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F133

Sigma-Aldrich

Norfluoxetine hydrochloride

≥97%, solid

Synonym(s):

(±)-γ-(4-Trifluoromethylphenoxy)benzenepropanamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H16F3NO · HCl
CAS Number:
Molecular Weight:
331.76
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥97%

form

solid

color

yellow

solubility

H2O: >4 mg/mL
DMSO: >5 mg/mL

SMILES string

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

InChI

1S/C16H16F3NO.ClH/c17-16(18,19)13-6-8-14(9-7-13)21-15(10-11-20)12-4-2-1-3-5-12;/h1-9,15H,10-11,20H2;1H

InChI key

GMTWWEPBGGXBTO-UHFFFAOYSA-N

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Application

Norfluoxetine hydrochloride has been used to examine if psychoactive pharmaceuticals in drinking water at environmental concentrations could induce neuronal gene expression. It has also been used to examine whether at environmental concentrations it can alter in vitro expression of autism spectrum disorders (ASD)-associated synaptic proteins in human neurons.

Biochem/physiol Actions

Fluoxetine metabolite; more potent inhibitor of serotonin uptake than fluoxetine with a half-life in vivo of 5-7 days.
Norfluoxetine is an active metabolite of fluoxetine. It disturbs the production of estrogen in a co-culture model of the feto-placental unit.

Caution

Hygroscopic, photosensitive

Legal Information

Sold under license from Eli Lilly and Company.

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

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S Caccia
Clinical pharmacokinetics, 34(4), 281-302 (1998-05-08)
Several chemically unrelated agents has been developed and introduced in the past decade, to supplement the earlier antidepressants. These include inhibitors of the reuptake of serotonin [the selective serotonin reuptake inhibitors (SSRI)] or noradrenaline (reboxetine) or both (milnacipran and venlafaxine)
Timothy W Chow et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(5-6), 349-358 (2011-01-19)
A liquid chromatography-tandem mass spectrometry (LC/MS/MS) method was developed and validated for the quantitation of (R)-, (S)-fluoxetine, and (R)-, (S)-norfluoxetine in ovine plasma. The analytes were extracted from ovine plasma at a basic pH using a single-step liquid-liquid extraction with
Fluoxetine and its active metabolite norfluoxetine disrupt estrogen synthesis in a co-culture model of the feto-placental unit
Thibeault A A H, et al.
Molecular and cellular endocrinology, 442, 32-39 (2017)
Dorothy Sit et al.
Journal of clinical psychopharmacology, 30(4), 381-386 (2010-07-16)
To add to the limited data on the clinical pharmacology of antidepressants during pregnancy, we examined the dose-corrected chiral and racemic levels (level/dose) of fluoxetine (FLX) and norfluoxetine (NorFLX) during pregnancy and early postpartum. The authors evaluated 17 pregnant women
E K Sawyer et al.
Pharmacology, 88(1-2), 44-49 (2011-07-16)
Fluoxetine (Prozac) is a selective serotonin reuptake inhibitor currently used to treat depression and mood disorders. It has been widely studied clinically and preclinically, yet there is limited knowledge of its pharmacokinetics in nonhuman primates. The present study characterized the

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