52405-73-9Relevant articles and documents
3-Hydroxylation of salicylamide in mice.
Howell,Kotkoskie,Dills,Klaassen
, p. 309 - 313 (1988)
Salicylamide is an important model compound for use in investigations concerning drug disposition. In this study the metabolic fate of salicylamide at high doses was evaluated in male mice using HPLC methodology. The concentrations of salicylamide and its metabolites were determined in urine and in blood at various times after the administration of 2 or 4 mmol kg-1 salicylamide. Salicylamide, gentisamide, and their glucuronide and sulfate conjugates were detected. 2,3-Dihydroxybenzamide, the 3-hydroxy metabolite of salicylamide, as well as its glucuronide and sulfate conjugates, were identified and quantitated for the first time by HPLC. 2,3-Dihydroxybenzamide had previously been detected only as a minor metabolite of salicylamide by paper chromatography. However, in the present study, 18% of the salicylamide metabolites appearing in urine after either dosage of salicylamide were 3-hydroxylation products. When a previously published HPLC method for salicylamide analysis was used, 2,3-dihydroxybenzamide glucuronide coeluted with salicylamide glucuronide. The possible formation of 3-hydroxy metabolites must be evaluated in any study of drug metabolism using salicylamide as a model compound.
The antioxidant properties of salicylate derivatives: A possible new mechanism of anti-inflammatory activity
Borges, Rosivaldo S.,Castle, Steven L.
supporting information, p. 4808 - 4811 (2015/10/28)
The synthesis and antioxidant evaluation by DPPH scavenging of a series of salicylic acid derivatives is described. Gentisic acid and its ester, amide, and amino analogs possess more radical scavenging capacity than salicylic acid and other salicylate derivatives. This property can possibly provide an additional pathway for anti-inflammatory activity through either single electron or hydrogen atom transfer, leading to a new strategy for the design of anti-inflammatory agents.
Synthesis of novel benzoxazinone compounds as epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors
Chen, Shaopeng,Li, Xuemin,Wan, Shengbiao,Jiang, Tao
, p. 2937 - 2946 (2012/07/16)
(Chemical Equation Presented) Two benzoxazinone compounds as epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors were synthesized and characterized by NMR and high-resolution mass spectrometry (HRMS). An efficient chlorination method was introduced in the synthesis of 4-chloro-2-oxo-2H- benzoxazinone-6-yl acetate. The inhibition activities of the target compounds and the important intermediates for EGFR tyrosine kinase activity in vitro were determined. Copyright Taylor & Francis Group, LLC.
Nuclear amination catalyzed by fungal laccases: Reaction products of p-hydroquinones and primary aromatic amines
Niedermeyer, Timo H. J.,Mikolasch, Annett,Lalk, Michael
, p. 2002 - 2008 (2007/10/03)
(Chemical Equation Presented) Nuclear amination of p-hydroquinones with primary aromatic amines was catalyzed by fungal laccases (EC 1.10.3.2) from Trametes spec. and Myceliophthora thermophila. This is the first report of laccase-catalyzed synthesis of aminoquinones. Incubation of two compounds with laccase in the presence of oxygen resulted in the formation of the corresponding monoaminated or diaminated quinones. No hydroquinonoids were formed. Observed differences in the reaction courses for different p-hydroquinones and aromatic amines with different laccases are discussed.
Combinatorial approach towards synthesis of 2′,3′-dideoxynucleosides and enzyme-catalysed selective hydrolysis of diethyl acetamidomalonate and amides of polyacetoxy aromatic carboxylic acid
Kumar, Ajay,Singh, Amarjit,Kumar, Rajesh,Prasad, Ashok K.,Parmar, Virinder S.,Tararov, Vitali I.,Belokon, Yuri N.,Singh, Sanjay K.,Wengel, Jesper
, p. 507 - 512 (2007/10/03)
Seventeen novel 3′-alkylthio-2′,3′-dideoxynucleosides have been synthesised by Michael-type addition of alkylthiols to an α,β-unsaturated hexose aldehyde, followed by acetylation, nucleoside coupling and deprotection. Based on these results, a general scheme for combinatorial synthesis of libraries of 3′-substituted 2′,3′-dideoxynucleosides has been proposed. Porcine pancreatic lipase (PPL) has been found to hydrolyse the amides of polyacetoxyaromatic carboxylic acids in a highly chemoselective fashion. The enzyme exclusively hydrolyses the ester group over the amide group. Hydrolysis of diethyl acetamidomalonate in phosphate buffer in the presence of α-chymotrypsin proceeds enantioselectively affording the (+)-monoacid.
Combinatorial approach towards synthesis of 2′,3′-dideoxynucleosides and enzyme-catalysed selective hydrolysis of diethyl acetamidomalonate and amides of polyacetoxy aromatic carboxylic acid
Kumar, Ajay,Singh, Amarjit,Kumar, Rajesh,Prasad, Ashok K.,Parmar, Virinder S.,Tararov, Vitali I.,Beloken, Yuri N.,Singh, Sanjay K.,Wengel, Jesper
, p. 507 - 512 (2007/10/03)
Seventeen novel 3′-alkylthio-2′,3′-dideoxynucleosides have been synthesised by Michael-type addition of alkylthiols to an α,β-unsaturated hexose aldehyde, followed by acetylation, nucleoside coupling and deprotection. Based on these results, a general scheme for combinatorial synthesis of libraries of 3′-substituted 2′,3′-dideoxynucleosides has been proposed. Porcine pancreatic lipase (PPL) has been found to hydrolyse the amides of polyacetoxyaromatic carboxylic acids in a highly chemoselective fashion. The enzyme exclusively hydrolyses the ester group over the amide group. Hydrolysis of diethyl acetamidomalonate in phosphate buffer in the presence of α-chymotrypsin proceeds enantioselectively affording the (+)-monoacid.
