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CS-W001157 4
Total: USD 88.00

2-Oxo-1,2-dihydropyridine-4-carbonitrile

  • CAS No. 94805-51-3

  • Cat. No. CS-W005865
  • Purity≥95%
  • MDL No.MFCD04037920

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

2-Oxo-1,2-dihydropyridine-4-carbonitrile|CS-W005865

Structure of 94805-51-3

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General Information

  • CAS No. 94805-51-3
  • Cat. No. CS-W005865
  • Purity ≥95%
  • MDL No. MFCD04037920
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O
  • Molecular Weight 120.11
  • Synonym(s) 2-Hydroxyisonicotinonitrile
  • SMILES N#CC(C=CN1)=CC1=O

Description

2-Oxo-1,2-dihydropyridine-4-carbonitrile features a conjugated enone system paired with a nitrile group, enabling participation in diverse heterocyclic transformations. This electron-deficient pyridine scaffold integrates readily into synthetic sequences requiring controlled reactivity under mild conditions.

Application

2-Oxo-1,2-dihydropyridine-4-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through standard functional group transformations. Its dual electrophilic sites—ketone and nitrile—facilitate sequential derivatization, while the dihydropyridine core supports selective oxidation or metal-catalyzed coupling reactions. Bench-stable and amenable to purification by recrystallization, it functions effectively in medicinal chemistry campaigns requiring modular nitrogen-containing ring systems.

Synthesis

  • Route1

    References

    • AKAAL PHARMA PTY LTD; GROBELNY, Damian W; GILL, Gurmit S Patent: WO2014/63199 A1, 2014 ; Location in patent: Page/Page column 59 ;
  • Route2

    References

    • EP1801102 A1, ; Page/Page column 10-11 ;
  • Route3
    • null|null
      14906-59-3
    • ~13%
    • In-stock
      2-Oxo-1,2-dihydropyridine-4-carbonitrile|CS-W005865
      94805-51-3

    References

    • Wang, Li-Hsing; Zipse, Hendrik Liebigs Annales, 1996 , # 10 p. 1501 - 1509

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.65
  • LogP   0.24658
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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