CHEBI:7565 - nifedipine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name nifedipine
ChEBI ID CHEBI:7565
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:715726, Selleckchem:Nifedipine(Adalat), ZINC000085205448
Download Molfile XML SDF
Wikipedia License
Nifedipine, sold under the brand name Procardia among others, is a calcium channel blocker medication used to manage angina, high blood pressure, Raynaud's phenomenon, and premature labor. It is one of the treatments of choice for Prinzmetal angina. It may be used to treat severe high blood pressure in pregnancy. Its use in preterm labor may allow more time for steroids to improve the baby's lung function and provide time for transfer of the mother to a well qualified medical facility before delivery. It is a calcium channel blocker of the dihydropyridine type. Nifedipine is taken by mouth and comes in fast- and slow-release formulations. Common side effects include lightheadedness, headache, feeling tired, leg swelling, cough, and shortness of breath. Serious side effects may include low blood pressure and heart failure. Nifedipine is considered safe in pregnancy and breastfeeding. Nifedipine was patented in 1967, and approved for use in the United States in 1981. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2022, it was the 151st most commonly prescribed medication in the United States, with more than 3 million prescriptions.
Read full article at Wikipedia
Formula C17H18N2O6
Net Charge 0
Average Mass 346.33460
Monoisotopic Mass 346.11649
InChI InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3
InChIKey HYIMSNHJOBLJNT-UHFFFAOYSA-N
SMILES COC(=O)C1=C(C)NC(C)=C(C1c1ccccc1[N+]([O-])=O)C(=O)OC
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Biological Role(s): calcium channel blocker
One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
tocolytic agent
Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nifedipine (CHEBI:7565) has role calcium channel blocker (CHEBI:38215)
nifedipine (CHEBI:7565) has role human metabolite (CHEBI:77746)
nifedipine (CHEBI:7565) has role tocolytic agent (CHEBI:66993)
nifedipine (CHEBI:7565) has role vasodilator agent (CHEBI:35620)
nifedipine (CHEBI:7565) is a C-nitro compound (CHEBI:35716)
nifedipine (CHEBI:7565) is a dihydropyridine (CHEBI:50075)
nifedipine (CHEBI:7565) is a methyl ester (CHEBI:25248)
IUPAC Name
dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
INNs Sources
nifedipine ChemIDplus
nifedipino ChemIDplus
nifedipinum ChemIDplus
Synonyms Sources
4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsäuredimethylester ChemIDplus
Nifedipine KEGG COMPOUND
Brand Names Sources
Adalat DrugBank
Adapine DrugBank
Coracten DrugBank
Nifecard DrugBank
Nifecor DrugBank
Nifedipres DrugBank
Procardia DrugBank
Manual Xrefs Databases
1922 DrugCentral
C07266 KEGG COMPOUND
D00437 KEGG DRUG
DB01115 DrugBank
LSM-4176 LINCS
Nifedipine Wikipedia
View more database links
Registry Numbers Types Sources
21829-25-4 CAS Registry Number KEGG COMPOUND
21829-25-4 CAS Registry Number NIST Chemistry WebBook
21829-25-4 CAS Registry Number ChemIDplus
497773 Beilstein Registry Number Beilstein
Last Modified
09 March 2018