An active metabolite of venlafaxine
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Desvenlafaxine (succinate hydrate)

Item No. 29855

Technical Information
Formal Name
butanedioic acid, compd. with 4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol, hydrate (1:1:1)
CAS Number
386750-22-7
Synonyms
  • O-Desmethyl Venlafaxine
Molecular Formula
C16H25NO2 • C4H6O4 [H2O]
Formula Weight
Purity
≥98%
A solid
DMF: 5 mg/mlDMSO: 3 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
227 nm
SMILES
CN(C)CC(C1=CC=C(O)C=C1)C2(O)CCCCC2.OC(CCC(O)=O)=O.O
InChi Code
InChI=1S/C16H25NO2.C4H6O4.H2O/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16;5-3(6)1-2-4(7)8;/h6-9,15,18-19H,3-5,10-12H2,1-2H3;1-2H2,(H,5,6)(H,7,8);1H2
InChi Key
PWPDEXVGKDEKTE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Desvenlafaxine 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 the time rats spend immobile 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 alDesvenlafaxine 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 alVenlafaxine oxidation in vitro is catalysed by CYP2D6. Br. J. Clin. Pharmacol. 41(2), 149-156 (1996).

    3. Malick, M., Gilbert, K., Brouillette, J., et alCognitive 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).