Anthropod repellent chemicals

Abstract

Compositions and methods for repelling arthropods. The compositions include a carrier and an arthropod repelling compound, which can be a compound discovered by a novel and complex cheminformatic process to demonstrate repellency behavior across a broad spectrum of arthropods. The compound can be a thiane compound, a pyrrolidone compound, a cyclohexadiene compound, a cyclohexenone compound, a cyclohexene compound, a furanone compound, a pyran compound, a tetrahydropyran compound, a thiazolidine compound, a thiazoline compound, a dihydrothiophene compound, a dithiolane compound, a dithiane compound, an epoxide compound, an oxathiane compound, a cyclopentene compound, a cyclohexane compound, a quinoline compound, an oxazoline compound, a tetrahydropyridine compound, and an imidazolidinone compound, or a combination thereof.

What is claimed is: 
     
         1 . A composition for repelling an arthropod, comprising
 a carrier, and   one or any combination of arthropod repellant compounds selected from the group consisting of   
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7  and R 8  are each independently selected from the group consisting of H, O, alkyl, alkenyl, aryl, arylalkyl, alkoxy, an aldehyde group, benzoyl, formyl, cycloalkyl, an ester group, halo, hydroxyl, alkoxycycloalkylalkyl, cycloalkenyl, and cycloakenylalky. 
     
     
         2 . The composition of  claim 1 , wherein the compounds are selected from the group consisting of 4-methylcyclohexene, ethylcyclopentenol one, 3,4-Dihydro-2H-pyran, and lemon hexadiene. 
     
     
         3 . The composition of  claim 1 , wherein the alkyl is a C 1 -C 12  alkyl, the alkenyl is a C 2 -C 12  alkenyl, the alkoxy is a C 1 -C 12  alkoxy, the aldehyde group is a C 1 -C 12  aldehyde group, the ester group a C 1 -C 12  ester group, or any combination thereof 
     
     
         4 . The composition of  claim 1 , wherein the arthropod repellant compounds are selected from the group consisting of:
 a)   
       
         
           
           
               
               
           
         
       
       wherein R 3 , R 4 , and R 5  are each H; R 1  is H, alkyl or alkenyl; and R 2  is H or O;
 b) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 2  and R 3  are each independently H, alkyl, alkenyl, or alkoxy;
 c) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1  is H, alkyl, or hydroxyl; R 2  is H or hydroxyl; R 3 , R 5 , and R 6  are each H; and R 4  is H, alkyl, or alkoxy;
 d) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 4 , R 5  and R 6  are each H; and R 2  and R 3  are each independently H or alkyl;
 e) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 3 , R 4 , R 5  and R 6  are each H; and R 2  is H or alkyl;
 f) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 2 , and R 4  are each independently H, hydroxyl, or alkyl; and R 3  is H or O;
 g) 
 
       
         
           
           
               
               
           
         
       
       wherein R 2  and R 3  are each H; and R 1  and R 4  are each independently H, O or alkyl;
 h) 
 
       
         
           
           
               
               
           
         
       
       wherein R 3  and R 4  are each H; R 1  is SH, hydroxyl, alkyl, alkoxy or an ester group; and R 2  is H, O or OH;
 i) 
 
       
         
           
           
               
               
           
         
       
       wherein R 3  is H; R 1 , R 4  and R 5  are each independently H or CH 3 ; and R 2  is H or alkyl;
 j) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 3  and R 5  are H; and R 2  and R 4  are each independently a branched or unbranched alkyl;
 k) 
 
       
         
           
           
               
               
           
         
       
       wherein R 2  and R 3  are each H; and R 1  and R 4  are each independently alkyl or an aldehyde group;
 l) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are each independently H, alkyl, or an aldehyde group;
 m) 
 
       
         
           
           
               
               
           
         
       
       wherein R 3  and R 4  are each H; and R 1  and R 2  are each independently H, alkyl, or an aldehyde group;
 n) 
 
       
         
           
           
               
               
           
         
       
       wherein R 1 , R 2 , R 3 , R 4 , R 5  and R 6  are each independently H, O, alkyl, alkenyl, aryl, arylalkyl, alkoxy, an aldehyde group, benzoyl, formyl, cycloalkyl, an ester group, halo, hydroxyl, alkoxycycloalkylalkyl, cycloalkenyl, or cycloakenylalky; and
 o) 
 
       
         
           
           
               
               
           
         
       
       wherein R 3  is H, alkyl, or an aldehyde group, and R 1  and R 2  are each H. 
     
