Cas no 113366-74-8 (5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid)

5-Ethyl-2-methyl-1,3-thiazole-4-carboxylic acid is a heterocyclic carboxylic acid derivative featuring a thiazole core, which is widely utilized in pharmaceutical and agrochemical research. Its structural framework serves as a key intermediate in the synthesis of bioactive compounds, particularly those targeting antimicrobial and anti-inflammatory applications. The presence of both ethyl and methyl substituents enhances its reactivity and selectivity in coupling reactions, making it valuable for modular derivatization. This compound exhibits good stability under standard conditions, facilitating handling and storage. Its versatility in medicinal chemistry and synthetic applications underscores its importance as a building block for developing novel therapeutic agents and functional materials.
5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid structure
113366-74-8 structure
Product Name:5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid
CAS No:113366-74-8
MF:C7H9NO2S
MW:171.216860532761
CID:1201412
PubChem ID:13835314
Update Time:2025-06-08

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

Names and Identifiers

    • 4-Thiazolecarboxylic acid, 5-ethyl-2-methyl-
    • 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid
    • 5-Ethyl-2-methylthiazole-4-carboxylicacid
    • SCHEMBL3838148
    • BS-51544
    • 113366-74-8
    • AKOS022638298
    • 5-Ethyl-2-methylthiazole-4-carboxylic acid
    • E76803
    • CS-0335317
    • Inchi: 1S/C7H9NO2S/c1-3-5-6(7(9)10)8-4(2)11-5/h3H2,1-2H3,(H,9,10)
    • InChI Key: OBXJXOZVHOTYCH-UHFFFAOYSA-N
    • SMILES: S1C(C)=NC(C(=O)O)=C1CC

Computed Properties

  • Exact Mass: 171.03547
  • Monoisotopic Mass: 171.03539970g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 163
  • 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
  • Topological Polar Surface Area: 78.4?2

Experimental Properties

  • PSA: 50.19

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5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid Related Literature

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

Introduction to 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid (CAS No. 113366-74-8) and Its Emerging Applications in Chemical Biology

5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid, identified by the chemical abstracts service number 113366-74-8, is a heterocyclic compound that has garnered significant attention in the field of chemical biology due to its unique structural properties and potential biological activities. This compound belongs to the thiazole family, a class of sulfur-containing heterocycles that are widely recognized for their diverse pharmacological effects. The presence of both an ethyl group at the 5-position and a methyl group at the 2-position introduces specific steric and electronic characteristics that influence its reactivity and interactions with biological targets.

The structural framework of 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid consists of a five-membered ring containing sulfur and nitrogen atoms, with additional alkyl substituents that modulate its chemical behavior. This architecture allows the compound to engage in various non-covalent interactions, such as hydrogen bonding and π-stacking, making it a promising candidate for drug design and development. The carboxylic acid functionality at the 4-position further enhances its versatility, enabling further derivatization into esters, amides, or other bioactive molecules.

In recent years, there has been a surge in research focused on thiazole derivatives due to their broad spectrum of biological activities. Studies have demonstrated that thiazole-based compounds exhibit antimicrobial, anti-inflammatory, anticancer, and antiviral properties. Among these derivatives, 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid has shown particular promise in preliminary investigations. Its ability to modulate enzyme activity and interact with cellular receptors has positioned it as a valuable scaffold for developing novel therapeutic agents.

One of the most compelling aspects of 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid is its potential as a lead compound in medicinal chemistry. Researchers have leveraged its structural features to design analogs with enhanced potency and selectivity. For instance, modifications at the 2-position or 5-position have been explored to optimize binding affinity to specific biological targets. These efforts have led to the identification of compounds with improved pharmacokinetic profiles and reduced toxicity.

The synthesis of 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid involves multi-step organic reactions that highlight the compound's synthetic accessibility. The introduction of the ethyl group at the 5-position and the methyl group at the 2-position can be achieved through well-established methodologies, including alkylation and methylation reactions. Additionally, the carboxylic acid functionality can be introduced via oxidation or carboxylation techniques. These synthetic routes underscore the compound's feasibility for large-scale production and further chemical manipulation.

From a computational chemistry perspective, 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid has been subjected to extensive molecular modeling studies to elucidate its interactions with biological targets. These studies have provided insights into how the compound's substituents influence its binding affinity and specificity. For example, computational analysis has revealed that the methyl group at the 2-position plays a critical role in stabilizing interactions with certain protein receptors. Such findings have guided rational drug design strategies aimed at optimizing therapeutic efficacy.

Emerging research also highlights the role of 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid in modulating cellular pathways associated with disease progression. Preclinical studies have suggested that this compound may interfere with key signaling cascades involved in cancer cell proliferation and inflammation. By targeting these pathways, 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid could potentially serve as a therapeutic agent for treating chronic diseases characterized by dysregulated cellular activity.

The pharmaceutical industry has taken notice of these findings, leading to increased investment in thiazole-based drug discovery programs. Several companies are currently exploring derivatives of 5-ethyl-2-methyl-1,3-thiazole-4-carboxylic acid as candidates for clinical development. These efforts are supported by collaborative research initiatives between academic institutions and pharmaceutical firms aimed at translating preclinical success into viable therapeutic options for patients.

Looking ahead, the future prospects for 5-ethyl-2-methyl -1 ,3 -thiazole -4 -carboxylic acid appear promising as advancements in synthetic chemistry and biotechnology continue to unfold. Innovations in drug delivery systems and targeted therapy may further enhance the compound's clinical potential by improving bioavailability and reducing side effects. Additionally, interdisciplinary approaches combining computational modeling with experimental validation will be crucial in uncovering new applications for this versatile scaffold.

In conclusion,5 - ethyl - 2 -methyl -1 ,3 -thiazole -4 -carboxylic acid (CAS No .113366 -74 -8) represents a significant advancement in chemical biology with far-reaching implications for drug discovery . Its unique structural features , synthetic accessibility ,and demonstrated biological activities make it a cornerstone of modern medicinal chemistry . As research progresses ,this compound is poised to play an increasingly important role in developing next-generation therapeutics that address unmet medical needs .

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