Desvenlafaxine (WY 45233; O-Desmethylvenlafaxine)

Alias: WY-45233; WY45233; WY 45233; Pristiq; Desfax
Cat No.:V1034 Purity: ≥98%
Desvenlafaxine (WY-45233; WY45233; brand names Pristiq, Desfax), the active metabolite of the antidepressant venlafaxine, is a potent inhibitor/antagonist of the reuptake of serotonin (5-HT) transporter and norepinephrine (NE) transporter with Ki of 40.2 nM and 558.4 nM respectively.
Desvenlafaxine (WY 45233; O-Desmethylvenlafaxine) Chemical Structure CAS No.: 93413-62-8
Product category: 5-HT Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
1g
Other Sizes

Other Forms of Desvenlafaxine (WY 45233; O-Desmethylvenlafaxine):

  • Desvenlafaxine Succinate hydrate
  • (S)-(+)-O-Desmethyl Venlafaxine-d6 ((S)-O-Desmethyl Venlafaxine d6)
  • Desvenlafaxine Succinate (WY 45233; O-Desmethylvenlafaxine)
  • Desvenlafaxine fumarate (O-Desmethylvenlafaxine fumarate)
  • Desvenlafaxine HCl
  • (S)-(+)-O-Desmethyl Venlafaxine ((S)-(+)-O-Desmethyl Venlafaxine)
  • (R)-(-)-O-Desmethyl Venlafaxine-d6 ((R)-O-Desmethyl Venlafaxine-d6)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Desvenlafaxine (WY-45233; WY45233; brand names Pristiq, Desfax), the active metabolite of the antidepressant venlafaxine, is a potent inhibitor/antagonist of the reuptake of serotonin (5-HT) transporter and norepinephrine (NE) transporter with Ki of 40.2 nM and 558.4 nM respectively.

Biological Activity I Assay Protocols (From Reference)
Targets
hSERT ( IC50 = 47.3 nM ); hNET ( IC50 = 531.3 nM )
ln Vitro

In vitro activity: Desvenlafaxine, the active metabolite of the antidepressant venlafaxine, is a serotonin-norepinephrine reuptake inhibitor. Desvenlafaxine inhibits serotonin and norepinephrine's neuronal uptake, just like venlafaxine does. Desvenlafaxine binds to the human dopamine (DA) transporter with a weak affinity (62% inhibition at 100 μM). Desvenlafaxine has an IC50 of 47.3 nM for hSERT and 531.3 nM for hNET, respectively, inhibiting the uptake of [3H]5-HT or [3H]NE. [1] Because desvenlafaxine inhibits CYP2D6, more drugs that are metabolized via this pathway may be present in higher concentrations. Desvenlafaxine may also induce CYP3A4, which may affect how medications metabolized by this enzyme are metabolized. [2]

ln Vivo
Desvenlafaxine enters the male rat hypothalamus and brain quickly. In the male rat hypothalamus, desvenlafaxine dramatically raises extracellular NE levels relative to baseline; however, it has no effect on DA levels as measured by microdialysis. [1] Between 100 and 600 mg/day, desvenlafaxine shows a dose-proportional, linear pharmacokinetic single-dose profile. The oral formulation has an absolute bioavailability of 80.5%. [2]
Animal Protocol
Dissolved in 0.25% Tween 80 and 0.5% methylcellulose; 30 mg/kg; oral gavage
Male Sprague-Dawley rats
References

[1]. J Pharmacol Exp Ther . 2006 Aug;318(2):657-65.

[2]. Ann Pharmacother . 2008 Oct;42(10):1439-46.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H25NO2
Molecular Weight
263.38
Exact Mass
263.19
Elemental Analysis
C, 72.96; H, 9.57; N, 5.32; O, 12.15
CAS #
93413-62-8
Related CAS #
Desvenlafaxine succinate hydrate; 386750-22-7; (S)-(+)-O-Desmethyl Venlafaxine-d6; 1062609-99-7; Desvenlafaxine succinate; 448904-47-0; Desvenlafaxine fumarate; 93414-04-1; Desvenlafaxine hydrochloride; 300827-87-6; (S)-(+)-O-Desmethyl Venlafaxine; 142761-12-4; (R)-(-)-O-Desmethyl Venlafaxine-d6; 1062609-96-4; 1147940-37-1 (benzoate)
Appearance
Solid powder
SMILES
CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O
InChi Key
KYYIDSXMWOZKMP-UHFFFAOYSA-N
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
Chemical Name
4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol
Synonyms
WY-45233; WY45233; WY 45233; Pristiq; Desfax
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 37~50 mg/mL (140.5~189.8 mM)
Water: <1 mg/mL
Ethanol: ~3 mg/mL (~11.4 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.49 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (9.49 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (9.49 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 0.5% methylcellulose+0.2% Tween 80 : 30 mg/mL

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7968 mL 18.9840 mL 37.9680 mL
5 mM 0.7594 mL 3.7968 mL 7.5936 mL
10 mM 0.3797 mL 1.8984 mL 3.7968 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT00211094 Completed Drug: Dapoxetine Ejaculation Alza Corporation, DE, USA June 2004 Phase 3
NCT01419470 Completed Drug: dapoxetine Premature Ejaculation Yuhan Corporation February 2011 Phase 1
Phase 2
NCT01366664 Completed Drug: Treatment sequence 2
Drug: Treatment sequence 1
Ejaculation Janssen Research &
Development, LLC
April 2011 Phase 1
NCT01063855 Completed Drug: Dapoxetine
Drug: Placebo
Erectile Dysfunction
Sexual Dysfunction
Johnson & Johnson Pharmaceutical
Research & Development, L.L.C.
April 2010 Phase 3
NCT01230762 Completed Drug: dapoxetine Ejaculation Alza Corporation, DE, USA April 2005 Phase 3
Biological Data
  • Desvenlafaxine

    DVS competes for the binding of radioligands specific to the serotonin (membrane) (A) and norepinephrine (whole-cell) (B) transporters, whereas weak competition was noted for the radioligand specific to the dopamine (membrane) (C) transporter.J Pharmacol Exp Ther.2006 Aug;318(2):657-65.
  • Desvenlafaxine

    A-C, DVS increases extracellular levels of serotonin (A) and norepinephrine (B) without increasing dopamine (C) in the rat hypothalamus compared with baseline.J Pharmacol Exp Ther.2006 Aug;318(2):657-65.
  • Desvenlafaxine
    Orally administered desvenlafaxine (30 mg/kg) to intact male rats is found in plasma and penetrates the brain and hypothalamus over time.
    Desvenlafaxine
    Functional activity of desvenlafaxine demonstrates inhibition of radioligand uptake of serotonin (A) or norepinephrine (B). For each uptake transporter bioassay, a known comparator was used [fluoxetine (5-HT reuptake inhibitor) and desipramine (NE reuptake inhibitor)]. Each data point depicted represents the mean ± S.E.M. of three independent experiments performed in triplicate.J Pharmacol Exp Ther.2006 Aug;318(2):657-65.
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