Stable synergistic pesticidal composition
A synergistic pesticidal composition of Formula I, Abamectin, and Formula II addresses pest resistance and efficacy issues by offering multiple modes of action, enhancing crop health and safety, and reducing environmental impact.
Patent Information
- Application Number
- PCT/IB2025/060805
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-10-23
- Filing Date
- 2025-10-23
- Publication Date
- 2026-04-30
AI Technical Summary
Conventional pesticidal formulations face issues such as resistance development in pests, limited spectrum of activity, slow absorption, reduced bioavailability, phytotoxicity, and environmental persistence, leading to reduced efficacy and increased costs in pest management.
A stable synergistic pesticidal composition comprising compounds of Formula I, Abamectin, and Formula II, along with optional additives, in specific weight ranges, providing multiple modes of action and enhanced pest control efficacy.
The composition achieves improved mortality rates, prolonged residual activity, reduced dosage requirements, and enhanced crop health with reduced phytotoxicity and environmental safety, while delaying resistance onset.
Smart Images

Figure IMGF000030_0001_TABLE 
Figure IMGF000031_0001_TABLE 
Figure IMGF000032_0001_TABLE
Abstract
Description
[0001] STABLE SYNERGISTIC PESTICIDAL COMPOSITION
[0002] FIELD OF THE INVENTION
[0003] The present invention relates to a stable synergistic pesticidal composition comprising A) a compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives for effective control of various pests including insects-pests and wide range of diseases caused by pests. The present invention also relates to a process for preparation of such pesticidal composition for synergistic and efficacious control of various pests including insects-pests and diseases caused by pests.
[0004] BACKGROUND OF THE INVENTION
[0005] Background description includes information that may be useful in understanding the present invention. It is not an admission that any of the information provided herein is prior art or relevant to the presently claimed invention.
[0006] Conventional pesticidal formulations have been developed to achieve desirable agronomic outcomes such as improved pest control, higher and better -quality yields, ease of handling and storage, and safety to applicators and the environment. However, continuous and indiscriminate use of such formulations has led to several drawbacks including the development of resistance in target pest populations, adverse ecological effects, and phytotoxicity to crops. The persistence of residues in the environment and their detrimental impact on non-target organisms have also emerged as significant concerns.
[0007] Furthermore, many existing pesticidal compositions exhibit limited spectrum of activity and fail to effectively control multiple pest stages, particularly the sucking pest complex such as thrips, whiteflies, and aphids. Such compositions often result in slow absorption, reduced bioavailability, leaf discoloration, and poor compatibility with plant metabolism, thereby adversely affecting plant growth and productivity. The repetitive application of these formulations increases cost, labour, and environmental burden, while reducing the overall efficacy and sustainability of pest management programs.
[0008] In addition, the development of insect-pest resistance has become a serious global issue, rendering many conventional pesticides ineffective. The reliance on single or binary active ingredient compositions and / or formulations that act through similar biochemical pathways accelerates resistance development and compromises long-term pest control. Therefore, there exists a critical need for novel, stable, and synergistic pesticidal formulations capable of targeting multiple biological pathways in pests, uses lower dose, thereby enhancing efficacy and delaying the onset of resistance.
[0009] Reference in this regards can be made to CN103749530A, which discloses an insecticidal composition containing abamectin is characterized in that: the insecticidal composition contains A, B two effective active components, wherein the component A is selected from imicyafos, the component B is selected from abamectin, and the weight part ratio of the effective components imicyafos to the abamectin is 1-50: 10-0.1.
[0010] Further reference can be made to CN105432654A, which discloses a pesticide composition containing bifenazate and Compound of formula II is characterized in that: the effective components are bifenazate and Compound of formula II, the weight portion ratio of the bifenazate to the Compound of formula II is 20: 1-1: 20, the weight of the bifenazate to the Compound of formula II accounts for 0.5-90% of the total weight, and the balance is an auxiliary agent.
[0011] In view of the above limitations in the state of the art, the present invention aims to provide a stable synergistic pesticidal composition comprising A) a compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifhioromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in specific weight % range that are mutually compatible and result in enhanced pest control efficacy. The combination of these active ingredients mentioned herein provides multiple modes of action against a broad range of insect pests, particularly the sucking pest complex, leading to improved mortality rates, prolonged residual activity, and reduced dosage requirements.
[0012] A compound of Formula I, chemically known as 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifhioromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide, is wide-spectrum isoxazoline insecticide effective against a broad spectrum of pests. It is a mitochondrial A ligand-gated chloride channel (LGCC) antagonist. It is used for the control houseflies, spider mite, leafhoppers in various crops and trees such as Strawberries, Aubergine, Tea etc.
[0013] Further, Abamectin is a contact and stomach action pesticide with limited systemic action. It is a glutamate-gated chloride channel (GluCl) allosteric modulator. It is a pesticide used for the control of phytophagous mites; leafminers; cockroaches; ants including fire ants; pear psylla; nematodes including meloidogyne spp. on a wide variety of ornamental plants; fruit including citrus, pears, tomatoes, watermelon; cotton, vegetable crops including aubergine, curcubits, beans, etc.
[0014] Moreover, a compound of Formula II chemically known as 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine, is a systemic pesticide. It pertains to Nicotinic acetylcholine receptor (nAChR) channel blocker. It is an insecticide used as antifeedant activity especially against aphids; whiteflies; thrips; lacewings; leafhoppers; mealybugs; wireworms; ground beetles; fire & carpenter ants; craneflies; mole crickets on a wide variety of vegetables including brassicas, cucurbits, fruiting vegetables, globe artichoke, leafy vegetables, mint, and root and tuberous vegetables; turf grass & sod farms; landscape plants; and ornamentals, etc.
[0015] The synergistic interaction between the aforementioned actives further contributes to enhanced crop health, improved foliage quality, reduced phytotoxic effects, and environmental safety. The composition of the present invention thereby addresses the drawbacks associated with conventional pesticidal formulations and offers a sustainable, economical, and effective solution for integrated pest management. The present invention satisfies the existing needs, as well as others, and generally overcomes the deficiencies found in the prior art. The present invention composition is synergistic, efficacious, environmentally friendly, simple to formulate, stable and is safe to use.
[0016] Thus, the pesticidal composition of the present invention aims to overcome the problems of the prior art and provides a stable synergistic pesticidal composition comprising bioactive amounts of comprising A) a compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-( trifluoromethyl) -3-isoxazolyl] -N - [(methoxyamino)methylene] -2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0017] The present invention also provides a novel method of preparing composition of present invention, which is stable as well as provide desired bio-efficacy, synergy. Embodiments of the present invention may therefore ameliorate one or more of the above-mentioned problems.
[0018] OBJECTIVES AND ADVANTAGES OF THE INVENTION
[0019] The principal objective of the present invention is to provide a novel and effective stable synergistic pesticidal composition demonstrating high efficacy and to provide complete protection to crops, plants against insect-pests, mites, and diseases caused by pests.
[0020] It is another objective of the present invention to provide improved, stable and ready to use pesticidal composition having synergistic and superior efficacious properties compared to prior art formulations, compositions or mixtures or compositions.
[0021] It is yet another objective of the present invention to provide a novel and effective stable synergistic pesticidal composition demonstrating high efficacy and high selectivity. It is yet another objective of the present invention to provide improved combination of pesticides for broad spectrum control of pests. It is yet another objective of the present invention to provide a method and a stable synergistic pesticidal composition for controlling insect pests and diseases caused by pests including insect pests.
[0022] Yet another objective of the present invention to provide a novel and effective synergistic pesticidal composition which has both preventive and curative action and is active against all life stages of major plant pathogens and that promotes plant health, growth and increases plant, crop yield in the field.
[0023] Yet another objective of the present invention is to provide a composition and method for controlling various insect pests including sucking pests apart from diseases caused by pests in plants, crops and plant propagation materials.
[0024] Another objective of the present invention is to provide one shot application of novel and effective synergistic pesticidal composition for killing / controlling highly resistant pests at lower application rates.
[0025] It is another objective of the present invention to provide a novel and effective synergistic pesticidal composition which is environmentally safe, possesses broad spectrum bio-efficacy, is non-phytotoxic and has improved stability during the desired shelf life at various temperature and pH conditions and has enhanced efficacy and penetration capacity and is economically more beneficial.
[0026] It is another objective of the present invention to provide a novel and effective synergistic pesticidal composition which further optionally comprises additives and / or adjuvants, for providing the enhanced stability, enhanced permeability, improved penetration capacity, uniform spray-ability, improved rain-fastness, enriched biotic factors, better flowability, enhanced spreading or coverage effect, effective storage stability, longer residual effect, improved uptake of active ingredients, and safer to the environment attributes to the composition of present invention.
[0027] Another objective of the present invention is to provide a stable synergistic pesticidal composition comprising A) a compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5- (trifluoromethyl) -3-isoxazolyl] -N - [(methoxyamino)methylene] -2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0028] Yet another objective of the present invention is to provide a process for the preparation of a stable synergistic pesticidal composition comprising A) a compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(methoxyamino)methylene]-2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and C) a compound of Formula III, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0029] Some or all these and other objects of the invention can be achieved by way of the invention described hereinafter.
[0030] ADVANTAGES:
[0031] 1. The stable synergistic pesticidal composition of the present invention results in significant lowering the count of insect pest such as of Houseflies; Spider mite; Leafhoppers, Aphids; Whiteflies; Thrips; Lacewings; Mealybugs; Wireworms; Ground beetles; Fire & carpenter ants; Craneflies; Mole crickets etc.
[0032] 2. The stable synergistic pesticidal composition of the present invention resulted in significantly lower incidence of diseases caused by pests in various crops such as Strawberries, Aubergine, Tea, Vegetables including brassicas, cucurbits, fruiting vegetables, globe artichoke, leafy vegetables, mint, and root and tuberous vegetables; Turf grass & sod farms; Landscape plants; Ornamentals etc.
[0033] 3. The stable synergistic pesticidal composition of the present invention shows no phytotoxicity and provide a stable synergistic pesticidal composition that shows technical advancement over the existing combination of pesticides and also exhibits improved rain fastness. 4. The stable synergistic pesticidal composition of the present invention decreases the chances of resistance against diseases caused by pests and shows to have an improved stability during the desired shelf life and promotes plant health and increases plant yield in the field.
[0034] SUMMARY OF THE INVENTION
[0035] Accordingly, the main aspect of the present invention is to provide a synergistic pesticidal composition having high insect pests control efficacy.
[0036] Accordingly, the present invention relates to a stable synergistic pesticidal composition comprising A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0037] B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and
[0038] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0039] In another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0040] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0041] B) Abamectin or its agrochemically acceptable salts, esters and derivatives;
[0042] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives; and
[0043] D) One or more agrochemically acceptable excipients. In one another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0044] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0045] B) Abamectin or its agrochemically acceptable salts, esters and derivatives;
[0046] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives;
[0047] D) At least one or more additives selected from Urea clathrate, Siloxane Polyalkyleneoxide copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof; and
[0048] E) One or more agrochemically acceptable excipients.
[0049] In one another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0050] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0051] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition; and
[0052] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition;
[0053] In one another aspect, the present invention provides a stable synergistic pesticidal composition comprising: A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0054] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0055] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition; and
[0056] D) One or more agrochemically acceptable excipients.
