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CS-W001157 4
Total: USD 88.00

6-Oxo-1,6-dihydropyridazine-4-carboxylic acid

  • CAS No. 867130-58-3

  • Cat. No. CS-W022517
  • Purity≥97%
  • MDL No.MFCD08437486

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

6-Oxo-1,6-dihydropyridazine-4-carboxylic acid|CS-W022517

Structure of 867130-58-3

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General Information

  • CAS No. 867130-58-3
  • Cat. No. CS-W022517
  • Purity ≥97%
  • MDL No. MFCD08437486
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₃
  • Molecular Weight 140.10
  • Synonym(s) 6-oxo-1H-pyridazine-4-carboxylic acid
  • SMILES O=C1NN=CC(=C1)C(=O)O

Description

6-Oxo-1,6-dihydropyridazine-4-carboxylic acid features a conjugated diketone system flanked by a carboxylic acid group, enabling direct integration into heterocyclic scaffolds. This electron-deficient core facilitates efficient coupling reactions and serves as a key building block in medicinal chemistry applications requiring metabolic stability and hydrogen-bonding capacity.

Application

6-Oxo-1,6-dihydropyridazine-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of pyridazinone-based scaffolds through straightforward oxidation and functionalization. Its carboxylic acid group facilitates derivatization via standard coupling reactions, while the enone functionality supports nucleophilic addition and conjugate addition processes. The compound exhibits bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: WO2008/41075 A1, 2008 ; Location in patent: Page/Page column 55 ; WO 2008/041075 A1
  • Route2
    • Ethyl 6-hydroxypyridazine-4-carboxylate|CS-0336444
      21427-85-0
    • ~%
    • In-stock
      6-Oxo-1,6-dihydropyridazine-4-carboxylic acid|CS-W022517
      867130-58-3

    References

    • Journal of the American Chemical Society, , vol. 77, p. 3376
  • Route3
    • null|null
      412301-44-1
    • ~%
    • In-stock
      6-Oxo-1,6-dihydropyridazine-4-carboxylic acid|CS-W022517
      867130-58-3

    References

    • Journal of the American Chemical Society, , vol. 77, p. 3376

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   83.05
  • LogP   -0.5319
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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