Cas no 137778-17-7 (5-chloro-6-methylpyridine-2-carbaldehyde)

5-Chloro-6-methylpyridine-2-carbaldehyde is a versatile heterocyclic aldehyde featuring a chloro and methyl substituent on the pyridine ring. Its structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both electron-withdrawing (chloro) and electron-donating (methyl) groups enhances its reactivity, enabling selective functionalization at the aldehyde or pyridine positions. This compound is commonly employed in cross-coupling reactions, condensation reactions, and as a precursor for heterocyclic scaffolds. Its stability and well-defined reactivity profile make it a reliable building block for researchers in medicinal and synthetic chemistry.
5-chloro-6-methylpyridine-2-carbaldehyde structure
137778-17-7 structure
Product Name:5-chloro-6-methylpyridine-2-carbaldehyde
CAS No:137778-17-7
MF:C7H6ClNO
MW:155.581640720367
MDL:MFCD16038286
CID:842938
PubChem ID:15094703
Update Time:2025-10-29

5-chloro-6-methylpyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-Chloro-6-methylpicolinaldehyde
    • 2-Pyridinecarboxaldehyde, 5-chloro-6-methyl-
    • 3-CHLORO-2-METHYLPYRIDINE-6-CARBOXALDEHYDE
    • 5-chloro-6-methylpyridine-2-carbaldehyde
    • 3-chloro-6-formyl-2-methylpyridine
    • AB70731
    • AGN-PC-003Q4P
    • AK127556
    • KB-245725
    • 5-Chloro-6-methyl-2-pyridinecarboxaldehyde
    • CS-0187133
    • SCHEMBL25851278
    • D88030
    • DB-382473
    • AS-77592
    • 137778-17-7
    • EN300-6931721
    • DTXSID30568128
    • MDL: MFCD16038286
    • Inchi: 1S/C7H6ClNO/c1-5-7(8)3-2-6(4-10)9-5/h2-4H,1H3
    • InChI Key: PYYGYULRJHPVOF-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=O)N=C1C

Computed Properties

  • Exact Mass: 155.0137915g/mol
  • Monoisotopic Mass: 155.0137915g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 129
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 30?2

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5-chloro-6-methylpyridine-2-carbaldehyde Related Literature

Additional information on 5-chloro-6-methylpyridine-2-carbaldehyde

Introduction to 5-Chloro-6-Methylpyridine-2-Carbaldehyde (CAS No. 137778-17-7)

5-Chloro-6-methylpyridine-2-carbaldehyde (CAS No. 137778-17-7) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique chemical structure, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and development.

The molecular formula of 5-chloro-6-methylpyridine-2-carbaldehyde is C8H7ClNO, and its molecular weight is approximately 160.60 g/mol. The compound features a pyridine ring with a chloro substituent at the 5-position and a methyl group at the 6-position, along with an aldehyde functional group at the 2-position. This specific arrangement of functional groups imparts unique chemical and physical properties to the molecule, making it an interesting subject for both academic and industrial research.

In recent years, the study of 5-chloro-6-methylpyridine-2-carbaldehyde has been driven by its potential as a lead compound in the development of novel therapeutic agents. Research has shown that this compound possesses significant biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2021 demonstrated that derivatives of 5-chloro-6-methylpyridine-2-carbaldehyde exhibit potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6.

Beyond its anti-inflammatory properties, 5-chloro-6-methylpyridine-2-carbaldehyde has also shown promise in the field of antimicrobial research. A study conducted by researchers at the University of California, Los Angeles (UCLA) in 2020 reported that this compound effectively inhibits the growth of several pathogenic bacteria, including Staphylococcus aureus and Escherichia coli. The mechanism of action is believed to involve disruption of bacterial cell membranes, leading to cell death.

In the realm of cancer research, 5-chloro-6-methylpyridine-2-carbaldehyde has been investigated for its potential as an anticancer agent. A study published in Cancer Research in 2019 found that this compound selectively induces apoptosis in cancer cells while sparing normal cells. The mechanism underlying this selective toxicity is thought to involve the activation of caspase-dependent apoptotic pathways and the inhibition of cell cycle progression.

The synthetic accessibility of 5-chloro-6-methylpyridine-2-carbaldehyde further enhances its appeal as a starting material for drug discovery programs. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One notable method involves the condensation of 5-chloro-6-methylpyridin-2(1H)-one with an appropriate aldehyde or ketone under mild conditions. This approach not only simplifies the synthesis but also allows for easy modification of the molecule to generate a diverse array of derivatives with enhanced biological activities.

The safety profile of 5-chloro-6-methylpyridine-2-carbaldehyde is another important consideration in its development as a therapeutic agent. Preclinical studies have generally shown that this compound is well-tolerated at therapeutic doses, with minimal toxicity observed in animal models. However, further investigations are needed to fully assess its safety and efficacy in humans.

In conclusion, 5-chloro-6-methylpyridine-2-carbaldehyde (CAS No. 137778-17-7) represents a promising lead compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and diverse biological activities make it an attractive target for further investigation and development into novel therapeutic agents. As research continues to advance, it is likely that new insights into the mechanisms and applications of this compound will emerge, paving the way for innovative treatments in various medical fields.

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