62625-55-2Relevant academic research and scientific papers
2,5-Disubstituted thiadiazoles as potent β-glucuronidase inhibitors; Synthesis, in vitro and in silico studies
Taha, Muhammad,Barak Almandil, Noor,Rashid, Umer,Ali, Muhammad,Ibrahim, Mohamed,Gollapalli, Mohammed,Mosaddik, Ashik,Mohammed Khan, Khalid
, (2019/07/31)
Twenty-five thiadiazole derivatives 1–25 were synthesized from methyl 4-methoxybenzoate via hydrazide and thio-hydrazide intermediates, and evaluated for their potential against β-glucuronidase enzyme. Most of the compounds including 1 (IC50 = 26.05 ± 0.60 μM), 2 (IC50 = 42.53 ± 0.80 μM), 4 (IC50 = 38.74 ± 0.70 μM), 5 (IC50 = 9.30 ± 0.29 μM), 6 (IC50 = 6.74 ± 0.26 μM), 7 (IC50 = 18.40 ± 0.66 μM), and 15 (IC50 = 18.10 ± 0.53 μM) exhibited superior activity potential than the standard D-saccharic acid-1,4-lactone (IC50 = 48.4 ± 1.25 μM). Molecular docking studies were conducted to correlate the in vitro results and to identify possible mode of interaction with enzyme active site.
5′-Phenyl-3′H-spiro[indoline-3,2′-[1,3,4]thiadiazol]-2-one inhibitors of ADAMTS-5 (Aggrecanase-2)
Bursavich, Matthew G.,Gilbert, Adam M.,Lombardi, Sabrina,Georgiadis, Katy E.,Reifenberg, Erica,Flannery, Carl R.,Morris, Elisabeth A.
, p. 5630 - 5633 (2008/03/14)
5′-Phenyl-3′H-spiro[indoline-3,2′-[1,3,4]thiadiazol]-2-one inhibitors of ADAMTS-5 (Aggrecanase-2) have been prepared via commercially available starting materials. Selected compounds 23, 33-35 show sub-micromolar ADAMTS-5 potency and strong SAR trends with selectivity over the related metalloproteases ADAMTS-4 (Aggrecanase-1), MMP12, and MMP13. This series of compounds represents progress toward a selective ADAMTS-5 inhibitor as a disease modifying osteoarthritis drug.
HETEROCYCLIZATION OF DERIVATIVES OF THIONCARBOXYLIC ACIDS TO 1,3,4-THIADIAZOLES UNDER THE ACTION OF TERT-BUTYL HYPOCHLORITE
Demchuk, D. V.,Lutsenko, A. I.,Troyanskii, E. I.,Nikishin, G. I.
, p. 1690 - 1695 (2007/10/02)
A method for synthesis of 2-alkyl-5-aryl- and 2,5-diaryl-1,3,4-thiadiazoles by successive reaction of thioamides with tert-butyl hypochlorite and benzothiohydrazides was developed.The first step in the formation of 1,3,4-thiadiazoles consists of oxidation
SEMICARBAZONES AND THIOSEMICARBAZONES OF THE HETEROCYCLIC SERIES. XLIV. CYCLIZATION OF ISATIN AND 1-ACETYLISATIN 3-THIOBENZOYLHYDRAZONES
Tomchin, A.B.
, p. 504 - 510 (2007/10/02)
Isatin 3-thiobenzoylhydrazone undergoes cyclization with the addition of the sulfur atom to the C3 atom and closure of the thiadiazole ring.In contrast, 3-thioaroylhydrazones of 1-acetylisatin undergo cyclization with participation of C2 and close the thiadiazine ring with the formation of derivatives of the new heterocyclic system thiadiazinoindole.
