115883-85-7Relevant articles and documents
Synthesis, in vitro antioxidant activity, and physicochemical properties of novel 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives
Yüksek, Haydar,Koca, Ebru,Gürsoy-Kol, ?zlem,Akyildirim, Onur,?elebier, Mustafa
, p. 359 - 366 (2015)
In this study, eight new 3-alkyl(aryl)-4-[4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one (4) compounds were synthesized by the reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (3) with 4-(4-methylbenzoxy)benzaldehyde (1). The eight compounds were characterized using IR, 1H NMR, 13C NMR, and UV spectral data. In addition, the synthesized compounds were analyzed for their potential in vitro antioxidant activities, including reducing power, free radical scavenging and metal chelating activity. These antioxidant activities were compared to those from standard antioxidants, such as EDTA, BHA, BHT and α-tocopherol. Moreover, compounds 4 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethylformamide). Thus, the half-neutralization potential values and the corresponding pKa values were determined in all cases. In addition, the lipophilicity of the synthesized compounds was investigated using HPLC. Kinetic parameters of the complexes were obtained for each stage of thermal degradation using the Coats-Redfern and Horowitz-Metzger methods.
Design, synthesis and evaluation of rhodanine derivatives as aldose reductase inhibitors
Agrawal, Yogesh P.,Agrawal, Mona Y.,Gupta, Arun K.
, p. 172 - 180 (2015/01/30)
Aldose reductase (ALR) enzyme plays a significant role in conversion of excess amount of glucose into sorbitol in diabetic condition, inhibitors of which decrease the secondary complication of diabetes mellitus. To understand the structural interaction of inhibitors with ALR enzyme and develop more effective ALR inhibitors, a series of substituted 5-phenylbenzoate containing N-substituted rhodanine derivatives were synthesized and evaluated for their in vitro ALR inhibitory activity. Docking studies of these compounds were carried out, which revealed that the 5-phenylbenzoate moiety deeply influenced the key π-π stacking while 4-oxo-2-thioxothiazolidines contributed in hydrogen bond interactions. The phenyl ring of benzylidene system occupied in specific pocket constituted from Phe115, Phe122, Leu300 and Cys303 while the rhodanine ring forms a tight net of hydrogen bond with Val47 at anionic binding site of the enzyme. The structural insights obtained from the docking study gave better understanding of rhodanine and macromolecular interaction and will help us in further designing and improving of ALR inhibitory activity of rhodanine analogs. Series of substituted 5-phenylbenzoate rhodanine analogs were synthesized and evaluated for their ALR inhibitory activity. The docking study of synthesized compounds was carried out, which revealed that the 5-phenylbenzoate moiety deeply influenced the key π-π stacking while 4-oxo-2-thioxothiazolidines contributed in hydrogen bond interactions.
Organic solvent controlling the oxidativity of potassium permanganate
Zheng, Min-Yan,Wei, Yong-Sheng,Fan, Guang,Huang, Yi
experimental part, p. 161 - 164 (2012/08/27)
It has been discovered that potassium permanganate can be a homogenous weak oxidant in organic solvent without the addition of water. If acetone is employed as the only solvent, among some common organic substrates included alkenes, alcohols, arenes, aldehydes and phenols, secondary alcohols are converted to the corresponding ketones and aldehydes to the corresponding acid. Compared with oxidation reaction of potassium permanganate in water, in anhydrous acetone system, potassium permanganate as a weaker oxidant has no influence on the alkyls in benzene rings, double bonds and so on. So potassium permanganate can exhibit selectivity by solvent controlling. Especially, when aldehydes are oxidized, the oxidation process is a green organic reaction for nearly all coproducts and solvent can be recycled.
Chemical modification of coumarin dimer and HIV-1 integrase inhibitory activity
Mao, Pili Chih-Min,Mouscadet, Jean-Francois,Leh, Herve,Auclair, Christian,Hsu, Ling-Yih
, p. 1634 - 1637 (2007/10/03)
A systematic series of chemically modified coumarin dimmers has been synthesized and tested for their inhibitory activity against HIV-1 integrase. We observed that modified coumarin dimmers containing hydrophobic moiety on the linker display potent inhibi
Effects of Branching of the Ester Alkyl Chain on the Mesomorphic Properties of Alkyl 4-benzoates
Matsuzaki, Hiroyuki,Matsunaga, Yoshio
, p. 2300 - 2305 (2007/10/02)
The mesomorphic properties of five homologous series of alkyl 4-benzoates, where X=CN, NO2, CH3, Cl, and CH3COO, have been studied.The ester alkyl groups employed were the following eleven types: ethyl and p
Liquid-Crystalline Heterocycloalkanes. III. Synthesis and Liquid-Crystalline Properties of Substituted 1,3-Dioxadecalines
Tschierske, C.,Zaschke, H.
, p. 1 - 14 (2007/10/02)
Liquid-crystalline 2-substituted and 2,6-disubstituted 1,3-dioxadecalines (4-6) were synthesized by acid-catalyzed acetalization of trans-2-hydroxymethylcyclohexanol (1) or trans-4-alkyl-trans-2-hydroxymethylcyclohexanoles (2) with aldehydes 3 whereby the desired trans-isomers were formed only.The syntheses of the various aldehydes are also described.Special attention is drawn on the evolution of mesogenic properties of the title compounds 4-6 in comparison with known decalines and 1,3-dioxanes.It was found that the clearing temperatures of the synthesized 1,3-dioxadecalines are always lower than those of the corresponding decaline derivatives, due to the deformation of the decaline-ringsystem by the introduction of two oxygen-atoms.The comparison of 1,3-dioxanes and 1,3-dioxadecalines shows that the dioxadecaline ringsystem tends to suppress smectic mesophases in favour of nematics.A first example of a liquid crystalline cis-fused 1,3-dioxadecaline (8) is described, too.