[0057] In one another aspect, the present invention provides a stable synergistic pesticidal composition comprising:
[0058] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0059] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0060] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition;
[0061] D) At least one or more additives selected from Urea clathrate, Siloxane Polyalkyleneoxide copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof, in the range of 0.01-20% by weight of the composition; and
[0062] E) One or more agrochemically acceptable excipients. In yet another aspect, the present invention provides a process for preparation of the stable synergistic pesticidal composition comprising:
[0063] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0064] B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and
[0065] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0066] In an aspect of the present invention, the present invention provides a stable synergistic pesticidal composition which further comprises additives and / or adjuvants, for providing the following attributes to the composition of present invention:
[0067] a) enhanced stability,
[0068] b) enhanced permeability,
[0069] c) improved penetration capacity,
[0070] d) uniform spray-ability,
[0071] e) improved rain-fastness,
[0072] f) enriched biotic factors,
[0073] g) better flowability,
[0074] h) enhanced spreading or coverage effect,
[0075] i) effective storage stability,
[0076] j) longer residual effect,
[0077] k) improved uptake of active ingredients, and
[0078] l) safer to the environment.
[0079] In another aspect, the present synergistic pesticidal composition is stable and has enhanced shelf life and effectively control wide range of insect pests in various crops.
[0080] In another aspect, the present invention provides a stable synergistic pesticidal composition which has enhanced efficacy and penetration capacity. DETAILED DESCRIPTION OF THE INVENTION
[0081] In describing the embodiments of the invention, specific terminology is resorted for sake of clarity. However, it is not intended that the invention be limited to specific terms so selected and it is to be understood that each specific term includes all technical equivalents that operate in a similar manner to accomplish a similar purpose.
[0082] Discussed below are some representative embodiments of the present invention. The invention in its broader aspects is not limited to the specific details and representative methods.
[0083] All technical and scientific terms used herein have the same meanings as commonly understood by someone ordinarily skilled in the art to which the present subject matter belongs.
[0084] The terminology used, in the present disclosure, is only for the purpose of explaining a particular embodiment and such terminology shall not be considered to limit the scope of the present disclosure.
[0085] As used in the present disclosure, the forms "a,” "an," and "the" may be intended to include the plural forms as well, unless the context clearly suggests otherwise. Thus, for example, reference to a composition containing “a compound” includes a mixture of two or more compounds. It should also be noted that the term “or” is generally employed in its sense including “and / or” unless the content clearly dictates otherwise.
[0086] The terms "comprises", "comprising", “including”, and “having” are open ended transitional phrases and therefore specify the presence of stated features, integers, steps, operations, elements, but do not forbid the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or groups thereof. The particular order of steps disclosed in the method and process of the present disclosure is not to be construed as necessarily requiring their performance as described or illustrated. It is also to be understood that additional or alternative steps may be employed. Variations or modifications to the composition of this invention, within the scope of the invention, may occur to those skilled in the art upon reviewing the disclosure herein. Such variations or modifications are well within the spirit of this invention.
[0087] The expression of various quantities in terms of “% w / w” or “%” means the percentage by weight, relative to the weight of the total solution or composition unless otherwise specified.
[0088] The term “active ingredient” (a.i.) or “active agent” or “active” used herein refers to that component of the composition responsible for control of various insects-pests and fungal diseases at the same time.
[0089] The term “crop” shall include a multitude of desired crop plants or an individual crop plant growing at a locus.
[0090] The term “synergistic”, as used herein, refers to the combined action of two or more active agents blended together and administered conjointly that is greater than the sum of their individual effects. “Bioactive amounts” as mentioned herein means that amount which, when applied for treatment of crops, is sufficient to give effect in such treatment.
[0091] The term “control” means to inhibit the ability of insect pests to survive, grow, feed and / or reproduce, or to limit the insect pests’ related damage or loss in crop plants. To “control” insect pests may or may not mean killing the insects although, it preferably means killing the insect pests. The term “health of a plant” or “plant health” is defined as a condition of the plant and / or its products. As a result of the improved health; yield, plant vigour, quality and tolerance to abiotic or biotic stress is increased. As a result, the health of a plant is increased even in the absence of pest pressure.
[0092] Accordingly, in an especially preferred embodiment according to the invention, the health of a plant is increased both in the presence and absence of biotic or abiotic stress factors. An increase in plant vigor may for example result in an increased yield and / or tolerance to abiotic or biotic stress. One indicator for the condition of the plant is the yield. “Yield” is to be understood as any plant product of economic value that is produced by the plant such as grains, fruits, vegetables, nuts, grains, seeds, wood (e.g., in the case of silviculture plants) or even flowers (e.g. in the case of gardening plants, ornamentals). The plant products may in addition be further utilized and / or processed after harvesting.
[0093] In another preferred embodiment of the invention, the yield of the plants treated according to the method of the invention, is increased synergistically.
[0094] In another especially preferred embodiment of the invention, the plant vigour of the treated plant is increased. In another preferred embodiment of the invention, the plant vigour of the plants treated according to the composition of the present invention is increased synergistically.
[0095] Another indicator for the condition of the plant is the “quality” of a plant and / or its products. In an especially preferred embodiment of the invention, the quality of the treated plant is increased. In another preferred embodiment of the invention, the quality of the plants treated according to the method of the invention, is increased synergistically.
[0096] The term rain fastness refers to the ability of a substance to remain effective after being applied to a surface and then exposed to rainfall or irrigation. In other words, it measures how well the substance adheres to the target surface and resists being washed away by water. A low rain fastness indicates that it may be washed off or diluted by rainfall, reducing its efficacy.
[0097] The term "increased uptake of active ingredient" refers to the enhanced absorption or penetration of the active component of a substance into the target organism or plant. This increased uptake can lead to greater effectiveness of the product in controlling various insects-pests and wide range of fungal diseases at the same time. It may occur through various mechanisms, such as improved formulation, adjuvants that enhance penetration, or modifications to the active ingredient itself to facilitate absorption. Overall, increased uptake of the active ingredient results in improved performance of the product in achieving its intended purpose.
[0098] The term “benefit: cost” refers to a ratio used in a cost -benefit analysis to summarize the overall relationship between the relative costs and benefits of a proposed composition. If a treatment has a benefit-cost ratio greater than 1.0, the treatment is expected to deliver a positive and better outcome.
[0099] In one embodiment of the present invention, the yield of the treated plant is increased.
[0100] In another embodiment of the present invention, there is synergistic and efficacious control of various insect-pests and fungal diseases affecting the plants and crops.
[0101] Another embodiment of the present invention, includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.
[0102] It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments of the invention only and is not intended to limit the scope of the invention in any manner. The use of examples anywhere in this specification including examples of any terms discussed herein is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification.
[0103] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. In the case of conflict, the present document, including definitions will control.
[0104] The composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to agricultural crops. This results in the present invention effective and possible in the selective control of pests including insects-pest’s control.
[0105] In an embodiment, the stable synergistic pesticidal composition or formulation has a reduced or zero phytotoxicity with respect to important agricultural crops. This results in the present invention effective and possible in the selective control of pests including insects-pest’s control.
[0106] It has been observed by the inventors of the present invention that the composition of present invention not only provides synergistic effect but also provides anti-aging effect to the crops or plants to which it is applied. In addition, the stable synergistic pesticidal composition of the present invention is effective against all developmental stages of insect pests including egg, nymph, larva, pupa, and adult.
[0107] In an embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0108] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0109] B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and
[0110] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.
[0111] In another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0112] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0113] B) Abamectin or its agrochemically acceptable salts, esters and derivatives;
[0114] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives; and
[0115] D) One or more agrochemically acceptable excipients.
[0116] In one another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0117] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives; B) Abamectin or its agrochemically acceptable salts, esters and derivatives;
[0118] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives; and
[0119] D) At least one or more additives.
[0120] In one another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0121] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0122] B) Abamectin or its agrochemically acceptable salts, esters and derivatives;
[0123] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives;
[0124] D) At least one or more additives selected from Urea clathrate, Siloxane Polyalkyleneoxide copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof; and
[0125] E) One or more agrochemically acceptable excipients.
[0126] In one another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0127] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0128] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition; and C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition.
[0129] In one another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0130] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0131] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0132] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition; and
[0133] D) One or more agrochemically acceptable excipients.
[0134] In one another embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0135] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0136] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;
[0137] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition; D) At least one or more additives selected from Urea clathrate, Siloxane Polyalkyleneoxide copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof, in the range of 0.01-20% by weight of the composition; and
[0138] E) One or more agrochemically acceptable excipients.
[0139] In one another preferred embodiment, the present invention provides a stable synergistic pesticidal composition comprising:
[0140] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-25% by weight of the composition;
[0141] B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-10 % by weight of the composition; and
[0142] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-35 % by weight of the composition.
[0143] In yet another embodiment, the present invention provides a process for preparation of the stable synergistic pesticidal composition comprising:
[0144] A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;
[0145] B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and
[0146] C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives. In one embodiment of the present invention, the synergistic pesticidal composition results in an increased yield of the treated plant.
[0147] In another embodiment of the invention, there is synergistic and efficacious control of various insect-pests and diseases caused by pests affecting the plants and crops.
[0148] The present invention includes within its scope, all possible salts, esters and derivatives of the active ingredients of the composition.
[0149] In one of the embodiments, the synergistic pesticidal composition or formulation according to the present invention has a reduced or zero phytotoxicity with respect to important agricultural crops. This results in the present invention effective and possible in the selective control of diseases caused by pests including insect pests.
[0150] In another embodiment of the present invention, the stable synergistic pesticidal composition of the present invention further comprises one or more agrochemically acceptable excipients including but not limited to the group comprising surfactant(s), dispersing agent(s), co -dispersant, anti-freezing agent(s), emulsifier(s) (anionic and non-ionic), anti-foaming agent / defoamer(s), wetting agent(s), antimicrobial / anti-bacterial agent(s), anti-caking agent , thickening agent / thickener(s), quick coating agent(s) or sticking agents / sticker(s), spreader(s), binder(s), pH-adjusting agent(s), anti-caking agent(s), adjuvant(s), filler(s) / suspension aid(s), colorant(s), carrier(s), buffering agent(s), polymer(s)rheology modifier(s), solvent(s), co-solvent(s) , biocide or a combination thereof. Additional components may also be included, e.g., protective colloids, carriers, adhesives, thixotropic agents, penetration agents, stabilisers, sequestering agents.
[0151] An adjuvant used in the present invention is any material that is added to an agrochemical formulation to enhance or modify the performance of the formulation. An adjuvant used in the present invention to make it a safer to ecological environmental, having low toxicity and having no phytotoxicity on any part of the plant.
[0152] Examples of surfactant(s) and / or dispersing agent and / or co-dispersant used herein include but not limited polymeric anionic dispersant, polyarylphenyl ether phosphate, tristyryl phenol ethoxylate, Polymethyl methacrylate -polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, Ammonium Distyrylphenyl Ether Sulphate, polymeric dispersant, Calcium salt of alkyl benzene sulphonate, Non-ionic surfactant, polyalkoxylated butyl ether, acrylic graft copolymer, Sodium methyl oleoyl taurate , non-ionic proprietary surfactant, Methyl naphthalene sulfonic acid, polymer with formaldehyde, sodium salt, ethoxylated tristryl phenol Sulphate, alkyl naphthalene formaldehyde condensate , naphthalene sulfonic acid, phenol sulfonic acid-formaldehyde polycondensation as sodium salt, sodium salt condensate with formaldehyde, ethoxylated oleyl cetyl alcohol, Anionic tristyrylphenol phosphate surfactant, Sodium Alkyl Naphthalene Sulfonate Blend, polyalkelene glycol ether, Sodium alkyl naphthalene sulfonate formaldehyde condensate, Sodium Isopropyl Naphthalene Sulfonate, Dialkyl naphthalene sulphonate sodium salt, Naphthalene Sulphonic Acid, Formaldehyde, Ethoxylated fatty glyceride , Ethoxylated Polyarylphenol Phosphate Ester, Lignosulfonic Acid, Sodium Salt, Sulfomethylated, ethoxylated fatty alcohol, methyl naphthalene sulfonic acid, polymer with formaldehyde sodium salt, Sodium polymethyl methacrylate, sodium polyacrylate, alkyl naphthalene sulfonate formaldehyde condensate or its sodium salt , Sodium Naphthalene Sulfonate formaldehyde condensate, sodium lignosulfonate, calcium lignosulphonate, Sodium Alkyl Naphthalene Sulfonate, alkylphenol polyoxyethylene ether, sodium salt of naphthalene sulfonate condensate, alkyl naphthalene sulfonate condensate blend, polymeric surfactant, sodium salt of alkyl naphthalene sulfonate, sodium salt of methyl naphthalene sulfonate, polycarboxylate or its sodium salt, naphthalene sulfonic acid-branched and linear derivative sodium salts, fatty alcohol polyoxyethylene ether, alcohol polyglycol ether, non-aqueous dispersant - non-ionic polymeric surfactant, aqueous dispersant - polymeric amphoteric aqueous dispersant or mixtures thereof and present in the range of 0.1-20% by weight of the composition.
