Cas no 82322-25-6 (4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE)

4-Iodo-1H-imidazole-2-carbaldehyde is a versatile heterocyclic building block used in organic synthesis and pharmaceutical research. Its key advantages include the presence of both an aldehyde functional group and an iodine substituent on the imidazole ring, enabling diverse reactivity for cross-coupling reactions, nucleophilic substitutions, and further derivatization. The iodine moiety facilitates palladium-catalyzed transformations, such as Suzuki or Sonogashira couplings, while the aldehyde group allows for condensation or reduction reactions. This compound is particularly valuable in the development of bioactive molecules, including potential drug candidates, due to the imidazole scaffold's prevalence in medicinal chemistry. Its high purity and stability make it suitable for precise synthetic applications.
4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE structure
82322-25-6 structure
Product Name:4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE
CAS No:82322-25-6
MF:C4H3IN2O
MW:221.983892679214
MDL:MFCD10697820
CID:1806599
PubChem ID:72211262
Update Time:2025-06-13

4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE Chemical and Physical Properties

Names and Identifiers

    • 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE
    • 5-iodo-1H-imidazole-2-carbaldehyde
    • AB60579
    • 82322-25-6
    • MDL: MFCD10697820
    • Inchi: 1S/C4H3IN2O/c5-3-1-6-4(2-8)7-3/h1-2H,(H,6,7)
    • InChI Key: LBBNSPSCRAUHDG-UHFFFAOYSA-N
    • SMILES: IC1=CN=C(C=O)N1

Computed Properties

  • Exact Mass: 221.92901g/mol
  • Monoisotopic Mass: 221.92901g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 98
  • 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: 0.5
  • Topological Polar Surface Area: 45.8?2

4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-345934-1g
4-iodo-1H-imidazole-2-carbaldehyde
82322-25-6
1g
$0.0 2023-09-03
Enamine
EN300-345934-1.0g
4-iodo-1H-imidazole-2-carbaldehyde
82322-25-6
1.0g
$0.0 2023-02-22

Additional information on 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE

Recent Advances in the Application of 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE (CAS: 82322-25-6) in Chemical Biology and Pharmaceutical Research

The compound 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE (CAS: 82322-25-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and development. This research briefing aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and emerging applications in medicinal chemistry.

Recent studies have highlighted the unique structural features of 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE, which make it a valuable intermediate in the synthesis of heterocyclic compounds. Its iodine substituent and aldehyde functional group provide multiple sites for further chemical modifications, enabling the development of novel bioactive molecules. Researchers have successfully utilized this compound in the synthesis of imidazole-based inhibitors targeting key enzymes involved in inflammatory and oncogenic pathways.

In a groundbreaking study published in the Journal of Medicinal Chemistry, 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE was employed as a key building block for the development of selective kinase inhibitors. The study demonstrated that derivatives of this compound exhibited potent inhibitory activity against specific tyrosine kinases, with IC50 values in the nanomolar range. These findings suggest promising therapeutic potential for treating cancers characterized by dysregulated kinase signaling.

Another significant application of 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE has been in the field of antimicrobial research. Recent investigations have shown that imidazole derivatives synthesized from this compound display broad-spectrum activity against drug-resistant bacterial strains. The mechanism of action appears to involve disruption of bacterial cell membrane integrity, making these compounds particularly valuable in the fight against antibiotic resistance.

From a synthetic chemistry perspective, novel methodologies have been developed for the efficient preparation of 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE and its derivatives. A recent publication in Organic Letters described an improved catalytic system for the iodination of imidazole precursors, significantly enhancing the yield and purity of the target compound. These advancements in synthetic protocols are expected to facilitate broader exploration of this chemical scaffold in drug discovery programs.

Looking forward, the unique properties of 4-IODO-1H-IMIDAZOLE-2-CARBALDEHYDE position it as a promising candidate for the development of novel therapeutic agents and chemical probes. Ongoing research is exploring its potential in targeted protein degradation strategies and as a versatile handle for bioconjugation in antibody-drug conjugates. The compound's ability to serve as a molecular scaffold for diverse pharmacophores continues to attract interest from both academic and industrial researchers in the pharmaceutical sector.

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