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CS-W001157 4
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6-Chloro-N-methylnicotinamide

  • CAS No. 54189-82-1

  • Cat. No. CS-W006347
  • Purity≥97%
  • MDL No.MFCD08460991

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

6-Chloro-N-methylnicotinamide|CS-W006347

Structure of 54189-82-1

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General Information

  • CAS No. 54189-82-1
  • Cat. No. CS-W006347
  • Purity ≥97%
  • MDL No. MFCD08460991
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClN₂O
  • Molecular Weight 170.60
  • Synonym(s) 6-CHLORO-N-METHYL-NICOTINAMIDE
  • SMILES O=C(C1=CC=C(Cl)N=C1)NC

Description

6-Chloro-N-methylnicotinamide features a chlorinated pyridine ring paired with a methylnicotinamide group, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables direct incorporation into bioactive scaffolds, particularly in kinase inhibitor design and medicinal chemistry lead optimization. The molecule exhibits favorable solubility and bench-stability under standard conditions.

Application

6-Chloro-N-methylnicotinamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via standard coupling and functionalization reactions. Its chloro group facilitates palladium-catalyzed cross-coupling, while the N-methylpyridine moiety offers enhanced metabolic stability and favorable pharmacokinetic properties. The compound exhibits excellent bench stability and compatibility with common purification methods, making it ideal for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • In-stock
      6-Chloronicotinoyl chloride|CS-W017428
      58757-38-3
    • null|null
      74-89-5
    • ~91%
    • In-stock
      6-Chloro-N-methylnicotinamide|CS-W006347
      54189-82-1

    References

    • KOWA COMPANY, LTD. Patent: US2010/280013 A1, 2010 ; Location in patent: Page/Page column 13 ;
  • Route2
    • In-stock
      6-Chloronicotinoyl chloride|CS-W017428
      58757-38-3
    • null|null
      593-51-1
    • ~67%
    • In-stock
      6-Chloro-N-methylnicotinamide|CS-W006347
      54189-82-1

    References

    • EVOTEC NEUROSCIENCES GMBH Patent: WO2009/135842 A1, 2009 ; Location in patent: Page/Page column 64-65 ; WO 2009/135842 A1
  • Route3

    References

    • Ciba-Geigy Corporation Patent: US4027027 A1, 1977 ; US 4027027 A

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   41.99
  • LogP   1.0946
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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