Cas no 885520-64-9 (4,6-Dichloro-3-(1H)indazole Carboxylic Acid)

4,6-Dichloro-3-(1H)indazole Carboxylic Acid is a heterocyclic compound featuring a chlorinated indazole core with a carboxylic acid functional group at the 3-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for developing biologically active molecules. The dichloro substitution enhances its reactivity, facilitating further derivatization, while the carboxylic acid group allows for versatile coupling reactions. Its high purity and stability under standard conditions ensure consistent performance in research and industrial applications. The compound is particularly useful in medicinal chemistry for constructing kinase inhibitors and other therapeutic agents. Proper handling and storage are recommended due to its reactive nature.
4,6-Dichloro-3-(1H)indazole Carboxylic Acid structure
885520-64-9 structure
Product Name:4,6-Dichloro-3-(1H)indazole Carboxylic Acid
CAS No:885520-64-9
MF:C8H4Cl2N2O2
MW:231.035559654236
CID:840816
PubChem ID:24728755
Update Time:2025-06-14

4,6-Dichloro-3-(1H)indazole Carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 4,6-dichloro-1H-Indazole-3-carboxylic acid
    • AKOS023209887
    • MFCD07378903
    • DTXSID501268662
    • 885520-64-9
    • 4,6-Dichloro-3-(1H)indazole carboxylic acid
    • SY343535
    • 4,6-Dichloro-3-(1H)indazole Carboxylic Acid
    • Inchi: 1S/C8H4Cl2N2O2/c9-3-1-4(10)6-5(2-3)11-12-7(6)8(13)14/h1-2H,(H,11,12)(H,13,14)
    • InChI Key: WOZHSPNLKJFNNE-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CC2=C1C(C(=O)O)=NN2)Cl

Computed Properties

  • Exact Mass: 229.9649828g/mol
  • Monoisotopic Mass: 229.9649828g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 252
  • 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: 2.7
  • Topological Polar Surface Area: 66?2

Experimental Properties

  • Density: 1.756±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: NA
  • Boiling Point: 497.8±40.0 °C at 760 mmHg
  • Flash Point: 254.9±27.3 °C
  • Solubility: Almost insoluble (0.051 g/l) (25 o C),
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

4,6-Dichloro-3-(1H)indazole Carboxylic Acid Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D439935-1mg
4,6-Dichloro-3-(1H)indazole Carboxylic Acid
885520-64-9
1mg
$ 50.00 2022-06-05
TRC
D439935-2mg
4,6-Dichloro-3-(1H)indazole Carboxylic Acid
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2mg
$ 65.00 2022-06-05
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4,6-Dichloro-3-(1H)indazole Carboxylic Acid
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$ 160.00 2022-06-05

Additional information on 4,6-Dichloro-3-(1H)indazole Carboxylic Acid

Research Briefing on 4,6-Dichloro-3-(1H)indazole Carboxylic Acid (CAS: 885520-64-9)

4,6-Dichloro-3-(1H)indazole Carboxylic Acid (CAS: 885520-64-9) is a key intermediate compound in the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and other therapeutic agents. Recent studies have highlighted its significance in medicinal chemistry due to its versatile chemical structure and potential applications in drug discovery. This research briefing aims to provide an overview of the latest advancements related to this compound, focusing on its synthesis, biological activities, and potential therapeutic applications.

Recent literature has emphasized the role of 4,6-Dichloro-3-(1H)indazole Carboxylic Acid as a building block for the development of novel kinase inhibitors. Kinases are critical targets in cancer therapy, and the indazole scaffold has been widely explored for its ability to modulate kinase activity. Studies have demonstrated that derivatives of this compound exhibit potent inhibitory effects against specific kinases, such as JAK2 and FLT3, which are implicated in various malignancies. These findings underscore the compound's potential as a starting point for the design of next-generation anticancer agents.

In addition to its applications in oncology, 4,6-Dichloro-3-(1H)indazole Carboxylic Acid has also been investigated for its role in inflammatory and autoimmune diseases. Recent research has shown that indazole-based compounds can modulate immune responses by targeting key signaling pathways, such as the NF-κB and MAPK pathways. This has led to increased interest in the compound as a potential therapeutic agent for conditions like rheumatoid arthritis and inflammatory bowel disease. Further studies are needed to elucidate its mechanism of action and optimize its pharmacological properties.

The synthesis of 4,6-Dichloro-3-(1H)indazole Carboxylic Acid has been a subject of recent optimization efforts. Novel synthetic routes have been developed to improve yield and purity, making the compound more accessible for research and development. For instance, a recent study reported a streamlined synthesis method using palladium-catalyzed cross-coupling reactions, which significantly reduced the number of steps and improved overall efficiency. Such advancements are expected to facilitate the broader use of this compound in drug discovery programs.

Despite its promising applications, challenges remain in the development of 4,6-Dichloro-3-(1H)indazole Carboxylic Acid derivatives. Issues such as solubility, bioavailability, and off-target effects need to be addressed to fully realize its therapeutic potential. Ongoing research is focused on structural modifications to enhance these properties while maintaining the compound's biological activity. Collaborative efforts between academic and industrial researchers are crucial to overcoming these hurdles and advancing the compound toward clinical applications.

In conclusion, 4,6-Dichloro-3-(1H)indazole Carboxylic Acid (CAS: 885520-64-9) represents a valuable scaffold in medicinal chemistry, with diverse applications in oncology and immunology. Recent studies have expanded our understanding of its biological activities and synthetic accessibility, paving the way for future drug development. Continued research and innovation will be essential to harness its full potential and translate these findings into clinically relevant therapies.

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