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    公开号:BR112013015516B1
    申请号:R112013015516-7
    申请日:2011-12-19
    公开日:2018-04-17
    发明作者:Venturini Isabella；Santino Vazzola Matteo；Sinani Entela；Pellacini Franco；Filippini Lucio
    申请人:Stichting I-F Product Collaboration；
    IPC主号:
    专利说明:

    (54) Title: AMINOINDANOS AMIDAS HAVING A HIGH FUNGICIDE ACTIVITY AND ITS PHYTOSANITARY COMPOSITIONS (51) Int.CI .: C07D 231/14; A01N 43/56 (30) Unionist Priority: 12/20/2010 IT MI2010A 002328 (73) Holder (s): STICHTING l-F PRODUCT COLLABORATION (72) Inventor (s): ISABELLA VENTURINI; MATTEO SANTINO VAZZOLA; ENTELA SINANI; FRANCO PELLACINI; LUCIO FILIPPINI
    1/15
    AMINOINDANOS AMIDAS HAVING A HIGH FUNGICIDE ACTIVITY AND ITS PHYTOSANITARY COMPOSITIONS [0001] The present invention concerns new amides from 4aminoindans having a high fungicidal activity, relative phytosanitary compositions and their use for the control of phytopathogenic fungi.
    [0002] More specifically, it relates to new amides from 4aminoindans, still replaced by specific groups in the indano group, having a high activity in the control of pathogenic fungi from important agricultural crops.
    [0003] Amides obtained from benzoic or hetero-cyclylcarboxylic acids condensed with 4-aminoindanes are described in patent applications JP 1070479, JP 1117864, JP 1313402, JP 2157266, JP 2249966, JP 3077381, JP 62096471, EP 199822, EP256503, EP 276177, EP 280275, EP 569912, US 5093347, WO 2001/53259, WO 2004/018438, WO 2004/039789, WO 2004/072023, WO 2004/103975, WO 2005/075452.
    [0004] In particular, EP 199822 describes 1,3,5-trimethyl-N- (1,1-dimethyl-5-fluoro-4indanyl) -4-pyrazolcarboxamide [compound (4)] and 1,5-di- methyl-3-trifluoro-methyl-N- (1,1dimethyl-7-fluoro-4-indanyl) -4-pyrazole-carboxamide (page 15, lines 19 - 20); US 5,093,347 describes 3-di-fluoromethyl-1-methyl-N- (1,1,3-trimethyl-4-indanyl) -4-pyrazolcarboxamide.
    [0005] The 4-aminoindan amides described in the prior art, however, are not completely satisfactory from the point of view of the level of fungicidal activity against phytopathogenic fungi, the range of action, and phytotoxicity with respect to the agricultural crops to be protected.
    [0006] The applicant has now surprisingly discovered that the new amides, obtained by condensing heterocyclic acids substituted by a CF 2 H group, with 4-aminoindanes containing alkyl groups in positions 1 and 3 of indane and one or more other substituents in the ring phenyl, show with respect to the compounds described above, a much higher fungicidal activity, a broader range of action, reduced or zero phytotoxicity with
    Petition 870180012625, of 02/16/2018, p. 8/32
    2/15 important.
    [0007] The purpose of the present invention therefore concerns aminoindan amides having structural formula (I):
    on what:
    - R1, R2 and R4, the same or different from each other, represents a C1-C3 alkyl group, a C1-C3 haloalkyl group, a C3-C6 cycloalkyl group, a C3-C6 halocycloalkyl group, the R1 and R2 groups may possibly also be joined to form a C3-C6 cycloalkyl group condensed with indanyl;
    - R 3 represents a hydrogen atom, a C 1 -C 3 alkyl group, a C1-C3 haloalkyl group, a C3-C6 cycloalkyl group, a C3C6 halocycloalkyl group ;
    - R5 represents a halogen atom, a C1 -C4 alkyl group a haloalkyl group C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy, a halo - C 1 -C 4 group, an SH group, an alkyl group C 1 -C 4 thio, a C 1 -C 4 thio haloalkyl group;
    - n represents an integer ranging from 1 to 3;
    - A represents one of the following heterocycles A1 to A5:
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    3/15

    - R 6 is an alkyl group C 1 -C 3 haloalkyl one C 1 -C 3 group, one C 3 -C cycloalkyl group 6, a group halocicloalquila C 3 -C 6 group, a C 1 -C 4 alkoxy, one C 1 -C 4 haloalkoxy group, SH group, C 1 -C 4 alkyl group uncle, C 1 haloalkyl group Petition 870180012625, 02/16/2018, p. 10/32
    4/15
    C 4 uncle.
    [0008] Examples of compounds having formula (I) which are particularly interesting in terms of their activity are:
    (1) 3-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -1-methyl-4-pyrazolcarboxamide;
    (2) 4-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -2-methyl-5-thiazolcarboxamide;
    (3) 3-difluoromethyl-1-methyl-N- (1,1,3,7-tetramethyl-4-indanyl) pyrazolcarboxamide;
    (4) 4-difluoromethyl-2-methyl-N- (1,1,3,7-tetramethyl-4-indanyl) -5thiazolcarboxamide;
    (5) 3-difluoromethyl-1-methyl-N- (7-methoxy-1,1,3-trimethyl-4-indanyl) -4-pyrazolcarboxamide;
    (6) 4-difluoromethyl-2-methyl-N- (7-methoxy-1,1,3-trimethyl-4-indanyl) -5thiazolcarboxamide;
    (7) 3-difluoromethyl-1-methyl-N- (7-methylthio-1,1,3-trimethyl-4-indanyl) -4-pyrazolcarboxamide;
    (8) 4-difluoromethyl-2-methyl-N- (7-methylthio-1,1,3-trimethyl-4-indanyl) -5thiazolcarboxamide;
    (9) 3-difluoromethyl-1-methyl-N- (7-trifluoromethoxy-1,1,3-trimethyl-4-indanyl) -4pyrazole-carboxamide;
    (10) 4-difluoromethyl-2-methyl-N- (7-trifluoromethoxy-1,1,3-trimethyl-4-indanyl) -5thiazolcarboxamide;
    (11) 3-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -4furazancarboxamide (12) 4-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl- 4-indanyl) -2-methylthio-4pyrimidinecarboxamide.
    (13) 3-difluoromethyl-N- (7-chloro-1,1,3-trimethyl-4-indanyl) -1-methyl-4-pyrazolcarboxamide;
    (14) 3-difluoromethyl-N- (7-chloro-1,1-diethyl-3-methyl-4-indanyl) -1-methyl-4-pyrazole Petition 870180012625, of 02/16/2018, p. 11/32
    5/15 carboxamide;
    (15) 4-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -5-thiadiazolcarboxamide.
    [0009] Preferred compounds having the general formula (I) are those in which A represents A 1 , R 1 , R 2 , R 4 and R 6 are a methyl group, R 3 is a hydrogen atom, R 5 represents a halogen.
    [0010] Examples of halogens are: fluorine, chlorine, bromine, iodine.
    [0011] Examples of C1-C4 alkyl, linear or branched, are methyl, ethyl, npropyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl.
    [0012] Examples of C 1 -C 4 haloalkyl are fluoromethyl, difluoro-methyl, trifluoromethyl, chloromethyl, dichloromethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl, pentafluoroethyl, heptafluoropropyl, 4,4 , 4-trichloro-butyl.
    [0013] Examples of C 1 -C 4 alkoxy, linear or branched, are methoxy, ethoxy, npropoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy.
    [0014] Examples of C 1 -C 4 haloalkoxy are fluoromethoxy, difluoromethoxy, trifluoromethoxy, chloromethoxy, dichloromethoxy, 2,2,2-tri-fluoroethoxy, 1,1,2,2-tetrafluoroethoxy, 1,1,2,3 , 3,3-hexafluoropropoxy, 4,4,4-trichlorobutoxy.
    [0015] Examples of C 3 -C 6 cycloalkyl are cyclopropyl, cyclo-butyl, cyclopentyl, cyclohexyl.
    [0016] Examples of C3-C6 halocycloalkyl are 2,2-dichlorocyclopropyl, 2,2difluorocyclopropyl, 2,2,3,3-tetrafluorocyclobutyl, 3,3-di-fluorocyclopentyl, 2fluorocyclohexyl.
    Examples of straight or branched C1-C4 alkyl are methylthio, ethylthio, npropylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio, tert-butylthio.
    [0018] Examples of C 1 -C 4 haloalkyl are fluoromethylthio, di-fluoromethyl-thio, trifluoromethylthio, chloromethyl, dichloromethylthio, 2,2,2-tri-fluoroethylthio, 1,1,2,2-tetrafluoroethylthio, 1, 1,2,3,3,3-hexafluoropropylthio, 4,4,4-trichlorobutylthio.
