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Chemical Structure| 42971-09-5 Chemical Structure| 42971-09-5

Structure of Vinpocetine
CAS No.: 42971-09-5

Chemical Structure| 42971-09-5

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Vinpocetine is a selective inhibitor for PDE1 with IC50 of 21 μM, it also blocks voltage-gated Na+ channels. It's a natural product isolated and purified from the herbs of Catharanthus roseus (L.) G. Don.

Synonyms: Ethyl apovincaminate; Apovincaminic Acid ethyl ester; AY 27255

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Product Details of Vinpocetine

CAS No. :42971-09-5
Formula : C22H26N2O2
M.W : 350.45
SMILES Code : O=C(OCC)C1=C[C@@](CCC2)(CC)[C@@](N2CC3)([H])C4=C3C5=CC=CC=C5N41
Synonyms :
Ethyl apovincaminate; Apovincaminic Acid ethyl ester; AY 27255
MDL No. :MFCD00211233
InChI Key :DDNCQMVWWZOMLN-IRLDBZIGSA-N
Pubchem ID :443955

Safety of Vinpocetine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

Target
  • Sodium Channel

In Vitro:

Cell Line
Concentration Treated Time Description References
Primary rat astrocytes 30 µM 12 hours hypoxia/6 hours reoxygenation Vinpocetine ameliorated oxygen-glucose deprivation/reoxygenation (OGD/R)-induced astrocytic injury via the PI3K/AKT signaling pathway, improving cell viability, reducing LDH release, and decreasing oxidative stress and inflammatory responses. Front Neurosci. 2020 Apr 2;14:223
Vascular smooth muscle cells (SMCs) 10, 20, 30, 50 µM 16 hours Vinpocetine dose-dependently inhibited PDGF-stimulated vascular smooth muscle cell migration, as confirmed by two-dimensional migration assays and three-dimensional aortic medial explant invasive assay. J Pharmacol Exp Ther. 2012 Nov;343(2):479-88
Adult mouse cardiac fibroblasts 10 µM 24 hours Vinpocetine suppressed TGFβ-induced fibroblast activation and extracellular matrix gene expression Cardiovasc Drugs Ther. 2017 Apr;31(2):157-166
Vascular smooth muscle cells (SMCs) 25, 50, 75 µM 24 hours Vinpocetine dose-dependently inhibited vascular smooth muscle cell proliferation, causing G1-phase cell cycle arrest, associated with a decrease in cyclin D1 and an increase in p27Kip1 levels. J Pharmacol Exp Ther. 2012 Nov;343(2):479-88
BV2 cells 20 µM 24 hours Vinpocetine inhibits OGD-induced M1 phenotype and promotes M2 phenotype in BV2 cells Front Cell Dev Biol. 2021 Feb 4;8:616590
MRC-5 cell line 100, 50, 25, 12.5, 6.25 mcg/mL 24-48 hours To assess the cytotoxicity of vinpocetine on the MRC-5 cell line, results showed that vinpocetine exhibited low cytotoxicity against MRC-5 cells with an IC50 of 289.2 µg/ml. Sci Rep. 2024 May 15;14(1):11131
Mouse resident peritoneal macrophages 30 µM 30 minutes or 6 hours Vinpocetine suppressed TNF-α-induced p65 nuclear translocation and proinflammatory mediator expression Clin Sci (Lond). 2020 Nov 27;134(22):2959-2976
MRC-5 cell line 100 µg/mL 48 hours Vinpocetine significantly reduced the expression of fibrotic genes (fibronectin, vimentin, α-SMA, and Smad2/3) induced by TGF-β1, indicating its anti-fibrotic effect by interfering with the TGF-β1/Smad signaling pathway. Sci Rep. 2024 May 15;14(1):11131
Human middle ear epithelial cells (HMEEC) 10 µM 6 hours Vinpocetine inhibited S. pneumoniae-induced upregulation of pro-inflammatory mediators (IL-1β, IL-6, IL-8, and TNF-α) mRNA expression J Immunol. 2020 Feb 15;204(4):933-942
Macrophage RAW264.7 cells 50 µM 60 min pretreatment followed by 6 hours Vinpocetine potently inhibited TNF-α–induced NF-κB–dependent transcriptional activity Proc Natl Acad Sci U S A. 2010 May 25;107(21):9795-800
Human lung epithelial A549 cells 50 µM 60 min pretreatment followed by 6 hours Vinpocetine potently inhibited TNF-α–induced NF-κB–dependent transcriptional activity Proc Natl Acad Sci U S A. 2010 May 25;107(21):9795-800
Human umbilical vein endothelial cells (HUVECs) 50 µM 60 min pretreatment followed by 6 hours Vinpocetine potently inhibited TNF-α–induced NF-κB–dependent transcriptional activity Proc Natl Acad Sci U S A. 2010 May 25;107(21):9795-800
Vascular smooth muscle cells (VSMCs) 50 µM 60 min pretreatment followed by 6 hours Vinpocetine potently inhibited TNF-α–induced NF-κB–dependent transcriptional activity Proc Natl Acad Sci U S A. 2010 May 25;107(21):9795-800
Adult mouse cardiomyocytes 10-40 µM 72 hours Vinpocetine dose-dependently suppressed Ang II-stimulated myocyte hypertrophic growth Cardiovasc Drugs Ther. 2017 Apr;31(2):157-166
ARPE19/NF-κB-luciferase reporter cells 50 µM 8 hours To evaluate the inhibitory effect of vinpocetine on Aβ-induced NF-κB activation. Results showed that vinpocetine significantly suppressed Aβ-induced NF-κB activation, reducing it to a level comparable to the control group. Exp Eye Res. 2014 Oct;127:49-58

