Cas no 1020243-02-0 (4,5-Dichloro-1H-indazole)

4,5-Dichloro-1H-indazole is a halogenated indazole derivative characterized by its dichloro substitution at the 4 and 5 positions of the indazole ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its rigid bicyclic structure and electron-withdrawing chloro groups enhance reactivity in cross-coupling reactions and other functionalization processes. The compound's stability and well-defined reactivity profile make it suitable for applications in medicinal chemistry, where it can be utilized to construct biologically active scaffolds. High purity grades are available to ensure consistent performance in research and industrial settings.
4,5-Dichloro-1H-indazole structure
4,5-Dichloro-1H-indazole structure
Product Name:4,5-Dichloro-1H-indazole
CAS No:1020243-02-0
MF:C7H4Cl2N2
MW:187.026059150696
MDL:MFCD12033727
CID:1131212
PubChem ID:26434150
Update Time:2025-10-12

4,5-Dichloro-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 1H-indazole, 4,5-dichloro-
    • 4,5-Dichloro-1H-indazole
    • 4,5-Dichloro-1-H-indazole
    • 1020243-02-0
    • MFCD12033727
    • F18732
    • AKOS005536773
    • CS-0195044
    • VQB24302
    • STK666680
    • A896964
    • MDL: MFCD12033727
    • Inchi: 1S/C7H4Cl2N2/c8-5-1-2-6-4(7(5)9)3-10-11-6/h1-3H,(H,10,11)
    • InChI Key: QEJQOQVDJFLFJJ-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=CC2=C1C=NN2)Cl

Computed Properties

  • Exact Mass: 185.97532
  • Monoisotopic Mass: 185.9751535g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • 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

  • PSA: 28.68

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Additional information on 4,5-Dichloro-1H-indazole

Professional Introduction to 4,5-Dichloro-1H-indazole (CAS No. 1020243-02-0)

4,5-Dichloro-1H-indazole (CAS No. 1020243-02-0) is a significant compound in the field of pharmaceutical chemistry, renowned for its versatile applications in drug development and synthetic organic chemistry. This heterocyclic aromatic molecule, characterized by its dichlorinated indazole core, has garnered considerable attention due to its unique structural and chemical properties. The presence of chlorine atoms at the 4 and 5 positions enhances its reactivity, making it a valuable intermediate in the synthesis of various bioactive molecules.

The compound's structure consists of a benzene ring fused with a pyrazole-like ring system, with the chlorine substituents positioned strategically to facilitate further functionalization. This arrangement not only imparts stability but also allows for selective modifications at different sites, enabling chemists to tailor its properties for specific applications. The 4,5-Dichloro-1H-indazole molecule's ability to participate in nucleophilic substitution reactions makes it particularly useful in constructing more complex structures.

In recent years, 4,5-Dichloro-1H-indazole has been extensively studied for its potential in medicinal chemistry. Its indazole scaffold is a common motif found in numerous pharmacologically active agents, including antiviral, anticancer, and antimicrobial compounds. Researchers have leveraged its reactivity to develop novel derivatives with enhanced biological activity. For instance, studies have demonstrated its role as a precursor in the synthesis of indazole-based inhibitors targeting specific enzymes involved in disease pathways.

One of the most compelling aspects of CAS No. 1020243-02-0 is its utility in the development of small-molecule drugs. The dichloro-substituted indazole core serves as a versatile building block, allowing for the introduction of diverse functional groups through further chemical transformations. This flexibility has been exploited in the design of molecules targeting various therapeutic areas. Notably, derivatives of 4,5-Dichloro-1H-indazole have shown promise in preclinical studies as modulators of protein-protein interactions and as inhibitors of kinases and other enzymes relevant to chronic diseases.

The synthesis of 4,5-Dichloro-1H-indazole typically involves multi-step organic reactions starting from readily available precursors. The chlorination step is critical and often requires careful control of reaction conditions to ensure high yield and selectivity. Advances in synthetic methodologies have enabled more efficient and sustainable routes to this compound, aligning with the growing emphasis on green chemistry principles. Techniques such as catalytic chlorination and microwave-assisted synthesis have been employed to optimize production processes.

The pharmacological potential of CAS No. 1020243-02-0 has been explored through both computational modeling and experimental screening. Computational studies have predicted binding affinities and interaction patterns with biological targets, guiding the design of more effective derivatives. Experimental validation has confirmed these predictions, demonstrating the compound's ability to modulate biological pathways relevant to human health. These findings underscore the importance of 4,5-Dichloro-1H-indazole as a scaffold for drug discovery efforts.

In addition to its pharmaceutical applications, CAS No. 1020243-02-0 finds utility in materials science and agrochemical research. Its structural features make it a suitable candidate for developing novel materials with specific electronic properties or for use as intermediates in crop protection agents. The compound's stability under various conditions further enhances its applicability across different scientific domains.

The ongoing research into 4,5-Dichloro-1H-indazole reflects its enduring relevance in chemical biology and drug development. As new methodologies emerge and our understanding of disease mechanisms deepens, compounds like this will continue to play a pivotal role in advancing therapeutic strategies. The combination of synthetic accessibility and biological activity makes it an indispensable tool for researchers striving to develop innovative treatments.

In conclusion, CAS No. 1020243-02-0, specifically the derivative known as 4,5-Dichloro-1H-indazole, represents a cornerstone in modern chemical research with far-reaching implications for medicine and materials science. Its unique structural features and reactivity profile provide a solid foundation for developing novel bioactive molecules that address unmet medical needs. As research progresses, we can anticipate further discoveries that will expand upon its already substantial contributions to science.

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