Ondachi, Pauline W. published the artcileSynthesis, Nicotinic Acetylcholine Receptor Binding, and in Vitro and in Vivo Pharmacological Properties of 2′-Fluoro-(substituted thiophenyl)deschloroepibatidine Analogues, Synthetic Route of 957345-71-0, the publication is ACS Chemical Neuroscience (2017), 8(1), 115-127, database is CAplus and MEDLINE.
The synthesis, nAChR in vitro and in vivo pharmacol. properties of 2′-fluoro-3′-(substituted thiophenyl)deschloroepibatidine analogs are presented herein. All had subnanomolar affinity at α4β2*-nAChRs. Contrary to lead structure epibatidine, a potent nAChR agonist, all were potent α4β2- and α3β4-AChR antagonists in an in vitro functional assay. In vivo, the compounds were also nAChR antagonists with various degrees of agonist activity. Many of the compounds had no agonist effects in the tail-flick, hot-plate, hypothermia, or spontaneous activity tests, whereas others did not have agonist activity in the tail-flick and hot-plate tests but like varenicline, were agonists in the hypothermia and spontaneous activity tests. Compound 4-(5-(7-azabicyclo[2.2.1]hept-2-yl)-2-fluoropyridin-3-yl)thiophene-2-carboxamide had agonist activity in all four in vivo tests. All the compounds were antagonists of nicotine-induced antinociception in the tail-flick test and most were antagonists of nicotine-induced antinociception in the hot-plate test. Compound 2-[5-(4-chlorothiophen-2-yl)-6-fluoropyridin-3-yl]-7-azabicyclo[2.2.1]heptane which had a Ki = 0.86 nM in the binding assay similar potency at α4β2/α3β4 with selectivity relative to α7 nAChRs, AD50 value of 0.001 μg/kg in the tail-flick test with no agonist activity in the in vitro or in vivo test had one of the more interesting profiles.
ACS Chemical Neuroscience published new progress about 957345-71-0. 957345-71-0 belongs to amides-buliding-blocks, auxiliary class Boronate Esters,Boronic acid and ester,Boronic acid and ester, name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxamide, and the molecular formula is C11H16BNO3S, Synthetic Route of 957345-71-0.
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