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CS-W001157 4
Total: USD 88.00

4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine

  • CAS No. 50432-68-3

  • Cat. No. CS-W019052
  • Purity≥97%
  • MDL No.MFCD00222101

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

4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine|CS-W019052

Structure of 50432-68-3

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General Information

  • CAS No. 50432-68-3
  • Cat. No. CS-W019052
  • Purity ≥97%
  • MDL No. MFCD00222101
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClN₃
  • Molecular Weight 167.60
  • Synonym(s) 4-chloro-1-methylimidazo[4,5-c]pyridine
  • SMILES ClC1=NC=CC2=C1N=C[N]2C

Description

4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine is a heterocyclic scaffold featuring a chlorine substituent and a methyl group at the 4- and 1-positions, respectively. This electron-deficient imidazopyridine core integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and bioactive small molecules. The compound exhibits bench-stable handling characteristics and compatibility with standard cross-coupling protocols.

Application

4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of fused imidazopyridine scaffolds. Its chlorine atom facilitates palladium-catalyzed cross-coupling reactions, while the methylated imidazole nitrogen enhances stability and modulates reactivity. The compound exhibits excellent bench stability and compatibility with common functional groups, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • In-stock
      2-Chloro-N4-methylpyridine-3,4-diamine|CS-W021674
      50432-67-2
    • null|null
      122-51-0
    • ~68%
    • In-stock
      4-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine|CS-W019052
      50432-68-3

    References

    • Minetti, Patrizia; Tinti, Maria Ornella; Carminati, Paolo; Castorina, Massimo; Di Cesare, Maria Assunta; Di Serio, Stefano; Gallo, Grazia; Ghirardi, Orlando; Giorgi, Fabrizio; Giorgi, Luca; Piersanti, Giovanni; Bartoccini, Francesca; Tarzia, Giorgio Journal of Medicinal Chemistry, 2005 , vol. 48, # 22 p. 6887 - 6896
  • Route2

    References

    • Itoh; Ishikura; Mizuno Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 11 p. 4130 - 4134
  • Route3

    References

    • Minetti, Patrizia; Tinti, Maria Ornella; Carminati, Paolo; Castorina, Massimo; Di Cesare, Maria Assunta; Di Serio, Stefano; Gallo, Grazia; Ghirardi, Orlando; Giorgi, Fabrizio; Giorgi, Luca; Piersanti, Giovanni; Bartoccini, Francesca; Tarzia, Giorgio Journal of Medicinal Chemistry, 2005 , vol. 48, # 22 p. 6887 - 6896

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   30.71
  • LogP   1.6217
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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