CAS 948592-75-4

B-(2-Amino-4-methoxyphenyl)boronic acid

Description:

B-(2-Amino-4-methoxyphenyl)boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group attached to an aromatic ring that contains an amino group and a methoxy substituent. This compound typically exhibits a white to off-white crystalline solid form and is soluble in polar solvents such as water and alcohols, owing to the presence of the boronic acid group. It is known for its ability to form reversible covalent bonds with diols, making it useful in various applications, including medicinal chemistry and materials science. The amino group can participate in hydrogen bonding and may enhance the compound's reactivity and interaction with biological targets. Additionally, the methoxy group can influence the electronic properties of the aromatic ring, potentially affecting the compound's reactivity and stability. B-(2-Amino-4-methoxyphenyl)boronic acid is often utilized in the synthesis of complex organic molecules and as a building block in drug discovery, particularly in the development of inhibitors for certain enzymes.

Formula: C₇H₁₀BNO₃

InChI: InChI=1S/C7H10BNO3/c1-12-5-2-3-6(8(10)11)7(9)4-5/h2-4,10-11H,9H2,1H3

InChI key: InChIKey=QCTZXOWPLSEKSA-UHFFFAOYSA-N

SMILES: B(O)(O)C1=C(N)C=C(OC)C=C1

Synonyms:

• (2-Amino-4-methoxyphenyl)boronic acid
• Boronic acid, B-(2-amino-4-methoxyphenyl)-
• B-(2-Amino-4-methoxyphenyl)boronic acid