    [0019] Due to the asymmetry of the carbon atom at position 3 of the indanyl ring and possibly the atoms at position 1 (when R1 is different from R2) and 2 (when R3 is different from hydrogen), the compounds having the formula (I ) can occur as
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    6/15 mixtures of optical isomers and possibly diastereoisomers.
    The compounds having formula (I) are therefore included in the spirit of the present invention as both racemic and diastereoisomeric mixtures, both as partially separate mixtures, each as unique optical isomers and possibly as unique diastereoisomers.
    [0021] The compounds having formula (I) are prepared by reacting a substituted acid or one of its derivatives having formula (II), with an aniline having formula (III), according to the reaction scheme indicated below :
    - A, R1, R2, R3, R4, R5 and n have the same meanings as defined above;
    - X represents an OH hydroxy; a halogen atom; a C 1 C 4 alkoxy group; a phenoxy group; an acyloxy group RCOO in which R in turn represents a group A, a C1-C4 alkyl group or a phenyl optionally substituted by C1-C4 alkyl groups, C1-C4 haloalkyl groups, halogen atoms.
    [0024] The reaction conditions to carry out the process indicated above, in which a corresponding acid or one of its halides, esters or anhydrides (possibly mixed) are reacted with an amine, are widely described in the chemical literature, for example in the “Advanced Organic Chemistry, "Jerry March, 4th edition, 1992, John Wiley & Sons Pub., 417-424 pages and references cited therein.
    [0025] Several alternative conditions can be selected, also depending on the nature of the compound having the formula (II); for example, when X represents a halogen atom, preferably chlorine, the reaction is normally carried out at
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    7/15 presence of an inert solvent and in the presence of an organic or inorganic base, at a temperature ranging from -20 ° C to the boiling point of the reaction mixture.
    [0026] Examples of solvents that can be used for the above reaction include water, aliphatic or cycloaliphatic hydrocarbons (petroleum ether, hexane, cyclohexane etc.), chlorinated hydrocarbons (methylene chloride, chloroform, carbon tetrachloride, dichloroethane, etc. .), aromatic hydrocarbons (benzene, toluene, xylene, chloro-benzene, etc.), ethers (diethyl ether, diisopropyl ether, dimethoxyethane, dioxane, tetrahydrofuran, etc.), esters (ethyl acetate etc.), ketones (acetone , methyl ethyl ketone, methyl propyl ketone, methyl isobutyl ketone, etc.), nitriles (acetonitrile, benzonitrile, etc.), aprotic bipolar solvents (dimethylformamide, dimethylacetamide, hexamethylphosphoramide, dimethyl sulfoxide, sulfolane, etc.).
    [0027] The inorganic bases that can be used for the purpose are, for example, sodium or potassium hydroxides, carbonates and bicarbonates.
    [0028] Organic bases that can be used for the purpose are, for example, triethylamine, pyridine, 4-N, N-dimethyl-aminopyridine, N, N-dimethylaniline, Nmethylpiperidine, lutidine, diazabicyclooctane (DABCO), diazabicyclononene (DBN), diazabicycloundecene (DBU).
    [0029] Intermediates having the general formulas (II) and (III), when not previously described in the literature, can in any case be prepared by adapting synthetic methods well known to those skilled in the field.
    [0030] For example, pyrazolcarboxylic acids [formula (II) where A = AI, X = OH] can be prepared according to what is described in US 5,093,347; thiazolcarboxylic acids [formula (II) where A = A2, X = OH] can be prepared according to what is described in DE 10250110; pyrimidinecarboxylic acids [formula (II) where A = A4, X = OH] can be prepared according to what is described in EP 569912.
    [0031] The corresponding acid derivatives (esters, anhydrides, halides) can be easily prepared from them according to what is described, for example
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    8/15 example, in "Advanced Organic Chemistry", Jerry March, 4 1 Edition 1992, John Wiley & Sons Pub., 392-402 pages 437-438 and references cited therein.
    [0032] As already mentioned, compounds having the general formula (I) have a very high fungicidal activity that is exercised with respect to numerous phytopathogenic fungi that attack important agricultural crops.
    [0033] Another objective of the present invention therefore concerns the use of compounds having the general formula (I) for the control of phytopathogenic fungi from agricultural crops.
    [0034] Examples of phytopathogenic fungi that can be effectively combated with the compounds of the general formula (I) according to the present invention, are those that belong to the groups 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., Piren spp., Sclerotinia spp., Septoria spp. (Mycosphaerella spp.), Venturia spp., Botrytis spp., Alternaria spp., Fusarium spp., Cercospora spp., Cercosporella herpotrichoides, Colletotrichum spp., Piricularia oryzae, Sclerotium spp., Fitophtora spp., Pythium spp., Pythium spp. , Peronospora spp., Pseudoperonospora cubensis, Bremia lactucae.
    [0035] The main crops that can be protected with the compounds of the present invention include cereals (wheat, barley, rye, oats, rice, corn, sorghum, etc.), fruit trees (apple, pear, plum, peach, almond, cherry, banana, vines, strawberry, raspberry, blackberry, etc.), citrus trees (orange, lemon, mandarin, grapefruit, etc.), vegetables (beans, peas, lentils, soy, etc.), vegetables (spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, eggplants, peppers, etc.), cucurbits (pumpkin, zucchini, cucumbers, melons, watermelon, etc.), oilseeds (sunflower, rapeseed, peanut, castor, coconut , etc.) tobacco, coffee, tea, cocoa, sugar beet, sugar cane, cotton. [0036] In particular, compounds having the general formula (I) have proven to be considerably effective in controlling Plasmopara viticola in vines,
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    9/15
    Fitophtora infestans and Botrytis Cinerea in tomatoes, Puccinia recondita, Erysiphe graminis, Helminthosporium teres, Septoria nodorum and Fusarium spp. in cereals; in the control of Phakopsora pachyrhizi in soy; in the control of Uromyces appendiculatus in beans; in the control of Venturia inaiguaisis in apples, in the control of Sphaeroteca fuliginea in cucumbers.
    [0037] In addition, compounds having the general formula (I) are also effective in the control of pathogenic phytobacteria and viruses, such as for example Xanthomonas spp., Pseudomonas spp., Erwinia amylovora, the tobacco mosaic virus.
    [0038] The compounds having formula (I) are capable of exerting a fungicidal action in both curative and preventive applications and have a very low or zero phytotoxicity in the treated crops.
    [0039] For practical uses in agriculture, it is often preferable to use fungicidal compositions containing compounds having the formula (I) according to the present invention, suitably formulated.
    [0040] Another object of the present invention concerns fungicidal compositions comprising one or more compounds having formula (I), a solid or liquid solvent and / or diluent, possibly a surfactant.
    [0041] The above fungicidal compositions may be in the form of dry powders, wetting powders, emulsifiable concentrates, emulsions, microemulsions, pastes, granules, water-dispersible granules, solutions, suspensions, etc.: the choice of the type of composition will depend on the use specific.
    [0042] The fungicidal compositions are prepared in the known manner, for example by diluting or dissolving the active substance with a solvent medium and / or a solid or liquid diluent, possibly in the presence of surfactants.
    [0043] The diluents or solid supports that can be used for example are: silica, kaolin, bentonite, talc, diatomaceous earth, dolomite, calcium carbonate, magnesia, plaster, clays, synthetic silicates, atapulgite, sepiolite.
    [0044] The solvents or liquid diluents that can be used are, for example, in addition to water, aromatic organic solvents (xylols or mixtures of alkylbenzols, chlorobenzene, etc.), paraffins (fractions of oil), alcohols (methanol, propanol,
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    10/15 butanol, octanol, glycerin, etc.), esters (ethyl acetate, isobutyl acetate, alkyl carbonates, adipic acid alkyl esters, glutaric acid alkyl esters, succinic acid alkyl esters, esters of lactic acid alkyl, etc.), vegetable oils (rapeseed oil, sunflower oil, soybean oil, castor oil, corn oil, peanut oil, and their alkyl esters), ketones (cyclohexanone, acetone, acetophenone , isophorone, ethylamylketone, etc.), amides (N, N-dimethylformamide, N-methylpyrrolidone, etc.), sulfoxides and sulfones (dimethyl sulfoxide, dimethylsulfone, etc.), and mixtures thereof.
    [0045] Sodium salts, calcium salts, potassium salts, triethylamine or triethanolamine salts of alkylnaphthalenesulfonates, poly-naphthalenesulphonates, alkyl sulphonates, aryl sulphonates, alkylaryl sulphonates, polycarboxylates, sulphosuccinates, sulpho-succinates lignin sulfonates, alkyl sulfates, can be used as surfactants; as well as polyethoxylated fatty alcohols, polyethoxylated alkylphenols, polyethoxylated esters of sorbitol, polyethoxylates (block polymers).
