208401-86-9

Upstream product

• 91-64-5 coumarin 
• 14864-24-5 (Z)-2-(3-hydroxyprop-1-en-1-yl)phenol 
• 123-62-6 propionic acid anhydride 
• 185995-96-4 (Z)-2-(3-(tert-butyldimethylsilyloxy)propenyl)phenol 

Downstream Products

• 208402-15-7 Propionic acid 2-((Z)-2-benzylcarbamoyl-vinyl)-phenyl ester 
• 208402-11-3 (Z)-3-[2-(propionyloxy)phenyl]-2-propenoic acid 
• 208402-04-4 Propionic acid 2-((Z)-3-oxo-propenyl)-phenyl ester 
• 208401-94-9 Propionic acid 2-((Z)-3-hydroxy-propenyl)-phenyl ester 

Relevant academic research and scientific papers

Design, synthesis, and bioavailability evaluation of coumarin-based prodrug of meptazinol

Based on the known coumarin-based prodrug system, a new meptazinol (Z)-3-[2-(propionyloxy) phenyl]-2-propenoic ester (3) was designed and synthesized as prodrug to minimize the first-pass effect of meptazinol (1) and improve the oral bioavailability. The

Coumarin-based prodrugs. Part 3: Structural effects on the release kinetics of esterase-sensitive prodrugs of amines

To study the structural effects on the release kinetics of a coumarin- based esterase-sensitive prodrug system, two series of compounds with varying structural features of the ester 'trigger' part and the amine 'drug' part were synthesized. The half-lives of the nine model prodrugs in the presence of porcine liver esterase ranged from about 2 min to 190 min. The steric bulkiness of the acyl group seems to have only a very minor effect on the half-lives of the esterase-triggered release of amines from the model prodrugs. The rate of the lactonization depends on the steric and electronic properties of the amine moiety.