690662-91-0

Basic information

• Product Name: 3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID
• Synonyms: N-BENZYL 3-BORONOBENZENESULFONAMIDE;3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID;3-(BenzylsulfaMoyl)benzeneboronic acid, 95%;[3-(benzylsulfaMoyl)phenyl]boronic acid
• CAS NO: 690662-91-0
• Molecular Formula: C13H14BNO4S
• Molecular Weight: 291.13
• Product Categories: blocks;BoronicAcids;Sulfonamides
• Mol File: 690662-91-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 194-196℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID(690662-91-0)
• EPA Substance Registry System: 3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID(690662-91-0)

Safety Data

• Hazardous Substances Data: 690662-91-0(Hazardous Substances Data)

Usage

General Description

3-(N-Benzylsulfamoyl)phenylboronic acid is a chemical compound consisting of a boronic acid group attached to a phenyl ring with a benzylsulfamoyl group. It is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. 3-(N-BENZYLSULFAMOYL)PHENYLBORONIC ACID is known for its ability to participate in Suzuki-Miyaura cross-coupling reactions, where it acts as a boron source for the formation of arylboronic esters. It is also used in the synthesis of various pharmaceuticals and agrochemicals due to its versatile reactivity and potential for selective functionalization of aromatic molecules. Additionally, its boronic acid functionality confers it with the potential for selective binding to biological targets, making it of interest in the development of new drugs and bioconjugates.

Upstream product

• 374538-00-8 3-bromobenzeneboronic acid N-methyldiethanolamine cyclic ester 
• 100-46-9 benzylamine 

Relevant articles and documents

Structure-activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase

A range of aryl and heteroaryl boronic acids were tested for their in vitro hormone-sensitive lipase inhibitory properties. (2-Benzyloxy-5-fluorophenyl) boronic acid, (2-benzyloxy-5-chlorophenyl)boronic acid and 5-bromothiophene-2- boronic acid were found to be the most potent HSL inhibitors with IC 50 values of 140, 17 and 350 nM, respectively.

HALO SULFONYL ARYL BORONATES

The present invention relates to halo sulfonyl aryl boronates of the general formula (I): wherein Arylene designates a carbocyclic or heterocyclic, aromatic ring system comprising 1-3 rings; R1, R2 and R3 are, independently, hydrogen, C1-6alkyl, C1-6alkoxy, halogen, nitro, cyano or phenyl;X is fluoro, chloro or bromo; and Y is a boroxine moiety attached via a bond from Arylene to one of the boron atoms of a boroxine ring which ring has a group of the formula -Arylene(R1)(R2)(R3)SO2X, wherein Arylene, R1, R2, R3 and X are as defined above, at each of the other two boron atoms of the boroxine ring, or Y is a boronic acid group or a boronic ester group.The invention also relates to the preparation of the compounds of formula (I) and to their use in organic synthesis.