(±)-O-Desmethyl Venlafaxine

(±)-O-Desmethyl venlafaxine is an active metabolite of the selective norepinephrine and serotonin reuptake inhibitor (SNRI) venlafaxine. It is formed from venlafaxine by the cytochrome P450 (CYP) isoform CYP2D6. 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. 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 (Cay-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. 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.Formal Name: 4-[2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]-phenol. CAS Number: 93413-62-8. Synonyms: Desvenlafaxine, DVS 233, MDD-XR. Molecular Formula: C16H25NO2. Formula Weight: 263.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMF:PBS (pH 7.2) (1:2): 0.30 mg/ml, DMSO: 0.25 mg/ml, Ethanol: 0.10 mg/ml. lambdamax: 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.