Design, synthesis andin vitroevaluation of the hybrids of oxindolylidene and imidazothiazolotriazine as efficient antiproliferative agents

Abstract

1,3-Diethyl-6-oxindolylidenetetrahydroimidazo[4,5-e]thiazolo[3,2-b]-1,2,4-triazine-2,7-dione with 2-propyl substituent at the nitrogen atom of oxindole fragment (1d) was identified previously as a lead compound in an antiproliferative agent discovery effort based on oxindolylidene derivatives of...

Tandem Michael addition/elimination – novel reactivity of pyridinium ylides in reaction with electron-deficient alkenes

“…According to literature data, this reaction proceeds in alcohol solvents in the presence of base. 9,12 Thus, we attempted to convert linear functionalized products 3 into angular heterocycles 6 . Indeed, reflux of the compound 3a bearing two CO 2 Et groups with stoichiometric amount of Et 3 N in methanol led to the rearranged product 6b in 63% yield (Scheme 4).…”

“…8 Previous studies of antitumor activity of imidazothiazolotriazines (namely, derivatives of imidazo[4,5- e ]thiazolo[3,2- b ]-1,2,4-triazines and imidazo[4,5- e ]thiazolo[2,3- c ]-1,2,4-triazines) revealed their high cytotoxicity against 60 human cancer cells (including Leukemia, Non-Small Cell Lung Cancer, Colon Cancer, CNS Cancer, Melanoma, Ovarian Cancer, Renal Cancer, Prostate Cancer and Breast Cancer). 9…”

Synthesis, Structures and Antifungal Activity of Selenoglycolurils

“…[18] 1‐Propylurea was obtained by previously reported procedure from PrNH 2 , hydrochloric acid, and KOCN [18] . 1,3‐Dipropylurea was obtained by previously reported procedure from 1‐propylurea and PrBr [35] . The isothouronium salts 2 a , 2 b , 2 g were synthesized by S‐methylation of compounds 1 a , 1 b , 1 g with MeI [19] …”

“…[18] 1,3-Dipropylurea was obtained by previously reported procedure from 1-propylurea and PrBr. [35] The isothouronium salts 2 a, 2 b, 2 g were synthesized by S-methylation of compounds 1 a, 1 b, 1 g with MeI. [19]…”

One‐pot regioselective synthesis of new imidazo[4,5‐e]thiazolo[3,2‐b][1,2,4]triazines by reaction of imidazotriazines with propargyl bromide

“…The starting imidazotriazinethiones 1a-f were obtained according to previously developed procedures [11,22,23].…”