Refernces
10.3390/molecules25174009
The research focuses on the synthesis of potential haptens based on the morphine skeleton, aimed at developing a vaccination strategy against drug addiction and abuse. Haptens, which require a free amino or carboxylic group for coupling with an immunogenic carrier protein, were synthesized through reactions involving ethyl acrylate, ethyl bromoacetate, and N-(chloroacetyl)glycine ethyl ester. The study detailed the synthesis process, including N-demethylation and N-alkylation, and the subsequent hydrolysis to obtain N-carboxymethyl- and N-carboxyethyl-normorphine derivatives. The acid-base properties of these molecules were characterized using pH-potentiometry and NMR-pH titrations, with the protonation constants being determined to understand their pharmacokinetic behavior. The experiments utilized various reagents, solvents, and analytical techniques such as NMR, HR-MS, and potentiometric titrations to confirm the structures and physiochemical properties of the synthesized compounds.
10.1080/00397911.2015.1041048
The research details the convergent versus divergent three-step synthesis of the first (4-aminophenoxy)alkanoic acid-based tripodal melamines. The study aimed to develop novel tripodal N-substituted melamines as s-triazine derivatives, which have potential applications in the construction of luminescent enantiomorphic three-dimensional metal-organic frameworks. The researchers compared two synthetic routes, starting from either N-(4-hydroxyphenyl)acetamide (Paracetamol) for the convergent approach or cyanuric chloride with 4-aminophenol for the divergent approach. Key chemicals used in the process included Paracetamol, cyanuric chloride, 4-aminophenol, ethyl bromoacetate, and various reagents for the hydrolysis and etherification steps. The conclusions highlighted that N-(4-hydroxyphenyl)acetamide was a promising starting material for the convergent synthesis of the novel tripodal melamines with overall yields of 76% for (4-aminophenoxy)acetic acid and 47% for 4-(4-aminophenoxy)butyric acid derivatives. The divergent approach yielded similar compounds with overall yields ranging between 36 and 48%. The crucial steps in both strategies were the Williamson etherification of N-masked forms of 4-aminophenol and the acidic hydrolysis of the (4-aminophenoxy)alkanoic segments during their N-, O-chemoselective deprotection.
10.1515/znb-2008-1109
This research presents the synthesis and anticancer evaluation of novel 4-amino-3-(p-methoxybenzyl)-4,5-dihydro-1,2,4-triazole-5-one derivatives, aimed at developing potential anticancer agents. The study focused on the synthesis of these derivatives and their evaluation against a panel of 60 cell lines derived from nine cancer types. The conclusion drawn from the research was that the synthesized compounds showed mild antiproliferative activity, with the highest effectiveness observed against leukemia cell types, particularly the CCRF-CEM cell line, where compounds 3 and 6 exhibited tumoricidal activity. The chemicals used in the synthesis process included 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-one, ethyl bromoacetate, hydrazine hydrate, various aromatic aldehydes, phenylisothiocyanate, sodium hydroxide, and benzyl bromide, among others. The synthesized compounds were then screened for their anticancer activity at a fixed dose of 10 μM.
10.1021/jo01266a104
The study explores the synthesis and properties of 2-alkyl-3,4-dihydro-as-triazino [3,4-b]benzothiazol-3-ones and 1-pyrazoledithiocarboxylates. For the former, various methods were employed to synthesize these compounds, involving chemicals like 3-carbethoxymethyl-2-iminobenzothiazoline, hydrazine, alkyl hydrazines, and ethyl bromoacetate. These chemicals acted as starting materials or reagents to form the target compounds through reactions such as heating under reflux, hydrogenation, and treatment with acids or bases. The synthesized compounds' structures were confirmed through techniques like infrared spectroscopy and melting point comparison. For the latter, potassium pyrazolide reacted with carbon disulfide to form 1-pyrazoledithiocarboxylates, which were further reacted with alkyl halides to produce derivatives. These compounds and their derivatives were characterized by NMR spectroscopy and elemental analysis, revealing their structural and stability properties.
10.1246/bcsj.48.1249
The research explores two methods for synthesizing naphtho[1,8-bc]furans (VIa-VId). The first method involves decarboxylation of compounds IIa-IId, which were prepared from tetralone derivatives (Ia-Id) and ethyl bromoacetate. The yields of IIa-IId from Ia-Id were 45%, 43%, 49%, and 46% respectively. The second method involves heating compounds Va-Vd with acetic anhydride and sodium acetate, yielding VIa-VId at 34%, 46%, 46%, and 70% respectively. The study concludes that the presence of propionic acid residues in the starting materials may inhibit the free rotation of carbonyl groups, leading to lower yields. Additionally, the formation of lactones was observed as a side product in some reactions, which may also contribute to the lower yields of the desired furan compounds. The research highlights the challenges in synthesizing naphtho[1,8-bc]furans and suggests that further investigation into synthetic methods and reaction conditions is needed to improve yields and understand the underlying mechanisms.
10.1016/j.bmc.2015.05.026
The study focuses on the synthesis, molecular docking, and biological evaluation of 3-Arylfuran-2(5H)-ones as potential anti-gastric ulcer agents. The researchers synthesized twenty derivatives of 3-Arylfuran-2(5H)-ones and assessed their anti-Helicobacter pylori (anti-H. pylori), antioxidant, and urease inhibitory activities, which are crucial for combating H. pylori infections linked to gastritis and peptic ulcers. The results indicated that several compounds showed notable antioxidant and anti-H. pylori activities, with compound b9, 3-(3-methylphenyl)furan-2(5H)-one, demonstrating the most potent antioxidant activity and good anti-H. pylori activity, suggesting its potential as a novel anti-gastric ulcer agent. Additionally, the study explored the compounds' interactions with tyrosyl-tRNA synthetase (TyrRS) through molecular docking, providing insights into their mechanism of action.
10.1002/jhet.4167
The study focuses on the synthesis, characterization, and evaluation of novel 1,5-benzodiazepine derivatives (compounds 2-7) for their potential applications in corrosion inhibition and antibacterial activities. The chemicals used in the study include 1-ethyl-4-phenyl-1,5-benzodiazepine-2-thione, phosphorus pentasulfide, hydrazine hydrate, carbon disulfide, and various alkylating agents such as propargyl bromide, benzyl chloride, and ethyl bromoacetate. These chemicals served the purpose of synthesizing the target benzodiazepine derivatives through a series of reactions including sulfurization, condensation, and alkylation. The synthesized compounds were then characterized using spectroscopic techniques and single-crystal X-ray crystallography. The study aimed to determine the molecular and crystal structures of these compounds, analyze their intermolecular interactions through Hirshfeld surface analysis, and evaluate their potential as corrosion inhibitors for aluminum, copper, and iron in acidic media using Monte Carlo simulations. Additionally, the antibacterial activity of these compounds against Gram-positive and Gram-negative bacteria was assessed, with the results indicating their potential as antibacterial agents.
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