Desvenlafaxine Succinate (formerly WY45233; WY 45233; O-desmethylvenlafaxine; trade name Pristiq, Desfax), the succinate salt of Desvenlafaxine which is an approved antidepressant drug, is a novel and potent serotonin (5-HT) transporter and norepinephrine (NE) transporter reuptake inhibitor with Ki of 40.2 nM and 558.4 nM respectively. The active metabolite of the antidepressant venlafaxine, which is marketed under the trade names Effexor and Efexor, is called desvenlafaxine. Like venlafaxine, desvenlafaxine blocks serotonin and norepinephrine from being absorbed by neurons. The human dopamine (DA) transporter exhibits a weak binding affinity (62% inhibition at 100 μM) for desvenlafaxine. Desvenlafaxine is being targeted as the first non-hormonal based treatment for menopause.

Physicochemical Properties

Molecular Formula	C20H31NO6
Molecular Weight	381.46
Exact Mass	381.215
CAS #	448904-47-0
Related CAS #	Desvenlafaxine; 93413-62-8; Desvenlafaxine succinate hydrate; 386750-22-7; Desvenlafaxine fumarate; 93414-04-1
PubChem CID	9800068
Appearance	Typically exists as solid at room temperature
LogP	2.668
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Heavy Atom Count	27
Complexity	359
Defined Atom Stereocenter Count	0
SMILES	CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O.C(CC(=O)O)C(=O)O
InChi Key	ORUUBRMVQCKYHB-UHFFFAOYSA-N
InChi Code	InChI=1S/C16H25NO2.C4H6O4/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)
Chemical Name	butanedioic acid;4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol
Synonyms	WY 45233 Succinate; WY-45233; Pristiq; WY45233; WY 45233; 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)

Biological Activity

Targets	hSERT ( IC50 = 47.3 nM ); hNET ( IC50 = 531.3 nM )
ln Vitro	In vitro activity: Desvenlafaxine succinate possesses the capacity to inhibit CYP2D6, which might lead to higher concentrations of medications metabolized via this route. Additionally, desvenlafaxine succinate induces CYP3A4, which may have an effect on how medications metabolized by this enzyme are metabolized[2].
ln Vivo	Desvenlafaxine succinate (30 mg/kg, orally) increases extracellular NE levels dramatically[1], but microdialysis had no effect on DA levels.
Animal Protocol	Dissolved in 0.25% Tween 80 and 0.5% methylcellulose; 30 mg/kg; oral gavage Male Sprague-Dawley rats
References	[1]. Desvenlafaxine succinate: A new serotonin and norepinephrine reuptake inhibitor. J Pharmacol Exp Ther. 2006 Aug;318(2):657-65. [2]. Desvenlafaxine: another "me too" drug? Ann Pharmacother. 2008 Oct;42(10):1439-46.
Additional Infomation	A cyclohexanol and phenol derivative and metabolite of venlafaxine that functions as a SEROTONIN AND NORADRENALINE REUPTAKE INHIBITOR (SNRI) and is used as an ANTIDEPRESSIVE AGENT. See also: Desvenlafaxine Succinate (annotation moved to).

Solubility Data

Solubility (In Vitro)	DMSO: ~80 mg/mL (~209.7 mM) Water: <1 mg/mL Ethanol: <1 mg/mL
Solubility (In Vivo)	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	2.6215 mL	13.1075 mL	26.2151 mL
	5 mM	0.5243 mL	2.6215 mL	5.2430 mL
	10 mM	0.2622 mL	1.3108 mL	2.6215 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.