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6-bromo-4-methoxy-1H-indazole(cas: 885519-21-1)–Inventory in stock, advantageous products

October 21, 2025

Product name: 6-Bromo-4-methoxy-1H-indazole

Cas No.: 885519-21-1

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6-Bromo-4-methoxy-1H-indazole (CAS: 885519-21-1) is a bromo-substituted indazole heterocycle widely used as an important intermediate in chemical and pharmaceutical research. Below is a detailed overview of its functions and applications:


 1. Chemical Uses

  1. Pharmaceutical Intermediate

    • This compound is commonly used in the optimization of new drug molecules, especially in the design of kinase inhibitors, anticancer drugs, anti-inflammatory agents, and CNS-active compounds.

    • The indazole ring is a key scaffold in many drugs, such as:

      • Indazole-based tyrosine kinase inhibitors (e.g., Vemurafenib, Tivantinib)

      • PDE inhibitors (used in cardiovascular or antidepressant research)

    • The 6-bromo substitution provides an active site for further functionalization, suitable for coupling reactions such as Suzuki, Sonogashira, and Buchwald–Hartwig to generate various derivatives.

  2. Organic Synthesis Reagent

    • Serves as an intermediate for heterocyclic substitution reactions in the synthesis of complex molecules, materials chemistry, and polymer studies.

    • The bromine atom’s reactivity allows it to act as a substrate in cross-coupling reactions, enabling the introduction of new aryl or alkyl groups.


2. Role in Research and Drug Discovery

  • Used in lead compound discovery to construct small-molecule libraries.

  • Important for Structure–Activity Relationship (SAR) studies to analyze electronic and steric effects.

  • Some reported derivatives show potential biological activities such as:

    • Antitumor effects (by inhibiting BRAF, PI3K, etc.)

    • Anti-inflammatory activity

    • CNS modulation properties


3. Applications in Materials and Optoelectronics (Secondary Use)

  • Indazole derivatives have applications in OLED emitting materials and organic semiconductors, due to their conjugated structure and stability.

  • The bromo-substituted structure facilitates coupling reactions to build extended π-conjugated systems.


Summary

Category Main Application
Pharmaceutical Chemistry Intermediate for kinase inhibitors, anticancer and anti-inflammatory agents
Organic Synthesis Substrate for coupling reactions, heterocyclic scaffold builder
Research Use SAR studies, small-molecule library component
Materials Science Potential monomer for OLEDs and organic electronics

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