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CS-W001157 4
Total: USD 88.00

3-Bromoindolin-2-one

  • CAS No. 22942-87-6

  • Cat. No. CS-0311522
  • Molecule weight212.04
  • Purity≥95%
  • MDL No.None

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

3-Bromoindolin-2-one|CS-0311522

Structure of 22942-87-6

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General Information

  • CAS No. 22942-87-6
  • Cat. No. CS-0311522
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 3-bromooxindole
  • SMILES O=C1NC2=C(C=CC=C2)C1Br

Description

3-Bromoindolin-2-one is a brominated heterocyclic compound featuring a reactive ketone and a pendant bromide at the 3-position. This structure enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule exhibits good stability under standard conditions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and other pharmaceutical agents.

Application

3-Bromoindolin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically relevant indole and isoindoline scaffolds. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ketone functionality supports nucleophilic additions and enolate derivatization. Its stability under standard synthetic conditions and compatibility with diverse functional groups make it a practical choice for modular synthesis of drug candidates and heterocyclic libraries.

Synthesis

  • Route1
    • In-stock
      Indole-3-carboxaldehyde|CS-W007376
      487-89-8
    • ~38%
    • null|null
      92635-28-4
    • In-stock
      3-Bromoindolin-2-one|CS-0311522
      22942-87-6

    References

    • Parrick, John; Yahya Arbaeyah; Jin, Yizun Tetrahedron Letters, 1984 , vol. 25, # 29 p. 3099 - 3100
  • Route2

    References

    • Tacconi, G.; Righetti, P. P.; Desimoni, G. Journal fuer Praktische Chemie (Leipzig), 1980 , vol. 322, # 4 p. 679 - 684

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   2.0747
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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