4371-23-7

Upstream product

• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 98-80-6 phenylboronic acid 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 105123-35-1 2,4,6-tris([1,1'-biphenyl]-4-yl)boroxine 
• 5122-94-1 4-biphenylboronic acid 
• 63-74-1 sulfanilamide 
• 71-43-2 benzene 
• 1623-93-4 4-diphenylsulfonyl chloride 

Downstream Products

• 206065-81-8 3-(2,4-dichlorobenzyl)-2-methyl-5-((4-phenylbenzene)-sulfonylcarbamoyl)indole 
• 1034172-77-4 C₂₁H₁₉FN₄O₃S 
• 1034172-79-6 C₂₃H₂₁FN₄O₄S 
• 1359834-20-0 C₂₄H₁₈N₄O₃S₂ 
• 1383841-56-2 (S)-N-(4-((2-cyclohexylpropoxy)methyl)phenyl)biphenyl-4-sulfonamide 
• 1359834-20-0 N-(3-((1H-1,2,4-triazol-3-yl)thio)-4-hydroxynaphthalen-1-yl)-4-phenylbenzenesulfonamide 
• 1204291-14-4 2-((4-([1,1′-biphenyl]-4-ylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid 
• 1359834-33-5 N-(3-(1H-tetrazol-5-ylthio)-4-hydroxynaphthalen-1-yl)biphenyl-4-sulfonamide 
• 1359835-26-9 C₂₄H₁₇NO₅S₂ 
• 1359835-06-5 C₂₃H₁₅N₅O₃S₂ 
• 1204290-90-3 N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)biphenyl-4-sulfonamide 
• 1326777-41-6 N-([1,1'-biphenyl]-4-ylsulfonyl)-4-phenoxybenzamide 

Relevant academic research and scientific papers

Identification and Optimization of Novel Small-Molecule Cas9 Inhibitors by Cell-Based High-Throughput Screening

CRISPR/Cas9 has revolutionized several areas of life science; however, methods to control the Cas9 activity are needed for both scientific and therapeutic applications. Anti-CRISPR proteins are known to inhibit the CRISPR/Cas adaptive immunity; however, in vivo delivery of such proteins is problematic. Instead, small-molecule Cas9 inhibitors could serve as useful tools due to their permeable, proteolytically stable, and non-immunogenic nature. Here, we identified a small-molecule ligand with anti-CRISPR/Cas9 activity through a high-throughput screening utilizing an Escherichia coli selection system. Extensive structure-activity relationship studies, which involved a deconstruction-reconstruction strategy, resulted in a range of analogues with significant improvements in the inhibitory activity. Based on NMR and electrophoretic mobility shift assays, we propose that the inhibitory action of these compounds likely results from direct binding to apo-Cas9, preventing Cas9:gRNA complex formation. These molecules may find use as Cas9 modulators in various applications.

Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL

While the biochemistry of rhomboid proteases has been extensively studied since their discovery two decades ago, efforts to define the physiological roles of these enzymes are ongoing and would benefit from chemical probes that can be used to manipulate the functions of these proteins in their native settings. Here, we describe the use of activity-based protein profiling (ABPP) technology to conduct a targeted screen for small-molecule inhibitors of the mitochondrial rhomboid protease PARL, which plays a critical role in regulating mitophagy and cell death. We synthesized a series of succinimide-containing sulfonyl esters and sulfonamides and discovered that these compounds serve as inhibitors of PARL with the most potent sulfonamides having submicromolar affinity for the enzyme. A counterscreen against the bacterial rhomboid protease GlpG demonstrates that several of these compounds display selectivity for PARL over GlpG by as much as two orders of magnitude. Both the sulfonyl ester and sulfonamide scaffolds exhibit reversible binding and are able to engage PARL in mammalian cells. Collectively, our findings provide encouraging precedent for the development of PARL-selective inhibitors and establish N-[(arylsulfonyl)oxy]succinimides and N-arylsulfonylsuccinimides as new molecular scaffolds for inhibiting members of the rhomboid protease family.

Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Nickel(II)-Catalyzed Addition of Aryl and Heteroaryl Boroxines to the Sulfinylamine Reagent TrNSO: The Catalytic Synthesis of Sulfinamides, Sulfonimidamides, and Primary Sulfonamides

We report a redox-neutral Ni(II)-catalyzed addition of (hetero)aryl boroxines to N-sulfinyltritylamine (TrNSO). The reactions use a catalyst generated from the combination of commercial, air-stable NiCl2·(glyme) and a commercially available bipyridine lig

Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl- O-(tert-butyl)hydroxylamine, t-BuONSO

Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents and a novel sulfinylamine reagent, t-BuONSO. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields in a convenient one-step process.

Sulfonamide compound and synthesis method and application thereof

The invention discloses a synthesis method of a sulfonamide compound represented in a formula (2). According to the method, diazonium salt is used as a reaction raw material, and under the action of an inorganic nitrogen reagent, an inorganic sulfur dioxide reagent, an additive and a phosphine reagent, the diazonium salt is reacted in a solvent at 60-100 DEG C to obtain various sulfonamide compounds. According to the method inorganic salt is used as a nitrogen atom source and a sulfur dioxide source under a metal-free catalytic condition to construct the sulfonamide compound through one step,thereby avoiding the conventional multi-step synthesis of sulfonamide by condensing unstable acid chloride and amine; and the developed sulfonamide synthesis method can be further applied to the synthesis of the arthritis drug celecoxib and the psychotropic drug sulpiride.

Metal-free construction of primary sulfonamides through three diverse salts

In this report, the first metal-free construction of primary sulfonamides through a direct three-component reaction of sodium metabisulfite, sodium azide and aryldiazonium has been established. Readily available inorganic Na2S2O5 and NaN3 were applied as the sulfur dioxide surrogate and nitrogen source respectively. The widely used sulfonamide drugs Celecoxib and Sulpiride, which possess multiple heteroatoms and active hydrogen containing functional groups, are efficiently installed with -SO2NH2 groups at a late stage. Control experiments and kinetic studies demonstrated that aryl radicals, sulfonyl radicals and conjugated phosphine imine radicals are involved in this transformation.

Pd–Ni bimetallic nanoparticles supported on ZrO2 as an efficient catalyst for Suzuki–Miyaura reactions

Pd–Ni bimetallic nanoparticles (BMNPs) supported on ZrO2 were prepared by an impregnation–reduction method. The BMNPs showed excellent catalytic performance in Suzuki carbon–carbon cross-coupling reactions and almost quantitative conversion of the substrates was obtained under mild conditions in the absence of ligand. The excellent catalytic performance of the bimetallic catalyst could be a result of the synergistic effect between the two metal components. The catalyst showed outstanding recyclability during the reaction process; no obvious decrease in catalytic performance was observed after five cycles.

SAR by interligand nuclear overhauser effects (ILOEs) based discovery of acylsulfonamide compounds active against Bcl-xL and Mcl-1

Overexpression of antiapoptotic members of the Bcl-2 family proteins, such as Bcl-xL and Mfl-1, has been shown to be involved in resistance to chemotherapeutic drugs in many forms of cancers. Recent efforts from the Abbott Laboratories resulted

Copper catalyzed Gomberg-Buchmann-Hey reaction using aryldiazonium tosylate

Copper catalyzed modification of Gomberg-Bachmann-Hey reaction to synthesize symmetrical/unsymmetrical biaryls via diazotization of anilines with p-TSA and NaNO2 system at 50 °C, in aromatic liquids as solvents and second partners was successfully developed. Aniline and 3-nitronaniline gave biphenyl and 3-nitrobiphenyl, respectively, with moderate yields. All para-substituted anilines gave comparatively higher yields while in the other cases including ortho-substituted anilines yields were lower. Except anilines with o-NHCOCH3 and o-CONH2 which gave symmetrical biaryls, all others gave selectively unsymmetrical biaryls.