28152-73-0

Usage

Uses

Used in Pharmaceutical Industry:
(3alpha,14beta,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid is used as a pharmaceutical compound for its potential therapeutic effects. Its unique structure may allow it to interact with specific biological targets, making it a candidate for the development of new drugs.
Used in Research and Development:
(3alpha,14beta,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid is also used in research and development settings to study its chemical properties, potential interactions with biological systems, and to explore its possible applications in various fields, such as medicine, biotechnology, and materials science.
Used in Drug Delivery Systems:
Similar to gallotannin, (3alpha,14beta,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid could be employed in drug delivery systems to improve its bioavailability and therapeutic outcomes. The development of novel drug delivery systems, such as organic and metallic nanoparticles, could enhance the compound's efficacy against specific targets or diseases.

Upstream product

• 42971-09-5 Vinpocetine 
• 1617-90-9 vincamin 

Downstream Products

• 40163-56-2 14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester 
• 42971-09-5 Vinpocetine 

Relevant academic research and scientific papers

Preparation method of vinpocetine

The invention provides a preparation method of vinpocetine, which relates to the technical field of synthesis of medical intermediates, and comprises the following steps: (1) respectively feeding an ethanol solution of vincamine and an ethanol solution of sodium ethoxide into a premixer for premixing to form a mixed solution 1; (2) sending the mixed solution 1 obtained in the step (1) to a micro-channel module for complete reaction, and outputting the generated reaction solution to a transfer storage tank; (3) respectively feeding the solution and the mixed acid in the transfer storage tank obtained in the step (2) into a premixer for premixing to form a mixed solution 2; (4) sending the mixed solution 2 obtained in the step (3) to a micro-channel module for complete reaction, and outputting the generated reaction solution to a neutralization kettle; and (5) after the reaction is finished, carrying out post-treatment on the material in the neutralization kettle obtained in the step (4) to obtain the target product vinpocetine. The method has the advantages of high atom utilization rate, high selectivity, high yield and less solid waste, is beneficial to environmental protection, and is convenient for industrial production and utilization.

Kinetics and mechanisms of vinpocetine degradation in aqueous solutions

Under stressed conditions, vinpocetine (1; ethyl apovincamin-22-oate) equilibrates with vincaminic acid ethyl ester (2) and 14-epivincaminic acid ethyl ester (3), and hydrolyzes to apovincaminic acid (4). Sequentially, 2 is equilibrated with 14-epivincaminic acid ethyl ester (3) and hydrolyzes to vincaminic acid (5), which equilibrates with 4 and 14-epivincaminic acid (6). At acidic pH, the major route of degradation is 1?2→5. However, at neutral pH, the major route of degradation is 1→4?5. The kinetics for the degradation of 1 in the pH 1-3 region is represented by a consecutive reaction with a reversible step (second-order), but the degradation of 1 in the pH 3.5-6.0 region follows pseudo first-order kinetics. Significant buffer catalysis is observed with acetate and phosphate buffers. Reactions are dependent on the ionic strength, pH, and temperature. No oxygen effect on the degradation of vinpocetine is found.