3919-74-2Relevant academic research and scientific papers
Synthesis, Crystal Structure, and Herbicidal Activity of 3-(2-Chloro-6-fuorophenyl)-4-(2-oxooxazolidine-3-carbonyl)-5-methylisoxazole
Guo, You-Yuan,Jiang, Wei,Yang, Hong-Li,Fu, Ying
, p. 503 - 508 (2021/02/02)
ABSTRACT A novel N-aroyl diketone derivative, 3-(2-chloro-6-fluorophenyl)-4-(2-oxooxazolidine-3-carbonyl)-5-methylisoxazole (C14H10ClFN2O4, Mr=324.69), was designed via fragment analysis and coupling strategy that led to highly potent and bio-selective herbicide. The title compound was prepared by a multistep-reaction, including nucleophilic addition and N-acylation reaction using 2-chloro-6-fluorobenzaldehyde as the starting materials in 83.4% yield. The product was characterized by infrared, proton nuclear magnetic resonance, Carbon-13 nuclear magnetic resonance, human resource management system, and X-ray diffraction. The title compound crystallized in the monoclinic system, space group P21/n with a=10.7119(4) ?, b=17.5875(7) ?, c=11.5151(7) ?, b=100.927(2)°, Z=8, V=2870.0(2) ?3, F(000)=1328, Dc=1.503 Mg/m3, crystal size: 0.130 × 0.120 ×0.100 mm. The herbicidal activity was tested against the gramineous weed Echinochloa crus-galli and broadleaf Abutilon juncea.
Design, synthesis, and bioevaluation of substituted phenyl isoxazole analogues as herbicide safeners
Fu, Ying,Gao, Shuang,Gao, Ying-Chao,Guo, Ke-Liang,Li, Juan-Juan,Wang, Zi-Wei,Ye, Fei,Zhao, Li-Xia
, p. 10550 - 10559 (2020/11/05)
Herbicide safeners enhance herbicide detoxification in crops without affecting target weed sensitivity. To enhance crop tolerance to the toxicity-related stress caused by the herbicide acetochlor (ACT), a new class of substituted phenyl isoxazole derivatives was designed by an intermediate derivatization method as herbicide safeners. Microwave-assisted synthesis was used to prepare the phenyl isoxazole analogues, and all of the structures were confirmed via IR, 1H NMR, 13C NMR, and HRMS. Compound I-1 was further characterized by X-ray diffraction analysis. Bioassay results showed that most of the obtained compounds provided varying degrees of safening against ACT-induced injury by increasing the corn growth recovery, glutathione content, and glutathione S-transferase activity. In particular, compound I-20 showed excellent safener activity against ACT toxicity, comparable to that of the commercial safener benoxacor. Gaussian calculations have been performed and the results indicated that the nucleophilic ability of compound I-20 is higher than that of benoxacor, thus the activity is higher than that of benoxacor. These findings demonstrate that phenyl isoxazole derivatives possess great potential for protective management in cornfields.
1-(4-(ISOXAZOL-5-YL)-1H-PYRAZOL-1-YL)-2-METHYLPROPAN-2-OL DERIVATIVES AND RELATED COMPOUNDS AS IL-17 AND IFN-GAMMA INHIBITORS FOR TREATING AUTOIMMUNE DISEASES AND CHRONIC INFLAMMATION
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Page/Page column 38; 39, (2019/04/10)
The present invention relates to compounds of the general formula (I), and the pharmaceutically acceptable salts and solvates thereof, wherein Ar, Z and Y are as described herein and R1 is a group of the structure (formula (II)), wherein n is 0 or 1; R2 is H, deuterium or methyl; R3 is methyl, trilluoromethyl, ethyl, or taken with R2 together forms a cyclopropyl group, or R3 forms a methylene bridge to the carbon atom marked *, which are suitable for the treatment of autoimmune diseases and chronic inflammation.
