Chemical and biological properties of some oxindolidyl-3-methines

Abstract

Several I-rnethyloxindolidyl-3-niethines have been synthesized, either by condensation of l-methyloxindole with an aldehyde, or by a Wittig reaction of a chloromethylene compound with a I-methylisatin. Whenexamined in the mass spectrometer theexpected ion reactions were observed and, in addition, a reaction involving expulsion of the carbonyl group of the oxindole moiety and rearrangement of the residual fragment, to give a 1-methylbenzo[b]azepinium ion was observed. The anions of the oxindo-.lidyluracilmethines 4 and 5, (R = Me, R ' = OH) had an absorption band near 380 mb but the corresponding neutral molecules absorbed at 325-350 mp. The 5-nitrofuran derivatives 3 were the only compounds that inhibited the growth of Bacillrrs srrbtilis.

Toward the Development of Specific G-Quadruplex Binders: Synthesis, Biophysical, and Biological Studies of New Hydrazone Derivatives

“…Afterward, the intermediate thus obtained was cyclized by Friedel–Crafts alkylation with AlCl 3 . The other starting materials, 2-bromo-1-(thiophen-3-yl)­ethan-1-one, 14a , 15 , 18 , 19 , and 22 , were prepared according to the literature. ,− …”

“…2,4-Diaminopyrimidine 11 is commercially available. The following compounds were prepared according to the literature: 2-bromo-1-(thiophen-3-yl)ethan-1-one, 20 14a, 17 15, 21 18, 22 19, 23 and 22. 24…”

“…The other starting materials, 2-bromo-1-(thiophen-3-yl)ethan-1-one, 14a, 15, 18, 19, 22, were prepared according to the literature. 17,[20][21][22][23][24]…”

Antitumor Activity of New Substituted 3-(5-Imidazo[2,1-b]thiazolylmethylene)-2-indolinones and 3-(5-Imidazo[2,1-b]thiadiazolylmethylene)-2-indolinones: Selectivity against Colon Tumor Cells and Effect on Cell Cycle-Related Events

“…For the spectra that are not reported here, see Table S1 of Supporting Information. 5-Chloro-2-indolinone and 2-oxindole are commercially available, whereas the other substituted 2-indolinones (5-hydroxy, 9 1-methyl-5-hydroxy, 10 1-methyl-5-methoxy, 10 5-methoxy, 11 5-fluoro, 12 5-carboxy, 13 1-methyl 14 ) and the starting aldehydes [(2,6-dimethyl-imidazo[2,1-b]thiazole-5-carboxaldehyde, 15 6-(2,5-dimethoxyphenyl)imidazo[2,1-b]thiazole-5-carboxaldehyde, 16 2-methyl-6-(2,5-dimethoxyphenyl)imidazo[2,1-b]thiazole-5-carboxaldehyde, 16 2-methyl-6-p-methylphenylimidazo[2,1-b]thiazole-5-carboxaldehyde, 17 2-methyl-6-p-chlorophenylimidazo[2,1-b]thiazole-5-carboxaldehyde, 18 2,6-dimethylimidazo[2,1-b]- [1,3,4]thiadiazole-5-carboxaldehyde, 19 2-methyl-6-p-chlorophenylimidazo [2,1-b] [1,3,4]thiadiazole-5-carboxaldehyde 20 ] were prepared according to the literature.…”

Synthesis and properties of n-[2-(benzoylamino) (2-oxoindolin-3-ylidene)acetyl]amino acids ethyl esters

“…Taking into consideration the reference sources the interest for chemistry of 2-oxoindolinacetic acids is conditioned by a significant biological activity of their derivatives [12,[14][15][16].…”