WO2017216776A1 - A synergistic fungicidal composition - Google Patents
A synergistic fungicidal composition Download PDFInfo
- Publication number
- WO2017216776A1 WO2017216776A1 PCT/IB2017/053610 IB2017053610W WO2017216776A1 WO 2017216776 A1 WO2017216776 A1 WO 2017216776A1 IB 2017053610 W IB2017053610 W IB 2017053610W WO 2017216776 A1 WO2017216776 A1 WO 2017216776A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fungicidal composition
- group
- synergistic fungicidal
- sodium
- agent
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 115
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 56
- 230000002195 synergetic effect Effects 0.000 title claims description 34
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 claims abstract description 31
- 239000005730 Azoxystrobin Substances 0.000 claims abstract description 31
- 239000005756 Cymoxanil Substances 0.000 claims abstract description 31
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims abstract description 31
- 239000005808 Metalaxyl-M Substances 0.000 claims abstract description 29
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical compound COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 claims abstract description 29
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- 239000000080 wetting agent Substances 0.000 claims abstract description 14
- -1 carrier Substances 0.000 claims abstract description 13
- 239000002270 dispersing agent Substances 0.000 claims abstract description 12
- 239000011230 binding agent Substances 0.000 claims abstract description 11
- 239000013530 defoamer Substances 0.000 claims abstract description 10
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 14
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 12
- 239000004563 wettable powder Substances 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 159000000000 sodium salts Chemical class 0.000 claims description 8
- 239000004927 clay Substances 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 6
- 235000011152 sodium sulphate Nutrition 0.000 claims description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 239000008101 lactose Substances 0.000 claims description 4
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 2
- 229920002785 Croscarmellose sodium Polymers 0.000 claims description 2
- 229920005682 EO-PO block copolymer Polymers 0.000 claims description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- 229920000881 Modified starch Polymers 0.000 claims description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
- 229920002472 Starch Polymers 0.000 claims description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 claims description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 2
- 239000001166 ammonium sulphate Substances 0.000 claims description 2
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- 229920005551 calcium lignosulfonate Polymers 0.000 claims description 2
- 239000008116 calcium stearate Substances 0.000 claims description 2
- 235000013539 calcium stearate Nutrition 0.000 claims description 2
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 claims description 2
- 229910052570 clay Inorganic materials 0.000 claims description 2
- 239000001767 crosslinked sodium carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008121 dextrose Substances 0.000 claims description 2
- 239000002552 dosage form Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 235000019359 magnesium stearate Nutrition 0.000 claims description 2
- 235000010755 mineral Nutrition 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 235000019426 modified starch Nutrition 0.000 claims description 2
- 229920002401 polyacrylamide Polymers 0.000 claims description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
- 229940001593 sodium carbonate Drugs 0.000 claims description 2
- 235000017550 sodium carbonate Nutrition 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 235000002639 sodium chloride Nutrition 0.000 claims description 2
- 229940080313 sodium starch Drugs 0.000 claims description 2
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 2
- 239000008107 starch Substances 0.000 claims description 2
- 235000019698 starch Nutrition 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 239000004546 suspension concentrate Substances 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 239000004562 water dispersible granule Substances 0.000 claims description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 claims description 2
- 241000233866 Fungi Species 0.000 abstract description 10
- 239000004480 active ingredient Substances 0.000 abstract description 9
- 201000010099 disease Diseases 0.000 description 33
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 33
- 238000011282 treatment Methods 0.000 description 33
- 239000008187 granular material Substances 0.000 description 30
- 239000000417 fungicide Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 208000015181 infectious disease Diseases 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- 239000002245 particle Substances 0.000 description 9
- 239000007921 spray Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 231100000674 Phytotoxicity Toxicity 0.000 description 7
- 235000002595 Solanum tuberosum Nutrition 0.000 description 7
- 244000061456 Solanum tuberosum Species 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 239000005807 Metalaxyl Substances 0.000 description 6
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 6
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 235000015424 sodium Nutrition 0.000 description 6
- 239000005995 Aluminium silicate Substances 0.000 description 5
- 235000012211 aluminium silicate Nutrition 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000011369 resultant mixture Substances 0.000 description 5
- 208000027418 Wounds and injury Diseases 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 208000014674 injury Diseases 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920005646 polycarboxylate Polymers 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 241000213004 Alternaria solani Species 0.000 description 3
- 241000233622 Phytophthora infestans Species 0.000 description 3
- 230000036253 epinasty Effects 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 230000017074 necrotic cell death Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 210000003462 vein Anatomy 0.000 description 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 2
- 241000282414 Homo sapiens Species 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000001692 EU approved anti-caking agent Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 125000005192 alkyl ethylene group Chemical group 0.000 description 1
- 125000005667 alkyl propylene group Chemical group 0.000 description 1
- 238000000540 analysis of variance Methods 0.000 description 1
- IMHBYKMAHXWHRP-UHFFFAOYSA-N anilazine Chemical compound ClC1=CC=CC=C1NC1=NC(Cl)=NC(Cl)=N1 IMHBYKMAHXWHRP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 231100000760 phototoxic Toxicity 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
Definitions
- the present disclosure relates to a synergistic fungicidal composition.
- BACKGROUND Plants, fruits, and vegetables are prone to attack by fungi.
- fungicides are most commonly used for protection against fungi.
- the most common and widely used method of protection against fungi is achieved by the use of synthetic fungicides.
- Synthetic fungicides of many types have been known and an extensive variety of formulations based on these synthetic fungicides are being marketed by various producers for protection against fungi.
- Various compounds such as azoxystrobin, anilazine, cymoxanil and the like are commonly used as fungicides.
- the present disclosure envisages a synergistic fungicidal composition having enhanced efficacy.
- An object of the present disclosure is to provide a synergistic fungicidal composition.
- Another object of the present disclosure is to provide a synergistic fungicidal composition that has enhanced fungicidal activity.
- the present disclosure relates to a synergistic fungicidal composition
- active ingredients including a combination of Metalaxyl-M, Cymoxanil and Azoxystrobin having weight ratio in the range of 1 :1 :0.5 to 1 :3:30 respectively, and at least one excipient selected from the group consisting of dispersing agent, defoamer, wetting agent, disintegrating agent, anti-caking agent, carrier, and binder.
- the present disclosure further relates to a method for preparation of synergistic fungicidal composition
- a method for preparation of synergistic fungicidal composition comprising the step of blending predetermined quantities of an anti-caking agent, a carrier and Metalaxyl-M technical to obtain a substantially homogenized mixture A; blending predetermined quantities of Azoxystrobin technical, Cymoxanil technical, a wetting agent, a dispersing agent, a disintegration agent to obtain a substantially homogenized mixture B; blending the substantially homogenized mixture A and the substantially homogenized mixture B to obtain a substantially homogenized mixture C followed by grinding to obtain substantially homogenized powder, having a particle size in the range of 3 ⁇ to 10 ⁇ .
