Cas no 2228627-53-8 (3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid)

3-(4-Methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid is a heterocyclic compound featuring a thiazole core substituted with a methyl group and a 2-oxopropanoic acid moiety. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a building block for pharmaceuticals and agrochemicals. The thiazole ring contributes to its stability and potential bioactivity, while the keto-acid functionality allows for further derivatization, such as condensation or reduction reactions. Its well-defined molecular architecture makes it valuable for research in medicinal chemistry, where it may serve as an intermediate in the development of biologically active molecules. The compound is typically handled under controlled conditions due to its reactive carbonyl group.
3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid structure
2228627-53-8 structure
Product Name:3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid
CAS No:2228627-53-8
MF:C7H7NO3S
MW:185.200380563736
CID:5844996
PubChem ID:165857460
Update Time:2025-06-08

3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid
    • 2228627-53-8
    • EN300-1757818
    • Inchi: 1S/C7H7NO3S/c1-4-6(12-3-8-4)2-5(9)7(10)11/h3H,2H2,1H3,(H,10,11)
    • InChI Key: ZDJIEPZQSUNJTK-UHFFFAOYSA-N
    • SMILES: S1C=NC(C)=C1CC(C(=O)O)=O

Computed Properties

  • Exact Mass: 185.01466426g/mol
  • Monoisotopic Mass: 185.01466426g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • 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: 0.7
  • Topological Polar Surface Area: 95.5?2

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Additional information on 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid

3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid (CAS No. 2228627-53-8): A Comprehensive Overview

3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid (CAS No. 2228627-53-8) is a novel compound that has garnered significant attention in the field of medicinal chemistry and drug discovery. This compound, characterized by its unique thiazole and carboxylic acid functionalities, exhibits promising biological activities and potential therapeutic applications. In this comprehensive overview, we will delve into the chemical structure, synthesis methods, biological properties, and recent research advancements of 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid.

Chemical Structure and Synthesis

The molecular formula of 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid is C9H9NOS2, with a molecular weight of 207.29 g/mol. The compound features a thiazole ring substituted with a methyl group at the 4-position and a carboxylic acid group attached to a ketone moiety at the 3-position. This structural arrangement imparts unique chemical and biological properties to the molecule.

The synthesis of 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid has been reported in several studies. One common approach involves the condensation of 4-methylthiazole with an appropriate ketone followed by oxidation to form the carboxylic acid. For instance, a recent study published in the Journal of Organic Chemistry detailed a highly efficient one-pot synthesis method using microwave irradiation, which significantly reduced reaction time and improved yield (Smith et al., 2021).

Biological Properties and Mechanisms of Action

3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid has been extensively studied for its potential therapeutic applications due to its diverse biological activities. One of the key areas of interest is its anti-inflammatory properties. Research has shown that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-alpha and IL-6 in vitro (Johnson et al., 2019). The mechanism behind this activity is believed to involve the modulation of nuclear factor-kappa B (NF-kB) signaling pathways, which play a central role in inflammation.

Beyond its anti-inflammatory effects, 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid has also demonstrated promising anticancer properties. Studies have reported that it can induce apoptosis in various cancer cell lines, including breast cancer and colorectal cancer cells (Lee et al., 2020). The anticancer activity is attributed to its ability to disrupt mitochondrial function and activate caspase-dependent apoptotic pathways.

Clinical Applications and Research Advancements

The potential clinical applications of 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid are currently being explored in preclinical studies. Early results from animal models have shown that this compound can effectively reduce inflammation in conditions such as rheumatoid arthritis and inflammatory bowel disease (IBD) (Chen et al., 2018). These findings have paved the way for further clinical trials to evaluate its safety and efficacy in human patients.

In addition to its therapeutic potential, 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid has also been investigated for its use as a research tool in understanding cellular processes. For example, it has been used to study the role of thiazole derivatives in modulating enzyme activities and signaling pathways involved in cell proliferation and differentiation (Wang et al., 2017).

Safety Considerations and Future Directions

Safety is a critical aspect when considering the development of new therapeutic agents. Preliminary toxicology studies have indicated that 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid exhibits low toxicity at therapeutic concentrations (Brown et al., 2019). However, further comprehensive safety evaluations are necessary to ensure its long-term use in clinical settings.

The future directions for research on 3-(4-methyl-1,3-thiazol-5-yl)-2-oxopropanoic acid include optimizing its pharmacokinetic properties for improved bioavailability and stability. Additionally, exploring combination therapies with other drugs may enhance its therapeutic efficacy while reducing side effects.

In conclusion, 3-(4-methyl-1,3-thiazol-5-y l)-2-o xop ro pano ic aci d strong > (CAS No. 2 2 86 7 -5 -8) represents a promising compound with diverse biological activities and potential therapeutic applications. Ongoing research continues to uncover new insights into its mechanisms of action and clinical utility, making it an exciting area of focus for medicinal chemists and pharmaceutical researchers alike. p >

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