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CS-W001157 4
Total: USD 88.00

6-Chloropyridazine-3-carbonitrile

  • CAS No. 35857-89-7

  • Cat. No. CS-W005102
  • Purity≥95%
  • MDL No.MFCD09835352

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

6-Chloropyridazine-3-carbonitrile|CS-W005102

Structure of 35857-89-7

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General Information

  • CAS No. 35857-89-7
  • Cat. No. CS-W005102
  • Purity ≥95%
  • MDL No. MFCD09835352
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClN₃
  • Molecular Weight 139.54
  • Synonym(s) 6-Chloro-3-pyridazinecarbonitrile
  • SMILES ClC1=CC=C(N=N1)C#N

Description

6-Chloropyridazine-3-carbonitrile features a chloro substituent at the 6-position and a nitrile group at the 3-position on a pyridazine core, enabling targeted electrophilic coupling. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds, offering high reactivity in cross-coupling and nucleophilic substitution reactions under standard conditions.

Application

6-Chloropyridazine-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 6-position via palladium-catalyzed cross-coupling. The nitrile group provides a handle for selective transformations, while the chloro substituent ensures compatibility with standard Suzuki, Negishi, and Buchwald–Hartwig reactions. Its bench-stable crystalline form facilitates handling and purification, making it ideal for constructing heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • Zeneca Limited Patent: US5994353 A1, 1999 ;
  • Route2
    • null|null
      544-92-3
    • In-stock
      3-Chloro-6-iodopyridazine|CS-0005642
      135034-10-5
    • ~88%
    • In-stock
      6-Chloropyridazine-3-carbonitrile|CS-W005102
      35857-89-7

    References

    • JANSSEN PHARMACEUTICA N.V. Patent: WO2008/68277 A1, 2008 ; Location in patent: Page/Page column 18-19 ; WO 2008/068277 A1
  • Route3

    References

    • US4791110 A1, ;

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   49.57
  • LogP   1.00168
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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