720828
Indazole-6-boronic acid
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About This Item
Empirical Formula (Hill Notation):
C7H7BN2O2
CAS Number:
Molecular Weight:
161.95
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
form
solid
Quality Level
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
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
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Design, synthesis, and preclinical evaluation of fused pyrimidine-based hydroxamates for the treatment of hepatocellular carcinoma
Chen D, et al.
Journal of Medicinal Chemistry, 61(4), 1552-1575 (2018)
Design and synthesis of active site inhibitors of the human farnesyl pyrophosphate synthase: apoptosis and inhibition of ERK phosphorylation in multiple myeloma cells
Lin Y-S, et al.
Journal of medicinal chemistry, 55(7), 3201-3215 (2012)
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