18457-86-8

Basic information

• Product Name: N-(o-tolyl)benzenesulphonamide
• Synonyms: N-(o-tolyl)benzenesulphonamide;BenzeneSulfono-o-toluidide;N-(2-Methylphenyl)benzenesulfonamide;2'-Methylbenzenesulfonanilide;Benzenesulfonamide, N-(2-methylphenyl)-;Brn 2696439;Einecs 242-343-0;N-o-Tolylbenzenesulfonamide
• CAS NO: 18457-86-8
• Molecular Formula: C₁₃H₁₃NO₂S
• Molecular Weight: 247.31282
• EINECS: 242-343-0
• Mol File: 18457-86-8.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 387.7°Cat760mmHg
• Flash Point: 188.3°C
• Appearance: /
• Density: 1.269g/cm³
• Vapor Pressure: 3.23E-06mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: N-(o-tolyl)benzenesulphonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(o-tolyl)benzenesulphonamide(18457-86-8)
• EPA Substance Registry System: N-(o-tolyl)benzenesulphonamide(18457-86-8)

Safety Data

• Hazardous Substances Data: 18457-86-8(Hazardous Substances Data)

Usage

General Description

N-(o-tolyl)benzenesulphonamide, also known as toluenesulfonamide, is an organic compound with the molecular formula C14H13NO2S. It is a white crystalline powder that is soluble in organic solvents but insoluble in water. This chemical is commonly used as a plasticizer in the manufacturing of polymer products, such as polyvinyl chloride (PVC) and polyurethane. It is also used as an intermediate in the production of dyes, pharmaceuticals, and other organic compounds. Toluenesulfonamide has low acute toxicity and is considered to have minor environmental and health hazards, making it a widely used and versatile chemical in various industries. However, it should be handled with care and in accordance with safety regulations.

InChI:InChI=1/C13H13NO2S/c1-11-7-5-6-10-13(11)14-17(15,16)12-8-3-2-4-9-12/h2-10,14H,1H3

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 95-53-4 o-toluidine 
• 88-72-2 1-methyl-2-nitrobenzene 
• 98-80-6 phenylboronic acid 
• 98-10-2 benzenesulfonamide 
• 635-26-7 o-tolylhydrazine hydrochloride 
• 15898-37-0 sodium 2-methylbenzenesulfinate 
• 873-55-2 sodium benzenesulfonate 
• 95-46-5 2-methylphenyl bromide 
• 615-37-2 ortho-methylphenyl iodide 
• 938-10-3 phenylsulfonyl azide 
• 108-88-3 toluene 
• 64-17-5 ethanol 

Downstream Products

• 95793-70-7 N-Methyl-N-(2-methylphenyl)benzolsulfonamid 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 54129-03-2 C₆H₅HgN(SO₂C₆H₅)C₆H₄CH₃ 
• 312-63-0 N-(4-fluorophenyl)benzenesulfonamide 
• 117309-36-1 N-benzenesulfonyl-N-o-tolyl-glycine 
• 853789-89-6 benzenesulfonic acid-(4-anilino-2,3-dichloro-6-methyl-anilide) 
• 17359-41-0 benzoic acid-(N-benzyl-o-toluidide) 

Relevant articles and documents

Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-molecule Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallography to bind in the Keap1 Kelch binding pocket. Two hits were merged into compound 8 with a 220-380-fold stronger affinity (Ki = 16 μM) relative to the parent fragments. Systematic optimization resulted in several novel analogues with Ki values of 0.04-0.5 μM, binding modes determined by X-ray crystallography, and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.

Characteristic Hydrogen Bonding Observed in the Crystals of Aromatic Sulfonamides: 1D Chain Assembly of Molecules and Chiral Discrimination on Crystallization

N-Phenylbenzenesulfonamides exist preferentially in (+)- or (-)-synclinal conformations, which place the aromatic rings at both ends in the same direction with a twist. We have systematically analyzed the crystal structure of secondary aromatic sulfonamides bearing methyl, ethyl, and/or methoxy groups on the benzene rings. Intermolecular hydrogen bonding between the sulfonamide protons and sulfonyl oxygens was observed in 81 out of 85 crystals. The intermolecular hydrogen-bonding patterns could be classified into four types, i.e. Dimeric, Zigzag, Helical, and Straight patterns, with retention of the synclinal conformation of the sulfonamide moiety. We investigated the relationship between the hydrogen-bonding pattern and the proportion of the compounds that show chiral crystallization. On the basis of our classification of the intermolecular hydrogen bonds of aromatic sulfonamides, the crystals with Dimeric and Zigzag patterns, which both have enantiomeric synclinal conformers, intrinsically become achiral, except for kryptoracemates. In contrast, a high proportion of compounds with Helical or Straight patterns in the crystals showed chiral crystallization. Our classification is useful for discussion regarding the chirality of molecular assemblies, on the basis of the conformational chirality of the molecules in the crystal.

Sulfonyl imide or sulfonamide of the denitrification arylation method and product and application

A sulfonyl imide or sulfonamide of the denitrification arylation method and product and application, sulfonimide or sulfonamide of the denitrification arylation method, comprises the following steps: to arylhydrazine and sulfonyl imide or sulfonamide as raw material, the catalyst palladium salt, alkali, solvent and oxidizing agent in the presence of, prepared N - aryl sulfonyl imide or N - aryl sulfonamides. The sulfonimide or sulfonamide of the denitrification arylation method, by adopting the arylhydrazine and sulfonimide or sulfonamide as raw materials used to prepare N - aryl sulfonyl imide or N - aryl sulfonamides, arylhydrazine because of having low cost, high reactivity and easy accessibility and the like, can make the sulfonyl imide or a sulfonamide for the arylation of the method cost is relatively low. The arylhydrazine as aryl group donor, the reaction by-product is N2 And H2 O, so it has the characteristics of green and environmental protection.