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CS-W001157 4
Total: USD 88.00

1-(Phenylsulfonyl)-1H-indole

  • CAS No. 40899-71-6

  • Cat. No. CS-W014078
  • Purity≥97%
  • MDL No.MFCD00134318

*For research and further manufacturing use only, not for direct human use.

1-(Phenylsulfonyl)-1H-indole|CS-W014078

Structure of 40899-71-6

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General Information

  • CAS No. 40899-71-6
  • Cat. No. CS-W014078
  • Purity ≥97%
  • MDL No. MFCD00134318
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁NO₂S
  • Molecular Weight 257.31
  • Synonym(s) 1H-Indole, 1-(phenylsulfonyl)-
  • SMILES O=S(N1C=CC2=C1C=CC=C2)(C3=CC=CC=C3)=O

Description

1-(Phenylsulfonyl)-1H-indole features a sulfonated indole core with a phenyl group appended to the sulfonyl moiety, delivering enhanced solubility and stability. This configuration enables efficient integration into heterocyclic scaffolds for medicinal chemistry applications, particularly in kinase inhibitor design and bioactive molecule synthesis under standard conditions.

Application

1-(Phenylsulfonyl)-1H-indole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indole C3 position via electrophilic substitution. Its phenylsulfonyl group enhances solubility and provides a robust handle for subsequent transformations, including Suzuki-Miyaura coupling and nucleophilic displacement. The molecule exhibits excellent bench stability and facilitates purification by flash chromatography, making it well-suited for iterative synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • Indole, ≥99%|CS-1268948
      120-72-9
    • null|null
      98-09-9
    • ~99%
    • In-stock
      1-(Phenylsulfonyl)-1H-indole|CS-W014078
      40899-71-6

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2011/21500 A1, 2011 ; Location in patent: Page/Page column 48 ;
  • Route2
    • Indole, ≥99%|CS-1268948
      120-72-9
    • ~90%
    • In-stock
      1-(Phenylsulfonyl)-1H-indole|CS-W014078
      40899-71-6

    References

    • Isis Pharmaceuticals, Inc.; McGill University Patent: US6160109 A1, 2000 ;
  • Route3
    • 1-(Phenylsulfonyl)indoline|CS-0672376
      81114-41-2
    • ~81%
    • In-stock
      1-(Phenylsulfonyl)-1H-indole|CS-W014078
      40899-71-6

    References

    • Ketcha, Daniel M. Tetrahedron Letters, 1988 , vol. 29, # 18 p. 2151 - 2154

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   39.07
  • LogP   2.8783
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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