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2-(2,6-Dioxopiperidin-3-yl)-5-ethynylisoindoline-1,3-dione

  • CAS No. 2154356-63-3

  • Cat. No. CS-0567256
  • Purity≥96%
  • MDL No.MFCD32853087

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

2-(2,6-Dioxopiperidin-3-yl)-5-ethynylisoindoline-1,3-dione|CS-0567256

Structure of 2154356-63-3

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General Information

  • CAS No. 2154356-63-3
  • Cat. No. CS-0567256
  • Purity ≥96%
  • MDL No. MFCD32853087
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₀N₂O₄
  • Molecular Weight 282.25
  • Synonym(s) None
  • SMILES O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=CC(C#C)=C3)=O

Description

This isoindoline-1,3-dione derivative features a reactive ethynyl group enabling efficient coupling in click chemistry applications. The piperidinone moiety imparts stability and enhances solubility, while the electron-deficient core facilitates conjugate addition reactions. Designed for modular synthesis in bioconjugation and medicinal chemistry workflows.

Application

2-(2,6-Dioxopiperidin-3-yl)-5-ethynylisoindoline-1,3-dione serves as a versatile building block for the construction of complex heterocyclic scaffolds. The terminal alkyne functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating rapid access to triazole-linked architectures. Its isoindoline-1,3-dione core exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for modular synthesis in medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   0.2106
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   1

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