118064-50-9Relevant academic research and scientific papers
5-{[aryl or aryloxy (or io)]methyl}-3-(1H-imidazol-1-ylmethyl)-3-(2-thienyl)-2-methylisoxazolidine derivatives as novel antifungal agents
Mullen,Mitchell,Allen,Georgiev St.
, p. 1050 - 1054 (1988)
The in vitro antifungal activity of a novel series of cis- and trans-5{[aryl or aryloxy (or io)methyl}-3-(1H-imidazol-1-ylmethyl)-3-(2-thienyl)-2-methylisoxazolidines (13-24) was evaluated and compared with ketoconazole. The title series of compounds was prepared via a 1,3-dipolar cycloaddition reaction of 1-(2-thienyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxides with appropriate styrenes, allyl phenyl esters, or allyl phenyl thioether precursors. The resulting products were mixtures of the corresponding cis- and trans-diastereomers which were readily separated by flash chromatography on neutral silica gel. The majority of compounds 13-24, when tested in solid agar cultures, exhibited moderate to potent activity against Trichophyton rubrum, Aspergillus fumigatus, and Candida albicans at concentrations ranging between ≤2.0 and 70.0 μg/mL.
1,3-Dipolar Cycloaddition Reactions of 1-Aryl-N-methyl-2-(1H-azol-1-yl)-ethanimine N-Oxides to Olefins
Mullen, George B.,Bennett, Grace A.,Swift, Patricia A.,Marinyak, David M.,Dormer, Peter G.,Georgiev, Vassil St.
, p. 105 - 107 (2007/10/02)
The regio- and stereoselectivity of the 1,3-dipolar cycloaddition reaction of 1-aryl-N-methyl-2-(1H-azol-1-yl)ethanimine N-oxides 6 to monosubstituted olefins 7 were investigated.The reaction is regioselective, leading to the corresponding C-5 substituted isoxazolidines 8/9 as cis/trans diastereomeric mixtures.The cis isomers, which are the predominant species of the mixtures, are readily separated by flash chromatography on neutral silica gel.
