Cas no 125904-05-4 (4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine)

4-Chloro-6-methyl-2-[4-(trifluoromethyl)phenyl]pyrimidine is a halogenated pyrimidine derivative featuring a trifluoromethylphenyl substituent, which enhances its reactivity and utility in organic synthesis. The chloro and methyl groups at the 4- and 6-positions, respectively, contribute to its versatility as an intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The electron-withdrawing trifluoromethyl group improves stability and influences regioselectivity in cross-coupling reactions. This compound is particularly valuable in constructing heterocyclic frameworks due to its balanced reactivity profile. Its well-defined structure and functional groups make it a reliable building block for medicinal chemistry and material science applications.
4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine structure
125904-05-4 structure
Product Name:4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine
CAS No:125904-05-4
MF:C12H8ClF3N2
MW:272.653532028198
MDL:MFCD11218772
CID:867595
Update Time:2025-11-01

4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-6-methyl-2-[4-(trifluoromethyl)phenyl]pyrimidine
    • 4-Chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine
    • FVIKTGLPBJRHKR-UHFFFAOYSA-N
    • Pyrimidine, 4-chloro-6-methyl-2-[4-(trifluoromethyl)phenyl]-
    • STK891551
    • BBL004433
    • H2420
    • BB 0242157
    • 4-Chloro-6-methyl-2-(4-trifluoromethyl-phenyl )-pyrimidine
    • 6-chloro-4-methyl-2-(alpha,alpha,alpha-trifluoro-p-tolyl)pyrimidine
    • 4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine
    • MDL: MFCD11218772
    • Inchi: 1S/C12H8ClF3N2/c1-7-6-10(13)18-11(17-7)8-2-4-9(5-3-8)12(14,15)16/h2-6H,1H3
    • InChI Key: FVIKTGLPBJRHKR-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C)N=C(C2C=CC(C(F)(F)F)=CC=2)N=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 277
  • Topological Polar Surface Area: 25.8

4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine Pricemore >>

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4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine Related Literature

Additional information on 4-chloro-6-methyl-2-4-(trifluoromethyl)phenylpyrimidine

Introduction to 4-Chloro-6-Methyl-2-(4-(Trifluoromethyl)phenyl)pyrimidine (CAS No. 125904-05-4)

4-Chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine, with the CAS number 125904-05-4, is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structure, which includes a pyrimidine ring substituted with a chloro group, a methyl group, and a trifluoromethylated phenyl group. These structural features contribute to its potential as a lead compound in the development of novel therapeutic agents.

The pyrimidine core of 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine is a common scaffold in many biologically active molecules, including several FDA-approved drugs. The presence of the chloro and methyl groups enhances the compound's lipophilicity, which can improve its ability to cross biological membranes and reach its target sites. The trifluoromethylated phenyl group, on the other hand, confers additional stability and metabolic resistance, making the compound more suitable for in vivo applications.

Recent studies have explored the potential of 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine in various therapeutic areas. One notable application is in the treatment of cancer. Research has shown that this compound exhibits potent antiproliferative activity against several cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action is believed to involve the inhibition of key enzymes involved in cell proliferation and survival pathways.

In addition to its anticancer properties, 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine has also been investigated for its potential as an antiviral agent. Studies have demonstrated that this compound can effectively inhibit the replication of certain viruses, such as influenza and hepatitis C viruses. The antiviral activity is thought to be mediated through the disruption of viral replication enzymes or the modulation of host cell signaling pathways.

The pharmacokinetic properties of 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine have been extensively studied to optimize its therapeutic potential. Preclinical data indicate that this compound has favorable absorption, distribution, metabolism, and excretion (ADME) profiles. It is well absorbed after oral administration and exhibits good bioavailability. The compound also shows low plasma protein binding, which can enhance its distribution to target tissues.

To further enhance the therapeutic efficacy and safety of 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine, researchers are exploring various prodrug strategies. Prodrugs are inactive derivatives that are converted into their active form in vivo through metabolic processes. This approach can improve the solubility, stability, and target specificity of the compound, thereby reducing potential side effects.

Clinical trials are currently underway to evaluate the safety and efficacy of 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine in human subjects. Early-phase trials have shown promising results, with the compound demonstrating good tolerability and preliminary evidence of therapeutic benefit. However, more extensive studies are needed to fully understand its clinical potential.

In conclusion, 4-chloro-6-methyl-2-(4-(trifluoromethyl)phenyl)pyrimidine (CAS No. 125904-05-4) is a promising compound with diverse biological activities and potential therapeutic applications. Its unique structural features make it an attractive candidate for further development in medicinal chemistry and pharmaceutical research. Ongoing studies will continue to elucidate its mechanisms of action and optimize its use in clinical settings.

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