[0153] Examples of wetting agent used herein include but not limited to tristyrylphenol ethoxylate non-ionic emulsifier, mixture of non-ionic surfactants, Blend of Anionic and Non-ionic, alkoxylated alcohol, block copolymer, alcohol polyglycol ether, alkyl olefin sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate , Di-isopropyl Napthalene sulphonate, Benzenesulfonic acid, Hydroxy polymer with formaldehyde, Phenol and Urea sodium salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri-styrenated phenol ethoxylate, EO / PO block co-polymers, butyl polyalkylene oxide block copolymer, sodium lauryl sulphonate, Alpha olefin sulphonate, sodium sulphates or mixtures thereof and present in the range of 0.1-20% by weight of the total composition.
[0154] Examples of defoamer or antifoaming agent used herein include but not limited to silicon emulsion based anti-foam agents, Siloxane poly alkyleneoxide, Polydimethylsiloxane, Polyalkyleneoxidemodified Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil, silicone compound, C10~ C20 saturated fat acid compounds or C8~C10 aliphatic alcohols compound, vegetable oil based antifoam, tallow based fatty acids, polyalkyleneoxide polydimethylsiloxane emulsion and mixtures thereof and present in the range of 0.01-5.0 % by weight of the composition.
[0155] Examples of anti-freezing agent used herein include but not limited to glycol, propylene glycol, mono ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, mannitol, polyethylene glycol or mixtures thereof and present in the range of 1.0-20% by weight of the composition.
[0156] Examples of fillers used herein include but not limited to silicon dioxide, china-clay, kaolin, starch, bentonite, precipitated silica, fumed silica, lactose monohydrate, talcum powder, lactose, ammonium sulphate, water, sodium Sulphate, magnesium sulphate, sodium citrate, sodium chloride, potassium chloride and mixtures thereof and present in the range of 0.1-60 % by weight of the composition.
[0157] Examples of anti-caking agent used herein include but not limited to group of talc, hydrous magnesium silicate, magnesium carbonate, calcium carbonate, precipitate silica, silica powder, hydrophobic fumed silica and mixtures thereof and present in the range of 0.1-10% by weight of the composition.
[0158] Examples of carrier used herein include but not limited to silicon dioxide, china clay, kaolin, starch, bentonite, precipitated silica, silica powder, fumed silica, ppt silica powder, lactose monohydrate, talcum powder, lactose, ammonium sulpha or mixture thereof and present in the range of 0.1-45 % by weight of the composition.
[0159] Examples of biocide or anti-microbial agent used herein include but not limited to 1, 2,-Benzisothiazolin -3-one, blends of 1,2,- benzisothiazolin-3-one and 2-methyl-4-isothiazolin-3- one, 5-chloro-2-methyl-4-isothiazolin-3-one, blends of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, zinc l-hydroxy-2(lH)-pyridinethione, blends of zinc 1-hydroxy-2(lH)-pyridinethione and zinc oxide, and 2-n-octyl-4- isothiazolin-3-one or mixture thereof and present in the range of 0.01 to 10 % by weight of the composition.
[0160] Examples of rheology modifier or thickeners or thickening agents or suspending agents used herein include but not limited to polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, xanthan gum, gum arabic, Silica powder, gaur gum, carbomer, chitosan, precipitated silica or mixtures thereof and present in the range of 0.01-5.0 % by weight of the composition.
[0161] Examples of emulsifier(s) used herein include but not limited to araliphatic or aliphatic non-ionic oil emulsifier-ethoxylated sorbitol hexaester derived from oleic acid, emulsifier such as ethoxylated mono-, di- and trialkylphenols, ethoxylates of long-chain alcohols and polyethylene oxide / polypropylene oxide homo- and copolymers, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), Ethoxylates of long-chain alkanols, Castor oil ethoxylate , ethoxylated monoalkylphenol, ethoxilates of cetyl alcohol and / or stearyl alcohol ; Tristyrylphenol ethoxylate -20 mole, Ethoxylated Tristyrylphenol ,and Anionic emulsifier such as alkali metal and ammonium salts of alkyl sulfates, of hemisulfates of ethoxylated alkanols and ethoxylated alkylphenols, alkylsulfonic acids, bis(phenylsulfonic acid) ethers and their alkali metal or ammonium salts, sodiumlaurylsulfate, sodium (cetyl / stearyl) sulfate or mixture thereof and present in the range of 0.01 -20 % by weight of the composition.
[0162] Examples of solvent(s) and co-solvent(s) used herein include but not limited to polar and nonpolar solvent from the group comprising heavy aromatic hydrocarbon, N methyl pyrollidone (NMP) , Solvent Naphtha (Solvent C-9), Di methyl sulfoxide (DMSO), Dimethylformamide (DMF), N- alcohol, 2-ethyl hexanol , alkyl amide, vegetable oil, mineral oil, distilled water, aromatic solvents, water or mixtures thereof and present in the range of 1.0 to 20% by weight of the composition. Examples of colouring pigment(s) / dye(s) used herein include but not limited to red dye FGR03, Permanent Rubin L5-B-01, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1 , pigment blue 80, pigment yellow 1 , pigment yellow 13, pigment red 112, pigment red 48:2, pigment red 48: 1 , pigment red 57: 1 , pigment red 53: 1 , pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, violet 23, acid red 51 , acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108 or mixtures thereof and present in the range of 0.01- 10.0 % by weight of the composition.
[0163] Examples of polymer(s) used herein include but not limited to isocyanate, polyisocyanate used is toluene -2, 4-diisocyanate (TDI), diethylenetriamine (DETA), ethylene diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMDA), diethanolglycine sodium salt, ethanoldiglycine disodium salt, hydroxymonocarboxylic acid compounds, hydroxydicarboxylic acid compounds, tetrasodium N,N-bis(carboxylatomethyl)-L-glutamate (GLDA), methylene diisocyanate (MDI), and / or low molecular weight polydiisocynates or mixtures thereof and present in the range of 0.01- 5.0 % by weight of the composition.
[0164] Examples of binder(s) used herein include but not limited to polyvinylpyrrolidone, polyvinyl alcohol, methyl cellulose, and carboxymethyl cellulose, polyisocyanate, polyterpene resin or mixtures thereof and present in the range of 0.01 - 40 % by weight of the composition Examples of preservative(s) used herein include but not limited to Methyl paraben (Methyl p-hydroxybenzoate), Propyl paraben (Propyl p-hydroxybenzoate), Methylisothiazolinone (MIT), Chloromethylisothiazolinone (CMIT), Benzisothiazolinone (BIT), DMDM Hydantoin, Imidazolidinyl Urea, Phenol, Cresol, Chlorocresol, Benzoic acid, Sorbic acid, Salicylic acid, Thymol (natural preservative), Sodium benzoate, Potassium sorbate, Bronopol (2-bromo-2-nitropropane-l,3-diol), Propyl para-hydroxy -benzoate or mixture thereof and present in the range of 0.01- 35 % by weight of the composition.
[0165] Examples of stabilizer(s) used herein include but not limited to butylated copolymer , Butylated Hydroxy Toluene (BHT), Butylated Hydroxyanisole (BHA), Ascorbic Acid (Vitamin C), a benzotriazole UV absorber, Hindered Amine Light Stabilizers (HALS), Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers, Polyvinyl alcohol (PVA), Acrylic or Butylated Copolymers, Citric acid / Sodium citrate, Phosphates (e.g., Sodium or Potassium phosphate), Acetates (e.g., Sodium acetate), EDTA (Ethylenediaminetetraacetic acid), Citric acid (dual role: pH and chelation), NTA (Nitrilotriacetic acid), Xanthan gum, Attapulgite clay, Bentonite, Hydroxypropyl methylcellulose (HPMC) or mixture thereof and present in the range of 0.01- 35 % by weight of the composition.
[0166] Examples of pH adjusting agent(s) / buff ering agent(s) used herein include but not limited to Citric Acid, Citric Acid Monohydrate, Citric Acid Dihydrate, Sodium Citrate, Potassium Citrate, Tartaric Acid, Potassium Hydrogen Tartrate, Lactic Acid, Sodium Phosphate (Monobasic or Dibasic), Potassium Phosphate (Monobasic / Dibasic), Sodium Bicarbonate, Sodium Carbonate, Ammonium Acetate / Ammonium Hydroxide, Acetic Acid, Sodium Acetate, Borax (Sodium Borate) or mixture thereof and present in the range of 0.01 - 25 % by weight of the composition. In yet another embodiment of the present invention, the present stable synergistic pesticidal composition is formulated as one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oil -dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo -emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed formulation of CS and SC (ZC) or a mixed formulation of CS and SE (ZE) or a mixed formulation of CS and EW (ZW).
[0167] In yet another preferred embodiment of the present invention, the present stable synergistic pesticidal composition is formulated as one or more of Suspension concentrate (SC), Water dispersible granules (WG), Wettable powder (WP).
[0168] In yet another embodiment of the present invention, the invention further provides the process for preparation of the said pesticidal composition, wherein the said composition is one or more of Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable concentrate (EC), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR), Micro-emulsion (ME), Oildispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed formulation of CS and SC (ZC) or a mixed formulation of CS and SE (ZE) or a mixed formulation of CS and EW (ZW).
[0169] In further embodiment, depending on the formulation type, they comprise one or more liquid or solid carriers, appropriate surfactants (such as dispersants, protective colloids, emulsifiers, wetting agents and tackifiers), and appropriate further excipients which are customary for formulating agrochemical compositions. Further excipients include e.g. organic and inorganic thickeners, bactericides, antifreeze agents, antifoams, colorants and, for seed formulations, adhesives.
[0170] Suitable carriers include liquid and solid carriers. Liquid carriers include e.g. non-aqueous solvents such as cyclic and aromatic hydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylated naphthalenes and their derivatives, alkylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, ketones such as cyclohexanone, strongly polar solvents, e.g. amines such as N-methylpyrrolidone, and water as well as mixtures thereof. Solid carriers include e.g. mineral earths such as silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, and / or other solid carriers.
[0171] In one embodiment, additives such as Siloxane Polyalkyleneoxide copolymer or Siloxane Polyalkyleneoxide copolymer super-wetter is an organosilicone based powder adjuvant that can enhance the water absorption efficiency of hard-to-wet soils by increasing their water infiltration, drainage, water retention and hydrophilicity; tallow amine ethoxylate increases the biocompatibility in environmental applications and help in the interactions of active ingredients; ammonium sulphate help is resistant to leaching and helps the crop to utilize nitrogen efficiently; urea clathrate provides superior wetting and spray retention properties and serves as an excellent nitrogen source for crops and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition; and epoxide soybean oil provides increased active ingredient uptake and improved rain fastness to the composition. The said additives are stable and hygroscopic resulting in an efficient uptake and functioning.
