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CS-W001157 4
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4-Ethynylpyridin-2(1H)-one

  • CAS No. 1196152-08-5

  • Cat. No. CS-0160824
  • Purity≥95%
  • MDL No.MFCD13189749

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

4-Ethynylpyridin-2(1H)-one|CS-0160824

Structure of 1196152-08-5

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General Information

  • CAS No. 1196152-08-5
  • Cat. No. CS-0160824
  • Purity ≥95%
  • MDL No. MFCD13189749
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NO
  • Molecular Weight 119.12
  • Synonym(s) 4-ethynylpyridin-2-ol
  • SMILES O=C1C=C(C#C)C=CN1

Description

4-Ethynylpyridin-2(1H)-one features a reactive alkyne group conjugated to a pyridinone scaffold, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and molecular diversification. The electron-deficient pyridinone ring enhances regioselectivity in click reactions while maintaining stability under standard conditions.

Application

4-Ethynylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles via copper-catalyzed azide-alkyne cycloaddition (CuAAC). Its pyridinone core provides enhanced solubility and hydrogen-bonding capacity, while the terminal alkyne facilitates conjugation with diverse azide-containing moieties. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, simplifying purification and integration into multi-step syntheses.

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   32.86
  • LogP   0.3562
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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