Removal of toxic tellurium (IV) compounds via bioreduction using flucloxacillin in aqueous acidic medium: A kinetic and mechanistic approach
Fawzy, Ahmed
, (2019/09/06)
This paper describes a novel method for the removal of potassium tellurite (TeIV), a toxic tellurium (IV) compound, via its bioreduction using the drug flucloxacillin (Flx) in an aqueous sulfuric acid solution. The kinetics of the bioreduction process were monitored using UV–Vis absorption spectra at an ionic strength of 2.0 mol dm?3 and 298 K. The reaction between TeIV and Flx was set at a 1:1 stoichiometry. The reduction reaction followed first-order kinetics for [Flx] and fractional-first-order kinetics for [TeIV] and [H+]. The effects of ionic strength and relative permittivity of the reaction medium were also explored. Supplementation with divalent transition metal ions enhanced the reduction rate. The reaction products were identified, in order of their stoichiometric results, spot tests and FT-IR spectra as 3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-carbocylic acid, 5,5-dimethyl-thiazolidine-2,4-dicarboxlic acid, ammonium ion, carbon dioxide and elemental tellurium (Te0). The reaction rate dependence on temperature was studied, and the activation and thermodynamic parameters were assessed and discussed. The derived rate-law expression was found to be in excellent accordance with the acquired investigational outcomes. A conceivable reaction mechanism has been provided, which includes a reaction between the protonated flucloxacillin (Flx+) and tellurous acid (H2TeO3) as the essential reactive species, resulting in the construction of an intermediate complex. Such complex decays in the rate-determining step to yield the final reaction products.
Synthesis of 1,2,3-triazole substituted isoxazoles via copper (I) catalyzed cycloaddition
Ramana, P. Venkata,Reddy, A. Ram
, p. 621 - 627 (2012/09/07)
The synthesis of a series of 3,5-disubstituted isoxazole-4-carboxylic esters containing N-substituted 1,2,3-triazoles (V) starting from various benzaldehydes (I) is reported. Benzaldehydes undergo oximation with hydroxylamine hydrosulfate. Later, chlorination followed by condensation with methylacetoacetate and the hydrolysis of the resulting ester afforded respective carboxylic acid (II), which on chlorination with PCl5 gave the corresponding acid chlorides (III). The coraboxylic acid chlorides (III) on propargylation gave propargylic esters (IV) and these on click reaction gave the title compounds (V).
IMPROVED PROCESS FOR PREPARING PENICILLINS AND INTERMEDIATE COMPOUNDS
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Page/Page column 11, (2013/02/27)
Disclosed is an improved process for the preparation of isoxazolyl penicillins of formula (I), wherein X1 and X2 can be independently selected from the group comprising hydrogen, chlorine or fluorine, and its pharmaceutically suitable salts. The process is economic in -situ synthetic method without isolation of any intermediate. (I).
NOVEL PIPERAZINE ANALOGS WITH SUBSTITUTED HETEROARYL GROUPS AS BROAD-SPECTRUM INFLUENZA ANTIVIRALS
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Page/Page column 32, (2012/04/17)
A compound of the following Formula (I) is set forth, including pharmaceutically acceptable salts thereof: wherein Het is a 5 or 6-membered heterocycle with -N, -O, or -S adjacent to the -Ar substituent or adjacent to the point of attachment for the -Ar substituent; Ar is aryl or heteroaryl; R is -CH3, -CH2F, -CHF2 or -CH=CH2; V is -H, -CH3 or =0; W is -NO2, -CI, -Br, -CH2OH, or -CN; X is -CI, -Br, -F, -CH3, -OCH3, or -CN; Y is -CH or -N; and Z is -CH or -N. This compound is useful in compositions for the prevention and treatment of influenza virus.
KMnO4-mediated oxidation as a continuous flow process
Sedelmeier, Joerg,Ley, Steven V.,Baxendale, Ian R.,Baumann, Marcus
supporting information; experimental part, p. 3618 - 3621 (2010/11/17)
An efficient and easily scalable transformation of alcohols and aldehydes to carboxylic acids and nitroalkane derivatives to the corresponding carbonyls and carboxylic acids using permanganate as the oxidant within a continuous flow reactor is reported. Notably, the generation and downstream processing of MnO2 slurries was not found to cause any blocking of the reactor when ultrasound pulses were applied to the flow system.
