Cas no 885519-58-4 (4,6-Dichloro-1H-indazole)

4,6-Dichloro-1H-indazole is a halogenated indazole derivative widely utilized as a key intermediate in organic synthesis and pharmaceutical research. Its dichloro-substituted structure enhances reactivity, making it valuable for constructing complex heterocyclic compounds. The compound exhibits high purity and stability, ensuring reliable performance in coupling reactions and functional group transformations. Its versatility allows for applications in medicinal chemistry, particularly in the development of kinase inhibitors and other biologically active molecules. The rigid indazole core provides a scaffold for designing compounds with targeted binding properties. Proper handling under controlled conditions is recommended due to its potential sensitivity to moisture and light.
4,6-Dichloro-1H-indazole structure
4,6-Dichloro-1H-indazole structure
Product Name:4,6-Dichloro-1H-indazole
CAS No:885519-58-4
MF:C7H4Cl2N2
MW:187.026059150696
MDL:MFCD07781384
CID:840453
PubChem ID:24728132
Update Time:2025-06-08

4,6-Dichloro-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 4,6-Dichloro-1H-indazole
    • 46-Dichloro indazole
    • 1H-Indazole, 4,6-dichloro-
    • 4,6-Dichloro-1H-indazole (ACI)
    • AS-76518
    • KTTXUMXAFXKIMN-UHFFFAOYSA-N
    • CS-0038051
    • EN300-127437
    • 885519-58-4
    • DTXSID10646195
    • DB-117670
    • AKOS006285180
    • MFCD07781384
    • SCHEMBL14487466
    • MDL: MFCD07781384
    • Inchi: 1S/C7H4Cl2N2/c8-4-1-6(9)5-3-10-11-7(5)2-4/h1-3H,(H,10,11)
    • InChI Key: KTTXUMXAFXKIMN-UHFFFAOYSA-N
    • SMILES: ClC1C=C2C(C=NN2)=C(Cl)C=1

Computed Properties

  • Exact Mass: 185.9751535g/mol
  • Monoisotopic Mass: 185.9751535g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 153
  • 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: 2.8
  • Topological Polar Surface Area: 28.7?2

Experimental Properties

  • Density: 1.571±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.077 g/l) (25 o C),

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4,6-Dichloro-1H-indazole Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrazine hydrate (1:1) Catalysts: p-Toluenesulfonic acid Solvents: Polyethylene glycol ;  1 - 4 h, 80 - 90 °C
Reference
Design, Synthesis and Evaluation of Antibacterial Activity of Novel Indazole Derivatives
Chabukswar, Anuruddha; Kuchekar, Bhanudas; Lokhande, Pradeep; Tryambake, Mangesh; Pagare, Bharat; et al, Current Bioactive Compounds, 2013, 9(4), 263-269

4,6-Dichloro-1H-indazole Raw materials

4,6-Dichloro-1H-indazole Preparation Products

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