- the predetermined quantities of the substantially homogenized powder, water, and defoamer can be blended, followed by kneading to obtain dough; and extruding the dough to obtain wet extruded granules.
- the so obtained wet extruded granules are dried under controlled drying conditions followed by sieving to obtain dried extruded granules having granule size in the range of 0.5 mm to 2 mm.
- Azoxystrobin, Cymoxanil and Metalaxyl-M show good fungicidal activity. However, they are prone to resistance owing to their single mode of action.
- the present disclosure envisages a synergistic fungicidal composition that has enhanced fungicidal activity and is not prone to resistance towards fungi.
- synergistic fungicidal composition comprising a specific combination of Metalaxyl-M, Cymoxanil, and Azoxystrobin as the active ingredient has a synergistic fungicidal activity.
- a synergistic fungicidal product needs a right combination to prevent resistance development by fungi.
- the fungicidal composition of the present disclosure is successful in achieving an enhanced fungicidal activity and prevents resistance development in fungi.
- the fungicidal composition of the present disclosure shows a surprising fungicidal activity that exceeds the sum of the activities of the individual components when used alone.
- the synergistic fungicidal composition comprises the active ingredient which comprises a combination of Metalaxyl-M, Cymoxanil and Azoxystrobin having weight ratio in the range of 1 : 1 :0.5 to 1 :3:30, and a least one excipient selected from the group consisting of dispersing agents, defoamers, wetting agents, disintegrating agents, anti-caking agents, carriers, and binders.
- the dispersing agent is used for uniformly dispersing the ingredients of the fungicidal composition, especially the active ingredient, throughout the dosage form.
- the dispersing agent can be at least one selected from the group consisting of sodium lignosulfonate, calcium lignosulfonate, sodium salt of alkyl naphthalene sulfonate, sulfonated aromatic polymer sodium salt, polycarboxylic acid homopolymer, sodium salt of polycarboxylic acid homopolymer, polycarboxylic acid copolymer, Ethylene oxide/Propylene oxide (EO/PO) block copolymers and sodium salt of polycarboxylic acid copolymer.
- EO/PO Ethylene oxide/Propylene oxide
- the alkyl group can be a C 1 -C2 0 alkyl group and the aromatic group in the sulfonated aromatic polymer is a Q to C2 0 aromatic group.
- the defoamer can be used to prevent foaming of the formulation.
- the defoamer can be at least one selected from the group consisting of polydimethylsiloxane powder and polydimethylsiloxane liquid.
- the wetting agent is used to wet the ingredients of the formulation with water by lowering their surface tension.
- the wetting agent used in the composition of the present disclosure can be at least one selected from the group consisting of non-ionic surfactant, anionic surfactant, and combinations thereof.
- Non-limiting examples of the non- ionic surfactant can be alcohol alkoxylates having moles of ethylene oxide in the range of 9 to 15.
- Non-limiting examples of the anionic surfactant are alkyl naphthalene sulfonate, dialkyl naphthalene sulfonates, alkyl naphthalene sulfonate condensate, and sodium lauryl sulphate and sodium dodecyl benzene sulfonate.
- Other wetting agents that may be used are at least one selected from the group consisting of alkyl ethylene oxide condensates, aryl ethylene oxide condensates, alkyl propylene oxide condensates, aryl propylene oxide condensates, alkylethoxylates, and arylethoxylates.
- the alkyl group and aryl group in the wetting agent is a C 1 -C20 alkyl group.
- Disintegrating agents are compounds which help a substance to disintegrate in water quickly.
- the disintegrating agent used in the composition of the present disclosure can be at least one selected from the group consisting of sodium chloride, sodium sulphate, ammonium sulphate, sodium carbonate, sodium bicarbonate, starch and starch derivatives, sodium tripolyphosphate, cross linked sodium carboxymethyl cellulose, cross linked polyvinyl pyrrolidone.
- the anti-caking agent is used to prevent cake formation in the fungicidal composition during storage.
- the anti-caking agent can be at least one selected from the group consisting of clays, precipitated silica, and metal stearates.
- the metal stearate can be selected from the group consisting of zinc stearate, calcium stearate, magnesium stearate, and aluminium stearate.
- the carrier is included to act as a diluent or a bulking agent in the formulation.
- the carrier can be selected from the group consisting of clay, minerals, and talc.
- the binder is used to bind the ingredients in the composition together to give it the desired strength.
- the binder can be at least one selected from the group consisting of polyvinyl alcohol, polyvinyl-pyrrolidone, polyacrylamides, dextrose, sucrose, and lactose.
- the fungicidal composition of the present disclosure can be in the form selected from the group consisting of water dispersible granules, wettable powder, and suspension concentrate
- Predetermined quantities of an anti-caking agent, a carrier, and Metalaxyl-M technical is taken and blended together using a blender to obtain a substantially homogenized mixture A.
- Metalaxyl-M can be warmed to a temperature in the range of 35 °C to 80 °C and sprayed over anti-caking agent, a carrier and blended to obtain a substantially homogenized mixture A.
- Predetermined quantities of Azoxystrobin technical, Cymoxanil technical, a wetting agent, a dispersing agent, a disintegrating agent and a binder are taken and blended together using a blender to obtain a substantially homogenized mixture B.
- the substantially homogenized mixture A and the substantially homogenized mixture B are blended together in a blender to obtain a substantially homogenized mixture C.
- the substantially homogenized mixture C is then pounded into a fine particle size to obtain a substantially homogenized powder.
- the particle size of the substantially homogenized powder can be in the range of 3 ⁇ to 10 ⁇ .
- the substantially homogenized mixture C is pounded using an air jet mill.
- Predetermined quantities of the substantially homogenized powder, water, and defoamer are added to a dough maker and kneaded to obtain dough.
- the dough is then processed in an extruder to obtain wet extruded granules.
- the wet extruded granules are dried under controlled drying conditions to obtain dried extruded granules.
- the dried extruded granules can be, further, sieved to obtain dried extruded granules having granule size in the range of 0.5 mm to 2 mm.
- Azoxystrobin technical and Cymoxanil technical can be pounded/ground first to obtain a powder using an air jet mill followed by blending the powder with Metalaxyl-M technical along with water, dispersing agents, wetting agents, binders, defoamers, disintegrating agents and carriers to obtain slurry having total solids in the range of 40 % to 65%.
- the so obtained slurry can undergo spray drying in spray dryer or fluid bed spray dryer to obtain dried granules.
- the dried granules are sieved through a sieve to obtain granules having granule size in the range of 100 ⁇ to 850 ⁇ .
- Azoxystrobin technical and Cymoxanil technical are blended with water and a wetting agent in a homogenizer to obtain a substantially homogenized mixture D.
- the substantially homogenized mixture D is pounded to a fine particle size mixture D.
- the pounding is carried out using a wet mill.
