10504-90-2

Basic information

• Product Name: N-Benzyl-4-chlorobenzenesulfonaMide, 97%
• Synonyms: N-Benzyl-4-chlorobenzenesulfonaMide, 97%
• CAS NO: 10504-90-2
• Molecular Formula: C₁₃H₁₂ClNO₂S
• Molecular Weight: 281.75788
• Mol File: 10504-90-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 432.6°Cat760mmHg
• Flash Point: 215.4°C
• Appearance: /
• Density: 1.324g/cm³
• Vapor Pressure: 1.1E-07mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: N-Benzyl-4-chlorobenzenesulfonaMide, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-4-chlorobenzenesulfonaMide, 97%(10504-90-2)
• EPA Substance Registry System: N-Benzyl-4-chlorobenzenesulfonaMide, 97%(10504-90-2)

Safety Data

• Hazardous Substances Data: 10504-90-2(Hazardous Substances Data)

Usage

General Description

N-Benzyl-4-chlorobenzenesulfonamide, 97%, is a chemical compound used as a reagent in various organic reactions. It is derived from the combination of benzylamine and 4-chlorobenzenesulfonyl chloride, resulting in a white to off-white crystalline solid. N-Benzyl-4-chlorobenzenesulfonaMide, 97% is primarily used in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is known for its high purity, making it suitable for use in research and industrial applications. Additionally, it is an important intermediate in the production of dyes and pigments, and is valued for its versatility and efficacy in chemical processes.

InChI:InChI=1/C13H12ClNO2S/c14-12-6-8-13(9-7-12)18(16,17)15-10-11-4-2-1-3-5-11/h1-9,15H,10H2

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 100-46-9 benzylamine 
• 108-88-3 toluene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 100-51-6 benzyl alcohol 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 973-63-7 2,4-dinitrophenyl 4-chlorobenzenesulfonate 
• 37100-89-3 4-chloro-benzenesulfonic acid p-tolyl ester 
• 80-33-1 chlorofensone 
• 26971-85-7 p-Nitrophenyl p-chlorobenzenesulphonate 
• 2437-33-4 4-chlorobenzolsulfonsaeure-phenylester 

Downstream Products

• 51920-62-8 Isopropyl N-(p-chlorobenzenesulfonyl) N-benzyl carbamate 
• 52001-78-2 2-chloroethyl N-(p-chlorobenzenesulfonyl) N-benzyl carbamate 
• 13707-45-4 N-benzylidene-4-chlorobenzenesulfonamide 

Relevant articles and documents

A Novel Phenylsulfonamide Ameliorates the Cognitive Impairment in Mice Induced by Scopolamine

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Rhodium-catalyzed aerobic N-alkylation of sulfonamides with alcohols

By using the famous Wilkinson's catalyst, N-alkylation of sulfonamides can be easily realized under mild aerobic conditions by using alcohols as the alkylating reagent, giving monoalkylated sulfonamides in high yields and selectivities with water produced as the only byproduct. This advantageous aerobic method is potentially general in substrate scope that it can also be applied to other amides, amines and alcohols.

Discovery of N-amido-phenylsulfonamide derivatives as novel microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors

Our previous research showed that N-carboxy-phenylsulfonyl hydrazide (scaffold A) could reduce LPS-stimulated PGE2 levels in RAW 264.7 macrophage cells by an inhibition of mPGES-1 enzyme. However, a number of scaffold A derivatives showed the drawbacks such as the formation of regioisomers and poor liver metabolic stability. In order to overcome these synthetic and metabolic problems, therefore, we decided to replace N-carboxy-phenylsulfonyl hydrazide (scaffold A) with N-carboxy-phenylsulfonamide (scaffold B) or N-amido-phenylsulfonamide frameworks (scaffold C) as a bioisosteric replacement. Among them, MPO-0186 (scaffold C) inhibited the production of PGE2 (IC50: 0.24 μM) in A549 cells via inhibition of mPGES-1 (IC50: 0.49 μM in a cell-free assay) and was found to be approximately 9- and 8-fold more potent than MK-886 as a reference inhibitor, respectively. A molecular docking study theoretically suggests that MPO-0186 could inhibit PGE2 production by blocking the PGH2 binding site of mPGES-1 enzyme. Furthermore, MPO-0186 demonstrated good liver metabolic stability and no significant inhibition observed in clinically relevant CYP isoforms except CYP2C19. This result provides a potential starting point for the development of selective and potent mPGES-1 inhibitor with a novel scaffold.

The: N -alkylation of sulfonamides with alcohols in water catalyzed by a water-soluble metal-ligand bifunctional iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2

The iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2 (Cp? = η5-pentamethylcyclopentadienyl, biimH2 = 2,2′-biimidazole) was synthesized and developed as a new-type of water-soluble metal-ligand bifunctional catalyst for the N-alkylation of poorly nucleophilic sulfonamides with alcohols in water. In the presence of catalyst (1 mol%) and Cs2CO3 (0.1 equiv.), a series of desirable products was obtained in 74-91% yields under microwave irradiation. Mechanistic experiments revealed that the presence of NH units in the imidazole ligand is crucially important for the catalytic activity of the iridium complex. Notably, this research would facilitate the process of water-soluble metal-ligand bifunctional catalysis for the hydrogen autotransfer process.