CHEBI:2668 - amlodipine

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 Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
ChEBI Ontology
Outgoing Relation(s)
amlodipine (CHEBI:2668) has role anti-HIV agent (CHEBI:64946)
amlodipine (CHEBI:2668) has role antiatherosclerotic agent (CHEBI:145947)
amlodipine (CHEBI:2668) has role anticholesteremic drug (CHEBI:35821)
amlodipine (CHEBI:2668) has role antidepressant (CHEBI:35469)
amlodipine (CHEBI:2668) has role antihypertensive agent (CHEBI:35674)
amlodipine (CHEBI:2668) has role antineoplastic agent (CHEBI:35610)
amlodipine (CHEBI:2668) has role calcium channel blocker (CHEBI:38215)
amlodipine (CHEBI:2668) has role cardiovascular drug (CHEBI:35554)
amlodipine (CHEBI:2668) has role hypoglycemic agent (CHEBI:35526)
amlodipine (CHEBI:2668) has role renoprotective agent (CHEBI:231911)
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
amlodipineChEBI
amlodipineKEGG DRUG
amlodipinoDrugBank
amlodipinumDrugBank
Synonyms  Source
3-Ethyl-5-methyl (±)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylateChemIDplus
AMLODIPINE COMPONENT OF CKD-330ChEMBL
Amlodipine Free BaseDrugBank
HGP-0904ChEMBL
HGP0904ChEMBL
Brand Names  Source
Astudal 5ChEMBL
IstinChEMBL
NorvasChEMBL
NorvascChEMBL
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:88150-42-9KEGG DRUG
CAS:88150-42-9ChemIDplus
Citations