- the particle size of the fine particle size mixture D can be in the range of 2 ⁇ to 5 ⁇ .
- the fine particle size mixture D can further blended with Metalaxyl-M technical along with water, a dispersing agent, a binder, an anti-caking agent, a disintegrating agent, a defoamer, and a carrier to obtain slurry having total solids in the range of 40 % to 65 %. This is then followed by spray drying the slurry using a spray dryer or in a Fluid bed spray dryer to obtain dried granules. The dried granules are sieved through a sieve to obtain granules of granule size in the range of 100 ⁇ to 850 ⁇ .
- Azoxystrobin technical, Cymoxanil technical, Metalaxyl technical are blended with an anticaking agent and a carrier to obtain a substantially homogenized mixture E.
- the substantially homogenized mixture E is pounded in an air jet mill to obtain a premix powder, having a particle size in the range of 3 ⁇ to 10 ⁇ .
- predetermined quantities of water, a dispersing agent, a binder, a wetting agent, a disintegrating agent, and a defoamer are taken and mixed to obtain a substantially homogenized mixture F.
- the substantially homogenized mixture F is sprayed over the substantially homogenized mixture E in a fluidized bed processor under controlled temperature conditions in the range of 30 °C to 50 °C to obtain a substantially homogenized mixture G.
- the substantially homogenized mixture G is further dried under controlled temperature conditions to obtain dried granules having granule size in the range of 100 ⁇ to 1000 ⁇ .
- the present disclosure thus, provides a stable and ready-to-use synergistic fungicidal composition comprising Metalaxyl-M, Cymoxanil and Azoxystrobin and a method for preparing the same.
- the present disclosure is further described in light of the following experiments which are set forth for illustration purpose only and not to be construed for limiting the scope of the disclosure. The following experiments can be scaled up to industrial/commercial scale and the results obtained can be extrapolated to industrial scale.
- Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
- Mixture C was ground in the jet Mill to obtain a wettable powder, having a particle size in the range of 3 to 10 micron.
- the wettable powder was charged into a dough maker by adding 2 gms of silicone and 40 gms of water and blended to obtain a dough.
- the dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of the final composition.
- Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
- Mixture C was ground in the Jet Mill to obtain a wettable powder, having particle size in the range of 3 to 10 microns.
- the wettable powder was charged into a dough maker; 2 gm of silicone and 40 gms of water was charged and blended to obtain a dough.
- the so obtained dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of final composition.
- Mixture C was ground in the jet Mill to obtain a wettable powder, having particle size in the range of 3 to 10 micron.
- the wettable powder was charged into a dough maker, along with 2 gm of silicone (as antifoaming agent) and 40 gms of water and blended to obtain a dough.
- the dough was extruded using basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in a fluid bed dryer at 40 degree to obtain a product of the final composition.
- EXAMPLE 4 40 gms of Silica and 153 gms of kaolin clay were charged into a Sigma blender and blender for 10 minutes. 100 gms of melted Metalaxyl-M warmed to a temperature in the range of 35 °C to 80 °C Metalaxyl-M technical was charged into the blender and the resultant mixture was blended for 2 hours to obtain Mixture A.
- the wettable powder was charged into a dough maker, along with 2 gm of silicone (as an antifoaming agent) and 40 gms of water and blended to obtain a dough.
- the dough was extruded using the basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 degree to obtain the product of final composition.
- Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
- Mixture C was ground in the jet Mill to obtain a wettable powder, having a particle size in the range of 3 to 10 micron.
- the wettable powder was charged into a dough maker by adding 2 gms of silicone and 40 gms of water and blended to obtain a dough.
- the dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of the final composition
- Table 1 illustrates the storage stability of the synergistic fungicidal composition by optimizing with active ingredients and excipients in accordance with the present disclosure.
- the synergistic fungicidal formulation prepared in accordance with the Example 1 to 5 of the present disclosure were tested at given concentrations with two way possible tank mix combinations ie. Cymoxanil 50% WP + Azoxystrobin 25% SC (Tank Mix), Metalaxyl M 25% WP + Azoxystrobin 25% SC (Tank Mix) & Cymoxanil 50% WP + Metalaxyl M 25% WP (Tank Mix) along with solo individual fungicides ie. Azoxystrobin 25% SC, Cymoxanil 50% WP & Metalxyl M 25% WP and Untreated Control against Early and Late blight of Potato.
- the fungicides were applied as a foliar spray with Knapsack Sprayer fitted with solid cone nozzle. Application was initiated with initiation of disease in the field. The sprayings were done at 10 days interval.
- PDI Percent disease index
- the disease control DC (%) was calculated by the following formula.
- Table 5 shows that at the time of initiation of trial the early blight was 10 initiated but there was no significant difference between the treatments which indicates the uniform spread of disease. 10 days after the first application, the highest infection of the disease was recorded in control (5.19%). The lowest infection of the disease was observed in Tl (0.00%) and T5 (0.00%), which were at par with T2 (0.38%), T3 (0.75%), and T4 (0.75%). These treatments (Tl to T5) were significantly superior over rest of the treatments.
- Tl to T5 10 days after second application, no sign of the disease was observed in treatments Tl to T5. The highest infection of the disease was recorded in control (13.71%). The lowest infection of the disease was observed in Tl (0.00%) and T5 (0.00%), which were at par with T2 (0.38%), T3 (0.75%), and T4 (0.75%). These treatments (Tl to T5) were significantly superior over rest of the treatments.
- T5 The highest percent disease control (PDC) was recorded in treatment T5 (100%) followed by Tl & T2 (97.82%), T4 (95.69%), T3 (93.57%).
- T7 The lowest disease control was recorded in treatment T7 (27.63%) followed by T6 & Ti l (31.88%), T10 (48.94) and T9 (55.31%).
- the synergistic fungicidal composition of the present disclosure (Azoxystrobin, Cymoxanil, and Metalaxyl M) effectively controls Early and Late blight of Potato.
- Azoxystrobin 20% + Cymoxanil 20% + Metalaxyl-M 10% WG is highly effective.
- Efficacy of the synergistic fungicides of the present disclsoure are far superior than the commercially availablefungicides (Azoxystrobin 25% SC, Cymoxanil 50% WP and Metalaxyl M 25% WP) and their two way possible tank mix combinations.
- the synergistic fungicidal composition produces higher yield of Potato. No phytotoxicity effect on Potato was observed by using the synergistic fungicidal compositionof the present disclsoure.
- the fungicidal composition of the present disclosure exhibits synergistic effect for controlling the disease. Also, the fungicial composition is effective over prolonged usage and combats resistance by fungi, thereby limiting crop losses as compared to solo use of Azoxystrobin 25% SC, Cymoxanil 50% WP and Metalaxyl M 25% WP and their two way possible tank mix combinations.
