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CHEBI:53796 - (S)-amlodipine

ChEBI IDCHEBI:53796
ChEBI Name(S)-amlodipine
Stars
ASCII Name(S)-amlodipine
DefinitionThe (4S)-enantiomer of amlodipine.
Last Modified22 February 2017
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-/m0/s1
InChIKeyHTIQEAQVCYTUBX-KRWDZBQOSA-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:
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 Relation(s)
(S)-amlodipine (CHEBI:53796) is a amlodipine (CHEBI:2668)
(S)-amlodipine (CHEBI:53796) is enantiomer of (R)-amlodipine (CHEBI:53795)
Incoming Relation(s)
(R)-amlodipine (CHEBI:53795) is enantiomer of (S)-amlodipine (CHEBI:53796)
IUPAC Name 
3-ethyl 5-methyl (4S)-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Manual XrefsDatabases
4099DrugCentral
Registry NumbersSources
Reaxys:5857143Reaxys