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Wistar rats High-fructose diet-induced metabolic syndrome model Tube feeding 1 mg/kg From the ninth week, lasting for 12 weeks To investigate the ameliorative effect of Vinpocetine on metabolic syndrome-associated bladder overactivity, results showed that Vinpocetine restored the contraction and relaxation responses of bladder detrusor muscle and exerted anti-inflammatory effects. Biomedicines. 2022 Oct 26;10(11):2716
Sprague Dawley rats High-fat diet (HFD) and diabetes-induced fatty liver model Oral 10 and 20 mg/kg/day Once daily for 8 weeks Vinpo dose-dependently mitigated the HFD-induced rise in serum ALT, AST, and ALP activities and improved the hepatic architecture of steatotic rats, especially at a dose of 20 mg/kg. The findings elucidated the mechanisms behind Vinpo's beneficial effects, including insulin sensitivity improvement, attenuation of oxidative stress, and dampening of the sterile inflammatory response. The concomitant administration of Lactobacillus spp. probiotics with Vinpo significantly enhanced these effects. AMB Express. 2024 Aug 2;14(1):89
Wistar rats Middle cerebral artery occlusion (MCAO) model Intraperitoneal injection 10 mg/kg Single dose, 30 min before MCAO Vinpocetine activated the PI3K/AKT signaling pathway to enhance phosphorylation of astrocytic connexin 43 (Cx43), thereby attenuating cerebral ischemia/reperfusion injury, reducing cerebral infarction volume and edema, and decreasing oxidative stress, inflammation, and apoptosis. Front Neurosci. 2020 Apr 2;14:223
Mice (C57BL/6) S. pneumoniae-induced otitis media model Intraperitoneal injection 10 mg/kg Post-infection treatment at 2 hours, continued for 3 days Vinpocetine significantly suppressed S. pneumoniae-induced middle ear inflammation, including upregulation of inflammatory mediators, mucosal thickening, and neutrophil infiltration J Immunol. 2020 Feb 15;204(4):933-942
Female Wistar albino rats Estradiol-benzoate induced cervical hyperkeratosis model Oral 10 mg/kg/day Once daily for 4 weeks Vinpocetine significantly alleviated all biochemical and histopathological abnormalities induced by EB, mitigating cervical hyperkeratosis via NLRP3-induced pyroptosis and activation of the SIRT1/Nrf2 signaling pathway. Sci Rep. 2024 Aug 19;14(1):19171
Adult Long-Evans rats Aβ-induced retinal inflammation model Intraperitoneal injection 15 mg/kg Once daily for four days To evaluate the inhibitory effect of vinpocetine on Aβ-induced NF-κB nuclear translocation and inflammatory responses. Results showed that vinpocetine significantly inhibited NF-κB nuclear translocation and reduced the expression and activation of NLRP3, caspase-1, IL-1β, IL-18, and TNF-α. Exp Eye Res. 2014 Oct;127:49-58
Mice LPS- or TNF-α-induced lung inflammation model Intraperitoneal injection 2.5, 5, 10 mg/kg Single dose, lasting 6 h Vinpocetine dose-dependently inhibited LPS- or TNF-α-induced inflammatory mediator expression and neutrophil infiltration Proc Natl Acad Sci U S A. 2010 May 25;107(21):9795-800
