28547-16-2

Basic information

• Product Name: 4-BENZENESULFONYLAMINOBENZOIC ACID
• Synonyms: 4-[(PHENYLSULFONYL)AMINO]BENZOIC ACID;4-BENZENESULFONYLAMINOBENZOIC ACID;4-(PhenylsulfonaMido)benzoic acid;Benzoic acid, 4-[(phenylsulfonyl)amino]-
• CAS NO: 28547-16-2
• Molecular Formula: C₁₃H₁₁NO₄S
• Molecular Weight: 277.3
• Mol File: 28547-16-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 212 °C (decomp)
• Boiling Point: 487.8 °C at 760 mmHg
• Flash Point: 248.8 °C
• Appearance: /
• Density: 1.451 g/cm³
• Vapor Pressure: 2.49E-10mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.23±0.10(Predicted)
• CAS DataBase Reference: 4-BENZENESULFONYLAMINOBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZENESULFONYLAMINOBENZOIC ACID(28547-16-2)
• EPA Substance Registry System: 4-BENZENESULFONYLAMINOBENZOIC ACID(28547-16-2)

Safety Data

• Hazardous Substances Data: 28547-16-2(Hazardous Substances Data)

Usage

General Description

4-BENZENESULFONYLAMINOBENZOIC ACID is a chemical compound with the molecular formula C13H11NO4S. It is a sulfonamide derivative with potential anti-inflammatory and analgesic properties. 4-BENZENESULFONYLAMINOBENZOIC ACID is a nonsteroidal anti-inflammatory drug (NSAID) that inhibits both cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzymes, thereby preventing the synthesis of prostaglandins, which are involved in inflammation and pain. It is commonly used in the treatment of various inflammatory conditions, including arthritis, dysmenorrhea, and other pain-related disorders. Additionally, it has shown potential as a chemopreventive agent for certain types of cancer.

InChI:InChI=1/C13H11NO4S/c15-13(16)10-6-8-11(9-7-10)14-19(17,18)12-4-2-1-3-5-12/h1-9,14H,(H,15,16)

Upstream product

• 76883-69-7 N-(4-acetylphenyl)benzenesulfonamide 
• 98-80-6 phenylboronic acid 
• 62-23-7 4-nitro-benzoic acid 
• 98-11-3 benzenesulfonic acid 
• 94-09-7 p-aminoethylbenzoate 
• 89113-18-8 ethyl 4-benzoate 
• 150-13-0 4-amino-benzoic acid 
• 107920-79-6 methyl 4-(phenylsulfonamido)benzoate 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 1258550-72-9 N-(3-nitro-4-(2-(phenylthio)ethylamino)phenylsulfonyl)-4-(phenylsulfonamido)benzamide 
• 63421-73-8 4-Benzolsulfonamido-1-benzoylchlorid 
• 1267868-88-1 2-(p-benzenesulphonamido)phenyl-1,4,5,6-tetrahydropyrimidine 
• 147086-60-0 2-(p-benzenesulphonamido)phenylimidazoline 
• 878412-46-5 N-[4-(4-phenyl-piperazine-1-carbonyl)-phenyl]-benzenesulfonamide 
• 1232365-61-5 N-((2S)-1-(1-(1-hydroxy-2-(1-methyl-1H-pyrazol-3-ylamino)-2-oxoethyl)-cyclobutylamino)-3-(1-methylcycIobutyl)-1-oxopropan-2-yl)-4-(phenylsulfonamido)-benzamide 

Relevant articles and documents

Hydroxamic acid with benzenesulfonamide: An effective scaffold for the development of broad-spectrum metallo-β-lactamase inhibitors

Given that β-lactam antibiotic resistance mediated by metallo-β-lactamases (MβLs) seriously threatens human health, we designed and synthesized nineteen hydroxamic acids with benzenesulfonamide, which exhibited broad-spectrum inhibition against four teste

Bio-potent sulfonamides

Some 4-(substituted phenylsulfonamido)benzoic acids have been synthesized by fly-ash:H3PO3 nano catalyst catalyzed condensation of substituted benzenesulfonyl chlorides and 4-aminobenzoic acid in ultrasound irradiation conditions. The yields of the sulfonamides are more than 90%. The synthesized 4-(substituted phenylsulfonamido) benzoic acid derivatives were characterized by their physical constants, analytical and spectroscopic data. Antimicrobial activities of all sulfonamides were measured by Bauer-Kirby disc diffusion method.

Method for coupling nitroaromatic compound and boric acid compound to synthesize sulfonamide compound

The invention belongs to the field of organic synthesis, and specifically discloses a method for coupling a nitroaromatic compound and a boric acid compound to synthesize a sulfonamide compound. The method for coupling the nitroaromatic compound and the boric acid compound to synthesize the sulfonamide compound comprises the steps that in an organic solvent, pyrosulfite is used as a source of SO2,and heating is carried out for a coupling reaction, and then after the post-treatment, the sulfonamide compound is obtained. The method for coupling the nitroaromatic compound and the boric acid compound to synthesize the sulfonamide compound is simple in operation, does not require nitrogen protection, and can be carried out under air. The nitroaromatic compound and the boric acid compound are abundant in source, relatively low in price, high in reaction yield, wide in applicability of a substrate and free in metal residual. The method for coupling the nitroaromatic compound and the boric acid compound to synthesize the sulfonamide compound can be used for synthesizing a series of sulfonamide compounds, and the synthesized compounds have wide application value in the fields of pesticidesand medicines.