720828

Indazole-6-boronic acid

• Empirical Formula (Hill Notation): C₇H₇BN₂O₂
• CAS Number: 885068-10-0
• Molecular Weight: 161.95
• MDL number: MFCD04972419
• UNSPSC Code: 12352103
• PubChem Substance ID: 329763753
• NACRES: NA.22

Properties

• form: solid
• mp: 112-117 °C
• storage temp.: 2-8°C
• SMILES string: OB(O)c1ccc2cn[nH]c2c1
• InChI: 1S/C7H7BN2O2/c11-8(12)6-2-1-5-4-9-10-7(5)3-6/h1-4,11-12H,(H,9,10)
• InChI key: ZKNLCHWRWRYPGG-UHFFFAOYSA-N

Description

Application

Indazole-6-boronic acid can be used as a reactant:

• In Suzuki-Miyaura coupling reaction to synthesize indazole derivatives via C-C bond formation by reacting with different aryl halides.
• To synthesize indazole substituted purines and pyrrolo[2,3-d]pyrimidines as potential kinase inhibitors.

Reactant for preparation of:

• Bicyclic hydroxyphenylmethanone derivatives as hydroxysteroid dehydrogenase inhibitors
• Bisphosphonate inhibitors of human farnesyl pyrophosphate synthase
• Indazolyl benzoimidazoles as PKC-ζ inhibitors
• Pyrazolopyrimidinamine derivatives and their tyrosine and phosphinositide kinase inhibitory activity

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable