A minor active metabolite of venlafaxine
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(±)-N-desmethyl Venlafaxine (hydrochloride)

Item No. 35403

Technical Information
Formal Name
1-[1-(4-methoxyphenyl)-2-(methylamino)ethyl]-cyclohexanol, monohydrochloride
CAS Number
93413-90-2
Synonyms
  • Wy 45494
Molecular Formula
C16H25NO2 • HCl
Formula Weight
Purity
≥95%
A solid
Chloroform: slightly solubleDMSO: slightly solubleMethanol: slightly soluble
λmax
226 nm
SMILES
COC(C=C1)=CC=C1C(CNC)C2(O)CCCCC2.Cl
InChi Code
InChI=1S/C16H25NO2.ClH/c1-17-12-15(16(18)10-4-3-5-11-16)13-6-8-14(19-2)9-7-13;/h6-9,15,17-18H,3-5,10-12H2,1-2H3;1H
InChi Key
HWPAFKGYJZARRM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-N-desmethyl Venlafaxine is a minor active metabolite of the selective norepinephrine and serotonin reuptake inhibitor (SNRI) venlafaxine.1 It is formed from venlafaxine by the cytochrome P450 (CYP) isoform CYP3A4.2 (±)-N-desmethyl Venlafaxine inhibits norepinephrine and serotonin reuptake in rat synaptosome preparations (IC50s = 4.7 and 1.6 µM, respectively).1 In vivo, (±)-N-desmethyl venlafaxine reverses reserpine-induced hypothermia in mice with a minimum effective dose (MED) of 10 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Muth, E.A., Moyer, J.A., Haskins, J.T., et alBiochemical, neurophysiological, and behavioral effects of Wy-45,233 and other identified metabolites of the antidepressant venlafaxine. Drug Dev. Res. 23(2), 191-199 (1991).

    2. Otton, S.V., Ball, S.E., Cheung, S.W., et alVenlafaxine oxidation in vitro is catalysed by CYP2D6. Br. J. Clin. Pharmacol. 41(2), 149-156 (1996).