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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

Quality Level

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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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
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Epstein-Barr virus (EBV)-positive Hodgkin's and Reed-Sternberg (HRS) cells express the virus-encoded latent membrane proteins LMP1 and LMP2 that could serve as rejection targets in Hodgkin's disease (HD). To examine whether EBV-triggered reactivities can be detected in the tumor, we have
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Prolonged behavioral challenges can cause animals to switch from active to passive coping strategies to manage effort-expenditure during stress; such normally adaptive behavioral state transitions can become maladaptive in psychiatric disorders such as depression. The underlying neuronal dynamics and brainwide
Xin-Xian Ye et al.
Nuclear medicine and biology, 31(5), 557-562 (2004-06-29)
A radiopharmaceutical, (123)I-labeled 2-((2-((dimethylamino)methyl)phenyl)thio)-5-iodophenylamine ([(123)I]ADAM), has been developed recently for evaluation of how serotonin transporters (SERT) function in the brain. However, the detailed biodistribution and specific binding in certain brain areas are not well investigated. In this study, both phosphor

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Chromatograms

application for HPLCsuitable for GC

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