Vinpocetine

Vinpocetine(Cavinton; Ethyl apovincaminate) is a selective for PDE1 (IC50 = 21 μM). Also blocks voltage-gated Na+ channels.IC50 value:Target: PDE1; Na+ channel

Vinpocetine is an alkaloid. It has a role as a geroprotector.|Vinpocetine has been investigated for the treatment of Epilepsy.

in 500l of reaction kettle sequentially added 200 L of anhydrous ethanol, Reaction raw material vincamine 50 kg, Catalyst Sodium ethoxide 3.0 kg then keep the system pH at about 14 and slowly raised temperature to 70 ° C and allow to react for 3 h. Thin layer chromatography monitoring of raw materials vincamine fully reacted. As the hydrolysis reaction is completed, the product is vincamine acid and dehydrated vincamine mixture. Continue in the same reactor, stirring and cooling below 10 ° C, adjusting ph to about 12 by adding glacial acetic acid then again raise the temperature to reflux and allowed to react for 2h. TLC analysis of vincamine acid point of not more than 5percent, as dehydration reaction is completed. Obtained a product of dehydrating vincamine acid. Continue in the same reactor, stirring down 10 ° C below then the addition of acetic anhydride 14.5 and the reaction of water was generated. Then added acetic acid  to adjust pH , stirred the reaction for 1h and system pH value was about 7. Then add concentrated sulfuric acid to adjust the pH value to about 2, and then heated to 65-75 ° C and allowed to react for 6-8 h. TLC analysis of raw materials dehydrated vincamine acid intermediate reaction completed and completed as ethyl esterification reaction. The reaction system was stirred and cooled below 10 ° C, adjust the pH to about 7 by adding 30percent of sodium hydroxide solution as vinpocetine synthesis steps to complete.. The synthesis step of vincristine ethanol solution into the concentrator, concentrated under reduced pressure recovery of ethanol. Then add 200L methylene chloride and 200L water, into the extraction tank for extraction and separation, dichloromethane extraction separation twice, the organic phase, dried with anhydrous sodium sulfate. And then transferred to the mixer with a mixer to recover dichloromethane to dry, get vinca cis-crude. Then add 450L of anhydrous ethanol to dissolve, fine filter, the filtrate into the crystallization tank with a concentrator. After evaporation of 300 L of ethanol under reduced pressure, the mixture was cooled to below 10 ° C for 2 h, filtered and dried to obtain 43.2 kg of vincristine and 86.4percent by weight. HPLC detection purity of 99.3percent, the external standard method measured content of 99.5percent.Example 6 While stirring, 3.80 kg of aprichengchun amine and 46 L of anhydrous ethanol were put into a 100 L reaction kettle, Heated to ethanol reflux, until the material is basically clear, Then add ethanol sodium ethanol solution 1.45L, The reaction was stirred at reflux for 1 hour. The sample was monitored by HPLC and the reflux was stopped when the starting apache amine content was 0.659percent (less than 3percent). With tap water cooled to about 40 , all solvents were removed under reduced pressure to obtain solid, and then re-added 46L of fresh ethanol, and then heated to reflux until clear, ethanol solution of sodium ethoxide 0.35L, and then refluxed reaction 30 minute. Re-monitoring, when the raw material apricot amine content less than 0.3percent immediately end the reaction. Add ethanol 40-60L, reflux and clear. With preheated to 60-70 D40 stainless steel porous quick filter hot filtered reaction solution to remove insoluble. The filtrate was transferred to a clean and dry 100L reactor, the material will precipitate, and then defrost after steamed some of the ethanol, control the remaining amount of ethanol in the reactor 35-43L. Under stirring, after about 10-12 hours of natural cooling to cool down to near normal temperature, and then open the jacket tap water and continue stirring for 2 hours aging crystallization. The material was drained, drained, and thoroughly rinsed with 6L × 2 portions of absolute ethanol, drained and dried to collect the filter cake, which was crude vinpocetine

1. A calcium/calmodulin-dependent phosphodiesterase 1 (PDE1) inhibitor
2. A derivative of Vincamine with vasodilating activity. Vasodilator (cerebral).
3. Calcium regulator
4. Gleevec metabolite, tyrosine kinase inhibitor

Molecular Weight:350.5
XLogP3:4.1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:350.199428076
Monoisotopic Mass:350.199428076
Topological Polar Surface Area:34.5
Heavy Atom Count:26
Complexity:617
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes