FEMOXETINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H25NO2
Molecular Weight	311.418
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(OC[C@H]2CN(C)CC[C@@H]2C3=CC=CC=C3)C=C1

InChI

InChIKey=OJSFTALXCYKKFQ-YLJYHZDGSA-N

InChI=1S/C20H25NO2/c1-21-13-12-20(16-6-4-3-5-7-16)17(14-21)15-23-19-10-8-18(22-2)9-11-19/h3-11,17,20H,12-15H2,1-2H3/t17-,20-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8445992 | https://adisinsight.springer.com/drugs/800000721 | https://www.ncbi.nlm.nih.gov/pubmed/3544654 | https://www.ncbi.nlm.nih.gov/pubmed/6753446 | https://www.ncbi.nlm.nih.gov/pubmed/3067246 | https://www.ncbi.nlm.nih.gov/pubmed/3301710

Femoxetine is a selective serotonin re-uptake inhibitor. It was being studied in the treatment of narcolepsy, migraine, depressive states and eating disorder. Femoxetine development has been discontinued.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
Chronic thromboembolic pulmonary hypertension.	2010-04	20376164
Aripiprazole Improves Depressive Symptoms and Immunological Response to Antiretroviral Therapy in an HIV-Infected Subject with Resistant Depression.	2010	20369069
Optimizing prophylactic treatment of migraine: Subtypes and patient matching.	2008-10	19209286
Antidepressant drugs for narcolepsy.	2008-01-23	18254030
Reversal of resistance in microorganisms by help of non-antibiotics.	2007-06	17403708
Antidepressant drugs for narcolepsy.	2005-07-20	16034909
Structural differences between paroxetine and femoxetine responsible for differential inhibition of Staphylococcus aureus efflux pumps.	2004-06-21	15149651
Phenylpiperidine selective serotonin reuptake inhibitors interfere with multidrug efflux pump activity in Staphylococcus aureus.	2003-09	13678830
Vibrational circular dichroism spectroscopy study of paroxetine and femoxetine precursors.	2002	12012452
Enantiomeric enrichment of (+)-(3R,4S)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine by crystallization.	2001	11958339
Inhibition of HIV replication by neuroleptic agents and their potential use in HIV infected patients with AIDS related dementia.	2000-04	10773489

Patents

Name

Type

Language

FEMOXETINE

Official Name

English

(+)-TRANS-3-((P-METHOXYPHENOXY)METHYL)-1-METHYL-4-PHENYLPIPERIDINE

Preferred Name

English

femoxetine [INN]

Common Name

English

FEMOXETINE [MI]

Common Name

English

FEMOXETINE [MART.]

Common Name

English

Femoxetine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47794