Cas no 412048-77-2 (4-bromo-1-(phenylsulfonyl)-1H-indole)

4-Bromo-1-(phenylsulfonyl)-1H-indole is a brominated indole derivative featuring a phenylsulfonyl substituent at the 1-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. The bromine atom at the 4-position enhances reactivity for further functionalization, such as cross-coupling reactions, while the phenylsulfonyl group provides stability and facilitates selective transformations. Its well-defined structure and high purity make it suitable for research applications in medicinal chemistry and material science. The compound’s robustness under various reaction conditions underscores its utility in constructing complex heterocyclic frameworks.
4-bromo-1-(phenylsulfonyl)-1H-indole structure
412048-77-2 structure
Product Name:4-bromo-1-(phenylsulfonyl)-1H-indole
CAS No:412048-77-2
MF:C14H10BrNO2S
MW:336.203701496124
CID:2106978
PubChem ID:22015311
Update Time:2025-06-08

4-bromo-1-(phenylsulfonyl)-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-1-(phenylsulfonyl)-1H-indole
    • 1H-INDOLE,4-BROMO-1-(PHENYLSULFONYL)-
    • 4-bromo-1-phenylsulfonyl-1H-indole
    • 1-Benzenesulfonyl-4-bromo-1H-indole
    • 4-bromo-1-(benzenesulfonyl)-1H-indole
    • 1-(Benzenesulfonyl)-4-bromo-indole
    • 412048-77-2
    • SCHEMBL260867
    • G62468
    • HCVHHKPCZJWQCF-UHFFFAOYSA-N
    • 1-(BENZENESULFONYL)-4-BROMOINDOLE
    • DA-06028
    • MFCD12828204
    • MDL: MFCD12828204
    • Inchi: 1S/C14H10BrNO2S/c15-13-7-4-8-14-12(13)9-10-16(14)19(17,18)11-5-2-1-3-6-11/h1-10H
    • InChI Key: HCVHHKPCZJWQCF-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2=C1C=CN2S(C1C=CC=CC=1)(=O)=O

Computed Properties

  • Exact Mass: 334.96200
  • Monoisotopic Mass: 334.96156g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 414
  • 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: 3.9
  • Topological Polar Surface Area: 47.4?2

Experimental Properties

  • PSA: 47.45000
  • LogP: 4.72160

4-bromo-1-(phenylsulfonyl)-1H-indole Pricemore >>

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Additional information on 4-bromo-1-(phenylsulfonyl)-1H-indole

Recent Advances in the Study of 4-bromo-1-(phenylsulfonyl)-1H-indole (CAS: 412048-77-2) in Chemical Biology and Pharmaceutical Research

The compound 4-bromo-1-(phenylsulfonyl)-1H-indole (CAS: 412048-77-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by its brominated indole core and phenylsulfonyl substituent, serves as a key intermediate in the synthesis of biologically active molecules. Recent studies have explored its role in modulating various biological pathways, particularly in the context of cancer therapeutics and anti-inflammatory agents.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 4-bromo-1-(phenylsulfonyl)-1H-indole exhibits potent inhibitory activity against protein kinases involved in tumor proliferation. The researchers utilized structure-activity relationship (SAR) analysis to optimize the compound's binding affinity, leading to the development of novel derivatives with enhanced selectivity and reduced off-target effects. These findings highlight the compound's potential as a scaffold for designing next-generation kinase inhibitors.

In addition to its anticancer properties, recent investigations have revealed the compound's utility in targeting inflammatory pathways. A study in Bioorganic & Medicinal Chemistry Letters (2024) reported that 4-bromo-1-(phenylsulfonyl)-1H-indole derivatives effectively suppress the production of pro-inflammatory cytokines by inhibiting NF-κB signaling. This discovery opens new avenues for developing anti-inflammatory drugs with improved efficacy and safety profiles.

From a synthetic chemistry perspective, advancements in the preparation of 4-bromo-1-(phenylsulfonyl)-1H-indole have been achieved through innovative catalytic methods. A 2024 paper in Organic Letters described a palladium-catalyzed cross-coupling approach that significantly improves the yield and purity of the compound, facilitating its large-scale production for preclinical studies. This methodological breakthrough is expected to accelerate the compound's adoption in industrial drug development pipelines.

Looking ahead, researchers are focusing on expanding the therapeutic applications of 4-bromo-1-(phenylsulfonyl)-1H-indole through computational drug design and high-throughput screening. Molecular docking studies have identified potential interactions with additional biological targets, suggesting broader pharmacological relevance. Furthermore, ongoing clinical trials evaluating its derivatives for various indications are anticipated to provide critical data on pharmacokinetics and therapeutic efficacy in human subjects.

In conclusion, 4-bromo-1-(phenylsulfonyl)-1H-indole (CAS: 412048-77-2) represents a promising chemical entity with multifaceted applications in medicinal chemistry. The recent research progress underscores its value as both a biological probe and a drug candidate, warranting continued investigation into its mechanism of action and therapeutic potential. Future studies should focus on optimizing its drug-like properties and exploring combination therapies to maximize clinical benefits.

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