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Sku CI17605_5_G
Chem Impex
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Product Information

Product Name
1H-Indazole-5-boronic acid
Brand Name
Chem Impex
Product Number
17605
CAS
338454-14-1
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
17750504
IUPAC Name
1H-indazol-5-ylboronic acid
InChI Key
CLVPGJWAMIADSY-UHFFFAOYSA-N
SMILES
B(C1=CC2=C(C=C1)NN=C2)(O)O

Application

1H-Indazole-5-boronic acid is widely utilized in research focused on:

Drug Development: This compound serves as a crucial building block in the synthesis of various pharmaceutical agents, particularly in the development of anti-cancer drugs. Its boronic acid functionality allows for effective interactions with biological targets.

Chemical Synthesis: It is employed in cross-coupling reactions, such as Suzuki-Miyaura coupling, which are essential for forming carbon-carbon bonds in organic synthesis, making it valuable in creating complex organic molecules.

Material Science: The compound is used in the development of advanced materials, including polymers and nanomaterials, where its unique properties can enhance material performance, such as conductivity and mechanical strength.

Bioconjugation: It plays a role in bioconjugation techniques, allowing researchers to attach biomolecules to surfaces or other molecules, which is critical in the development of biosensors and targeted drug delivery systems.

Analytical Chemistry: This chemical is utilized in various analytical methods, including chromatography and mass spectrometry, to improve the detection and quantification of specific compounds in complex mixtures.

References

First Identification of Boronic Species as Novel Potential Inhibitors of the Staphylococcus aureus NorA Efflux Pump

Publication Name: Journal of Medicinal Chemistry
Publication Date: 2014-02-19
DOI: 10.1021/jm401808n

Metalation of Pyrazoles and Indazoles

Publication Name: Metalation of Azoles and Related Five-Membered Ring Heterocycles
Publication Date: 2012
DOI: 10.1007/7081_2012_82