Cas no 371120-77-3 (2(3H)-Thiazolethione,5-ethyl-)

2(3H)-Thiazolethione,5-ethyl- is a sulfur-containing heterocyclic compound with potential applications in organic synthesis and pharmaceutical research. Its thiazolethione core structure offers reactivity useful for the development of thioamide derivatives and other sulfur-based intermediates. The ethyl substituent at the 5-position enhances its lipophilicity, which may improve solubility in organic solvents. This compound is of interest in medicinal chemistry due to its potential as a precursor for bioactive molecules, including antimicrobial or enzyme-inhibiting agents. Its stability under standard conditions makes it a practical choice for laboratory-scale reactions. Careful handling is recommended due to the presence of the reactive thione group.
2(3H)-Thiazolethione,5-ethyl- structure
2(3H)-Thiazolethione,5-ethyl- structure
Product Name:2(3H)-Thiazolethione,5-ethyl-
CAS No:371120-77-3
MF:C5H7NS2
MW:145.24577832222
CID:297722
PubChem ID:19369629
Update Time:2025-10-24

2(3H)-Thiazolethione,5-ethyl- Chemical and Physical Properties

Names and Identifiers

    • 2(3H)-Thiazolethione,5-ethyl-
    • 5-Ethyl-2-mercaptothiazole
    • 5-ethylthiazole-2-thiol
    • SCHEMBL422942
    • 5-ETHYL-3H-1,3-THIAZOLE-2-THIONE
    • 371120-77-3
    • AKOS013629092
    • 5-ethyl-1,3-thiazole-2-thiol
    • WS-00941
    • E72343
    • Inchi: 1S/C5H7NS2/c1-2-4-3-6-5(7)8-4/h3H,2H2,1H3,(H,6,7)
    • InChI Key: DVSVFZYHLJZODI-UHFFFAOYSA-N
    • SMILES: S1C(NC=C1CC)=S

Computed Properties

  • Exact Mass: 145.00211
  • Monoisotopic Mass: 145.00199157g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 139
  • 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: 1.7
  • Topological Polar Surface Area: 69.4?2

Experimental Properties

  • PSA: 12.03

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Additional information on 2(3H)-Thiazolethione,5-ethyl-

Professional Introduction to 2(3H)-Thiazolethione,5-ethyl- (CAS No. 371120-77-3)

2(3H)-Thiazolethione,5-ethyl-, identified by the Chemical Abstracts Service Number (CAS No.) 371120-77-3, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the thiazolethione class, a structural motif known for its broad spectrum of biological activities and utility in medicinal chemistry. The presence of an ethyl substituent at the 5-position of the thiazole ring introduces unique electronic and steric properties, making it a versatile scaffold for drug discovery and development.

The thiazolethione core is a sulfur-containing heterocycle that plays a pivotal role in medicinal chemistry due to its ability to interact with biological targets such as enzymes and receptors. The sulfur atom in thiazolethiones can participate in hydrogen bonding, metal coordination, and redox reactions, which are crucial for the design of bioactive molecules. The ethyl group at the 5-position further modulates the reactivity and pharmacokinetic properties of the compound, influencing its solubility, metabolic stability, and binding affinity.

In recent years, there has been a surge in research focused on developing novel thiazole derivatives as potential therapeutic agents. Studies have demonstrated that 2(3H)-Thiazolethione,5-ethyl- exhibits promising biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. These findings are supported by both in vitro and in vivo experimental data, which highlight the compound's ability to modulate key cellular pathways involved in disease progression.

One of the most intriguing aspects of 2(3H)-Thiazolethione,5-ethyl- is its potential as a lead compound for the development of targeted therapies. Researchers have leveraged computational chemistry and structure-activity relationship (SAR) studies to optimize its pharmacological profile. For instance, modifications at the 3-position of the thiazole ring have been explored to enhance binding interactions with specific protein targets. These efforts have led to the identification of analogs with improved potency and selectivity.

The pharmacological significance of thiazolethiones has been further underscored by their role in inhibiting enzymes such as thioredoxin reductase and cathepsin L. These enzymes are implicated in various pathological conditions, including cancer and neurodegenerative diseases. The ethyl-substituted derivative (CAS No. 371120-77-3) has been shown to exhibit inhibitory activity against these enzymes, suggesting its therapeutic potential in treating related disorders.

Moreover, synthetic methodologies for accessing 2(3H)-Thiazolethione,5-ethyl- have been refined to ensure high yield and purity. Modern synthetic approaches often involve transition-metal-catalyzed cross-coupling reactions and palladium-mediated transformations, which allow for efficient construction of complex thiazole derivatives. These advances have enabled researchers to explore diverse structural modifications and evaluate their impact on biological activity.

The integration of computational modeling with experimental techniques has been instrumental in understanding the mechanism of action of 2(3H)-Thiazolethione,5-ethyl-. Molecular docking studies have revealed that this compound interacts with target proteins through hydrophobic and polar interactions, providing insights into its binding mode. Such information is critical for designing next-generation drugs with enhanced efficacy and reduced side effects.

Recent preclinical studies have highlighted the potential of thiazole derivatives as antitumor agents. The ethyl-substituted derivative (CAS No. 371120-77-3) has demonstrated ability to induce apoptosis in cancer cells by disrupting mitochondrial function and inhibiting pro-survival signaling pathways. These findings align with emerging evidence suggesting that thiazolethiones can selectively target malignant cells while sparing healthy tissues.

The versatility of 2(3H)-Thiazolethione,5-ethyl- as a pharmacophore is further exemplified by its incorporation into multimodal therapeutic strategies. By combining it with other bioactive molecules or nanoparticles, researchers aim to develop synergistic approaches for treating complex diseases such as cancer and inflammation-related disorders. Such combinatorial therapies hold promise for overcoming drug resistance and improving patient outcomes.

In conclusion,2(3H)-Thiazolethione,5-ethyl- (CAS No. 371120-77-3) represents a significant advancement in pharmaceutical chemistry due to its unique structural features and broad spectrum of biological activities. Ongoing research continues to uncover new applications for this compound, reinforcing its importance as a lead molecule in drug discovery efforts aimed at addressing unmet medical needs.

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