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Cycloaddition of N-substituted imines of trifluoropyruvate with diazomethane: Efficient synthesis of 2-(trifluoromethyl)aziridine-2-carboxylates

A convenient synthesis for 2-trifluorometylaziridine-2-carboxylates and respective acids, based on reaction of N-substituted trifluoropyruvate imines 1 with diazomethane, was developed.

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CARBOXAMIDE COMPOUND AND USE THEREOF

A carboxamide compound represented by the formula (I): [wherein Q represents a nitrogen-containing 5-membered heterocyclic group optionally fused with a benzene ring, R1 represents a C1-C3 alkyl group or the like, R2 represents a hydrogen atom or the like, and R3 represents a hydrogen atom.] has an excellent plant disease controlling effect.

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Synthesis of N-substituted 3-ammomethylidenetetramic acids

(S)-3-(Dimethylamino)methylidene-5-benzyltetramic acid derivatives 4a and 4b were prepared in three steps from N-protected (S)-3-phenylalanines 1a and 1b, respectively. Similarly, N-[N-(benzyloxycarbonyl)glycyl]grycine (1c) was transformed into the enamitione 4c. Acid-catalysed coupling of enaminones 4a-c with aliphatic, aromatic, and heteroaromatic primary amines 5-34 afforded the corresponding N(3?)-substituted 3-aminomethylidenetetramic acid derivatives 35-64 in 29-96% yields. Georg Thieme Verlag Stuttgart.

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Environmental risk assessment of antibiotics in agroecosystems: ecotoxicological effects on aquatic microbial communities and dissemination of antimicrobial resistances and antibiotic biodegradation potential along the soil-water continuum

Antibiotics have a wide application range in human and veterinary medicines. Being designed for pharmacological stability, most antibiotics are recalcitrant to biodegradation after ingestion and can be persistent in the environment. Antibiotic residues have been detected as contaminants in various environmental compartments where they cause human and environmental threats, notably with respect to the potential emergence and proliferation of antibiotic-resistant bacteria. An important component of managing environmental risk caused by antibiotics is to understand exposure of soil and water resources to their residues. One challenge is to gain knowledge on the fate of antibiotics in the ecosystem along the soil-water continuum, and on the collateral impact of antibiotics on environmental microorganisms responsible for crucially important ecosystem functions. In this context, the ANTIBIOTOX project aims at studying the environmental fate and impact of two antibiotics of the sulfonamide class of antibiotics, sulfamethazine (SMZ), and sulfamethoxazole (SMX).

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Degradation of sulfamethoxazole by microwave-activated persulfate: Kinetics, mechanism and acute toxicity

Thermal activation of persulfate was confirmed to be effective in the destruction of organic pollutants. Microwave heating has different inherent mechanism from that of conventional heating, and the application of microwave heating to chemical reactions has attracted great interest. The objective of this study was to evaluate the degradation of sulfamethoxazole (SMX) in a microwave-activated persulfate (MW/PS) system. The results indicated that MW/PS degradation of SMX followed pseudo-first-order kinetics, and compared with conventional heating, microwave heating has a special effect on SMX degradation with higher reaction rate and shorter process time. The process of SMX degradation was accelerated by higher reaction temperature, persulfate dose or pH in the MW/PS system, while higher initial SMX concentration and the presence of phosphates slowed down the degradation rates. High level of chloride showed some inhibition on the SMX degradation, while low chloride level and carbonate enhanced the SMX degradation. 3-Amino-5-methylisoxazole, sulfanilic acid, hydroxyl-SMX and nitroso-SMX derivatives were identified as the major degradation intermediate products by HPLC/MS. The possible reaction pathways including hydroxylation of the benzene ring, oxidation of the amine group at the benzene ring and the S-N cleavage were proposed. The acute toxicity tests with Photobacterium phosphoreum, Vibrio fischeri and Vibrio qinghaiensis indicated that the inhibitory effect of the 10-time diluted unheated SMX mixture solution being 22.6-48.0%, increased to >99.9% after 4. min and decreased to <-10% after 60. min. MW/PS treatment that could be attributed to the rapid formation and subsequent disappearance of oxidation products. A reaction mechanism is the microscopic path by which reactants are transformed into products. Each step is an elementary reaction. In my other articles, you can also check out more blogs about 1072-67-9 Reference£º
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A facile and simple synthesis of novel isoxazolyl benzo[f][l,4]oxazepin-3-(2H)-ones and their antimicrobial activity

A series of novel isoxazolyl benzo[f][l,4]oxazepin-3-(2H)-ones (9a-h) have been synthesized by adopting a facile and. simple methodology. The reaction of 3-arnino-5-methylisoxazole (5) with salicylaldehydes (6), followed by reduction with ” NaBH4, and in situ chloroacetylation and cyclization with chloroacetyl chloride and triethyl amine affords isoxazolyl benzo[f][l,4]oxazepin-3-(2H)-ones (9a-h). The newly synthesized compounds (7-9) have been characterized by spectral (IR, 1H and 13C NMR, and HRMS) data. The title compounds (9a-h) have been evaluated for their in vitro antimicrobial activity against different bacterial and fungal strains. Compounds 9b, 9f and 9g show excellent antimicrobial activity, when compared to the respective standard drugs.

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Synthesis of isoxazolyl tetrazoles was achieved by interaction of isoxazole amine with triethyl orthoformate and sodium azide in Lewis acidic ionic liquid (bmlm) BF4 in a one-pot reaction.

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Fate of sulfamethoxazole in groundwater: Conceptualizing and modeling metabolite formation under different redox conditions

Degradation of emerging organic compounds in saturated porous media is usually postulated as following simple low-order models. This is a strongly oversimplified, and in some cases plainly incorrect model, that does not consider the fate of the different metabolites. Furthermore, it does not account for the reversibility in the reaction observed in a few emerging organic compounds, where the parent is recovered from the metabolite. One such compound is the antibiotic sulfamethoxazole (SMX). In this paper, we first compile existing experimental data to formulate a complete model for the degradation of SMX in aquifers subject to varying redox conditions, ranging from aerobic to iron reducing. SMX degrades reversibly or irreversibly to a number of metabolites that are specific of the redox state. Reactions are in all cases biologically mediated. We then propose a mathematical model that reproduces the full fate of dissolved SMX subject to anaerobic conditions and that can be used as a first step in emerging compound degradation modeling efforts. The model presented is tested against the results of the batch experiments of Barbieri et al. (2012) and Noedler et al. (2012) displaying a non-monotonic concentration of SMX as a function of time under denitrification conditions, as well as those of Mohatt et al. (2011), under iron reducing conditions.

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Synthesis of some new isoxazolyldihydro[1,2,4]triazolo[1,5-b] isoxazoles and dihydroimidazo[4,5-b]indolylisoxazoles as possible biodynamic agents

Synthesis of new isoxazolyl[1,2,4]triazolo[1,5-b]isoxazoles and imidazo[4,5-b]indolyl isoxazoles have been achieved by interaction of isoxazole Schiff base with isoxazole amines and isatin respectively.

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Iminonitroso diels-alder reactions for efficient derivatization and functionalization of complex diene-containing natural products

A remarkably efficient method for derivatization of complex diene-containing natural products by using stabilized iminonitroso Diels-Alder reactions is described. Turimycin H3, ergosterol, reductiomycin, isoforocidin, colchicine and thebaine were found to react with nitrosopyridines in a highly efficient regio- and stereoselective fashion. Preliminary bioactivity evaluations of turimycin cycloadducts are reported.

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