    [0046] The fungicidal compositions may also contain special additives for particular purposes, such as, for example, antifreeze agents such as propylene glycol, or adhesion agents, such as gum arabic, polyvinyl alcohol, polyvinyl pyrrolidone, etc.
    [0047] If desired, other compatible active ingredients can be added to fungicidal compositions containing the compounds of the general formula (I), such as, for example, fungicides other than those having the general formula (I), phytoregulators, antibiotics, herbicides, insecticides, fertilizers and / or mixtures thereof.
    [0048] Examples of fungicides other than those having the general formula (I), which can be included in the fungicidal compositions object of the present invention are: acibenzolar, ametoctradin, amisulbrom, ampropylphos, anilzine, azaconazole, azoxystrobin, benalaxyl, benalaxyl-M, benomyl, bentiavalicarb, bitercanol, bixafen, blasticidin-S, boscalid, bromuconazole, bupyrimite, butiobate, captafol, captan, carbendazim, carboxin, carpropamid, quinometionat, cloroneb, chlorotalonil, clozolinate, cyiaprofinamide, ciazofamidyl, ciazofamidyl, ciazofamidyl, ciazofamidyl, ciazofamidan
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    11/15 diclofluanid, diclone, diclobutrazol, diclomezin, dicloran, diclocimet, dietofencarb, diphenoconazole, diflumetorim, dimetirimol, dimetomorf, dimoxystrobin, diniconazole, dinocap, dipiritiona, ditalymos, ethyde, dyphanone, ditianone, ditianon, ditianon, ditianon, ditianone, , ethoxyquin, etridiazole, famoxadone, fenamidone, fenaminosulf, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenoxanil, fenpiclonil, fenpropidin, fenpropimorf, fentin, ferbam, ferinzone, fluazinam, fluazinam, fluazolam, fluoflu, , fluoxastrobin, fluquinconazole, flusilzol, flusulfamide, flutianil, flutolanil, flutriafol, folpet, fosetil-aluminum, fuberidazole, furalaxil, furametpir, furconazole, furconazol-cis, guazatin, hexaconazole, imexazonazole, imazexamine, idrossicholine, idrossichol , iprobenfos, iprodione, isoprothiolane, iprovalicarb, isopirazam, isothianyl, casugamycin, cresoxim-methyl, mancobre, mancozeb, mandipropamid, maneb, mebenil, mepanipyrim, mepronil, meptildinocap, metalaxyl, metalaxyl-M, metconazole, metfuroxam, metiram, metominostrobin, metrafenone, metsulfovax, miclobutanil, natamycin, oxybenzyl, oxobol, nitobol, nitobol, nitobol, nitrate oxycarboxine, pefurazoate, penconazole, pencicuron, penflufen, pentachlorophenol and its salts, pentiopirad, phthalide, picoxystrobin, piperalin, Bordeaux mixture, polyoxins, probenazole, prochloraz, procimidone, propamocarb, propiconazol, propineboline, protazol, pyrazol, protinazol, pyrazol, protinazole pirametostrobina, piraoxistrobina, pyrazofos, piribencarb, pirifenox, pirimetanil, piroquilon, piroxifur, quinacetol, quinazamid, quinconazole, quinoxifen, quintozene, rabenzazole, copper hydroxide, copper oxide chloride, copper oxide, siloxide, copper oxide, siloxide, copper oxide , simeconazole, spiroxamine, streptomycin, tebuconazole, tetraconazole, thiabendazole, thiadifluor, ticiofen, tiflu zamide, thiophanate, thiophanate-methyl, take out, thiadinyl, thioximid, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triarimol, triazbutyl, triazoxide, tricyclazole, tridemorf, trifloxystrobin, trifloxystroline, triflumizol, trifazole valifenalate, vinclozolin, zineb, ziram, sulfur, zoxamide. [0049] The concentration of the compounds having the general formula (I) in the above compositions can vary within a wide range; the same in general ranges from 1% to 90
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    12/15%, preferably from 5% to 50%.
    [0050] The application of these compositions can be carried out in each part of the plant, for example in the leaves, stems, branches and roots, or in the seeds themselves before sowing, or in the soil in which the plant grows.
    [0051] Another objective of the present invention therefore concerns a method for the control of phytopathogenic fungi in agricultural crops, which consists in the application of effective dosages of the compounds having the formula (I), used as such or formulated in fungicidal compositions as described above.
    [0052] The amount of compound to be applied to obtain the desired effect can vary in relation to different factors, such as, for example, the compounds used, the crop to be preserved, the type of pathogen, the degree of infection, the climatic conditions, the method of application, the formulation adopted.
    [0053] Compost doses ranging from 10 g to 5 kg per hectare of agricultural crops in general provide sufficient control.
    [0054] The following examples are provided for a better understanding of the invention for illustrative and non-limiting purposes.
    [0055] EXAMPLE 1 [0056] Preparation of 3-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -1-methyl-4pyrazol-carboxamide (compound N. 1).
    [0057] 0.4 ml of triethylamine were dripped into a solution of 7-fluoro-1,1,3trimethyl-4-aminoindane (0.45 g) and 3- (difluoro-methyl) -1-methyl-1H chloride -pyrazol-4carbonyl (0.44 g) in 8 ml of dichloromethane.
    [0058] After being stirred for 8 hours at room temperature, dilute hydrochloric acid was added to the reaction mixture, the phases were separated and the aqueous phase was extracted with dichloromethane.
    [0059] The organic phases were then joined, anhydrified with sodium sulfate and concentrated under reduced pressure.
    [0060] The obtained crude product was subsequently purified on a column of silica gel (eluent hexane / ethyl acetate 8/2) to give 0.45 g of the desired product, a white solid with a melting point of 147 ° C .
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    13/15 [0061] 1 H NMR (200 Mhz, CDCh) δ a: 1.43 (3H, d), 1.38 (3H, s), 1.44 (3H, s), 1.66 (1H , dd), 2.21 (1H, dd), 3.38 (1H, m), 3.98 (3H, s), 6.81 (1H, bs), 6.95 (1H, t), 6 , 70 (1H, m), 7.81 (1H, bs), 8.03 (1H, bs).
    [0062] EXAMPLE 2 [0063] Preparation of compounds No. 2-9.
    [0064] In a manner analogous to the procedure of Example 1, the compounds of the general formula (I) reported in Table 1 were prepared.
    (R 5 )
    (i) [0065] Table 1
    CompoundNo. THE Laugh R2 R3 R4 R5 2 3-difluoromethyl-1-methyl-4-pyrazolyl Et Et H Me 7-F 3 3-difluoromethyl-1-methyl-4-pyrazolyl Me Me H Me 7-0Me 4 4-difluoromethyl-2-methyl-5-thiazolyl Me Me H Me 7-F 5 3-difluoromethyl-1-methyl-4-pyrazolyl Me Me H Me 7-Me 6 3-difluoromethyl-1-methyl-4-pyrazolyl Me Me H Me 7-Cl 7 3-difluoromethyl-1-methyl-4-pyrazolyl Me Me H Me 7-0CF3
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    14/15
    8 3-difluoromethyl-1-methyl-4-pyrazolyl Me Me H Me 7-SMe
    [0066] Melting points:
    No. 2: 115 ° C; No. 3: 110 ° C; No. 4: 95 ° C; No. 6: 140 ° C; No. 7: 105 ° C; No. 8: 97 ° C. [0067] EXAMPLE 3 [0068] Determination of fungicidal activity in preventive application (5 days) against Erysiphe graminis in wheat.
    [0069] The leaves of wheat plants of the Salgemma variety, grown in pots in a conditioned environment maintained at 20 ° C and 70% relative humidity (RH), were treated by spraying on both sides of the leaves with the compounds under examination , dispersed in hydroacetonic solutions at 20% by volume of acetone. [0070] After staying 5 days in a conditioned environment, the plants were infected under dry conditions by shaking them, in order to distribute the inoculum, from plants previously infected with Erysiphe graminis.
    [0071] The plants were then kept in the same cell, in an environment saturated with humidity and at a temperature ranging from 18 to 24 ° C for 12 days. [0072] At the end of this period, the external symptoms of the pathogen appeared and it was therefore possible to proceed with the assessment of the intensity of the infection, both in the parts treated directly with the products (T), as well as in the parts that were developed during the test ( NT), through a scale of evaluation of visible percentage of the affected leaf area; the scale comprises, as extremes, the value 100 (healthy plant) and the value 0 (plant completely infected).
    [0073] At the same time, phytotoxicity was evaluated (percentage of leaf necrosis) induced in wheat plants by the application of the products: in this case, the rating scale ranges from 0 (completely healthy plant) to 100 (completely necrotized plant) .
