10.1080/00397910802326570
The research focuses on the facile and rapid synthesis of α-amidoester derivatives using the three-component Passerini reaction (P-3CR). The study investigates the modification of ethyl-3-bromopyruvate (Et-3-BrP), a biologically active compound with potential pharmaceutical applications, to synthesize highly functionalized β-dicarbonyl derivatives containing N-protected amino acid residues and various carboxylic ester derivatives. The experiments involve the reaction of alkyl isocyanide with ethyl 3-bromopyruvate in the presence of carboxylic acids, which proceeds smoothly at ambient temperature in ethanol to yield the desired α-amidoester derivatives in 63–92% yields. The structures of the synthesized compounds were confirmed through elemental analyses, infrared (IR) spectroscopy, and high-field 1H and 13C nuclear magnetic resonance (NMR) spectroscopy. Mass spectrometry was also used to determine the molecular weights of the products. The research provides a simple, one-pot method for synthesizing α-amidoester derivatives under neutral conditions without the need for activation or modification of the starting materials.
10.1007/s00044-013-0887-7
This research presents the synthesis and anticonvulsant evaluation of new 6-bromoimidazo[1,2-a]pyridine-2-carbohydrazide derivatives, which are designed to possess biologically active hydrazone functionality and substituted 1,2,4-triazole moieties. The purpose of the study was to develop novel antiepileptic drugs with improved therapeutic actions and reduced toxicity. The synthesis involved various chemicals such as 5-bromo-2-aminopyridine, ethyl bromopyruvate, hydrazine hydrate, aromatic aldehydes, carbon disulfide, potassium hydroxide, and different alkyl/benzyl halides. The structures of the synthesized compounds were confirmed through spectral techniques like FTIR, 1H NMR, 13C NMR, and mass spectrometry. The in vivo anticonvulsant properties were assessed using maximal electroshock seizure and subcutaneous pentylene tetrazole methods, with toxicity studies performed using the rotarod method. The research concluded that most of the new compounds exhibited significant anticonvulsant properties without toxicity up to 100 mg/kg, with compounds 3b and 4 showing complete protection against seizures, comparable to the standard drug diazepam. These findings suggest that linking imidazo[1,2-a]pyridines with triazole and hydrazone moieties can lead to potent anticonvulsants with minimal side effects.
Xi, 
T
