Vinpocetine
Synonym(s):(3α,16α)-Eburnamenine-14-carboxylic acid ethyl ester;Eburnamenine-14-carboxylic acid ethyl ester
- CAS NO.:42971-09-5
- Empirical Formula: C22H26N2O2
- Molecular Weight: 350.46
- MDL number: MFCD00211233
- EINECS: 256-028-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-03 16:17:04
![Vinpocetine Structural](https://img.chemicalbook.in/CAS/GIF/42971-09-5.gif)
What is Vinpocetine?
Description
Vinpocetine (42971-09-5) is a phosphodiesterase PDE1 inhibitor (IC50=21 μM).1?Also blocks voltage-gated Na+?channels, IC50=44.2 μM (potency similar to phenytoin), a mechanism which may contribute to its neuroprotective and anticonvulsant activity.2?It reduces inflammatory IL-1β and TNF-α expression in rat hippocampus.3?Displays beneficial effects in a rat model of cerebral ischemia-reperfusion injury.4?Vinpocetine exerts neuroprotective effects by suppressing microglial inflammation.5
Description
Vinpocetine is a derivative of the alkaloid vincamine that has vasodilating properties. C. Szántay isolated it from the periwinkle plant (Vinca minor) in 1975, but that was 2 years after C. L?rincz and co-inventors patented its synthesis.
Vinpocetine is used in eastern Europe to treat cerebral vascular disorders and memory impairment. It is not approved for drug use in the United States, but can be sold over the counter as a dietary supplement. Some body builders use it as a vasodilator to improve performance, but no studies have been performed to establish its effectiveness.
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Chemical properties
White Crystalline Solid
The Uses of Vinpocetine
A calcium/calmodulin-dependent phosphodiesterase 1 (PDE1) inhibitor
The Uses of Vinpocetine
A derivative of Vincamine with vasodilating activity. Vasodilator (cerebral).
The Uses of Vinpocetine
calcium regulator
The Uses of Vinpocetine
Gleevec metabolite, tyrosine kinase inhibitor
What are the applications of Application
Vinpocetine is an inhibitor of Ca2+/CaM-PDE with neuroprotective properties
Definition
ChEBI: Vinpocetine is an alkaloid. It has a role as a geroprotector.
Biological Activity
Phosphodiesterase inhibitor, selective for PDE1 (IC 50 = 21 μ M). Also blocks voltage-gated Na + channels.
Biochem/physiol Actions
Ca2+-calmodulin-dependent phosphodiesterase I (PDE1) inhibitor.
References
1) Hagiwara?et al. (1984),?Effects of vinpocetine on cyclic nucleotide metabolism in vascular smooth muscle; Biochem. Pharmacol.,?33?453 2) Molnar and Erdo (1995),?Vinpocetine is as potent as phenytoin to block voltage-gated Na+ channels in rat cortical neurons; Eur. J. Pharmacol.,?273?303 3) Gomez?et al. (2014),?The anti-seizure drugs vinpocetine and carbamazepine, but not valproic acid, reduced inflammatory IL1β and TNF-α expression in rat hippocampus; J. Neurochem.,?130?770 4) Wang?et al. (2014),?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; Neuro. Sci. Lett.,?566?247 5) Zhao?et al.?(2011), TSPO-specific ligand vinpocetine exerts a neuroprotective effect by suppressing microglial inflammation; Glia Biol.,?7?187
Properties of Vinpocetine
Melting point: | 147-153 °C dec. |
Boiling point: | 484.44°C (rough estimate) |
alpha | D20 +114° (c = 1 in pyridine) |
Density | 1.1260 (rough estimate) |
refractive index | 1.6500 (estimate) |
storage temp. | Sealed in dry,2-8°C |
solubility | DMSO: 5 mg/mL |
form | solid |
pka | 7.87±0.60(Predicted) |
color | white |
optical activity | [α]/D 148.5±5.0°, c = 0.1 in chloroform |
λmax | 315nm(EtOH)(lit.) |
Merck | 14,9991 |
Stability: | Photosensitive |
NIST Chemistry Reference | Vinpocetine(42971-09-5) |
Safety information for Vinpocetine
Signal word | Warning |
Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Vinpocetine
InChIKey | DDNCQMVWWZOMLN-IRLDBZIGSA-N |
Vinpocetine manufacturer
Afton Pharma
Ralington Pharma
Ennature Biopharma (A Division of India Glycols Limited)
Quad Lifesciences Pvt Ltd
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