Cas no 126533-98-0 (Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate)

Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate is a heterocyclic compound featuring a thiazole core substituted with a piperidine moiety and an ethyl ester group. This structure imparts versatility in synthetic applications, particularly in pharmaceutical and agrochemical research. The piperidine ring enhances solubility and bioavailability, while the thiazole scaffold contributes to its potential as a bioactive intermediate. The ethyl ester group offers flexibility for further functionalization, making it valuable in derivatization and prodrug synthesis. Its well-defined chemical properties and stability under standard conditions ensure reliable performance in organic synthesis. This compound is particularly useful in the development of novel therapeutic agents and as a building block for complex molecular architectures.
Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate structure
126533-98-0 structure
Product Name:Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate
CAS No:126533-98-0
MF:C11H16N2O2S
MW:240.321941375732
MDL:MFCD22548818
CID:1029914
PubChem ID:15053545
Update Time:2025-06-08

Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate
    • Ethyl 2-(piperidin-1-yl)-1,3-thiazole-4-carboxylate
    • YDNOYPUXHJNTPT-UHFFFAOYSA-N
    • Ethyl 2-piperidinothiazole-4-carboxylate
    • AK134873
    • ST2419303
    • AB0068701
    • Z4058
    • 4-Thiazolecarboxylic acid, 2-(1-piperidinyl)-, ethyl ester
    • CS-0151680
    • SCHEMBL10464669
    • DTXSID80567606
    • DB-230343
    • DS-1982
    • AKOS016842557
    • Ethyl2-(piperidin-1-yl)thiazole-4-carboxylate
    • 126533-98-0
    • MFCD22548818
    • EN300-262075
    • A889413
    • ethyl 2-piperidin-1-yl-1,3-thiazole-4-carboxylate
    • MDL: MFCD22548818
    • Inchi: 1S/C11H16N2O2S/c1-2-15-10(14)9-8-16-11(12-9)13-6-4-3-5-7-13/h8H,2-7H2,1H3
    • InChI Key: YDNOYPUXHJNTPT-UHFFFAOYSA-N
    • SMILES: S1C=C(C(=O)OCC)N=C1N1CCCCC1

Computed Properties

  • Exact Mass: 240.09324893g/mol
  • Monoisotopic Mass: 240.09324893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 244
  • 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: 70.7
  • XLogP3: 2.8

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 359.1±34.0°C at 760 mmHg
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate Security Information

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Additional information on Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate

Comprehensive Overview of Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate (CAS No. 126533-98-0)

Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate (CAS No. 126533-98-0) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique thiazole and piperidine moieties, serves as a versatile intermediate in the synthesis of bioactive molecules. Its molecular structure, combining an ethyl carboxylate group with a piperidine-substituted thiazole, makes it a valuable building block for drug discovery and material science applications.

In recent years, the demand for heterocyclic compounds like Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate has surged due to their role in developing novel therapeutics. Researchers are particularly interested in its potential applications in central nervous system (CNS) drug development, given the piperidine ring's prevalence in neuroactive compounds. The thiazole core, known for its antimicrobial and anti-inflammatory properties, further enhances its appeal for medicinal chemistry projects.

From a synthetic perspective, CAS No. 126533-98-0 is often utilized in multicomponent reactions (MCRs) and catalyzed cross-coupling processes. Its reactivity stems from the electron-rich thiazole ring and the nucleophilic piperidine nitrogen, enabling diverse functionalization. This adaptability aligns with the growing trend of green chemistry, where efficient, atom-economical syntheses are prioritized. Laboratories focusing on sustainable synthesis frequently explore derivatives of this compound to minimize waste and energy consumption.

The compound's physicochemical properties, such as its moderate lipophilicity and hydrogen-bonding capacity, make it a candidate for drug delivery optimization. These traits are critical in addressing contemporary challenges like bioavailability enhancement and blood-brain barrier penetration—topics frequently searched in pharmacokinetic studies. Additionally, its stability under physiological conditions has prompted investigations into its use as a probe molecule in diagnostic assays.

Beyond pharmaceuticals, Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate finds niche applications in material science, particularly in designing organic semiconductors and ligands for catalysis. The conjugated thiazole system contributes to electron delocalization, a property exploited in optoelectronic devices. This intersection of chemistry and materials engineering reflects the broader convergence of disciplines in modern research.

Quality control of CAS No. 126533-98-0 involves advanced analytical techniques like HPLC-MS and NMR spectroscopy, ensuring high purity for research-grade applications. Suppliers and manufacturers emphasize batch-to-batch consistency, a key concern for laboratories requiring reproducible results. Discussions on analytical method validation for such compounds often dominate forums on laboratory best practices.

In summary, Ethyl 2-(piperidin-1-yl)thiazole-4-carboxylate exemplifies the innovation driving modern synthetic chemistry. Its multifaceted utility—from drug discovery to advanced materials—positions it as a compound of enduring relevance. As interdisciplinary research expands, so too will the applications of this structurally intriguing molecule.

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