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CS-W001157 4
Total: USD 88.00

4-Methylnicotinaldehyde

  • CAS No. 51227-28-2

  • Cat. No. CS-0044125
  • Purity≥98%
  • MDL No.None

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

4-Methylnicotinaldehyde|CS-0044125

Structure of 51227-28-2

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General Information

  • CAS No. 51227-28-2
  • Cat. No. CS-0044125
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO
  • Molecular Weight 121.14
  • Synonym(s) None
  • SMILES O=CC1=C(C)C=CN=C1

Description

4-Methylnicotinaldehyde is a bench-stable, electron-deficient aldehyde featuring a pyridine ring with a methyl group at the 4-position. This configuration enhances its reactivity in nucleophilic addition and coupling reactions, particularly in the synthesis of heterocyclic scaffolds and bioactive compounds. The para-methyl substitution improves solubility in organic media while maintaining thermal stability under standard conditions.

Application

4-Methylnicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient synthesis of pyridine-based scaffolds through standard condensation and coupling reactions. Its aldehyde functionality exhibits excellent compatibility with diverse functional groups, facilitating straightforward derivatization for drug discovery applications. The methyl substituent enhances metabolic stability and modulates electronic properties, offering favorable physicochemical profiles. Bench-stable and readily purified by distillation or chromatography, it functions reliably in multistep syntheses and scale-up processes.

Synthesis

  • Route1

    References

    • Centre National de la Recherche Scientifique Patent: EP2266562 A1, 2010 ;
  • Route2
    • null|null
      107-31-3
    • In-stock
      3-Bromo-4-methylpyridine|CS-W019971
      3430-22-6
    • ~96%
    • In-stock
      4-Methylnicotinaldehyde|CS-0044125
      51227-28-2

    References

    • Frenette, Richard; Blouin, Marc; Brideau, Christine; Chauret, Nathalie; Ducharme, Yves; Friesen, Richard W.; Hamel, Pierre; Jones, Tom R.; Laliberte, France; Li, Chun; Masson, Paul; McAuliffe, Malia; Girard, Yves Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 20 p. 3009 - 3013
  • Route3

    References

    • Shariff, Azim; McLean, Stewart Canadian Journal of Chemistry, 1983 , vol. 61, p. 2813 - 2820

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
Precautionary Statements : P261-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.20252
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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