1-Methyl-1H-benzoimidazole-6-boronic acid - Materials / Alfa Chemistry

NAVIGATION

1-Methyl-1H-benzoimidazole-6-boronic acid

PRICE INQUIRY

Catalog Number

ACMA00015285

Product Name

1-Methyl-1H-benzoimidazole-6-boronic acid

Category

Salt

IUPAC Name

(3-methylbenzimidazol-5-yl)boronic acid

Molecular Weight

175.98g/mol

Molecular Formula

C8H9BN2O2

Canonical SMILES

B(C1=CC2=C(C=C1)N=CN2C)(O)O

InChI

InChI=1S/C8H9BN2O2/c1-11-5-10-7-3-2-6(9(12)13)4-8(7)11/h2-5,12-13H,1H3

InChI Key

AOOJQSARVKLHLF-UHFFFAOYSA-N

Application

1-Methyl-1H-benzoimidazole-6-boronic acid, a light orange powder, serves as a versatile chemical reagent with several important applications. It can be employed as an intermediate in the synthesis of compounds, such as piperidine-based antagonists targeting specific receptors, which play a crucial role in medicinal chemistry. Furthermore, it acts as an essential substrate in Suzuki coupling reactions, facilitating the production of 4-aryl-1,8-naphthyridin-2(1H)-ones-molecules of significant interest in the development of therapeutics. Additionally, this compound can be used in creating biaryl-based phenylalanine amino acid analogs, contributing to the study of kainate receptor ligands. Finally, it is also effective in the synthesis of phenylimidazole-based Ir(III) complexes, which are integral to the advancement of phosphorescent blue OLED technology.

Complexity

191

Covalently-Bonded Unit Count

Exact Mass

176.075708g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

176.075708g/mol

Rotatable Bond Count

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