Cas no 896729-58-1 (1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone)

1-{4-Methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone is a specialized organic compound featuring a thiazole core substituted with a trifluoromethylphenyl group and an acetyl moiety. Its structural configuration imparts notable chemical stability and reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of the trifluoromethyl group enhances lipophilicity and metabolic resistance, while the thiazole ring contributes to its versatility in heterocyclic chemistry. This compound is particularly useful in the development of bioactive molecules due to its ability to serve as a scaffold for further functionalization. It is typically handled under controlled conditions to ensure purity and optimal performance in synthetic applications.
1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone structure
896729-58-1 structure
Product Name:1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone
CAS No:896729-58-1
MF:C13H10F3NOS
MW:285.284812450409
MDL:MFCD13332367
CID:1943804
PubChem ID:45588545
Update Time:2025-05-25

1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone Chemical and Physical Properties

Names and Identifiers

    • Ethanone, 1-[4-methyl-2-[3-(trifluoromethyl)phenyl]-5-thiazolyl]-
    • Z802589652
    • CS-0274728
    • MFCD13332367
    • 8R-0816
    • 1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethanone
    • 1-[4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]ethanone
    • 1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-one
    • GEAAGZISXUVSHY-UHFFFAOYSA-N
    • 896729-58-1
    • AKOS005102123
    • 1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
    • 1-(4-Methyl-2-(3-(trifluoromethyl)phenyl)thiazol-5-yl)ethan-1-one
    • SCHEMBL4740518
    • 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone
    • MDL: MFCD13332367
    • Inchi: 1S/C13H10F3NOS/c1-7-11(8(2)18)19-12(17-7)9-4-3-5-10(6-9)13(14,15)16/h3-6H,1-2H3
    • InChI Key: GEAAGZISXUVSHY-UHFFFAOYSA-N
    • SMILES: S1C(C(C)=O)=C(C)N=C1C1C=CC=C(C(F)(F)F)C=1

Computed Properties

  • Exact Mass: 285.044
  • Monoisotopic Mass: 285.044
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 347
  • 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
  • Topological Polar Surface Area: 58.2A^2
  • XLogP3: 3.9

1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
M162735-25mg
1-{4-Methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1
25mg
$ 230.00 2022-06-04
TRC
M162735-50mg
1-{4-Methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1
50mg
$ 380.00 2022-06-04
abcr
AB301062-500 mg
1-{4-Methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone; .
896729-58-1
500 mg
€678.60 2023-07-20
abcr
AB301062-1 g
1-{4-Methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone; .
896729-58-1
1 g
€1,312.80 2023-07-20
Key Organics Ltd
8R-0816-1MG
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
1mg
£37.00 2023-09-09
Key Organics Ltd
8R-0816-5MG
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
5mg
£46.00 2023-09-09
Key Organics Ltd
8R-0816-10MG
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
10mg
£63.00 2023-09-09
Key Organics Ltd
8R-0816-0.5G
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
0.5g
£385.00 2023-09-09
Key Organics Ltd
8R-0816-1G
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
1g
£770.00 2023-09-09
Key Organics Ltd
8R-0816-5G
1-{4-methyl-2-[3-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}-1-ethanone
896729-58-1 >90%
5g
£3080.00 2023-09-09

Additional information on 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone

Research Briefing on 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone (CAS: 896729-58-1)

In recent years, the compound 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone (CAS: 896729-58-1) has garnered significant attention in the field of chemical biology and pharmaceutical research. This thiazole derivative, characterized by its trifluoromethylphenyl moiety, has demonstrated promising potential in various therapeutic applications, particularly in the development of novel kinase inhibitors and anti-inflammatory agents. The unique structural features of this compound, including the electron-withdrawing trifluoromethyl group, contribute to its enhanced binding affinity and metabolic stability, making it a valuable scaffold for drug discovery.

Recent studies have focused on elucidating the molecular mechanisms underlying the biological activity of 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone. A 2023 publication in the Journal of Medicinal Chemistry reported that this compound exhibits potent inhibitory effects against a range of protein kinases, including JAK2 and FLT3, which are implicated in hematologic malignancies. The study utilized X-ray crystallography to reveal the precise binding interactions between the compound and the ATP-binding sites of these kinases, providing a structural basis for its selectivity and efficacy. These findings underscore the potential of this compound as a lead candidate for targeted cancer therapies.

In addition to its kinase inhibitory properties, 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone has also been investigated for its anti-inflammatory effects. A preclinical study published in Bioorganic & Medicinal Chemistry Letters demonstrated that the compound significantly reduces the production of pro-inflammatory cytokines, such as TNF-α and IL-6, in murine models of rheumatoid arthritis. The researchers attributed this activity to the compound's ability to modulate the NF-κB signaling pathway, highlighting its potential as a therapeutic agent for chronic inflammatory diseases.

Despite these promising findings, challenges remain in the development of 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone as a clinical candidate. Pharmacokinetic studies have indicated that the compound exhibits moderate oral bioavailability, necessitating further optimization of its physicochemical properties. Recent efforts have focused on synthesizing analogs with improved solubility and metabolic stability while retaining the core pharmacophore. A 2024 study in ACS Medicinal Chemistry Letters reported the successful development of a prodrug derivative that enhances the compound's bioavailability and tissue distribution, paving the way for future in vivo efficacy studies.

In conclusion, 1-{4-Methyl-2-3-(trifluoromethyl)phenyl-1,3-thiazol-5-yl}-1-ethanone represents a versatile and pharmacologically active scaffold with broad applications in drug discovery. Ongoing research aims to address its limitations and explore its potential in other therapeutic areas, such as neurodegenerative diseases and infectious diseases. As the understanding of its molecular interactions and biological effects continues to grow, this compound is poised to play a pivotal role in the development of next-generation therapeutics.

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