150943-30-9Relevant academic research and scientific papers
Photocleavage of o-nitrobenzyl ether derivatives for rapid biomedical release applications
Kim, Moon Suk,Diamond, Scott L.
, p. 4007 - 4010 (2007/10/03)
The externally controlled cleavage of covalently linked prodrugs, proteins, or solid-phase formulation vehicles offers potential advantages for controlled drug or gene delivery. A series of o-nitrobenzyl ester compounds (1-8) were synthesized to allow a systematic study of photolability. The o-nitrobenzyl ester was strictly required for photolability, while imido esters were not photolabile. The degradation kinetics of 1-o-phenylethyl ester was an order of magnitude faster than that of o-nitrobenzyl ester. Tosylate, phosphate, and benzoate derivatives of 1-o-nitrophenylethyl displayed similar photolability (>80% decomposition within 10 min at 3.5 mW/cm2 at 365 nm). O-o-Nitrobenzyl O′,O″-diethyl phosphate displayed the fastest decomposition at photoirradiation condition (3.5 mW/cm2, 365 nm) suitable for biological systems. We report the synthesis and photo-decomposition of 1-o-nitrophenylethyl derivatives amenable for the creation of photolabile prodrugs or formulation particles for drug depots, DNA condensation, or tissue engineering applications.
Direct Esterification of Phosphates with Various Halides and its Application to Synthesis of cAMP Alkyl Triesters
Furuta, Toshiaki,Torigai, Hiromi,Osawa, Tomoko,Iwamura, Michiko
, p. 3139 - 3142 (2007/10/02)
Esterification of phosphates with various halides, including acid chlorides, phosphoryl trichloride and chloride, was achieved in 57-99percent isolated yield using silver(I) oxide.The reaction was successfully applied to the preparation of phosphate triesters sensitive to acids and bases. cAMP benzyl esters were also prepared by this method.
