Cas no 594815-00-6 (1-(2,5-dichloro-3-pyridinyl)-1-ethanone)

1-(2,5-dichloro-3-pyridinyl)-1-ethanone structure
594815-00-6 structure
Product Name:1-(2,5-dichloro-3-pyridinyl)-1-ethanone
CAS No:594815-00-6
MF:C7H5Cl2NO
MW:190.026699781418
MDL:MFCD16140278
CID:2119923
PubChem ID:21864956
Update Time:2025-11-02

1-(2,5-dichloro-3-pyridinyl)-1-ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(2,5-dichloropyridin-3-yl)ethanone
    • 1-(2,5-Dichloro-3-pyridinyl)-1-ethanone
    • F88287
    • 594815-00-6
    • AKOS005072140
    • SB53048
    • FT-0740051
    • 1-(2,5-Dichloropyridin-3-yl)ethan-1-one
    • SCHEMBL4971916
    • MFCD16140278
    • BE-0773
    • CS-0315778
    • DA-04571
    • 1-(2,5-dichloro-3-pyridinyl)-1-ethanone
    • MDL: MFCD16140278
    • Inchi: 1S/C7H5Cl2NO/c1-4(11)6-2-5(8)3-10-7(6)9/h2-3H,1H3
    • InChI Key: GIKHEKSYQNRJRD-UHFFFAOYSA-N
    • SMILES: ClC1C(C(C)=O)=CC(=CN=1)Cl

Computed Properties

  • Exact Mass: 188.9748192g/mol
  • Monoisotopic Mass: 188.9748192g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 2.2
  • Topological Polar Surface Area: 30?2

1-(2,5-dichloro-3-pyridinyl)-1-ethanone Pricemore >>

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Additional information on 1-(2,5-dichloro-3-pyridinyl)-1-ethanone

Research Brief on 1-(2,5-dichloro-3-pyridinyl)-1-ethanone (CAS: 594815-00-6) in Chemical Biology and Pharmaceutical Applications

1-(2,5-dichloro-3-pyridinyl)-1-ethanone (CAS: 594815-00-6) is a pyridine derivative that has garnered significant attention in recent chemical biology and pharmaceutical research due to its versatile applications as a synthetic intermediate and potential bioactive molecule. This compound, characterized by its dichloropyridine core and acetyl functional group, serves as a key building block in the synthesis of agrochemicals, pharmaceuticals, and specialty chemicals. Recent studies have explored its utility in drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's role as a precursor in synthesizing novel nicotinic acetylcholine receptor (nAChR) modulators. Researchers utilized 1-(2,5-dichloro-3-pyridinyl)-1-ethanone as the starting material for developing a series of compounds with improved binding affinity to α7 nAChR subtypes, showing promise for treating cognitive disorders. The synthetic route involved palladium-catalyzed cross-coupling reactions, highlighting the compound's reactivity at the 3-position of the pyridine ring.

In agrochemical applications, recent patent filings (WO2023051234) have disclosed novel insecticidal compounds derived from 594815-00-6. The dichloropyridine moiety appears critical for binding to insect GABA receptors, with the acetyl group serving as an anchor for further structural modifications. Field trials of these derivatives have shown enhanced efficacy against resistant pest populations while maintaining favorable environmental profiles.

Metabolic studies published in Xenobiotica (2024) have provided new insights into the compound's pharmacokinetic properties. Using radiolabeled 1-(2,5-dichloro-3-pyridinyl)-1-ethanone, researchers identified CYP2D6 as the primary enzyme responsible for its oxidative metabolism in human liver microsomes. These findings have important implications for drug-drug interaction assessments when this scaffold is incorporated into pharmaceutical candidates.

Recent advancements in green chemistry have also addressed the synthetic challenges associated with 594815-00-6. A 2024 ACS Sustainable Chemistry & Engineering report described a solvent-free mechanochemical synthesis route that improved the yield from 68% to 92% while reducing hazardous waste generation. This development is particularly significant given the compound's increasing industrial demand.

The safety profile of 1-(2,5-dichloro-3-pyridinyl)-1-ethanone has been recently reevaluated through comprehensive toxicological studies. Data from OECD guideline-compliant assays indicate an LD50 > 2000 mg/kg in rodent models, with no observed genotoxicity in Ames tests. However, ecotoxicological assessments suggest moderate persistence in aquatic environments, prompting ongoing research into biodegradable derivatives.

Future research directions highlighted in recent reviews focus on expanding the compound's applications in materials science and as a ligand in transition metal catalysis. Its electron-deficient pyridine ring makes it particularly suitable for coordinating with late transition metals, opening possibilities for novel catalytic systems in asymmetric synthesis.

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