Cas no 1227604-21-8 (7-CHLORO-6-METHOXYINDOLE)

7-Chloro-6-methoxyindole is a halogenated indole derivative characterized by its chloro and methoxy functional groups at the 7- and 6-positions, respectively. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and bioactive molecules. Its structural features enable selective modifications, making it useful for constructing complex heterocyclic frameworks. The electron-withdrawing chloro group and electron-donating methoxy group influence its reactivity, facilitating applications in cross-coupling reactions and functional group transformations. High purity grades are available to ensure consistency in research and industrial processes. Proper handling and storage under inert conditions are recommended due to its sensitivity to light and moisture.
7-CHLORO-6-METHOXYINDOLE structure
7-CHLORO-6-METHOXYINDOLE structure
Product Name:7-CHLORO-6-METHOXYINDOLE
CAS No:1227604-21-8
MF:C9H8ClNO
MW:181.618921279907
CID:2130996
PubChem ID:119083733
Update Time:2025-06-13

7-CHLORO-6-METHOXYINDOLE Chemical and Physical Properties

Names and Identifiers

    • 7-chloro-6-methoxy-1H-Indole
    • 1H-Indole, 7-chloro-6-methoxy-
    • CID 119083733
    • 7-CHLORO-6-METHOXYINDOLE
    • Inchi: 1S/C9H8ClNO/c1-12-7-3-2-6-4-5-11-9(6)8(7)10/h2-5,11H,1H3
    • InChI Key: BDRUOCVGMXUGKX-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=CC2C=CNC=21)OC

Computed Properties

  • Exact Mass: 181.0294416g/mol
  • Monoisotopic Mass: 181.0294416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 165
  • 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
  • Topological Polar Surface Area: 25
  • XLogP3: 2.6

7-CHLORO-6-METHOXYINDOLE Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
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Additional information on 7-CHLORO-6-METHOXYINDOLE

Professional Introduction to Compound with CAS No 1227604-21-8 and Product Name: 7-CHLORO-6-METHOXYINDOLE

7-CHLORO-6-METHOXYINDOLE, identified by the Chemical Abstracts Service Number (CAS No) 1227604-21-8, is a significant intermediate in the field of pharmaceutical chemistry. This compound belongs to the indole derivatives, a class of molecules widely recognized for their diverse biological activities and potential applications in drug development. The structural features of 7-CHLORO-6-METHOXYINDOLE, particularly the presence of a chlorine substituent at the 7-position and a methoxy group at the 6-position of the indole core, contribute to its unique chemical properties and reactivity, making it a valuable building block for synthetic chemists.

The indole scaffold is a privileged structure in medicinal chemistry, with numerous examples of indole-based drugs that have reached the market. Its aromatic system and the ability to undergo various chemical transformations make it an ideal candidate for designing molecules with specific biological targets. In recent years, there has been growing interest in indole derivatives as pharmacological agents due to their potential to interact with multiple biological pathways. 7-CHLORO-6-METHOXYINDOLE is no exception and has been explored in several research studies for its pharmacological profile.

One of the most compelling aspects of 7-CHLORO-6-METHOXYINDOLE is its role as a precursor in the synthesis of more complex molecules. The chlorine atom at the 7-position allows for further functionalization through nucleophilic aromatic substitution or cross-coupling reactions, while the methoxy group can be used to introduce additional substituents or to modify the electronic properties of the molecule. These features make 7-CHLORO-6-METHOXYINDOLE a versatile intermediate for constructing novel heterocyclic compounds.

Recent advancements in synthetic methodologies have further enhanced the utility of 7-CHLORO-6-METHOXYINDOLE. For instance, transition-metal-catalyzed reactions have enabled efficient and selective transformations of this compound, leading to the discovery of new derivatives with improved pharmacological properties. These synthetic strategies have opened up new avenues for drug discovery and have allowed researchers to explore the full potential of indole-based scaffolds.

The biological activity of 7-CHLORO-6-METHOXYINDOLE has been extensively studied in various preclinical models. Research indicates that this compound exhibits promising effects on multiple biological targets, including enzymes and receptors involved in inflammation, pain, and neurodegenerative diseases. The chlorine substituent appears to modulate the binding affinity and selectivity of the molecule, while the methoxy group contributes to its solubility and metabolic stability. These properties make 7-CHLORO-6-METHOXYINDOLE an attractive candidate for further development into therapeutic agents.

In addition to its pharmaceutical applications, 7-CHLORO-6-METHOXYINDOLE has also been explored in other areas of chemical research. Its unique structural features make it a valuable tool for studying molecular interactions and for developing new synthetic methodologies. For example, it has been used as a substrate in kinetic studies to understand reaction mechanisms involving indole derivatives. Such studies contribute to our fundamental understanding of organic chemistry and can inform the design of more efficient synthetic routes.

The synthesis of 7-CHLORO-6-METHOXYINDOLE itself is an interesting subject of research. Several methods have been reported in the literature, ranging from multi-step organic synthesis to more streamlined approaches using catalytic systems. The development of greener and more sustainable synthetic methods is particularly important in modern chemistry, and efforts are ongoing to optimize processes that minimize waste and energy consumption. These advancements not only improve efficiency but also align with global efforts to promote environmental sustainability.

The future prospects for 7-CHLORO-6-METHOXYINDOLE are promising, with ongoing research aimed at expanding its applications in drug discovery and materials science. As our understanding of biological pathways continues to grow, new opportunities will arise for utilizing this versatile intermediate. Furthermore, advances in computational chemistry and artificial intelligence are expected to accelerate the design and optimization of indole-based compounds like 7-CHLORO-6-METHOXYINDOLE, leading to faster development cycles and more effective therapeutic agents.

In conclusion, 7-CHLORO-6-METHOXYINDOLE (CAS No 1227604-21-8) is a compound of significant interest in pharmaceutical chemistry due to its structural features, reactivity, and potential biological activities. Its role as a synthetic intermediate has made it a valuable tool for drug discovery, while its exploration in various research areas highlights its versatility. As new methodologies and discoveries emerge, 7-CHLORO-6-METHOXYINDOLE is poised to play an even greater role in advancing chemical science and medicine.

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