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CS-W001157 4
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6-Chloro-3-hydroxypyridazine

  • CAS No. 19064-67-6

  • Cat. No. CS-W007727
  • Purity≥98%
  • MDL No.MFCD00233955

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

6-Chloro-3-hydroxypyridazine|CS-W007727

Structure of 19064-67-6

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General Information

  • CAS No. 19064-67-6
  • Cat. No. CS-W007727
  • Purity ≥98%
  • MDL No. MFCD00233955
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃ClN₂O
  • Molecular Weight 130.53
  • Synonym(s) 6-Chloropyridazin-3-ol
  • SMILES ClC1=NN=C(O)C=C1

Description

6-Chloro-3-hydroxypyridazine features a reactive chloro group at the 6-position and a hydroxyl function at the 3-position, enabling direct coupling or derivatization under mild conditions. This dual-functional scaffold integrates readily into heterocyclic libraries, offering enhanced solubility and stability for medicinal chemistry applications.

Application

6-Chloro-3-hydroxypyridazine serves as a versatile building block in medicinal chemistry, enabling direct substitution at the C6 position via nucleophilic displacement. The hydroxyl group at C3 provides a handle for derivatization, including etherification or esterification, while the pyridazine core offers favorable metabolic stability and hydrogen-bonding capacity. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of functionalized heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Johnston, Karen A.; Allcock, Robert W.; Jiang, Zhong; Collier, Ian D.; Blakli, Haakon; Rosair, Georgina M.; Bailey, Patrick D.; Morgan, Keith M.; Kohno, Yasushi; Adams, David R. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 1 p. 175 - 186
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 24, p. 811
  • Route3

    References

    • Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 1255 - 1258

Safety Information

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   0.4233
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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