Cas no 1158209-10-9 (1-methyl-1H-indole-3-sulfonyl chloride)

1-Methyl-1H-indole-3-sulfonyl chloride is a versatile sulfonylating reagent used in organic synthesis, particularly for the introduction of the 1-methylindole-3-sulfonyl moiety. This compound is valued for its reactivity with nucleophiles, enabling the formation of sulfonamides, sulfonate esters, and other derivatives. Its indole backbone provides structural diversity, making it useful in pharmaceutical and agrochemical research. The electron-withdrawing sulfonyl chloride group enhances electrophilicity, facilitating efficient coupling reactions. The product is typically handled under anhydrous conditions due to its moisture sensitivity. Its stability and well-defined reactivity profile make it a reliable intermediate for constructing complex molecules in medicinal chemistry and material science applications.
1-methyl-1H-indole-3-sulfonyl chloride structure
1158209-10-9 structure
Product Name:1-methyl-1H-indole-3-sulfonyl chloride
CAS No:1158209-10-9
MF:C9H8ClNO2S
MW:229.683320045471
CID:3162537
PubChem ID:55280184
Update Time:2025-06-08

1-methyl-1H-indole-3-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-3-sulfonyl chloride, 1-methyl-
    • 1-methyl-1H-indole-3-sulfonyl chloride
    • EN300-120727
    • SCHEMBL630954
    • 1-methylindole-3-sulfonyl chloride
    • AKMBTZLSBMNKPJ-UHFFFAOYSA-N
    • 1158209-10-9
    • G51138
    • 1-methyl-1H-indole-3-sulfonylchloride
    • AKOS006335485
    • ZSA17261
    • 860-737-6
    • Inchi: 1S/C9H8ClNO2S/c1-11-6-9(14(10,12)13)7-4-2-3-5-8(7)11/h2-6H,1H3
    • InChI Key: AKMBTZLSBMNKPJ-UHFFFAOYSA-N
    • SMILES: ClS(C1=CN(C)C2C=CC=CC=21)(=O)=O

Computed Properties

  • Exact Mass: 228.9964274g/mol
  • Monoisotopic Mass: 228.9964274g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 311
  • 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: 2.3
  • Topological Polar Surface Area: 47.4?2

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Additional information on 1-methyl-1H-indole-3-sulfonyl chloride

Introduction to CAS No. 1158209-10-9: 1-Methyl-1H-Indole-3-Sulfonyl Chloride

CAS No. 1158209-10-9, commonly referred to as 1-methyl-1H-indole-3-sulfonyl chloride, is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical chemistry, materials science, and organic synthesis. This compound is characterized by its unique structure, which combines the indole moiety with a sulfonyl chloride group, making it a versatile building block for various chemical reactions. The indole ring, a heterocyclic structure with nitrogen and aromaticity, is a fundamental component in many bioactive molecules, while the sulfonyl chloride group introduces reactivity and functional diversity.

Recent advancements in organocatalysis and click chemistry have highlighted the potential of CAS No. 1158209-10-9 as a key intermediate in the synthesis of complex molecules. Researchers have explored its role in constructing biologically active compounds, such as kinase inhibitors and GPCR modulators, due to its ability to participate in both nucleophilic aromatic substitution and coupling reactions. The methyl group at the 1-position of the indole ring enhances the compound's stability and solubility, making it an ideal candidate for large-scale synthesis.

The synthesis of CAS No. 1158209-10-9 typically involves multi-step processes that emphasize precision and control over steric and electronic factors. One common approach is the sulfonation of indole derivatives followed by chlorination to introduce the sulfonyl chloride functionality. This method ensures high purity and reproducibility, which are critical for downstream applications in drug discovery and materials development.

In terms of applications, CAS No. 1158209-10-9 has been extensively utilized in the development of bioconjugates and nanomaterials. Its reactivity allows for the formation of stable bonds with various biomolecules, such as peptides and proteins, enabling the creation of targeted drug delivery systems. Additionally, its use in polymer chemistry has led to the development of novel materials with tailored mechanical and electronic properties.

Recent studies have also focused on the environmental impact of CAS No. 1158209-10-9 and its degradation pathways under different conditions. Understanding its stability and biodegradability is crucial for ensuring sustainable practices in chemical manufacturing and reducing ecological footprint.

In conclusion, CAS No. 1158209-10-9: 1-Methyl-1H-indole-3-sulfonyl chloride stands as a pivotal compound in modern chemical research, offering a wide range of applications across multiple disciplines. Its unique structure, reactivity, and versatility continue to drive innovation in drug discovery, materials science, and beyond.

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