CAS 169760-16-1 2-Acetamidophenylboronic acid

NAVIGATION

2-Acetamidophenylboronic acid

PRICE INQUIRY

Catalog Number

ACM169760161-1

CAS Number

169760-16-1

Product Name

2-Acetamidophenylboronic acid

Category

Salt

Synonyms

2-Acetamidophenylboronic acid, 2-Carbamoylbenzeneboronic acid, 2-Acetylaminophenylboronic acid, 683906_ALDRICH, (2-acetamidophenyl)boronic acid, BM153, ALBB-006110, TL8007116, 169760-16-1

IUPAC Name

(2-acetamidophenyl)boronic acid

Molecular Weight

178.98

Molecular Formula

C₈H₁₀BNO₃

Canonical SMILES

B(C1=CC=CC=C1NC(=O)C)(O)O

InChI Key

UMOPBIVXPOETPG-UHFFFAOYSA-N

Melting Point

300ºC

Purity

98%

Density

1.23g/cm³

Application

2-Acetamidophenylboronic acid is a versatile chemical compound primarily used as a reactant in the synthesis of a variety of complex molecules. This white to brown solid plays a critical role in the preparation of highly substituted acenes through rhodium-catalyzed oxidative coupling with alkynes. It is also instrumental in the development of anticancer pyrimidines that exhibit a multi-kinase inhibitory effect. Additionally, 2-acetamidophenylboronic acid is essential in synthesizing 3,4-ring fused 7-azaindoles, deazapurines, and polycyclic azaindoles, all potent inhibitors of JAK2. The compound further contributes to the creation of inhibitors targeting the ROS1 receptor tyrosine kinase, as well as 2-aminopyrazolopyridines, which are effective Polo-like kinase 1 inhibitors. Through these applications, 2-acetamidophenylboronic acid serves as a crucial building block in the advancement of medicinal chemistry and drug development.

Exact Mass

179.07500

Safety Description

26-36/37/39

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