Abstract
The present disclosure relates to a synergictic fungicidal composition comprising active ingredients including a combination of Metalaxyl-M, Cymoxanil and Azoxystrobin having weight ratio in the range of 1:1:0.5 to 1:3:30, and excipient selected from the group consisting of dispersing agent, defoamer, wetting agent, disintegrating agent, anti-caking agent, carrier, and binder. The fungicidal composition of the present disclosure combats resistance to fungi for a long time and has enhanced fungicidal activity.
Description
A SYNERGISTIC FUNGICIDAL COMPOSITION
FIELD
The present disclosure relates to a synergistic fungicidal composition. BACKGROUND Plants, fruits, and vegetables are prone to attack by fungi. In agriculture and horticulture, fungicides are most commonly used for protection against fungi. The most common and widely used method of protection against fungi is achieved by the use of synthetic fungicides. Synthetic fungicides of many types have been known and an extensive variety of formulations based on these synthetic fungicides are being marketed by various producers for protection against fungi. Various compounds such as azoxystrobin, anilazine, cymoxanil and the like are commonly used as fungicides.
It is always advisable to minimize the use of fungicides to reduce the risks to human beings and to the environment. Accordingly, there is a continuing need for improving the fungicidal properties of fungicides without increasing its toxicity to human beings and the environment so that the desired bioefficacy is achieved at low application rates.
Therefore, the present disclosure envisages a synergistic fungicidal composition having enhanced efficacy.
OBJECTS
Some of the objects of the present disclosure, which at least one embodiment herein satisfies, are as follows.
It is an object of the present disclosure to ameliorate one or more problems of the prior art or to at least provide a useful alternative.
An object of the present disclosure is to provide a synergistic fungicidal composition.
Another object of the present disclosure is to provide a synergistic fungicidal composition that has enhanced fungicidal activity.
Other objects and advantages of the present disclosure will be more apparent from the following description, which is not intended to limit the scope of the present disclosure.
SUMMARY
The present disclosure relates to a synergistic fungicidal composition comprising active ingredients including a combination of Metalaxyl-M, Cymoxanil and Azoxystrobin having weight ratio in the range of 1 :1 :0.5 to 1 :3:30 respectively, and at least one excipient selected from the group consisting of dispersing agent, defoamer, wetting agent, disintegrating agent, anti-caking agent, carrier, and binder.
The present disclosure further relates to a method for preparation of synergistic fungicidal composition comprising the step of blending predetermined quantities of an anti-caking agent, a carrier and Metalaxyl-M technical to obtain a substantially homogenized mixture A; blending predetermined quantities of Azoxystrobin technical, Cymoxanil technical, a wetting agent, a dispersing agent, a disintegration agent to obtain a substantially homogenized mixture B; blending the substantially homogenized mixture A and the substantially homogenized mixture B to obtain a substantially homogenized mixture C followed by grinding to obtain substantially homogenized powder, having a particle size in the range of 3 μπι to 10 μπι. The predetermined quantities of the substantially homogenized powder, water, and defoamer can be blended, followed by kneading to obtain dough; and extruding the dough to obtain wet extruded granules. The so obtained wet extruded granules are dried under controlled drying conditions followed by sieving to obtain dried extruded granules having granule size in the range of 0.5 mm to 2 mm.
DETAILED DESCRIPTION
It is observed that Azoxystrobin, Cymoxanil and Metalaxyl-M show good fungicidal activity. However, they are prone to resistance owing to their single mode of action. The present disclosure, therefore, envisages a synergistic fungicidal composition that has enhanced fungicidal activity and is not prone to resistance towards fungi.
It is a chance finding by the applicant that a synergistic fungicidal composition comprising a specific combination of Metalaxyl-M, Cymoxanil, and Azoxystrobin as the active ingredient has a synergistic fungicidal activity. A synergistic fungicidal product needs a right
combination to prevent resistance development by fungi. The fungicidal composition of the present disclosure is successful in achieving an enhanced fungicidal activity and prevents resistance development in fungi. The fungicidal composition of the present disclosure shows a surprising fungicidal activity that exceeds the sum of the activities of the individual components when used alone.
In one aspect of the present disclosure, the synergistic fungicidal composition comprises the active ingredient which comprises a combination of Metalaxyl-M, Cymoxanil and Azoxystrobin having weight ratio in the range of 1 : 1 :0.5 to 1 :3:30, and a least one excipient selected from the group consisting of dispersing agents, defoamers, wetting agents, disintegrating agents, anti-caking agents, carriers, and binders.
The dispersing agent is used for uniformly dispersing the ingredients of the fungicidal composition, especially the active ingredient, throughout the dosage form. In an embodiment, the dispersing agent can be at least one selected from the group consisting of sodium lignosulfonate, calcium lignosulfonate, sodium salt of alkyl naphthalene sulfonate, sulfonated aromatic polymer sodium salt, polycarboxylic acid homopolymer, sodium salt of polycarboxylic acid homopolymer, polycarboxylic acid copolymer, Ethylene oxide/Propylene oxide (EO/PO) block copolymers and sodium salt of polycarboxylic acid copolymer. Typically, the alkyl group can be a C1-C20 alkyl group and the aromatic group in the sulfonated aromatic polymer is a Q to C20 aromatic group. The defoamer can be used to prevent foaming of the formulation. In an embodiment, the defoamer can be at least one selected from the group consisting of polydimethylsiloxane powder and polydimethylsiloxane liquid.
The wetting agent is used to wet the ingredients of the formulation with water by lowering their surface tension. In an embodiment, the wetting agent used in the composition of the present disclosure can be at least one selected from the group consisting of non-ionic surfactant, anionic surfactant, and combinations thereof. Non-limiting examples of the non- ionic surfactant can be alcohol alkoxylates having moles of ethylene oxide in the range of 9 to 15. Non-limiting examples of the anionic surfactant are alkyl naphthalene sulfonate, dialkyl naphthalene sulfonates, alkyl naphthalene sulfonate condensate, and sodium lauryl sulphate and sodium dodecyl benzene sulfonate. Other wetting agents that may be used are at least one selected from the group consisting of alkyl ethylene oxide condensates, aryl
ethylene oxide condensates, alkyl propylene oxide condensates, aryl propylene oxide condensates, alkylethoxylates, and arylethoxylates. Typically, the alkyl group and aryl group in the wetting agent is a C1-C20 alkyl group.
Disintegrating agents are compounds which help a substance to disintegrate in water quickly. In an embodiment, the disintegrating agent used in the composition of the present disclosure can be at least one selected from the group consisting of sodium chloride, sodium sulphate, ammonium sulphate, sodium carbonate, sodium bicarbonate, starch and starch derivatives, sodium tripolyphosphate, cross linked sodium carboxymethyl cellulose, cross linked polyvinyl pyrrolidone. The anti-caking agent is used to prevent cake formation in the fungicidal composition during storage. In an embodiment, the anti-caking agent can be at least one selected from the group consisting of clays, precipitated silica, and metal stearates. In another embodiment, the metal stearate can be selected from the group consisting of zinc stearate, calcium stearate, magnesium stearate, and aluminium stearate. The carrier is included to act as a diluent or a bulking agent in the formulation. The carrier can be selected from the group consisting of clay, minerals, and talc.
