5- Hydroxy-3-methyl isoxazole

Carbethoxy-4-hydrOxy-2-methyl-2H-1 -benzothiazine-1,1-dioxide 3-Amino-5-methyl-isoxazole... 

Both of the 4,5-tran.v-diaslereomers of 4,5-dihydro-4-(4-methoxyphenyl)-5-methyl-3-[(7 )-(4-methylphenylsulfinyl)methyl]isoxazole (24) show excellent stereoselection in reactions with aldehydes. Despite the bulky substituents at the 4,5-dihydroisoxazole nucleus, the stereochemical outcome of the reaction is controlled by the sulfoxide stereogenicity. The pairs of 4,5-dihydro-3-(2-hydroxyalkyl)-4-(4-methoxyphenyl)-5-methylisoxazoles, obtained by desulfurization of the corresponding aldol adducts, have the same configuration at the hydroxy-substituted carbon (C-2 ) and opposite configuration in the 4- and 5-positions of the dihydroisoxazole ring24. 

Seizure maintenance is largely caused by glutamate acting on postsynap-tic N-methyl-D-aspartate and a-amino-3-hydroxy-5-methyl-isoxazole-4-propionate/akinate receptors. Sustained depolarization can result in neuronal death. 

NMDA, Af-methyl-D-aspartate AMPA, a-amino-3-hydroxy-5-methyl-isoxazole-4-proprionic add 1S,3R-ACPD, L-amino-cydopentane-lS,3R-dicarboxylic add IP3, inosine triphosphate... 

Imidazoles are hydroxy methylated by CHzO at the 4-position 1-substituted imidazoles react at the 2-position. Isoxazoles can be chloromethylated in the 4-position (63AHC(2)365). 

Stanley, B. G., L. H. Ha, L. C. Spears and M. G. Dee, 2nd (1993). Lateral hypothalamic injections of glutamate, kainic acid, D,L-alpha-amino-3-hydroxy-5-methyl-isoxazole propionic acid or N-methyl-D-aspartic acid rapidly elicit intense transient eating in rats. Brain Res 613(1) 88-95. 

Giberti, A., Ratti, E., Gaviraghi, G., van Amsterdam, F.Th.M., 1991. Binding of DL-[ H]-a-amino-3-hydroxy-5-methyl-isoxazole-4-pro-pionic acid (AMPA) to rat cortex membranes reveals two sites or affinity states. J. Recept. Res. 11 (5), 727-741. 

Ethyl acetoacetate (0.2 mol) was added to a solution of hydroxylamine hydrochloride (0.1 mol) in 100 mL of 2 N sodium hydroxide and reacted at -26 to -30 °C for 1 h, and the reaction mixmre was kept in pH 10. The mixmre was treated by adding an excess of concentrated hydrochloric acid at once at -20 °C and left overnight at room temperature. The product was extracted with dichloro-methane several times. Dichloromethane was evaporated under reduced pressure and the residual solid product was recrystallized from cyclohexane/trichlorome-thane (4/1, v/v) to give 3-hydroxy-5-methyl-isoxazole M13 in 70 % yield as colorless crystal, mp 86-87 °C. 

General procedure To a stirred solution of appropriate (9-methyl (1-hydroxy-alkyl)methylphosphinates M12 (0.005 mol) and triethylamine (0.0072 mol) in 5 mL of trichloromethane, (5-methyl-isoxazol-3-yl)oxyacetyl chloride M16 (0.006 mol) in 5 mL of trichloromethane was added dropwise below 0 °C. The mixture was stirred at room temperature for 4—6 h. Normal workup and purification by column chromatography on silica gel and elution with petroleum ether/acetone (5/1, v/v) gave the corresponding pure tide compound. IIIJ-l-IIIJ-8 could be obtained by this procedure in 23-55 % yields [32]. 

D,L-a-ammo-3-hydroxy-5-methyl-4-isoxazole-4-propiomc acid [77521-29-0]... 

Although isoxazoles are comparatively weak electron donors, complexes with numerous metal ions, notable metal(II) ions, have been reported. The ligands include isoxazole and its methyl, phenyl, amino and hydroxy derivatives. They are listed with references in Table 5. 

Cyclopent-2-en-l-one, 2-hydroxy-3-methyl-synthesis, 3, 693 Cyclopentenone, 4-methoxy-formation, 1, 423 Cyclopenthiazide as diuretic, 1, 174 Cyclopent[2,3-d]isoxazol-4-one structure, 6, 975 Cyclophane conformation, 2, 115 photoelectron spectroscopy, 2, 140 [2,2]Cyclophane conformation, 2, 115 Cyclophanes nomenclature, 1, 27 Cyclophosphamide as pharmaceutical, 1, 157 reviews, 1, 496 Cyclopiloselloidin synthesis, 3, 743 Cyclopolymerization heterocycle-forming, 1, 292-293 6H-Cyclopropa[5a,6a]pyrazolo[l,5-a]pyrimidine pyrazoles from, 5, 285 Cydopropabenzopyran synthesis, 3, 700 Cyclopropachromenes synthesis, 3, 671 Cyclopropa[c]dnnolines synthesis, 7, 597 Cyclopropanation by carbenes... 

Two polymorphic forms of 3- 2-[4-(6-fluorobenzisoxazol-3-yl)-l,2,3,6-tetrahydropyridin-l-yl]ethyl -2-methyl-6,7,8,9-tetrahydro-4//-pyrido[l,2-n] pyrimidin-4-one (137 R = H) were prepared (99MIP1). Racemic 9-hydroxy-2-methyl-3- 2-[4-(6-fluorobenzo[r/ isoxazol-3-yl)-l,2,3,6-tetrahydro-l-pyridyl] ethyl -6,7,8,9-tetrahydro-4//-pyrido[l, 2-n]pyrimidin-4-one was resolved into its (R)- and (5)-isomers (OOMIPIO). 

Nofe. AMPA = amino-3-hydroxy-5--methyl-4-isoxazole propionate GABA=y-aminobutyric acid. 

AMPAR. (a-Amino-3-hydroxy-5-methyl-4-isoxazole propionic acid) receptor a non-NMDA-type ionotropic transmembrane receptor for glutamate that mediates fast synaptic transmission in the central nervous system. 

Non-NMDA ionotropic glutamate receptors (the majority sodium channel containing) can be subdivided into a-amino-3-hydroxy-5-methyl-4-isoxazole propionate (AMPA) (comprising cloned subunits GluRl ) and kainate (GluR5-7, KAl-2) preferring receptors, with native receptors most likely to comprise either homo- or heteromeric pentamers of these subunits. 

Abbreviations N-methyl-D-aspartate (NMDA), alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA), L(+)-2 amino-3-phosphonopropionic acid (L-AP3), 6-cyano-7-nitroqninoxaline (CNQ5Q, 2,3-dihydroxy-6-nitro-7-sulfamyl-benzo-f-quinoxaline (NBQX), 3-(2-carboxypiperazin-4-yl)-propyl-l-phosphonic acid (CPP), 7 Chlorokynnreic... 

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