An active metabolite of venlafaxine
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(±)-O-Desmethyl Venlafaxine

Item No. 9001881

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]-phenol
CAS Number
93413-62-8
Synonyms
  • Desvenlafaxine
  • DVS 233
  • MDD-XR
  • Wy 45233
Molecular Formula
C16H25NO2
Formula Weight
263.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS (pH 7.2) (1:2): 0.30 mg/mlDMSO: 0.25 mg/mlEthanol: 0.10 mg/ml
λmax
226, 275 nm
SMILES
OC1=CC=C(C(CN(C)C)C2(O)CCCCC2)C=C1
InChi Code
InChI=1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3
InChi Key
KYYIDSXMWOZKMP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $80

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    10 mg

    $149

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    25 mg

    $351

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    50 mg

    $583

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    Product Description

    (±)-O-Desmethyl venlafaxine is an active metabolite of the selective norepinephrine and serotonin reuptake inhibitor (SNRI) venlafaxine.1 It is formed from venlafaxine by the cytochrome P450 (CYP) isoform CYP2D6.2 Desvenlafaxine inhibits the norepinephrine transporter (NET) and serotonin transporter (SERT) with IC50 values of 47.3 and 531.3 nM, respectively, for the human transporters.1 It is selective for NET and SERT over 50 receptors, peptides, and ion channels among others. It increases extracellular norepinephrine (NE) in the male rat hypothalamus and increases extracellular serotonin (5-HT) in the same region when used in combination with the 5-HT1A receptor antagonist WAY-100635 (Item No. 14599). Desvenlafaxine (3 mg/kg per day) reduces immobility time in the forced swim test in a rat model of cognitive deficits and depression induced by myocardial infarction (MI) when compared with MI-vehicle control animals 16 weeks following MI.3 It also improves learning in the passive avoidance step-down test two weeks following MI compared to MI-vehicle control rats and spatial memory in the Morris water maze 16 weeks following MI.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Deecher, D.C., Beyer, C.E., Johnston, G., et al. Desvenlafaxine succinate: A new serotonin and norepinephrine reuptake inhibitor. J. Pharmacol. Exp. Ther. 318(2), 657-665 (2006).

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

    3. Malick, M., Gilbert, K., Brouillette, J., et al. Cognitive deficits following a post-myocardial infarct in the rat are blocked by the serotonin-norepinephrine reuptake inhibitor desvenlafaxine. Int. J. Mol. Sci. 19(12), E3748 (2018).