Cas no 354587-62-5 (ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate)

Ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate is a heterocyclic compound featuring a thiazole core substituted with ethyl and methyl groups at the 2- and 4-positions, respectively, and an ester functional group at the 5-position. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals, agrochemicals, and flavor/fragrance compounds. The ester moiety enhances reactivity, facilitating further derivatization, while the alkyl substitutions contribute to stability and lipophilicity. Its well-defined molecular architecture makes it valuable for fine chemical synthesis and research applications requiring precise functionalization. The compound is typically characterized by high purity and consistent performance in organic transformations.
ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate structure
354587-62-5 structure
Product Name:ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate
CAS No:354587-62-5
MF:C9H13NO2S
MW:199.27002120018
CID:920353
PubChem ID:23560693
Update Time:2025-09-27

ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-ethyl-4-methylthiazole-5-carboxylic acid ethyl ester
    • ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate
    • DB-260991
    • DTXSID20634967
    • 354587-62-5
    • JPMQBORRLKYYPC-UHFFFAOYSA-N
    • EN300-141289
    • ethyl2-ethyl-4-methyl-1,3-thiazole-5-carboxylate
    • SCHEMBL5553648
    • AKOS006229702
    • Inchi: 1S/C9H13NO2S/c1-4-7-10-6(3)8(13-7)9(11)12-5-2/h4-5H2,1-3H3
    • InChI Key: JPMQBORRLKYYPC-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)OCC)=C(C)N=C1CC

Computed Properties

  • Exact Mass: 199.06700
  • Monoisotopic Mass: 199.06669983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 187
  • 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: 2.7
  • Topological Polar Surface Area: 67.4?2

Experimental Properties

  • Color/Form: No data avaiable
  • PSA: 67.43000
  • LogP: 2.19060

ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate Security Information

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Additional information on ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate

Introduction to Ethyl 2-Ethyl-4-Methyl-1,3-Thiazole-5-Carboxylate (CAS No. 354587-62-5)

Ethyl 2-Ethyl-4-Methyl-1,3-thiazole-5-carboxylate (CAS No. 354587-62-5) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science. This compound belongs to the class of thiazoles, which are known for their biological activity and chemical stability.

The chemical structure of ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate features a thiazole ring with substituents at the 2 and 4 positions, along with an ester group at the 5 position. The thiazole ring is a five-membered heterocyclic compound containing sulfur and nitrogen atoms, which contribute to its stability and reactivity. The presence of the ester group adds further versatility to the molecule, making it suitable for a wide range of synthetic transformations.

In the pharmaceutical industry, ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate has been explored as a potential lead compound for the development of new drugs. Recent studies have shown that thiazoles can exhibit a variety of biological activities, including antimicrobial, antifungal, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported that certain thiazole derivatives demonstrated potent antitumor activity against various cancer cell lines. The specific structure of ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate may enhance these properties through its unique substituents.

Beyond pharmaceuticals, ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate has also found applications in agrochemicals. Thiazoles are known for their ability to inhibit plant pathogens and improve crop yields. A study published in the Pest Management Science in 2020 highlighted the effectiveness of thiazole-based compounds as fungicides and insecticides. The ester group in ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate can be modified to optimize its agronomic performance and environmental safety.

In materials science, the unique properties of thiazoles make them valuable building blocks for the synthesis of advanced materials. For example, thiazole derivatives have been used to create conductive polymers and functional coatings with improved mechanical and thermal stability. A recent study in the Journal of Polymer Science (2022) demonstrated that thiazole-containing polymers exhibited enhanced conductivity and stability under harsh conditions. The versatility of ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate as a monomer or building block opens up new possibilities for developing novel materials with tailored properties.

The synthesis of ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate typically involves multistep reactions starting from readily available starting materials. One common approach is to use a condensation reaction between an appropriate aldehyde or ketone and thiourea or another sulfur-containing reagent to form the thiazole ring. Subsequent functionalization steps can introduce the desired substituents and ester group. Recent advancements in synthetic methodologies have led to more efficient and environmentally friendly routes for producing this compound.

The physical properties of ethyl 2-ethyl-4-methyl-1,3-thiazole-5-carboxylate, such as its melting point, boiling point, and solubility, are crucial for its handling and application. These properties can be influenced by the specific substituents on the thiazole ring and the ester group. For example, the presence of alkyl groups can increase solubility in organic solvents while reducing water solubility. Understanding these properties is essential for optimizing its use in various applications.

In conclusion, Ethyl 2-Ethyl-4-Methyl-1,3-Thiazole-5-Carboxylate (CAS No. 354587-62-5) is a promising compound with a wide range of potential applications in pharmaceuticals, agrochemicals, and materials science. Its unique chemical structure and versatile reactivity make it an attractive target for further research and development. As new studies continue to uncover its properties and potential uses, this compound is likely to play an increasingly important role in various scientific and industrial fields.

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