    [0074] Table 2 shows the results obtained by carrying out the test described with compound N. 1, compared with the reference products described below in the prior art:
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    15/15
    RC1: 3-difluoromethyl-1-methyl-N- (1,1,3-trimethyl-4-indanyl) -4-pyrazole-carboxamide of US 5,093,347;
    RC2: 1,5-dimethyl-3-trifluoro-methyl-N- (1,1-dimethyl-7-fluoro-4-indanyl) -4-pyrazolcarboxamide [EP199822, page 15, lines 19-20];
    RC3: 1,3,5-trimethyl-N- (1,1-dimethyl-5-fluoro-4-indanyl) -4-pyrazole-carboxamide [EP199822, compound (4)].
    [0075] Table 2. Preventive fungicidal activity (5 days) against Erysiphe graminis in wheat.
    Compound Dose(ppm) ActivityT / NT Phytotoxicity N. 1 125 95/90 0 CR-1 125 70/65 10 CR-2 125 25/15 0 CR-3 125 10/0 0
    Petition 870180012625, of 02/16/2018, p. 22/32
    1/6
    权利要求:
    Claims (16)
    [1]
    1. Aminoindan amides, characterized by the fact that they have the structural formula (I) or isomers thereof:
    on what:
    - Ri, R 2 and R 4 , the same or different from each other, represent an alkyl group
    C1-C3;
    - R 3 represents a hydrogen atom, a C1-C3 alkyl group, a C1-C3 haloalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 Cq 'halocycloalkyl group,
    - R 5 represents a halogen atom, a C1-C4 haloalkyl group, a C1-C4 alkoxy group, a C1-C4 haloalkoxy group, a C1-C4 alkylthio group;
    - n represents an integer ranging from 1 to 3;
    - A represents the following heterocycle:
    There
    - wherein the unconnected bond on said heterocycle represents a molecular bond to the carboxamide group of the structure of formula (I);
    - R 6 is a C1-C3 alkyl group, a C1-C3 haloalkyl group, a
    Petition 870180012625, of 02/16/2018, p. 23/32
    [2]
    2/6 C 3 -C 6 cycloalkyl, one group halocicloalquila C 3 -C 6 group, a Ci-C4 alkoxy, a halo - C 1 -C 4 group, an SH group, an alkylthio group C 1 -C 4 a C 1 C 4 haloalkylthio group.
    2. Compounds according to claim 1, characterized by the fact that in formula (I), A represents A 1 , R 1 , R 2 , R 4 and R 6 are a methyl group, R 3 is a hydrogen atom, R 5 represents a halogen.
    [3]
    3. Compounds according to claim 1, characterized by the fact that they are selected from the following compounds having the general formula (I):
    3-difluoromethyl-N- (7-fluoro-1,1,3-trimethyl-4-indanyl) -1-methyl-4-pyrazolcarboxamide;
    3-difluoromethyl-1-methyl-N- (7-methoxy-1,1,3-trimethyl-4-indanyl) -4-pyrazolcarboxamide;
    3-difluoromethyl-1-methyl-N- (7-trifluoro-methoxy-1,1,3-trimethyl-4-indanyl) -4pyrazole-carboxamide;
    3-difluoromethyl-1-methyl-N- (7-methylthio-1,1,3-trimethyl-4-indanyl) -4-pyrazolcarboxamide;
    3-difluoromethyl-N- (7-chloro-1,1,3-trimethyl-4-indanyl) -1-methyl-4-pyrazolcarboxamide.
    [4]
    Compounds according to claim 1, characterized by the fact that they are in the form of racemic mixtures, diastereoisomeric mixtures, partially separated mixtures, single optical isomers and / or single diastereoisomers.
    [5]
    5. Fungicidal compositions, characterized by the fact that they comprise one or more compounds having the formula (I) as defined in claim 1, a solid or liquid solvent and / or diluent, possibly a surfactant.
    [6]
    6. Compositions according to claim 5, characterized in that the concentration of the compounds having the general formula (I) varies 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.
    Petition 870180012625, of 02/16/2018, p. 24/32
    3/6
    [7]
    7. Use of aminoindan amides having structural formula (I):
    on what:
    - R1, R2 and R4, the same 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 C3-C6 halocycloalkyl group, groups R1 and R2 possibly also can be joined to form a C3-C6 cycloalkyl group condensed with indanyl;
    - R3 represents a hydrogen atom, a C1-C3 alkyl group, a C1-C3 haloalkyl group, a C3-C6 cycloalkyl group, a C3C6 halocycloalkyl group ;
    - R 5 represents a halogen atom, an alkyl group C 1 -C 4 haloalkyl group one C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy, a halo - C 1 -C 4 group, an SH group, C1-C4 thio alkyl group, a C1-C4 thio haloalkyl group;
    - n represents an integer ranging from 1 to 3;
    - A represents one of the heterocycles from A1 to A5 that follow:
    Petition 870180012625, of 02/16/2018, p. 25/32
    4/6
    Petition 870180012625, of 02/16/2018, p. 26/32
    5/6
    - R6 is a C1-C3 alkyl group, a C1-C3 haloalkyl group, a C3C 6 cycloalkyl group, a C 3 -C 6 halocycloalkyl group, a C 1 -C 4 alkoxy group, a C 1 C4 haloalkoxy group, a group SH, a C1-C4 uncle alkyl group, a C1-C4 uno haloalkyl group, characterized by the fact that the control of phytopathogenic fungi from agricultural crops.
    [8]
    8. Method for controlling phytopathogenic fungi from agricultural crops, characterized by the fact that it comprises applying to an agricultural crop an effective amount of compounds as defined in claim 2.
    [9]
    9. Method for controlling phytopathogenic fungi from agricultural crops, characterized by the fact that it comprises applying to an agricultural crop an effective amount of a composition as defined in claim 5.
    [10]
    10. Method according to claim 7, characterized by the fact that it is for the control of phytopathogenic fungi that belong 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., Pirenophora spp., Monilinia spp., Sclerotinia spp. (Mycosphaerella spp.), Venturia spp., Botrytis spp., Alternaria spp., Fusarium spp., Cercospora spp., Cercosporella herpotrichoides, Colletotrichum spp., Piricularia oryzae, Sclerotium spp., Fitophtora spp., Pythium spp., Pythium spp. , Peronospora spp., Pseudoperonospora cubensis, Bremia lactucae.
    [11]
    11. Method according to claim 7, characterized by the fact that
    Petition 870180012625, of 02/16/2018, p. 27/32
    6/6 agricultural crops are cereals, fruit trees, citrus fruits, vegetables, vegetable crops, cucurbits, oilseeds, tobacco, coffee, tea, cocoa, sugar beet, sugar cane, cotton.
    [12]
    12. Method according to claim 7, characterized by the fact that it is for the control of Plasmopara viticola in vines, Fitophtora infestans and Botrytis Cinerea in tomatoes, Puccinia recondita, Erisiphae graminis, Helminthosporium teres, Septoria nodorum and Fusarium spp. in cereals; Phakopsora pachyrhizi in soy; Uromyces appendiculatus in beans; Venturia inaiguaisis in apples, Sphaeroteca fuliginea in cucumbers.
    [13]
    13. Method for controlling phytopathogenic fungi from agricultural crops, characterized by the fact that it comprises applying to an agricultural crop an effective amount of compounds as defined in claim 1 for the control of phytopathogenic bacteria or viruses.
    [14]
    14. Method for controlling phytopathogenic fungi in agricultural crops, characterized by the fact that it consists of applying effective doses of compounds as defined in claim 1, in amounts ranging from 10 g to 5 kg of compound having the formula (I) per hectare of crops agricultural products.
    [15]
    15. Method for controlling phytopathogenic fungi from agricultural crops, characterized by the fact that it comprises applying to an agricultural crop an effective amount of compositions as defined in claim 5 for the control of phytopathogenic bacteria or viruses.
    [16]
    16. Method for controlling phytopathogenic fungi in agricultural crops, characterized by the fact that it consists of applying effective doses of fungicidal compositions as defined in claim 5, in amounts ranging from 10 to 5 kg of compound having the formula (I) per hectare of agricultural crops.
