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CHEBI:4856 - esmolol
| ChEBI ID | CHEBI:4856 |
| ChEBI Name | esmolol |
| Stars | |
| Definition | A racemate comprising equimolar amounts of (R)- and (S)-esmolol. A cardioselective and short-acting β1 receptor blocker with rapid onset but lacking intrinsic sympathomimetic and membrane-stabilising properties, it is used as the hydrochloride salt in the management of supraventricular arrhythmias, and for the control of hypertension and tachycardia during surgery. While the S enantiomer possesses all of the heart rate control, both enantiomers contribute to lowering blood pressure. |
| Secondary ChEBI ID | CHEBI:143354 |
| Last Modified | 29 September 2025 |
| Formula | C16H25NO4 |
| Net Charge | 0 |
| Average Mass | 295.379 |
| Monoisotopic Mass | 295.17836 |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | 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. beta-adrenergic antagonist An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety. |
| Applications: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. 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. beta-adrenergic antagonist An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety. 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) |
| esmolol (CHEBI:4856) has functional parent 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoic acid (CHEBI:143310) |
| esmolol (CHEBI:4856) has part (R)-esmolol (CHEBI:60074) |
| esmolol (CHEBI:4856) has part (S)-esmolol (CHEBI:60075) |
| esmolol (CHEBI:4856) has role analgesic (CHEBI:35480) |
| esmolol (CHEBI:4856) has role anti-arrhythmia drug (CHEBI:38070) |
| esmolol (CHEBI:4856) has role antineoplastic agent (CHEBI:35610) |
| esmolol (CHEBI:4856) has role cardiovascular drug (CHEBI:35554) |
| esmolol (CHEBI:4856) has role geroprotector (CHEBI:176497) |
| esmolol (CHEBI:4856) has role β-adrenergic antagonist (CHEBI:35530) |
| esmolol (CHEBI:4856) is a racemate (CHEBI:60911) |
| Incoming Relation(s) |
| esmolol hydrochloride (CHEBI:4857) has part esmolol (CHEBI:4856) |
| IUPAC Name |
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| rac-methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate |
| INNs | Source |
|---|---|
| esmolol | ChemIDplus |
| esmolol | WHO MedNet |
| esmolol | WHO MedNet |
| esmololum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-propionic acid methyl ester | ChEMBL |
| ASL-8052-001 | ChEMBL |
| (±)-esmolol | ChemIDplus |
| Esmolol | KEGG COMPOUND |
| ESMOLOL | ChEMBL |
| Methyl 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)benzenepropanoate | ChemIDplus |
| Registry Numbers | Sources |
|---|---|
| Reaxys:5287174 | Reaxys |
| CAS:103598-03-4 | KEGG COMPOUND |
| CAS:103598-03-4 | ChemIDplus |
| CAS:81147-92-4 | ChemIDplus |
| Citations |
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