43002-66-0Relevant academic research and scientific papers
Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides
Kumar, Yogesh,Shaw, Mukta,Thakur, Rima,Kumar, Amit
, p. 6617 - 6625 (2016/08/16)
A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.
Synthesis of Some Novel 2-Substitutedbenzyl-(4)7-phenyl-1H-benzo[d]imidazoles in Mild Conditions as Potent Anti-Tyrosinase and Antioxidant Agents
Do?an, ?nci S.,?zel, Arzu,Birinci, Zeynep,Barut, Burak,Sellitepe, Hasan E.,Kahveci, Bahittin
, p. 881 - 888 (2016/11/09)
Novel 2-substitutedbenzyl-4(7)-phenyl-1H-benzo[d]imidazole compounds were synthesized and characterized. Although 2a and 2b were reported previously in the literature, 11 compounds were synthesized (nine of them were newly synthesized) and the tyrosinase inhibitory effects and antioxidant activities of these compounds were studied for the first time. All of the synthesized compounds displayed certain inhibitory effects on tyrosinase, with IC50 values ranging from 37.86 ± 0.24 to 75.81 ± 2.49 μM. Among the compounds, 2j exhibited similar tyrosinase inhibitory effect (IC50 = 37.86 ± 0.24 μM) to the positive control, kojic acid (IC50 = 21.93 ± 0.11 μM). Kinetic studies revealed it to act as non-competitive tyrosinase inhibitor with a Ki value of 50.2 μM. The antioxidant activities of the compounds were investigated by using in vitro antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP). All of these results indicated that the compounds might have potential application as tyrosinase inhibitors.
Microwave-assisted synthesis of some new coumarin derivatives including 1,2,4-triazol-3-one and investigation of their biological activities
Kahveci, Bahittin,Yilmaz, Fatih,Mente?e, Emre,ülker, Serdar
, p. 447 - 456 (2015/10/28)
By using the microwave technology, a new protocol has been developed for the synthesis of new coumarin derivatives including 1,2,4-triazol-3-one skeleton. This protocol proves to be efficient and environmentally friendly in terms of easy work-up and good yields. All newly synthesized compounds were screened for their antimicrobial activity and lipase inhibition. Most of the compounds were found to be effective on Escherichia coli. N'-{[4-Amino-3-(2-bromobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}-6-bromo-2-oxo-2H-chromene-3-carbohydrazide and N'-{[4-amino-3-(3,4-dichlorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}-6-bromo-2-oxo-2H-chromene-3-carbohydrazide had a good effect on lipase inhibition.
Microwave-assisted synthesis of some 2-substituted quinazolin-4(3H)-one derivatives from iminoester hydrochlorides
Mentese, Emre,Kahveci, Bahittin
, p. 147 - 150 (2015/01/16)
Herein, a method that involves a reaction of iminoester hydrochloride with methyl anthranilate via microwave assisted synthesis is reported. This efficient procedure provides pure products within few minutes. This method can be used as a general technique for synthesizing quinazoline derivatives.
Efficient microwave assisted synthesis of some new benzimidazoles containing the mebendazole nucleus
Mentese, Emre
, p. 168 - 170 (2013/07/05)
A simple and practical method has been developed for the synthesis of benzimidazoles containing the biological active mebendazole nucleus. Iminoester hydrochlorides of phenylacetic acids were used as intermediates in the reaction with 3,4-diaminobenzophen
Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles
Grella,Cabras,Murineddu,Pau,Pinna
, p. 267 - 272 (2007/10/03)
Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an hete
Biologically Active Metabolites of Fungi, I.-Isolation, Synthesis, and Biological Activity of Coniothyriomycin as well as Bioassay of Analogous Open-Chain Imides
Krohn, Karsten,Franke, Claudia,Jones, Peter G.,Aust, Hans-Juergen,Draeger, Sigfried,Schulz, Barbara
, p. 789 - 798 (2007/10/02)
The mixed open-chain imide N-(3-chloro-4-hydroxyphenylacetyl)fumarate (1), named coniothyriomycin, was isolated as a metabolite of the fungus Coniothyrium.The natural product 1 and the analoguos imides 13-15 and 22-24 have been synthesized by base-catalyzed condensation of the imidates 12a-f with acid chlorides 6a-c or the mixed anhydride 21.The compounds 1 and 13-15 were shown to posess remarkable fungicidal and herbicidal activities in short-termed tests. Key Words: Fungal metabolites / Imides, open-chain / Fungicidal activity / Coniothriomycin
Synthesis and choleretic activity of 3-[2-(3-R', 4-R'', 5-R'''-benzyl)-5- R-benzimidazol-1-yl]-butanoic acids
Grella,Paglietti,Sparatore,Satta,Manca,Peana
, p. 21 - 35 (2007/10/02)
On the ground of the evidentiated choleretic activity of 3-[2- benzylbenzimidazol-1-yl]butanoic acid, 28 new acids were prepared in order to evaluate the influence of suitable substitutions in either C5 of heteroring or C3', C4', C5' of benzyl group in po
Synthesis and Antiinflammatory Activity of 2,2'-Diaminobiphenyl Derivatives
Calcinari, Romano,Case, Nadia,Guerrato, Alfredo,Milanino, Roberto,Passarella, Elda,et al.
, p. 632 - 634 (2007/10/02)
A series of 2,2'-diaminobiphenyl derivatives was prepared and tested for antiinflammatory activity.Several compounds showed antiinflammatory activity, particularly 2-amino>-2'-amino>biphenyl (4), which als
Serotonin antagonists
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, (2008/06/13)
A compound of the formula EQU1 or an acid addition salt thereof wherein R1 and R2 are the same or different and each is a phenyl or thien-2-yl group optionally substituted in one or more positions by a substituent selected from the class consisting of halogen, lower alkyl, lower alkoxy, hydroxy, lower alkylthio, phenyl, phenoxy, phenyl-(lower-alkyl) and phenyl-(lower-alkoxy), each of the said phenyl, phenoxy, phenyl-(lower-alkyl) and phenyl-(lower-alkoxy) substituent groups being optionally substituted in one or more positions by a member selected from the class consisting of halogen, lower alkyl, lower alkoxy, hydroxy, and lower alkylthio; A1 is a divalent straight or branched alkylene group containing from two to six carbon atoms and one or two divalent atoms which are each an oxygen or sulphur atom, provided that there are at least two carbon atoms between the divalent atom and the --NH-- group and between the two divalent atoms; and A2 is the methylene group --CH2 --.