Male albino rats Aluminum-induced Alzheimer's disease model Oral 20 mg/kg Daily for five weeks Vinpocetine in combination with cocoa significantly improved cognitive function and behavioral performance in the aluminum-induced Alzheimer's disease model, reduced oxidative stress and inflammation, and modulated the Wnt/β-catenin/GSK-3β/Nrf2/HO-1 and PERK/CHOP/Bcl-2 pathways. Pharmaceutics. 2023 Jul 31;15(8):2063
BALB/c male mice Bleomycin-induced pulmonary fibrosis model Oral 20 mg/kg/day Once daily from day 7 of induction till the end of the experiment (day 21) Vinpocetine significantly alleviated bleomycin-induced fibrotic endpoints, including reduced expression of fibrotic-related proteins, oxidative stress, and inflammatory mediators, and exerted anti-fibrotic effects by upregulating Nrf2 and PPAR-γ expression and downregulating the NLRP3/NF-κB pathway. Sci Rep. 2024 May 15;14(1):11131
Wistar rats Adenine-induced chronic kidney disease model Oral 20 mg/kg/day Daily administration for 4 weeks Vinpocetine ameliorated adenine-induced renal fibrosis and epithelial-mesenchymal transition by targeting the DNMT1/Klotho/β-catenin/Snail1 and MMP-7 pathways Naunyn Schmiedebergs Arch Pharmacol. 2025 Mar;398(3):2769-2781
C57BL/6J male mice Ang II-induced cardiac hypertrophy and fibrosis model Intraperitoneal injection 5 mg/kg/day Once daily for 17 days (3 days prior and 14 days during Ang II infusion) Vinpocetine significantly attenuated Ang II-induced cardiac hypertrophy and fibrosis Cardiovasc Drugs Ther. 2017 Apr;31(2):157-166
FVB/NJ mice Carotid artery ligation injury model Intraperitoneal injection 5 mg/kg/day Once daily for 14 days Vinpocetine significantly reduced neointimal formation after carotid artery ligation injury and decreased spontaneous remodeling of human saphenous vein explants. J Pharmacol Exp Ther. 2012 Nov;343(2):479-88
C57BL/6J mice Abdominal aortic aneurysm model Intraperitoneal injection 5mg/kg Daily for 28 days Vinpocetine remarkably attenuated aneurysmal dilation, improved elastin degradation, smooth muscle cell depletion, collagen fibers remodeling and macrophage infiltration Clin Sci (Lond). 2020 Nov 27;134(22):2959-2976

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT00719953 - Completed - -
NCT00719953 Elderly Memor... More >>y Impairment Less << Phase 4 Completed - Israel ... More >> Suorasky Medical Center Tel-Aviv, Israel Less <<
NCT01515839 Traumatic Brain Injury Not Applicable Completed - United States, California ... More >> Amen Clinics, Inc. Newport Beach, California, United States, 92660 Less <<
NCT02857829 Biomedical Enhancement Not Applicable Completed - Netherlands ... More >> Maastricht University Maastricht, Netherlands Less <<
NCT02011971 Epilepsy PHASE1|PHASE2 SUSPENDED 2025-12-26 Stanford University, Palo Alto... More >>, California, 94304, United States Less <<
NCT01400035 - Completed - China ... More >> Weiwei Zhang Beijing, China, 100700 Less <<
NCT02878772 Stroke Immuno... More >>regulation Inflammation Vinpocetine Less << Phase 2 Phase 3 Completed - -
NCT06635746 Fetal Alcohol Spectrum Disorde... More >>rs Less << PHASE1 NOT_YET_RECRUITING 2026-06-01 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.85mL

0.57mL

0.29mL

14.27mL

2.85mL

1.43mL

28.53mL

5.71mL

2.85mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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