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CS-W001157 4
Total: USD 88.00

6-Chloropyridazine-3-carboxamide

  • CAS No. 66346-83-6

  • Cat. No. CS-0006114
  • Purity≥98%
  • MDL No.MFCD09258882

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

6-Chloropyridazine-3-carboxamide|CS-0006114

Structure of 66346-83-6

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General Information

  • CAS No. 66346-83-6
  • Cat. No. CS-0006114
  • Purity ≥98%
  • MDL No. MFCD09258882
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₃O
  • Molecular Weight 157.56
  • Synonym(s) 6-Chlorpyridazin-3-carboxamid
  • SMILES O=C(C1=NN=C(Cl)C=C1)N

Description

6-Chloropyridazine-3-carboxamide is a heterocyclic amide featuring a chlorine atom at the 6-position and a carboxamide group at the 3-position of the pyridazine core. This configuration imparts enhanced reactivity in nucleophilic substitution processes, enabling efficient incorporation into pharmaceutical scaffolds and functionalized materials under mild conditions. The molecule exhibits favorable solubility in common organic solvents and maintains stability during standard handling procedures.

Application

6-Chloropyridazine-3-carboxamide serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridazinone-based scaffolds through nucleophilic substitution and subsequent functionalization. Its chloro group at C6 facilitates coupling reactions with diverse amines and heterocycles, while the carboxamide functionality provides hydrogen bonding capacity and metabolic stability. Bench-stable and compatible with standard purification methods, it functions effectively in multi-step syntheses of bioactive compounds.

Synthesis

  • Route1
    • null|null
      98995-11-0
    • ~98%
    • In-stock
      6-Chloropyridazine-3-carboxamide|CS-0006114
      66346-83-6

    References

    • Zeneca Limited Patent: US5843942 A1, 1998 ;
  • Route2
    • null|null
      6531-04-0
    • ~99%
    • In-stock
      6-Chloropyridazine-3-carboxamide|CS-0006114
      66346-83-6

    References

    • Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100
  • Route3

    References

    • Konno, Shoetsu; Sagi, Mataichi; Siga, Futoshi; Yamanaka, Hiroshi Heterocycles, 1992 , vol. 34, # 2 p. 225 - 228

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   68.87
  • LogP   0.2289
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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