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Ethyl 4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate

  • CAS No. 1352925-63-3

  • Cat. No. CS-0108778
  • Purity≥97%
  • MDL No.MFCD21099514

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

Ethyl 4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate|CS-0108778

Structure of 1352925-63-3

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General Information

  • CAS No. 1352925-63-3
  • Cat. No. CS-0108778
  • Purity ≥97%
  • MDL No. MFCD21099514
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₄
  • Molecular Weight 184.15
  • Synonym(s) Ethyl 4,6-dihydroxypyridazine-3-carboxylate
  • SMILES O=C(C(C(O)=C1)=NNC1=O)OCC

Description

Ethyl 4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate features a reactive dihydropyridazine core with complementary hydroxyl and ester functionalities. This scaffold enables direct integration into heterocyclic synthesis, offering high stability under standard conditions and compatibility with diverse coupling reactions.

Application

Ethyl 4-hydroxy-6-oxo-1,6-dihydropyridazine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridazine-based scaffolds. Its enolizable hydroxyl group and electrophilic C6 carbonyl facilitate nucleophilic additions and condensation reactions. The molecule exhibits good bench stability and compatibility with common protecting group strategies, supporting scalable functionalization in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; MOSLIN, Ryan M.; WEINSTEIN, David S.; WROBLESKI, Stephen T.; TOKARSKI, John S.; KUMAR, Amit Patent: WO2014/74661 A1, 2014 ;

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   92.28
  • LogP   -0.3478
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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