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CS-W001157 4
Total: USD 88.00

6-(Trifluoromethoxy)-1H-indole-2,3-dione

  • CAS No. 162252-92-8

  • Cat. No. CS-W003358
  • Purity≥97%
  • MDL No.MFCD06804530

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

6-(Trifluoromethoxy)-1H-indole-2,3-dione|CS-W003358

Structure of 162252-92-8

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General Information

  • CAS No. 162252-92-8
  • Cat. No. CS-W003358
  • Purity ≥97%
  • MDL No. MFCD06804530
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₄F₃NO₃
  • Molecular Weight 231.13
  • Synonym(s) 6-TRIFLUOROMETHOXYISATIN
  • SMILES O=C1NC2=C(C=CC(OC(F)(F)F)=C2)C1=O

Description

6-(Trifluoromethoxy)-1H-indole-2,3-dione features a trifluoromethoxy group at the 6-position of the indole-2,3-dione scaffold, imparting enhanced electron-withdrawing character and improved metabolic stability. This structural motif enables efficient incorporation into bioactive molecule synthesis, particularly in medicinal chemistry campaigns targeting kinase inhibition and protein-protein interactions. The compound exhibits good solubility in common organic solvents and maintains stability under standard bench conditions.

Application

6-(Trifluoromethoxy)-1H-indole-2,3-dione serves as a versatile building block for heterocyclic synthesis, enabling efficient access to indole-based scaffolds through standard electrophilic and transition-metal-catalyzed transformations. Its trifluoromethoxy group enhances metabolic stability and modulates electronic properties, while the diketone core facilitates regioselective functionalization. The compound exhibits excellent bench stability and is compatible with common purification methods, making it well-suited for medicinal chemistry and process development workflows.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   1.72
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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