| Coumarin () or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and is considered a lactone.
Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste. It is found in many plants, where it may serve as a chemical defense against predators. While coumarin is not an anticoagulant, its 3-alkyl-4-hydroxy derivatives, such as the fungal metabolite dicoumarol, inhibit synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism. |
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InChI=1S/C21H24F3N3S/c1- 25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3 |
| ZEWQUBUPAILYHI-UHFFFAOYSA-N |
| CN1CCN(CCCN2c3ccccc3Sc3ccc(cc23)C(F)(F)F)CC1 |
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Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
calmodulin antagonist
An antagonist that interferes with the action of the calcium-binding messenger protein calmodulin.
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).
EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor
An EC 5.3.3.* (intramolecular oxidase transposing C2C bonds) inhibitor that interferes with the action of a cholestenol Delta-isomerase (EC 5.3.3.5).
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dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
phenothiazine antipsychotic drug
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View more via ChEBI Ontology
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10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
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trifluoperazina
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ChemIDplus
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trifluoperazine
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KEGG DRUG
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trifluopérazine
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ChEBI
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trifluoperazinum
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ChemIDplus
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10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
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NIST Chemistry WebBook
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10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE
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PDBeChem
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Trifluoperazine
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KEGG COMPOUND
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trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine
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NIST Chemistry WebBook
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trifluoroperazine
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NIST Chemistry WebBook
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trifluperazine
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ChemIDplus
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117-89-5
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CAS Registry Number
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KEGG COMPOUND
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117-89-5
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CAS Registry Number
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ChemIDplus
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117-89-5
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CAS Registry Number
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NIST Chemistry WebBook
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2415561
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Gmelin Registry Number
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Gmelin
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57272
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Beilstein Registry Number
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Beilstein
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57272
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Reaxys Registry Number
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Reaxys
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11121417
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PubMed citation
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Europe PMC
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14974020
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PubMed citation
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Europe PMC
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15722405
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PubMed citation
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Europe PMC
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1650428
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PubMed citation
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Europe PMC
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19277699
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PubMed citation
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Europe PMC
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19747949
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PubMed citation
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Europe PMC
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20544963
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PubMed citation
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Europe PMC
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7404501
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PubMed citation
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Europe PMC
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9730919
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PubMed citation
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Europe PMC
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2014-07-14
