CHEBI:585948 - felodipine

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ChEBI Name felodipine
ChEBI ID CHEBI:585948
Definition The mixed (methyl, ethyl) diester of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid. A calcium-channel blocker, it lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth muscle in arteriolar resistance vessels. It is used in the management of hypertension and angina pectoris.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:49383, CHEBI:4996
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Formulae C18H19Cl2NO4
C18H19Cl2NO4
Net Charge 0
Average Mass 384.25400
Monoisotopic Mass 383.069
InChI InChI=1S/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3
InChIKey RZTAMFZIAATZDJ-UHFFFAOYSA-N
SMILES CCOC(=O)C1=C(C)NC(C)=C(C1c1cccc(Cl)c1Cl)C(=O)OC
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.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent
A drug used to cause dilation of the blood vessels.
anti-arrhythmia drug
A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
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ChEBI Ontology
Outgoing felodipine (CHEBI:585948) has role anti-arrhythmia drug (CHEBI:38070)
felodipine (CHEBI:585948) has role antihypertensive agent (CHEBI:35674)
felodipine (CHEBI:585948) has role calcium channel blocker (CHEBI:38215)
felodipine (CHEBI:585948) has role vasodilator agent (CHEBI:35620)
felodipine (CHEBI:585948) is a dichlorobenzene (CHEBI:23697)
felodipine (CHEBI:585948) is a dihydropyridine (CHEBI:50075)
felodipine (CHEBI:585948) is a ethyl ester (CHEBI:23990)
felodipine (CHEBI:585948) is a methyl ester (CHEBI:25248)
IUPAC Name
ethyl methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
INNs Sources
felodipina ChemIDplus
felodipine ChemIDplus
felodipinum ChemIDplus
Synonyms Sources
(±)-ethyl methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate ChemIDplus
3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate NIST Chemistry WebBook
4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethyl methyl ester ChEBI
FELODIPINE PDBeChem
Manual Xrefs Databases
1142 DrugCentral
225 PDBeChem
D00319 KEGG DRUG
DB01023 DrugBank
EP7293 Patent
Felodipine Wikipedia
LSM-1447 LINCS
US4264611 Patent
View more database links
Registry Numbers Types Sources
4331472 Reaxys Registry Number Reaxys
72509-76-3 CAS Registry Number KEGG DRUG
72509-76-3 CAS Registry Number ChemIDplus
72509-76-3 CAS Registry Number NIST Chemistry WebBook
Citation Waiting for Citations Type Source
18457386 PubMed citation ChEMBL
Last Modified
22 February 2017