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CHEBI:2668 - amlodipine

Default Structure
ChEBI IDCHEBI:2668
ChEBI Nameamlodipine
Stars
DefinitionA fully substituted dialkyl 1,4-dihydropyridine-3,5-dicarboxylate derivative, which is used for the treatment of hypertension, chronic stable angina and confirmed or suspected vasospastic angina.
Last Modified22 February 2017
DownloadsMolfile
FormulaC20H25ClN2O5
Net Charge0
Average Mass408.882
Monoisotopic Mass408.14520
SMILESCCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1c1ccccc1Cl
InChIInChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3
InChIKeyHTIQEAQVCYTUBX-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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.
Applications:
vasodilator agent  A drug used to cause dilation of the blood vessels.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
amlodipine (CHEBI:2668) has role antihypertensive agent (CHEBI:35674)
amlodipine (CHEBI:2668) has role calcium channel blocker (CHEBI:38215)
amlodipine (CHEBI:2668) has role vasodilator agent (CHEBI:35620)
amlodipine (CHEBI:2668) is a dihydropyridine (CHEBI:50075)
amlodipine (CHEBI:2668) is a ethyl ester (CHEBI:23990)
amlodipine (CHEBI:2668) is a methyl ester (CHEBI:25248)
amlodipine (CHEBI:2668) is a monochlorobenzenes (CHEBI:83403)
amlodipine (CHEBI:2668) is a primary amino compound (CHEBI:50994)
Incoming Relation(s)
amlodipine benzenesulfonate (CHEBI:2669) has part amlodipine (CHEBI:2668)
(R)-amlodipine (CHEBI:53795) is a amlodipine (CHEBI:2668)
(S)-amlodipine (CHEBI:53796) is a amlodipine (CHEBI:2668)
IUPAC Name 
3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
INNs  Source
amlodipineKEGG DRUG
amlodipineChEBI
amlodipinoDrugBank
amlodipinumDrugBank
Synonyms  Source
3-Ethyl-5-methyl (±)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylateChemIDplus
Amlodipine Free BaseDrugBank
Manual XrefsDatabases
183DrugCentral
2963VSDB
AmlodipineWikipedia
C06825KEGG COMPOUND
D07450KEGG DRUG
DB00381DrugBank
EP89167Patent
LSM-1388LINCS
US4572909Patent
Registry NumbersSources
Reaxys:3570229Reaxys
CAS:88150-42-9DrugBank
CAS:88150-42-9KEGG COMPOUND
CAS:88150-42-9ChemIDplus
CAS:88150-42-9KEGG DRUG
Citations