    Petition 870180012625, of 02/16/2018, p. 28/32
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    JPH0377381B2|1983-04-18|1991-12-10|Nifco Inc|
    DE3575296D1|1984-10-29|1990-02-15|Sumitomo Chemical Co|PYRAZOLIC CARBOXAMIDE COMBINATIONS, THE PRODUCTION THEREOF AND THE BACTERIA-KILLING AGENTS CONTAINING THEM.|
    DK383086A|1985-08-21|1987-02-22|Rohm & Haas| PYRIDINES, THEIR PREPARATION AND THEIR USE AS FUNGICIDES|
    JPS62249966A|1986-04-22|1987-10-30|Sumitomo Chem Co Ltd|N-indanylamide derivative and fungicide containing same as active ingredient|
    DE3782883T2|1986-08-12|1993-06-09|Mitsubishi Chem Ind|PYRIDINE CARBOXAMIDE DERIVATIVES AND THEIR USE AS A FUNGICIDAL AGENT.|
    US4837242A|1987-01-20|1989-06-06|Sumitomo Chemical Company, Limited|Thiazoles and pyrazoles as fungicides|
    US4914097A|1987-02-25|1990-04-03|Mitsubishi Kasei Corporation|N-indanyl carboxamide derivative and agricultural/horticultural fungicide containing the derivative as active ingredient|
    JPH01117864A|1987-07-02|1989-05-10|Sumitomo Chem Co Ltd|Substituted nicotinic acid derivative, its production and agricultural and horticultural fungicide containing said derivative as active component|
    JPS6470479A|1987-09-10|1989-03-15|Sumitomo Chemical Co|Heterocylic carboxylic acid derivative, production thereof and agricultural and horticultural germicide containing said derivative as active ingredient|
    JP2582863B2|1988-06-13|1997-02-19|三菱化学株式会社|Gray mold control agent containing N-indanylcarboxylic acid amide derivative as active ingredient|
    JP2717852B2|1988-12-09|1998-02-25|株式会社紀文食品|Method for measuring freshness of frozen surimi|
    JPH02157266A|1988-12-12|1990-06-18|Mitsubishi Kasei Corp|N-indanylcarboxylic acid amide derivative and germicide for agriculture and horticulture containing the same as active ingredient|
    US5093347A|1991-01-28|1992-03-03|Monsanto Company|3-difluoromethylpyrazolecarboxamide fungicides, compositions and use|
    JPH06296471A|1992-04-20|1994-10-25|Kagoshima Pref Gov Keizai Nogyo Kyodo Kumiai Rengokai|Production of noodle of 100% sweet potato powder|
    JP3077381B2|1992-05-14|2000-08-14|住友化学工業株式会社|Wood preservatives|
    HUT63941A|1992-05-15|1993-11-29|Hoechst Ag|Process for producing 4-alkyl-substituted pyrimidine-5-carboxanilide derivatives, and fungicidal compositions comprising same|
    US5498624A|1995-05-03|1996-03-12|Monsanto Company|Selected pyrazolyl derivatives|
    GB0001447D0|2000-01-21|2000-03-08|Novartis Ag|Organic compounds|
    RU2005108046A|2002-08-22|2006-02-27|Зингента Партисипейшнс Аг |1, 2, 3-TRIAZOLE DERIVATIVES HAVING BACTERICIDAL ACTIVITY|
    DE10250110A1|2002-10-28|2004-05-13|Bayer Cropscience Ag|Thiazole cycloalkylcarboxanilides|
    EA009904B1|2003-02-14|2008-04-28|Байер Кропсайенс Аг|Oxathiin carboxamide|
    KR20060009917A|2003-05-21|2006-02-01|바이엘 크롭사이언스 아게|Iodopyrazolyl carboxanilides|
    DE102004005785A1|2004-02-06|2005-08-25|Bayer Cropscience Ag|2-Halogenfuryl / thienyl-3-carboxamide|
    BRPI0612907A2|2005-07-18|2010-12-07|Syngenta Participations Ag|microbiocidal compounds, composition containing them and method of controlling or preventing plant infestation|
    EP2240027A2|2008-02-05|2010-10-20|Basf Se|Plant health composition|
    AR071343A1|2008-02-05|2010-06-16|Basf Se|COMPOSITION FOR PLANT HEALTH|
    CL2008002242A1|2007-07-31|2009-08-21|Bayer Cropscience Ag|N-cycloalkyl-n-carboxamide, thiocarboxamide, bicyclic derivatives or n-substituted carboximidamide derivatives; fungicidal composition; and method to control phytopathogenic fungi in crops.|
    JP2011246452A|2010-04-28|2011-12-08|Sumitomo Chemical Co Ltd|Plant disease control composition and use thereof|
    KR101533168B1|2010-10-25|2015-07-01|란세스 도이치란트 게엠베하|Fungicidal penflufen mixtures|
    IT1403275B1|2010-12-20|2013-10-17|Isagro Ricerca Srl|HIGH-ACTIVITY INDANYLANILIDES FUNGICIDE AND THEIR PHYTOSANITARY COMPOSITIONS|
    ITMI20121045A1|2012-06-15|2013-12-16|Isagro Ricerca Srl|SYNERGIC COMPOSITIONS FOR THE PROTECTION OF AGRICULTURAL CROPS AND ITS USE|IT1403275B1|2010-12-20|2013-10-17|Isagro Ricerca Srl|HIGH-ACTIVITY INDANYLANILIDES FUNGICIDE AND THEIR PHYTOSANITARY COMPOSITIONS|
    CN104411689A|2012-05-09|2015-03-11|拜尔农作物科学股份公司|Pyrazole indanyl carboxamides|
    JP6326043B2|2012-05-09|2018-05-16|バイエル・クロップサイエンス・アクチェンゲゼルシャフト|5-halogenopyrazole indanyl carboxamides|
    MX2014013497A|2012-05-09|2015-02-10|Bayer Cropscience Ag|Pyrazole indanyl carboxamides.|
    ITMI20121045A1|2012-06-15|2013-12-16|Isagro Ricerca Srl|SYNERGIC COMPOSITIONS FOR THE PROTECTION OF AGRICULTURAL CROPS AND ITS USE|
    CA2895268A1|2012-12-19|2014-06-26|Bayer Cropscience Aktiengesellschaft|Difluoromethyl-nicotinic-indanyl carboxamides|
    WO2014130409A2|2013-02-21|2014-08-28|E. I. Du Pont De Nemours And Company|Fungicidal pyrazole mixtures|
    ITMI20132201A1|2013-12-23|2015-06-24|Isagro Spa|PROCESS FOR PIRAZOLI REGIOSELECTIVE SYNTHESIS|
    UY35992A|2014-02-12|2015-08-31|Isagro Spa|BENZOILFENIL-FORMAMIDINAS WITH FUNGICIDE ACTIVITY, ITS AGRONOMIC COMPOSITIONS AND ITS RELATIVE USE|
    WO2015155713A1|2014-04-09|2015-10-15|Isagro S.P.A.|Process for the regioselective synthesis of 1,3, 4 -substituted pyrazoles|
    WO2015157005A1|2014-04-10|2015-10-15|E I Du Pont De Nemours And Company|Substituted tolyl fungicide mixtures|
    AR101820A1|2014-06-25|2017-01-18|Bayer Cropscience Ag|DIFLUOROMETIL-INDANIL-CARBOXAMIDAS NICOTÍNICAS|
    BR112018007572A2|2015-10-14|2018-10-23|Syngenta Participations Ag|fungicidal compositions|
    US20190135798A1|2015-11-02|2019-05-09|Basf Se|Substituted Oxadiazoles for Combating Phytopathogenic Fungi|
    EP3370525A1|2015-11-04|2018-09-12|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    WO2017081312A1|2015-11-13|2017-05-18|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    WO2017081310A1|2015-11-13|2017-05-18|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    CA3003949A1|2015-11-19|2017-05-26|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    JP2019502661A|2015-11-19|2019-01-31|ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ|Substituted oxadiazoles for controlling plant pathogens|
    JP6810062B2|2016-02-01|2021-01-06|住友化学株式会社|Pest control composition and pest control method|
    TW201738200A|2016-02-03|2017-11-01|拜耳作物科學股份有限公司|Method for preparing substituted 4-aminoindane derivatives|
    US20190098899A1|2016-03-10|2019-04-04|Basf Se|Fungicidal mixtures iii comprising strobilurin-type fungicides|
    JP2017165716A|2016-03-11|2017-09-21|住友化学株式会社|Plant disease control composition and plant disease control method|
    JP6988106B2|2016-03-11|2022-01-05|住友化学株式会社|Plant disease control composition and plant disease control method|
    JP2017165715A|2016-03-11|2017-09-21|住友化学株式会社|Plant disease control composition and plant disease control method|
    EA202091442A3|2016-03-17|2020-11-30|Фмк Корпорейшн|METHOD FOR CONVERSION OF S-ENANTIOMER INTO ITS RACEMIC FORM|
    EP3442951A1|2016-04-11|2019-02-20|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    BR112018070785A2|2016-04-12|2019-02-05|Syngenta Participations Ag|microbiocidal oxadiazole derivatives|
    ES2806460T3|2016-04-15|2021-02-17|Stichting I F Product Collaboration|Process for the preparation of 4-aminoindan derivatives and related aminoindan amides|
