666467

5-Indolylboronic acid

≥95%

• Synonym(s): 5-Indoleboronic acid, Indole-5-boronic acid
• Linear Formula: (C₈H₆N)B(OH)₂
• CAS Number: 144104-59-6
• Molecular Weight: 160.97
• MDL number: MFCD01319013
• UNSPSC Code: 12352103
• PubChem Substance ID: 24884799
• NACRES: NA.22

Properties

• assay: ≥95%
• form: solid
• mp: 170-175 °C
• storage temp.: 2-8°C
• SMILES string: OB(O)c1ccc2[nH]ccc2c1
• InChI: 1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
• InChI key: VHADYSUJZAPXOW-UHFFFAOYSA-N

Description

General description

May contain varying amounts of anhydride

Application

Reactant involved in the synthesis of biologically active molecules including:

• Indole inhibitors of MMP-13 for arthritic disease treatment
• Substituted pyrimidines acting as tubulin polymerization inhibitors

Reactant involved in Suzuki coupling reactions for synthesis of

• Aryl- hetarylfurocoumarins
• Aryl-substituted oxabenzindoles and methanobenzindoles

Reactant involved in:

• Oxidative cross-coupling with mercaptoacetylenes
• Trifluoromethylation

Substrate used in a rhodium-catalyzed 1,4-addition to unprotected maleimides.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves