22568-11-2Relevant articles and documents
Synthesis and structure of indole-, pyridine-, and benzimidazole-containing nitroethenes
Berestovitskaya,Ishmaeva,Litvinov,Vasil'eva,Vereshchagina,Ostroglyadov,Fattakhova,Beskrovnyi,Aleksandrova
, p. 1108 - 1114 (2004)
Previously unknown 2-(1,2-dimethylindol-3-yl)-1-nitroethene was synthesized, and procedures for preparing 2-(1-methylbenzimidazol-2-yl)- and 2-(3-pyridyl)-1-nitroethens were improved. The structures of the products were determined by spectroscopic methods and from their dipole moments. According to single crystal X-ray diffraction data, the (E)-2-(1-methylbenzimidazol-2-yl)-1- nitroethene molecules are virtually planar and are packed in stacks in the crystal lattice, with appreciable stacking interaction.
New Rigid Nicotine Analogues, Carrying a Norbornane Moiety, Are Potent Agonists of α7 and α3? Nicotinic Receptors
Manetti, Dina,Garifulina, Alexandra,Bartolucci, Gianluca,Bazzicalupi, Carla,Bellucci, Cristina,Chiaramonte, Niccolò,Dei, Silvia,Di Cesare Mannelli, Lorenzo,Ghelardini, Carla,Gratteri, Paola,Spirova, Ekaterina,Shelukhina, Irina,Teodori, Elisabetta,Varani, Katia,Tsetlin, Victor,Romanelli, Maria Novella
, p. 1887 - 1901 (2019)
A three-dimensional database search has been applied to design a series of endo- and exo-3-(pyridin-3-yl)bicyclo[2.2.1]heptan-2-amines as nicotinic receptor ligands. The synthesized compounds were tested in radioligand binding assay on rat cortex against [3H]-cytisine and [3H]-methyllycaconitine to measure their affinity for α4β2? and α7? nicotinic receptors. The new derivatives showed some preference for the α4β2? over the α7? subtype, with their affinity being dependent on the endo/exo isomerism and on the methylation degree of the basic nitrogen. The endo primary amines displayed the lowest Ki values on both receptor subtypes. Selected compounds (1a, 2a, 3a, and 6a) were tested on heterologously expressed α4β2, α7, and α3β2 receptors and on SHSY-5Y cells. Compounds 1a and 2a showed α4β2 antagonistic properties while behaved as full agonists on recombinant α7 and on SHSY5Y cells. On the α3β2 subtype, only the chloro derivative 2a showed full agonist activity and submicromolar potency (EC50 = 0.43 μM). The primary amines described here represent new chemotypes for the α7 and α3? receptor subtypes.
A photocatalyst-free photo-induced denitroalkylation of β-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature
Duan, Chunying,Hao, Xinyu,Jin, Kun,Li, Yaming,Wang, Jiaao,Zhang, Rong,Zhang, Siyu
supporting information, (2020/02/18)
A photocatalyst-free stereoselectively photo-induced strategy for the denitroalkylation of β-nitrostyrenes using 4-alkyl substituted Hantzsch esters as the alkyl source under xenon lamp irradiation is developed. The reaction proceeds at room temperature and affords the corresponding products in moderate to excellent yields. The oxidant di-t-butyl peroxide serves as an efficient radical initiator under irradiation of a Xenon lamp, initiating alkyl radicals from the 4-alkyl substituted Hantzsch esters.
