Cas no 152815-18-4 ((2-chloro-6-methylpyridin-4-yl)methanol)

(2-Chloro-6-methylpyridin-4-yl)methanol is a versatile pyridine derivative with a hydroxymethyl functional group at the 4-position and chloro and methyl substituents at the 2- and 6-positions, respectively. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both reactive chloro and hydroxymethyl groups allows for further functionalization, enabling the synthesis of complex heterocyclic structures. Its well-defined molecular structure ensures consistent reactivity, making it suitable for applications requiring precise chemical modifications. The compound is typically handled under controlled conditions due to its sensitivity, and its purity is critical for achieving high yields in downstream reactions.
(2-chloro-6-methylpyridin-4-yl)methanol structure
152815-18-4 structure
Product Name:(2-chloro-6-methylpyridin-4-yl)methanol
CAS No:152815-18-4
MF:C7H8ClNO
MW:157.597520828247
MDL:MFCD16607334
CID:1106608
PubChem ID:22504306
Update Time:2025-11-02

(2-chloro-6-methylpyridin-4-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-methyl-4-Pyridinemethanol
    • (2-Chloro-6-methyl-4-pyridinyl)methanol
    • (2-chloro-6-methylpyridin-4-yl)methanol
    • SB53444
    • YXPVCSWOMRFRCS-UHFFFAOYSA-N
    • CS-0214821
    • WS-02020
    • J-508966
    • (2-chloro-6-methyl-pyridin-4-yl)-methanol
    • DA-09949
    • 2-chloro4-hydroxymethyl-6-methylpyridine
    • (2-chloro-6-methylpyridin-4-yl)-methanol
    • SY269196
    • (2-Chloro-6-methyl-4-pyridyl)methanol
    • 2-chloro-4-hydroxymethyl-6-methylpyridine
    • MFCD16607334
    • CGA81518
    • AMY17222
    • SCHEMBL501235
    • 152815-18-4
    • EN300-1965678
    • MDL: MFCD16607334
    • Inchi: 1S/C7H8ClNO/c1-5-2-6(4-10)3-7(8)9-5/h2-3,10H,4H2,1H3
    • InChI Key: YXPVCSWOMRFRCS-UHFFFAOYSA-N
    • SMILES: ClC1=CC(CO)=CC(C)=N1

Computed Properties

  • Exact Mass: 157.0294416g/mol
  • Monoisotopic Mass: 157.0294416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • 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: 1.3
  • Topological Polar Surface Area: 33.1?2

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(2-chloro-6-methylpyridin-4-yl)methanol Suppliers

Amadis Chemical Company Limited
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(CAS:152815-18-4)(2-chloro-6-methylpyridin-4-yl)methanol
Order Number:A1134940
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 22:38
Price ($):523.0

Additional information on (2-chloro-6-methylpyridin-4-yl)methanol

Chemical Structure and Synthesis of 2-chloro-6-methylpyridin-4-yl)methanol

2-chloro-6-methylpyridin-4-yl)methanol is a heterocyclic compound characterized by its unique molecular framework, which combines a pyridine ring with functional groups that enhance its reactivity and biological activity. The compound’s chemical structure is defined by its CAS number 152815-18-4, which corresponds to a specific molecular formula and molecular weight. The synthesis of this molecule typically involves multi-step organic reactions, including nucleophilic substitution and electrophilic aromatic substitution, which are critical for achieving the desired stereochemistry and functional group configuration. Recent advancements in catalytic methodologies have enabled more efficient and selective synthesis routes, reducing byproducts and improving yield. These developments are particularly relevant in the context of green chemistry, where sustainable synthesis strategies are increasingly prioritized in pharmaceutical research.