[0172] In one embodiment, in agrochemical compositions, additives such as urea clathrate, Siloxane Polyalkyleneoxide copolymer or Siloxane Polyalkyleneoxide copolymer Super-wetter, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil (ESO) serve distinct yet complementary functions, both individually and synergistically. Urea clathrate stabilizes volatile active ingredients by encapsulating them, thereby improving shelf life and enabling controlled release. Siloxane Polyalkyleneoxide copolymer or Siloxane Polyalkyleneoxide copolymer Super-wetter, which are trisiloxane -based superspreaders, reduce surface tension significantly and enhance the spreading, wetting, and penetration of the formulation on plant surfaces, improving bioavailability. Tallow amine ethoxylate, a non-ionic surfactant, aids in emulsification and acts as a strong adjuvant, enhancing the uptake of systemic active ingredients. Ammonium sulphate is commonly used as a water conditioner to prevent antagonism from hard water ions like calcium and magnesium; it also enhances the absorption of certain fungicides and insecticides. Epoxide soybean oil (ESO) contributes as a stabilizer and plasticizer, protecting active ingredients from UV and oxidative degradation while improving formulation compatibility.
[0173] In another embodiment, when used in combination in agrochemical composition, these additives enhance the overall efficacy, stability, and environmental safety of the agrochemical composition. For instance, the combined use of Siloxane Polyalkyleneoxide copolymer and ammonium sulphate can significantly boost pesticide performance, while ESO and urea clathrate together offer enhanced protection and sustained release of active ingredients. Thus, their synergistic interaction leads to improved performance and consistency under varying environmental and application conditions. In one embodiment, additives such as urea clathrate, Siloxane Polyalkyleneoxide copolymer or Siloxane Polyalkyleneoxide copolymer super-wetter, tallow amine ethoxylate, ammonium sulphate, and epoxide soybean oil either alone or in combination thereof, present in the range of 0.01 - 20% by weight of the composition.
[0174] In yet another embodiment of the present invention, the present stable synergistic pesticidal composition can be applied to various crops and plants including but not limited to Tea, Cotton, Chilli, Brinjal, Tomato, Apple, Grapes, Rose, Okra, Cabbage, Rice, Red gram, Sorghum, Wheat, Soybean, Maize, Sunflower, Groundnut, Sugarcane, Mango, Mustard, Potato, Citrus, Cumin etc.
[0175] In yet another embodiment of the present invention, the present pesticidal composition provides synergistic and effective control against sucking complex pests including Leaf hopper, Thrips, Fruit and Shoot Borer, Diamond Back Moth, Tobacco caterpillar, Semi looper, Fruit Borer, Tobacco caterpillar, Leaf hopper, Spotted pod Borer, Pod Borer, Red spider mites (Tetranychus urticae), Mites, European Red Mite and Spotted Red Spider Mite, Shoot fly, Aphid, whiteflies, Jassids, Termites, Stem Fly, Green leafhopper, Termite, Brown plant hopper, Stem borer, Gall midge, Leaf folder, White backed plant hopper, Mosquito bug, Psylla, etc.
[0176] In yet another embodiment, the composition according to the invention can be applied to any and all developmental stages of insect pests, such as egg, nymph, larva, pupa, and adult. The insect pests may be controlled by contacting the target insect pest, habitat, breeding ground or its locus with the novel and inventive composition of the present invention.
[0177] In yet another embodiment, the present stable synergistic pesticidal composition of the present invention can be applied to a plant / crop / soil by spraying, rubbing, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, pouring, mist blowing, soil mixing, foaming, painting, spreading-on, drenching, dipping or drip irrigation, etc.
[0178] In yet another embodiment, the composition of the present invention can also comprise or may be applied together and / or sequentially with further active compounds. These further compounds can be selected from fertilizers or micronutrient donors or microorganisms or other preparations that influence plant growth, such as inoculants (e.g., a strain of nitrogen-fixing bacteria), and plant inducers.
[0179] Through the pesticidal composition of present invention, the number of applications to control wide range of pests appearing at the same time is minimised. The composition of present invention is highly safe to the user and to the environment. The composition offers the user a single homogenous application eliminating the need for tank mix. The composition also is cost-effective as it provides much greater simultaneous control and can be used in a variety of crops with a broader spectrum of protection. The novel composition of the present invention has very advantageous, curative, preventive and systemic pesticidal properties for protecting cultivated plants and crops. As has been mentioned, said active ingredient composition can be used to inhibit or destroy the pathogens that occur on plants or parts of plants (fruit, blossoms, leaves, stems, tubers, roots) of different crops or useful plants, while at the same time those parts of plants which grow later are also protected from attack by such pathogens.
[0180] The composition of the present invention also provides control of diseases caused by a broad spectrum of insect plant pathogens preventatively or curatively by applying an effective amount of the composition either pre-or post-infection.
[0181] Plant disease control is ordinarily accomplished by applying an effective amount of a synergistic composition of the present invention either pre-or post-infection, to the portion of the plant to be protected such as the roots, stems, foliage, fruit, seeds, tubers or bulbs, or to the media (soil or sand) in which the plants to be protected are growing. The composition can also be applied to the seed to protect the seed and seedling.
[0182] Thus, before describing the present invention in detail, it is to be understood that this invention is not limited to particularly exemplified systems or process parameters that may of course, vary. It is also to be understood that the terminology used herein is for the purpose of describing particular embodiments of the invention only and is not intended to limit the scope of the invention in any manner. The use of examples anywhere in this specification including examples of any terms discussed herein is illustrative only, and in no way limits the scope and meaning of the invention or of any exemplified term. Likewise, the invention is not limited to various embodiments given in this specification. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. In the case of conflict, the present document, including definitions will control. In one embodiment, the composition according to the present invention acts synergistically to control pests in various crops.
[0183] Representative examples of the present composition of this invention are provided below and are not to be construed as limiting in any manner:
[0184] Compound of Formula I, referred herein pertains to 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl) -3-isoxazolyl] -N - [(methoxyamino)methylene] -2-methylbenzamide or its agrochemically acceptable salts, esters and derivatives.
[0185] Compound of Formula II, referred herein pertains to 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N-nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives
[0186] EXAMPLES: GENERAL RECIPE OF COMPOSITION OF PRESENT INVENTION: S.No. Ingredients % (w / w) 1 Compound of formula I Technical 0.1-90 2 Abamectin Technical 0.1-90 3 Compound of formula II Technical 0.1-90
[0187] Additive(s)- Urea clathrate, Siloxane Polyalkyleneoxide copolymer,
[0188] 4 tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil 0.01-20 either alone or in combination thereof
[0189] Surfactant / Dispersing agent(s) / Co-dispersant(s)- polymeric anionic dispersant, polyarylphenyl ether phosphate, tristyryl phenol ethoxylate, Polymethyl methacrylate -polyethylene glycol graft copolymer, acrylate copolymer, acrylic copolymer, Ammonium Distyrylphenyl Ether
[0190] Sulphate, polymeric dispersant, Calcium salt of alkyl benzene sulphonate, Non-ionic surfactant, polyalkoxylated butyl ether, acrylic
[0191] 5 graft copolymer, Sodium methyl oleoyl taurate , non-ionic proprietary 0.1-20 surfactant, Methyl naphthalene sulfonic acid, polymer with formaldehyde, sodium salt, ethoxylated tristryl phenol Sulphate, alkyl naphthalene formaldehyde condensate , naphthalene sulfonic acid, phenol
[0192] sulfonic acid-formaldehyde polycondensation as sodium salt, sodium
[0193] salt condensate with formaldehyde, ethoxylated oleyl cetyl alcohol,
[0194] Anionic tristyrylphenol phosphate surfactant, Sodium Alkyl Naphthalene
[0195]
[0196] Sulfonate Blend, polyalkelene glycol ether, Sodium alkyl naphthalene sulfonate formaldehyde condensate, Sodium Isopropyl Naphthalene Sulfonate, Dialkyl naphthalene sulphonate sodium salt, Naphthalene Sulphonic Acid, Formaldehyde, Ethoxylated fatty glyceride , Ethoxylated Polyarylphenol Phosphate Ester, Lignosulfonic Acid, Sodium Salt, Sulfomethylated, ethoxylated fatty alcohol, methyl naphthalene sulfonic acid, polymer with formaldehyde sodium salt, Sodium polymethyl methacrylate, sodium polyacrylate, alkyl naphthalene sulfonate formaldehyde condensate or its sodium salt , Sodium Naphthalene Sulfonate formaldehyde condensate, sodium lignosulfonate, calcium lignosulphonate, Sodium Alkyl Naphthalene Sulfonate, alkylphenol polyoxyethylene ether, sodium salt of naphthalene sulfonate condensate, alkyl naphthalene sulfonate condensate blend, polymeric surfactant, sodium salt of alkyl naphthalene sulfonate, sodium salt of methyl naphthalene sulfonate, polycarboxylate or its sodium salt, naphthalene sulfonic acid-branched and linear derivative sodium salts, fatty alcohol polyoxyethylene ether, alcohol polyglycol ether, non-aqueous dispersant - non-ionic polymeric surfactant, aqueous dispersant - polymeric amphoteric aqueous dispersant or mixtures thereof
[0197] Wetting agent(s)- tristyrylphenol ethoxylate non-ionic emulsifier, mixture of non-ionic surfactants, Blend of Anionic and Non-ionic, alkoxylated alcohol, block copolymer, alcohol polyglycol ether, alkyl olefin sulphates, dioctyl sulpho succinate, alkyl naphthalene sulphate biisopropyl Napthalene sulphonate, Benzenesulfonic acid, Hydroxy
