CHEBI:7575 - nimodipine

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ChEBI Name nimodipine
ChEBI ID CHEBI:7575
Definition A dihydropyridine that is 1,4-dihydropyridine which is substituted by methyl groups at positions 2 and 6, a (2-methoxyethoxy)carbonyl group at position 3, a m-nitrophenyl group at position 4, and an isopropoxycarbonyl group at position 5. An L-type calcium channel blocker, it acts particularly on cerebral circulation, and is used both orally and intravenously for the prevention and treatment of subarachnoid hemorrhage from ruptured intracranial aneurysm.
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Formula C21H26N2O7
Net Charge 0
Average Mass 418.44030
Monoisotopic Mass 418.174
InChI InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3
InChIKey UIAGMCDKSXEBJQ-UHFFFAOYSA-N
SMILES COCCOC(=O)C1=C(C)NC(C)=C(C1c1cccc(c1)[N+]([O-])=O)C(=O)OC(C)C
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.
Application(s): 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.
cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nimodipine (CHEBI:7575) has role antihypertensive agent (CHEBI:35674)
nimodipine (CHEBI:7575) has role calcium channel blocker (CHEBI:38215)
nimodipine (CHEBI:7575) has role cardiovascular drug (CHEBI:35554)
nimodipine (CHEBI:7575) has role vasodilator agent (CHEBI:35620)
nimodipine (CHEBI:7575) is a 2-methoxyethyl ester (CHEBI:136838)
nimodipine (CHEBI:7575) is a C-nitro compound (CHEBI:35716)
nimodipine (CHEBI:7575) is a dicarboxylic acids and O-substituted derivatives (CHEBI:131927)
nimodipine (CHEBI:7575) is a diester (CHEBI:51307)
nimodipine (CHEBI:7575) is a dihydropyridine (CHEBI:50075)
nimodipine (CHEBI:7575) is a isopropyl ester (CHEBI:35725)
IUPAC Name
2-methoxyethyl propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
INNs Sources
nimodipine ChemIDplus
nimodipino ChemIDplus
nimodipinum ChemIDplus
Synonyms Sources
2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-methoxyethyl ester 5-isopropyl ester ChEBI
BAY e 9736 ChemIDplus
isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate ChEBI
isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate ChemIDplus
Nimodipine KEGG COMPOUND
Brand Names Sources
Nimotop ChemIDplus
Periplum ChemIDplus
Database Links Databases
1937 DrugCentral
C07267 KEGG COMPOUND
D00438 KEGG DRUG
DB00393 DrugBank
DE2117571 Patent
LSM-1659 LINCS
Nimodipine Wikipedia
US3799934 Patent
View more database links
Registry Numbers Types Sources
459792 Reaxys Registry Number Reaxys
66085-59-4 CAS Registry Number KEGG COMPOUND
66085-59-4 CAS Registry Number ChemIDplus
66085-59-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
12137606 PubMed citation Europe PMC
16180362 PubMed citation Europe PMC
17110283 PubMed citation Europe PMC
21869451 PubMed citation Europe PMC
22262041 PubMed citation Europe PMC
22300914 PubMed citation Europe PMC
8519001 PubMed citation Europe PMC
Last Modified
09 March 2018