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

Molecular Formula	C20H25NO2
Molecular Weight	311.418
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

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

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:03:12 UTC 2023` Edited by `admin` on `Sat Dec 16 18:03:12 UTC 2023`
Record UNII	8Y719ZLX8C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FEMOXETINE

Official Name

English

femoxetine [INN]

Common Name

English

FEMOXETINE [MI]

Common Name

English

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

Common Name

English

FEMOXETINE [MART.]

Common Name

English

Femoxetine [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47794