Cas no 1033693-09-2 (4-chloro-1-methyl-1H-indazole-3-carbaldehyde)

4-chloro-1-methyl-1H-indazole-3-carbaldehyde structure
1033693-09-2 structure
Product Name:4-chloro-1-methyl-1H-indazole-3-carbaldehyde
CAS No:1033693-09-2
MF:C9H7ClN2O
MW:194.61768078804
MDL:MFCD10686602
CID:4568810
PubChem ID:28064963
Update Time:2025-07-17

4-chloro-1-methyl-1H-indazole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-1-Methyl-1H-indazole-3-carbaldehyde
    • 1H-Indazole-3-carboxaldehyde, 4-chloro-1-methyl-
    • 4-chloro-1-methyl-1H-indazole-3-carbaldehyde
    • MDL: MFCD10686602
    • Inchi: 1S/C9H7ClN2O/c1-12-8-4-2-3-6(10)9(8)7(5-13)11-12/h2-5H,1H3
    • InChI Key: NPZBPERUFKBRQZ-UHFFFAOYSA-N
    • SMILES: N1(C)C2=C(C(Cl)=CC=C2)C(C=O)=N1

Computed Properties

  • Exact Mass: 194.02469g/mol
  • Monoisotopic Mass: 194.02469g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 212
  • 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
  • Molecular Weight: 194.62g/mol
  • XLogP3: 2
  • Topological Polar Surface Area: 34.9?2

4-chloro-1-methyl-1H-indazole-3-carbaldehyde Pricemore >>

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Additional information on 4-chloro-1-methyl-1H-indazole-3-carbaldehyde

Recent Advances in the Study of 4-chloro-1-methyl-1H-indazole-3-carbaldehyde (CAS: 1033693-09-2)

4-chloro-1-methyl-1H-indazole-3-carbaldehyde (CAS: 1033693-09-2) is a key intermediate in the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and other therapeutic agents. Recent studies have highlighted its significance in medicinal chemistry due to its versatile reactivity and potential applications in drug discovery. This research brief aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential therapeutic applications.

In a recent study published in the Journal of Medicinal Chemistry, researchers explored the use of 4-chloro-1-methyl-1H-indazole-3-carbaldehyde as a precursor for the synthesis of novel indazole-based kinase inhibitors. The study demonstrated that this compound could be efficiently functionalized to yield derivatives with potent inhibitory activity against specific kinases implicated in cancer and inflammatory diseases. The authors reported a high-yield synthetic route and characterized the resulting compounds using NMR and mass spectrometry, confirming their structural integrity and purity.

Another significant development was reported in a Bioorganic & Medicinal Chemistry Letters article, where 4-chloro-1-methyl-1H-indazole-3-carbaldehyde was utilized in the design of small-molecule modulators for a specific protein-protein interaction (PPI) target. The study emphasized the compound's role in enhancing binding affinity and selectivity, which are critical for developing targeted therapies. Computational modeling and in vitro assays were employed to validate the interactions, providing insights into the structural requirements for optimal activity.

Further research has also investigated the compound's potential in antimicrobial applications. A recent preprint on ChemRxiv described the synthesis of indazole derivatives from 4-chloro-1-methyl-1H-indazole-3-carbaldehyde, which exhibited promising activity against drug-resistant bacterial strains. The study highlighted the importance of the chloro and aldehyde functional groups in mediating these effects, suggesting a potential avenue for developing new antibiotics.

In summary, 4-chloro-1-methyl-1H-indazole-3-carbaldehyde (CAS: 1033693-09-2) continues to be a valuable building block in medicinal chemistry, with recent studies underscoring its utility in kinase inhibitor development, PPI modulation, and antimicrobial drug discovery. Future research is expected to further explore its applications, particularly in addressing unmet medical needs in oncology and infectious diseases.

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