     
         5 . The composition  claim 1 , wherein the arthropod repellant compounds are selected from the group consisting of 1,2-epoxyhexane, 1-methyl-1,4-cyclohexadiene, 1-ethyl-2-pyrrolidone, 2-isobutyl-4-methyl-1,3-dioxolane, 2-methyl tetrahydrofuran, 3,4-Dihydro-2H-pyran, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-methyl cyclohexene, dihydropyran, ethyl cyclopentenolone, isopropyl quinoline, methyl 2-(4-tert-butylphenyl)acetate and nerol oxide. 
     
     
         6 . The composition  claim 1 , comprising two or more of the arthropod repellant compounds selected from the group consisting of 1,2-epoxyhexane, 1-methyl-1,4-cyclohexadiene, 1-ethyl-2-pyrrolidone, 2-isobutyl-4-methyl-1,3-dioxolane, 2-methyl tetrahydrofuran, 3,4-Dihydro-2H-pyran, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-methyl cyclohexene, dihydropyran, ethyl cyclopentenolone, isopropyl quinoline, methyl 2-(4-tert-butylphenyl)acetate and nerol oxide. 
     
     
         7 . The composition of  claim 1 , wherein the arthropod repellant compounds are selected from the group consisting of 2-butyl-4,6-dimethyl-5,6-dihydro-2H-pyran, 2-methyl-4-methylidene-6-phenyloxane, 1-methylpyrrolidin-2-one, 10-undecen-1-al, 3-ethyl-2-hydroxycyclopent-2-en-1-one, 1-methyl-1,3-cyclohexadiene, alpha cedrene epoxies, floral methanol, 4,5-epoxy-(E)-2-decenal, oxyquinoline, isobutyl quinolone, 6-methoxyquinoline, 6-methyl quinolone, quinmerac, 4-amino-5-(3-(isopropyl amino)-2,2-dimethyl-3-oxopropoxy)-2-methyl quinoline-3-carboxylic acid, 1-methyl cyclohexene, 3-methyl cyclohexene, mixed cyclohexene, furanone acetate, and 2-methylquinoline. 
     
     
         8 . The composition of  claim 1 , wherein the arthropod is an insect, tick, mite, spider, centipede or scorpion. 
     
     
         9 . The composition of  claim 1 , wherein the arthropod is a household or agricultural pest. 
     
     
         10 . The composition of  claim 1 , wherein the arthropod is a blood-feeding arthropod. 
     
     
         11 . The composition or of  claim 10 , wherein the blood-feeding arthropod is a mosquito, gadfly, louse, bedbug, sandfly, black fly, tsetse fly, midge, mite, or flea. 
     
     
         12 . A method of repelling an arthropod, comprising exposing an arthropod to the composition of  claim 1  in an amount effective to repel the arthropod. 
     
     
         13 . The method of  claim 12 , wherein the arthropod is exposed to the composition by applying the composition to a subject, to an article worn or associated with the subject, to an agricultural product, to a storage container, shipping container or transport container for an agricultural product, to a structure or part of a structure from which the arthropod is to be repelled, or to an area from which the arthropod is to be repelled. 
     
     
         14 . The method of  claim 13 , wherein the subject is an animal or a plant. 
     
     
         15 . The method of  claim 14 , wherein the subject is a human. 
     
     
         16 . The method of  claim 12 , wherein the arthropod is an insect, tick, mite, spider, centipede or scorpion. 
     
     
         17 . The method of  claim 12 , wherein the arthropod is a household or agricultural pest. 
     
     
         18 . The method of  claim 12 , wherein the arthropod is a blood-feeding arthropod. 
     
     
         19 . The method of  claim 18 , wherein the blood-feeding arthropod is a mosquito, gadfly, louse, bedbug, sandfly, black fly, tsetse fly, midge, mite, or flea.