Benzoxaboroles are cyclic hemi-esters of boronic acids that exhibit unique drug-like properties, including low toxicity, high hydrolytic stability, and strong diol-binding affinity. These characteristics arise from their low pKa (~7.3), which results in greater anionic character at physiological pH, enhancing water solubility and pharmacokinetics. The presence of a free hydroxyl group and a strongly Lewis acidic boron center contributes to their remarkable chemical and biological properties. Compared to phenylboronic acids, benzoxaboroles display stronger Lewis acidity due to ring strain in their five-membered oxaborole ring, which is relieved upon nucleophilic attack through the formation of a stable tetrahedral anionic species. These properties have enabled the development of FDA-approved drugs such as Tavaborole and Crisaborole, with several other candidates currently in clinical development.
A809629947165-26-695%
5-Amino-1,3-dihydro-2,1-benzoxaborol-1-ol$84.00/250mg Detail
A740929117098-94-998%
6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol$111.00/1g Detail
A158832117098-93-897%
6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol hydrochloride$31.00/100mg Detail
A7135151285533-08-597%
4-Aminobenzo[c][1,2]oxaborol-1(3H)-ol$803.00/1g Detail
A535761850568-79-598%
tert-Butyl (1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate$77.00/100mg Detail
A1873011196473-37-695%
Benzo[c][1,2]oxaborole-1,6(3H)-diol$155.00/250mg Detail
A5916951187190-70-097%
Benzo[c][1,2]oxaborole-1,5(3H)-diol$30.00/100mg Detail
A1083758174671-93-395%
7-Fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol$40.00/100mg Detail
A647056174671-89-795%
6-Fluorobenzo[c][1,2]oxaborol-1(3H)-ol$22.00/100mg Detail
A1004741174671-88-697%
4-Fluorobenzo[c][1,2]oxaborol-1(3H)-ol$55.00/5g Detail
A243447947163-26-095+%
6-Methoxybenzo[c][1,2]oxaborol-1(3H)-ol$483.00/1g Detail
A860238174671-92-295%
5-Methoxy-1,3-dihydro-2,1-benzoxaborol-1-ol$152.00/250mg Detail
A860237905710-76-195%
5-Methylbenzo[c][1,2]oxaborol-1(3H)-ol$427.00/1g Detail
A1522644174671-50-298+%
5-(Trifluoromethyl)benzo[c][1,2]oxaborol-1(3H)-ol$1609.00/5g Detail
A9887531268335-28-995%
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-7-carboxylic acid$1234.00/1g Detail
A8852861221343-14-197%
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxylic acid$22.00/100mg Detail
A9906471801711-87-498%
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carboxylic acid$37.00/100mg Detail
A17215882346531-04-095%
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-4-carboxylic acid$259.00/100mg Detail