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CS-W001157 4
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3-Oxo-3-(pyridin-4-yl)propanenitrile

  • CAS No. 23821-37-6

  • Cat. No. CS-0044003
  • Purity≥95%
  • MDL No.MFCD06656807

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

3-Oxo-3-(pyridin-4-yl)propanenitrile|CS-0044003

Structure of 23821-37-6

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General Information

  • CAS No. 23821-37-6
  • Cat. No. CS-0044003
  • Purity ≥95%
  • MDL No. MFCD06656807
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O
  • Molecular Weight None
  • Synonym(s) 4-pyridinepropanenitrile, β-oxo-
  • SMILES N#CCC(C1=CC=NC=C1)=O

Description

3-Oxo-3-(pyridin-4-yl)propanenitrile features a conjugated nitrile and ketone system flanked by a pyridine ring, enabling integration into heterocyclic scaffolds. This electron-deficient enone moiety serves as a key building block in medicinal chemistry, particularly for constructing bioactive compounds via nucleophilic addition or cycloaddition reactions under standard conditions.

Application

3-Oxo-3-(pyridin-4-yl)propanenitrile serves as a versatile synthon in heterocyclic synthesis, enabling efficient construction of pyridine-fused ring systems via Michael addition and cyclization protocols. Its α,β-unsaturated nitrile motif exhibits high functional group tolerance and facilitates direct access to biologically relevant scaffolds. The compound demonstrates excellent bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for iterative medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • Methyl isonicotinate Topiroxostat  Impurity|CS-0229355
      2459-09-8
    • null|null
      75-05-8
    • ~59%
    • In-stock
      3-Oxo-3-(pyridin-4-yl)propanenitrile|CS-0044003
      23821-37-6

    References

    • SIENA BIOTECH S.P.A.; WYETH PHARMACEUTICALS Patent: WO2007/98826 A2, 2007 ; Location in patent: Page/Page column 47-48 ; WO 2007/098826 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   53.75
  • LogP   1.17798
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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