Structure-based optimization of oxadiazole-based GSK-3 inhibitors

Synthesis of benzimidazole based thiadiazole and carbohydrazide conjugates as glycogen synthase kinase-3β inhibitors with anti-depressant activity

“…22 The thiadiazole as well as its bioisosteric oxadiazole heterocyclic frameworks have been regarded as the privileged scaffolds for GSK-3 inhibitory activity. 24,25 Also, the carbohydrazide motif possesses favourable H-bond donors as well as acceptors for it to interact strongly with the GSK-3β target site and hence could give higher GSK-3β inhibition (and consequently better antidepressant activity). Keeping this in view, we attempted conjugation of benzimidazole with 2-(alkyl/aryl)amino-1,3,4-thiadiazoles and aryl/heteroaryl carbohydrazides under a single construct through methylene linkage.…”

Strategies for the Efficient Synthesis of Biheterocyclic 5-[2-(Trifluoromethylheteroaryl)-ethyl]-1,3,4-oxadiazoles from Levulinic Acid

“…To this end, we carried out alkylation reactions with 2-bromoacetophenone and acylation reactions with acetyl anhydride and trichloroacetyl chloride of the series 7b-d, as summarized in Scheme 3, using adaptations of experimental methodologies described in the literature. 26,27 The characterization data of all of the synthesized compounds are given in the Experimental section. All of the newly synthesized compounds gave satisfactory analyses for the proposed structures, which were confirmed based on their 1D / 2D NMR (nuclear magnetic resonance) and HRMS (high resolution mass spectrometry) spectral data.…”

Cognitive Enhancers (Nootropics). Part 2: Drugs Interacting with Enzymes. Update 2014

“…Potent GSK-3␤ inhibitors were described by researchers at universities (in alphabetical order of their location): Technical University of Darmstadt [471], Martin-Luther University Halle [472][473][474], Zhejiang University of Technology, Hangzhou, China [475,476], CSIC Madrid [477][478][479][480], Hanyang University College of Medicine, Seoul [481], Fudan University Shanghai [482][483][484], and Tel Aviv University [485].…”