Cas no 951884-46-1 (1-(2-Bromophenylsulfonyl)-1H-imidazole)

1-(2-Bromophenylsulfonyl)-1H-imidazole is a brominated sulfonyl imidazole derivative commonly utilized in organic synthesis and pharmaceutical research. Its key structural features include a sulfonyl group linked to an imidazole ring and a 2-bromophenyl substituent, enhancing its reactivity in cross-coupling reactions and functional group transformations. This compound serves as a versatile intermediate in the development of heterocyclic compounds, particularly in medicinal chemistry for designing enzyme inhibitors or bioactive molecules. The bromine atom offers a handle for further derivatization via metal-catalyzed reactions, while the sulfonyl group contributes to stability and selectivity. Its well-defined reactivity profile makes it valuable for constructing complex molecular architectures in synthetic applications.
1-(2-Bromophenylsulfonyl)-1H-imidazole structure
951884-46-1 structure
Product Name:1-(2-Bromophenylsulfonyl)-1H-imidazole
CAS No:951884-46-1
MF:C9H7BrN2O2S
MW:287.133079767227
MDL:MFCD09800984
CID:856505
PubChem ID:26369983
Update Time:2025-05-24

1-(2-Bromophenylsulfonyl)-1H-imidazole Chemical and Physical Properties

Names and Identifiers

    • 1-(2-BROMOPHENYLSULFONYL)-1H-IMIDAZOLE
    • 1-((2-Bromophenyl)sulfonyl)-1H-imidazole
    • 1-(2-bromophenyl)sulfonylimidazole
    • MFCD09800984
    • 1-[(2-Bromophenyl)sulphonyl]-1H-imidazole
    • AKOS015835118
    • CS-0205619
    • BS-22595
    • 1-(2-Bromobenzene-1-sulfonyl)-1H-imidazole
    • BNB88446
    • 1-(2-bromophenylsulfonyl)-1-H-imidazole
    • A859173
    • DTXSID00650029
    • 1-(2-bromobenzenesulfonyl)-1H-imidazole
    • 951884-46-1
    • 1-(2-bromobenzenesulfonyl)imidazole
    • SCHEMBL25350141
    • 1-(2-Bromophenylsulfonyl)-1H-imidazole
    • MDL： MFCD09800984
    • Inchi： 1S/C9H7BrN2O2S/c10-8-3-1-2-4-9(8)15(13,14)12-6-5-11-7-12/h1-7H
    • InChI Key： QIVUMNUGQQBILC-UHFFFAOYSA-N
    • SMILES： BrC1C=CC=CC=1S(N1C=NC=C1)(=O)=O

Computed Properties

  • Exact Mass: 285.94100
  • Monoisotopic Mass: 285.94116g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 315
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.9
  • Topological Polar Surface Area: 60.3?2

Experimental Properties

  • PSA: 60.34000
  • LogP: 2.96340

1-(2-Bromophenylsulfonyl)-1H-imidazole Customs Data

  • HS CODE：2933290090
  • Customs Data：

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-(2-Bromophenylsulfonyl)-1H-imidazole Pricemore >>

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1-(2-Bromophenylsulfonyl)-1H-imidazole Related Literature

Additional information on 1-(2-Bromophenylsulfonyl)-1H-imidazole

Recent Advances in the Study of 1-(2-Bromophenylsulfonyl)-1H-imidazole (CAS: 951884-46-1)

1-(2-Bromophenylsulfonyl)-1H-imidazole (CAS: 951884-46-1) is a sulfonyl imidazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential as a versatile scaffold for drug discovery. Recent studies have explored its applications in enzyme inhibition, antimicrobial activity, and as a precursor for more complex bioactive molecules. This research brief provides an overview of the latest findings related to this compound, highlighting its synthesis, biological activities, and potential therapeutic applications.

The synthesis of 1-(2-Bromophenylsulfonyl)-1H-imidazole has been optimized in recent studies to improve yield and purity. A 2023 publication in the Journal of Medicinal Chemistry detailed a novel one-pot synthesis method that reduces the number of steps and minimizes byproduct formation. This method employs a palladium-catalyzed coupling reaction, which has been shown to enhance the efficiency of the synthesis process. The improved synthetic route is expected to facilitate further pharmacological studies and scale-up production for preclinical testing.

In terms of biological activity, 1-(2-Bromophenylsulfonyl)-1H-imidazole has demonstrated promising inhibitory effects against several enzymes, including carbonic anhydrase and histone deacetylase (HDAC). A study published in Bioorganic & Medicinal Chemistry Letters (2024) reported that this compound exhibits selective inhibition of HDAC6, an isoform implicated in various cancers and neurodegenerative diseases. The researchers utilized molecular docking and kinetic assays to elucidate the binding mode and inhibitory mechanism, providing a foundation for the development of HDAC6-targeted therapies.

Additionally, 1-(2-Bromophenylsulfonyl)-1H-imidazole has shown antimicrobial properties against a range of Gram-positive and Gram-negative bacteria. A 2023 study in Antimicrobial Agents and Chemotherapy highlighted its efficacy against methicillin-resistant Staphylococcus aureus (MRSA) and Escherichia coli, with minimum inhibitory concentrations (MICs) comparable to existing antibiotics. The compound's mechanism of action appears to involve disruption of bacterial cell membrane integrity, as evidenced by electron microscopy and fluorescence assays.

Beyond its direct biological activities, 1-(2-Bromophenylsulfonyl)-1H-imidazole serves as a key intermediate in the synthesis of more complex molecules. Recent work published in Organic Letters (2024) described its use in the construction of imidazole-containing macrocycles, which exhibit enhanced binding affinity for protein targets. These macrocycles are being explored as potential candidates for treating inflammatory diseases and certain types of cancer.

In conclusion, 1-(2-Bromophenylsulfonyl)-1H-imidazole (CAS: 951884-46-1) represents a multifunctional compound with significant potential in drug discovery and development. Its optimized synthesis, diverse biological activities, and utility as a synthetic intermediate underscore its value in chemical biology and medicinal chemistry. Future research should focus on further elucidating its pharmacological profile and exploring its therapeutic applications in greater depth.

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