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Merck

F132

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:
56296-78-7
Molecular Weight:
345.79
NACRES:
NA.77
PubChem Substance ID:
24278096
UNSPSC Code:
12352200
EC Number:
260-101-2
MDL number:
MFCD00214288

Product Name

Fluoxetine hydrochloride, solid

InChI key

GIYXAJPCNFJEHY-UHFFFAOYSA-N

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

SMILES string

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

form

solid

color

white

solubility

H2O: 4 mg/mL
DMSO: >5 mg/mL

originator

Eli Lilly

Quality Level

200

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363), SLC6A4(6532)

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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.

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®.

Legal Information

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

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Danger

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000515839
0000515839
0000515840
0000515840
0000495338

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T Frisan et al.
Blood, 86(4), 1493-1501 (1995-08-15)
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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
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
David T Wong et al.
Nature reviews. Drug discovery, 4(9), 764-774 (2005-08-27)
In the early 1970s, evidence of the role of serotonin (5-hydroxytryptamine or 5-HT) in depression began to emerge and the hypothesis that enhancing 5-HT neurotransmission would be a viable mechanism to mediate antidepressant response was put forward. On the basis
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