713-21-3

Basic information

• Product Name: 2-FLUORO-5-NITROBENZENESULFONYL CHLORIDE
• Synonyms: 2-FLUORO-5-NITROBENZENESULFONYL CHLORIDE;2-Fluoro-5-nitrobenzenesulphonylchloride
• CAS NO: 713-21-3
• Molecular Formula: C6H3ClFNO4S
• Molecular Weight: 239.61
• Mol File: 713-21-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 332.4±27.0 °C(Predicted)
• Appearance: /
• Density: 1.685±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-FLUORO-5-NITROBENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUORO-5-NITROBENZENESULFONYL CHLORIDE(713-21-3)
• EPA Substance Registry System: 2-FLUORO-5-NITROBENZENESULFONYL CHLORIDE(713-21-3)

Safety Data

• Hazardous Substances Data: 713-21-3(Hazardous Substances Data)

Usage

General Description

2-Fluoro-5-nitrobenzenesulfonyl chloride, also known as FNBS chloride, is a chemical compound with the formula C6H3ClFNO4S. It is a white to pale yellow crystalline solid that is widely used as a reagent in organic synthesis. FNBS chloride is commonly employed as a protecting group for amines, enabling the selective synthesis of certain chemical compounds. It is also used in the production of pharmaceuticals and agrochemicals. The compound is known for its high reactivity and is handled under careful safety precautions due to its potential health hazards.

Upstream product

• 369-36-8 6-fluoro-3-nitroaniline 
• 1219001-36-1 C₆H₃FN₃O₂⁽¹⁺⁾*Cl^(1-) 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 1094887-97-4 5-amino-N-cyclopropyl-2-fluorobenzenesulfonamide 
• 1616809-37-0 N-(3-(N-cyclopropylsulfamoyl)-4-fluorophenyl)-3,4-difluorobenzamide 
• 1379071-95-0 N-cyclopropyl-2-fluoro-5-nitrobenzenesulfonamide 

Relevant articles and documents

Optimization of Highly Kinase Selective Bis-anilino Pyrimidine PAK1 Inhibitors

Group I p21-activated kinase (PAK) inhibitors are indicated as important in cancer progression, but achieving high kinase selectivity has been challenging. A bis-anilino pyrimidine PAK1 inhibitor was identified and optimized through structure-based drug design to improve PAK1 potency and achieve high kinase selectivity, giving in vitro probe compound AZ13705339 (18). Reduction of lipophilicity to lower clearance afforded AZ13711265 (14) as an in vivo probe compound with oral exposure in mouse. Such probes will allow further investigation of PAK1 biology.

BENZENESULFONAMIDE DERIVATIVES AS TRAP1 MODULATORS AND USES THEREOF

The present disclosure provides compounds of Formula (I): and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled compounds, and prodrugs thereof. The provided compounds may be tumor necrosis factor ("TNF") receptor associated protein 1 ("TRAP1") modulators (e.g., TRAP1 activators). The provided compounds may also rescue the activity in PTEN-induced kinase 1 ("PINK1") loss of function contexts. The provided compounds may also improve mitochondrial health, function, quality, quantity, and/or activity, and/or reduce the production of reactive oxygen species. The provided compounds may also refold or solubilize aggregated or misfolded proteins such as α-synuclein. The present disclosure also provides pharmaceutical compositions comprising the provided compounds; kits comprising the provided compounds or pharmaceutical compositions; and methods of using the provided compounds and pharmaceutical compositions (e.g., for treating a disease in a subject in need thereof).

Synthesis and evaluation of N-(methylthiophenyl)picolinamide derivatives as PET radioligands for metabotropic glutamate receptor subtype 4

In recent years, mGlu4 has received great research attention because of the potential benefits of mGlu4 activation in treating numerous brain disorders, such as Parkinson's disease (PD). A specific mGlu4 PET radioligand could be an important tool in understanding the role of mGlu4 in both healthy and disease conditions, and also for the development of new drugs. In this study, we synthesized four new N-(methylthiophenyl)picolinamide derivatives 11-14. Of these ligands, 11 and 14 showed high in vitro binding affinity for mGlu4 with IC50 values of 3.4 nM and 3.1 nM, respectively, and suitable physicochemical parameters. Compound 11 also showed enhanced metabolic stability and good selectivity to other mGluRs. [11C]11 and [11C]14 were radiolabeled using the [11C]methylation of the thiophenol precursors 20a and 20c with [11C]CH3I in 19.0% and 34.8% radiochemical yields (RCY), and their specific activities at the end of synthesis (EOS) were 496 ± 138 GBq/μmol (n = 6) and 463 ± 263 GBq/μmol (n = 4), respectively. The PET studies showed that [11C]11 accumulated fast into the brain and had higher uptake, slower washout and 25% better contrast than [11C]2, indicating improved imaging characteristics as PET radiotracer for mGlu4 compared to [11C]2. Therefore, [11C]11 will be a useful radioligand to investigate mGlu4 in different biological applications.