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F1678

Sigma-Aldrich

R-(−)-Fluoxetine hydrochloride

>98% (HPLC), solid

Synonym(s):

(R)-N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H18NOF3 · HCl
CAS Number:
114247-09-5
Molecular Weight:
345.79
MDL number:
MFCD04040065
UNSPSC Code:
12352200
PubChem Substance ID:
24278433
NACRES:
NA.77

Quality Level

100

Assay

>98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: soluble >10 mg/mL

originator

Eli Lilly

SMILES string

Cl[H].CNCC[C@@H](Oc1ccc(cc1)C(F)(F)F)c2ccccc2

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/t16-;/m1./s1

InChI key

GIYXAJPCNFJEHY-PKLMIRHRSA-N

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)

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Application

R-(−)-Fluoxetine hydrochloride has been used as a serotonin reuptake inhibitor:
  • to study its effects on the embryoid body (EB) morphogenesis
  • in combination with muscimol hydrobromide (MUS) as well as individually to study its neurotoxic effects on neuronal cells grown on multielectrode array (MEA) chips
  • to study its effects as an endocrine disruption inducer in Pimephales promelas

Biochem/physiol Actions

Fluoxetine exhibits anti-depressant activity by increasing the serotonin levels in the neuron synaptic space. It also exhibits therapeutic effects against depression and other mood disorders.
Selective serotonin reuptake inhibitor.

Features and Benefits

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

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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Erica L L Warkus et al.
Toxicological sciences : an official journal of the Society of Toxicology, 165(2), 372-388 (2018-06-13)
Fluoxetine is one of the most commonly prescribed antidepressants in the selective serotonin reuptake inhibitor (SSRI) class. Epidemiologic studies have suggested a link between maternal fluoxetine use during pregnancy and an increased incidence of birth defects. However, the mechanisms by
Bibiana Scelfo et al.
Toxicology, 299(2-3), 172-183 (2012-06-06)
Cortical neurons grown on multielectrode array (MEA) chips have been shown to be a valuable alternative method to study electrophysiological properties of the central nervous system neurons and to perform functional toxicological screening. Here we studied the effects of binary
Maria Gonzalez-Rey et al.
Environmental pollution (Barking, Essex : 1987), 173, 200-209 (2012-12-04)
Fluoxetine (FLX) the active pharmaceutical ingredient (API) in Prozac(®) is a widely prescribed psychoactive drug which ubiquitous occurrence in the aquatic environment is associated to a poor removal rate in waste-water treatment plant (WWTP) systems. This API acts as a
Jing Yuan et al.
Nature chemical biology, 5(10), 765-771 (2009-09-08)
Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened seven parasite lines for differences in responses to 1,279 bioactive chemicals. Hundreds of compounds were
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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