    EP3464251B1|2016-06-03|2021-03-03|Syngenta Participations AG|Microbiocidal oxadiazole derivatives|
    AR108745A1|2016-06-21|2018-09-19|Syngenta Participations Ag|MICROBIOCIDES OXADIAZOL DERIVATIVES|
    CN106106462A|2016-06-30|2016-11-16|京博农化科技股份有限公司|A kind of bactericidal composition containing Enestroburin Yu pyrazoles indanyl Carbox amide|
    CN106070231A|2016-06-30|2016-11-09|京博农化科技股份有限公司|A kind of containing 2-cyano-3-amino-3-phenylancryic acetate with the bactericidal composition of pyrazoles indanyl Methanamide|
    EP3487843A1|2016-07-22|2019-05-29|Syngenta Participations AG|Microbiocidal oxadiazole derivatives|
    BR112019000942A2|2016-07-22|2019-04-30|Syngenta Participations Ag|microbiocidal oxadiazole derivatives|
    EP3487855A1|2016-07-22|2019-05-29|Syngenta Participations AG|Microbiocidal oxadiazole derivatives|
    WO2018029242A1|2016-08-11|2018-02-15|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    RU2019109978A|2016-09-07|2020-10-08|Сумитомо Кемикал Компани, Лимитед|IMIDE CONNECTION AND ITS APPLICATION|
    EP3512337A1|2016-09-13|2019-07-24|Basf Se|Fungicidal mixtures i comprising quinoline fungicides|
    BR112019005656A2|2016-09-23|2019-06-04|Syngenta Participations Ag|oxadiazole microbiocidal derivatives|
    WO2018055133A1|2016-09-23|2018-03-29|Syngenta Participations Ag|Microbiocidal tetrazolone derivatives|
    WO2018054711A1|2016-09-26|2018-03-29|Basf Se|Pyridine compounds for controlling phytopathogenic harmful fungi|
    WO2018054723A1|2016-09-26|2018-03-29|Basf Se|Pyridine compounds for controlling phytopathogenic harmful fungi|
    WO2018054721A1|2016-09-26|2018-03-29|Basf Se|Pyridine compounds for controlling phytopathogenic harmful fungi|
    WO2018065182A1|2016-10-04|2018-04-12|Basf Se|Reduced quinoline compounds as antifuni agents|
    WO2018065414A1|2016-10-06|2018-04-12|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    WO2018073110A1|2016-10-20|2018-04-26|Basf Se|Quinoline compounds as fungicides|
    CN107996581A|2016-10-27|2018-05-08|燕化永乐（乐亭）生物科技有限公司|A kind of composite bactericide|
    EP3555056A1|2016-12-19|2019-10-23|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    EP3339297A1|2016-12-20|2018-06-27|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    CN108200910A|2016-12-20|2018-06-26|燕化永乐（乐亭）生物科技有限公司|A kind of composite bactericide|
    EP3338552A1|2016-12-21|2018-06-27|Basf Se|Use of a tetrazolinone fungicide on transgenic plants|
    CN110191881A|2017-01-23|2019-08-30|巴斯夫欧洲公司|Antifungal pyridine compounds|
    CA3050864A1|2017-01-26|2018-08-02|Mitsui Chemicals Agro, Inc.|Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients|
    WO2018149754A1|2017-02-16|2018-08-23|Basf Se|Pyridine compounds|
    WO2018153730A1|2017-02-21|2018-08-30|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    CN108450470A|2017-02-22|2018-08-28|燕化永乐（乐亭）生物科技有限公司|A kind of bactericidal composition|
    UY37623A|2017-03-03|2018-09-28|Syngenta Participations Ag|DERIVATIVES OF OXADIAZOL THIOPHEN FUNGICIDES|
    EP3592738A1|2017-03-10|2020-01-15|Syngenta Participations AG|Microbiocidal oxadiazole derivatives|
    CN110461854A|2017-03-31|2019-11-15|巴斯夫欧洲公司|The method for preparing chirality 2,3- thiazoline simultaneously [3,2-A] pyrimidine -4- compound|
    WO2018177880A1|2017-03-31|2018-10-04|Syngenta Participations Ag|Fungicidal compositions|
    KR20190134674A|2017-03-31|2019-12-04|신젠타 파티서페이션즈 아게|Fungicidal composition|
    CN110506040A|2017-04-03|2019-11-26|先正达参股股份有限公司|Kill the oxadiazole derivatives of microorganism|
    BR112019021019A2|2017-04-05|2020-05-05|Syngenta Participations Ag|microbiocidal oxadiazole derivatives|
    BR112019020819A2|2017-04-05|2020-04-28|Syngenta Participations Ag|microbicidal oxadiazole derivatives|
    WO2018184985A1|2017-04-05|2018-10-11|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    BR112019020735A2|2017-04-05|2020-05-12|Syngenta Participations Ag|OXADIAZOL DERIVATIVES MICROBICIDES|
    BR112019020756A2|2017-04-05|2020-04-28|Syngenta Participations Ag|OXADIAZOL DERIVATIVES MICROBICIDES|
    WO2018184986A1|2017-04-05|2018-10-11|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    WO2018185211A1|2017-04-06|2018-10-11|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    US20200187500A1|2017-04-06|2020-06-18|Basf Se|Pyridine compounds|
    US20200045974A1|2017-04-07|2020-02-13|Basf Se|Substituted Oxadiazoles for Combating Phytopathogenic Fungi|
    CN108684680A|2017-04-10|2018-10-23|燕化永乐（乐亭）生物科技有限公司|A kind of bactericidal composition|
    CA3059702A1|2017-04-10|2018-10-18|Mitsui Chemicals Agro, Inc.|Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients|
    CA3059675A1|2017-04-10|2018-10-18|Mitsui Chemicals Agro, Inc.|Pyridone compounds and agricultural and horticultural fungicides comprising the same as active ingredients|
    KR20190138772A|2017-04-11|2019-12-16|미쓰이가가쿠 아그로 가부시키가이샤|Pyridone Compounds and Agricultural Horticultural Fungicides|
    WO2018188962A1|2017-04-11|2018-10-18|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    US20210122710A1|2017-04-20|2021-04-29|Pi Industries Ltd.|Novel phenylamine compounds|
    WO2018202428A1|2017-05-02|2018-11-08|Basf Se|Fungicidal mixture comprising substituted 3-phenyl-5--1,2,4-oxadiazoles|
    US20210084900A1|2017-05-04|2021-03-25|Basf Se|Substituted 5--5-hydroxy-isoxazoles for Combating Phytopathogenic Fungi|
    WO2018202491A1|2017-05-04|2018-11-08|Basf Se|Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi|
    EP3618628A1|2017-05-05|2020-03-11|Basf Se|Fungicidal mixtures comprising triazole compounds|
    CN108849911A|2017-05-10|2018-11-23|燕化永乐（乐亭）生物科技有限公司|A kind of bactericidal composition|
    WO2018210661A1|2017-05-15|2018-11-22|Basf Se|Heteroaryl compounds as agrochemical fungicides|
    WO2018210660A1|2017-05-15|2018-11-22|Basf Se|Heteroaryl compounds as agrochemical fungicides|
    WO2018210658A1|2017-05-15|2018-11-22|Basf Se|Heteroaryl compounds as agrochemical fungicides|
    WO2018210659A1|2017-05-15|2018-11-22|Basf Se|Heteroaryl compounds as agrochemical fungicides|
    CN108925570A|2017-05-27|2018-12-04|燕化永乐（乐亭）生物科技有限公司|A kind of composite bactericide|
    KR20200011975A|2017-05-30|2020-02-04|바스프 에스이|Pyridine and Pyrazine Compounds|
    WO2018219797A1|2017-06-02|2018-12-06|Basf Se|Substituted oxadiazoles for combating phytopathogenic fungi|
    CN110709395A|2017-06-02|2020-01-17|先正达参股股份有限公司|Microbicidal oxadiazole derivatives|
    BR112019024993A2|2017-06-02|2020-06-16|Syngenta Participations Ag|FUNGICIDED COMPOSITIONS|
    CA3066591A1|2017-06-08|2018-12-13|Mitsui Chemicals Agro, Inc.|Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients|
    EP3638032A1|2017-06-14|2020-04-22|Syngenta Participations AG|Fungicidal compositions|
    US20200190043A1|2017-06-19|2020-06-18|Basf Se|2-[[5--1,2,4-oxadiazol-3-yl]aryloxy]acetamides for combating phytopathogenic fungi|
    BR112019027697A2|2017-06-27|2020-09-15|Bayer Aktiengesellschaft|method for preparing substituted 4-aminoindan derivatives|
    BR112019027900A2|2017-06-28|2020-07-21|Syngenta Participations Ag|fungicidal compositions|
    WO2019002158A1|2017-06-30|2019-01-03|Basf Se|Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi|
