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Vinpocetine is a synthetic analogue of the alkaloid apovincamine, which is isolated from the lesser periwinkle plant. It has been shown to inhibit lipopolysaccharide-induced lung inflammation in mice by targeting nuclear factor kappa B activation. Furthermore, it is known to be a safe nootropic agent and is commonly used to enhance memory and to treat various neurological diseases.
| Cas No. | 42971-09-5 |
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| Purity | ≥98% |
| Formula | C22H26N2O2 |
| Formula Wt. | 350.46 |
| Chemical Name | ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate |
| IUPAC Name | Ethyl (3α,16α)-eburnamenine-14-carboxylate |
| Synonym | Cavinton, Ceractin, Apovincaminic acid ethyl ester |
| Melting Point | 147-149°C |
| Solubility | Soluble in DMSO (5 mg/ml), ethanol (15 mg/ml) and DMF (3 mg/m). |
| Appearance | White powder |
| Store Temp | Ambient |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Hagiwara M, Endo T, Hidaka H. Effects of vinpocetine on cyclic nucleotide metabolism in vascular smooth muscle. Biochem Pharmacol. 1984 Feb 1;33(3):453-7. PMID: 6322804
Molnár P1, Erdö SL. Vinpocetine is as potent as phenytoin to block voltage-gated Na+ channels in rat cortical neurons. Eur J Pharmacol. 1995 Feb 6;273(3):303-6. PMID: 7737339
Gómez CD1, Buijs RM, Sitges M. The anti-seizure drugs vinpocetine and carbamazepine, but not valproic acid, reduce inflammatory IL-1β and TNF-α expression in rat hippocampus. J Neurochem. 2014 Sep;130(6):770-9. doi: 10.1111/jnc.12784. Epub 2014 Jun 27. PMID: 24903676
Wang H1, Zhang K2, Zhao L3, Tang J3, Gao L3, Wei Z3. Anti-inflammatory effects of vinpocetine on the functional expression of nuclear factor-kappa B and tumor necrosis factor-alpha in a rat model of cerebral ischemia-reperfusion injury. Neurosci Lett. 2014 Apr 30;566:247-51. doi: 10.1016/j.neulet.2014.02.045. Epub 2014 Mar 2. PMID: 24598438
Zhao YY1, Yu JZ, Li QY, Ma CG, Lu CZ, Xiao BG. TSPO-specific ligand vinpocetine exerts a neuroprotective effect by suppressing microglial inflammation. Neuron Glia Biol. 2011 May;7(2-4):187-97. doi: 10.1017/S1740925X12000129. Epub 2012 Jul 6. PMID: 22874716
Ruiz-Miyazawa KW, Pinho-Ribeiro FA, Zarpelon AC, et al. Vinpocetine reduces lipopolysaccharide-induced inflammatory pain and neutrophil recruitment in mice by targeting oxidative stress, cytokines, and NF-kB. Chem Biol Interact. 2015 Jul 25;237:9-17. PMID: 25980587