50432-01-4Relevant articles and documents
How many molecular layers of polar solvent molecules control chemistry? the concept of compensating dipoles
Langhals, Heinz,Braun, Patricia,Dietl, Christian,Mayer, Peter
, p. 13511 - 13521 (2013/10/08)
The extension of the solvent influence of the shell into the volume of a polar medium was examined by means of anti-collinear dipoles on the basis of the ET(30) solvent polarity scale (i.e., the molar energy of excitation of a pyridinium-N-phen
DPPH radical scavenging activity of paracetamol analogues
Alisi, Maria Alessandra,Brufani, Mario,Cazzolla, Nicola,Ceccacci, Francesca,Dragone, Patrizia,Felici, Marco,Furlotti, Guido,Garofalo, Barbara,La Bella, Angela,Lanzalunga, Osvaldo,Leonelli, Francesca,Marini Bettolo, Rinaldo,Maugeri, Caterina,Migneco, Luisa Maria,Russo, Vincenzo
, p. 10180 - 10187 (2013/01/15)
Biochemical studies suggest a direct relationship between the radical scavenging activity of paracetamol (I) and its antipyretic and analgesic action. To evaluate the effect of chemical modifications on the radical scavenging activity of compounds of type I, analogues 1-14 were prepared and submitted to a stable free radical (DPPH; 1,1-diphenyl-2-picryl-hydrazyl) assay. All paracetamol derivatives showed a significant higher efficiency than the parent compound. This study showed that radical scavenging activity can be increased by decreasing the phenolic ortho substituents steric hindrance or by introducing substituents on the acyl moiety like an indazole ring or the ionic N-methyl morpholinium group. A significant activating effect was also observed by replacing the 1,4-acylamidophenol with a 1,4-acylamidonaphthol system.
Nitro-substituted 4-[(phenylmethylene)imino]phenolates: Solvatochromism and their use as solvatochromic switches and as probes for the investigation of preferential solvation in solvent mixtures
Nandi, Leandro G.,Facin, Felipe,Marini, Vanderléia G.,Zimmermann, Lizandra M.,Giusti, Luciano A.,Silva, Robson Da,Caramori, Giovanni F.,MacHado, Vanderlei G.
, p. 10668 - 10679 (2013/02/22)
Four 4-[[(4-nitrophenyl)methylene]imino]phenols (2aa-d) were synthesized. After deprotonation in solution, they formed the solvatochromic phenolates 3aa-d, which revealed a reversal in solvatochromism. Their UVa-vis spectroscopic behavior was explained on
An anionic chromogenic chemosensor based on 4-(4-nitrobenzylideneamine)-2, 6-diphenylphenol for selective detection of cyanide in acetonitrile-water mixtures
Marini, Vanderleia G.,Torri, Eliane,Zimmermann, Lizandra M.,MacHado, Vanderlei G.
experimental part, p. 146 - 162 (2010/12/19)
4-(4-Nitrobenzylideneamine)-2,6-diphenylphenol 3a was synthesized and studied as an anionic chromogenic chemosensor. Solutions of 3a in acetonitrile are colorless but turn blue under deprotonation. From the various anions added to the solutions of 3a only CN-, F-, and with less intensity CH3COO- and H2PO4-, led to colored solutions. With the addition of up to 2.4% (v/v) of water, of all the anions used only CN- was able to act as a base and cause a change in the color of the solution. A model was used to explain the results, based on two 3a:anion stoichiometries, 1:1 and 1:2. ARKAT USA, Inc.
Design, synthesis and biological testing of a novel series of anti-inflammatory drugs
Duffy,Dearden,Rostron
, p. 1505 - 1514 (2007/10/03)
Many of the non-steroidal anti-inflammatory drugs (NSAIDs) currently marketed produce severe gastro-toxic side effects. The benefits of producing NSAIDs without these side effects are obvious, particularly for patients requiring long-term therapy. The aim of this investigation was to produce novel NSAIDs, based on paracetamol, that exhibit little or no gastro-toxicity. The work covers design, synthesis and testing of 13 drug candidates. The analgesic and anti-inflammatory potencies of the drug candidates were measured using the mouse abdominal constriction assay and the carrageenan-induced rat paw oedema assay, respectively. The stomachs of the rats were examined post-mortem, to assess the gastro-toxicity of the drugs. Of the 13 compounds described herein, 11 were shown to possess analgesic activity at 2-10 times the potency of aspirin, while 8 demonstrated anti-inflammatory activity at 3-10 times the potency of aspirin. Significantly, all of the compounds showed very low gastro-toxicity when compared with aspirin. The results of this study indicate that it is possible to develop novel, potent NSAIDs based on the structure of paracetamol. These compounds have the advantage of demonstrating much lower gastro-toxicity than NSAIDs currently available. Drugs of this type may, in future, provide effective treatments for inflammatory disorders.
An Improved Synthesis of the Solvatochromic Dye ET-30
Kessler, Manfred A.,Wolfbeis, Otto S.
, p. 635 - 636 (2007/10/02)
An improved synthesis of the well-known dye ET-30, which is used as a standard for the characterization of solvent polarity, using easily available starting materials is described.