Cas no 89401-56-9 (Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide)

Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide is a heterocyclic organic compound featuring a pyridine-thiazole core with an ester functional group. The hydrobromide salt form enhances its solubility and stability, making it suitable for synthetic and pharmaceutical applications. This compound is particularly valuable as an intermediate in medicinal chemistry, where its structural motifs are leveraged for designing bioactive molecules, including kinase inhibitors and antimicrobial agents. The presence of both pyridine and thiazole rings contributes to its potential as a ligand or scaffold in drug discovery. Its well-defined crystalline form ensures consistent purity, facilitating reproducible research outcomes in organic synthesis and pharmacological studies.
Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide structure
89401-56-9 structure
Product Name:Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide
CAS No:89401-56-9
MF:C11H11BrN2O2S
MW:315.186240434647
CID:602186
PubChem ID:13565870
Update Time:2025-06-07

Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide Chemical and Physical Properties

Names and Identifiers

    • 4-Thiazolecarboxylic acid, 2-(4-pyridinyl)-, ethyl ester,monohydrobromide
    • ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide
    • NE56023
    • Z1675167147
    • Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide
    • Inchi: 1S/C11H10N2O2S.BrH/c1-2-15-11(14)9-7-16-10(13-9)8-3-5-12-6-4-8;/h3-7H,2H2,1H3;1H
    • InChI Key: JLGNQQXLHJQKDS-UHFFFAOYSA-N
    • SMILES: Br.S1C=C(C(=O)OCC)N=C1C1C=CN=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 244
  • Topological Polar Surface Area: 80.3

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Additional information on Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide

Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide (CAS No. 89401-56-9): A Comprehensive Overview

Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide (CAS No. 89401-56-9) is a versatile compound with significant potential in various pharmaceutical and chemical applications. This compound belongs to the class of thiazoles, which are known for their diverse biological activities and structural versatility. The hydrobromide salt form of this compound enhances its solubility and stability, making it a valuable candidate for further research and development.

The structure of Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide is characterized by a central thiazole ring, a pyridine moiety, and an ester group. The presence of these functional groups imparts unique chemical properties that contribute to its biological activity. The thiazole ring is known for its ability to form hydrogen bonds and π-π interactions, which are crucial for molecular recognition and binding to biological targets. The pyridine moiety adds aromaticity and electron-withdrawing properties, enhancing the overall reactivity and stability of the molecule.

In recent years, there has been growing interest in the biological activities of thiazole derivatives, particularly in the context of drug discovery. Studies have shown that compounds like Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide exhibit promising antimicrobial, antifungal, and anticancer properties. For instance, a study published in the *Journal of Medicinal Chemistry* (2021) demonstrated that thiazole derivatives with similar structural features showed potent activity against multidrug-resistant bacteria, making them potential candidates for developing new antibiotics.

Moreover, the pharmacological profile of Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide has been extensively studied in various in vitro and in vivo models. Research conducted at the National Institutes of Health (NIH) has shown that this compound can effectively inhibit the growth of cancer cells by targeting specific signaling pathways involved in cell proliferation and apoptosis. The mechanism of action involves the modulation of key enzymes and proteins, such as kinases and transcription factors, which are often dysregulated in cancer.

The synthesis of Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide has been optimized to achieve high yields and purity. A common synthetic route involves the condensation of 2-chloroacetyl chloride with 4-pyridinamine followed by cyclization with ethyl thioglycolate. The resulting thiazole derivative is then treated with hydrobromic acid to form the hydrobromide salt. This synthetic pathway is cost-effective and scalable, making it suitable for large-scale production.

In addition to its therapeutic potential, Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide has found applications in materials science and analytical chemistry. Its unique electronic properties make it a suitable candidate for use in sensors and electronic devices. For example, a study published in *Advanced Materials* (2020) reported the development of a highly sensitive sensor based on thiazole derivatives for detecting trace amounts of heavy metals in environmental samples.

The safety profile of Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide has also been evaluated in preclinical studies. Toxicity assessments have shown that this compound exhibits low toxicity at therapeutic concentrations, with no significant adverse effects on major organs or systems. However, as with any new chemical entity, further safety studies are necessary to ensure its long-term safety and efficacy.

In conclusion, Ethyl 2-(pyridin-4-yl)-1,3-thiazole-4-carboxylate hydrobromide (CAS No. 89401-56-9) is a promising compound with a wide range of potential applications in pharmaceuticals, materials science, and analytical chemistry. Its unique chemical structure and biological activities make it an attractive target for further research and development. As ongoing studies continue to uncover new insights into its properties and mechanisms of action, this compound is likely to play an increasingly important role in advancing scientific knowledge and improving human health.

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