[0198] 0.1-20 polymer with formaldehyde, Phenol and Urea sodium salt, Polyalkoxy ethers, alkyl phenol ethoxylates, tri-styrenated phenol ethoxylate, EO / PO block co-polymers, butyl polyalkylene oxide block copolymer, sodium lauryl sulphonate, Alpha olefin sulphonate sodium sulphates or mixtures thereof
[0199] Defoamer / Anti-foaming agent- silicon emulsion based anti-foam agents, Siloxane polyalkyleneoxide, Polydimethylsiloxane, Polyalkyleneoxide -modified Polydimethylsiloxane, trisiloxane ethoxylates, silicone oil, silicone compound, C10~C20 saturated fat acid 0.01-5.0 compounds or C8~C10 aliphatic alcohols compound, vegetable oil based antifoam, tallow based fatty acids, poly alkyleneoxide polydimethylsiloxane emulsion and mixtures thereof
[0200] Anti-freezing agent(s)- glycol, propylene glycol, mono ethylene glycol, glycerine, diethylene glycol, sorbitol, urea, mannitol, polyethylene glycol 1.0-20 or mixtures thereof
[0201] Filler(s)- silicon dioxide, china-clay, kaolin, starch, bentonite, precipitated silica, fumed silica, lactose monohydrate, talcum powder, 0.1-60
[0202]
[0203] lactose, ammonium sulphate, water, sodium Sulphate, magnesium sulphate, sodium citrate, sodium chloride, potassium chloride and mixtures thereof
[0204] Anti-caking agent(s)- group of talc, hydrous magnesium silicate, magnesium carbonate, calcium carbonate, precipitate silica, silica 0.1-10 powder, hydrophobic fumed silica and mixtures thereof
[0205] Carrier(s)- silicon dioxide, china clay, kaolin, starch, bentonite, precipitated silica, silica powder, fumed silica, lactose monohydrate, 1.0-45 talcum powder, lactose, ammonium sulpha or mixture thereof
[0206] Biocide / Anti-microbial agent (s)- 1, 2,- Benzisothiazolin -3-one, blends of 1,2,- benzisothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, 5- chloro-2-methyl-4-isothiazolin-3-one, blends of 5-chloro-2-methyl-4- 0.01-10 isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, zinc 1 -hydroxy - 2(lH)-pyridinethione, blends of zinc l-hydroxy-2(lH)-pyridinethione and zinc oxide, and 2-n-octyl-4- isothiazolin-3-one or mixture thereof Rheology modifier / Thickening agent(s) / Suspending agent(s)- polysaccharides, carboxymethyl cellulose, bentonite clay, aluminium magnesium silicate, hydroxy propyl cellulose, xanthan gum, gum arabic, 0.01-5.0 Silica powder, gaur gum, carbomer, chitosan, precipitated silica or mixtures thereof
[0207] Emulsifier(s)- araliphatic or aliphatic non-ionic oil emulsifier- ethoxylated sorbitol hexaester derived from oleic acid, emulsifier such as ethoxylated mono-, di- and trialkylphenols, ethoxylates of long-chain alcohols and polyethylene oxide / polypropylene oxide homo- and copolymers, Polymeric emulsifier (Nonionic polyalkylene oxide block copolymer), Ethoxylates of long-chain alkanols, Castor oil ethoxylate
[0208] , ethoxylated monoalkylphenol, ethoxilates of cetyl alcohol and / or stearyl 0.01-20 alcohol ; Tristyrylphenol ethoxylate -20 mole, Ethoxylated Tristyrylphenol ,and Anionic emulsifier such as alkali metal and ammonium salts of alkyl sulfates, of hemisulfates of ethoxylated alkanols and ethoxylated alkylphenols, alkylsulfonic acids, bis(phenylsulfonic acid) ethers and their alkali metal or ammonium salts, sodiumlaurylsulfate, sodium (cetyl / stearyl) sulfate or mixture thereof Solvent or co-solvent(s) - polar and non-polar solvent from the group comprising heavy aromatic hydrocarbon, diethyl phthalate, N methyl pyrollidone (NMP) , Solvent Naphtha (Solvent C-9), Di methyl sulfoxide
[0209] 1.0-20 (DMSO), Dimethylformamide (DMF), N- alcohol, 2-ethyl hexanol , alkyl amide, vegetable oil, mineral oil, distilled water, aromatic solvents, water or mixtures thereof
[0210] Colouring pigment(s) / dye(s)- red dye FGR03, Permanent Rubin L5-B- 01, pigment blue 15:4, pigment blue 15:3, pigment blue 15:2, pigment 0.01-10 blue 15:1 , pigment blue 80, pigment yellow 1 , pigment yellow 13,
[0211]
[0212] pigment red 112, pigment red 48:2, pigment red 48: 1 , pigment red 57: 1 , pigment red 53:1 , pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7, pigment white 6, pigment brown 25, basic violet 10, basic violet 49, violet 23, acid red 51 , acid red
[0213] 52, acid red 14, acid blue 9, acid yellow 23, basic red 10, basic red 108 or mixtures thereof
[0214] Polymer(s)- isocyanate, polyisocyanate used is toluene -2, 4-diisocyanate (TDI), diethylenetriamine (DET A), ethylene diamine (EDA), triethylenetetramine (TETA), and / or hexamethylene diamine (HMDA), diethanolglycine sodium salt, ethanoldiglycine disodium salt,
[0215] 0.01-5.0 hydroxymonocarboxylic acid compounds, hydroxydicarboxylic acid compounds, tetrasodium N,N-bis(carboxylatomethyl)-L-glutamate (GLDA), methylene diisocyanate (MDI), and / or low molecular weight polydiisocynates or mixtures thereof
[0216] Binder(s)- polyvinylpyrrolidone, polyvinyl alcohol, methyl cellulose, and carboxymethyl cellulose, polyisocyanate, polyterpene resin or 0.01-40 % mixtures thereof
[0217] Preservative(s)- Methyl paraben (Methyl p-hydroxybenzoate), Propyl paraben (Propyl p-hydroxybenzoate), Methylisothiazolinone (MIT), Chloromethylisothiazolinone (CMIT), Benzisothiazolinone (BIT), DMDM Hydantoin, Imidazolidinyl Urea, Phenol, Cresol, Chlorocresol, 0.01-35% Benzoic acid, Sorbic acid, Salicylic acid, Thymol (natural preservative), Sodium benzoate, Potassium sorbate, Bronopol (2-bromo-2- nitropropane-l,3-diol), Propyl para-hydroxy -benzoate or mixture thereof Stablizer(s)- Butylated copolymer , Butylated Hydroxy Toluene (BHT), Butylated Hydroxyanisole (BHA), Ascorbic Acid (Vitamin C), a benzotriazole UV absorber, Hindered Amine Light Stabilizers (HALS), Oxanilide derivatives, Ethoxylated Alkylphenols (e.g., nonylphenol ethoxylates), Block copolymers, Polyvinyl alcohol (PVA), Acrylic or
[0218] 0.01-35% Butylated Copolymers, Citric acid / Sodium citrate, Phosphates (e.g., Sodium or Potassium phosphate), Acetates (e.g., Sodium acetate), EDTA (Ethylenediamine tetraacetic acid), Citric acid (dual role: pH and chelation), NTA (Nitrilotriacetic acid), Xanthan gum, Attapulgite clay, Bentonite, Hydroxypropyl methylcellulose (HPMC) or mixture thereof
[0219] pH adjusting agent(s) / Buffering agent(s) - Citric Acid, Citric Acid Monohydrate, Citric Acid Dihydrate, Sodium Citrate, Potassium Citrate, Tartaric Acid, Potassium Hydrogen Tartrate, Lactic Acid, Sodium Phosphate (Monobasic or Dibasic), Potassium Phosphate (Monobasic / 0.01-25% Dibasic), Sodium Bicarbonate, Sodium Carbonate, Ammonium Acetate
[0220] / Ammonium Hydroxide, Acetic Acid, Sodium Acetate, Borax (Sodium Borate) or mixture thereof
[0221] Distilled water / China Clay / DMF QS
[0222]
[0223] Total 100
[0224]
[0225] CHEMICAL COMPOSITION:
[0226] EXAMPLE A. Composition comprising Compound of formula I 8 % + Abamectin 1.6 % + Compound of formula II 15 % SC
[0227] Sr.
[0228] Ingredients Concentration % w / w)
[0229] No.
[0230] 1 Compound of formula I Technical 8 %
[0231] 2 Abamectin Technical 1.6 %
[0232] 3 Compound of formula II Technical 15 %
[0233] 4 Acrylic graft copolymer 5.0%
[0234] 5 Epoxide Soybean Oil 0.5%
[0235] 6 Propylene Glycol 5%
[0236] 7 Ethoxylated Fatty Alcohol 2.0% Polyalkyleneoxide-modified
[0237] 8
[0238] Polydimethylsiloxane 1.0%
[0239] 9 1 ,2-Benzisothiazolin-3-one 0.2%
[0240] 10 Xanthan gum 0.2%
[0241] 11 Distilled Water Q.S. to make 100%
[0242] Total 100.0
[0243]
[0244] FORMULATION PROCESS
[0245] 1. DM water and mixture of surfactants (Acrylic graft copolymer, Ethoxylated Fatty Alcohol), Epoxide Soybean Oil, Polyalkyleneoxide-modified Polydimethylsiloxane emulsion & Propylene Glycol (PG) were charged and further diluted in required D.M.Water.
[0246] 2. The required technicals i.e., Compound of formula I Technical, Abamectin Technical, Compound of formula II Technical, were then mixed to obtain homogeneous mass by high shearing. 3. The above mixed mass was ground in bead Mill. Grinding was carried out until a mean particle size of below 5 microns was obtained.
[0247] 4. A 2% gum solution was prepared by taking 100 g DM water and 0.2 g of 1,2- Benzisothiazolin-3-one, and then under slow stirring, 2 g xanthan gum was added.
[0248] 5. After the grinding, 2% water solution of xanthan gum was added under low stirring and mixed until a homogeneous mixture was obtained
[0249] 6. Finally, the quality parameters were checked.
[0250] STABILITY DATA: Composition comprising Compound of formula I 8 % + Abamectin 1.6 % + Compound of formula II 15 % SC
[0251] Sr. Test Parameter Specification Observation HST at 54 Cold
[0252] No °C 14 days Test at 0°C 7days
[0253] 1 Description White to off Complies Complies Complies white coloured
[0254] suspension
[0255] liquid free from
[0256] extraneous
[0257] matter
[0258] 2 Compound of
[0259] 8 % (+10%, - formula I Technical 8.17 8.23 8.15 5%)
[0260] (%w / w)
[0261] 3 Abamectin technical 1.6 % (+10%, - 1.67 1.72 1.65
[0262] (% w / w)) 5%)
[0263] 4 Compound of
[0264] 15 % (+ 5%, - formula II Technical 5%) 15.22 15.29 15.19 (% w / w)
[0265] 5 Suspensibility of Min 80% 92.46 92.72 92.43 Compound of
[0266] formula I (% w / w)
[0267]
[0268] 6 Suspensibility of Min 80% 92.32 92.56 92.28 Abamectin (% w / w)
[0269] 7 Suspensibility of Min 80% 92.38 92.84 92.35 Compound of
[0270] formula II (% w / w)
[0271] 8 Spontaneity of Min 80% 91.03 91.72 91.01 dispersion Compound
[0272] of formula I (% w / w)
[0273] 9 Spontaneity of Min 80% 91.32 91.56 91.28 dispersion Abamectin
[0274] (% w / w)
[0275] 10 Spontaneity of Min 80% 91.08 91.84 91.02 dispersion Compound
[0276] of formula II (% w / w)
[0277] 11 pH 1.0% Aqueous 5.0 to 8.0 6.56 6.63 6.62 Solution
[0278] 12 Viscosity @25°C 350 to 700 451 432 458 Spindle 63 60 rpm
[0279] (CPS)
[0280] 13 Wet Sieve, material Min 98 % 99.13 99.23 99.23 passing through 45
[0281] micron sieve
[0282] 14 Persistent foam after 80ml Max 17 13 15 Imin (ml)
[0283] 15 Pourability (Rinse Max 2.0 0.39 0.22 0.42
[0284] residue)
[0285]
[0286] EXAMPLE B: Composition comprising Compound of formula I 20 % + Abamectin 1.2 % + Compound of formula II 1 % WP
[0287] Sr. No. Ingredients % W / W
[0288]
[0289] 1 Compound of formula I Technical 20 % 2 Abamectin Technical 1.2 %
[0290] 3 Compound of formula II Technical 1%
[0291] 4 Sodium alkyl naphthalene sulfonate formaldehyde 5.0% condensate
[0292] 5 Sodium lauryl sulphonate / Alpha olefin sulphonate 3.0%
[0293] 6 Silica ppt 2.0%
[0294] 7 China clay Q.S. to make 100 TOTAL 100.0
[0295]
[0296] MANUFACTURING PROCESS:
[0297] 1. All required technicals, i.e., Compound of formula I Technical, Abamectin Technical, Compound of formula II Technical, and inert ingredients, were mixed and then ground in an air jet mill.
[0298] 2. The particle size was checked after grinding to ensure that it was less than 10 microns (D90).
[0299] 3. The ground powder was post-blended and mixed well.
