Cas no 154419-42-8 (2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile)

2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile is a heterocyclic organic compound featuring a pyridazine core substituted with a chloro group at the 6-position and an acetonitrile moiety bearing a 2-fluorophenyl group. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of both chloro and fluoro substituents enhances its versatility in cross-coupling reactions and further functionalization. Its well-defined molecular architecture ensures consistent performance in targeted applications, particularly in the development of bioactive molecules. The compound’s stability and purity make it suitable for rigorous synthetic processes, offering researchers a reliable building block for complex molecular frameworks.
2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile structure
154419-42-8 structure
Product Name:2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile
CAS No:154419-42-8
MF:C12H7ClFN3
MW:247.655484437943
MDL:MFCD00202113
CID:1087660
PubChem ID:5708409
Update Time:2025-05-22

2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-(6-Chloropyridazin-3-yl)-2-(2-fluorophenyl)acetonitrile
    • 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)-acetonitrile
    • Methyl 4-(2,4-dichlorobenzoyl)-1-methyl-1H-pyrrole-2-carboxylate
    • 2-(2-fluorophenyl)-2-(6-chloro-3-pyridazinyl)acetonitrile
    • 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile
    • AC1NWMS5
    • AG-A-31947
    • AG-A-31948
    • CTK7C5309
    • SBB100317
    • 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile97%
    • C12H7ClFN3
    • CS-0447367
    • J-506162
    • 1F-011
    • 154419-42-8
    • AKOS005069820
    • DTXSID10420755
    • MFCD00202113
    • MDL: MFCD00202113
    • Inchi: 1S/C12H7ClFN3/c13-12-6-5-11(16-17-12)9(7-15)8-3-1-2-4-10(8)14/h1-6,9H
    • InChI Key: VIUNVHHXBJJUMQ-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C(C#N)C2C=CC=CC=2F)N=N1

Computed Properties

  • Exact Mass: 247.0312531g/mol
  • Monoisotopic Mass: 247.0312531g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 303
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 49.6?2

Experimental Properties

  • Melting Point: 69-71°C

2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile Pricemore >>

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Additional information on 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile

2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile: A Comprehensive Overview

The compound 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile (CAS No. 154419-42-8) is a highly specialized organic molecule with significant potential in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which combines a pyridazine ring, a fluorophenyl group, and an acetonitrile moiety. The integration of these functional groups imparts the molecule with distinctive electronic and steric properties, making it a valuable candidate for advanced chemical research and development.

Recent studies have highlighted the importance of pyridazine derivatives in medicinal chemistry due to their ability to modulate various biological targets. The presence of the 6-chloropyridazine ring in this compound introduces electron-withdrawing effects, which can enhance the molecule's reactivity and selectivity in biochemical interactions. Additionally, the fluorophenyl group contributes to the molecule's lipophilicity and stability, making it suitable for applications in drug design where both solubility and bioavailability are critical factors.

The acetonitrile group at the core of this molecule serves as a versatile functional group that can be readily modified to explore its reactivity under different conditions. This feature has been exploited in recent research to synthesize derivatives with enhanced pharmacokinetic profiles. For instance, researchers have reported that substituting the acetonitrile group with other nitriles or aldehydes can significantly alter the compound's metabolic stability and absorption characteristics.

In terms of synthesis, 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile is typically prepared through a multi-step process involving nucleophilic aromatic substitution and coupling reactions. The use of palladium catalysts in these reactions has been shown to improve yields and selectivity, aligning with current trends in green chemistry that emphasize energy efficiency and reduced waste generation.

From an applications perspective, this compound has demonstrated promising activity in preclinical studies targeting several disease states. For example, it has shown potential as an inhibitor of kinases involved in cancer progression, as well as an antagonist of receptors implicated in neurodegenerative disorders. These findings underscore its versatility as a lead compound for drug discovery programs.

Moreover, the structural uniqueness of CAS No. 154419-42-8 makes it an attractive candidate for materials science applications. Its ability to form stable coordination complexes with metal ions has been leveraged in the development of novel catalysts for organic transformations. Recent advancements in this area have focused on optimizing the ligand properties of this compound to enhance catalytic activity and selectivity.

In conclusion, 2-(6-Chloro-3-pyridazinyl)-2-(2-fluorophenyl)acetonitrile represents a cutting-edge molecule with multifaceted applications across diverse scientific domains. Its unique structure, combined with recent advancements in synthetic methodologies and biological evaluations, positions it as a key player in future research endeavors aimed at addressing complex scientific challenges.

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