Cas no 613658-25-6 (3-(2,6-dichlorobenzenesulfonamido)benzoic acid)

3-(2,6-Dichlorobenzenesulfonamido)benzoic acid is a sulfonamide-based benzoic acid derivative with potential applications in pharmaceutical and chemical research. Its structure features a dichlorobenzenesulfonamido group attached to a benzoic acid moiety, offering unique reactivity and functional versatility. The compound's dichlorinated aromatic ring enhances stability and may influence binding affinity in biological systems, making it a candidate for drug development or biochemical studies. Its carboxylic acid group allows for further derivatization, enabling tailored modifications for specific research needs. The product is suitable for use as an intermediate in organic synthesis or as a reference standard in analytical applications. Proper handling and storage are recommended due to its reactive functional groups.
3-(2,6-dichlorobenzenesulfonamido)benzoic acid structure
613658-25-6 structure
Product Name:3-(2,6-dichlorobenzenesulfonamido)benzoic acid
CAS No:613658-25-6
MF:C13H9Cl2NO4S
MW:346.185860395432
CID:499630
PubChem ID:4480628
Update Time:2025-05-20

3-(2,6-dichlorobenzenesulfonamido)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • Benzoicacid, 3-[[(2,6-dichlorophenyl)sulfonyl]amino]-
    • 3-[(2,6-dichlorophenyl)sulfonylamino]benzoic acid
    • 3-(2,6-dichlorobenzenesulfonamido)benzoic acid
    • 3-((2,6-dichlorophenyl)sulfonamido)benzoic acid
    • DTXSID70403640
    • T6324920
    • AKOS000805756
    • Z45636617
    • Benzoicacid,3-[[(2,6-dichlorophenyl)sulfonyl]amino]-
    • 613658-25-6
    • F9995-0715
    • Inchi: 1S/C13H9Cl2NO4S/c14-10-5-2-6-11(15)12(10)21(19,20)16-9-4-1-3-8(7-9)13(17)18/h1-7,16H,(H,17,18)
    • InChI Key: HWDNNTAODNWUIC-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=C(C=1S(NC1C=CC=C(C(=O)O)C=1)(=O)=O)Cl

Computed Properties

  • Exact Mass: 344.96307
  • Monoisotopic Mass: 344.9629343g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 4
  • Complexity: 469
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.2
  • Topological Polar Surface Area: 91.8?2

Experimental Properties

  • Density: 1.610±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Insuluble (3.5E-3 g/L) (25 oC),
  • PSA: 83.47

3-(2,6-dichlorobenzenesulfonamido)benzoic acid Pricemore >>

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Additional information on 3-(2,6-dichlorobenzenesulfonamido)benzoic acid

3-(2,6-Dichlorobenzenesulfonamido)benzoic Acid: A Comprehensive Overview

The compound 3-(2,6-dichlorobenzenesulfonamido)benzoic acid, identified by the CAS number 613658-25-6, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound has garnered attention due to its unique structural properties and potential applications in drug development. In this article, we will delve into the characteristics, synthesis, and recent advancements associated with this compound.

The molecular structure of 3-(2,6-dichlorobenzenesulfonamido)benzoic acid comprises a benzoic acid moiety substituted at the 3-position with a dichlorobenzenesulfonamido group. This substitution pattern imparts distinctive electronic and steric properties to the molecule, making it a valuable component in various chemical reactions and biological assays. The presence of chlorine atoms at the 2 and 6 positions of the dichlorobenzene ring enhances the compound's stability and bioavailability, as demonstrated in recent studies.

Recent research has highlighted the potential of 3-(2,6-dichlorobenzenesulfonamido)benzoic acid as a precursor for synthesizing bioactive molecules. Its ability to participate in nucleophilic aromatic substitution reactions has been extensively explored, particularly in the context of developing novel antibiotics and anticancer agents. For instance, a study published in 2023 revealed that derivatives of this compound exhibit potent inhibitory activity against key enzymes involved in bacterial resistance mechanisms.

The synthesis of 3-(2,6-dichlorobenzenesulfonamido)benzoic acid typically involves a multi-step process that includes sulfonation, amidation, and purification steps. Researchers have optimized these steps to achieve higher yields and better purity levels. For example, the use of microwave-assisted synthesis has been reported to significantly reduce reaction times while maintaining product quality.

In terms of pharmacological applications, 3-(2,6-dichlorobenzenesulfonamido)benzoic acid has shown promise in modulating cellular signaling pathways associated with inflammation and oxidative stress. Preclinical studies have demonstrated its ability to inhibit pro-inflammatory cytokines and reduce oxidative damage in vitro. These findings suggest potential therapeutic applications in conditions such as arthritis, neurodegenerative diseases, and cardiovascular disorders.

The environmental impact of 3-(2,6-dichlorobenzenesulfonamido)benzoic acid has also been a topic of interest among researchers. Studies on its biodegradation patterns indicate that it undergoes rapid microbial degradation under aerobic conditions, minimizing its ecological footprint. This attribute is particularly important for ensuring sustainable drug development practices.

In conclusion, 3-(2,6-dichlorobenzenesulfonamido)benzoic acid, with its unique structural features and versatile applications, continues to be a focal point in chemical and pharmaceutical research. As advancements in synthetic methodologies and biological screening techniques unfold, this compound is expected to play an increasingly important role in the development of innovative therapeutic agents.

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