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.
A1064289905710-80-795%
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbonitrile$447.00/250mg Detail
A696259118803-40-098%
6-Nitrobenzo[c][1,2]oxaborol-1(3H)-ol$95.00/1g Detail
A1207481875816-94-798%
5-Nitrobenzo[c][1,2]oxaborol-1(3H)-ol$81.00/250mg Detail
A1147651285533-35-897%
4-Nitrobenzo[c][1,2]oxaborol-1(3H)-ol$1830.00/5g Detail
A1151116947162-87-098%
6-(Hydroxymethyl)benzo[c][1,2]oxaborol-1(3H)-ol$503.00/250mg Detail
A5115331268335-52-997%
7-(Bromomethyl)benzo[c][1,2]oxaborol-1(3H)-ol$475.00/250mg Detail
A8404631268335-32-597%
2-(1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-7-yl)acetic acid$599.00/250mg Detail
A1207477943311-50-098%
6-Amino-5-fluorobenzo[c][1,2]oxaborol-1(3H)-ol$285.00/250mg Detail
A1721655947165-29-995%
4-Amino-6-fluorobenzo[c][1,2]oxaborol-1(3H)-ol$164.00/50mg Detail
A1375670943311-35-198%
5-Fluoro-6-nitrobenzo[c][1,2]oxaborol-1(3H)-ol$871.00/5g Detail
A16703831628151-46-195%
7-Fluoro-1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxylic acid$377.00/250mg Detail
A70260892203-40-295%
3-Methyl-1,3-dihydro-2,1-benzoxaborol-1-ol$792.00/1g Detail
A1710434905710-75-098%
5-Fluoro-3-methylbenzo[c][1,2]oxaborol-1(3H)-ol$729.00/1g Detail
A1093319174671-49-995%
3-Phenylbenzo[c][1,2]oxaborol-1(3H)-ol$894.00/1g Detail
A106450619203-45-395%
2-(1-Hydroxy-1,3-dihydro-2,1-benzoxaborol-3-yl)acetic acid$706.00/1g Detail
A273232221352-10-995%
3,3-Dimethylbenzo[c][1,2]oxaborol-1(3H)-ol$1617.00/25g Detail
A11819701266320-01-798%
6-Amino-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol$743.00/1g Detail
A10474601393477-51-495%
1-Hydroxy-3,3-dimethyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxylic acid$2727.00/5g Detail
A15210692828438-87-397%
1-Hydroxy-6-(trifluoromethyl)benzo[c][1,2]oxaborol-3(1H)-one$91.00/250mg Detail