Cas no 448242-52-2 (Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate)

Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate is a fluorinated pyrimidine derivative with significant utility in pharmaceutical and agrochemical research. The trifluoromethyl group enhances its metabolic stability and lipophilicity, making it a valuable intermediate in the synthesis of bioactive compounds. The presence of both amino and ester functional groups allows for further derivatization, enabling the development of tailored molecules for medicinal chemistry applications. Its pyrimidine core is structurally versatile, often employed in the design of kinase inhibitors and other heterocyclic scaffolds. The compound’s high purity and well-defined reactivity profile make it a reliable choice for synthetic chemists working on advanced molecular architectures.
Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate structure
448242-52-2 structure
Product Name:Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate
CAS No:448242-52-2
MF:C7H6F3N3O2
MW:221.136651515961
MDL:MFCD01570137
CID:827565
PubChem ID:2808528
Update Time:2025-06-08

Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate
    • SCHEMBL15038313
    • SB58482
    • Maybridge3_001676
    • HMS1435M04
    • Methyl2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate
    • 448242-52-2
    • IDI1_013063
    • AKOS022172769
    • EN300-9452698
    • QJQMINFLRJGFDC-UHFFFAOYSA-N
    • DTXSID20384576
    • MDL: MFCD01570137
    • Inchi: 1S/C7H6F3N3O2/c1-15-5(14)3-2-12-6(11)13-4(3)7(8,9)10/h2H,1H3,(H2,11,12,13)
    • InChI Key: QJQMINFLRJGFDC-UHFFFAOYSA-N
    • SMILES: FC(C1C(C(=O)OC)=CN=C(N)N=1)(F)F

Computed Properties

  • Exact Mass: 221.04121093g/mol
  • Monoisotopic Mass: 221.04121093g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 246
  • 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: 0.6
  • Topological Polar Surface Area: 78.1?2

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Additional information on Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate

Recent Advances in the Application of Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate (CAS: 448242-52-2) in Chemical Biology and Pharmaceutical Research

Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate (CAS: 448242-52-2) is a pyrimidine derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting kinase inhibition and antiviral therapies. Recent studies have highlighted its potential in drug discovery, with a focus on its role in modulating enzymatic activity and its utility in structure-activity relationship (SAR) studies.

One of the most notable advancements in the use of this compound is its incorporation into the development of kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is often associated with cancer and other diseases. Researchers have utilized Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate as a scaffold to design novel inhibitors with improved selectivity and potency. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy in targeting specific tyrosine kinases, leading to promising preclinical results in oncology.

In addition to its role in kinase inhibition, this pyrimidine derivative has shown potential in antiviral research. The trifluoromethyl group enhances the compound's metabolic stability and bioavailability, making it an attractive candidate for antiviral drug development. Recent work has explored its use in the synthesis of nucleoside analogs, which are critical for inhibiting viral replication. A 2022 study in Antiviral Research reported that derivatives of Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate exhibited potent activity against RNA viruses, including SARS-CoV-2, suggesting its relevance in addressing emerging infectious diseases.

The synthetic versatility of Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate has also been a focus of recent research. Advances in green chemistry have enabled more efficient and sustainable methods for its production, reducing the environmental impact of large-scale synthesis. For example, a 2023 publication in Organic Process Research & Development highlighted a novel catalytic process that minimizes waste and improves yield, further enhancing the compound's accessibility for pharmaceutical applications.

Looking ahead, the continued exploration of Methyl 2-amino-4-(trifluoromethyl)pyrimidine-5-carboxylate is expected to yield new insights into its therapeutic potential. Ongoing studies are investigating its use in combination therapies and its ability to target previously undruggable proteins. As the field of chemical biology evolves, this compound is likely to remain a valuable tool for researchers seeking to develop next-generation therapeutics.

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