[0300] STABILITY DATA: Composition comprising Compound of formula I 20 % + Abamectin 1.2 % + Compound of formula II 1 % WP
[0301] Sr. Test Parameter Specification Observation at HST at 54 °C No. Room 14 days Temperature
[0302] 1 Appearance White to off white Complies Complies powder free from
[0303] extraneous matter
[0304] 2 Compound of formula I
[0305] 20.14 20.24 Technical (%w / w) 20 % (+5%, -5%)
[0306]
[0307] 3 Abamectin technical (%
[0308] 1.2 % (+10%, -5%) 1.27 1.29 w / w))
[0309] 4 Compound of formula II 1 % (+ 10%, -5%)
[0310] 1.1 1.1 Technical (% w / w)
[0311] 5 Suspensibility of Min 80% 92.33 92.57 Compound of formula I
[0312] (% w / w)
[0313] 6 Suspensibility of Min 80% 92.38 92.85 Abamectin (% w / w)
[0314] 7 Suspensibility of Min 80% 92.12 92.23 Compound of formula II
[0315] (% w / w)
[0316] 8 Persistant Foaming, mL Max. 60 after 1 minute 11 14
[0317] ( 1 % solution in 342 ppm
[0318] hard water)
[0319] 9 Wet Sieve, material Min 98 % 98.82 98.89 passing through 45- micron sieve
[0320] 10 pH of 1% aqueous 5.0 to 8.0 6.56 6.63
[0321] emulsion
[0322]
[0323] 11 Wettability 120 sec max 60 70
[0324] Example C: Composition comprising Compound of formula I 5 % + Abamectin 0.1 % + Compound of formula II 31 % WG
[0325] Sr. No. Ingredients % W / W 1 Compound of formula I Technical 5 % 2 Abamectin Technical 0.1 % 3 Compound of formula II Technical 31% 4 Sodium Isopropyl Naphthalene Sulfonate 2.5% 5 Sodium Lignosulphonate 4.0% 6 Sodium naphthalene sulfonate formaldehyde condensate 4.5% 7 Sodium Polycarboxylate 3.0% 8 Lactose monohydrate 8.0% 9 Polydimethylsiloxane emulsion 0.5%
[0326]
[0327] 10 Silica ppt 3.0% 11 China clay QS to make
[0328] 100%
[0329]
[0330] TOTAL 100.0
[0331] MANUFACTURING PROCESS:
[0332] China clay was taken in the ribbon blender for mixing. To this, Silica ppt, Sodium Isopropyl Naphthalene Sulfonate, Sodium Lignosulphonate, Sodium naphthalene sulfonate formaldehyde condensate, Sodium Polycarboxylate, Lactose monohydrate, Compound of formula I Technical, Abamectin Technical, and Compound of formula II Technical were added and mixed well.
[0333] Mixing was continued until the material became completely homogenized. The premix was then passed through the Airjet mill at 6 to 7 kg / cm2of grinding pressure and a feeding rate of 100 to 150 kg / hr so as to obtain a particle size of D90 less than 10 microns. The ground material was collected in the post blender.
[0334] Extrusion process
[0335] Into the post blender, the solution of water and Polydimethylsiloxane emulsion was added by means of spraying, and a dough was prepared. This dough was mixed well to obtain a well-hydrated mass for extrusion. The dough was then allowed to pass through the screw valve fitted with the post blender and subsequently passed through the basket extruder.
[0336] Drying Process
[0337] The wet extruded granules were passed through the VFBG (vibro fluid bed drier), which had been brought to a consistent temperature of 50 °C prior to drying. The granules were then checked for moisture content, which was required to be not more than 3%. Once the parameter was set, the process was continued.
[0338] The dried granules were passed through a vibro sieve machine to separate any lumps or dust, and the desired size granules were collected and packed.
[0339] STABILITY DATA: Composition comprising Compound of formula I 5 % + Abamectin 0.1 % + Compound of formula II 31 % WG
[0340] Sr. Test Parameter Specification Observation HST at 54 No. °C 14 days 1 Appearance Off-white coloured Complies Complies powder free from any
[0341] lumps or extraneous
[0342] matter
[0343] 2 Compound of formula I
[0344] 5.12 5.17
[0345]
[0346] Technical (%w / w) 5 % (+10%, -5%) 3 Abamectin technical (%
[0347] 0.1 % (+10%, -5%) 0.01 0.01 w / w))
[0348] 4 Compound of formula II
[0349] 31 % (+ 5%, -5%) 31.14 31.29 Technical (% w / w)
[0350] 5 Suspensibility of Min 80% 92.35 92.57 Compound of formula I
[0351] (% w / w)
[0352] 6 Suspensibility of Min 80% 92.37 92.85 Abamectin (% w / w)
[0353] 7 Suspensibility of Min 80% 92.15 92.34 Compound of formula II
[0354] (% w / w)
[0355] 8 Wet Sieve test (retained Min 98 % 99.39 99.45 on 45 micron sieve,
[0356] %w / w
[0357] 9 pH of 1% aqueous 5.0 to 8.0 6.57 6.64 emulsion
[0358] 10 Persistent foam after 60 Max 12 11 Imin (ml)
[0359]
[0360] 11 Wettability 120 sec Max 20 18
[0361] Evaluation of synergistic effect of pesticidal composition of the present invention
[0362] A synergistic effect of two or more products exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. Synergism was calculated by using Colby’s method (Weeds, vol. 15 No. 1 (Jan 1967), pp. 20-2).
[0363] The synergistic action expected for a given combination of two active components can be calculated as follows:
[0364] XY
[0365] E = (X + Y) - - 100
[0366] The synergistic action expected for a given combination of three active components can be calculated as follows:
[0367] (XY+YZ+XZ) (XYZ)
[0368] E = (X + Y + Z) - + - 100 10000
[0369] Where:
[0370] E represents expected percentage of pesticidal control for the combination of the two or three active ingredients at defined doses (for example equal to x, y and z, respectively). X is the percentage of pesticidal control observed by the compound (Compound of formula I) at a defined dose (equal to x).
[0371] Y is the percentage of pesticidal control observed by the compound (Abamectin) at a defined dose (equal to y).
[0372] Z is the percentage of pesticidal control observed by the compound (Compound of formula II) at a defined dose (equal to z).
[0373] When the percentage of pesticidal control observed for the combination is greater than the expected percentage, there is a synergism effect.
[0374] Observed control (%)
[0375] Ratio = - Expected control (%)
[0376] Ratio of O / E > 1, synergism observed
[0377] The present invention is illustrated by way of examples, the examples are meant for illustrative purposes and should not be construed as limiting.
[0378] Experiment for Synergistic activity of composition of present invention:
[0379] Example 1- Details of experiment on tomato crop:
[0380] Field experiment for synergistic activity of Compound of formula I + Abamectin + Compound of formula II for the control of whitefly and thrips in tomato crop was conducted.
[0381] To evaluate the synergistic effect, tomato [Variety: Hisar Arun] crop was sown in 5 m x 5 m plots maintaining 75 cm x 45 cm plant distance with three replications and in Randomized Block Design (RBD). The treatments were applied as foliar spray in the form of SC formulation @500 ml / ha. Each active component was applied twice in different ternary and binary compositions. Solo compositions were also taken for comparison. The treatment details are as under:
[0382] S.No Treatment Concentration (SC)
[0383] T1 Compound of formula I + Abamectin + Compound of formula l% + 3.5% + 8% II
[0384] T2 Compound of formula I + Abamectin + Compound of formula 5% + 0.1% + 31%
[0385]
[0386] II T3 Compound of formula I + Abamectin + Compound of formula 8% + 1.6% + 15% II
[0387] T4 Compound of formula I + Abamectin + Compound of formula 20% + 1.2% + 1% II
[0388] T5 Compound of formula I + Abamectin 1% + 3.5% T6 Compound of formula I + Abamectin 5% + 0.1% T7 Compound of formula I + Abamectin 8% + 1.6% T8 Compound of formula I + Abamectin 20% + 1.2% T9 Compound of formula I + Compound of formula II 1% + 8% T10 Compound of formula I + Compound of formula II 5% + 31% Til Compound of formula I + Compound of formula II 8% + 15% T12 Compound of formula I + Compound of formula II 20% + 1% T13 Abamectin + Compound of formula II 3.5% + 8% T14 Abamectin + Compound of formula II 0.1% + 31% T15 Abamectin + Compound of formula II 1.6% + 15% T16 Abamectin + Compound of formula II 1.2% + 1% T17 Compound of formula I 1%
[0389] T18 Compound of formula I 5%
[0390] T19 Compound of formula I 8%
[0391] T20 Compound of formula I 20% T21 Abamectin 3.5% T22 Abamectin 0.1% T23 Abamectin 1.6% T24 Abamectin 1.2% T25 Compound of formula II 8.0% T26 Compound of formula II 31%
[0392] T27 Compound of formula II 15% T28 Compound of formula II 1%
[0393] T29 Untreated -
[0394]
[0395] The treatments T1 to T28 were used as foliar application whereas no treatment was done for T29 control treatment. Two applications of each treatment were carried out at 15 -day intervals, initiated upon reaching the Economic Threshold Level (ETL) of the target insect pests and the initial appearance of disease symptoms in the experimental plots.
[0396] Observations on whitefly (Bemisia t abaci) infestation were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, sticky traps were placed at various heights (typically 1-2 m) to capture adult whiteflies. The number of whiteflies trapped on the sticky surfaces was counted to estimate the infestation levels. Observations on thrips (Thrips tabaci) were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, three leaves: one each from the upper, middle and lower canopy were examined to assess the thrips population. The per cent reduction in insect population was calculated over control. Based on the per cent reduction at 14 days after second spray in insect population, the expected control was calculated and compared with observed control. The results of the trial have been presented here under in Table 1A.
[0397] Table 1A: Synergistic effect of composition of the present invention (Compound of formula I + Abamectin + Compound of formula II) against insect population in tomato crop
[0398] S.N Treatment Concentratio Arthropod pest Colby 0. n (SC) ratio Observe Expected d
[0399] T1 Compound of formula I + Abamectin + l% + 3.5% 70.01 48.06 1.457 Compound of formula II + 8%
[0400] T2 Compound of formula I + Abamectin + 5% + 0.1% 75.46 48.16 1.567 Compound of formula II + 31%
[0401] T3 Compound of formula I + Abamectin + 8% + 1.6% 89.14 55.09 1.618 Compound of formula II + 15%
[0402] T4 Compound of formula I + Abamectin + 20% + 1.2% 72.13 48.89 1.475 Compound of formula II + 1%
[0403] T5 Compound of formula I + Abamectin 1% + 3.5% 27.43 35.69 0.769 T6 Compound of formula I + Abamectin 5% + 0.1% 22.35 26.83 0.833 T7 Compound of formula I + Abamectin 8% + 1.6% 36.97 40.5 0.913 T8 Compound of formula I + Abamectin 20% + 1.2% 35.87 40.42 0.887 T9 Compound of formula I + Compound of 1% + 8% 25.87 29.36 0.881 formula II
[0404] T10 Compound of formula I + Compound of 5% + 31% 38.23 41.39 0.924 formula II
[0405] Til Compound of formula I + Compound of 8% + 15% 41.11 42.02 0.978 formula II
[0406] T12 Compound of formula I + Compound of 20% + 1% 33.46 37.49 0.893 formula II
[0407] T13 Abamectin + Compound of formula II 3.5% + 8% 33.24 40.61 0.819 T14 Abamectin + Compound of formula II 0.1% + 31% 33.89 37.32 0.908 T15 Abamectin + Compound of formula II 1.6% + 15% 38.29 41.54 0.922 Abamectin + Compound of formula II 1.2% + 1%
[0408]
[0409] T16 24.15 29.85 0.809 T17 Compound of formula I 1% 12.54 - - T18 Compound of formula I 5% 17.29 - - T19 Compound of formula I 8% 23.18 - - T20 Compound of formula I 20% 27.14 - - T21 Abamectin 3.5% 26.47 - - T22 Abamectin 0.1% 11.54 - - T23 Abamectin 1.6% 22.54 - - T24 Abamectin 1.2% 18.23 - - T25 Compound of formula II 8% 19.23 - - T26 Compound of formula II 31% 29.14 - - T27 Compound of formula II 15% 24.53 - - T28 Compound of formula II 1% 14.21 - -
[0410]
[0411] T29 Untreated - - - -
[0412] It is clearly evident from the data shown in above Table 1A for per cent insect control in tomato crop that the composition of the present invention comprising Compound of formula I + Abamectin + Compound of formula II i.e. T1 to T4 are synergistic for insect population with > 1 Colby’s Ratio. The binary composition of two acaricide / insecticide (Compound of formula I + Abamectin, Compound of formula I + Compound of formula II and Abamectin + Compound of formula II) T5 to T16 is less effective as no synergistic effect has been observed for the control of insect population, as compared to stable synergistic composition comprising Compound of formula I + Abamectin + Compound of formula II T1 to T4. The synergy data presented herein represent the cumulative efficacy against both whitefly and thrips.
