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BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access November 29, 2012

Susceptibility to hydrolysis of phenylboronic pinacol esters at physiological pH

Cesare Achilli EMAIL logo , Annarita Ciana , Maurizio Fagnoni , Cesare Balduini and Giampaolo Minetti
From the journal Open Chemistry

Abstract

Boronic acids and their esters are highly considered compounds for the design of new drugs and drug delivery devices, particularly as boron-carriers suitable for neutron capture therapy. However, these compounds are only marginally stable in water. Hydrolysis of some phenylboronic pinacol esters is described here. The kinetics is dependent on the substituents in the aromatic ring. Also the pH strongly influences the rate of the reaction, which is considerably accelerated at physiological pH. Therefore, care must be taken when considering these boronic pinacol esters for pharmacological purposes.

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Published Online: 2012-11-29
Published in Print: 2013-2-1

© 2013 Versita Warsaw

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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