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CS-W001157 4
Total: USD 88.00

6-Chloro-3-oxo-2,3-dihydropyridazine-4-carboxylic acid

  • CAS No. 50681-26-0

  • Cat. No. CS-0072094
  • Purity≥97%
  • MDL No.None

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

6-Chloro-3-oxo-2,3-dihydropyridazine-4-carboxylic acid|CS-0072094

Structure of 50681-26-0

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General Information

  • CAS No. 50681-26-0
  • Cat. No. CS-0072094
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₂O₃
  • Molecular Weight 174.54
  • Synonym(s) 6-Chloro-3-hydroxypyridazine-4-carboxylic acid
  • SMILES O=C1C(C(O)=O)=CC(Cl)=NN1

Description

6-Chloro-3-oxo-2,3-dihydropyridazine-4-carboxylic acid features a chlorinated pyridazine core with a conjugated ketone and carboxylic acid moiety, enabling direct incorporation into bioactive heterocycles. The electron-deficient ring system supports efficient coupling reactions, while the bench-stable functionality facilitates use in synthetic medicinal chemistry workflows.

Application

6-Chloro-3-oxo-2,3-dihydropyridazine-4-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridazine-based scaffolds prevalent in medicinal chemistry. Its functional group pattern—chloro, oxo, and carboxylic acid—supports diverse transformations including nucleophilic substitution, amide formation, and cyclization reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2012/94976 A1, 2012 ; Location in patent: Page/Page column 33-34 ;
  • Route2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz Patent: WO2010/7114 A2, 2010 ; Location in patent: Page/Page column 106-107 ; WO 2010/007114 A2
  • Route3

    References

    • Kuraishi Pharmaceutical Bulletin, 1957 , vol. 5, p. 587,588

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   83.05
  • LogP   0.1215
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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