    BR112019027320A2|2017-07-05|2020-07-28|BASF Agro B.V.|fungicidal mixtures, fungicidal composition, method for controlling harmful phytopathogenic fungi, method for improving plant health, method for protecting plant propagating material and plant propagating material|
    WO2019007717A1|2017-07-06|2019-01-10|Basf Se|Pesticidal mixtures|
    WO2019007719A1|2017-07-07|2019-01-10|Basf Se|Pesticidal mixtures|
    CN109221146B|2017-07-10|2021-04-06|江苏龙灯化学有限公司|Use of triflumizole amine for reducing or preventing corn infection by helminthosporium macrostoma|
    EP3427587A1|2017-07-10|2019-01-16|Basf Se|Pesticidal mixtures|
    WO2019011923A1|2017-07-11|2019-01-17|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    WO2019011928A1|2017-07-11|2019-01-17|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    BR112020000457A2|2017-07-11|2020-07-21|Syngenta Participations Ag|microbiocidal oxadiazole derivatives|
    WO2019011929A1|2017-07-11|2019-01-17|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    WO2019012001A1|2017-07-12|2019-01-17|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    WO2019012011A1|2017-07-12|2019-01-17|Syngenta Participations Ag|Microbiocidal oxadiazole derivatives|
    BR112020000463A2|2017-07-13|2020-07-21|Syngenta Participations Ag|microbiocidal oxadiazole derivatives|
    WO2019025250A1|2017-08-04|2019-02-07|Basf Se|Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi|
    WO2019038042A1|2017-08-21|2019-02-28|Basf Se|Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi|
    WO2019042800A1|2017-08-29|2019-03-07|Basf Se|Pesticidal mixtures|
    WO2019042932A1|2017-08-31|2019-03-07|Basf Se|Method of controlling rice pests in rice|
    EP3453706A1|2017-09-08|2019-03-13|Basf Se|Pesticidal imidazole compounds|
    US11129386B2|2017-09-13|2021-09-28|Syngenta Participations Ag|Microbiocidal quinoline carboxamide derivatives|
    WO2019053010A1|2017-09-13|2019-03-21|Syngenta Participations Ag|Microbiocidal quinoline carboxamide derivatives|
    CN111094247A|2017-09-13|2020-05-01|先正达参股股份有限公司|Microbicidal quinolinecarboxamide derivatives|
    BR112020004933A2|2017-09-13|2020-09-15|Syngenta Participations Ag|microbiocidal derivatives of quinolinecarboxamide|
    JP2020533389A|2017-09-13|2020-11-19|シンジェンタ パーティシペーションズ アーゲー|Microbial quinolinecarboxamide derivative|
    BR112020004692A2|2017-09-13|2020-09-15|Syngenta Participations Ag|microbiocidal derivatives of quinolinecarboxamide|
    CN111050558A|2017-09-13|2020-04-21|先正达参股股份有限公司|Microbicidal quinolinecarboxamide derivatives|
    BR112020004441A2|2017-09-18|2020-09-15|Basf Se|compounds of formula i, agrochemical composition, use of compounds and method of combating fungi|
    WO2019057660A1|2017-09-25|2019-03-28|Basf Se|Indole and azaindole compounds with substituted 6-membered aryl and heteroaryl rings as agrochemical fungicides|
    UY37913A|2017-10-05|2019-05-31|Syngenta Participations Ag|PICOLINAMIDE DERIVATIVES FUNGICIDES THAT CARRY A QUATERNARY TERMINAL GROUP|
    UY37912A|2017-10-05|2019-05-31|Syngenta Participations Ag|PICOLINAMIDE DERIVATIVES FUNGICIDES THAT CONTAIN HETEROARILO OR HETEROARILOXI TERMINAL GROUPS|
    CN111201227A|2017-10-13|2020-05-26|巴斯夫欧洲公司|Imidazolidine pyrimidinium compounds for combating animal pests|
    EP3710429A1|2017-11-15|2020-09-23|Syngenta Participations AG|Microbiocidal picolinamide derivatives|
    BR112020009984A2|2017-11-20|2020-11-03|Syngenta Participations Ag|microbicidal oxadiazole derivatives|
    BR112020008601A2|2017-11-23|2020-10-20|Basf Se|compounds, agrochemical composition, use of compounds and method to combat harmful phytopathogenic fungi|
    EA202091322A1|2017-11-29|2020-10-09|Зингента Партисипейшнс Аг|MICROBIOCIDE THIAZOLIC DERIVATIVES|
    WO2019115511A1|2017-12-14|2019-06-20|Basf Se|Fungicidal mixture comprising substituted 3-phenyl-5--1,2,4-oxadiazoles|
    US20210127674A1|2017-12-15|2021-05-06|Basf Se|Fungicidal mixture comprising substituted pyridines|
    AR113932A1|2017-12-15|2020-07-01|Arysta Lifescience Inc|COMPOSITIONS FOR THE PROTECTION OF AGRICULTURAL CROPS AND THE USE OF THEM|
    BR112020011990A2|2017-12-19|2020-11-17|Syngenta Participations Ag|microbiocidal picolinamide derivatives|
    WO2019121143A1|2017-12-20|2019-06-27|Basf Se|Substituted cyclopropyl derivatives|
    JP2021507911A|2017-12-20|2021-02-25|ピーアイ インダストリーズ リミテッドＰｉ Ｉｎｄｕｓｔｒｉｅｓ Ｌｔｄ|Fluoralkenyl compounds, their production methods and their use|
    JP2021509886A|2018-01-09|2021-04-08|ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ|Cyrilethynyl hetaryl compound as a nitrification inhibitor|
    WO2019137995A1|2018-01-11|2019-07-18|Basf Se|Novel pyridazine compounds for controlling invertebrate pests|
    WO2019150311A1|2018-02-02|2019-08-08|Pi Industries Ltd.|1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms|
    CN111683933A|2018-02-07|2020-09-18|巴斯夫欧洲公司|Novel pyridine carboxamides|
    WO2019154665A1|2018-02-07|2019-08-15|Basf Se|New pyridine carboxamides|
    EP3530118A1|2018-02-26|2019-08-28|Basf Se|Fungicidal mixtures|
    EP3530116A1|2018-02-27|2019-08-28|Basf Se|Fungicidal mixtures comprising xemium|
    WO2019166560A1|2018-02-28|2019-09-06|Basf Se|Use of n-functionalized alkoxy pyrazole compounds as nitrification inhibitors|
    BR112020015467A2|2018-02-28|2020-12-08|Basf Se|FUNGICIDAL MIXTURES, FUNGICIDAL COMPOSITION, METHODS TO CONTROL PHYTOPATOGENIC FUNGI, TO IMPROVE PLANT HEALTH AND TO PROTECT PLANT PROPAGATION MATERIAL AGAINST PHYTOPHOGENIC FUNGI AND PLANT PROPAGATION MATERIAL|
    EP3758492A1|2018-02-28|2021-01-06|Basf Se|Use of alkoxypyrazoles as nitrification inhibitors|
    WO2019166558A1|2018-02-28|2019-09-06|Basf Se|Use of pyrazole propargyl ethers as nitrification inhibitors|
    WO2019166257A1|2018-03-01|2019-09-06|BASF Agro B.V.|Fungicidal compositions of mefentrifluconazole|
    EP3533333A1|2018-03-02|2019-09-04|Basf Se|Fungicidal mixtures comprising pydiflumetofen|
    EP3533331A1|2018-03-02|2019-09-04|Basf Se|Fungicidal mixtures comprising pydiflumetofen|
    EP3536150A1|2018-03-06|2019-09-11|Basf Se|Fungicidal mixtures comprising fluxapyroxad|
    WO2019175712A1|2018-03-14|2019-09-19|Basf Corporation|New uses for catechol molecules as inhibitors to glutathione s-transferase metabolic pathways|
    WO2019175713A1|2018-03-14|2019-09-19|Basf Corporation|New catechol molecules and their use as inhibitors to p450 related metabolic pathways|
    CN111902399A|2018-03-26|2020-11-06|拜耳公司|Enantioselective hydrogenation of 4-substituted 1, 2-dihydroquinolines in the presence of chiral iridium catalysts|
    AR114466A1|2018-04-04|2020-09-09|Fmc Corp|FORMULATIONS OF SDHI FUNGICIDE EMULSIBLE CONCENTRATES|
    BR112020021645A2|2018-04-26|2021-01-26|Syngenta Participations Ag|microbicidal oxadiazole derivatives|
    WO2019219529A1|2018-05-15|2019-11-21|Basf Se|Mixtures comprising benzpyrimoxan and oxazosulfyl and uses and methods of applying them|
    WO2019219464A1|2018-05-15|2019-11-21|Basf Se|Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi|
    WO2019224092A1|2018-05-22|2019-11-28|Basf Se|Pesticidally active c15-derivatives of ginkgolides|
    WO2019224175A1|2018-05-23|2019-11-28|Bayer Aktiengesellschaft|Process for producing difluoromethyl-nicotinic-indanyl carboxamides|
