52157-81-0Relevant academic research and scientific papers
Synthesis and biological evaluation of novel pyrrolidine-2,5-dione derivatives as potential antidepressant agents. Part 1
Wróbel, Martyna Z.,Chodkowski, Andrzej,Herold, Franciszek,Gomó?ka, Anna,Kleps, Jerzy,Mazurek, Aleksander P.,Pluciński, Franciszek,Mazurek, Andrzej,Nowak, Gabriel,Siwek, Agata,Stachowicz, Katarzyna,S?awin?ska, Anna,Wolak, Ma?gorzata,Szewczyk, Bernadeta,Sata?a, Grzegorz,Bojarski, Andrzej J.,Tur?o, Jadwiga
, p. 484 - 500 (2013)
A series of 3-(1H-indol-3-yl)pyrrolidine-2,5-dione derivatives was synthesized and their biological activity was evaluated. The chemical structures of the newly prepared compounds were confirmed by 1H NMR, 13C NMR and ESI-HRMS spectra data. All tested compounds proved to be potent 5-HT1A receptor and serotonin transporter protein (SERT) ligands. Among them, compounds 15, 18, 19 and 30 showed significant affinity for 5-HT1A and SERT. Computer docking simulations carried out for compounds 15, 31 and 32 to models of 5-HT1A receptor and SERT confirm the results of biological tests. Due to high affinity for the 5-HT1A receptor and moderate affinity for SERT, compounds 31, 32, 35, and 37 were evaluated for their affinity for D2L, 5-HT6, 5-HT 7 and 5-HT2A receptors. In vivo tests, in turn, resulted in determining the functional activity of compounds 15, 18, 19 and 30 to the 5-HT1A receptor. The results of these tests indicate that all of the ligands possess properties characteristic of 5-HT1A receptor agonists.
Experimental and computational structural studies of 5-substituted-3-(1-arylmethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles
Bartyzel, Agata,Kaczor, Agnieszka A.,Kondej, Magda,St?pnicki, Piotr,Wróbel, Tomasz M.
, (2021)
Four compounds (1–4) reported in our previous work as potential antipsychotics with affinity for dopamine D2 and serotonin 5-HT1A and 5-HT2A receptors, were now subjected to detailed structural characterization. The X-ray
Synthesis, pharmacological and structural studies of 5-substituted-3-(1-arylmethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as multi-target ligands of aminergic GPCRs
Kondej,Wróbel, Tomasz M.,Silva, Andrea G.,St?pnicki,Kosz?a, Oliwia,K?dzierska, Ewa,Bartyzel,Bia?a, Gra?yna,Matosiuk, Dariusz,Loza, Maria I.,Castro, Marián,Kaczor, Agnieszka A.
, p. 673 - 689 (2019/07/31)
Schizophrenia is a complex disease with not fully understood pathomechanism, involving many neurotransmitters and their receptors. This is why it is best treated with multi-target drugs, such as second generation antipsychotics. Here we present 5-substitu
Novel 5-HT7 receptor inverse agonists. Synthesis and molecular modeling of arylpiperazine- and 1,2,3,4-tetrahydroisoquinoline-based arylsulfonamides.
Vermeulen, Erik S,van Smeden, Marjan,Schmidt, Anne W,Sprouse, Jeffrey S,Wikstroem, Hakan V,Grol, Cor J
, p. 5451 - 5466 (2007/10/03)
A series of arylpiperazine- and 1,2,3,4-tetrahydroisoquinoline-based arylsulfonamides was synthesized and evaluated for their interactions with the constitutively active 5-HT7 receptor. Effects on basal adenylate cyclase activity were measured using HEK-293 cells expressing the rat 5-HT7. All ligands produced a decrease of adenylate cyclase activity, indicative of their inverse agonism. Additionally, computational studies with a set of 22 inverse agonists, including these novel inverse agonists and inverse agonists known from literature, resulted in a pharmacophore model and a CoMFA model (R2 = 0.97, SE = 0.18). Docking of inverse agonists at the binding site of a model of the helical parts of the 5-HT7 receptor, based on the alpha carbon template for 7-TM GPCRs, revealed interesting molecular interactions and a possible explanation for observed structure-activity relationships.
Compounds and methods
-
, (2008/06/13)
A method of treating a CCR5-mediated disease state in mammals which comprises administering to a mammal in need of such treatment, an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof.
3-(Tetrahydropyridinyl)indoles
Gharagozloo, Parviz,Miyauchi, Masao,Birdsall, Nigel J.M.
, p. 10185 - 10192 (2007/10/03)
Substituted indoles have been condensed with N-benzyl-4-piperidone to give 3-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles. Under basic conditions, 5-, 6-, and 7- (but not 4-) substituted indoles give reasonable yields of the product. For condensation with 4-substituted indoles, acidic conditions and the presence of at least a 3-fold excess of N-benzyl-4-piperidone are beneficial. Under basic conditions, the condensation of indoles with N-substituted-3-piperidones is highly regioselective with the regioselectivity depending on the nature of the N-substituent. 4-Substituted indoles do not react with N-substituted-3-piperidones under basic conditions but give a single product under acidic conditions.
Omega-[4-(3"-indolyl)-piperidino]-alkyl-arylketones as nevroleptics
-
, (2008/06/13)
Novel [4'-(3"-indolyl)-piperidino]-alkyl-arylketones of the formula SPC1 Wherein R is selected from the group consisting of hydrogen and alkoxy of 1 to 5 carbon atoms, R1 and R2 are individually selected from the group consisting of
