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CS-W001157 4
Total: USD 88.00

3-Chloro-4-methylpyridazine

  • CAS No. 68206-04-2

  • Cat. No. CS-W021899
  • Molecule weight128.56
  • Purity≥95%
  • MDL No.MFCD08460979

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

3-Chloro-4-methylpyridazine|CS-W021899

Structure of 68206-04-2

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General Information

  • CAS No. 68206-04-2
  • Cat. No. CS-W021899
  • Purity ≥95%
  • MDL No. MFCD08460979
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂
  • Molecular Weight 128.56
  • Synonym(s) pyridazine, 3-chloro-4-methyl-
  • SMILES CC1=C(Cl)N=NC=C1

Description

3-Chloro-4-methylpyridazine is a heterocyclic building block featuring a chlorinated pyridazine core with a methyl group at the 4-position. This electron-deficient scaffold enables efficient coupling reactions and serves as a key intermediate in medicinal chemistry, particularly for kinase inhibitors and bioactive nitrogen-rich scaffolds.

Application

3-Chloro-4-methylpyridazine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chloro group exhibits high reactivity toward nucleophiles, while the methyl substituent enhances metabolic stability and modulates electronic properties. The molecule demonstrates excellent bench stability and compatibility with common protecting groups, facilitating its use in constructing heterocyclic scaffolds relevant to API development.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME LIMITED Patent: WO2004/74290 A1, 2004 ; Location in patent: Page 79 ; WO 2004/074290 A1
  • Route2
    • 5-Hydroxy-4-methyldihydrofuran-2(3h)-one|CS-0668598
      61892-47-5
    • ~%
    • In-stock
      3-Chloro-4-methylpyridazine|CS-W021899
      68206-04-2

    References

    • Journal of Medicinal Chemistry, , vol. 30, # 2 p. 239 - 249
  • Route3
    • Ethyl 4,4-diethoxy-2-methylbutanoate|CS-0929816
      105537-47-1
    • ~%
    • In-stock
      3-Chloro-4-methylpyridazine|CS-W021899
      68206-04-2

    References

    • Journal of Medicinal Chemistry, , vol. 30, # 2 p. 239 - 249

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   25.78
  • LogP   1.43842
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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