CHEBI:180904 - (R)-nicardipine

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ChEBI Name (R)-nicardipine
ChEBI ID CHEBI:180904
ChEBI ASCII Name (R)-nicardipine
Definition The R-enantiomer of nicardipine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C26H29N3O6
Net Charge 0
Average Mass 479.533
Monoisotopic Mass 479.20564
InChI InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3/t24-/m1/s1
InChIKey ZBBHBTPTTSWHBA-XMMPIXPASA-N
SMILES [H][C@@]1(C2=CC=CC(=C2)[N+]([O-])=O)C(C(=O)OC)=C(C)NC(C)=C1C(=O)OCCN(C)CC1=CC=CC=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-nicardipine (CHEBI:180904) has role antihypertensive agent (CHEBI:35674)
(R)-nicardipine (CHEBI:180904) has role calcium channel blocker (CHEBI:38215)
(R)-nicardipine (CHEBI:180904) is a 2-[benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (CHEBI:180905)
(R)-nicardipine (CHEBI:180904) is enantiomer of (S)-nicardipine (CHEBI:135777)
Incoming nicardipine (CHEBI:7550) has part (R)-nicardipine (CHEBI:180904)
(S)-nicardipine (CHEBI:135777) is enantiomer of (R)-nicardipine (CHEBI:180904)
IUPAC Name
2-[benzyl(methyl)amino]ethyl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Synonyms Sources
(−)-nicardipine ChEBI
(R)-YC-93 free base ChEBI
R-(−)-nicardipine ChEBI
Manual Xref Database
5036254 ChemSpider
View more database links
Registry Number Type Source
76093-35-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10204680 PubMed citation Europe PMC
11214770 PubMed citation Europe PMC
2432901 PubMed citation Europe PMC
2981533 PubMed citation Europe PMC
3023614 PubMed citation Europe PMC
3350056 PubMed citation Europe PMC
7503807 PubMed citation Europe PMC
8641321 PubMed citation Europe PMC
Last Modified
14 October 2021