Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions

Abstract

New aminoindanes amides are described, having general formula (I) the relative phytosanitary compositions and their use for the control of phytopathogenic fungi.

1 - 15 . (canceled) 
     
     
         16 . Aminoindane amides having structural formula (I): 
       
         
           
           
               
               
           
         
       
       wherein:
 R 1 , R 2  and R 4 , equal to or different from each other, represent a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group, the groups R 1  and R 2  can possibly also be joined to form a C 3 -C 6  cycloalkyl group spiro-condensed with indanyl; 
 R 3  represents a hydrogen atom, a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group; 
 R 5  represents a halogen atom, a C 1 -C 4  alkyl group, a C 1 -C 4  haloalkyl group, a C 1 -C 4  alkoxy group, a C 1 -C 4  haloalkoxy group, an SH group, a C 1 -C 4  alkylthio group, a C 1 -C 4  haloalkylthio group; 
 n represents an integer ranging from 1 to 3; 
 A represents one of the following heterocycles A 2 -A 5 : 
 
       
         
           
           
               
               
           
         
         R 6  is a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group, a C 1 -C 4  alkoxy group, a C 1 -C 4  haloalkoxy group, an SH group, a C 1 -C 4  alkylthio group, a C 1 -C 4  haloalkylthio group. 
       
     
     
         17 . The compounds according to  claim 16 , selected from the following compounds having general formula (I):
 4-difluoromethyl-N-(7-fluoro-1,1,3-trimethyl-4-indanyl)-2-methyl-5-thiazolecarboxamide.   
     
     
         18 . The compounds according to  claim 16 , characterized in that they are in the form of racemic mixtures, diastereoisomeric mixtures, partially separated mixtures, single optical isomers and/or single diastereoisomers. 
     
     
         19 . Fungicidal compositions comprising one or more compounds having formula (I) according to  claim 16 , a solvent and/or solid or liquid diluent, possibly a surfactant. 
     
     
         20 . Fungicidal compositions according to  claim 19 , also comprising active principles compatible with the compounds having general formula (I), selected from fungicides different from the compounds having general formula (I), phytoregulators, antibiotics, herbicides, insecticides, fertilizers and/or mixtures thereof, antifreeze agents, adhesion agents. 
     
     
         21 . The compositions according to  claim 19 , wherein the concentration of compounds having general formula (I) ranges from 1 to 90% by weight with respect to the total weight of the composition, preferably from 5 to 50% by weight with respect to the total weight of the composition. 
     
     
         22 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of aminoindane amides having structural formula (I): 
       
         
           
           
               
               
           
         
       
       wherein:
 R 1 , R 2  and R 4 , equal to or different from each other, represent a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group, the groups R 1  and R 2  can possibly also be joined to form a C 3 -C 6  cycloalkyl group spiro-condensed with indanyl; 
 R 3  represents a hydrogen atom, a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group; 
 R 5  represents a halogen atom, a C 1 -C 4  alkyl group, a C 1 -C 4  haloalkyl group, a C 1 -C 4  alkoxy group, a C 1 -C 4  haloalkoxy group, an SH group, a C 1 -C 4  alkylthio group, a C 1 -C 4  haloalkylthio group; 
 n represents an integer ranging from 1 to 3; 
 A represents one of the following heterocycles A 2 -A 5 : 
 
       
         
           
           
               
               
           
         
         R 6  is a C 1 -C 3  alkyl group, a C 1 -C 3  haloalkyl group, a C 3 -C 6  cycloalkyl group, a C 3 -C 6  halocycloalkyl group, a C 1 -C 4  alkoxy group, a C 1 -C 4  haloalkoxy group, an SH group, a C 1 -C 4  alkylthio group, a C 1 -C 4  haloalkylthio group. 
       
     
     
         23 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of the compounds according to  claim 17 . 
     
     
         24 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of compositions according to  claim 19 . 
     
     
         25 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of compositions according to  19  for the control of phytopathogen fungi belonging to the group of Basidiomycetes, Ascomycetes, Deuteromycetes or fungi imperfecti, Oomycetes:  Puccinia  spp.,  Ustilago  spp.,  Tilletia  spp.,  Uromyces  spp.,  Phakopsora  spp.,  Rhizoctonia  spp.,  Erysiphe  spp.,  Sphaerotheca  spp.,  Podosphaera  spp.,  Uncinula  spp.,  Helminthosporium  spp.,  Rhynchosporium  spp.,  Pyrenophora  spp.,  Monilinia  spp.,  Sclerotinia  spp.,  Septoria  spp. ( Mycosphaerella  spp.),  Venturia  spp.,  Botrytis  spp.,  Alternaria  spp.,  Fusarium  spp.,  Cercospora  spp.,  Cercosporella herpotrichoides, Colletotrichum  spp.,  Pyricularia oryzae, Sclerotium  spp.,  Phytophtora  spp.,  Pythium  spp.,  Plasmopara viticola, Peronospora  spp.,  Pseudoperonospora cubensis, Bremia lactucae.    
     
     
         26 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of a composition according to  claim 19 , wherein the agricultural crops are cereals, fruit trees, citrus fruits, legumes, horticultural crops, cucurbits, oleaginous plants, tobacco, coffee, tea, cocoa, sugar beet, sugar cane, cotton. 
     
     
         27 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of a composition according to  claim 19  for the control of  Plasmopara viticola  on vines,  Phytophtora infestans  and  Botrytis Cinerea  on tomatoes,  Puccinia recondita, Erisiphae graminis, Helminthosporium teres, Septoria nodorum  and  Fusarium  spp. on cereals;  Phakopsora pachyrhizi  on soya;  Uromyces appendiculatus  on beans;  Venturia inaequalis  on apples,  Sphaeroteca fuliginea  on cucumbers. 
     
     
         28 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount to said agricultural crops of a compound according to formula (I) of  claim 16  for the control of phytopathogenic bacteria or viruses. 
     
     
         29 . A method for controlling phytopathogenic fungi in agricultural crops, which consists in applying effective doses of a compound according to formula (I) of  claim 16  in amounts ranging from 10 g to 5 kg per hectare of agricultural crop. 
     
     
         30 . A method of controlling phytopathogenic fungi of agricultural crops comprising applying an effective amount of a composition according to  claim 19  to said agricultural crops for the control of phytopathogenic bacteria or viruses.