CHEBI:78546 - nemadipine-A

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ChEBI Name nemadipine-A
ChEBI ID CHEBI:78546
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H18F5NO4
Net Charge 0
Average Mass 419.34250
Monoisotopic Mass 419.11560
InChI InChI=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
InChIKey QABNLWXKUCMDBP-UHFFFAOYSA-N
SMILES CCOC(=O)C1=C(C)NC(C)=C(C1c1c(F)c(F)c(F)c(F)c1F)C(=O)OCC
Roles Classification
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.
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ChEBI Ontology
Outgoing 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 A ChEBI
Registry Number Type Source
458028 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16672971 PubMed citation Europe PMC
18464914 PubMed citation Europe PMC
21684004 PubMed citation Europe PMC
24009855 PubMed citation Europe PMC
Last Modified
16 May 2016