The binder is used to bind the ingredients in the composition together to give it the desired strength. In an embodiment, the binder can be at least one selected from the group consisting of polyvinyl alcohol, polyvinyl-pyrrolidone, polyacrylamides, dextrose, sucrose, and lactose. The fungicidal composition of the present disclosure can be in the form selected from the group consisting of water dispersible granules, wettable powder, and suspension concentrate
In another aspect of the present disclosure, there is provided a method for the preparation of the fungicidal composition. The method is given in detail below:
Predetermined quantities of an anti-caking agent, a carrier, and Metalaxyl-M technical is taken and blended together using a blender to obtain a substantially homogenized mixture A. In an embodiment, Metalaxyl-M can be warmed to a temperature in the range of 35 °C to 80 °C and sprayed over anti-caking agent, a carrier and blended to obtain a substantially homogenized mixture A.
Predetermined quantities of Azoxystrobin technical, Cymoxanil technical, a wetting agent, a dispersing agent, a disintegrating agent and a binder are taken and blended together using a blender to obtain a substantially homogenized mixture B.
The substantially homogenized mixture A and the substantially homogenized mixture B are blended together in a blender to obtain a substantially homogenized mixture C. The substantially homogenized mixture C is then pounded into a fine particle size to obtain a substantially homogenized powder. In a specific embodiment, the particle size of the substantially homogenized powder can be in the range of 3 μπι to 10 μπι. In an embodiment, the substantially homogenized mixture C is pounded using an air jet mill. Predetermined quantities of the substantially homogenized powder, water, and defoamer are added to a dough maker and kneaded to obtain dough. The dough is then processed in an extruder to obtain wet extruded granules. The wet extruded granules are dried under controlled drying conditions to obtain dried extruded granules.
In an embodiment, the dried extruded granules can be, further, sieved to obtain dried extruded granules having granule size in the range of 0.5 mm to 2 mm.
In an alternative method according to the present disclosure, Azoxystrobin technical and Cymoxanil technical can be pounded/ground first to obtain a powder using an air jet mill followed by blending the powder with Metalaxyl-M technical along with water, dispersing agents, wetting agents, binders, defoamers, disintegrating agents and carriers to obtain slurry having total solids in the range of 40 % to 65%. The so obtained slurry can undergo spray drying in spray dryer or fluid bed spray dryer to obtain dried granules. The dried granules are sieved through a sieve to obtain granules having granule size in the range of 100 μπι to 850 μπι.
In another alternative method of the present disclosure, Azoxystrobin technical and Cymoxanil technical are blended with water and a wetting agent in a homogenizer to obtain a substantially homogenized mixture D. The substantially homogenized mixture D is pounded to a fine particle size mixture D. In an exemplary embodiment, the pounding is carried out using a wet mill. In an embodiment, the particle size of the fine particle size mixture D can be in the range of 2 μπι to 5 μπι. The fine particle size mixture D can further blended with Metalaxyl-M technical along with water, a dispersing agent, a binder, an anti-caking agent, a disintegrating agent, a defoamer, and a carrier to obtain slurry having total solids in the range
of 40 % to 65 %. This is then followed by spray drying the slurry using a spray dryer or in a Fluid bed spray dryer to obtain dried granules. The dried granules are sieved through a sieve to obtain granules of granule size in the range of 100 μηι to 850 μηι.
In another alternative method according to the present disclosure, Azoxystrobin technical, Cymoxanil technical, Metalaxyl technical are blended with an anticaking agent and a carrier to obtain a substantially homogenized mixture E. The substantially homogenized mixture E is pounded in an air jet mill to obtain a premix powder, having a particle size in the range of 3 μπι to 10 μπι. In another vessel, predetermined quantities of water, a dispersing agent, a binder, a wetting agent, a disintegrating agent, and a defoamer are taken and mixed to obtain a substantially homogenized mixture F. The substantially homogenized mixture F is sprayed over the substantially homogenized mixture E in a fluidized bed processor under controlled temperature conditions in the range of 30 °C to 50 °C to obtain a substantially homogenized mixture G. The substantially homogenized mixture G is further dried under controlled temperature conditions to obtain dried granules having granule size in the range of 100 μπι to 1000 μπι.
Other possible variations of the methods of the present disclosure are also envisaged.
The present disclosure, thus, provides a stable and ready-to-use synergistic fungicidal composition comprising Metalaxyl-M, Cymoxanil and Azoxystrobin and a method for preparing the same. The present disclosure is further described in light of the following experiments which are set forth for illustration purpose only and not to be construed for limiting the scope of the disclosure. The following experiments can be scaled up to industrial/commercial scale and the results obtained can be extrapolated to industrial scale.
EXPERIMENTAL DETAILS
A: Synergistic Fungicidal composition and process for preparation thereof EXAMPLE 1
35 gms of Silica and 153 gms of Kaolin clay were charged into a Sigma blender, and blended for 10 minutes. 110 gms of Metalaxyl-M technical was warmed to a temperature in the
range of 35 °C to 80 °C to obtain melted Metalaxyl-M technical which was added in the blender and resultant mixture was blended for 2 hours to obtain Mixture A.
215 gms of Azoxystrobin technical, 211 gms of Cymoxanil technical, 40 gms of Sodium Alkyl naphthalene sulphonate, 100 gms of Polycarboxylate, 19 gms of sodium lignosulphonate, 5 gms of lactose, 110 gms of sodium sulphate were charged into a Ribbon blender and blended for 2 hours to obtain Mixture B.
Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
Mixture C was ground in the jet Mill to obtain a wettable powder, having a particle size in the range of 3 to 10 micron.
The wettable powder was charged into a dough maker by adding 2 gms of silicone and 40 gms of water and blended to obtain a dough.
The dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of the final composition.
EXAMPLE 2
80 gms of Silica and 153 gms of kaolin clay were charged into a Sigma blender, and blended for 10 minutes. 110 gms of melted Metalaxyl-M technical were charged into the blender and the resultant mixture was blended for 2 hours to obtain Mixture A. 215 gms of Azoxystrobin technical, 225 gms of Cymoxanil technical, 40 gms of Sodium Alkyl naphthalene sulphonate, 60 gms of Sodium alkyl naphthalene condensate, 40 gms of sodium lignosulphonate,75 gms of sodium Carbonate were charged into a ribbon blender and blended for 2 hours to obtain Mixture B.
Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
Mixture C was ground in the Jet Mill to obtain a wettable powder, having particle size in the range of 3 to 10 microns.
The wettable powder was charged into a dough maker; 2 gm of silicone and 40 gms of water was charged and blended to obtain a dough.
