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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: | 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 3.6.3.44 (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). antiviral agent A substance that destroys or inhibits replication of viruses. 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). analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. 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 3.4.24.18 (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). |
| Applications: | hypoglycemic agent A drug which lowers the blood glucose level. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. anti-inflammatory agent Any compound that has anti-inflammatory effects. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. vasodilator agent A drug used to cause dilation of the blood vessels. antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. 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 analgesic (CHEBI:35480) |
| verapamil (CHEBI:9948) has role anti-arrhythmia drug (CHEBI:38070) |
| verapamil (CHEBI:9948) has role anti-inflammatory agent (CHEBI:67079) |
| verapamil (CHEBI:9948) has role antihypertensive agent (CHEBI:35674) |
| verapamil (CHEBI:9948) has role antineoplastic agent (CHEBI:35610) |
| verapamil (CHEBI:9948) has role antipsychotic agent (CHEBI:35476) |
| verapamil (CHEBI:9948) has role antiviral agent (CHEBI:22587) |
| verapamil (CHEBI:9948) has role calcium channel blocker (CHEBI:38215) |
| verapamil (CHEBI:9948) has role cardiovascular drug (CHEBI:35554) |
| 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 hypoglycemic agent (CHEBI:35526) |
| 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 |
| Synonyms | Source |
|---|---|
| CP-16,533-1 | ChEMBL |
| CP-165331 | ChEMBL |
| D-365 | ChEMBL |
| Iproveratril | ChEMBL |
| NSC-272306NA | ChEMBL |
| Verapamil | KEGG COMPOUND |
| Citations |
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