34277-78-6Relevant articles and documents
1,2,4-Thiadiazole acyclic nucleoside phosphonates as inhibitors of cysteine dependent enzymes cathepsin K and GSK-3β
Pomeislová, Alice,Otmar, Miroslav,Rube?ová, Petra,Beny?ek, Jakub,Matou?ová, Marika,Mertlíková-Kaiserová, Helena,Pohl, Radek,Po?tová Slavětínská, Lenka,Pomeisl, Karel,Kre?merová, Marcela
, (2021/01/18)
In analogy to antiviral acyclic nucleoside phosphonates, a series of 5-amino-3-oxo-1,2,4-thiadiazol-3(2H)-ones bearing a 2-phosphonomethoxyethyl (PME) or 3-hydroxy-2-(phosphonomethoxy)propyl (HPMP) group at the position 2 of the heterocyclic moiety has be
Non-ATP competitive glycogen synthase kinase 3β (GSK-3β) inhibitors: Study of structural requirements for thiadiazolidinone derivatives
Castro, Ana,Encinas, Arantxa,Gil, Carmen,Braese, Stefan,Porcal, Williams,Perez, Concepcion,Moreno, Francisco J.,Martinez, Ana
, p. 495 - 510 (2008/04/05)
The 2,4-disubstituted thiadiazolidinones (TDZD) were described as the first non-ATP competitive GSK-3β inhibitors. New modifications in this heterocyclic ring are here reported to study the influence on the biological activity. The basic skeleton of 1,2,4-thiadiazole and also one of the carbonyl groups are kept, while different modifications are introduced in positions 3 and 5, respectively. The GSK-3β activity of the new thiadiazole derivatives here synthesized showed IC50 values for some of the compounds in the micromolar range. Additionally, ATP competition studies have been carried out, showing that as well as the first generation of TDZD, these new compounds act in a non-competitive manner. With this study, additional requirements for the biological activity of the TDZD family have been delineated.
Synthesis of 2-(2',3'-Dihydroxypropyl)-5-amino-2H-1,2,4-thiadiazol-3-one and 3-(2',3'-Dihydroxypropyl)-5-amino-3H-1,3,4-thiadiazol-2-one
Parkanyi, Cyril,Yuan, Hui Liang,Cho, Nam Sook,Jaw, JIn-Hwa J.,Woodhouse, Tamar E.,Aung, Thomas L.
, p. 1331 - 1334 (2007/10/02)
The synthesis of two new acyclic nucleoside analogs, 2-(2',3'-dihydroxypropyl)-5-amino-2H-1,2,4-thiadiazol-3-one (1) and 3-(2',3'-dihydroxypropyl)-5-amino-3H-1,3,4-thiadiazol-2-one (2), is reported.The first compound, 1, was obtained by reaction of 3-chloro-1,2-propanediol with the sodium salt of 5-amino-2H-1,2,4-thiadiazol-3-one (3) in anhydrous dimethylformamide.Similarly, 5-amino-3H-1,3,4-thiadiazol-2-one (4) reacted with 3-chloro-1,2-propanediol to give 2.The thiadiazole 4 was prepared by condensation-cyclization of hydrazothiodicarbonamide (9).