The so obtained dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of final composition.
EXAMPLE 3
80 gms of Silica and 153 gms of kaolin clay were charged into a Sigma blender, and blended for 10 minutes. 110 gms of melted Metalaxyl-M warmed to a temperature in the range of 35 °C to 80 °C Metalaxyl-M technical was charged into the blender and the resultant mixture was blended for 2 hours to obtain Mixture A.
232 gms of Azoxystrobin technical, 211 gms of Cymoxanil technical, 40 gms of Sodium Alkyl naphthalene sulphonate, 100 gms of Polycarboxylate, 24 gms of sodium lignosulphonate, 48 gms of sodium sulphate was charged into a ribbon blender and blended for 2 hours to obtain Mixture B. Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
Mixture C was ground in the jet Mill to obtain a wettable powder, having particle size in the range of 3 to 10 micron.
The wettable powder was charged into a dough maker, along with 2 gm of silicone (as antifoaming agent) and 40 gms of water and blended to obtain a dough. The dough was extruded using basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in a fluid bed dryer at 40 degree to obtain a product of the final composition.
EXAMPLE 4 40 gms of Silica and 153 gms of kaolin clay were charged into a Sigma blender and blender for 10 minutes. 100 gms of melted Metalaxyl-M warmed to a temperature in the range of 35 °C to 80 °C Metalaxyl-M technical was charged into the blender and the resultant mixture was blended for 2 hours to obtain Mixture A.
232 gms of Azoxystrobin technical, 211 gms of Cymoxanil technical, 25 gms of Sodium Alkyl naphthalene sulphonate, 50 gms of Polycarboxylate, 21 gms of sodium lignosulphonate, 166 gms of sodium sulphate were charged into a ribbon blender and blended for 2 hours to obtain Mixture B. Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C. Mixture C was ground in the Jet Mill to obtain a wettable powder, having particle size in the range of 3 to 10 micron.
The wettable powder was charged into a dough maker, along with 2 gm of silicone (as an antifoaming agent) and 40 gms of water and blended to obtain a dough. The dough was extruded using the basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 degree to obtain the product of final composition.
EXAMPLE 5
40 gms of Silica and 250 gms of Kaolin clay were charged into a Sigma blender, and blended for 10 minutes. 13 gms of Metalaxyl-M technical was warmed to a temperature in the range of 35 °C to 80 °C to obtain melted Metalaxyl-M technical which was added in the blender and resultant mixture was blended for 2 hours to obtain Mixture A.
321 gms of Azoxystrobin technical, 33 gms of Cymoxanil technical, 25 gms of Sodium Alkyl naphthalene sulphonate, 50 gms of Polycarboxylate, 21 gms of sodium lignosulphonate, 10 gms of lactose, 235 gms of sodium sulphate were charged into a Ribbon blender and blended for 2 hours to obtain Mixture B.
Mixture A was charged into Mixture B in a Ribbon blender and further blended for 2 hours to obtain Mixture C.
Mixture C was ground in the jet Mill to obtain a wettable powder, having a particle size in the range of 3 to 10 micron.
The wettable powder was charged into a dough maker by adding 2 gms of silicone and 40 gms of water and blended to obtain a dough.
The dough was extruded using a basket extruder to obtain granules having granule size in the range of 0.8 mm to 1.2 mm, which was further dried in fluid bed dryer at 40 °C to obtain a product of the final composition
Table 1 illustrates the storage stability of the synergistic fungicidal composition by optimizing with active ingredients and excipients in accordance with the present disclosure.
TABLE 1
AHS-accelerated storage studies
WST- wet sieve test
From table 1 it is observed that Examples 1-5 are stable and there is no appreciable drop suspensibility parameter even after accelerated storage study.
B: Bio-Efficacy Study and Phytotoxicitv study of the synergistic fungicidal composition Bio-efficacy:
The synergistic fungicidal formulation prepared in accordance with the Example 1 to 5 of the present disclosure were tested at given concentrations with two way possible tank mix combinations ie. Cymoxanil 50% WP + Azoxystrobin 25% SC (Tank Mix), Metalaxyl M 25% WP + Azoxystrobin 25% SC (Tank Mix) & Cymoxanil 50% WP + Metalaxyl M 25% WP (Tank Mix) along with solo individual fungicides ie. Azoxystrobin 25% SC, Cymoxanil 50% WP & Metalxyl M 25% WP and Untreated Control against Early and Late blight of Potato. The fungicides were applied as a foliar spray with Knapsack Sprayer fitted with solid cone nozzle. Application was initiated with initiation of disease in the field. The sprayings were done at 10 days interval.
The appearance of the visible symptom of the diseases was recorded before 1st spray and subsequent observations were recorded after 10 days of each spray. For recording the observations the leaves of ten plants from each plot were graded on (0-9) disease scoring scale for Late blight and early blight as provided in Table 2.
Table 2: Disease Ratings
Percent disease index (PDI) was calculated using the following formula:
Sum of all numerical ratings
PDI = X 100
Total plants observed X Maximum rating scale
The PDI values were transformed by angular transformation and analyzed statistically. The disease control DC (%) was calculated by the following formula.
Disease % in control - Disease % in treatment
DC (%) = X 100
Disease % in control
Yield:
Individual plot wise yield was recorded and treatment wise yield was calculated and converted into yield per hectare (q/ha) at harvest and statistically analyzed the data. Phytotoxicity:
Observations were taken on damage caused to plants, if any, by the application of different treatments taking into the account phytotoxic symptoms viz. leaf injury on tips and leaf surface, wilting, vein clearing, necrosis, epinasty and hyponasty on ten plants per plot. The observations were recorded before spray and 1, 3, 5, 7, 10 & 15th day after applications. For Phytotoxicity study on leaf injury on tips and leaf surface the Scale (0-10) used is given below in Table 3.
Table 3: Phytotoxicity Rating Scale (PRS)
Statistical Analysis: Analysis of variance was calculated by using OPSTAT Computer Software Program.
Table 4: Bio-efficacy of different Fungicides treatments against Late Blight of Potato (Rabi 2016-17)
Azoxystrobin 25%
SC (Tank mix)
Cymoxanil 50%
WP + Metalaxyl- 1200+40
Τπ 600+1 00 81 .1 9 M 25% WP (Tank 0 0.00 1 .86 4.08 1 0.38
mix) (0.00) (6.37) (1 1 .56) (18.77)
0.00 10.75 25.1 9 55.19
Tl2 Untreated
(0.00) (19.07) (30.12) (47.99)
CD (P = 0.05) NS 3.36 3.24 4.04 -
PDl- Percent Disease Incidence
PDC- Percent Disease Control
DAA- Days after Application
NS- Non significant
g a.i./ha- g of active ingredient per hector
The results summarized in table 4 exhibits that at the time of initiation of the trial there was no Late blight disease in any plant, which indicates the uniformity of trial plot across all the treatments. 10 days after first application, highest infection of Late blight was recorded in control T12 (10.75%). It is observed that all the fungicide treatments were capable of significantly reducing the disease severity as compared to the untreated control. Lowest infection of Late blight disease was observed in Tl to T3 (0.00%), which was at par with T4 (0.38%). These treatments (Tl to T4) are significantly superior over rest of the treatments. 10 days after the second application, highest infection of the disease was recorded in control (25.19%). Lowest infection of Late blight disease was observed in Tl (1.12%) which was at par with treatments T2 (1.49%), T3 (1.86%) and T4 (1.86%). These treatments (Tl to T4) are significantly superior over rest of the treatments.
