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CS-W001157 4
Total: USD 88.00

1-Acetylindolin-3-one

  • CAS No. 16800-68-3

  • Cat. No. CS-W005478
  • Purity≥98%
  • MDL No.MFCD00466593

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

1-Acetylindolin-3-one|CS-W005478

Structure of 16800-68-3

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General Information

  • CAS No. 16800-68-3
  • Cat. No. CS-W005478
  • Purity ≥98%
  • MDL No. MFCD00466593
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 1-Acetyl-1,2-dihydroindol-3-one
  • SMILES O=C1CN(C(C)=O)C2=C1C=CC=C2

Description

1-Acetylindolin-3-one is a bench-stable heterocyclic ketone featuring a fused indoline core with a strategically positioned acetyl group. This configuration enables direct participation in Pd-catalyzed cross-coupling reactions and facilitates downstream functionalization in synthetic medicinal chemistry. The compound serves as a key intermediate for bioactive molecule scaffolds, particularly in kinase inhibitor development.

Application

1-Acetylindolin-3-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to indole-based heterocycles and pharmaceutical scaffolds. Its acetyl group at the 1-position provides a stable, bench-ready ketone functionality with high tolerance for diverse reaction conditions. The molecule facilitates C–H functionalization, cyclization cascades, and transition-metal-catalyzed transformations, making it valuable for medicinal chemistry campaigns targeting kinase inhibitors and CNS agents.

Synthesis

  • Route1
    • 1-[3-(Acetyloxy)-1H-indol-1-yl]ethanone|CS-W010343
      16800-67-2
    • ~68%
    • In-stock
      1-Acetylindolin-3-one|CS-W005478
      16800-68-3

    References

    • Shcherbakova, Irina; Nikolyukin, Yuri Patent: US2008/51426 A1, 2008 ; Location in patent: Page/Page column 8 ;
  • Route2

    References

    • Bourlot; Desarbre; Merour Synthesis, 1994 , # 4 p. 411 - 416
  • Route3
    • null|null
      87066-86-2
    • ~97%
    • In-stock
      1-Acetylindolin-3-one|CS-W005478
      16800-68-3

    References

    • Chien, Chun-Sheng; Suzuki, Takako; Kawasaki, Tomomi; Sakamoto, Masanori Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 10 p. 3945 - 3951

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   37.38
  • LogP   1.2358
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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