Cas no 933683-99-9 (2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde)

2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde is a versatile heterocyclic compound featuring a reactive aldehyde group and an amino-substituted thiazole ring with a trifluoromethyl moiety. Its structural properties make it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of the electron-withdrawing trifluoromethyl group enhances its reactivity in nucleophilic substitution and condensation reactions, while the aldehyde functionality allows for further derivatization. This compound is particularly useful in the development of bioactive molecules due to its ability to serve as a scaffold for heterocyclic expansion. Its stability and well-defined reactivity profile make it a reliable choice for research and industrial applications.
2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde structure
933683-99-9 structure
Product Name:2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde
CAS No:933683-99-9
MF:C5H3F3N2OS
MW:196.150329828262
CID:1089075
PubChem ID:15710703
Update Time:2025-10-24

2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde
    • 2-amino-4-(trifluoromethyl)-1,3-thiazole-5-carbaldehyde
    • 933683-99-9
    • QBCOKQVSDMQYAV-UHFFFAOYSA-N
    • DTXSID40577201
    • 2-amino-4-(trifluoromethyl)-thiazole-5-carbaldehyde
    • Inchi: 1S/C5H3F3N2OS/c6-5(7,8)3-2(1-11)12-4(9)10-3/h1H,(H2,9,10)
    • InChI Key: QBCOKQVSDMQYAV-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC(C(F)(F)F)=C1C=O

Computed Properties

  • Exact Mass: 195.99181838g/mol
  • Monoisotopic Mass: 195.99181838g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 186
  • 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: 1.3
  • Topological Polar Surface Area: 84.2?2

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Additional information on 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde

Recent Advances in the Study of 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde (CAS: 933683-99-9)

2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde (CAS: 933683-99-9) is a key intermediate in the synthesis of various biologically active compounds, particularly in the fields of medicinal chemistry and drug discovery. Recent studies have highlighted its significance in the development of novel therapeutic agents, owing to its unique structural features and reactivity. This research briefing provides an overview of the latest advancements related to this compound, focusing on its synthesis, applications, and potential therapeutic implications.

One of the most notable developments in recent research is the optimization of synthetic routes for 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde. A study published in the Journal of Medicinal Chemistry (2023) demonstrated an improved synthetic protocol that enhances yield and purity while reducing environmental impact. The method involves a one-pot condensation reaction under mild conditions, making it more scalable for industrial applications. This advancement is particularly relevant for pharmaceutical companies aiming to produce this intermediate at a larger scale.

In addition to its synthetic utility, 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde has been investigated as a building block for the development of kinase inhibitors. Recent preclinical studies have shown that derivatives of this compound exhibit potent inhibitory activity against specific kinases involved in cancer progression. For instance, a research team at a leading academic institution reported that a series of thiazole-based compounds derived from this aldehyde showed promising results in inhibiting tumor growth in vitro and in vivo. These findings were published in a high-impact journal, underscoring the compound's potential in oncology drug development.

Another area of interest is the application of 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde in the design of antimicrobial agents. A 2024 study explored its incorporation into novel thiazole derivatives with broad-spectrum activity against drug-resistant bacterial strains. The researchers noted that the trifluoromethyl group plays a crucial role in enhancing the compounds' bioavailability and metabolic stability, making them attractive candidates for further development. This research aligns with the growing need for new antibiotics to address the global challenge of antimicrobial resistance.

Beyond its direct therapeutic applications, recent computational studies have provided insights into the molecular interactions of 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde with biological targets. Molecular docking and dynamics simulations have revealed favorable binding modes with various enzymes and receptors, suggesting its versatility in drug design. These in silico findings complement experimental data and offer a rational basis for the compound's continued exploration in medicinal chemistry.

In conclusion, 2-Amino-4-(trifluoromethyl)thiazole-5-carbaldehyde (CAS: 933683-99-9) remains a compound of significant interest in chemical biology and pharmaceutical research. Recent advancements in its synthesis, coupled with its demonstrated potential in multiple therapeutic areas, position it as a valuable intermediate for future drug discovery efforts. Ongoing studies are expected to further elucidate its mechanisms of action and expand its applications in addressing unmet medical needs.

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