Cas no 1236127-55-1 (6-Methoxy-1-methyl-1H-indazole)

6-Methoxy-1-methyl-1H-indazole is a heterocyclic organic compound featuring an indazole core substituted with a methoxy group at the 6-position and a methyl group at the 1-position. This structure imparts unique physicochemical properties, making it a valuable intermediate in pharmaceutical and agrochemical research. Its electron-rich aromatic system and sterically accessible nitrogen sites facilitate diverse functionalization, enabling applications in drug discovery and material science. The compound exhibits good stability under standard conditions, ensuring reliable handling and storage. Its well-defined synthetic route allows for high purity and scalability, supporting consistent performance in complex reactions. Researchers value its versatility in constructing biologically active molecules, particularly in kinase inhibitor and CNS-targeted drug development.
6-Methoxy-1-methyl-1H-indazole structure
1236127-55-1 structure
Product Name:6-Methoxy-1-methyl-1H-indazole
CAS No:1236127-55-1
MF:C9H10N2O
MW:162.188501834869
MDL:MFCD22380222
CID:1091718
PubChem ID:59543339
Update Time:2025-10-28

6-Methoxy-1-methyl-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Methoxy-1-methyl-1H-indazole
    • 6-methoxy-1-methylindazole
    • AKOS022178406
    • SCHEMBL13113212
    • MFCD22380222
    • AS-40907
    • 1236127-55-1
    • DB-140766
    • CS-0324720
    • 1H-Indazole, 6-methoxy-1-methyl-
    • MDL: MFCD22380222
    • Inchi: 1S/C9H10N2O/c1-11-9-5-8(12-2)4-3-7(9)6-10-11/h3-6H,1-2H3
    • InChI Key: QJICJVRIGIYQJU-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC2C=NN(C)C=2C=1

Computed Properties

  • Exact Mass: 162.079312947g/mol
  • Monoisotopic Mass: 162.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 2.1
  • Topological Polar Surface Area: 27?2

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Additional information on 6-Methoxy-1-methyl-1H-indazole

6-Methoxy-1-methyl-1H-indazole: A Comprehensive Overview

The compound 6-Methoxy-1-methyl-1H-indazole (CAS No. 1236127-55-1) is a fascinating organic molecule with significant potential in various fields of research and application. This compound belongs to the class of indazole derivatives, which have been extensively studied for their unique chemical properties and biological activities. Indazoles are heterocyclic aromatic compounds characterized by a fused benzene ring and a pyrazole ring, making them structurally similar to imidazoles but with an additional nitrogen atom in the ring system.

6-Methoxy-1-methyl-1H-indazole is particularly notable for its methoxy and methyl substituents, which are strategically positioned at the 6th and 1st positions of the indazole ring, respectively. These substituents play a crucial role in modulating the compound's chemical reactivity, stability, and biological activity. Recent studies have highlighted the importance of such substituents in enhancing the pharmacokinetic properties of indazole derivatives, making them more suitable for therapeutic applications.

The synthesis of 6-Methoxy-1-methyl-1H-indazole involves a multi-step process that typically begins with the preparation of indazole precursors. One common approach is the cyclization of o-amino phenols under specific reaction conditions to form the indazole core. Subsequent functionalization steps, such as methylation and methoxylation, are then employed to introduce the desired substituents. Researchers have explored various synthetic pathways to optimize the yield and purity of this compound, with recent advancements focusing on green chemistry methodologies to minimize environmental impact.

From a biological standpoint, 6-Methoxy-1-methyl-1H-indazole has shown promising activity in several assays. For instance, studies have demonstrated its potential as an anti-inflammatory agent by inhibiting key enzymes involved in inflammatory pathways. Additionally, this compound has exhibited moderate anticancer activity in vitro, particularly against certain human cancer cell lines. These findings underscore its potential as a lead compound for drug discovery efforts targeting inflammatory diseases and malignancies.

In recent years, there has been growing interest in exploring the electronic properties of 6-Methoxy-1-methyl-1H-indazole for applications in materials science. The compound's aromaticity and heteroatom content make it a candidate for use in organic electronics, such as organic light-emitting diodes (OLEDs) and field-effect transistors (FETs). Preliminary studies suggest that this compound could serve as a building block for constructing advanced electronic materials with tailored properties.

The development of efficient analytical methods for characterizing 6-Methoxy-1-methyl-1H-indazole has also been a focus of recent research. Techniques such as high-performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy have been employed to confirm its structure and purity. These advancements have improved the accuracy of quality control processes during its synthesis and purification.

Looking ahead, 6-Methoxy-1-methyl-1H-indazole holds immense promise for further exploration in both academic and industrial settings. Its versatility as a starting material for synthesizing more complex molecules, coupled with its diverse biological and electronic properties, positions it as a valuable asset in contemporary chemical research. As ongoing studies continue to unravel its full potential, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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