Cas no 73956-16-8 (4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester)

4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester is a specialized thiazole derivative with applications in organic synthesis and pharmaceutical intermediates. Its structure features a diethoxymethyl group at the 2-position and an ethyl ester at the carboxylic acid functionality, enhancing its reactivity and solubility in organic solvents. This compound is particularly valuable for constructing heterocyclic frameworks due to the thiazole core’s stability and versatility. The diethoxymethyl group offers protective and functionalization advantages, while the ethyl ester provides a convenient handle for further derivatization. Its well-defined reactivity profile makes it suitable for use in medicinal chemistry and agrochemical research, where precise molecular modifications are required.
4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester structure
73956-16-8 structure
Product Name:4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester
CAS No:73956-16-8
MF:C11H17NO4S
MW:259.321982145309
CID:541778
PubChem ID:16220290
Update Time:2025-10-29

4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester
    • 2-DIETHOXYMETHYL-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
    • ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate
    • ethyl 2-(diethoxymethyl)thiazole-4-carboxylate
    • DTXSID70585293
    • ethyl2-(diethoxymethyl)thiazole-4-carboxylate
    • Ethyl 2-[bis(ethyloxy)methyl]-1,3-thiazole-4-carboxylate
    • 73956-16-8
    • SCHEMBL1059446
    • CS-0158742
    • YCA95616
    • 2-(Diethoxymethyl)-4-thiazolecarboxylic acid ethyl ester
    • BP-20427
    • FT-0737315
    • PPORIIMLVGSHLO-UHFFFAOYSA-N
    • DA-34423
    • Inchi: 1S/C11H17NO4S/c1-4-14-10(13)8-7-17-9(12-8)11(15-5-2)16-6-3/h7,11H,4-6H2,1-3H3
    • InChI Key: PPORIIMLVGSHLO-UHFFFAOYSA-N
    • SMILES: S1C=C(C(=O)OCC)N=C1C(OCC)OCC

Computed Properties

  • Exact Mass: 259.08782920g/mol
  • Monoisotopic Mass: 259.08782920g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 8
  • Complexity: 234
  • 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: 1.9
  • Topological Polar Surface Area: 85.9?2

4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester Pricemore >>

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Additional information on 4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester

4-Thiazolecarboxylic Acid, 2-(Diethoxymethyl)-, Ethyl Ester: A Comprehensive Overview

4-Thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester (CAS No. 73956-16-8) is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the thiazole family, which is a heterocyclic aromatic ring containing sulfur and nitrogen atoms. The presence of the thiazole ring in this molecule contributes to its unique chemical properties and potential applications in drug design and synthesis.

The structure of 4-thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester is characterized by a thiazole ring with substituents at positions 2 and 4. At position 2, there is a diethoxymethyl group, which introduces steric bulk and potential for further functionalization. At position 4, the carboxylic acid group is present as an ethyl ester. This esterification not only enhances the solubility of the compound but also makes it more amenable to various chemical transformations.

Recent studies have highlighted the importance of thiazole derivatives in medicinal chemistry due to their diverse biological activities. For instance, 4-thiazolecarboxylic acid derivatives have been explored for their anti-inflammatory, antioxidant, and antimicrobial properties. The diethoxymethyl substituent in this compound has been shown to influence its pharmacokinetic profile, making it a promising candidate for drug delivery systems.

The synthesis of 4-thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester involves a multi-step process that typically begins with the preparation of the thiazole ring. This is followed by the introduction of the diethoxymethyl group through alkylation or substitution reactions. The final step involves the conversion of the carboxylic acid into its ethyl ester using standard esterification techniques. Researchers have optimized these steps to improve yield and purity, ensuring that the compound meets pharmaceutical standards.

In terms of applications, 4-thiazolecarboxylic acid derivatives have been extensively studied for their role in inhibiting various enzymes associated with inflammatory diseases. For example, recent findings suggest that this compound can modulate cyclooxygenase (COX) activity, making it a potential candidate for anti-inflammatory drug development. Additionally, its ability to scavenge free radicals has positioned it as a valuable component in antioxidant therapies.

The ethyl ester form of this compound plays a crucial role in its pharmacokinetics. Ester groups are known to enhance bioavailability by improving absorption across biological membranes. Studies have demonstrated that the diethoxymethyl substituent further enhances this property by reducing clearance rates and prolonging residence time in systemic circulation.

From an environmental perspective, researchers have investigated the biodegradability of 4-thiazolecarboxylic acid derivatives to ensure their safe disposal and minimize ecological impact. Results indicate that under aerobic conditions, these compounds undergo efficient microbial degradation, reducing concerns about long-term environmental persistence.

In conclusion, 4-thiazolecarboxylic acid, 2-(diethoxymethyl)-, ethyl ester (CAS No. 73956-16-8) stands out as a versatile compound with significant potential in pharmaceutical and biotechnological applications. Its unique structure and favorable pharmacokinetic properties make it a valuable tool in drug discovery and development. As research continues to uncover new insights into its biological activities and synthetic pathways, this compound is poised to play an increasingly important role in advancing modern medicine.

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