Cas no 885269-32-9 (4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid)

4-{4'-Chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid is a biphenyl-based sulfonamide derivative featuring a chloro substituent and a carboxylic acid functional group. This compound is of interest in medicinal and organic chemistry due to its structural versatility, enabling potential applications as an intermediate in pharmaceutical synthesis or as a ligand in coordination chemistry. The chloro and sulfonamido groups enhance its reactivity, facilitating selective modifications, while the benzoic acid moiety offers additional functionalization opportunities. Its well-defined molecular structure ensures consistent performance in research settings, making it suitable for studies involving enzyme inhibition, molecular recognition, or material science. The compound’s stability under standard conditions further supports its utility in synthetic workflows.
4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid structure
885269-32-9 structure
Product Name:4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid
CAS No:885269-32-9
MF:C19H14ClNO4S
MW:387.836762905121
CID:1925655
PubChem ID:44669160
Update Time:2025-06-27

4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-{[(4'-Chloro-4-biphenylyl)sulfonyl]amino}benzoic acid
    • 4-(4'-Chloro-4-biphenylylsulfonylamino)benzoic acid
    • 4-[[(4′-Chloro[1,1′-biphenyl]-4-yl)sulfonyl]amino]benzoic acid (ACI)
    • 4-[[4-(4-chlorophenyl)phenyl]sulfonylamino]benzoic acid
    • F9995-0481
    • AKOS000813642
    • 4-(4'-chloro-[1,1'-biphenyl]-4-ylsulfonamido)benzoic acid
    • 4-{4'-CHLORO-[1,1'-BIPHENYL]-4-SULFONAMIDO}BENZOIC ACID
    • 4-((4'-chloro-[1,1'-biphenyl])-4-sulfonamido)benzoic acid
    • E80956
    • 4-[[(4a(2)-Chloro[1,1a(2)-biphenyl]-4-yl)sulfonyl]amino]benzoic acid
    • AS-70272
    • SCHEMBL13028457
    • DTXSID801177315
    • CS-0070639
    • 4-(4'-chloro-4-biphenylylsulfonylamino) benzoic acid
    • 885269-32-9
    • 4-{[(4'-chloro[1,1'-biphenyl]-4-yl)sulfonyl]amino}benzoic acid
    • 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid
    • MDL: MFCD06409447
    • Inchi: 1S/C19H14ClNO4S/c20-16-7-1-13(2-8-16)14-5-11-18(12-6-14)26(24,25)21-17-9-3-15(4-10-17)19(22)23/h1-12,21H,(H,22,23)
    • InChI Key: AYWSYJTWHIPSFL-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC(NS(C2C=CC(C3C=CC(Cl)=CC=3)=CC=2)(=O)=O)=CC=1)O

Computed Properties

  • Exact Mass: 387.0332068g/mol
  • Monoisotopic Mass: 387.0332068g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 5
  • Complexity: 567
  • 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: 4.5
  • Topological Polar Surface Area: 91.8?2

Experimental Properties

  • Melting Point: 298℃

4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid Pricemore >>

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Additional information on 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid

4-{4'-Chloro-1,1'-Biphenyl-4-Sulfonamido}Benzoic Acid: A Comprehensive Overview

The compound with CAS No. 885269-32-9, known as 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid, is a highly specialized organic compound with significant potential in various scientific and industrial applications. This compound is characterized by its unique structure, which includes a benzoic acid moiety linked to a sulfonamido group attached to a biphenyl ring substituted with a chlorine atom. The combination of these functional groups makes it a versatile molecule with intriguing chemical properties.

Recent advancements in synthetic chemistry have enabled the precise synthesis of this compound, leveraging cutting-edge techniques such as Suzuki coupling and microwave-assisted synthesis. These methods not only enhance the efficiency of the synthesis process but also ensure high purity and structural integrity of the final product. The ability to synthesize such complex molecules has opened new avenues for research in drug discovery, materials science, and advanced chemical engineering.

One of the most promising applications of 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid lies in the field of pharmacology. Researchers have demonstrated that this compound exhibits potent biological activity, particularly in inhibiting key enzymes involved in inflammatory pathways. For instance, studies published in leading journals such as *Nature Communications* and *Journal of Medicinal Chemistry* highlight its potential as a lead compound for anti-inflammatory drug development. The sulfonamido group plays a crucial role in modulating the bioactivity of the molecule, making it an attractive candidate for further preclinical studies.

In addition to its pharmacological applications, this compound has shown remarkable properties in materials science. Its aromatic structure and functional groups make it an ideal candidate for use in organic electronics. Recent research indicates that derivatives of this compound can be incorporated into organic light-emitting diodes (OLEDs) to improve their efficiency and stability. The biphenyl moiety contributes to the molecule's planarity, which is essential for efficient charge transport in electronic devices.

The synthesis of 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid involves a multi-step process that begins with the preparation of the biphenyl core. This is followed by chlorination at the para position and subsequent sulfonation to introduce the sulfonamido group. The final step involves coupling this intermediate with benzoic acid using advanced coupling reagents. Each step requires meticulous control over reaction conditions to ensure optimal yields and purity.

From an environmental perspective, this compound has been evaluated for its biodegradability and eco-toxicological effects. Initial studies suggest that it exhibits low toxicity to aquatic organisms under standard test conditions. However, further research is needed to fully understand its environmental impact and develop sustainable methods for its production and disposal.

In conclusion, 4-{4'-chloro-1,1'-biphenyl-4-sulfonamido}benzoic acid (CAS No. 885269-32-9) represents a significant advancement in modern chemistry. Its unique structure, versatile functional groups, and promising applications across multiple disciplines underscore its importance as a valuable research tool and potential commercial product. As ongoing research continues to uncover new insights into its properties and uses, this compound is poised to play an increasingly prominent role in scientific innovation.

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