10 days after the third application, similar trend was observed as in case of the second application. Lowest infection of Late blight disease was observed in Tl (2.97%) which was at par with T2 (3.71%), T3 (4.08%) and T4 (4.45%). The highest infection of the disease was observed in untreated control (55.19%). These treatments (Tl to T4) were significantly superior over rest of the treatments.
The highest percent disease control (PDC) was recorded in treatment Tl (94.62%), followed by T2 (93.28%), T3 (92.61 %) and T4 (91.94%). The lowest disease control was recorded in treatment T8 (55.03%), followed by T7 (67.78%) and T6 (69.80%).
Table 5: Bio-efficacy of different Fungicide treatments against Early Blight of Potato (Rabi 2016-17)
PDI- Percent Disease Incidence
PDC- Percent Disease Control
5 DAA- Days after Application
NS- Non significant
g a.i./ha- g of active ingredient per hector
The results depicted in Table 5 shows that at the time of initiation of trial the early blight was 10 initiated but there was no significant difference between the treatments which indicates the uniform spread of disease. 10 days after the first application, the highest infection of the disease was recorded in control (5.19%). The lowest infection of the disease was observed in
Tl (0.00%) and T5 (0.00%), which were at par with T2 (0.38%), T3 (0.75%), and T4 (0.75%). These treatments (Tl to T5) were significantly superior over rest of the treatments.
10 days after second application, no sign of the disease was observed in treatments Tl to T5. The highest infection of the disease was recorded in control (13.71%). The lowest infection of the disease was observed in Tl (0.00%) and T5 (0.00%), which were at par with T2 (0.38%), T3 (0.75%), and T4 (0.75%). These treatments (Tl to T5) were significantly superior over rest of the treatments.
10 days after third application, similar trend was observed. The lowest infection of the disease was observed in treatment T5 (0.00%), which was at par with Tl & T2 (0.38%) followed by T4 (0.75%) and T3 (1.12%). The highest infection of the disease was observed in untreated control (17.41%). The treatments (Tl to T5) were superior over rest of the treatments.
The highest percent disease control (PDC) was recorded in treatment T5 (100%) followed by Tl & T2 (97.82%), T4 (95.69%), T3 (93.57%). The lowest disease control was recorded in treatment T7 (27.63%) followed by T6 & Ti l (31.88%), T10 (48.94) and T9 (55.31%).
Table 6: Effect of different Fungicide treatments on Yield of Potato (Rabi 2016- 17)
Tii Cymoxanil 50% WP + Metalaxyl-M 25% WP 600+100 1200+400 213.67 (Tank mix)
Tl2 Untreated - - 178.67
CD (P = 0.05) 12.66
From Table 6, it is illustrated that all the treatments significantly increase the yield as compared to that of the Untreated Control (178.67 q/ha). The highest yield was observed in treatment Tl (246 q/ha), which was significantly superior over the rest of the treatment and at par with T2 (240.33 q/ha), T3 (238 q/ha) and T4 (230 q/ha) and followed by T5 (226.67 q/ha). The lowest yield was recorded in Untreated Control (178.67 q/ha).
Table 7: Phyto-toxicity effect of different Fungicide treatments on Potato (Rabi 2016-17)
(Example No. 2)
Azoxystrobin 22% + Cymoxanil
τ8 20% + Metalaxyl-M 10% WG
220+200+100 1000 0 0 0 0 0 0 0 (Example No. 3)
Azoxystrobin 22% + Cymoxanil
22% + Metalaxyl-M 9% WG
T9 220+220+90 1000 0 0 0 0 0 0 0 (Example No. 4)
Azoxystrobin 30% + Cymoxanil
3% + Metalaxyl-M 1% WG
Tio 300+30+1 0 1000 0 0 0 0 0 0 0 (Example No. 5)
T„ Untreated - - 0 0 0 0 0 0 0
For phototoxic symptoms- Leaf injury on tips and Leaf surface, Wilting, Vein Clearing, Necrosis, Epinasty and Hyponas
g a.i./ha- g of active ingredient per hector
Various fungicide combinations were sprayed at doses X (500 g/ha) and 2X (1000 g/ha) and the phytotoxic effects like leaf injury on tips/surface, vein clearing, wilting, necrosis, hyponasty and epinasty on the Potato crop were tabulated in Table 7. The observations on these phytotoxicity parameters were observed before spray and at 3, 5, 7, 10, and 15 days after application. There was no phytotoxicity observed on Potato crop after spraying with the treatments. There was no adverse effect noticed on Potato crop in the field applied with fungicides combinations at the highest dose of @ 1000 g/ha.
Therefore, the synergistic fungicidal composition of the present disclosure (Azoxystrobin, Cymoxanil, and Metalaxyl M) effectively controls Early and Late blight of Potato. Among them Azoxystrobin 20% + Cymoxanil 20% + Metalaxyl-M 10% WG is highly effective. Efficacy of the synergistic fungicides of the present disclsoure are far superior than the commercially availablefungicides (Azoxystrobin 25% SC, Cymoxanil 50% WP and Metalaxyl M 25% WP) and their two way possible tank mix combinations. The synergistic fungicidal composition produces higher yield of Potato. No phytotoxicity effect on Potato was observed by using the synergistic fungicidal compositionof the present disclsoure.
Therefore, the fungicidal composition of the present disclosure exhibits synergistic effect for controlling the disease. Also, the fungicial composition is effective over prolonged usage and combats resistance by fungi, thereby limiting crop losses as compared to solo use of
Azoxystrobin 25% SC, Cymoxanil 50% WP and Metalaxyl M 25% WP and their two way possible tank mix combinations.
TECHNICAL ADVANCES AND ECONOMICAL SIGNIFICANCE
The present disclosure described herein above has several technical advantages including, but not limited to, the realization of a fungicidal composition that:
- has enhanced fungicidal activity; and
- combats resistance shown by fungi.
