Boron-Containing Building Blocks for Medicinal Research: Benzoxaboroles

Boronic acids are recognized as useful scaffolds for pharmaceutical compounds, due to their unique property to form a reversible covalent bond at the boron center with various nucleophilic functional groups. Particularly, benzoxaboroles have gathered much interest as a boron-containing scaffold for bioactive compounds such as tavaborole (leucyl-tRNA synthetase inhibitor) and crisaborole (PDE4 inhibitor), with unique mechanisms of action.^1,2) We offer a wide range of benzoxaboroles with various functional groups on each benzene ring useful for further derivatizations like 1, 2, 3, 4, 5, 6 and 7,^3,4) and we also can provide custom synthesis of derivatives including bulk synthesis.

Related Products

D6273

5-Amino-2,1-benzoxaborol-1(3H)-ol

A2559

6-Amino-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

D6277

2,1-Benzoxaborole-1,5(3H)-diol

D6275

Benzo[c][1,2]oxaborole-1,6(3H)-diol

D6272

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-5-carboxylic Acid

D6270

1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxylic Acid

D6271

1-Hydroxy-1,3-dihydro-2,1-benzoxaborole-7-carboxylic Acid

H1280

2-(Hydroxymethyl)phenylboronic Acid Cyclic Monoester

T3775

Tavaborole

References

• 1) Recent developments in the medicinal chemistry of single boron atom-containing compounds
  • S. Song, P. Gao, L. Sun, D. Kang, J. Kongsted, V. Poongavanam, P. Zhan, X. Liu, Acta Pharm. Sin. B 2021, 11, 3035.
• 2) The Boron Advantage: The Evolution and Diversification of Boron’s Applications in Medicinal Chemistry
  • K. Messner, B. Vuong, G. K. Tranmer, Pharmaceuticals 2022, 15, 264.
• 3) Design, Synthesis, and Structure−Activity Relationship of Trypanosoma brucei Leucyl-tRNA Synthetase Inhibitors as Antitrypanosomal Agents
  • D. Ding, Q. Meng, G. Gao, Y. Zhao, Q. Wang, B. Nare, R. Jacobs, F. Rock, M. R. K. Alley, J. J. Plattner, G. Chen, D. Li, H. Zhou, J. Med. Chem. 2011, 54, 1276.
• 4) Discovery of Novel Benzoxaborole-Based Potent Antitrypanosomal Agents
  • D. Ding, Y. Zhao, Q. Meng, D. Xie, B. Nare, D. Chen, C. J. Bacchi, N. Yarlett, Y.-K. Zhang, V. Hernadez, Y. Xia, Y. Freund, M. Abdulla, K.-H. Ang, J. Ratnam, J. H. McKerrow, R. T. Jacobs, H. Zhou, J. J. Plattner, ACS Med. Chem. Lett. 2010, 1, 165.

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