Synthesis, Intramolecular Cyclization, and Antinociceptive Activity of Substituted 2-[2-(4-Nitrobenzoyl)hydrazinylidene]-4-oxobut-2-enoic Acids

Synthesis, intramolecular cyclization and anti-inflammatory activity of substituted 2-(2-(Furan-2-carbonyl)hydrazono)-4-oxobutanoic Acids

“…The IR spectra of compounds 4a-h contain an absorption band in the region 1776-1811 cm -1 , which is characteristic of the stretching vibrations of the lactone carbonyl of the furan-2(3H)-one ring, and an absorption band in the region 3116-3186 cm -1 , which is characteristic of the stretching vibrations of the amino group. According to 1 Н NMR data in DMSO-d6, compounds 4a, 4c-f are present as two geometric The spectral data of compounds 4a-h are in good agreement with the corresponding spectral data of N-[5-aryl-2oxofuran-3(2H)-ylidene]-4-methylbenzohydrazides, which have a similar structure [28].…”

“…Previously, we proposed a simple method for the preparation of 3-hydrazinylidenefuran-2(3Н)-one derivatives by intramolecular cyclization of substituted 2-(2-(4-R-benzoyl)hydrazono)-4-oxobutanoic acids in the presence of acetic or propionic anhydride [28,29]. Furthermore, this method was applied to the synthesis of 3-(imino(thien-2-yl))furan-2(3H)ones derivatives, which include the pharmacophore fragment, Gewald aminothiophene [30] (Scheme 1).…”

Synthesis, recyclization under the action of methanol and analgetic activity of N'-(5-aryl-2-oxofuran-3(2H)-ylidene)furan-2-carbohydrazides

“…This fragment was found in the structure of various biologically active and natural compounds [33,34], which indicates that this idea is worth developing. Previously, we proposed a simple method for the preparation of 3-hydrazinylidenefuran-2(3H)-one derivatives by intramolecular cyclization of substituted 2-[2-(4-Rbenzoyl)hydrazinylidene]-4-oxobutanoic acids in the presence of acetic or propionic anhydride [35,36]. Furthermore, this method was applied to 3-imino(thiophen-2-yl)furan-2(3H)-ones derivatives, which include the pharmacophore fragment, Gewald aminothiophene [37][38][39][40][41].…”