The foregoing description of the specific embodiments so fully reveals the general nature of the embodiments herein that others can, by applying current knowledge, readily modify and/or adapt for various applications such specific embodiments without departing from the generic concept, and, therefore, such adaptations and modifications should and are intended to be comprehended within the meaning and range of equivalents of the disclosed embodiments. It is to be understood that the phraseology or terminology employed herein is for the purpose of description and not of limitation. Therefore, while the embodiments herein have been described in terms of preferred embodiments, those skilled in the art will recognize that the embodiments herein can be practiced with modification within the spirit and scope of the embodiments as described herein.
Throughout this specification the word "comprise", or variations such as "comprises" or "comprising", will be understood to imply the inclusion of a stated element, integer or step, or group of elements, integers or steps, but not the exclusion of any other element, integer or step, or group of elements, integers or steps.
The use of the expression "at least" or "at least one" suggests the use of one or more elements or ingredients or quantities, as the use may be in the embodiment of the disclosure to achieve one or more of the desired objects or results.
Any discussion of documents, acts, materials, devices, articles or the like that has been included in this specification is solely for the purpose of providing a context for the disclosure. It is not to be taken as an admission that any or all of these matters form a part of
the prior art base or were common general knowledge in the field relevant to the disclosure as it existed anywhere before the priority date of this application.
The numerical values mentioned for the various physical parameters, dimensions or quantities are only approximations and it is envisaged that the values higher/lower than the numerical values assigned to the parameters, dimensions or quantities fall within the scope of the disclosure, unless there is a statement in the specification specific to the contrary.
While considerable emphasis has been placed herein on the components and component parts of the preferred embodiments, it will be appreciated that many embodiments can be made and that many changes can be made in the preferred embodiments without departing from the principles of the disclosure. These and other changes in the preferred embodiment as well as other embodiments of the disclosure will be apparent to those skilled in the art from the disclosure herein, whereby it is to be distinctly understood that the foregoing descriptive matter is to be interpreted merely as illustrative of the disclosure and not as a limitation.
Claims
1. A synergistic fungicidal composition comprising:
a. Metalaxyl-M;
b. Cymoxanil;
c. Azoxystrobin; and
d. at least one excipient.
2. The synergistic fungicidal composition as claimed in claim 1, wherein, the weight ratio of Metalaxyl-M, Cymoxanil, and Azoxystrobin is in the range of 1 : 1 :0.5 to 1 :3:30.
3. The synergistic fungicidal composition as claimed in claim 1, wherein said excipient is selected from the group consisting of dispersing agent, defoamer, wetting agent, disintegrating agent, anti-caking agent, carrier, and binder.
4. The synergistic fungicidal composition as claimed in claim 3, wherein said dispersing agent is at least one selected from the group consisting of sodium lignosulfonate, calcium lignosulfonate, sodium salt of alkyl naphthalene sulfonate, sulfonated aromatic polymer sodium salt, polycarboxylic acid homopolymer, sodium salt of polycarboxylic acid homopolymer, polycarboxylic acid copolymer, Ethylene oxide/Propylene oxide (EO/PO) block copolymers and sodium salt of polycarboxylic acid copolymer.
5. The synergistic fungicidal composition as claimed in claim 3, wherein said defoamer is at least one selected from the group consisting of polydimethylsiloxane powder and polydimethylsiloxane liquid.
6. The synergistic fungicidal composition as claimed in claim 3, wherein said wetting agent is at least one selected from the group consisting of non-ionic surfactant, anionic surfactant, and combinations thereof.
7. The synergistic fungicidal composition as claimed in claim 3, wherein said disintegrating agent is at least one selected from the group consisting of sodium chloride, sodium sulphate, ammonium sulphate, sodium carbonate, sodium bicarbonate, starch and starch derivatives, sodium tripolyphosphate, cross linked sodium carboxymethyl cellulose, cross linked polyvinyl pyrrolidone.
8. The synergistic fungicidal composition as claimed in claim 3, wherein said anti- caking agent is at least one selected from the group consisting of clays, precipitated silica and metal stearates selected from the group consisting of zinc stearate, calcium stearate, magnesium stearate and aluminium stearate.
9. The synergistic fungicidal composition as claimed in claim 3, wherein said carrier is selected from the group consisting of clay, minerals, and talc.
10. The synergistic fungicidal composition as claimed in claim 3, wherein said binder is at least one selected from the group consisting of polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamides, dextrose, sucrose, and lactose.
11. The synergistic fungicidal composition as claimed in claim 1, wherein said fungicidal composition is in at least one dosage form selected from the group consisting of water dispersible granules, wettable powder, and suspension concentrate.
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RU2018144260A RU2738360C2 (en) | 2016-06-17 | 2017-06-17 | Synergetic fungicidal mixture |
CONC2018/0013439A CO2018013439A2 (en) | 2016-06-17 | 2018-12-13 | A synergistic fungicidal composition |
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WO2002021918A1 (en) * | 2000-09-12 | 2002-03-21 | Syngenta Participations Ag | Fungicidal compositions |
WO2006060272A2 (en) * | 2004-11-30 | 2006-06-08 | Syngenta Participations Ag | Process and composition for coating propagation material |
WO2006128655A2 (en) * | 2005-05-31 | 2006-12-07 | Syngenta Participations Ag | Method of mollusc control |
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ATE238661T1 (en) * | 1998-07-30 | 2003-05-15 | Nihon Nohyaku Co Ltd | FUNGICIDE COMPOSITION CONTAINING A 1,2,3-THIADIAZOLE DERIVATIVE AND USE THEREOF |
CN102388897A (en) * | 2011-10-10 | 2012-03-28 | 尹小根 | Antibacterial composition containing azoxystrobin and cymoxanil |
CN105475317A (en) * | 2015-12-19 | 2016-04-13 | 青岛奥迪斯生物科技有限公司 | Sterilization combination containing efficient metalaxyl-M and cymoxanil |
CN105409963A (en) * | 2015-12-19 | 2016-03-23 | 青岛奥迪斯生物科技有限公司 | Sterilization composition containing efficient metalaxyl-M and azoxystrobin |
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WO2002021918A1 (en) * | 2000-09-12 | 2002-03-21 | Syngenta Participations Ag | Fungicidal compositions |
WO2006060272A2 (en) * | 2004-11-30 | 2006-06-08 | Syngenta Participations Ag | Process and composition for coating propagation material |
WO2006128655A2 (en) * | 2005-05-31 | 2006-12-07 | Syngenta Participations Ag | Method of mollusc control |
Non-Patent Citations (1)
Title |
---|
REKANOVI E ET AL.: "Toxicity of metalaxyl, azoxystrobin, dimethomorph, cymoxanil, zoxamide and mancozeb to Phytophthora infestans isolates from Serbia", JOURNAL JOURNAL OF ENVIRONMENTAL SCIENCE AND HEALTH, vol. 47, no. 5, 16 March 2012 (2012-03-16), pages 403 - 409, XP055449286, Retrieved from the Internet <URL:http://dx.doi.org/10.1080/03601234.2012.657043> * |
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CO2018013439A2 (en) | 2019-01-18 |
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