CHEBI:73410 - nisoxetine

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ChEBI Name nisoxetine
ChEBI ID CHEBI:73410
Definition A secondary amino compound that is N-methyl-3-phenylpropan-1-amine substituted at position 3 by a 2-methoxyphenoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
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Formula C17H21NO2
Net Charge 0
Average Mass 271.35410
Monoisotopic Mass 271.15723
InChI InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3
InChIKey ITJNARMNRKSWTA-UHFFFAOYSA-N
SMILES CNCCC(Oc1ccccc1OC)c1ccccc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
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ChEBI Ontology
Outgoing nisoxetine (CHEBI:73410) has role adrenergic uptake inhibitor (CHEBI:35640)
nisoxetine (CHEBI:73410) has role antidepressant (CHEBI:35469)
nisoxetine (CHEBI:73410) is a aromatic ether (CHEBI:35618)
nisoxetine (CHEBI:73410) is a secondary amino compound (CHEBI:50995)
IUPAC Name
3-(2-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine
INNs Sources
nisoxetina WHO MedNet
nisoxetine KEGG DRUG
nisoxétine WHO MedNet
nisoxetinum WHO MedNet
Synonyms Sources
3-(2-Methoxyphenoxy)-N-methyl-3-phenylpropylamine ChemIDplus
3-(o-Methoxyphenoxy)-N-methyl-3-phenylpropylamine ChemIDplus
DL-N-Methyl-3-(o-methoxyphenoxy)-N-methyl-3-phenylpropylamine ChemIDplus
N-Methyl-gamma-(2-methylphenoxy)phenylpropanolamine ChemIDplus
Manual Xrefs Databases
D05173 KEGG DRUG
LSM-1934 LINCS
Nisoxetine Wikipedia
View more database links
Registry Numbers Types Sources
2946689 Reaxys Registry Number Reaxys
53179-07-0 CAS Registry Number ChemIDplus
53179-07-0 CAS Registry Number KEGG DRUG
57226-61-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21933682 PubMed citation Europe PMC
22166377 PubMed citation Europe PMC
22781838 PubMed citation Europe PMC
22874414 PubMed citation Europe PMC
22889000 PubMed citation Europe PMC
23431425 PubMed citation Europe PMC
23597562 PubMed citation Europe PMC
Last Modified
05 March 2020