Cas no 933721-99-4 (6-(trifluoromethyl)pyrimidine-4-carboxylic acid)

6-(Trifluoromethyl)pyrimidine-4-carboxylic acid is a fluorinated pyrimidine derivative with significant utility in pharmaceutical and agrochemical research. Its trifluoromethyl group enhances lipophilicity and metabolic stability, making it a valuable intermediate for designing bioactive compounds. The carboxylic acid moiety allows for further functionalization, enabling its incorporation into larger molecular frameworks. This compound is particularly useful in the synthesis of heterocyclic scaffolds, where its electronic and steric properties can influence binding affinity and selectivity. Its high purity and well-defined structure ensure reproducibility in synthetic applications. Suitable for use in medicinal chemistry and material science, it offers a versatile building block for developing novel therapeutics and functional materials.
6-(trifluoromethyl)pyrimidine-4-carboxylic acid structure
933721-99-4 structure
Product Name:6-(trifluoromethyl)pyrimidine-4-carboxylic acid
CAS No:933721-99-4
MF:C6H3F3N2O2
MW:192.095431566238
MDL:MFCD09954922
CID:837923
PubChem ID:34176371
Update Time:2025-10-24

6-(trifluoromethyl)pyrimidine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Trifluoromethyl-pyrimidine-4-carboxylic acid
    • 6-(trifluoromethyl)-4-Pyrimidinecarboxylic acid
    • 6-(trifluoromethyl)pyrimidine-4-carboxylic acid
    • AB55596
    • BS-42784
    • 6-Trifluoromethyl-pyrimidine-4-carboxylicacid
    • IGXLCQPTBOJNPW-UHFFFAOYSA-N
    • P19182
    • SCHEMBL7870780
    • SY212647
    • Z1198266503
    • 6-(Trifluoromethyl)-pyrimidine-4-carboxylic acid
    • 6-(TRIFLUOROMETHYL)PYRIMIDINE-4-CARBOXYLICACID
    • DTXSID30652970
    • FT-0736247
    • MFCD09954922
    • AKOS006313511
    • 933721-99-4
    • EN300-344159
    • CS-0057894
    • DB-079528
    • MDL: MFCD09954922
    • Inchi: 1S/C6H3F3N2O2/c7-6(8,9)4-1-3(5(12)13)10-2-11-4/h1-2H,(H,12,13)
    • InChI Key: IGXLCQPTBOJNPW-UHFFFAOYSA-N
    • SMILES: FC(C1C=C(C(=O)O)N=CN=1)(F)F

Computed Properties

  • Exact Mass: 192.01466183g/mol
  • Monoisotopic Mass: 192.01466183g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 207
  • 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: 1
  • Topological Polar Surface Area: 63.1?2

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Additional information on 6-(trifluoromethyl)pyrimidine-4-carboxylic acid

Introduction to 6-(trifluoromethyl)pyrimidine-4-carboxylic Acid (CAS No. 933721-99-4)

6-(trifluoromethyl)pyrimidine-4-carboxylic acid, identified by its CAS number 933721-99-4, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic carboxylic acid derivative features a trifluoromethyl group, which imparts unique electronic and steric properties, making it a valuable building block in the development of novel therapeutic agents.

The< strong> trifluoromethyl group is a well-documented pharmacophore that enhances the metabolic stability, lipophilicity, and binding affinity of molecules. Its incorporation into drug candidates often leads to improved pharmacokinetic profiles and increased efficacy. In the context of 6-(trifluoromethyl)pyrimidine-4-carboxylic acid, this moiety plays a crucial role in modulating the biological activity of the compound, making it particularly interesting for medicinal chemists.

Recent advancements in the field of drug discovery have highlighted the importance of fluorinated pyrimidines in medicinal chemistry. Pyrimidine derivatives are known for their broad spectrum of biological activities, including antiviral, anticancer, and anti-inflammatory effects. The presence of a< strong> trifluoromethyl group in these compounds often enhances their therapeutic potential by improving their pharmacokinetic properties.

The synthesis of 6-(trifluoromethyl)pyrimidine-4-carboxylic acid involves multi-step organic transformations that require precise control over reaction conditions. The carboxylic acid functionality at the 4-position provides a reactive handle for further derivatization, allowing for the construction of more complex molecular architectures. This flexibility makes it an indispensable intermediate in the synthesis of various pharmacologically active compounds.

In recent years, there has been growing interest in the development of fluorinated pyrimidines as antiviral agents. For instance, compounds containing a< strong> trifluoromethyl group have shown promise in inhibiting viral enzymes and disrupting viral replication cycles. The< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid scaffold has been explored in several high-throughput screening campaigns to identify novel antiviral drugs.

The structural motif of< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid also finds applications in the field of agrochemicals. Fluorinated pyrimidines are commonly used as intermediates in the synthesis of herbicides and pesticides due to their enhanced stability and bioavailability. The< strong> trifluoromethyl group contributes to the efficacy of these compounds by improving their resistance to metabolic degradation.

The< strong> carboxylic acid moiety in< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid allows for further functionalization through esterification, amidation, or coupling reactions. These transformations enable the creation of a diverse array of derivatives with tailored biological activities. For example, esters derived from this compound have been investigated for their potential use as prodrugs, which can enhance drug delivery and absorption.

The pharmacological profile of< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid-based derivatives has been extensively studied in preclinical models. These studies have revealed promising results in terms of antitumor activity, immunomodulation, and anti-inflammatory effects. The< strong> trifluoromethyl group appears to be a key factor in mediating these effects by influencing receptor binding and enzyme inhibition.

The synthetic methodologies employed in the preparation of< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid-based compounds have seen significant advancements. Modern techniques such as transition metal-catalyzed cross-coupling reactions and flow chemistry have enabled more efficient and scalable syntheses. These innovations have not only improved yield but also reduced costs, making these compounds more accessible for further development.

The future prospects for< strong> 6-(trifluoromethyl)pyrimidine-4-carboxylic acid-based therapeutics are promising. Ongoing research is focused on exploring new derivatives with enhanced potency and selectivity. Additionally, computational modeling and artificial intelligence are being leveraged to accelerate the discovery process by predicting novel molecular structures with desirable pharmacological properties.

In conclusion, 6-(trifluoromethyl)pyrimidine-4-carboxylic acid (CAS No. 933721-99-4) is a versatile compound with significant applications in pharmaceuticals and agrochemicals. Its unique structural features, particularly the presence of a< strong> trifluoromethyl group and a reactive< strong> carboxylic acid, make it an invaluable intermediate for synthetic chemists. The growing body of research on this compound underscores its importance in modern drug discovery and development.

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