1186236-58-7Relevant academic research and scientific papers
New 99mTc(CO)3-radiolabeled arylpiperazine pharmacophore as potent 5HT1A serotonin receptor radiotracer: Docking studies, chemical synthesis, radiolabeling, and biological evaluation
Erfani, Mostafa,Malek, Hadi,Sadat Ebrahimi, Seyed Esmaeil,Hassanzadeh, Leila
, p. 166 - 177 (2019)
In spite of previous efforts, there is lack of a radiotracer for imaging the 5HT1A receptor density in human brain, which is involved in several neurological brain disorders. The aim of this study was to prepare a new derivative of 1-(2-methoxyphenyl)piperazine (MPP) as a main chemical structure of 5HT1A receptor antagonist with 3-carbon linker and radiolabeled by [99mTc][Tc(CO)3(H2O)3]+ precursor. Docking studies before chemical synthesis showed similar fashion of interaction for both WAY100635 (potent 5HT1A receptor antagonist) and new designed ligand, despite of addition of 99mTc(CO)3 group in the structure of new ligand. MPP-(CH2)3-N3 was synthesized via three efficient and reliable chemical synthesis steps (more than 80% yield) then radiolabeled by addition of 2-ethynylpyridine and [99mTc][Tc(CO)3(H2O)3]+ precursor in one pot procedure (more than 95% radiochemical efficiency) through click chemistry method. After incubation, radiotracer was found stable in vitro up to 2?hours. Binding assays showed about 33% specific binding of radiotracer to the 5HT1A receptors. Brain biodistribution studies indicated (0.26?±?0.05)% ID/g hippocampus uptake at 30?minutes post injection, which its specificity was verified through blocking studies. These results suggested that new designed radioligand might serve as a potent SPECT imaging agent to estimate status of 5HT1A receptors.
Development of a Focused Library of Triazole-Linked Privileged-Structure-Based Conjugates Leading to the Discovery of Novel Phenotypic Hits against Protozoan Parasitic Infections
Uliassi, Elisa,Piazzi, Lorna,Belluti, Federica,Mazzanti, Andrea,Kaiser, Marcel,Brun, Reto,Moraes, Carolina B.,Freitas-Junior, Lucio H.,Gul, Sheraz,Kuzikov, Maria,Ellinger, Bernhard,Borsari, Chiara,Costi, Maria Paola,Bolognesi, Maria Laura
, p. 678 - 683 (2018)
Protozoan infections caused by Plasmodium, Leishmania, and Trypanosoma spp. contribute significantly to the burden of infectious diseases worldwide, causing severe morbidity and mortality. The inadequacy of available treatments calls for cost- and time-ef
A general procedure for carbon isotope labeling of linear urea derivatives with carbon dioxide
Babin, Victor,Sallustrau, Antoine,Loreau, Olivier,Caillé, Fabien,Goudet, Amélie,Cahuzac, Hélo?se,Del Vecchio, Antonio,Taran, Frédéric,Audisio, Davide
supporting information, p. 6680 - 6683 (2021/07/12)
Carbon isotope labeling is a traceless technology, which allows tracking the fate of organic compounds either in the environment or in living organisms. This article reports on a general approach to label urea derivatives with all carbon isotopes, including14C and11C, based on a Staudinger aza-Wittig sequence. It provides access to all aliphatic/aromatic urea combinations.
2-Amino-3-(1-(4-(4-(2-methoxyphenyl) piperazine-1-yl)butyl)-1H-1,2,3- triazol-4-yl) propanoic acid: Synthesized, 99mTc-tricarbonyl labeled, and bioevaluated as a potential 5HT1A receptor ligand
Hassanzadeh, Leila,Sadat Ebrahimi, Seyed Esmaeil,Erfani, Mostafa
, p. 371 - 376,6 (2020/08/24)
To develop a novel 5HT1A receptor imaging agent, a new methoxyphenyl piperazine derivative was synthesized and radiolabeled with 99mTc-tricarbonyl precursor. We used the Cu (I)-catalyzed cycloaddition of azide and terminal alkynes to
Further SAR study on 11-O-substituted aporphine analogues: Identification of highly potent dopamine D3 receptor ligands
Ye, Na,Wu, Qianqian,Zhu, Liyuan,Zheng, Longtai,Gao, Bo,Zhen, Xuechu,Zhang, Ao
experimental part, p. 1999 - 2008 (2011/04/26)
A series of new aporphine analogues (aporlogues) were prepared from appropriate aporphine precursors and arylpiperazines using the Click reaction protocol. These compounds displayed good to high affinity at the D3 receptor, low or no affinity at the D1 and D2 receptors. Compounds 7f and 11c stood out as the most potent at the D3 receptor among our newly synthesized aporlogues with Ki values of 2.67 and 1.14 nM, respectively. Further assay at the 5-HT1A receptor revealed that aporlogues 7f and 11c also showed high affinity at this receptor with Ki values of 9.68 and 7.59 nM, respectively. They were 3.6- and 6.6-fold more potent at the D3 over 5-HT1A receptors. Such D3/5-HT1A dual property of these compounds may be useful in the treatment of several brain disorders.
'Click' D1 receptor agonists with a 5-HT1A receptor pharmacophore producing D2 receptor activity
Zhang, Jing,Zhang, Hai,Cai, Wenxian,Yu, Leiping,Zhen, Xuechu,Zhang, Ao
experimental part, p. 4873 - 4880 (2009/12/04)
A series of new 1-aryl-3-benzazepine derivatives containing an arylpiperazinyl function as the N3 substituent were synthesized by combining a D1 receptor agonistic pharmacophore and a 5-HT1A receptor pharmacophore through Click reaction. Interestingly, these compounds generally do not have good binding affinity at the D1 receptor, but most compounds are potent at both D2 and 5-HT1A receptors. Compound 8h, containing 1-m-tolyl-benzazepine scaffold and 2-methoxyphenylpiperazine core, displayed good affinity at all tested receptors, with Ki values of 144, 80, and 133 nM, for the D1, D2, and 5-HT1A receptors, respectively. Compound 13 with the triazole moiety formed differently from that in 8h showed the highest affinity at the D2 receptor with Ki value of 19 nM. This compound also showed moderate affinity at the 5-HT1A (Ki, 105 nM), and D1 (Ki, 551 nM) receptors. Functional assays indicated that both compounds 13 and 8h are antagonists at D1 and D2 receptors, whereas full agonistic activity at the 5-HT1A receptor was observed. In agreement with the binding affinity, compound 13 is a high efficacy D2 antagonist and 5-HT1A agonist.
