21525-21-3

Basic information

• Product Name: 2,4-DICHLORO-5-(3-CHLORO-PHENYLSULFAMOYL)-BENZOIC ACID
• Synonyms: Benzoicacid, 2,4-dichloro-5-[(m-chlorophenyl)sulfamoyl]- (8CI)
• CAS NO: 21525-21-3
• Molecular Formula: C₁₃H₈Cl₃NO₄S
• Molecular Weight: 380.63
• Mol File: 21525-21-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 556.4°Cat760mmHg
• Flash Point: 290.3°C
• Appearance: /
• Density: 1.677g/cm³
• Vapor Pressure: 3.25E-13mmHg at 25°C
• Refractive Index: 1.669
• PKA: 2.03±0.25(Predicted)
• CAS DataBase Reference: 2,4-DICHLORO-5-(3-CHLORO-PHENYLSULFAMOYL)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLORO-5-(3-CHLORO-PHENYLSULFAMOYL)-BENZOIC ACID(21525-21-3)
• EPA Substance Registry System: 2,4-DICHLORO-5-(3-CHLORO-PHENYLSULFAMOYL)-BENZOIC ACID(21525-21-3)

Safety Data

• Hazardous Substances Data: 21525-21-3(Hazardous Substances Data)

Usage

Classification

Benzoic Acid Derivative
Belongs to the family of benzoic acids, which are organic compounds with a carboxyl group (-COOH) attached to a benzene ring.

Molecular Weight

356.5 g/mol
The sum of the atomic weights of all the atoms in the molecule.

Chlorine Content

Three Chlorine Atoms
Two chlorine atoms are directly attached to the benzoic acid ring, while one chlorine atom is part of the sulfamoyl group (3-chloro-phenylsulfamoyl).

Sulfamoyl Group

-SO2NH2
A functional group consisting of a sulfur atom double-bonded to an oxygen atom and single-bonded to a nitrogen atom, with the nitrogen atom bonded to two hydrogen atoms.

Potential Applications

Pharmaceutical Industry
This compound may be used in the development of drugs for various therapeutic purposes, such as anti-inflammatory, antimicrobial, or antiviral agents.

Industrial Uses

Agrochemicals and Dyes
May be utilized in the production of agrochemicals, such as herbicides, insecticides, or fungicides, as well as in the synthesis of dyes for various industries.

Research and Experimentation

Further Exploration
The specific properties and potential uses of this compound can be better understood and developed through ongoing research and experimentation in laboratories and industrial settings.

InChI:InChI=1/C13H8Cl3NO4S/c14-7-2-1-3-8(4-7)17-22(20,21)12-5-9(13(18)19)10(15)6-11(12)16/h1-6,17H,(H,18,19)

Upstream product

• 50-84-0 2,4 dichlorobenzoic acid 
• 3740-18-9 2,4-dichloro-5-(chlorosulfonyl)benzoic acid 
• 108-42-9 3-chloro-aniline 

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.