Antifungal compounds

Abstract

The present invention relates to compounds of Formula (I):wherein R1 is as defined herein, or an acceptable salt, solvate, prodrug or hydrate thereof. The compounds of Formula I are inhibitors of metalloenzymes, such as lanosterol demethylase (CYP51).

1 - 17 . (canceled) 
     
     
         18 . An agricultural composition comprising a compound of Formula (I): 
       
         
           
           
               
               
           
         
       
       or an acceptable salt, solvate or hydrate thereof, and one or more agriculturally or phytologically acceptable excipients or carriers, wherein the composition is in the form of a suspension. 
     
     
         19 . The agricultural composition of  claim 18 , wherein the suspension is a highly-concentrated suspension. 
     
     
         20 . The agricultural composition of  claim 19 , wherein the highly concentrated suspension is an aqueous suspension. 
     
     
         21 . The agricultural composition of  claim 20 , wherein the compound of Formula (I) is dispersed in an aqueous vehicle at a concentration in the range from about 5 to about 50 weight percent, based on the total weight of the aqueous suspension. 
     
     
         22 . The agricultural composition of  claim 19 , wherein the highly concentrated suspension is an oil suspension. 
     
     
         23 . The agricultural composition of  claim 18 , wherein the composition further comprises a surfactant. 
     
     
         24 . The agricultural composition of  claim 23 , wherein the surfactant is selected from the group consisting of ethoxylated nonyl phenols, ethoxylated synthetic or natural alcohols, salts of the esters or sulfosuccinic acids, ethoxylated organosilicones, ethoxylated fatty amines, blends of surfactants with mineral or vegetable oils, crop oil concentrate (mineral oil (85%) with emulsifiers (15%)), nonylphenol ethoxylate, benzylcocoalkyldimethyl quaternary ammonium salt, blend of petroleum hydrocarbon, alkyl esters, organic acid, and anionic surfactant, C 9 -C 11  alkylpolyglycoside, phosphated alcohol ethoxylate, natural primary alcohol (C 12 -C 16 ) ethoxylate, di-sec-butylphenol EO-PO block copolymer, polysiloxane-methyl cap, nonylphenol ethoxylate with urea ammonium nitrate, emulsified methylated seed oil, tridecyl alcohol (synthetic) ethoxylate (8EO), tallow amine ethoxylate (15 EO), and PEG(400) dioleate-99. 
     
     
         25 . The agricultural composition of  claim 23 , wherein the amount of surfactant is from 0.01 to 1.0 percent by volume or 0.05 to 0.5 percent by volume. 
     
     
         26 . The agricultural composition of  claim 18 , wherein the composition further comprises one or more inorganic salts. 
     
     
         27 . The agricultural composition of  claim 18 , wherein the composition further comprises one or more synthetic or natural gums. 
     
     
         28 . The agricultural composition of  claim 18 , wherein the composition further comprises a wetting agent, tackifier, dispersant, and/or emulsifier. 
     
     
         29 . The agricultural composition of  claim 18 , wherein the composition further comprises a solvent or oil. 
     
     
         30 . A method of making an agricultural composition of claim  1  comprising mixing a compound of Formula (I) and a vehicle comprising water. 
     
     
         31 . The method of  claim 30  further comprising homogenizing the compound of Formula (I) and the vehicle comprising water. 
     
     
         32 . A method of making an agricultural composition of  claim 22  comprising mixing a compound of Formula (I) and a vehicle comprising oil. 
     
     
         33 . A method of treating or preventing of a metalloenzyme-mediated disease or disorder in a plant comprising applying to the plant an agricultural composition of  claim 18 . 
     
     
         34 . The method according to  claim 33 , wherein the metalloenzyme-mediated disease or disorder is a plant fungal disease or disorder. 
     
     
         35 . The method according to  claim 34 , wherein the plant fungal disease or disorder is caused by a plant fungal pathogen belonging to at least one genera selected from  Blumeria, Podosphaera, Sphaerotheca, Uncinula, Erysiphe, Puccinia, Phakopsora, Gymnosporangium, Hemileia, Uromyces, Alternaria, Cercospora, Cladosporium, Cochliobolus, Colletotrichum, Magnaporthe, Mycosphaerella, Phaeosphaeria, Pyrenophora, Ramularia, Rhyncosporium, Septoria, Venturia, Ustilago, Aspergillus, Penicillium, Drechslera, Fusarium, Botrytis, Gibberella, Rhizoctonia, Pseudocercosporella, Sclerotinia, Helminthosporium, Stagonospora, Exserohilum , and  Pyricularia.    
     
     
         36 . The method according to  claim 34 , wherein the plant fungal disease or disorder is caused by  Venturia inaequalis, Septoria tritici, Cercospora beticola, Cercospora arachidicola, Colletotrichum lagenarium, Puccinia graminis f . sp.  tritici, Uncinula necator, Blumeria graminis , or  Mycosphaerella fijiensis.    
     
     
         37 . The method according to  claim 34 , wherein the plant fungal disease is selected from apple scab, speckled leaf blotch of wheat, leaf spot of sugarbeets, leaf spot of peanut, cucumber anthracnose, wheat leaf rust, grape powdery mildew, wheat powdery mildew, and black sigatoka.