13656-60-5

Basic information

• Product Name: 2,4-DIFLUOROBENZENESULFONAMIDE
• Synonyms: 2,4-DIFLUOROBENZENESULFONAMIDE;2,4-DIFLUOROBENZENESULPHONAMIDE;BUTTPARK 23\07-80;Benzenesulfonamide, 2,4-difluoro- (8CI,9CI)
• CAS NO: 13656-60-5
• Molecular Formula: C₆H₅F₂NO₂S
• Molecular Weight: 193.17
• Product Categories: SULFONAMIDE;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds;Aryl Fluorinated Building Blocks;Building Blocks;C6;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Sulfur Compounds
• Mol File: 13656-60-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 154-158 °C(lit.)
• Boiling Point: 300.287 °C at 760 mmHg
• Flash Point: 135.409 °C
• Appearance: /
• Density: 1.523
• Vapor Pressure: 0.00113mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 9.61±0.60(Predicted)
• CAS DataBase Reference: 2,4-DIFLUOROBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIFLUOROBENZENESULFONAMIDE(13656-60-5)
• EPA Substance Registry System: 2,4-DIFLUOROBENZENESULFONAMIDE(13656-60-5)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 13656-60-5(Hazardous Substances Data)

Usage

General Description

2,4-DIFLUOROBENZENESULFONAMIDE is a chemical compound that contains a benzene ring with two fluorine atoms and a sulfonamide group. It is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. 2,4-DIFLUOROBENZENESULFONAMIDE has been found to have potential anti-inflammatory and analgesic properties, making it a promising candidate for drug development. Additionally, 2,4-DIFLUOROBENZENESULFONAMIDE has been studied for its potential use in organic light-emitting diodes (OLEDs) due to its electron acceptor properties. Its versatile nature and wide range of applications make it an important target for chemical research and development.

InChI:InChI=1/C6H5F2NO2S/c7-4-1-2-6(5(8)3-4)12(9,10)11/h1-3H,(H2,9,10,11)

Upstream product

• 1996-44-7 2,4-difluorothiophenol 
• 367-25-9 2,4-difluorophenylamine 
• 1336-21-6 ammonium hydroxide 
• 13918-92-8 2,4-difluorobenzene-1-sulfonyl chloride 
• 3782-65-8 2,4-Difluorobenzene sulfonyl fluoride 
• 26120-88-7 2,4-dichlorobenzenesulfonyl fluoride 
• 372-18-9 1,3-Difluorobenzene 

Downstream Products

• 370874-64-9 2-Fluoro-4-Hydrazino-Benzenesulfonamide 
• 1057257-37-0 C₂₈H₂₀F₂N₂O₄S 
• 1209468-30-3 C₁₁H₁₅FN₂O₂S 
• 1209468-39-2 C₁₁H₁₅FN₂O₂S 
• 1228944-63-5 4-(4-((4'-chlorobiphenyl-2-yl)methyl)piperazin-1-yl)-2-fluorobenzenesulfonamide 
• 1130322-33-6 C₂₆H₁₈ClF₂N₅O₄S 
• 1204572-62-2 2-cyclopropylamino-4-fluorobenzenesulphonamide 

Relevant articles and documents

THIAZOLIDINONE COMPOUNDS AND USE THEREOF

A pharmaceutical composition containing a compound of Formula (I) for treating an opioid receptor-associated condition. Also disclosed is a method for treating an opioid receptor-associated condition using such a compound. Further disclosed are two sets of thiazolidinone compounds of formula (I): (i) compounds each having an enantiomeric excess greater than 90% and (ii) compounds each being substituted with deuterium.

Thermodynamic characterization of new positive allosteric modulators binding to the glutamate receptor A2 ligand-binding domain: Combining experimental and computational methods unravels differences in driving forces

Positive allosteric modulation of the ionotropic glutamate receptor GluA2 presents a potential treatment of cognitive disorders, for example, Alzheimer's disease. In the present study, we describe the synthesis, pharmacology, and thermodynamic studies of a series of monofluoro-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides. Measurements of ligand binding by isothermal titration calorimetry (ITC) showed similar binding affinities for the modulator series at the GluA2 LBD but differences in the thermodynamic driving forces. Binding of 5c (7-F) and 6 (no-F) is enthalpy driven, and 5a (5-F) and 5b (6-F) are entropy driven. For 5d (8-F), both quantities were equal in size. Thermodynamic integration (TI) and one-step perturbation (OSP) were used to calculate the relative binding affinity of the modulators. The OSP calculations had a higher predictive power than those from TI, and combined with the shorter total simulation time, we found the OSP method to be more effective for this setup. Furthermore, from the molecular dynamics simulations, we extracted the enthalpies and entropies, and along with the ITC data, this suggested that the differences in binding free energies are largely explained by the direct ligand-surrounding enthalpies. Furthermore, we used the OSP setup to predict binding affinities for a series of polysubstituted fluorine compounds and monosubstituted methyl compounds and used these predictions to characterize the modulator binding pocket for this scaffold of positive allosteric modulators.

Synthesis and cyclooxygenase-2 inhibiting property of 1,5-diarylpyrazoles with substituted benzenesulfonamide moiety as pharmacophore: Preparation of sodium salt for injectable formulation

A series of 1,5-diarylpyrazoles having a substituted benzenesulfonamide moiety as pharmacophore was synthesized and evaluated for cyclooxygenase (COX-1/COX-2) inhibitory activities. Through SAR and molecular modeling, it was found that fluorine substituti