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CHEBI:9948 - verapamil
| ChEBI ID | CHEBI:9948 |
| ChEBI Name | verapamil |
| Stars | |
| 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. |
| Last Modified | 8 July 2025 |
| Formula | C27H38N2O4 |
| Net Charge | 0 |
| Average Mass | 454.602 |
| Monoisotopic Mass | 454.28316 |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. |
| Biological Roles: | 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 3.4.24.83 (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). 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). 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. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. 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 3.6.3.1 (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). |
| Applications: | 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. 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. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| 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 environmental contaminant (CHEBI:78298) |
| verapamil (CHEBI:9948) has role vasodilator agent (CHEBI:35620) |
| verapamil (CHEBI:9948) has role xenobiotic (CHEBI:35703) |
| verapamil (CHEBI:9948) is a racemate (CHEBI:60911) |
| IUPAC Name |
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| rac-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile |
| INNs | Source |
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| verapamil | ChemIDplus |
| vérapamil | WHO MedNet |
| verapamilo | ChemIDplus |
| verapamilum | ChemIDplus |
| Synonym | Source |
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| Verapamil | KEGG COMPOUND |
| Citations |
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