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CS-W001157 4
Total: USD 88.00

1-Phenylindoline-2,3-dione

  • CAS No. 723-89-7

  • Cat. No. CS-0071223
  • Purity≥98%
  • MDL No.None

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

1-Phenylindoline-2,3-dione|CS-0071223

Structure of 723-89-7

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General Information

  • CAS No. 723-89-7
  • Cat. No. CS-0071223
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉NO₂
  • Molecular Weight 223.23
  • Synonym(s) 1-Phenylisatin
  • SMILES O=C1N(C2=CC=CC=C2)C(C=CC=C3)=C3C1=O

Description

1-Phenylindoline-2,3-dione features a fused tricyclic core with a quinone moiety that enables participation in redox-active transformations. This electron-deficient scaffold integrates readily into synthetic sequences requiring stable, planar heterocyclic intermediates. The phenyl substituent enhances rigidity and facilitates π-stacking interactions in supramolecular applications.

Application

1-Phenylindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to complex heterocyclic scaffolds. Its fused indoline-dione framework exhibits robust bench stability and tolerates a range of functional groups, facilitating downstream transformations such as reductive cleavage, nucleophilic substitution, and cycloaddition reactions. This compound functions as a key intermediate in the construction of biologically relevant frameworks, particularly in medicinal chemistry campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • Rambabu; Kiran Kumar; Yogi Sreenivas; Sandra, Sandhya; Kandale, Ajit; Misra, Parimal; Basaveswara Rao; Pal, Manojit Tetrahedron Letters, 2013 , vol. 54, # 6 p. 495 - 501
  • Route2
    • 1-(2-(Phenylamino)Phenyl)ethanone|CS-0768001
      23699-74-3
    • ~97%
    • In-stock
      1-Phenylindoline-2,3-dione|CS-0071223
      723-89-7

    References

    • Liu, Yong; Chen, Hui; Hu, Xiong; Zhou, Wang; Deng, Guo-Jun European Journal of Organic Chemistry, 2013 , # 20 p. 4229 - 4232
  • Route3

    References

    • He, Ling; Chan, Philip Wai Hong; Tsui, Wai-Man; Yu, Wing-Yiu; Che, Chi-Ming Organic Letters, 2004 , vol. 6, # 14 p. 2405 - 2408

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   2.5476
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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