An isomer of fluoxetine
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meta-Fluoxetine (hydrochloride)

Item No. 22158

Technical Information
Formal Name
N-methyl-γ-[3-(trifluoromethyl)phenoxy]-benzenepropanamine, monohydrochloride
CAS Number
79088-29-2
Synonyms
  • m-Fluoxetine
  • Fluoxetine Impurity C
  • Fluoxetine Related Compound A
Molecular Formula
C17H18F3NO • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 16 mg/mlDMSO: 12.5 mg/mlEthanol: 12.5 mg/mlPBS (pH 7.2): 0.2 mg/ml
λmax
277 nm
SMILES
CNCCC(C1=CC=CC=C1)OC2=CC(C(F)(F)F)=CC=C2.Cl
InChi Code
InChI=1S/C17H18F3NO.ClH/c1-21-11-10-16(13-6-3-2-4-7-13)22-15-9-5-8-14(12-15)17(18,19)20;/h2-9,12,16,21H,10-11H2,1H3;1H
InChi Key
JCRCCLNIWABPIS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    meta-Fluoxetine is an isomer of fluoxetine (Item No. 14418) that is found as an impurity in fluoxetine preparations. meta-Fluoxetine is a weaker serotonin selective reuptake inhibitor (SSRI) than fluoxetine, in which the trifluoromethyl group is at the para position (Kis = 166 and 17 nM, respectively, in rat brain synaptosomes).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wong, D.T., Bymaster, F.P., Horng, J.S., et alA new selective inhibitor for uptake of serotonin into synaptosomes of rat brain: 3-(p-trifluoromethylphenoxy). N-methyl-3-phenylpropylamine. J. Pharmacol. Exp. Ther. 193(3), 804-811 (1975).

    2. Wong, D.T., Bymaster, F.P., and Engleman, E.A. Prozac (fluoxetine, Lilly 110140), the first selective serotonin uptake inhibitor and an antidepressant drug: Twenty years since its first publication. Life Sci. 57(5), 411-441 (1995).