[0413] Experiment for Bio-efficacy evaluation of composition of present invention:
[0414] For the ternary and binary composition based on Composition comprising Compound of formula I + Abamectin + Compound of formula II evaluation under field conditions, the basic test composition as Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC were manufactured. For ternary composition comprising Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC was used and for binary compositions, Compound of formula I 8% + Abamectin 1.6% SC, Compound of formula I 8% + Compound of formula II 15% SC and Abamectin 1.6% + Compound of formula II 15% SC were used. The solo Composition comprising Compound of formula I 8% SC, Abamectin 1.6% SC and Compound of formula II 15% SC were used for comparison. The other formulations namely Compound of formula I 10% w / w EC, Abamectin 01.90 % EC and Chlorantraniliprole 08.80 % + Compound of formula II 17.50 % w / w SC available in the market were also used for comparison.
[0415] Example 2: Evaluation of the composition of the present invention on tomato
[0416] The synergistic composition of the present invention Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% EC was evaluated on tomato crop variety Hisar Arun at a farmer field. The crop sowing was done in Randomized Block Design (RBD) with three replications maintaining a distance of 75 cm x 45 cm. The observations were recorded for the following objectives.
[0417] Objectives:
[0418] 1. Bio-efficacy evaluation against whitefly on tomato crop.
[0419] 2. Bio-efficacy evaluation against thrips on tomato crop.
[0420] 3. Bio-efficacy evaluation based on per cent reduction in whitefly population.
[0421] 4. Bio-efficacy evaluation based on percent reduction in thrips population.
[0422] 5. Bio-efficacy evaluation based on crop yield.
[0423] 6. Phytotoxicity evaluation on tomato crop.
[0424] Treatment details:
[0425] S.N Treatment a.i. dose Formulat 0. (g / ha) ion dose (g or ml / ha) T1 Compound of formula I 8% + Abamectin 1.6% + 30 + 6 + 375 Compound of formula II 15% 56.25
[0426] T2 Compound of formula I 8% + Abamectin 1.6% + 40 + 8 + 75 500 Compound of formula II 15%
[0427] T3 Compound of formula I 8% + Abamectin 1.6% + 50 + 10 + 625 Compound of formula II 15% 93.75
[0428] T4 Compound of formula I 8% + Abamectin 1.6% 30 + 6 375 T5 Compound of formula I 8% + Abamectin 1.6% 40 + 8 500 T6 Compound of formula I 8% + Abamectin 1.6% 50 + 10 625 T7 Compound of formula I 8% + Compound of formula II 15% 30 + 56.25 375 T8 Compound of formula I 8% + Compound of formula II 15% 40 + 75 500 T9 Compound of formula I 8% + Compound of formula II 15% 50 + 93.75 625 T10 Abamectin 1.6% + Compound of formula II 15% 6 + 56.25 375
[0429]
[0430] Til Abamectin 1.6% + Compound of formula II 15% 8 + 75 500 T12 Abamectin 1.6% + Compound of formula II 15% 10 + 93.75 625 T13 Compound of formula I 8% 40 500 T14 Abamectin 1.6% 8 500 T15 Compound of formula II 15% 75 500 T16 Compound of formula I 10% w / w EC 40 400 T17 Abamectin 01.90 % EC 11.4 600 T18 Chlorantraniliprole 08.80 % + Compound of formula II 50 + 100 500
[0431] 17.50 % w / w SC
[0432] T19 Untreated - - T20 Compound of formula I 8% + Abamectin 1.6% + 80 + 16 + 1000
[0433]
[0434] Compound of formula II 15% 150
[0435] Methodology:
[0436] The treatments T1 to T18 and T20 were used as foliar application whereas no treatment was done for T19 i.e., control treatment. All treatments were applied at the time of initiation of pest in the field.
[0437] Observations on whitefly (Bemisia t abaci) infestation were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, sticky traps were placed at various heights (typically 1-2 m) to capture adult whiteflies. The number of whiteflies trapped on the sticky surfaces was counted to estimate the infestation levels. Observations on thrips (Thrips tabaci) were recorded before spraying and 14 days after the first and second applications. For each of the 10 randomly selected tomato plants per plot, three leaves: one each from the upper, middle and lower canopy were examined to assess the thrips population. The per cent reduction in insect population was also calculated over control. The crop yield was recorded at crop harvest. The observations for phytotoxicity on tomato crop at 1, 3, 7, 10 and 14 days after 1stspray were also recorded. Results are presented in Table 2A, 2B, 2C and 2D.
[0438] Results:
[0439] Table 2A: Field bio-efficacy evaluation of Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15 % SC against whitefly of tomato crop
[0440] S.No Treatments a.i. dose Form whitefly / trap Per cent (g / ha) ulatio reduction over n control
[0441]
[0442] dose (%ROC) (g or Befor 14 14 14 14 ml / ha e days days days days ) spray after after after I after I II spray II spra spra spray y y
[0443] Compound of formula I 30 + 6 + 375 6 2.48 46.04 84.81 8% + Abamectin 1.6% + 56.25 (2.55 (1.73 Compound of formula II 6.11( ) )
[0444] 15% 2.57)
[0445] Compound of formula I 40 + 8 + 75 500 5.63 2.11 49.37 87.08 8% + Abamectin 1.6% + (2.48 (1.62 Compound of formula II 5.74( ) )
[0446] 15% 2.5)
[0447] Compound of formula I 50 + 10 + 625 5.51 1.85 50.45 88.67 8% + Abamectin 1.6% + 93.75 (2.45 (1.53 Compound of formula II 5.64( ) )
[0448] 15% 2.48)
[0449] Compound of formula I 30 + 6 375 8.97 10.3 19.33 36.56 8% + Abamectin 1.6% 5.11( (3.08 6(3.3
[0450] 2.37) ) )
[0451] Compound of formula I 40 + 8 500 8.81 10.1 20.77 37.84 8% + Abamectin 1.6% 5.61( (3.05 5(3.2
[0452] 2.47) ) 6)
[0453] Compound of formula I 50 + 10 625 8.71 10.1 21.67 38.15 8% + Abamectin 1.6% 5.47( (3.03 (3.26
[0454] 2.44) ) )
[0455] Compound of formula I 30 + 56.25 375 8.76 9.19 21.22 43.72 8% + Compound of 4.28( (3.04 (3.11
[0456] formula II 15% 2.19) ) )
[0457] Compound of formula I 40 + 75 500 8.35 8.83 24.91 45.93 8% + Compound of 5.44( (2.97 (3.05
[0458] formula II 15% 2.44) ) )
[0459] Compound of formula I 50 + 93.75 625 8.14 8.77 26.8 46.3 8% + Compound of 5.63( (2.94 (3.04
[0460] formula II 15% 2.48) ) )
[0461] Abamectin 1.6% + 6 + 56.25 375 8.77 10.0 21.13 38.21 Compound of formula II 5.73( (3.04 9(3.2
[0462] 15% 2.5) ) 5)
[0463] Abamectin 1.6% + 8 + 75 500 8.5 9.94 23.56 39.13 Compound of formula II 5.47( (3) (3.23
[0464] 15% 2.44) )
[0465] Abamectin 1.6% + 10 + 93.75 625 8.4 9.88 24.46 39.5 Compound of formula II 6.3(2. (2.98 (3.22
[0466]
[0467] 15% 61) ) ) T1 Compound of formula I 40 500 9.89 12.7 11.06 21.98 3 8% 4.55( (3.22 4(3.6
[0468] 2.25) ) 4)
[0469] T1 Abamectin 1.6% 8 500 10.2 13.3 8.09 18.06 4 5.2(2. 2(3.2 8(3.7
[0470] 39) 7) 3)
[0471] T1 Compound of formula II 75 500 9.7 12.5 12.77 23.39 5 15% 5.18( (3.19 1(3.6
[0472] 2.38) ) 1)
[0473] T1 Compound of formula I 40 400 9.92 12.7 10.79 21.74 6 10% w / w EC 5.01( (3.23 8(3.6
[0474] 2.35) ) 4)
[0475] T1 Abamectin 01.90 % EC 11.4 600 10.0 13.1 9.53 19.41 7 5.15( 6(3.2 6(3.7
[0476] 2.38) 5) )
[0477] T1 Chlorantraniliprole 08.80 50 + 100 500 8.27 8.75 25.63 46.42 8 % + Compound of (2.96 (3.04
[0478] formula II 17.50 % w / w 4.68( ) )
[0479] SC 2.28)
[0480] T1 Untreated - 11.1 16.3 - - 9 5.78( 2(3.4 3(4.1
[0481] 2.51) 1) )
[0482] SE(m) NS 0.01 0.03 - - CD (p=0.05) 0.03 0.09 - -
[0483]
[0484] Figures in parentheses are square root transformed values; NS= Non-significant
[0485] Table 2B: Field bio-efficacy evaluation of Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15 % SC against thrips of tomato crop
[0486] S.No Treatments a.i. dose For Thrips / plant Per ce nt (g / ha) mula reduc tion tion over c ontrol dose (% R( 3C) (g or Befo 14 14 14 14 ml / h re days days days days a) spra after I after after after y spray II I II spray spra spray y
[0487] T1 Compound of formula 1 8% 30 + 6 + 375 4.34 2.04 45.8 83.17 + Abamectin 1.6% + 56.25 (2.2) (1.59) 2 Compound of formula II 4.75(
[0488] 15% 2.29)
[0489] T2 Compound of formula 1 8% 40 + 8 + 500 4.39( 4.08 1.63 49.0 86.55
[0490]
[0491] + Abamectin 1.6% + 75 2.21) (2.14) (1-46) 6 Compound of formula II
[0492] 15%
[0493] T3 Compound of formula 1 8% 50 + 10 625 3.97 1.55 50.4 87.21 + Abamectin 1.6% + + 93.75 (2.11) (1-43) 4 Compound of formula II 4.34(
[0494] 15% 2.2)
[0495] T4 Compound of formula 1 8% 30 + 6 375 4.31( 6.52 7.89 18.6 34.9 + Abamectin 1.6% 2.19) (2.65) (2.9)
[0496] T5 Compound of formula 1 8% 40 + 8 500 4.3(2 6.37 7.64 20.4 36.96 + Abamectin 1.6% • 19) (2.62) (2.85) 7
[0497] T6 Compound of formula 1 8% 50 + 10 625 4.33( 6.3 7.56 21.3 37.62 + Abamectin 1.6% 2.2) (2.61) (2.84) 5
[0498] T7 Compound of formula 1 8% 30 + 375 6.23 7.36 22.2 39.27 + Compound of formula II 56.25 4.37( (2.59) (2.8) 2
[0499] 15% 2.21)
[0500] T8 Compound of formula 1 8% 40 + 75 500 6.07 7.12 24.2 41.25 + Compound of formula II 5.21( (2.56) (2.76) 2
[0501] 15% 2.39)
[0502] T9 Compound of formula 1 8% 50 + 625 6 7.03 25.0 42 + Compound of formula II 93.75 4.3(2 (2.55) (2.74) 9
[0503] 15% • 19)
[0504] T10 Abamectin 1.6% + 6 + 56.25 375 6.72 8.15 16.1 32.76 Compound of formula II 4.27( (2.69) (2.94)
[0505] 15% 2.18)
[0506] Til Abamectin 1.6% + 8 + 75 500 6.55 7.86 18.2 35.15 Compound of formula II 4.13( (2.66) (2.89) 3
[0507] 15% 2.15)
[0508] T12 Abamectin 1.6% + 10 + 625 6.46 7.73 19.3 36.22 Compound of formula II 93.75 4.12( (2.64) (2.87) 5
[0509] 15% 2.15)
[0510] T13 Compound of formula 1 8% 40 500 4.16( 7.05 9.53 11.9 21.37
[0511] 2.16) (2.75) (3.17) 9
[0512] T14 Abamectin 1.6% 8 500 4.91( 7.32 10.38 8.61 14.36
[0513] 2.33) (2.8) (3.3)
[0514] T15 Compound of formula II 75 500 4.74( 7.18 9.85 10.3 18.73 15% 2.29) (2.77) (3.22) 6
[0515] T16 Compound of formula I 10% 40 400 4.14( 7.08 9.56 11.6 21.12 w / w EC 2.15) (2.75) (3.17) 1
[0516] T17 Abamectin 01.90 % EC 11.4 600 4.06( 7.22 10.1 9.86 16.67
[0517] 2.14) (2.78) (3.26)
[0518] T18 Chlorantraniliprole 08.80 % 50 + 100 500 6.87 8.49 14.2 29.95 + Compound of formula II 3.44( (2.71) (3) 3
[0519] 17.50 % w / w SC 1.98)
[0520] T19 Untreated - 4.42( 8.01 12.12 - - 2.22) (2.92) (3.55)
[0521] SE(m) NS - -
[0522]
[0523] CD (p=0.05) - -
[0524]
[0525] Figures in parentheses are square root transformed values; VS= Non-significant
[0526] Table 2C: Field bio-efficacy evaluation of composition comprising Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC based on fruit yield of tomato crop.
