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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Thiazolecarboxylic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Thiazoles Thiazolecarboxylic acids and derivatives

Recent Advances in the Study of Ethyl 2-(Cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate (CAS: 866769-73-5)

Ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate (CAS: 866769-73-5) is a thiazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential pharmacological properties. Recent studies have explored its synthesis, structural modifications, and biological activities, particularly in the context of drug discovery and development. This research brief aims to summarize the latest findings related to this compound, highlighting its applications and mechanistic insights.

The compound belongs to the thiazole class, which is known for its diverse biological activities, including antimicrobial, antiviral, and anticancer properties. The presence of the cyclopropylamino and carboxylate functional groups in ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate suggests its potential as a scaffold for designing novel therapeutic agents. Recent synthetic approaches have focused on optimizing the yield and purity of this compound, with advancements in green chemistry techniques reducing the environmental impact of its production.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the anticancer activity of ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate against various cancer cell lines. The results demonstrated significant inhibitory effects on the proliferation of breast cancer (MCF-7) and lung cancer (A549) cells, with IC50 values in the low micromolar range. Mechanistic studies revealed that the compound induces apoptosis via the mitochondrial pathway, accompanied by the activation of caspase-3 and -9. These findings suggest its potential as a lead compound for further development in oncology.

Another recent study, published in Bioorganic & Medicinal Chemistry Letters, explored the antimicrobial properties of this thiazole derivative. The compound exhibited broad-spectrum activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA), with minimal inhibitory concentrations (MICs) comparable to standard antibiotics. Molecular docking studies indicated that the compound interacts with bacterial DNA gyrase, a key target for antibacterial agents, providing a plausible mechanism for its activity.

Beyond its direct biological effects, ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate has also been investigated as a building block for more complex molecules. For instance, a 2024 study in European Journal of Medicinal Chemistry reported its use in the synthesis of hybrid molecules combining thiazole and quinoline moieties. These hybrids displayed enhanced antimalarial activity against Plasmodium falciparum, with improved pharmacokinetic profiles compared to their parent compounds.

In conclusion, ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate (CAS: 866769-73-5) represents a promising scaffold in medicinal chemistry, with demonstrated activities in anticancer, antimicrobial, and antiparasitic applications. Future research should focus on optimizing its pharmacokinetic properties and exploring its potential in combination therapies. The compound's versatility and efficacy underscore its value as a subject of ongoing investigation in the quest for novel therapeutic agents.

• 1269152-06-8(ethyl 2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylate hydrochloride)
• 4280-80-2(ethyl 2-(ethylamino)-4-methyl-1,3-thiazole-5-carboxylate)
• 22900-84-1(Ethyl 4-Methyl-2-(propylamino)-1,3-thiazole-5-carboxylate)
• 852400-27-2(ETHYL 4-METHYL-2-(PENTYLAMINO)-1,3-THIAZOLE-5-CARBOXYLATE)
• 1030201-03-6(Ethyl 2-(cyclohexylamino)-4-methyl-1,3-thiazole-5-carboxylate)
• 22900-85-2(ethyl 4-methyl-2-(propan-2-yl)amino-1,3-thiazole-5-carboxylate)
• 886497-64-9(Ethyl 2-(Butylamino)-4-methyl-1,3-thiazole-5-carboxylate)
• 162651-10-7(2-(cyclopropylamino)-4-methyl-1,3-thiazole-5-carboxylic Acid)
• 852389-01-6(Ethyl 4-Methyl-2-(pentan-2-yl)amino-1,3-thiazole-5-carboxylate)
• 886497-55-8(ethyl 2-(butan-2-yl)amino-4-methyl-1,3-thiazole-5-carboxylate)