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verapamil (CHEBI:9948)

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ChEBI Name verapamil
ChEBI ID CHEBI:9948
Definition A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.
Stars This entity has been manually annotated by the ChEBI Team.
Roles Classification
Chemical Role(s): EC 1.2.3.1 (aldehyde oxidase) inhibitor
An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1).
EC 3.6.3.1 (phospholipid-translocating ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of phospholipid-translocating ATPase (EC 3.6.3.1).
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of xenobiotic-transporting ATPase (EC 3.6.3.44).
EC 3.4.24.18 (meprin A) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that inhibits the action of meprin A (EC 3.4.24.18).
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of anthrax lethal factor endopeptidase (EC 3.4.24.83).
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.
EC 1.2.3.1 (aldehyde oxidase) inhibitor
An EC 1.2.3.* (oxidoreductase acting on donor aldehyde/oxo group with oxygen as acceptor) inhibitor which interferes with the action of aldehyde oxidase (EC 1.2.3.1).
EC 3.6.3.1 (phospholipid-translocating ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of phospholipid-translocating ATPase (EC 3.6.3.1).
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor
An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of xenobiotic-transporting ATPase (EC 3.6.3.44).
EC 3.4.24.18 (meprin A) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that inhibits the action of meprin A (EC 3.4.24.18).
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of anthrax lethal factor endopeptidase (EC 3.4.24.83).
Application(s): anti-arrhythmia drug
A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
vasodilator agent
A drug used to cause dilation of the blood vessels.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing verapamil (CHEBI:9948) has part (S)-verapamil (CHEBI:77736)
verapamil (CHEBI:9948) has part dexverapamil (CHEBI:77734)
verapamil (CHEBI:9948) has role anti-arrhythmia drug (CHEBI:38070)
verapamil (CHEBI:9948) has role antihypertensive agent (CHEBI:35674)
verapamil (CHEBI:9948) has role calcium channel blocker (CHEBI:38215)
verapamil (CHEBI:9948) has role EC 1.2.3.1 (aldehyde oxidase) inhibitor (CHEBI:62872)
verapamil (CHEBI:9948) has role EC 3.4.24.18 (meprin A) inhibitor (CHEBI:77745)
verapamil (CHEBI:9948) has role EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor (CHEBI:77255)
verapamil (CHEBI:9948) has role EC 3.6.3.1 (phospholipid-translocating ATPase) inhibitor (CHEBI:77747)
verapamil (CHEBI:9948) has role EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor (CHEBI:77748)
verapamil (CHEBI:9948) has role vasodilator agent (CHEBI:35620)
verapamil (CHEBI:9948) is a racemate (CHEBI:60911)
IUPAC Name
rac-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
INNs Sources
verapamil ChemIDplus
vérapamil WHO MedNet
verapamilo ChemIDplus
verapamilum ChemIDplus
Synonym Source
Verapamil KEGG COMPOUND
Database Links Databases
C07188 KEGG COMPOUND
D02356 KEGG DRUG
DB00661 DrugBank
View more database links
Registry Numbers Types Sources
2825000 Beilstein Registry Number Beilstein
2825000 Reaxys Registry Number Reaxys
52-53-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11142488 PubMed citation CiteXplore
11389609 PubMed citation CiteXplore
11454724 PubMed citation CiteXplore
11975770 PubMed citation CiteXplore
12454681 PubMed citation CiteXplore
14681337 PubMed citation CiteXplore
16545584 PubMed citation CiteXplore
17525564 PubMed citation CiteXplore
17724247 PubMed citation CiteXplore
18093581 PubMed citation CiteXplore
18337499 PubMed citation CiteXplore
19125880 PubMed citation CiteXplore
24532601 PubMed citation CiteXplore
24577794 PubMed citation CiteXplore
8861548 PubMed citation CiteXplore
Last Modified
18 mars 2014

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