S-VenlafaxineAn optically active version of venlafaxine

S-Venlafaxine (CAS 93413-44-6)

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Application: An optically active version of venlafaxine
CAS Number: 93413-44-6
Molecular Weight: 277.40
Molecular Formula: C17H27NO2
* Refer to Certificate of Analysis for lot specific data (including water content).
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S-Venlafaxine is an optically active version of Venlafaxine (sc-201102). Venlafaxine is a derivative of phenylethylamine which is reported to facilitate neurotransmission within the central nervous system via blocking the presynaptic reuptake of neuroamines such as serotonin (5-hydroxytryptamine; 5-HT) and noradrenaline (norepinephrine). Venlafaxine is also reported to be a weak inhibitor of dopamine reuptake. In vitro studies indicate that Venlafaxine does not demonstrate significant activity for muscarinic, histaminergic or α-1 adrenergic receptors. The metabolism of venlafaxine is reported to occur by cytochrome P450 (CYP) enzyme CYP2D6 yielding O-desmethylvenlafaxine. A lesser metabolite, N-desmethylvenlafaxine is produced by CYP3A4.


References

1. Holdcroft, C. 1994. Nurse Pract. 19: 21. PMID: 7816367
2. Holliday, S.M. and Benfield, P. 1995. Drugs. 49: 280-294. PMID: 7729333
3. Bymaster, F.P., et al. 2001. Neuropsychopharmacology. 25: 871-880. PMID: 11750180
4. Stahl, S.M., et al. 2005. CNS Spectr. 10: 732-747. PMID: 16142213
5. Shams, M.E., et al. 2006. J Clin Pharm Ther. 31: 493-502. PMID: 16958828
6. Blier, P., et al. 2007. Int. J. Neuropsychopharmacol. 10: 41-50. PMID: 16690005
7. Berrocoso, E. and Mico, J.A. 2007. J. Pharmacol. Exp. Ther. 322: 101-107. PMID: 17431134

Physical State :
Solid
Solubility :
Soluble in chloroform, ethanol, and ethyl acetate.
Storage :
Store at -20° C
Melting Point :
103-105° C
Boiling Point :
~397.6° C at 760 mmHg (Predicted)
Density :
~1.1 g/cm3 (Predicted)
Refractive Index :
n20D 1.54 (Predicted)
Optical Activity :
α20/D +23.3°, c = 0.4 in ethanol
IC50 :
ST: IC50 = 7 nM (human); SLC6A2: IC50 = 149 nM (human); DATSlc6a3: IC50 = 4.43 µM (human)
pK Values :
pKb: 9.27 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
GV8872620
PubChem CID :
11846746
MDL Number :
MFCD07369694
SMILES :
COC1=CC=C(C=C1)[C@@H](CN(C)C)C1(O)CCCCC1

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Certificate of Analysis

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S-Venlafaxine  Product Citations

See how others have used S-Venlafaxine. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 25047821  Ribeiro, AR. et al. 2014. Journal of chromatography. A. 1363: 226-35.

Citations 1 to 1 of 1 total
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