342404-46-0

Basic information

• Product Name: 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID
• Synonyms: 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID;1-(PHENYLSULFONYL)-1H-INDOL-2-YLBORONIC ACID;1-PHENYLSULFONYLINDOLE-2-BORONIC ACID;1-PHENYLSULPHONYLINDOLE-2-BORONIC ACID;AKOS BRN-1007;1-(Phenylsulphonyl)-1H-indol-2-ylboronic acid;1-(Phenylsulphonyl)-1H-indole-2-boronic acid;1-(Phenylsulfonyl)-1H-indol-2-ylboronic acid, May contain varying amounts of anhydride, 97%
• CAS NO: 342404-46-0
• Molecular Formula: C14H12BNO4S
• Molecular Weight: 301.13
• Product Categories: Boronic acids;Boronic Acids;Boronic Acids and Derivatives;Heteroaryl;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronic Acids;Organometallic Reagents
• Mol File: 342404-46-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 125-130 °C(lit.)
• Boiling Point: 581.4 °C at 760 mmHg
• Flash Point: 305.4 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 2.33E-14mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID(342404-46-0)
• EPA Substance Registry System: 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID(342404-46-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 342404-46-0(Hazardous Substances Data)

Usage

Description

1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is an organic compound with the chemical formula C12H10BNO3S. It is characterized by the presence of an indole ring, a phenylsulfonyl group, and a boronic acid moiety. 1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is known for its versatile reactivity and applications in various chemical reactions and synthesis processes.

Uses

Used in Pharmaceutical Industry:
1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is used as a reactant for the synthesis of bioactive indolo[3,2-j]phenanthridine alkaloid, calothrixin B, via an allene-mediated electrocyclic reaction. This alkaloid has potential applications in the development of new drugs and therapies.
Used in Chemical Synthesis:
1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is used as a reactant for the preparation of arenes via palladium and tris(tert-butyl)phosphine-catalyzed Suzuki cross-coupling. This reaction is an important method for the formation of carbon-carbon bonds, which are crucial in the synthesis of various organic compounds.
Used in Medicinal Chemistry:
1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is used in the structure-guided development of TbcatB inhibitors as trypanocides. These inhibitors target the enzyme TbcatB, which is essential for the survival of Trypanosoma brucei, the parasite responsible for African sleeping sickness.
Used in Organic Chemistry:
1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is employed in chemoselective and stereoselective oxidative palladium/diamine-catalyzed cross-coupling reactions. These reactions are important for the synthesis of complex organic molecules with specific structural features, which can be used in various applications, including pharmaceuticals and materials science.
Used in Synthetic Methodology:
1-(PHENYLSULFONYL)-2-INDOLEBORONIC ACID is used in Petasis boronic Mannich reactions under microwave conditions. This method allows for the efficient synthesis of various organic compounds, including those with potential applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C14H12BNO4S/c17-15(18)14-10-11-6-4-5-9-13(11)16(14)21(19,20)12-7-2-1-3-8-12/h1-10,17-18H