CHEBI:5138 - fluvoxamine

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ChEBI Name fluvoxamine
ChEBI ID CHEBI:5138
Definition An oxime O-ether that is benzene substituted by a (1E)-N-(2-aminoethoxy)-5-methoxypentanimidoyl group at position 1 and a trifluoromethyl group at position 4. It is a selective serotonin reuptake inhibitor that is used for the treatment of obsessive-compulsive disorder.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H21F3N2O2
Net Charge 0
Average Mass 318.340
Monoisotopic Mass 318.15551
InChI InChI=1S/C15H21F3N2O2/c1-21-10-3-2-4-14(20-22-11-9-19)12-5-7-13(8-6-12)15(16,17)18/h5-8H,2-4,9-11,19H2,1H3/b20-14+
InChIKey CJOFXWAVKWHTFT-XSFVSMFZSA-N
SMILES COCCCC\C(=N/OCCN)C1=CC=C(C=C1)C(F)(F)F
Roles Classification
Biological Role(s): 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.
Application(s): 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.
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.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing fluvoxamine (CHEBI:5138) has functional parent (trifluoromethyl)benzene (CHEBI:36810)
fluvoxamine (CHEBI:5138) has role antidepressant (CHEBI:35469)
fluvoxamine (CHEBI:5138) has role anxiolytic drug (CHEBI:35474)
fluvoxamine (CHEBI:5138) has role serotonin uptake inhibitor (CHEBI:50949)
fluvoxamine (CHEBI:5138) is a (trifluoromethyl)benzenes (CHEBI:83565)
fluvoxamine (CHEBI:5138) is a 5-methoxyvalerophenone O-(2-aminoethyl)oxime (CHEBI:36815)
IUPAC Name
(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentan-1-one O-(2-aminoethyl)oxime
INNs Sources
fluvoxamina WHO MedNet
fluvoxamine WHO MedNet
fluvoxamine ChemIDplus
fluvoxaminum WHO MedNet
Synonyms Sources
2-{[(E)-{5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}amino]oxy}ethan-1-amine IUPAC
Fluvoxamine KEGG COMPOUND
O-(2-aminoethyl)-N-{(1E)-5-methoxy-1-[4-(trifluoromethyl)phenyl]pentylidene}hydroxylamine IUPAC
Manual Xrefs Databases
1230 DrugCentral
4481878 ChemSpider
C07571 KEGG COMPOUND
CPD-20520 MetaCyc
D07984 KEGG DRUG
DB00176 DrugBank
Fluvoxamine Wikipedia
FVX PDBeChem
HMDB0014322 HMDB
NL7503310 Patent
US4085225 Patent
View more database links
Registry Numbers Types Sources
54739-18-3 CAS Registry Number KEGG COMPOUND
54739-18-3 CAS Registry Number ChemIDplus
54739-18-3 CAS Registry Number NIST Chemistry WebBook
5583954 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
01 February 2021