2020
DOI: 10.1039/c9ra09831c
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Synthesis and amide imidic prototropic tautomerization in thiophene-2-carbohydrazide: XRD, DFT/HSA-computation, DNA-docking, TG and isoconversional kineticsviaFWO and KAS models

Abstract: Thiophene-2-carbohydrazide as a novel small-molecule amide tautomer has been synthesized with an acceptable yield under microwave radiation (MW) conditions.

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Cited by 14 publications
(7 citation statements)
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“…As shown in the first two steps, the reaction is initiated by the amide–iminol tautomerism, induced by the relocation of a proton from the nitrogen atom to the oxygen atom in the primary amide group . The proton transfer is often assisted by the nearby water molecule or gold surface.…”
Section: Resultsmentioning
confidence: 99%
“…As shown in the first two steps, the reaction is initiated by the amide–iminol tautomerism, induced by the relocation of a proton from the nitrogen atom to the oxygen atom in the primary amide group . The proton transfer is often assisted by the nearby water molecule or gold surface.…”
Section: Resultsmentioning
confidence: 99%
“…These advantages include (i) their strong DNA binding capability and (ii) the highly selective permeability of Cu (II) ions through the cell membrane of cancer cells. [ 61,62 ] Similarly, Co (II) and Ni (II) complexes exhibited beneficial properties including (i) low toxicity, (ii) easy penetration of the cell membrane of microorganisms and (iii) treatment of various diseases. [ 63,64 ]…”
Section: Introductionmentioning
confidence: 99%
“…These advantages include (i) their strong DNA binding capability and (ii) the highly selective permeability of Cu (II) ions through the cell membrane of cancer cells. [61,62] Similarly, Co (II) and Ni (II) complexes exhibited beneficial properties including (i) low toxicity, (ii) easy penetration of the cell membrane of microorganisms and (iii) treatment of various diseases. [63,64] Based on the previously mentioned facts and as an expansion of our interest in hydrazones derived from DAR, [28] the current study aims to synthesize a new bis (tridentate) hydrazone ligand, 4,6-bis(2-hydroxynaphthalen-1yl)methylene)hydrazono) ethyl)-benzene-1,3-diol, DHNAPH (Scheme 1), and investigate its coordinating ability toward cobalt (II), nickel (II), and copper (II) ions.…”
Section: Introductionmentioning
confidence: 99%
“…[8][9][10] Recently, several reports have shown that these ligands and their complexes can be used toward the design of new drug candidates exhibiting anti-cancer, enzyme inhibition, anti-malarial, antifungal, antibacterial, and anti-inammatory activity. [8][9][10][11][12][13][14][15][16] Copper is essential in the human body and plays a critical role in biological processes involving electron transfer reactions. In fact, Cu(II) complexes bearing {S, O, N} donor chelating ligands are excellent anti-cancer agents because of their strong DNA binding ability.…”
Section: Introductionmentioning
confidence: 99%
“…[4][5][6][7][8][9][10] Due to the highly selective permeability of copper(II) ions through the cell membrane of cancer cells, copper is considered to be one of the most effective anti-tumor agents with low cost and few side effects. [7][8][9][10][11][12][13][14][15][16] Thus, various complexes bearing several types of ligand have been prepared and evaluated against cancer cells. [12][13][14][15][16][17][18][19][20][21][22][23][24] Pentadentate Schiff base ligands have received less attention as compared to mono-, di-, tri-, and tetradentate ligands due to the difficulty in their synthesis and unexpected multimode coordination behavior.…”
Section: Introductionmentioning
confidence: 99%