CHEBI:31905 - nicorandil

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ChEBI Name nicorandil
ChEBI ID CHEBI:31905
Definition A pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive potassium channel activator properties, and is used for the prevention and treatment of angina pectoris.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H9N3O4
Net Charge 0
Average Mass 211.17480
Monoisotopic Mass 211.059
InChI InChI=1S/C8H9N3O4/c12-8(7-2-1-3-9-6-7)10-4-5-15-11(13)14/h1-3,6H,4-5H2,(H,10,12)
InChIKey LBHIOVVIQHSOQN-UHFFFAOYSA-N
SMILES [O-][N+](=O)OCCNC(=O)c1cccnc1
Roles Classification
Biological Role(s): potassium channel opener
A potassium channel modulator that opens the potassium channel.
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing nicorandil (CHEBI:31905) has functional parent nicotinamide (CHEBI:17154)
nicorandil (CHEBI:31905) has role potassium channel opener (CHEBI:79085)
nicorandil (CHEBI:31905) has role vasodilator agent (CHEBI:35620)
nicorandil (CHEBI:31905) is a nitrate ester (CHEBI:51080)
nicorandil (CHEBI:31905) is a pyridinecarboxamide (CHEBI:25529)
IUPAC Name
2-[(pyridin-3-ylcarbonyl)amino]ethyl nitrate
INNs Sources
nicorandil WHO MedNet
nicorandil WHO MedNet
nicorandil WHO MedNet
nicorandilum WHO MedNet
Synonyms Sources
2-nicotinamidoethyl nitrate ChemIDplus
N-(2-hydroxyethyl)nicotinamide nitrate ChemIDplus
SG 75 ChemIDplus
SG-75 ChemIDplus
Brand Names Sources
Adancor ChEBI
Ikorel ChEBI
Perisalol ChEBI
Sigmart ChEBI
Manual Xrefs Databases
1919 DrugCentral
C13280 KEGG COMPOUND
D01810 KEGG DRUG
DE2714713 Patent
LSM-6009 LINCS
Nicorandil Wikipedia
US4200640 Patent
View more database links
Registry Numbers Types Sources
65141-46-0 CAS Registry Number KEGG COMPOUND
65141-46-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23841868 PubMed citation Europe PMC
23845070 PubMed citation Europe PMC
24685703 PubMed citation Europe PMC
24837014 PubMed citation Europe PMC
24952900 PubMed citation Europe PMC
25319832 PubMed citation Europe PMC
Last Modified
22 February 2017