F133
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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
GMTWWEPBGGXBTO-UHFFFAOYSA-N
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
assay
≥97%
form
solid
color
yellow
solubility
H2O: >4 mg/mL, DMSO: >5 mg/mL
Quality Level
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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.
Legal Information
Sold under license from Eli Lilly and Company.
Disclaimer
Hygroscopic, photosensitive
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M Koelch et al.
Pharmacopsychiatry, 45(2), 72-76 (2011-11-17)
Information about therapeutic serum levels of fluoxetine (FLX) and its major metabolite norfluoxetine (NORFLX) in children and adolescents is scarce. Therapeutic drug monitoring (TDM) of FLX was routinely performed in 71 subjects treated for a major depressive disorder (MDD) (10-60
Robert K McNamara et al.
Progress in neuro-psychopharmacology & biological psychiatry, 34(7), 1317-1321 (2010-07-27)
Omega-3 (n-3) polyunsaturated fatty acids (PUFA) and fluoxetine (FLX) have additive effects in the treatment of major depressive disorder, and FLX up-regulates genes that regulate fatty acid biosynthesis in vitro. Although these data suggest that FLX may augment n-3 fatty
W Abdel-Razaq et al.
Neurochemical research, 36(2), 327-338 (2010-12-02)
The in vitro effects of antidepressant drugs on mitochondrial function were investigated in a CHOβ(2)SPAP cell line used previously to determine the effects of antidepressants on gene transcription (Abdel-Razaq et al., Biochem Pharmacol 73:1995-2003, 2007) and in rat heart isolated
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
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
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