Cas no 887581-80-8 ((4-chloro-1H-indol-3-yl)methanamine)

(4-Chloro-1H-indol-3-yl)methanamine is a versatile indole derivative featuring a chloro substituent at the 4-position and an aminomethyl group at the 3-position of the indole core. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and bioactive molecules. The presence of both chloro and amine functional groups enhances its reactivity, enabling selective modifications for the construction of complex heterocyclic systems. Its structural framework is conducive to applications in medicinal chemistry, where it may be utilized in the synthesis of potential therapeutic agents. High purity and well-defined reactivity make it a reliable choice for research and industrial applications requiring precise molecular scaffolds.
(4-chloro-1H-indol-3-yl)methanamine structure
887581-80-8 structure
Product Name:(4-chloro-1H-indol-3-yl)methanamine
CAS No:887581-80-8
MF:C9H9ClN2
MW:180.634160757065
CID:713309
PubChem ID:28806274
Update Time:2025-05-19

(4-chloro-1H-indol-3-yl)methanamine Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-3-methanamine,4-chloro-
    • (4-chloro-1H-indol-3-yl)methanamine
    • 4-chloro-1H-indol-3-methylamine
    • 1-(4-Chloro-1H-indol-3-yl)methanamine
    • DTXSID50651647
    • 887581-80-8
    • EN300-1275670
    • AKOS006295359
    • MDL: MFCD06657149
    • Inchi: 1S/C9H9ClN2/c10-7-2-1-3-8-9(7)6(4-11)5-12-8/h1-3,5,12H,4,11H2
    • InChI Key: KDZZNYDPHJRGEA-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC2=C1C(CN)=CN2

Computed Properties

  • Exact Mass: 180.0454260g/mol
  • Monoisotopic Mass: 180.0454260g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.5
  • Topological Polar Surface Area: 41.8?2

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Additional information on (4-chloro-1H-indol-3-yl)methanamine

Comprehensive Overview of (4-chloro-1H-indol-3-yl)methanamine (CAS No. 887581-80-8): Properties, Applications, and Research Insights

(4-chloro-1H-indol-3-yl)methanamine, identified by its CAS number 887581-80-8, is a specialized organic compound that has garnered significant attention in pharmaceutical and biochemical research. This indole derivative, characterized by a chloro-substituted indole core and a primary amine functional group, serves as a versatile intermediate in synthetic chemistry. Its molecular structure, C9H9ClN2, offers unique reactivity, making it valuable for designing novel bioactive molecules. Researchers frequently explore its potential in drug discovery, particularly for targeting neurological disorders and metabolic pathways, aligning with current trends in precision medicine and small-molecule therapeutics.

The compound’s synthesis typically involves multi-step organic reactions, including Fischer indole synthesis or reductive amination of appropriate precursors. Its physicochemical properties, such as a molecular weight of 180.63 g/mol and moderate lipophilicity, influence its solubility and bioavailability—a critical consideration for medicinal chemistry applications. Recent studies highlight its role in developing serotonin receptor modulators, a hot topic in mental health research, where compounds like these are investigated for their potential in treating anxiety and depression.

In the context of green chemistry, researchers are optimizing synthetic routes for (4-chloro-1H-indol-3-yl)methanamine to reduce environmental impact. Techniques such as catalytic hydrogenation and microwave-assisted synthesis are being explored to enhance yield and purity while minimizing waste. These advancements resonate with the growing demand for sustainable pharmaceutical manufacturing, a frequently searched topic among industry professionals and academics.

Analytical characterization of CAS 887581-80-8 employs advanced techniques like HPLC, NMR spectroscopy, and mass spectrometry, ensuring compliance with quality control standards. Its stability under various pH conditions and thermal profiles is meticulously documented, addressing common queries about compound storage and handling protocols in laboratory settings.

Beyond pharmaceuticals, (4-chloro-1H-indol-3-yl)methanamine finds niche applications in agrochemical research, where its structural motif is leveraged to design crop protection agents. This aligns with global interest in food security and sustainable agriculture, topics frequently trending in scientific forums and policy discussions.

Ongoing research explores the compound’s potential in cancer therapeutics, particularly as a scaffold for kinase inhibitors. Its ability to interact with biological targets underscores its relevance in personalized medicine, a field dominating biomedical search queries. Collaborative efforts between computational chemists and biologists aim to predict its ADMET properties (absorption, distribution, metabolism, excretion, and toxicity) using AI-driven models, a cutting-edge approach frequently discussed in scientific literature.

In summary, (4-chloro-1H-indol-3-yl)methanamine (887581-80-8) exemplifies the intersection of chemical innovation and applied research. Its multifaceted applications—from central nervous system drug development to agricultural chemistry—reflect its adaptability to diverse scientific challenges. As the demand for targeted therapies and eco-friendly synthesis grows, this compound remains a focal point for interdisciplinary research, answering pressing questions in modern science.

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