62056-52-4Relevant academic research and scientific papers
Discovery of covalent inhibitors of glyceraldehyde-3-phosphate dehydrogenase, a target for the treatment of malaria
Bruno, Stefano,Pinto, Andrea,Paredi, Gianluca,Tamborini, Lucia,De Micheli, Carlo,La Pietra, Valeria,Marinelli, Luciana,Novellino, Ettore,Conti, Paola,Mozzarelli, Andrea
, p. 7465 - 7471 (2014)
We developed a new class of covalent inhibitors of Plasmodium falciparum glyceraldehyde-3-phosphate dehydrogenase, a validated target for the treatment of malaria, by screening a small library of 3-bromo-isoxazoline derivatives that inactivate the enzyme through a covalent, selective bond to the catalytic cysteine, as demonstrated by mass spectrometry. Substituents on the isoxazolinic ring modulated the potency up to 20-fold, predominantly due to an electrostatic effect, as assessed by computational analysis.
Thiazolylpiperidine Derivatives as Fungicides
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Page/Page column 28-29, (2011/04/14)
Thiazolylpiperidine derivatives of the formula (I), in which the symbols A, G, Y, n, R1, R2, R3, R4 and R5 have the meanings given in the description, and also agrochemically active salts thereof, and
Chemistry of polyhalogenated nitrobutadienes, part 7: A novel synthetic access to chlorinated nitrile oxides
Nutz, Eva,Zapol'Skii, Viktor A.,Kaufmann, Dieter E.
experimental part, p. 2719 - 2724 (2010/02/28)
Reaction of gem-dichloronitroalkenes with base leads to the formation of chlorinated nitrile oxides, probably via a cyclic intermediate. The 1,3-dipoles can be trapped with alkenes to give dihydroisoxazoles with a chlorinated side chain in 3-position. Thi
Δ2-isoxazolines from arylcyclopropanes: III. Phenylcyclopropanes substituted in three-membered ring in reaction with nitrosyl chloride activated with oxides of sulfur(IV, VI)
Bondarenko,Gavrilova,Saginova,Zyk,Zefirov
experimental part, p. 218 - 225 (2009/09/25)
The reaction of phenylcyclopropanes substituted in the three-membered ring with nitrosyl chloride activated with sulfur(IV, VI) oxides provided in good yield substituted 5-phenylisoxazolines as a mixture of structural isomers.
Carboxy- and Cyano-Hydroxylation of Alkenes. - Synthesis of 3-Hydroxy-4-amino Acids and Butyrolactones via the Isoxazoline Route
Halling, Karen,Thomsen, Ib,Torssell, Kurt B. G.
, p. 985 - 990 (2007/10/02)
Dichloro- and dibromoformaldoximes are useful 1,3-dipolar cycloaddition reagents.They are conveniently preparated in situ, in high yields by dihalogenation of glyoxalic acid aldoxime with N-bromo- and N-chlorosuccinimide or tert-butyl hypochlorite.Dehydrohalogenation with potassium hydrogen carbonate in the presence of alkenes gives 3-halo-isoxazolines in a one-pot reaction.Reduction with iron pentacarbonyl gives β-hydroxynitriles.Methoxylation and catalytic reduction give β-hydroxy esters.Allyl alcohols and allylamines are transformed with halonitrile oxides into butyrolactones (DL-angelica lactone) and DL-3-hydroxy-4-amino acids (carnitine, 4-amino-3-hydroxybutyric acid), respectively.The lactonization is best effected by heating the γ-silyloxy ester in acetic acid with potassium hydrogen sulfate as catalyst.A synthesis of N-Boc-dihydromuscimol is described.
SYNTHESIS OF ANALOGUES OF THE ANTITUMOR ANTIBIOTIC AT-125 (ACIVICIN)
Stevens, Robert V.,Polniaszek, Richard P.
, p. 743 - 748 (2007/10/02)
Several haloisoxazoline analogues of α-amino-3-chloro-4,5-dihydro-5-isoxazole acetic acid (1, AT-125) were prepared by means of 1,3-dipolar cycloaddition methodology.The chemistry of these compounds is discussed, and a possible biological mode of action of AT-125 presented.
CYANOGEN CHLORIDE N-OXIDE CYCLOADDITIONS. A SIMPLE, SHORT ROUTE TO AT-125.
Wade, P. A.,Pillay, M. K.,Singh, S. M.
, p. 4563 - 4566 (2007/10/02)
Addition of AgNO3 to dichloroformaldoxime in the presence of alkenes provides an efficient procedure for the preparation of 3-chloroisoxazolines including AT-125.
