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CHEBI:78546 - nemadipine-A

Default Structure
ChEBI IDCHEBI:78546
ChEBI Namenemadipine-A
Stars
DefinitionA dihydropyridine that is that is 1,4-dihydropyridine which is substituted at positions 2 and 6 by methyl groups, at positions 3 and 5 by ethoxycarbonyl groups, and at position 4 by a pentafluorophenyl group. An L-type calcium channel α1-subunit antagonist. When exposed to the microscopic soil nematode Caenorhabditis elegans, nemadipine-A induces a variety of defects including those affecting morphology and egg laying.
Last Modified16 May 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H18F5NO4
Net Charge0
Average Mass419.346
Monoisotopic Mass419.11560
SMILESCCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1c(F)c(F)c(F)c(F)c1F
InChIInChI=1S/C19H18F5NO4/c1-5-28-18(26)9-7(3)25-8(4)10(19(27)29-6-2)11(9)12-13(20)15(22)17(24)16(23)14(12)21/h11,25H,5-6H2,1-4H3
InChIKeyQABNLWXKUCMDBP-UHFFFAOYSA-N
Roles Classification
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.
ChEBI Ontology
Outgoing Relation(s)
nemadipine-A (CHEBI:78546) has role calcium channel blocker (CHEBI:38215)
nemadipine-A (CHEBI:78546) is a dicarboxylic acids and O-substituted derivatives (CHEBI:131927)
nemadipine-A (CHEBI:78546) is a diester (CHEBI:51307)
nemadipine-A (CHEBI:78546) is a dihydropyridine (CHEBI:50075)
nemadipine-A (CHEBI:78546) is a ethyl ester (CHEBI:23990)
nemadipine-A (CHEBI:78546) is a pentafluorobenzenes (CHEBI:85065)
IUPAC Name 
diethyl 2,6-dimethyl-4-(pentafluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Synonym  Source
nemadipine AChEBI
Registry NumbersSources
Reaxys:458028Reaxys
Citations