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CS-W001157 4
Total: USD 88.00

5-Hydroxyisoindoline-1,3-dione

  • CAS No. 50727-06-5

  • Cat. No. CS-W006520
  • Molecule weight163.13
  • Purity≥98%
  • MDL No.MFCD11101027

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

5-Hydroxyisoindoline-1,3-dione|CS-W006520

Structure of 50727-06-5

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General Information

  • CAS No. 50727-06-5
  • Cat. No. CS-W006520
  • Purity ≥98%
  • MDL No. MFCD11101027
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) 5-HYDROXY-1H-ISOINDOLE-1,3(2H)-DIONE
  • SMILES OC1=CC(C2=O)=C(C(N2)=O)C=C1

Description

5-Hydroxyisoindoline-1,3-dione features a hydroxylated isoindoline scaffold with dual carbonyl functionalities, offering enhanced solubility and reactivity in synthetic transformations. This electron-deficient heterocycle serves as a key intermediate in the construction of complex pharmaceutical architectures and bioactive molecular frameworks.

Application

5-Hydroxyisoindoline-1,3-dione serves as a versatile scaffold for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its hydroxyl group enables direct functionalization or derivatization under standard conditions, while the phthalimide core offers excellent stability and compatibility with diverse reaction types. The molecule functions effectively in coupling reactions and serves as a building block for complex molecular architectures in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Riedl, Bernd; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Monahan, Mary-Katherine; Natero, Reina; Renick, Joel; Sibley, Robert N. Patent: US2001/11135 A1, 2001 ; US 20010011135 A1
  • Route2

    References

    • Wyrick; Smith; Kemp; Grippo Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1798 - 1806
  • Route3

    References

    • Gnerre; Catto; Leonetti; Weber; Carrupt; Altomare; Carotti; Testa Journal of Medicinal Chemistry, 2000 , vol. 43, # 25 p. 4747 - 4758

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-H412
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   0.2758
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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