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CHEBI:3723 - citalopram
| ChEBI ID | CHEBI:3723 |
| ChEBI Name | citalopram |
| Stars | |
| Definition | A racemate comprising equimolar amounts of (R)-citalopram and its enantiomer, escitalopram. It is used as an antidepressant, although only escitalopram is active. |
| Last Modified | 22 February 2017 |
| Formula | C20H21FN2O |
| Net Charge | 0 |
| Average Mass | 324.393 |
| Monoisotopic Mass | 324.16379 |
| 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 3.4.21.26 (prolyl oligopeptidase) inhibitor Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26). EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12). serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. |
| Applications: | antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. antiparkinson drug A drug used in the treatment of Parkinson's disease. antispasmodic drug A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. anxiolytic drug Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| citalopram (CHEBI:3723) has part (R)-citalopram (CHEBI:36792) |
| citalopram (CHEBI:3723) has part escitalopram (CHEBI:36791) |
| citalopram (CHEBI:3723) has role antidepressant (CHEBI:35469) |
| citalopram (CHEBI:3723) has role antiparkinson drug (CHEBI:48407) |
| citalopram (CHEBI:3723) has role antipsychotic agent (CHEBI:35476) |
| citalopram (CHEBI:3723) has role antispasmodic drug (CHEBI:53784) |
| citalopram (CHEBI:3723) has role anxiolytic drug (CHEBI:35474) |
| citalopram (CHEBI:3723) has role cardiovascular drug (CHEBI:35554) |
| citalopram (CHEBI:3723) has role EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor (CHEBI:77402) |
| citalopram (CHEBI:3723) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779) |
| citalopram (CHEBI:3723) has role environmental contaminant (CHEBI:78298) |
| citalopram (CHEBI:3723) has role serotonin uptake inhibitor (CHEBI:50949) |
| citalopram (CHEBI:3723) has role xenobiotic (CHEBI:35703) |
| citalopram (CHEBI:3723) is a racemate (CHEBI:60911) |
| IUPAC Name |
|---|
| rac-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile |
| INNs | Source |
|---|---|
| citalopram | ChemIDplus |
| citalopram | WHO MedNet |
| citalopram | WHO MedNet |
| citalopramum | ChemIDplus |
| Synonyms | Source |
|---|---|
| 1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-5-isobenzofurancarbonitrile | ChemIDplus |
| 1-(3-(dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile | ChemIDplus |
| Citalopram | KEGG COMPOUND |
| Lu 10-171 | ChemIDplus |
| Nitalapram | ChemIDplus |
| Brand Names | Source |
|---|---|
| Cipram | ChemIDplus |
| Citadur | KEGG DRUG |
| Manual Xrefs | Databases |
|---|---|
| C07572 | KEGG COMPOUND |
| Citalopram | Wikipedia |
| D07704 | KEGG DRUG |
| DB00215 | DrugBank |
| DE2657013 | Patent |
| EP0171943 | Patent |
| EP1506963 | Patent |
| HMDB0005038 | HMDB |
| US4136193 | Patent |
| Registry Numbers | Sources |
|---|---|
| Reaxys:1397373 | Reaxys |
| CAS:59729-33-8 | ChemIDplus |
| CAS:59729-33-8 | KEGG COMPOUND |
| CAS:59729-33-8 | NIST Chemistry WebBook |
| Citations |
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