3740-18-9

Basic information

• Product Name: 2,4-dichloro-5-(chlorosulphonyl)benzoic acid
• Synonyms: 5-Chlorosulfonyl-2,4-dichlorobenzoic acid
• CAS NO: 3740-18-9
• Molecular Formula: C₇H₃Cl₃O₄S
• Molecular Weight: 289.52
• EINECS: 223-127-5
• Mol File: 3740-18-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 430.5 °C at 760 mmHg
• Flash Point: 214.2 °C
• Appearance: /
• Density: 1.6523 (estimate)
• Vapor Pressure: 3.55E-08mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,4-dichloro-5-(chlorosulphonyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dichloro-5-(chlorosulphonyl)benzoic acid(3740-18-9)
• EPA Substance Registry System: 2,4-dichloro-5-(chlorosulphonyl)benzoic acid(3740-18-9)

Safety Data

• Hazardous Substances Data: 3740-18-9(Hazardous Substances Data)

Usage

General Description

2,4-Dichloro-5-(chlorosulphonyl)benzoic acid is a complex chemical compound with several applications in organic chemistry. It has the molecular formula C7H3Cl3O4S and is also known by other names such as Benzoic acid, 2,4-dichloro-5-(chlorosulfonyl)-, and 2,4-dichloro-5-sulfonyl chloride benzoic acid. As its name suggests, the chemical structure contains a benzene ring with three chlorine atoms and a sulfonyl group attached. The presence of these functional groups allows the compound to participate in various reactions, most notably as a sulfonylating agent in the synthesis of other complex organic compounds. However, due to the presence of multiple chlorine atoms, this compound must be handled with caution as it can potentially form toxic and corrosive by-products. It is typically used in research and industrial settings.

InChI:InChI=1/C7H3Cl3O4S/c8-4-2-5(9)6(15(10,13)14)1-3(4)7(11)12/h1-2H,(H,11,12)

Upstream product

• 7790-94-5 chlorosulfonic acid 
• 50-84-0 2,4 dichlorobenzoic acid 

Downstream Products

• 1235560-78-7 (R)-2,4-dichloro-N-(2-fluorophenyl)-5-(octahydropyrrolo[1,2-a]pyrazine-2-carbonyl)benzenesulfonamide 
• 866764-34-3 2,4-dichloro-5-chlorosulfonyl-benzoyl chloride 
• 21525-18-8 C₁₃H₈Cl₂FNO₄S 
• 21525-21-3 2,4-Dichloro-5-(3-chloro-phenylsulfamoyl)-benzoic acid 
• 329265-50-1 2,4-dichloro-5-{[(2-fluorophenyl)amino]sulfonyl}benzoic acid 
• 21525-14-4 2,4-Dichloro-5-p-tolylsulfamoyl-benzoic acid 
• 21525-16-6 2,4-Dichloro-5-(4-methoxy-phenylsulfamoyl)-benzoic acid 
• 21662-65-7 2,4-Dichloro-5-(2-chloro-phenylsulfamoyl)-benzoic acid 
• 21525-23-5 C₁₃H₈Cl₃NO₄S 
• 21525-27-9 2,4-Dichloro-5-(4-nitro-phenylsulfamoyl)-benzoic acid 

Relevant articles and documents

2,4-Dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic acid derivatives: In vitro antidiabetic activity, molecular modeling and in silico ADMET screening

Background: Postprandial hyperglycemia can be reduced by inhibiting major carbohydrate hydrolyzing enzymes, such as α-glucosidase and α-amylase which is an effective approach in both preventing and treating diabetes. Objective: The aim of this study was to synthesize a series of 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl] benzoic acid derivatives and evaluate α-glucosidase and α-amylase inhibitory activity along with molecular docking and in silico ADMET property analysis. Method: Chlorosulfonation of 2,4-dichloro benzoic acid followed by reaction with corresponding anilines/amines yielded 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic acid derivatives. For evaluating their antidiabetic potential α-glucosidase and a-amylase inhibitory assays were carried out. In silico molecular docking studies of these compounds were performed with respect to these enzymes and a computational study was also carried out to predict the drug-likeness and ADMET properties of the title compounds. Results: Compound 3c (2,4-dichloro-5-[(2-nitrophenyl)sulfamoyl]benzoic acid) was found to be highly active having 3 fold inhibitory potential against α-amylase and 5 times inhibitory activity against a-glucosidase in comparison to standard drug acarbose. Conclusion: Most of the synthesized compounds were highly potent or equipotent to standard drug acarbose for inhibitory potential against α-glucosidase and α-amylase enzyme and hence this may indicate their antidiabetic activity. The docking study revealed that these compounds interact with active site of enzyme through hydrogen bonding and different pi interactions.

AUTOTAXIN INHIBITORS

The present disclosure provides novel ATX inhibitors, and pharmaceutical compositions comprising said inhibitors, as well as methods of treatment comprising administration of said inhibitors.

Synthesis of n-methyl-3-carboxy-2-chloro-dibenzo[c,f][1,4,5]oxa-thiazepine s,s-dioxide and its derivatives

A new dibenzo-condensed oxathiazepinecarboxylic acid was obtained starting from the methyl ester of 2,4-dichloro-5-chlorosulfonylbenzoic acid. Derivatives were obtained from N-phenylamide and N-methylamide of 2,4-dichloro-5- chlorosulfonylbenzoic acid. Methods for the preparation of the starting aromatic sulfonyl chlorides were proposed.