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F132

Sigma-Aldrich

Fluoxetine hydrochloride

≥98% (TLC), solid, selective serotonin reuptake inhibitor 

Synonym(s):

Fluoxetine HCl, (±)-N-Methyl-γ-[4-(trifluoromethyl)phenoxy]benzenepropanamine hydrochloride, LY-110,140 hydrochloride, Prozac®

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About This Item

Empirical Formula (Hill Notation):
C17H18F3NO · HCl
CAS Number:
Molecular Weight:
345.79
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Fluoxetine hydrochloride, solid

form

solid

color

white

solubility

H2O: 4 mg/mL
DMSO: >5 mg/mL

originator

Eli Lilly

SMILES string

CNCCC(C1=CC=CC=C1)OC2=CC=C(C(F)(F)F)C=C2.[H]Cl

InChI

1S/C17H18F3NO.ClH/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20;/h2-10,16,21H,11-12H2,1H3;1H

InChI key

GIYXAJPCNFJEHY-UHFFFAOYSA-N

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General description

Fluoxetine hydrochloride is a psychotropic agent and one of the initial members of the anti-depressant class of drugs known as selective serotonin-reuptake inhibitors (SSRIs). It is the active ingredient of Prozac®.

Application

Fluoxetine hydrochloride has been used to study its effect on the binding ability of the radiopharmaceutical 123I-labeled 2-((2-((dimethylamino)methyl)phenyl)thio)-5-iodophenylamine ([123I]ADAM) to SERT (serotonin transporters) in mice. It has also been used for the chronic treatment of light deprived animals.It has also been used as a serotonin reuptake inhibitor to study its effects on acute stress in fish.

Biochem/physiol Actions

Fluoxetine hydrochloride works at presynaptic terminals where it prevents the reuptake of serotonin, resulting in the accumulation of serotonin in extracellular fluid at synapses.
Selective serotonin reuptake inhibitor; antidepressant.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Biogenic Amine Transporters and Chloride Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold under license from Eli Lilly and Company.
Prozac is a registered trademark of Eli Lilly and Co.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sarah C Wiles et al.
Environmental science & technology, 54(13), 8072-8082 (2020-06-20)
Natural environments are subject to a range of anthropogenic stressors, with pharmaceutical pollution being among the fastest-growing agents of global change. However, despite wild animals living in complex multi-stressor environments, interactions between pharmaceutical exposure and other stressors remain poorly understood.
Maria T Accioly et al.
Cancer research, 68(6), 1732-1740 (2008-03-15)
Lipid bodies (lipid droplets) are emerging as dynamic organelles involved in lipid metabolism and inflammation. Increased lipid body numbers have been described in tumor cells; however, its functional significance in cancer has never been addressed. Here, we showed increased number
Murilo S de Abreu et al.
Hormones and behavior, 125, 104813-104813 (2020-07-04)
Stress is known to modulate behavioral responses and rapid decision-making processes, especially under challenging contexts which often occur in social and cooperative interactions. Here, we evaluated the effects of acute stress on cooperative behavior of the Indo-Pacific cleaner wrasse (Labroides
Darlene C Deecher et al.
The Journal of pharmacology and experimental therapeutics, 318(2), 657-665 (2006-05-06)
The purpose of this study was to characterize a new chemical entity, desvenlafaxine succinate (DVS). DVS is a novel salt form of the isolated major active metabolite of venlafaxine. Competitive radioligand binding assays were performed using cells expressing either the
Chaoran Ren et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 38(7), 1163-1175 (2013-02-02)
Light is a powerful modulator of higher-order cognitive processes such as mood but it remains unclear which neural circuits mediate the impact of light on affective behavior. We found that light deprivation produces a depressive-like behavioral state that is reversed

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Chromatograms

application for HPLCsuitable for GC

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