Pennwalt Corporation

Fisons Ltd.

George B Mullen

Vassil S Georgiev

Vassil St Georgiev

Patricia A Swift

.alpha.-Substituted ketonitrone derivatives containing substituents selected from hydrogen, phenyl, substituted phenyl, naphthyl, furan, thiophen, imidazolylmethyl and triazolylmethyl are useful as intermediates for the preparation of biologically active isoxazolidine compounds.

.alpha.-Substituted ketonitrone derivatives

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This invention pertains generally to substituted 2-methylisoxazolines and more specifically to 3,5-diphenyl-3-[(1H-imidazol-1-ylmethyl) or (1H-1,2,4-triazol-1-yl-methyl)]-2-methyl-4-isoxazoline derivatives which are useful as antifungal agents.

3,5-diphenyl-3-[(1H-imidazol-1-ylmethyl) or (1H-1,2,4-triazol-1-ylmethyl)]-

5-alkyl(or alkenyl)-3-phenyl-3-(1H-imidazol-1-ylmethyl) -2- methylisoxazolidines and related derivatives in which hydrogens of their phenyl rings can be replaced by halogen, lower alkyl or lower alkoxy groups are useful as antifugal agents.

5-alkyl(or

.alpha.-Substituted ketonitrone derivatives containing substitutents selected from hydrogen, phenyl, substituted phenyl, naphythyl, furan, thiopen, imidazolylmethyl and triazolylmethyl are useful as intermediates for the preparation of biologically active isoxazolidine compounds.

Alpha-substituted ketonitrone derivatives

5,5-Disubstituted-3-phenyl-3-[(1H-imidazol-1-ylmethyl) or (1H-1,2,4-triazol-1-ylmethyl)]-2-methylisoxazolidine derivatives are useful as antifungal agents.

5,5-disubstituted-3-phenyl-3-phenyl-3-[(1H-imidazol-1-ylmethyl) or

5-(Substituted thiomethyl)-3-phenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine derivatives are useful as antifungal agents.

5-(substituted

5-Carbonyl derivatives of 3-phenyl-3-(1-H-imidazol-1-ylmethyl)-2-methylisoxazolidines and related compounds are useful as antifungal agents.

5-carbonyl derivatives of

5-Substituted-3-(2-naphthalenyl)-3-[(1H-imidazol-1-ylmethyl or (1H-1,2,4-triazol-1-ylmethyl)]-2-methylisoxazolidines are useful as antifungal agents.

5-substituted-3-(2-naphthalenyl)-3-((1H-imidazol-1-ylmethyl) or

Alkyl and aryl ester compounds, 5-(acyloxyalkyl)-3-phenyl-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine s in which hydrogens of their phenyl rings may be replaced by halogen, lower alkyl, lower alkoxy or nitro groups are useful as antifungal agents.

5-(acyloxyalkyl)-3-phen

5-(phenyl or phenoxymethyl)-3-(2-furanyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolid ine and related derivatives in which one or more hydrogens on the phenyl ring are replaced by halogen, lower alkyl, lower alkoxy, nitro and combinations thereof are useful as antifungal agents.

5-(phenyl or

5-(Phenyl or phenoxymethyl)-3-(2-thienyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolid ines and related derivatives in which one or more hydrogens on the 5-phenyl or phenoxy rings are replaced by halogen, lower alkyl, lower alkoxy, nitro and combinations thereof are useful as antifungal agents.

Substituted 3,5-diphenyl-3-[(1H-1,2,4-triazol-1-yl) methyl]-2-methylisoxazolidines in which hydrogens of their phenyl rings may be replaced by halogen, lower alkoxy, lower alkyl or nitro groups are useful as antifungal agents.

Substituted

3-Phenyl-3-(1H-1,2,4-triazol-1-methyl)-2-methyl-5-alkylisoxazolidines and related derivatives in which hydrogens in the phenyl ring are replaced by halogen, lower alkyl or lower alkoxy groups are useful as antifungal agents.

3-Phenyl-3-(1H-1,2,4-triazol-1-ylmethyl)-2-methyl-5-alkylisoxazolidines

3-Phenyl-3-(1H-imidazol-1-ylmethyl)-2-methyl-5-[(phenylamino)methyl]isoxazo lidine and related derivatives in which hydrogens of their phenyl rings may be replaced by one or more halogen, lower alkoxy, lower alkyl and nitro groups are useful as antifungal agents.

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Avon, NY, United States of America

George B Mullen