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CS-W001157 4
Total: USD 88.00

Spiro[cyclopropane-1,3'-indolin]-2'-one

  • CAS No. 13861-75-1

  • Cat. No. CS-0054213
  • Purity≥97%
  • MDL No.None

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

Spiro[cyclopropane-1,3'-indolin]-2'-one|CS-0054213

Structure of 13861-75-1

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General Information

  • CAS No. 13861-75-1
  • Cat. No. CS-0054213
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.18
  • Synonym(s) spirocyclopropyl oxindole
  • SMILES O=C(C12CC1)NC3=C2C=CC=C3

Description

Spiro[cyclopropane-1,3'-indolin]-2'-one features a rigid spirocyclic scaffold integrating a cyclopropane ring with an indolinone core, delivering enhanced structural rigidity and metabolic stability. This architecture supports precise molecular positioning in target engagement, enabling efficient incorporation into bioactive compounds for medicinal chemistry applications.

Application

Spiro[cyclopropane-1,3'-indolin]-2'-one serves as a rigid, three-dimensional building block for medicinal chemistry and natural product synthesis. Its spirocyclic architecture imparts conformational stability and enhances target binding affinity. The ketone functionality enables nucleophilic addition and reduction, while the indolinone core supports downstream functionalization. Bench-stable and amenable to standard purification methods, it functions effectively in multi-step syntheses requiring stereochemical control and structural diversity.

Synthesis

  • Route1
    • null|null
      1434503-52-2
    • ~65%
    • In-stock
      Spiro[cyclopropane-1,3'-indolin]-2'-one|CS-0054213
      13861-75-1

    References

    • RE:VIRAL LTD; COCKERILL, Stuart; PILKINGTON, Christopher; LUMLEY, James; ANGELL, Richard; MATHEWS, Neil Patent: WO2013/68769 A1, 2013 ; Location in patent: Page/Page column 22 ;
  • Route2
    • In-stock
      Oxindole|CS-M2997
      59-48-3
    • null|null
      106-93-4
    • ~11%
    • In-stock
      Spiro[cyclopropane-1,3'-indolin]-2'-one|CS-0054213
      13861-75-1

    References

    • Wyeth Patent: US2006/30615 A1, 2006 ; Location in patent: Page/Page column 9 ;
  • Route3
    • null|null
      79697-17-9
    • ~90%
    • In-stock
      Spiro[cyclopropane-1,3'-indolin]-2'-one|CS-0054213
      13861-75-1

    References

    • Kawada; Kawano; Sugihara; et al. Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 7 p. 1900 - 1911

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   29.1
  • LogP   1.6703
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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