Cas no 1186423-90-4 (2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine)

2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine is a fluorinated pyrimidine derivative characterized by its reactive dichloro and trifluoromethyl substituents. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of agrochemicals and pharmaceuticals. The presence of electron-withdrawing groups enhances its reactivity in nucleophilic substitution reactions, enabling selective functionalization. Its stability under standard conditions and high purity make it suitable for precision applications. The trifluoromethyl group contributes to improved lipophilicity and metabolic stability in derived compounds. This product is typically handled under inert conditions due to its sensitivity to moisture. It is commonly utilized in research and industrial settings for the development of advanced chemical entities.
2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine structure
1186423-90-4 structure
Product Name:2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine
CAS No:1186423-90-4
MF:C6H3Cl2F3N2
MW:231.002629518509
MDL:MFCD26685516
CID:5177046
PubChem ID:83399024
Update Time:2026-03-05

2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2,4-dichloro-5-methyl-6-(trifluoromethyl)pyrimidine
    • Z1813187317
    • 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine
    • MDL: MFCD26685516
    • Inchi: 1S/C6H3Cl2F3N2/c1-2-3(6(9,10)11)12-5(8)13-4(2)7/h1H3
    • InChI Key: LEYDKCPBGIGXPQ-UHFFFAOYSA-N
    • SMILES: ClC1=C(C)C(C(F)(F)F)=NC(=N1)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 187
  • XLogP3: 3.4
  • Topological Polar Surface Area: 25.8

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Additional information on 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine

2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine (CAS No. 1186423-90-4): An Overview of a Versatile Heterocyclic Compound

2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine (CAS No. 1186423-90-4) is a highly versatile heterocyclic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, including two chlorine atoms, a methyl group, and a trifluoromethyl group attached to a pyrimidine ring. These functional groups endow the molecule with a range of chemical properties that make it an attractive candidate for various applications.

The pyrimidine scaffold is a fundamental building block in many biologically active molecules, including nucleosides and nucleotides. The presence of the trifluoromethyl group, in particular, has been shown to enhance the metabolic stability and lipophilicity of the molecule, which are crucial factors in drug design. Additionally, the chlorine substituents can influence the compound's reactivity and binding affinity to biological targets.

Recent studies have highlighted the potential of 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine in various therapeutic areas. For instance, research published in the Journal of Medicinal Chemistry has demonstrated its utility as a lead compound in the development of antiviral agents. The compound's ability to inhibit viral replication through specific interactions with viral enzymes has been extensively studied. One notable example is its use as a precursor for developing inhibitors of the SARS-CoV-2 main protease (Mpro), which is a key target in the fight against COVID-19.

In addition to antiviral applications, 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine has shown promise in cancer research. Studies have indicated that derivatives of this compound can selectively target cancer cells by disrupting key signaling pathways involved in cell proliferation and survival. For example, a recent study published in Cancer Research reported that certain derivatives exhibit potent antiproliferative activity against various cancer cell lines, including those resistant to conventional chemotherapy.

The synthetic accessibility of 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine is another factor contributing to its widespread use in research and development. The compound can be synthesized through a series of well-established chemical reactions, including nucleophilic substitution and cross-coupling reactions. This ease of synthesis allows for rapid optimization and modification of the molecule to tailor its properties for specific applications.

Moreover, the compound's stability under various conditions makes it suitable for use in both laboratory settings and industrial processes. Its low reactivity with common solvents and reagents ensures that it can be handled safely and efficiently. This stability is particularly important when considering its use as an intermediate in multi-step synthetic routes or as a component in complex formulations.

In conclusion, 2,4-Dichloro-5-methyl-6-(trifluoromethyl)pyrimidine (CAS No. 1186423-90-4) is a highly versatile and promising heterocyclic compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable chemical properties make it an attractive candidate for further exploration and development. As ongoing research continues to uncover new insights into its biological activities and mechanisms of action, this compound is likely to play an increasingly important role in advancing therapeutic strategies for various diseases.

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