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CHEBI:53795 - (R)-amlodipine

Default Structure
ChEBI IDCHEBI:53795
ChEBI Name(R)-amlodipine
Stars
ASCII Name(R)-amlodipine
DefinitionThe (4R)-enantiomer of amlodipine.
Last Modified24 August 2012
SubmitterSteve
DownloadsMolfile
FormulaC20H25ClN2O5
Net Charge0
Average Mass408.882
Monoisotopic Mass408.14520
SMILESCCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)[C@H]1c1ccccc1Cl
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/t17-/m1/s1
InChIKeyHTIQEAQVCYTUBX-QGZVFWFLSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Applications:
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
anticholesteremic drug  A substance used to lower plasma cholesterol levels.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
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.
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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
(R)-amlodipine (CHEBI:53795) is a amlodipine (CHEBI:2668)
(R)-amlodipine (CHEBI:53795) is enantiomer of (S)-amlodipine (CHEBI:53796)
Incoming Relation(s)
(S)-amlodipine (CHEBI:53796) is enantiomer of (R)-amlodipine (CHEBI:53795)
IUPAC Name 
3-ethyl 5-methyl (4R)-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Registry NumbersSources
Reaxys:5857142Reaxys