Cas no 1174038-64-2 (1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine)

1-(Benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine is a heterocyclic compound featuring a pyrrolopyridine core functionalized with a benzenesulfonyl group at the 1-position and a bromine substituent at the 3-position. This structure confers reactivity suitable for further derivatization, particularly in cross-coupling reactions, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The benzenesulfonyl moiety enhances stability and modulates electronic properties, while the bromine atom serves as a versatile handle for metal-catalyzed transformations. Its well-defined reactivity profile and compatibility with diverse reaction conditions make it a practical choice for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials science applications.
1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine structure
1174038-64-2 structure
Product Name:1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine
CAS No:1174038-64-2
MF:C13H9BrN2O2S
MW:337.191760778427
MDL:MFCD12405322
CID:2092682
PubChem ID:46738301
Update Time:2025-10-29

1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine
    • 3-Bromo-1-(phenylsulfonyl)-6-azaindole
    • 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine
    • AKOS024464603
    • 1H-Pyrrolo[2,3-c]pyridine, 3-bromo-1-(phenylsulfonyl)-
    • DA-15060
    • PB36147
    • 1-Benzenesulfonyl-3-bromo-1H-pyrrolo[2,3-c]pyridine
    • 1-(benzenesulfonyl)-3-bromopyrrolo[2,3-c]pyridine
    • SB20946
    • ZWB03864
    • CS-0054872
    • 1174038-64-2
    • SCHEMBL13051118
    • MDL: MFCD12405322
    • Inchi: 1S/C13H9BrN2O2S/c14-12-9-16(13-8-15-7-6-11(12)13)19(17,18)10-4-2-1-3-5-10/h1-9H
    • InChI Key: UJHCWZFEXMXXRZ-UHFFFAOYSA-N
    • SMILES: BrC1=CN(C2C=NC=CC=21)S(C1C=CC=CC=1)(=O)=O

Computed Properties

  • Exact Mass: 335.95681g/mol
  • Monoisotopic Mass: 335.95681g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 417
  • 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: 2.9
  • Topological Polar Surface Area: 60.3?2

Experimental Properties

  • Color/Form: NA
  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 525.7±53.0 °C at 760 mmHg
  • Flash Point: 165.1±23.2 °C

1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine Security Information

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Additional information on 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine

1-(Benzenesulfonyl)-3-Bromo-1H-Pyrrolo[2,3-C]Pyridine: A Comprehensive Overview

The compound with CAS No. 1174038-64-2, commonly referred to as 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine, is a highly specialized organic molecule that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound is notable for its unique structural features and potential applications in drug development and advanced materials. The benzenesulfonyl group attached to the pyrrolopyridine core introduces distinct electronic and steric properties, making it a valuable substrate for further functionalization and exploration.

Recent studies have highlighted the importance of pyrrolopyridine derivatives in modulating biological systems. The presence of the bromo substituent in this compound adds another layer of complexity, enabling the exploration of its reactivity under various chemical conditions. Researchers have demonstrated that such brominated pyrrolopyridines can serve as versatile building blocks for constructing bioactive molecules. For instance, the benzenesulfonyl group has been shown to enhance the solubility and stability of the compound, which are critical factors in drug design.

The synthesis of 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. The key steps include the formation of the pyrrolopyridine ring system, followed by the introduction of the benzenesulfonyl group through a Friedel-Crafts acylation or a related reaction. The bromination step is typically carried out under controlled conditions to ensure high selectivity and yield. These methods have been optimized based on recent advancements in catalysis and green chemistry principles.

From a pharmacological perspective, this compound has shown promise in preliminary assays targeting various disease states. Its ability to interact with specific biological pathways makes it a candidate for further exploration in areas such as oncology and neurodegenerative diseases. Recent research has focused on understanding its mechanism of action at the molecular level, leveraging advanced computational tools and experimental techniques.

In terms of applications beyond medicine, 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine has also been investigated for its potential in materials science. Its unique electronic properties make it a candidate for use in organic electronics, such as semiconductors and light-emitting diodes (LEDs). Researchers have reported encouraging results regarding its charge transport properties, which could pave the way for its integration into next-generation electronic devices.

Looking ahead, the continued exploration of 1-(benzenesulfonyl)-3-bromo-1H-pyrrolo[2,3-c]pyridine will undoubtedly yield further insights into its chemical behavior and practical applications. As interdisciplinary research efforts intensify, this compound is expected to play an increasingly important role in both academic and industrial settings. Its versatility as a chemical building block positions it as a valuable asset in the pursuit of innovative solutions across multiple disciplines.

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