EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:53795 - (R)-amlodipine

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 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)
(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