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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 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 3.4.24.18 (meprin A) inhibitor An EC 3.4.24.* (metalloendopeptidase) inhibitor that inhibits the action of meprin A (EC 3.4.24.18). EC 3.6.3.44 (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. 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). 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 3.4.24.83 (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). |
| Applications: | 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. |
| 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 |
| verapamilo | ChemIDplus |
| verapamilum | ChemIDplus |
| vérapamil | WHO MedNet |
| Synonym | Source |
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| Verapamil | KEGG COMPOUND |
| Citations |
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