amlodipine (CHEBI:2668)

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ChEBI Name	amlodipine

ChEBI ID	CHEBI:2668

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C20H25ClN2O5

Net Charge

Average Mass

408.87600

Monoisotopic Mass

408.14520

InChI

InChI=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

InChIKey

HTIQEAQVCYTUBX-UHFFFAOYSA-N

SMILES

CCOC(=O)C1=C(COCCN)NC(C)=C(C1c1ccccc1Cl)C(=O)OC

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

ChEBI Ontology
Outgoing	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	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

Synonyms	Sources
3-Ethyl-5-methyl (±)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate	ChemIDplus
Amlodipine Free Base	DrugBank

Last Modified

22 February 2017