7356-60-7Relevant articles and documents
Synthesis of three imidazole derivatives and corrosion inhibition performance for copper
He, Kang,Hou, Yanggao,Lei, Jiaheng,Ma, Sicai,Yang, Ze,Zhu, Limeng
, (2022/01/26)
Three imidazole derivatives, including 3-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyridine (PDI), 2-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyrazine (PAI) and 2-(4-(2,4-dichlorophenyl)-5-methyl-1H-imidazol-2-yl)pyrimidine (PMI), were synthesized. The structure of these compounds was confirmed by LC-MS, 1H NMR, 13C NMR and FTIR spectra. The inhibition performance in 3.5 wt% NaCl was investigated by electrochemical measurement and surface analysis. Results show that the corrosion efficiency of PDI (95.93%) was higher than PAI (69.61%) and PMI (20.46%), which is consistent with the adsorption energy calculated by molecular dynamics simulation. The corrosion inhibition mechanism could be explained by the metal–organic polymer film formed on the copper surface: on the one hand, the π-system formed by aromatic rings is tightly adsorbed on the copper substrates; on the other hand, the nitrogen atoms in the imidazole ring are coordinated with the metal ions in solution to form metal–organic polymer which could improve the compactness of the hydrophobic film.
Investigation of the possible pharmacologically active forms of the nicotinic acetylcholine receptor agonist anabaseine
Andrud, Kristin,Xing, Hong,Gabrielsen, Bjarne,Bloom, Linda,Mahnir, Vladimir,Lee, Stephen,Green, Benedict T.,Lindstrom, Jon,Kem, William
, (2019/11/11)
Three major forms of the nicotinic agonist toxin anabaseine (cyclic iminium, cyclic imine and the monocationic open-chain ammonium-ketone) co-exist in almost equal concentrations at physiological pH.We asked the question: Which of these forms is pharmacologically active? First, we investigated the pH dependence of anabaseine inhibition of [3H]-methylcarbamylcholine binding at rat brain α4β2 nicotinic acetylcholine receptors (nAChRs). These experiments indicated that one or both monocationic forms interact with the orthosteric binding site for ACh. However, since they occur at equal concentrations near physiological pH, we employed another approach, preparing a stable analog of each form and examining its agonist activities and binding affinities at several vertebrate brain and neuromuscular nAChRs. Only 2-(3-pyridyl)-1,4,5,6-tetrahydropyrimidine monohydrogen chloride (PTHP), the cyclic iminium analog, displayed nAChR potencies and binding affinities similar to anabaseine. The cyclic imine analog 2,3'-bipyridyl and the open-chain ammonium-ketone analog 5-methylamino-1-(3-pyridyl)-1-pentanone (MAPP), displayed ≤1% of the activity predicted if the one form was solely active. The lower potency of weakly basic 2,3'-bipyridyl can be explained by the presence of a small concentration of its monocationic form. Since the open chain ammonium-ketone monocationic form of anabaseine has some structural similarity to the neurotransmitter GABA, we also tested the ability of anabaseine and its 1,2-dehydropyrrolidinyl analog myosmine to activate a mammalian GABAA receptor, but no activity was detected. We conclude that the monocationic cyclic iminium is the form which avidly binds and activates vertebrate nAChRs.
Capsule-bowl conversion triggered by a guest reaction
Wang, Shitao,Sawada, Tomohisa,Fujita, Makoto
supporting information, p. 11653 - 11656 (2016/10/04)
A new M20L8 coordination capsule was synthesized. Owing to the structural flexibility and dynamic properties, the capsule showed wide scope for guest encapsulation. Furthermore, unique capsule-bowl conversion occurred upon a large guest encapsulation or a guest reaction.
