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CS-W001157 4
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6-Cyanopicolinic acid

  • CAS No. 872602-74-9

  • Cat. No. CS-W018606
  • Purity≥96%
  • MDL No.MFCD10574696

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

6-Cyanopicolinic acid|CS-W018606

Structure of 872602-74-9

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General Information

  • CAS No. 872602-74-9
  • Cat. No. CS-W018606
  • Purity ≥96%
  • MDL No. MFCD10574696
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O₂
  • Molecular Weight 148.12
  • Synonym(s) 6-Cyanopyridine-2-carboxylic acid
  • SMILES OC(=O)C1=NC(=CC=C1)C#N

Description

6-Cyanopicolinic acid features a pyridine ring bearing both cyano and carboxylic acid groups at the 6- and 1-position, respectively. This arrangement imparts strong electron-withdrawing character and enhances solubility in polar solvents. The molecule serves as a key scaffold in bioactive compound synthesis, particularly in medicinal chemistry and ligand design.

Application

6-Cyanopicolinic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through its dual functionality: the pyridine ring supports metal coordination and π-stacking interactions, while the nitrile group facilitates nucleophilic additions and cyclizations. Its bench-stable nature and compatibility with standard coupling reactions make it ideal for modular synthesis of kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • ALTANA PHARMA AG Patent: WO2006/589 A1, 2006 ; Location in patent: Page/Page column 57-58 ; WO 2006/000589 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 6 p. 1670 - 1674

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   73.98
  • LogP   0.65148
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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