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Polomo et al. reported 5-imino-1,2,4-thiadiazoles (ITDZs) as a first class of compounds able to inhibit GSK-3 in a substrate competitive manner. The class of ITDZs was identified by performing a detailed structure activity relationship study on a thiadiazolidinedione family. Thirty one ITDZ variants were synthesized, thirty of which were shown to have more than 60 % of enzymatic (GSK-3) inhibition at 10 µM concentrations. The IC50 values of these compounds were found in the low micromolar-submicromolar range (0.3-7.0 µM). The most potent compounds are listed in Table . No major difference in the IC50 values of the compounds 84-88 were found even by changing various functional groups at the positions R1 or R2 or R3 (Table ). However, a slightly negative change was observed when Br- in 86 was replaced with Cl- in 89 as a counter ion. Due to small differences in IC50 values of the various ITDZs analogs, it is hard to draw any conclusive structure activity relationship among these ITDZs.
Selected 1,3,4-Oxadiazole Analogs Acting as GSK-3β Inhibitors
Compound II was readily converted by treatment with sodium azide into bisfuroxanobenzo-2, 1, 3-thiadiazole (IV), which was reduced with triethylphosphite to give bisfurazanobenzo-2, 1, 3-thiadiazole (VII).
Reduction of VII with sodium hydrosulfite gave 4, 5-diamino-6, 7-(2', 1', 3'-oxadiazole)-benzo-2, 1, 3-thiadiazole (XI), which was cyclized to 4, 5-(2', 1', 3'-oxadiazole) benzo [1, 2-c : 3, 4-c'] bis [1, 2, 5] thiadiazole (XII) by treatment with N-sulfinylaniline.
Synthesis of 1,3,4-oxadiazoles - Organic Chemistry Portal
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06/06/2014 · Review
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Synthesis of 1,2,4-thiadiazoles - Organic Chemistry Portal
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2,5-Dimercapto-1,3,4-thiadiazole CAS 1072-71-5 | 840136
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substituted 2-amino-1,3,4-thiadiazole compounds ..
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1 applied ijans synthesis of 2,5 disubstituted 1,3 ..
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1,3,4-Thiadiazole and 1,2,4-triazole-3(4 H)-thione …
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