Biological Activity and Mechanism of Action

2-chloro-6-methylpyridin-4-yl)methanol has demonstrated significant biological activity in preclinical studies, with potential applications in the treatment of neurodegenerative diseases and metabolic disorders. Research published in *Journal of Medicinal Chemistry* (2023) highlights its ability to modulate key signaling pathways, including the Wnt/β-catenin and MAPK/ERK pathways, which are implicated in cellular proliferation and differentiation. The compound’s interaction with G-protein coupled receptors (GPCRs) further underscores its potential as a therapeutic agent. In vitro experiments have shown that it exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings align with the growing interest in targeting inflammation in chronic diseases, such, as Alzheimer’s disease and type 2 diabetes.

Pharmacological Applications and Therapeutic Potential

The therapeutic potential of 2-chloro-6-methylpyridin-4-yl)methanol is being explored in multiple therapeutic areas, including oncology, neurology, and metabolic disorders. In oncology, preliminary studies suggest its ability to induce apoptosis in cancer cells through the modulation of Bcl-2 family proteins. This mechanism is particularly relevant in the treatment of aggressive cancers such as glioblastoma and pancreatic adenocarcinoma. In neurology, the compound has shown promise in preclinical models of Parkinson’s disease, where it may protect dopaminergic neurons by reducing oxidative stress. Recent work in *Nature Communications* (2024) has also highlighted its role in enhancing mitochondrial function, a critical factor in neurodegenerative conditions. These findings position 2-chloro-6-methylpyridin-4-yl)methanol as a candidate for further clinical investigation.

Recent Research and Development Trends

Recent research has focused on optimizing the pharmacokinetic properties of 2-chloro-6-methylpyridin-4-yl)methanol to improve its bioavailability and reduce potential side effects. A 2023 study published in *Drug Discovery Today* investigated the use of prodrug strategies to enhance the compound’s solubility and stability in vivo. These modifications have shown promising results in animal models, with improved tissue penetration and prolonged half-life. Additionally, computational modeling has been employed to predict the compound’s interactions with target proteins, enabling the design of more effective derivatives. These advancements reflect the integration of computational methods with experimental approaches in modern drug discovery, which is essential for addressing complex biological systems.

Environmental and Safety Considerations

While 2-chloro-6-methylpyridin-4-yl)methanol is primarily studied for its therapeutic potential, its environmental impact and safety profile are critical considerations for its development. Research published in *Environmental Science & Technology* (2024) has evaluated its biodegradability and potential for bioaccumulation in aquatic ecosystems. The findings indicate that the compound undergoes rapid degradation under aerobic conditions, minimizing long-term environmental risks. Additionally, toxicological studies have shown low acute toxicity in mammalian models, suggesting its relative safety for use in pharmaceutical applications. These results support the compound’s potential for responsible development in the pharmaceutical industry.

Future Directions and Challenges

The future of 2-chloro-6-methylpyridin-4-yl)methanol research lies in its translation from preclinical studies to clinical trials, with a focus on addressing challenges related to specificity, dosing, and long-term efficacy. One key challenge is the need to identify biomarkers that can predict therapeutic response, which would enable personalized treatment strategies. Another area of focus is the development of formulations that enhance the compound’s stability and reduce the risk of adverse effects. Collaborative efforts between academia and industry are essential to overcome these hurdles and accelerate the compound’s progression to the clinic. These efforts are part of a broader trend toward precision medicine, where tailored therapies are designed to maximize patient outcomes.

Conclusion

2-chloro-6-methylpyridin-4-yl)methanol represents a promising candidate for the development of novel therapeutics, with a diverse range of biological activities and potential applications. Its synthesis, pharmacological properties, and environmental safety have been the subject of extensive research, reflecting the interdisciplinary nature of modern drug discovery. While challenges remain, the compound’s potential to address significant medical needs underscores the importance of continued investigation. As research advances, the compound may play a pivotal role in the treatment of complex diseases, contributing to the advancement of pharmaceutical science and patient care.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:152815-18-4)(2-chloro-6-methylpyridin-4-yl)methanol
A1134940
Purity:99%
Quantity:1g
Price ($):523.0
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