CHEBI:94536 - N-methylparoxetine

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ChEBI Name N-methylparoxetine
ChEBI ID CHEBI:94536
ChEBI ASCII Name N-methylparoxetine
Definition A member of the class of benzodioxoles that is paroxetine in which the piperidine hydrogen is substituted by a methyl group. It is a drug impurity of the antidepressant, paroxetine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H22FNO3
Net Charge 0
Average Mass 343.398
Monoisotopic Mass 343.15837
InChI InChI=1S/C20H22FNO3/c1-22-9-8-18(14-2-4-16(21)5-3-14)15(11-22)12-23-17-6-7-19-20(10-17)25-13-24-19/h2-7,10,15,18H,8-9,11-13H2,1H3/t15-,18-/m0/s1
InChIKey MOJZPKOBKCXNKG-YJBOKZPZSA-N
SMILES C=1(OC[C@H]2[C@](C=3C=CC(=CC3)F)(CCN(C2)C)[H])C=C4C(OCO4)=CC1
Roles Classification
Chemical Role(s): impurity
A chemical role played by any unwanted chemical substance inside a confined amount of liquid, gas, or solid, which differs from the chemical composition of the material or compound. For example, an impurity can be an undesired by-product of a chemical reaction or manufacturing process, a drug contaminant, or can be created upon degradation during storage.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
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ChEBI Ontology
Outgoing N-methylparoxetine (CHEBI:94536) has functional parent paroxetine (CHEBI:7936)
N-methylparoxetine (CHEBI:94536) has role apoptosis inducer (CHEBI:68495)
N-methylparoxetine (CHEBI:94536) has role impurity (CHEBI:143130)
N-methylparoxetine (CHEBI:94536) has role serotonin uptake inhibitor (CHEBI:50949)
N-methylparoxetine (CHEBI:94536) is a aromatic ether (CHEBI:35618)
N-methylparoxetine (CHEBI:94536) is a benzodioxoles (CHEBI:38298)
N-methylparoxetine (CHEBI:94536) is a monofluorobenzenes (CHEBI:83575)
N-methylparoxetine (CHEBI:94536) is a piperidines (CHEBI:26151)
N-methylparoxetine (CHEBI:94536) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-1-methylpiperidine
Synonyms Sources
(3S,4R)-N-methylparoxetine ChEBI
(3S-trans)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-1-methylpiperidine ChEBI
paroxetine related compound F ChEBI
trans-(−)-N-methylparoxetine ChEBI
Manual Xrefs Databases
LSM-5362 LINCS
SK10992003 Patent
View more database links
Registry Numbers Types Sources
110429-36-2 CAS Registry Number ChemIDplus
7468178 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1360504 PubMed citation Europe PMC
2892909 PubMed citation Europe PMC
30097343 PubMed citation Europe PMC
31336784 PubMed citation Europe PMC
Last Modified
18 October 2019