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CS-W001157 4
Total: USD 88.00

4-Hydroxypicolinonitrile

  • CAS No. 475057-86-4

  • Cat. No. CS-0188331
  • Purity≥95%
  • MDL No.None

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

4-Hydroxypicolinonitrile|CS-0188331

Structure of 475057-86-4

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General Information

  • CAS No. 475057-86-4
  • Cat. No. CS-0188331
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O
  • Molecular Weight 120.11
  • Synonym(s) 4-oxo-1H-pyridine-2-carbonitrile
  • SMILES N#CC1=NC=CC(O)=C1

Description

4-Hydroxypicolinonitrile features a strategically positioned hydroxyl group adjacent to a nitrile moiety within a picolinic framework, enabling dual functionalization and facilitating metal coordination. This scaffold integrates readily into bioactive heterocycles and serves as a key intermediate in the synthesis of ligands, pharmaceuticals, and advanced materials under standard conditions.

Application

4-Hydroxypicolinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds through its dual functionality: the hydroxyl group facilitates derivatization and hydrogen bonding, while the nitrile moiety supports nucleophilic addition and cyclization reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for modular synthesis of bioactive compounds.

Synthesis

  • Route1

    References

    • DAIICHI PHARMACEUTICAL CO., LTD Patent: US2003/92720 A1, 2003 ;

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

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Computational Chemistry Data

  • TPSA   56.91
  • LogP   0.65888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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