208401-99-4

Upstream product

• 14864-24-5 (Z)-2-(3-hydroxyprop-1-en-1-yl)phenol 
• 91-64-5 coumarin 
• 185995-96-4 (Z)-2-(3-(tert-butyldimethylsilyloxy)propenyl)phenol 
• 208401-89-2 2,2-Dimethyl-propionic acid 2-[(Z)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-phenyl ester 

Downstream Products

• 208402-09-9 2,2-Dimethyl-propionic acid 2-((Z)-3-oxo-propenyl)-phenyl ester 

Relevant academic research and scientific papers

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.