Vinpocetine

• CAT Number: I003535
• CAS Number: 42971-09-5
• Molecular Formula: C22H26N2O2
• Molecular Weight: 350.5
• Purity: ≥95%
• Target: PDE
• Solubility: DMSO: ＜ 1 mg/mL, H2O: ＜ 1 mg/mL
• Storage: 2-8°C
• IUPAC 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
• InChI: InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
• InChIKey: DDNCQMVWWZOMLN-IRLDBZIGSA-N
• SMILES: CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC

Vinpocetine（Cat No.:I003535）, also known as Cavinton or Ethyl apovincaminate, is a compound that exhibits selective inhibition of phosphodiesterase 1 (PDE1) with an IC50 value of 21 μM. PDE1 is an enzyme that regulates intracellular levels of cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP). By inhibiting PDE1, vinpocetine can increase levels of cAMP and cGMP, which can have various effects on cellular signaling and neurotransmission. Additionally, vinpocetine has the ability to block voltage-gated sodium (Na+) channels, which can further contribute to its pharmacological actions.

Reference

1:Vinpocetine Attenuates Pathological Cardiac Remodeling by Inhibiting Cardiac Hypertrophy and Fibrosis. Wu MP, Zhang YS, Xu X, Zhou Q, Li JD, Yan C.Cardiovasc Drugs Ther. 2017 Apr;31(2):157-166. doi: 10.1007/s10557-017-6719-0. PMID: 28321644 2:Vinpocetine reduces diclofenac-induced acute kidney injury through inhibition of oxidative stress, apoptosis, cytokine production, and NF-κB activation in mice. Fattori V, Borghi SM, Guazelli CFS, Giroldo AC, Crespigio J, Bussmann AJC, Coelho-Silva L, Ludwig NG, Mazzuco TL, Casagrande R, Verri WA Jr.Pharmacol Res. 2017 Jun;120:10-22. doi: 10.1016/j.phrs.2016.12.039. Epub 2017 Mar 14. PMID: 28315429 3:The ameliorative effects of vinpocetine on apoptosis and HSP-70 expression in testicular torsion in rats. Sönmez MF, Ozdemir Ş, Guzel M, Kaymak E.Biotech Histochem. 2017;92(2):92-99. doi: 10.1080/10520295.2016.1259499. Epub 2017 Feb 26. PMID: 28296551 4:Enhanced blood-brain barrier transport of vinpocetine by oral delivery of mixed micelles in combination with a message guider. Ding J, Sun Y, Li J, Wang H, Mao S.J Drug Target. 2017 Jul;25(6):532-540. doi: 10.1080/1061186X.2017.1289541. Epub 2017 Feb 20. PMID: 28151022 5:Development and Validation of an RP-HPLC Method for the Determination of Vinpocetine and Folic Acid in the Presence of a Vinpocetine Alkaline Degradation Product in Bulk and in Capsule Form. Elkady EF, Tammam MH, Mohamed AA.J AOAC Int. 2017 May 1;100(3):671-676. doi: 10.5740/jaoacint.16-0239. Epub 2017 Jan 11. PMID: 28074742 6:Vinpocetine Inhibited the CpG Oligodeoxynucleotide-induced Immune Response in Plasmacytoid Dendritic Cells. Feng X, Wang Y, Hao Y, Ma Q, Dai J, Liang Z, Liu Y, Li X, Song Y, Si C.Immunol Invest. 2017 Apr;46(3):263-273. doi: 10.1080/08820139.2016.1248561. Epub 2016 Dec 14. PMID: 27967259 7:Pre-treatment with vinpocetine protects against retinal ischemia. Nivison-Smith L, Khoo P, Acosta ML, Kalloniatis M.Exp Eye Res. 2017 Jan;154:126-138. doi: 10.1016/j.exer.2016.11.018. Epub 2016 Nov 27. PMID: 27899287 8:Vinpocetine and Vasoactive Intestinal Peptide Attenuate Manganese-Induced Toxicity in NE-4C Cells. Bora S, Erdogan MA, Armagan G, Sevgili E, Dagcı T.Biol Trace Elem Res. 2016 Dec;174(2):410-418. Epub 2016 May 20. Erratum in: Biol Trace Elem Res. 2017 Jan;175(1):236. PMID: 27206668 9:Improving Biopharmaceutical Properties of Vinpocetine Through Cocrystallization. Golob S, Perry M, Lusi M, Chierotti MR, Grabnar I, Lassiani L, Voinovich D, Zaworotko MJ.J Pharm Sci. 2016 Dec;105(12):3626-3633. doi: 10.1016/j.xphs.2016.09.017. Epub 2016 Oct 24. PMID: 27789032 10:Early ethanol exposure and vinpocetine treatment alter learning- and memory-related proteins in the rat hippocampus and prefrontal cortex. Swart PC, Currin CB, Russell VA, Dimatelis JJ.J Neurosci Res. 2017 May;95(5):1204-1215. doi: 10.1002/jnr.23894. Epub 2016 Sep 10. PMID: 27614144