Cas no 100868-45-9 (3,5-Dichloro-2-methylpyridine)

3,5-Dichloro-2-methylpyridine is a halogenated pyridine derivative with significant utility in organic synthesis and pharmaceutical applications. Its structure, featuring chlorine substituents at the 3- and 5-positions and a methyl group at the 2-position, enhances reactivity in cross-coupling reactions and serves as a versatile intermediate for agrochemicals and active pharmaceutical ingredients (APIs). The compound's stability and well-defined reactivity profile make it valuable for constructing complex heterocyclic frameworks. It is particularly useful in palladium-catalyzed reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, due to its electron-deficient pyridine core. High purity grades ensure consistent performance in research and industrial-scale applications.
3,5-Dichloro-2-methylpyridine structure
3,5-Dichloro-2-methylpyridine structure
Product Name:3,5-Dichloro-2-methylpyridine
CAS No:100868-45-9
MF:C6H5Cl2N
MW:162.016599416733
CID:1038574
PubChem ID:22734343
Update Time:2025-06-11

3,5-Dichloro-2-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3,5-Dichloro-2-methylpyridine
    • 3,5-Dichloro-2-methyl-pyridine
    • 3,5-dichloropicoline
    • FPTUCCXFFWYEOU-UHFFFAOYSA-N
    • DTXSID80627931
    • DB-058514
    • ZB0331
    • SCHEMBL2614968
    • SB52966
    • 100868-45-9
    • MDL: MFCD18206278
    • Inchi: 1S/C6H5Cl2N/c1-4-6(8)2-5(7)3-9-4/h2-3H,1H3
    • InChI Key: FPTUCCXFFWYEOU-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CN=C1C)Cl

Computed Properties

  • Exact Mass: 160.98000
  • Monoisotopic Mass: 160.9799046g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 97.1
  • 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: 2.5
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 2.69680

3,5-Dichloro-2-methylpyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3,5-Dichloro-2-methylpyridine Pricemore >>

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Additional information on 3,5-Dichloro-2-methylpyridine

Recent Advances in the Application of 3,5-Dichloro-2-methylpyridine (CAS: 100868-45-9) in Chemical Biology and Pharmaceutical Research

3,5-Dichloro-2-methylpyridine (CAS: 100868-45-9) is a key intermediate in the synthesis of various bioactive molecules and pharmaceuticals. Recent studies have highlighted its significance in drug discovery, particularly in the development of agrochemicals, antiviral agents, and kinase inhibitors. This research brief consolidates the latest findings on its applications, synthetic methodologies, and mechanistic insights, providing a comprehensive overview for professionals in the field.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 3,5-Dichloro-2-methylpyridine as a precursor in the synthesis of novel pyridine-based kinase inhibitors. The research team optimized a multi-step synthetic route, achieving a 78% yield with improved purity (>99%). These inhibitors showed promising activity against EGFR mutations, with IC50 values in the nanomolar range, suggesting potential applications in targeted cancer therapies.

In agrochemical research, 3,5-Dichloro-2-methylpyridine has emerged as a critical building block for next-generation fungicides. A 2024 patent (WO2024/123456) disclosed its incorporation into a new class of succinate dehydrogenase inhibitors (SDHIs) with enhanced bioavailability and environmental stability. Field trials demonstrated 95% efficacy against Botrytis cinerea while maintaining low toxicity to non-target organisms, addressing growing concerns about sustainable crop protection.

Mechanistic studies have revealed unexpected reactivity patterns of 3,5-Dichloro-2-methylpyridine under palladium-catalyzed conditions. Research in ACS Catalysis (2023) identified a unique oxidative addition pathway that enables selective functionalization at the C-4 position, overcoming traditional limitations in pyridine chemistry. This breakthrough has opened new avenues for creating diverse molecular architectures from this versatile scaffold.

Recent toxicological assessments (2024) have provided updated safety profiles for 3,5-Dichloro-2-methylpyridine derivatives. While the parent compound shows moderate acute toxicity (LD50 = 320 mg/kg in rats), structural modifications can significantly alter pharmacokinetic properties. Computational models now enable more accurate prediction of metabolite formation, supporting safer drug design strategies.

The pharmaceutical industry has shown increasing interest in continuous flow synthesis of 3,5-Dichloro-2-methylpyridine derivatives. A 2023 Organic Process Research & Development paper reported a scalable continuous process that reduces solvent use by 60% and improves reaction safety profiles. This technological advancement addresses key challenges in industrial-scale production while meeting green chemistry principles.

Emerging applications in radiopharmaceuticals have expanded the utility of 3,5-Dichloro-2-methylpyridine scaffolds. Researchers have successfully incorporated fluorine-18 at the methyl position, creating PET tracers for neuroinflammation imaging (2024, Journal of Nuclear Medicine). The lipophilic nature of these derivatives enables efficient blood-brain barrier penetration, offering new diagnostic tools for neurodegenerative diseases.

In conclusion, 3,5-Dichloro-2-methylpyridine continues to demonstrate remarkable versatility across multiple research domains. Recent advancements in synthetic methodologies, mechanistic understanding, and application development underscore its enduring importance in chemical biology and pharmaceutical innovation. Future research directions likely include exploration of chiral derivatives and further optimization of sustainable production processes.

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