CAS 144104-59-6 5-Indolylboronic acid - Materials / Alfa Chemistry

NAVIGATION

5-Indolylboronic acid

PRICE INQUIRY

Catalog Number

ACM144104596-1

CAS Number

144104-59-6

Product Name

5-Indolylboronic acid

Structure

Category

Salt

Synonyms

Indole-5-boronic acid, 5-Indoleboronic acid, 666467_ALDRICH, I3820G1, ST5405994, TL8000968, 144104-59-6

IUPAC Name

1H-indol-5-ylboronic acid

Molecular Weight

160.97

Molecular Formula

C8H8BNO2

Canonical SMILES

B(C1=CC2=C(C=C1)NC=C2)(O)O

InChI Key

VHADYSUJZAPXOW-UHFFFAOYSA-N

Boiling Point

433.2ºC at 760mmHg

Melting Point

170-175ºC

Flash Point

215.8ºC

Purity

97%

Density

1.33g/cm³

Appearance

White to light yellow crystal powder

Application

5-Indolylboronic acid is a versatile white to light yellow crystalline powder, serving as a reactant integral to the synthesis of various biologically active compounds. It is instrumental in the development of indole inhibitors targeting MMP-13, which are promising candidates for the treatment of arthritic diseases. Additionally, it plays a crucial role in the synthesis of substituted pyrimidines, which act as inhibitors of tubulin polymerization. This compound is also engaged in Suzuki coupling reactions, facilitating the creation of aryl-hetarylfurocoumarins, as well as aryl-substituted oxabenzindoles and methanobenzindoles. Further extending its utility, 5-Indolylboronic acid participates in oxidative cross-coupling with mercaptoacetylenes and is involved in trifluoromethylation processes, making it a critical component in advanced chemical synthesis.

Exact Mass

161.06500

Hazard Statements

Xn:Harmful

Safety Description

S26-S36/37/39

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