454-93-3

Basic information

• Product Name: 3-(fluorosulphonyl)benzoyl chloride
• Synonyms: 3-(fluorosulphonyl)benzoyl chloride;3-(Fluorosulfonyl)benzoyl chloride;3-Fluorosulfonylbenzoic acid chloride
• CAS NO: 454-93-3
• Molecular Formula: C₇H₄ClFO₃S
• Molecular Weight: 222.6212632
• EINECS: 207-231-8
• Mol File: 454-93-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 288.1°Cat760mmHg
• Flash Point: 136°C
• Appearance: /
• Density: 1.518g/cm³
• Vapor Pressure: 0.00238mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: 3-(fluorosulphonyl)benzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(fluorosulphonyl)benzoyl chloride(454-93-3)
• EPA Substance Registry System: 3-(fluorosulphonyl)benzoyl chloride(454-93-3)

Safety Data

• Hazardous Substances Data: 454-93-3(Hazardous Substances Data)

Usage

General Description

3-(fluorosulphonyl)benzoyl chloride is a chemical compound with the molecular formula C7H4ClFO2S. It is a derivative of benzoic acid and is a member of the benzoyl chloride family. 3-(fluorosulphonyl)benzoyl chloride is an important intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It is commonly used as a reagent for the preparation of various organic compounds, including fluorinated derivatives. 3-(fluorosulphonyl)benzoyl chloride is known for its versatile reactivity and is often used in the development of new chemical materials and substances. It possesses a fluorine atom and a sulfonyl group, making it a valuable building block for the creation of complex organic molecules.

InChI:InChI=1/C7H4ClFO3S/c8-7(10)5-2-1-3-6(4-5)13(9,11)12/h1-4H

Upstream product

• 65-85-0 benzoic acid 
• 4025-64-3 3-Carboxybenzenesulfonyl chloride 
• 454-95-5 3-carboxybenzenesulfonyl fluoride 

Downstream Products

• 428-16-0 bis-[4-(3-fluorosulfonyl-benzoylamino)-phenyl]-sulfone 
• 454-94-4 3-carbamoyl-benzenesulfonyl fluoride 
• 2489-54-5 3-{3-[2-(2-Hexadecyloxy-phenylcarbamoyl)-acetyl]-phenylcarbamoyl}-benzenesulfonyl fluoride 
• 2488-51-9 2-(3-Fluorosulfonyl-benzoyl)-3-oxo-butyric acid ethyl ester 
• 80936-69-2 3-(3-Hydroxymethyl-phenylcarbamoyl)-benzenesulfonyl fluoride 
• 80936-67-0 3-(4-Methoxymethyl-phenylcarbamoyl)-benzenesulfonyl fluoride 
• 101314-82-3 5'-deoxy-5'-<3-(fluorosulfonyl)benzamido>thymidine 
• 74547-09-4 3-[2-(6-Oxo-6,9-dihydro-purin-1-yl)-ethylcarbamoyl]-benzenesulfonyl fluoride 
• 74539-08-5 1-<4-<3-(fluorosulfonyl)benzamido>benzyl>hypoxanthine 
• 25240-48-6 1-<2-(3-Fluorsulfonyl-benzamido)-ethoxy>-2-chlor-4-nitro-benzol 
• 25240-55-5 1-<3-(3-Fluorsulfonyl-benzamido)-propoxy>-2-chlor-4-nitro-benzol 
• 25313-33-1 1-<4-(3-Fluorsulfonyl-benzamido)-butoxy>-2-chlor-4-nitro-benzol 
• 70950-60-6 5-(3-Fluorosulphonylbenzamido)-1-hydroxy-2-naphthoic acid 
• 1422570-15-7 3-(5-(4-amino-3,5-dibromophenyl)-1,3,4-oxadiazol-2-yl)benzene-1-sulfonyl fluoride 

Relevant articles and documents

Development of Covalent Ligands for G Protein-Coupled Receptors: A Case for the Human Adenosine A3 Receptor

The development of covalent ligands for G protein-coupled receptors (GPCRs) is not a trivial process. Here, we report a streamlined workflow thereto from synthesis to validation, exemplified by the discovery of a covalent antagonist for the human adenosine A3 receptor (hA3AR). Based on the 1H,3H-pyrido[2,1-f]purine-2,4-dione scaffold, a series of ligands bearing a fluorosulfonyl warhead and a varying linker was synthesized. This series was subjected to an affinity screen, revealing compound 17b as the most potent antagonist. In addition, a nonreactive methylsulfonyl derivative 19 was developed as a reversible control compound. A series of assays, comprising time-dependent affinity determination, washout experiments, and [35S]GTPγS binding assays, then validated 17b as the covalent antagonist. A combined in silico hA3AR-homology model and site-directed mutagenesis study was performed to demonstrate that amino acid residue Y2657.36 was the unique anchor point of the covalent interaction. This workflow might be applied to other GPCRs to guide the discovery of covalent ligands.

FLUOROSULFONYL sEH INHIBITORS

Fluorosulfonyl-substituted sEH inhibitors are compounds represented by Formula (I): wherein R1 is selected from the group consisting of alkyl, heteroalkyi, C5-C12 cycloalkyi, C5-C12 cycloalkylalkyi, C5-C12 cycloalkylheteroalkyi, arylalkyi, arylheteroalkyi, aryl, and heteroaryl; and R1 can be substituted or unsubstituted; P1 is a primary pharmacophore; P2 is a secondary pharmacophore; P3 is a tertiary pharmacophore; and L1 and L2 are linking groups. The subscript m has a value of 0 or 1; n has a value of 0 or 1; and the compound of Formula (I) includes at least one S02F ("fluorosulfonyl") group covalently bonded thereto.