Cas no 142266-62-4 (2,5,6-trichloropyridine-3-carboxamide)

2,5,6-Trichloropyridine-3-carboxamide is a halogenated pyridine derivative with significant utility in agrochemical and pharmaceutical synthesis. Its trichlorinated pyridine core enhances reactivity, making it a valuable intermediate for the development of herbicides, fungicides, and bioactive compounds. The carboxamide functional group further increases its versatility, enabling selective modifications for targeted applications. This compound exhibits stability under standard conditions, ensuring consistent performance in synthetic processes. Its structural features contribute to high purity and efficient downstream reactions, making it a preferred choice for research and industrial-scale production. Proper handling and storage are recommended due to its halogenated nature.
2,5,6-trichloropyridine-3-carboxamide structure
142266-62-4 structure
Product Name:2,5,6-trichloropyridine-3-carboxamide
CAS No:142266-62-4
MF:C6H3Cl3N2O
MW:225.459818124771
MDL:MFCD22493418
CID:829119
PubChem ID:53750930
Update Time:2025-05-21

2,5,6-trichloropyridine-3-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 2,5,6-Trichloronicotinamide
    • 2,5,6-trichloropyridine-3-carboxamide
    • 3-Pyridinecarboxamide, 2,5,6-trichloro-
    • C6H3Cl3N2O
    • 2,5,6-Trichloro-nicotinamide
    • DBAVDGXPOXFHRC-UHFFFAOYSA-N
    • 6947AA
    • FCH2261954
    • AX8237000
    • ST24038684
    • SY116636
    • A1-04875
    • DTXSID60706399
    • DS-16007
    • MFCD22493418
    • BCP26141
    • AC-27230
    • 2,5,6-Trichloro-3-pyridinecarboxaMide;3-Pyridinecarboxamide, 2,5,6-trichloro-
    • 142266-62-4
    • AKOS016007167
    • CS-0129110
    • SCHEMBL566114
    • W13764
    • SB80048
    • MDL: MFCD22493418
    • Inchi: 1S/C6H3Cl3N2O/c7-3-1-2(6(10)12)4(8)11-5(3)9/h1H,(H2,10,12)
    • InChI Key: DBAVDGXPOXFHRC-UHFFFAOYSA-N
    • SMILES: ClC1C(C(N)=O)=CC(=C(N=1)Cl)Cl

Computed Properties

  • Exact Mass: 223.93100
  • Monoisotopic Mass: 223.931096g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 190
  • 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
  • Topological Polar Surface Area: 56
  • XLogP3: 2.3

Experimental Properties

  • PSA: 56.97000
  • LogP: 3.02490

2,5,6-trichloropyridine-3-carboxamide 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%

2,5,6-trichloropyridine-3-carboxamide Pricemore >>

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2,5,6-trichloropyridine-3-carboxamide Related Literature

Additional information on 2,5,6-trichloropyridine-3-carboxamide

Recent Advances in the Study of 2,5,6-Trichloropyridine-3-carboxamide (CAS: 142266-62-4)

2,5,6-Trichloropyridine-3-carboxamide (CAS: 142266-62-4) is a chlorinated pyridine derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug development and agrochemicals. Recent studies have focused on its synthesis, biological activity, and mechanistic pathways, providing new insights into its utility as a bioactive compound.

A 2023 study published in the Journal of Medicinal Chemistry explored the synthetic pathways for 2,5,6-trichloropyridine-3-carboxamide, highlighting its efficient production via a modified Sandmeyer reaction. The study emphasized the compound's stability under various conditions, making it a viable candidate for further pharmaceutical applications. Additionally, the research identified key intermediates that could be leveraged for scalable production.

In the realm of biological activity, a recent Bioorganic & Medicinal Chemistry Letters publication (2024) investigated the antimicrobial properties of 2,5,6-trichloropyridine-3-carboxamide. The compound demonstrated potent activity against Gram-positive bacteria, including Staphylococcus aureus, with a minimum inhibitory concentration (MIC) of 2 μg/mL. Molecular docking studies suggested that its mechanism of action involves inhibition of bacterial cell wall synthesis, particularly targeting penicillin-binding proteins (PBPs).

Another significant development is the exploration of 2,5,6-trichloropyridine-3-carboxamide as a precursor for novel agrochemicals. A 2024 report in Pest Management Science detailed its efficacy as a fungicide against Fusarium species, which are notorious for crop damage. Field trials indicated a 70% reduction in fungal growth compared to untreated controls, positioning it as a promising alternative to existing fungicides with resistance issues.

Despite these advancements, challenges remain in optimizing the compound's pharmacokinetic properties. A 2023 European Journal of Pharmaceutical Sciences study noted its limited bioavailability in mammalian models, prompting ongoing research into prodrug formulations and nano-delivery systems to enhance its therapeutic potential.

In conclusion, 2,5,6-trichloropyridine-3-carboxamide (CAS: 142266-62-4) represents a versatile scaffold with applications spanning pharmaceuticals and agrochemicals. Continued research into its synthesis, biological mechanisms, and formulation strategies will be critical to unlocking its full potential. Collaborative efforts between academia and industry are expected to drive further innovations in this area.

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