betanamin DrugBank
Cylert KEGG DRUG
Dantromin DrugBank
Deltamine DrugBank
Hyton DrugBank
Myamin DrugBank
Nitan DrugBank
Notair DrugBank
Manual Xrefs Databases
2075 DrugCentral
C07899 KEGG COMPOUND
D00744 KEGG DRUG
DB01230 DrugBank
LSM-5159 LINCS
Pemoline Wikipedia
View more database links
Registry Numbers Types Sources
151559 Reaxys Registry Number Reaxys
2152-34-3 CAS Registry Number ChemIDplus
2152-34-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11216184 PubMed citation Europe PMC
2210262 PubMed citation Europe PMC
2303976 PubMed citation Europe PMC
2388127 PubMed citation Europe PMC
4021028 PubMed citation Europe PMC
641739 PubMed citation Europe PMC
772696 PubMed citation Europe PMC
Last Modified
22 February 2017