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CS-W001157 4
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6-Aminoindolin-2-one

  • CAS No. 150544-04-0

  • Cat. No. CS-W003537
  • Purity≥97%
  • MDL No.MFCD15147389

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

6-Aminoindolin-2-one|CS-W003537

Structure of 150544-04-0

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General Information

  • CAS No. 150544-04-0
  • Cat. No. CS-W003537
  • Purity ≥97%
  • MDL No. MFCD15147389
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 6-amino-1,3-dihydro-2H-indol-2-one
  • SMILES O=C1NC2=C(C=CC(N)=C2)C1

Description

6-Aminoindolin-2-one offers a robust scaffold for medicinal chemistry, combining a planar indolinone core with a strategically positioned amino group. This configuration enables direct incorporation into kinase inhibitor scaffolds and facilitates hydrogen bonding in target binding pockets. The compound exhibits excellent solubility in common organic solvents and maintains stability under standard bench conditions, supporting its use in multi-step synthesis workflows.

Application

6-Aminoindolin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to diverse heterocyclic scaffolds. Its amine and carbonyl functionalities offer orthogonal reactivity for peptide coupling, reductive amination, and cyclization reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • 2,4-Dinitrophenylacetic acid|CS-0204626
      643-43-6
    • ~73%
    • In-stock
      6-Aminoindolin-2-one|CS-W003537
      150544-04-0

    References

    • Pfizer Inc. Patent: US2005/256125 A1, 2005 ; Location in patent: Page/Page column 29 ;
  • Route2
    • Methyl 2-(2,4-dinitrophenyl)acetate|CS-0130247
      58605-12-2
    • ~%
    • In-stock
      6-Aminoindolin-2-one|CS-W003537
      150544-04-0

    References

    • WO2006/12374 A1, ; Page/Page column 181-182 ; WO 2006/012374 A1
  • Route3
    • Methyl 2-(2,4-diaminophenyl)acetate|CS-0331503
      643081-99-6
    • ~54%
    • In-stock
      6-Aminoindolin-2-one|CS-W003537
      150544-04-0

    References

    • Schering AG Patent: US2004/39019 A1, 2004 ; Location in patent: Page/Page column 6 ; US 20040039019 A1

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   55.12
  • LogP   0.7634
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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