Cas no 82678-01-1 (1-(5-bromo-1H-pyrrol-2-yl)-Ethanone)

1-(5-Bromo-1H-pyrrol-2-yl)-Ethanone is a brominated pyrrole derivative with significant utility in organic synthesis and pharmaceutical research. Its key structural features include a reactive acetyl group and a bromine substituent, enabling versatile functionalization for constructing heterocyclic compounds. This compound serves as a valuable intermediate in the synthesis of bioactive molecules, particularly in the development of agrochemicals and medicinal agents. The bromine moiety enhances its reactivity in cross-coupling reactions, while the pyrrole core contributes to its role in designing nitrogen-containing scaffolds. High purity and consistent quality ensure reliable performance in demanding synthetic applications. Its stability under standard conditions further supports its use in multi-step synthetic routes.
1-(5-bromo-1H-pyrrol-2-yl)-Ethanone structure
82678-01-1 structure
Product Name:1-(5-bromo-1H-pyrrol-2-yl)-Ethanone
CAS No:82678-01-1
MF:C6H6BrNO
MW:188.02194070816
CID:1118395
PubChem ID:15215769
Update Time:2025-06-15

1-(5-bromo-1H-pyrrol-2-yl)-Ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone
    • SCHEMBL428172
    • 2-Acetyl-5-brompyrrol
    • F84653
    • C90268
    • MSDFMBBSGDFQQR-UHFFFAOYSA-N
    • 1-(5-Bromo-1H-pyrrol-2-yl)ethan-1-one
    • 1-(5-Bromo-1H-pyrrol-2-yl)ethanone
    • DTXSID60570138
    • 82678-01-1
    • DB-372968
    • Inchi: 1S/C6H6BrNO/c1-4(9)5-2-3-6(7)8-5/h2-3,8H,1H3
    • InChI Key: MSDFMBBSGDFQQR-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(C)=O)N1

Computed Properties

  • Exact Mass: 186.96328g/mol
  • Monoisotopic Mass: 186.96328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 126
  • 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: 1.8
  • Topological Polar Surface Area: 32.9?2

1-(5-bromo-1H-pyrrol-2-yl)-Ethanone Pricemore >>

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1-(5-bromo-1H-pyrrol-2-yl)-Ethanone Suppliers

Amadis Chemical Company Limited
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(CAS:82678-01-1)1-(5-bromo-1H-pyrrol-2-yl)-Ethanone
Order Number:A1053788
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:38
Price ($):390.0

Additional information on 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone

Recent Advances in the Study of 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone (CAS: 82678-01-1) and Its Applications in Chemical Biology and Medicine

The compound 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone (CAS: 82678-01-1) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile applications as a key intermediate in the synthesis of bioactive molecules. This research briefing aims to provide an overview of the latest advancements related to this compound, focusing on its synthetic methodologies, biological activities, and potential therapeutic applications.

Recent studies have highlighted the role of 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone in the development of novel heterocyclic compounds with promising pharmacological properties. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its utility as a precursor for the synthesis of pyrrole-based kinase inhibitors, which exhibit potent activity against cancer cell lines. The bromo-substitution at the 5-position of the pyrrole ring enhances the reactivity of the compound, enabling efficient cross-coupling reactions for further functionalization.

In addition to its synthetic applications, 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone has been investigated for its direct biological effects. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibit moderate antimicrobial activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action is hypothesized to involve interference with bacterial cell wall synthesis, although further mechanistic studies are warranted.

From a structural perspective, the electron-withdrawing nature of the bromo and carbonyl groups in 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone makes it an attractive scaffold for designing enzyme inhibitors. Computational docking studies have shown that this compound can occupy the active sites of various enzymes, including cyclooxygenase-2 (COX-2) and phosphodiesterase-4 (PDE4), suggesting potential applications in inflammation and neurological disorders. These findings were corroborated by in vitro assays showing nanomolar-level inhibition of target enzymes.

The safety profile and pharmacokinetic properties of 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone derivatives have also been a subject of recent investigation. A 2023 preclinical study in European Journal of Pharmaceutical Sciences evaluated the metabolic stability and toxicity of several derivatives, revealing favorable drug-like properties for lead optimization. Notably, the introduction of hydrophilic moieties was found to improve aqueous solubility without compromising target affinity.

Looking ahead, researchers are exploring the potential of 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone in targeted drug delivery systems. A proof-of-concept study published in Advanced Drug Delivery Reviews (2024) demonstrated its conjugation with nanoparticles for selective accumulation in tumor tissues, opening new avenues for cancer therapy. Furthermore, its fluorescence properties are being investigated for diagnostic applications, particularly in bioimaging.

In conclusion, 1-(5-bromo-1H-pyrrol-2-yl)-Ethanone (CAS: 82678-01-1) represents a multifaceted compound with growing importance in chemical biology and drug discovery. Recent advances have expanded its applications from a simple synthetic intermediate to a promising scaffold for therapeutic development. Future research directions may include optimization of its derivatives for improved bioavailability and exploration of its potential in combination therapies.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:82678-01-1)1-(5-bromo-1H-pyrrol-2-yl)-Ethanone
A1053788
Purity:99%
Quantity:1g
Price ($):390.0
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