51841-95-3Relevant academic research and scientific papers
S,N-Chelated organotin(IV) compounds containing 6-phenylpyridazine-3- thiolate ligand-structural, antibacterial and antifungal study
Ozerianskyi, Andrii,Svec, Petr,Vankatova, Hana,Vejsova, Marcela,Ceslova, Lenka,Padelkova, Zdenka,Ruzicka, Ales,Holecek, Jaroslav
, p. 725 - 734 (2011)
A series of tri- and diorganotin(IV) compounds containing potentially chelating S,N-ligand(s) (LSN, where LSN is 6-phenylpyridazine-3-thiolate) were prepared and structurally characterized by multinuclear NMR spectroscopy. X-ray diff
Further optimization of the K-Cl cotransporter KCC2 antagonist ML077: Development of a highly selective and more potent in vitro probe
Delpire, Eric,Baranczak, Aleksandra,Waterson, Alex G.,Kim, Kwangho,Kett, Nathan,Morrison, Ryan D.,Scott Daniels,David Weaver,Lindsley, Craig W.
scheme or table, p. 4532 - 4535 (2012/08/08)
Further chemical optimization of the MLSCN/MLPCN probe ML077 (KCC2 IC 50 = 537 nM) proved to be challenging as the effort was characterized by steep SAR. However, a multi-dimensional iterative parallel synthesis approach proved productive. Here
Structure-activity relationship study of pyridazine derivatives as glutamate transporter EAAT2 activators
Xing, Xuechao,Chang, Ling-Chu,Kong, Qiongman,Colton, Craig K.,Lai, Liching,Glicksman, Marcie A.,Lin, Chien-Liang Glenn,Cuny, Gregory D.
, p. 5774 - 5777 (2011/10/18)
Excitatory amino acid transporter 2 (EAAT2) is the major glutamate transporter and functions to remove glutamate from synapses. A thiopyridazine derivative has been found to increase EAAT2 protein levels in astrocytes. A structure-activity relationship study revealed that several components of the molecule were required for activity, such as the thioether and pyridazine. Modification of the benzylthioether resulted in several derivatives (7-13, 7-15 and 7-17) that enhanced EAAT2 levels by >6-fold at concentrations 50 of 0.5 μM.
Design, synthesis, and structure-activity relationships of a series of 3-[2-(1-benzylpiperidin-4-yl)ethylamino]pyridazine derivatives as acetylcholinesterase inhibitors
Contreras,Parrot,Sippl,Rival,Wermuth
, p. 2707 - 2718 (2007/10/03)
Starting from the 3-[2-(1-benzylpiperidin-4-yl)ethylamino]-6-phenylpyridazine 1, we performed the design, the synthesis, and the structure-activity relationships of a series of pyridazine analogues acting as AChE inhibitors. Structural modifications were achieved on four different parts of compound 1 and led to the following observations: (i) introduction of a lipophilic environment in the C-5 position of the pyridazine ring is favorable for the AChE-inhibitory activity and the AChE/BuChE selectivity; (ii) substitution and various replacements of the C-6 phenyl group are possible and led to equivalent or slightly more active derivatives; (iii) isosteric replacements or modifications of the benzylpiperidine moiety are detrimental to the activity. Among all derivatives prepared, the indenopyridazine derivative 4g was found to be the more potent inhibitor with an IC50 of 10 nM on electric eel AChE. Compared to compound 1, this represents a 12-fold increase in potency. Moreover, 3-[2-(1-benzylpiperidin-4-yl)ethylamino]-5-methyl-6-phenylpyridazine 4c, which showed an IC50 of 21 nM, is 100-times more selective for human AChE (human BuChE/AChE ratio of 24) than the reference compound tacrine.
SYNTHESE D'ACYL-ALKYLIDENE-3 DIHYDROPYRIDAZINES PAR UNE REACTION D'EXTRUSION DE SOUFRE
Joliveau, Claudine,Wermuth, Camille-Georges
, p. 2295 - 2302 (2007/10/02)
Des acyl-alkylidene-3 dihydropyridazines sont obtenues par une reaction mettant en jeu l'extrusion du soufre des acyl-alkylthio-3 pyridazines N-alkylees correspondantes.Cette reaction d'extrusion n'a pas lieu sur des cycles pyridaziniques non alkyles sur
