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6-Aminoisobenzofuran-1(3H)-one

  • CAS No. 57319-65-0

  • Cat. No. CS-0036733
  • Molecule weight149.15
  • Purity≥98%
  • MDL No.None

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

6-Aminoisobenzofuran-1(3H)-one|CS-0036733

Structure of 57319-65-0

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General Information

  • CAS No. 57319-65-0
  • Cat. No. CS-0036733
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₂
  • Molecular Weight 149.15
  • Synonym(s) 6-Aminophthalide
  • SMILES C1=C2COC(=O)C2=CC(=C1)N

Description

6-Aminoisobenzofuran-1(3H)-one features a fused bicyclic core with a strategically positioned amino group, enabling direct incorporation into bioactive scaffolds. This electron-rich heterocycle exhibits enhanced solubility and stability under standard conditions, facilitating its use in synthetic medicinal chemistry workflows.

Application

6-Aminoisobenzofuran-1(3H)-one serves as a versatile building block for heterocyclic synthesis, enabling access to biologically relevant scaffolds through straightforward functionalization. Its amine and carbonyl groups provide orthogonal reactivity for coupling reactions and derivatization, while the fused ring system offers inherent stability and favorable solubility for bench-scale applications. Functions effectively in standard peptide coupling and nucleophilic substitution protocols.

Synthesis

  • Route1

    References

    • Karpiuk, Jerzy; Svartsov, Yuriy N.; Nowacki, Jacek Physical Chemistry Chemical Physics, 2005 , vol. 7, # 24 p. 4070 - 4081
  • Route2

    References

    • Vertex Pharmaceuticals Incorported Patent: US2011/98311 A1, 2011 ;
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 43, # 5 p. 1195 - 1204

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   0.9392
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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