53668-36-3

Basic information

• Product Name: 4-AMINO-N-ISOBUTYLBENZENESULFONAMIDE
• Synonyms: 4-AMINO-N-ISOBUTYLBENZENESULFONAMIDE;4-amino-N-(2-methylpropyl)benzenesulfonamide
• CAS NO: 53668-36-3
• Molecular Formula: C₁₀H₁₆N₂O₂S
• Molecular Weight: 228.31124
• Mol File: 53668-36-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-AMINO-N-ISOBUTYLBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-N-ISOBUTYLBENZENESULFONAMIDE(53668-36-3)
• EPA Substance Registry System: 4-AMINO-N-ISOBUTYLBENZENESULFONAMIDE(53668-36-3)

Safety Data

• Hazardous Substances Data: 53668-36-3(Hazardous Substances Data)

Usage

General Description

4-Amino-N-isobutylbenzenesulfonamide is a chemical compound with the molecular formula C10H15N3O2S. It is commonly used in the manufacturing of pharmaceuticals, particularly as an intermediate in the synthesis of sulfonamide drugs. This chemical has antibacterial and diuretic properties and has been used as a component of various medications for treating urinary tract infections and high blood pressure. It works by inhibiting the growth of bacteria and reducing the reabsorption of salt and water in the kidneys. Additionally, it has been studied for its potential antitumor and anti-inflammatory activities. However, it is important to handle this chemical with caution, as it may cause irritation to the skin, eyes, and respiratory system if not properly handled.

Upstream product

• 89840-80-2 N-isobutyl-4-nitrobenzenesulfonamide 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 6752-38-1 4-chlorosulfonylbenzene isocyanate 
• 78-81-9 isobutylamine 
• 24939-24-0 4-aminobenzenesulfonyl chloride 

Downstream Products

• 169280-56-2 4-amino-N-(2R,3S)(3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide 
• 183004-94-6 3-S-(N-tert-butyloxyformamido)-[2R-hydroxy-1-[(4-aminophenylsulfonyl)(2-methylpropyl)]amino]-4-phenylbutane 
• 608523-57-5 6-[4-(Isobutylsulfamoyl)phenylazo]pyridoxal-5-phosphate 

Relevant articles and documents

Potent and selective N-(4-sulfamoylphenyl)thiourea-based GPR55 agonists

To date, many known G protein-coupled receptor 55 (GPR55) ligands are those identified among the cannabinoids. In order to further study the function of GPR55, new potent and selective ligands are needed. In this study, we utilized the screening results from PubChem bioassay AID 1961 which reports the results of Image-based HTS for Selective Agonists of GPR55. Three compounds, CID1792579, CID1252842 and CID1011163, were further evaluated and used as a starting point to create a series of nanomolar potency GPR55 agonists with N-(4-sulfamoylphenyl)thiourea scaffold. The GPR55 activity of the compounds were screened by using a commercial β-arrestin PathHunter assay and the potential compounds were further evaluated by using a recombinant HEK cell line exhibiting GPR55-mediated effects on calcium signalling. The designed compounds were not active when tested against various endocannabinoid targets (CB1R, CB2R, FAAH, MGL, ABHD6 and ABHD12), indicating compounds' selectivity for the GPR55. Finally, structure-activity relationships of these compounds were explored.

A base labile handle for solid phase organic chemistry

Several arylsulfonamides have been synthesised on solid phase using a new base labile handle. Cleavage front the solid support is accomplished by oxidation of the sulfide to the sulfone, followed by β-elimination in base media.