    WO2019224179A1|2018-05-23|2019-11-28|Bayer Aktiengesellschaft|Process for producing substituted 4-aminoindane derivatives from 2--anilines|
    JP2021524854A|2018-05-23|2021-09-16|バイエル・アクチエンゲゼルシヤフト|Substitution 4-Aminoindane Production Method|
    TW202012372A|2018-05-23|2020-04-01|德商拜耳廠股份有限公司|Process for producing 2- nicotinic acids|
    WO2020002472A1|2018-06-28|2020-01-02|Basf Se|Use of alkynylthiophenes as nitrification inhibitors|
    WO2020002331A1|2018-06-29|2020-01-02|Syngenta Crop Protection Ag|Microbiocidal oxadiazole derivatives|
    WO2020007646A1|2018-07-02|2020-01-09|Basf Se|Pesticidal mixtures|
    EP3818058A1|2018-07-02|2021-05-12|Syngenta Crop Protection AG|3--5--1,2,4-oxadiazole derivatives as agrochemical fungicides|
    WO2020016180A1|2018-07-16|2020-01-23|Syngenta Crop Protection Ag|Microbiocidal oxadiazole derivatives|
    CN112424147A|2018-07-23|2021-02-26|巴斯夫欧洲公司|Use of substituted thiazolidine compounds as nitrification inhibitors|
    EP3826983A1|2018-07-23|2021-06-02|Basf Se|Use of substituted 2-thiazolines as nitrification inhibitors|
    TW202012388A|2018-07-25|2020-04-01|日商三井化學Agro股份有限公司|Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients|
    WO2020035826A1|2018-08-17|2020-02-20|Pi Industries Ltd.|1,2-dithiolone compounds and use thereof|
    EP3613736A1|2018-08-22|2020-02-26|Basf Se|Substituted glutarimide derivatives|
    WO2020058207A1|2018-09-19|2020-03-26|Syngenta Crop Protection Ag|Microbiocidal quinoline carboxamide derivatives|
    JP2022502390A|2018-09-26|2022-01-11|シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト|Sterilizing and mold-killing composition|
    AU2019348280A1|2018-09-28|2021-04-22|Basf Se|Method of controlling pests by seed treatment application of a mesoionic compound or mixture thereof|
    EP3628157A1|2018-09-28|2020-04-01|Basf Se|Method of controlling insecticide resistant insects and virus transmission to plants|
    EP3628156A1|2018-09-28|2020-04-01|Basf Se|Method for controlling pests of sugarcane, citrus, rapeseed, and potato plants|
    EP3628158A1|2018-09-28|2020-04-01|Basf Se|Pesticidal mixture comprising a mesoionic compound and a biopesticide|
    CN112789278A|2018-10-06|2021-05-11|先正达参股股份有限公司|Microbicidal quinoline dihydro-oxazine derivatives|
    WO2020070132A1|2018-10-06|2020-04-09|Syngenta Participations Ag|Microbiocidal quinoline dihydro-oxazine derivatives|
    TW202035404A|2018-10-24|2020-10-01|瑞士商先正達農作物保護公司|Pesticidally active heterocyclic derivatives with sulfoximine containing substituents|
    EP3643705A1|2018-10-24|2020-04-29|Basf Se|Pesticidal compounds|
    WO2020095161A1|2018-11-05|2020-05-14|Pi Industries Ltd.|Nitrone compounds and use thereof|
    EP3670501A1|2018-12-17|2020-06-24|Basf Se|Substituted [1,2,4]triazole compounds as fungicides|
    US20220061324A1|2018-12-31|2022-03-03|Syngenta Crop Protection Ag|Pesticidally active heterocyclic derivatives with sulfur containing substituents|
    WO2020141135A1|2018-12-31|2020-07-09|Syngenta Crop Protection Ag|Pesticidally active heterocyclic derivatives with sulfur containing substituents|
    EP3696177A1|2019-02-12|2020-08-19|Basf Se|Heterocyclic compounds for the control of invertebrate pests|
    EP3730489A1|2019-04-25|2020-10-28|Basf Se|Heteroaryl compounds as agrochemical fungicides|
    CN113923987A|2019-05-29|2022-01-11|巴斯夫欧洲公司|Mesoionic imidazolium compounds and derivatives for combating animal pests|
    AU2020286573A1|2019-06-06|2021-12-23|Basf Se|Fungicidal n-carboxamides|
    WO2020244970A1|2019-06-06|2020-12-10|Basf Se|New carbocyclic pyridine carboxamides|
    WO2020244969A1|2019-06-06|2020-12-10|Basf Se|Pyridine derivatives and their use as fungicides|
    IT201900011127A1|2019-07-08|2021-01-08|Isagro Spa|Compounds with fungicidal activity, relative agronomic compositions and use for the control of phytopathogenic fungi|
    EP3766879A1|2019-07-19|2021-01-20|Basf Se|Pesticidal pyrazole derivatives|
    EP3769623A1|2019-07-22|2021-01-27|Basf Se|Mesoionic imidazolium compounds and derivatives for combating animal pests|
    WO2021058457A1|2019-09-25|2021-04-01|Bayer Aktiengesellschaft|Improved enantioselective hydrogenation of 4-substituted 1,2-dihydroquinolines in presence of a chiral iridium catalyst and an additive|
    WO2021058458A1|2019-09-25|2021-04-01|Bayer Aktiengesellschaft|Process comprising the use of new iridium catalysts for enantioselective hydrogenation of 4-substituted 1,2-dihydroquinolines|
    IT201900017330A1|2019-09-26|2021-03-26|Isagro Spa|PROCESS FOR THE PREPARATION OF-4-AMINOINDANE AND CORRESPONDING AMIDES.|
    WO2021063736A1|2019-10-02|2021-04-08|Basf Se|Bicyclic pyridine derivatives|
    WO2021063735A1|2019-10-02|2021-04-08|Basf Se|New bicyclic pyridine derivatives|
    WO2021130143A1|2019-12-23|2021-07-01|Basf Se|Enzyme enhanced root uptake of agrochemical active compound|
    WO2021170463A1|2020-02-28|2021-09-02|BASF Agro B.V.|Methods and uses of a mixture comprising alpha-cypermethrin and dinotefuran for controlling invertebrate pests in turf|
    WO2021175669A1|2020-03-04|2021-09-10|Basf Se|Use of substituted 1,2,4-oxadiazoles for combating phytopathogenic fungi|
    WO2021209360A1|2020-04-14|2021-10-21|Basf Se|Fungicidal mixtures comprising substituted 3-phenyl-5--1,2,4-oxadiazoles|
    WO2021219513A1|2020-04-28|2021-11-04|Basf Se|Pesticidal compounds|
    EP3903581A1|2020-04-28|2021-11-03|Basf Se|Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors i|
    EP3903584A1|2020-04-28|2021-11-03|Basf Se|Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iv|
    EP3903582A4|2020-04-28|2021-11-03|Basf Se|Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ii|
    EP3903583A1|2020-04-28|2021-11-03|Basf Se|Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iii|
    EP3909950A4|2020-05-13|2021-11-17|Basf Se|Heterocyclic compounds for the control of invertebrate pests|
    WO2021249800A1|2020-06-10|2021-12-16|Basf Se|Substituted [1,2,4]triazole compounds as fungicides|
    EP3939961A1|2020-07-16|2022-01-19|Basf Se|Strobilurin type compounds and their use for combating phytopathogenic fungi|
    WO2022017836A1|2020-07-20|2022-01-27|BASF Agro B.V.|Fungicidal compositions comprising -2-[4--2-phenyl]-1- propan-2-ol|
    EP3945089A1|2020-07-31|2022-02-02|Basf Se|Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors v|
    法律状态:
    2017-11-21| B07A| Application suspended after technical examination (opinion) [chapter 7.1 patent gazette]|
    2018-03-06| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|
    2018-04-17| B16A| Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]|
    2018-11-27| B16C| Correction of notification of the grant [chapter 16.3 patent gazette]|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 19/12/2011, OBSERVADAS AS CONDICOES LEGAIS. (CO) REFERENTE A RPI 2467 DE 17/04/2018, QUANTO AO ENDERECO DO TITULAR. |
    优先权:
    申请号 | 申请日 | 专利标题
    ITMI2010A002328|2010-12-20|
    ITMI2010A002328A|IT1403275B1|2010-12-20|2010-12-20|HIGH-ACTIVITY INDANYLANILIDES FUNGICIDE AND THEIR PHYTOSANITARY COMPOSITIONS|
    PCT/EP2011/073225|WO2012084812A1|2010-12-20|2011-12-19|Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions|
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