[0527] S.No Treatments a.i. dose Formu Fruit %
[0528] (g / ha) lation Yield Increase dose (g (t / ha) in yield or against ml / ha) control T1 Compound of formula I 8% + Abamectin 30 + 6 + 375 28.58 41.07 1.6% + Compound of formula II 15% 56.25
[0529] T2 Compound of formula I 8% + Abamectin 40 + 8 + 75 500 30.09 48.52 1.6% + Compound of formula II 15%
[0530] T3 Compound of formula I 8% + Abamectin 50 + 10 + 625 30.45 50.3 1.6% + Compound of formula II 15% 93.75
[0531] T4 Compound of formula I 8% + Abamectin 30 + 6 375 23.45 15.75 1.6%
[0532] T5 Compound of formula I 8% + Abamectin 40 + 8 500 24.17 19.3 1.6%
[0533] T6 Compound of formula I 8% + Abamectin 50 + 10 625 24.27 19.79 1.6%
[0534] T7 Compound of formula I 8% + Compound of 30 + 56.25 375 24.38 20.34 formula II 15%
[0535] T8 Compound of formula I 8% + Compound of 40 + 75 500 24.85 22.66 formula II 15%
[0536] T9 Compound of formula I 8% + Compound of 50 + 93.75 625 25.2 24.38 formula II 15%
[0537] T10 Abamectin 1.6% + Compound of formula II 6 + 56.25 375 23.62 16.58 15%
[0538] Til Abamectin 1.6% + Compound of formula II 8 + 75 500 24.21 19.5 15%
[0539] T12 Abamectin 1.6% + Compound of formula II 10 + 93.75 625 24.37 20.29 15%
[0540] T13 Compound of formula 1 8% 40 500 22.58 11.45 T14 Abamectin 1.6% 8 500 22.05 8.84 T15 Compound of formula II 15% 75 500 22.33 10.22 T16 Compound of formula I 10% w / w EC 40 400 22.53 11.2 T17 Abamectin 01.90 % EC 11.4 600 22.18 9.48 T18 Chlorantraniliprole 08.80 % + Compound of 50 + 100 500 23.19 14.46 formula II 17.50 % w / w SC
[0541] T19 Untreated - 20.26 -
[0542]
[0543] CD (p=0.05) -
[0544]
[0545] SE(m) - DAS - Days after crop sowing, t / ha= tonnes per hectare
[0546] Table 2D: Phytotoxicity evaluation of composition comprising Compound of formula 18% + Abamectin 1.6% + Compound of formula II 15% SC on tomato crop _
[0547] S.No Treatments a.i. dose Formulati Phyto-toxictiy parameters (g / ha) on dose (g observed*
[0548] or ml / ha) (mean data recorded at 1, 3,
[0549] 7, 10 and 14 days after 1st spray)
[0550] L w N V E H T1 Compound of formula 1 8% 30 + 6 + 375 0 0 0 0 0 0 + Abamectin 1.6% + 56.25
[0551] Compound of formula II
[0552] 15%
[0553] T2 Compound of formula 1 8% 40 + 8 + 500 0 0 0 0 0 0 + Abamectin 1.6% + 75
[0554] Compound of formula II
[0555] 15%
[0556] T3 Compound of formula 1 8% 50 + 10 + 625 0 0 0 0 0 0 + Abamectin 1.6% + 93.75
[0557] Compound of formula II
[0558] 15%
[0559] T4 Compound of formula 1 8% 30 + 6 375 0 0 0 0 0 0 + Abamectin 1.6%
[0560] T5 Compound of formula 1 8% 40 + 8 500 0 0 0 0 0 0 + Abamectin 1.6%
[0561] T6 Compound of formula 1 8% 50 + 10 625 0 0 0 0 0 0 + Abamectin 1.6%
[0562] T7 Compound of formula 1 8% 30 + 56.25 375 0 0 0 0 0 0 + Compound of formula II
[0563] 15%
[0564] T8 Compound of formula 1 8% 40 + 75 500 0 0 0 0 0 0 + Compound of formula II
[0565] 15%
[0566] T9 Compound of formula 1 8% 50 + 93.75 625 0 0 0 0 0 0 + Compound of formula II
[0567] 15%
[0568] T10 Abamectin 1.6% + 6 + 56.25 375 0 0 0 0 0 0 Compound of formula II
[0569] 15%
[0570] Til Abamectin 1.6% + 8 + 75 500 0 0 0 0 0 0 Compound of formula II
[0571]
[0572] 15% T12 Abamectin 1.6% + 10 + 93.75 625 0 0 0 0 0 0 Compound of formula II
[0573] 15%
[0574] T13 Compound of formula 1 8% 40 500 0 0 0 0 0 0 T14 Abamectin 1.6% 8 500 0 0 0 0 0 0 T15 Compound of formula II 75 500 0 0 0 0 0 0 15%
[0575] T16 Compound of formula I 40 400 0 0 0 0 0 0 10% w / w EC
[0576] T17 Abamectin 01.90 % EC 11.4 600 0 0 0 0 0 0 T18 Chlorantraniliprole 08.80 % 50 + 100 500 0 0 0 0 0 0 + Compound of formula II
[0577] 17.50 % w / w SC
[0578] T19 Untreated - - T20 Compound of formula 1 8% 80 + 16 + 1000 0 0 0 0 0 0 + Abamectin 1.6% + 150
[0579] Compound of formula II
[0580] 15%
[0581] L - Leaf injury on tips / surface, W - Wilting, N - Necrosis, V - Vein clearing, E - Epinasty, H - Hyponasty
[0582] *Based on 0-10 scale where: 0=0%, 1=1-10%, 2=11-20%, 3=21-30%, 4=31-40%, 5=41-
[0583]
[0584] 50%, 6=51-60%, 7=61-70%, 8=71-80%, 9=81-90%,10=91-100%
[0585] From the example, it is clearly seen that the composition of the present invention is superior for controlling the whitefly (Bemisia t abaci) and thrips (Thrips tabaci) in tomato at 14 days after 1st& 2ndspray (Table 2 A and 2B) in tomato crop as compared to the binary and solo composition applied at the same dosage and other products such as Compound of formula I 10% w / w EC, Abamectin 01.90% EC and Chlorantraniliprole 08.80% + Compound of formula II 17.50% w / w SC available in the market. The yield of tomato crop also improved in relation to the composition of the present invention comprising Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC as compared to binary and solo compositions (Table 2C).
[0586] The disclosed stable synergistic pesticidal composition of the present invention comprising Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC @ 375, 500, 625 and 1000 ml / ha further showed no phyto toxicity in the tomato crop even after 1, 3, 7, 10 and 14 days after 1stspray (Table 2D). It is evident from the above data that the exemplary composition of the present invention i.e., Compound of formula I 8% + Abamectin 1.6% + Compound of formula II 15% SC resulted in good control of whitefly (Bemisia t abaci) and thrips (Thrips tabaci) in tomato with higher respective yields as compared to the reference standard products (binary compositions and solo products). Further, the composition of present invention is resulted synergistic.
[0587] In particular, it has now been found, surprisingly that, for example, the pesticidal activity of the composition of present invention, compared with the pesticidal activity of individual components, is synergistic. In fact, various advantageous properties associated with the compositions according to the invention, include but are not limited to: knock down effect on insect pests including sucking pests complex at all developmental stages of insects such as egg, nymph, larva, pupa, and adult, preventing discoloration of leaves of plants and crops, enhanced tenderness to plants and crops, preventing ageing of plants and crops and other advantages familiar to a person skilled in the art. From the above investigations, it will be observed that numerous modifications and variations can be effectuated without departing from the true spirit and scope of the novel concepts of the present invention. It is to be understood that no limitations with respect to the specific embodiments illustrated is intended or should be inferred. It should be understood that all such modifications and improvements have been deleted herein for the sake of conciseness and readability but are properly within the scope of the following claims.
Claims
1. I CLAIM2.
1. . A stable synergistic pesticidal composition comprising:3.A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;4.B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and5.C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives.6.
2. . The stable synergistic pesticidal composition as claimed in claim 1, comprising:7.A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;8.B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition; and9.C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition.10.
3. . A stable synergistic pesticidal composition comprising:11.A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives;12.B) Abamectin or its agrochemically acceptable salts, esters and derivatives; and13.C) Compound of Formula II, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives; and14.D) At least one or more additives.
4. . A stable synergistic pesticidal composition, as claimed in claimed in claim 3, comprising:15.A) Compound of Formula I, i.e., 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)- 3-isoxazolyl]-N-[(methoxyamino)methylene]-2 -methylbenzamide or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;16.B) Abamectin or its agrochemically acceptable salts, esters and derivatives, in the range of 0.1-90% by weight of the composition;17.C) Compound of Formula III, i.e., 3-[(2-chloro-5-thiazolyl)methyl]tetrahydro-5-methyl-N- nitro-4H-l,3,5-oxadiazin-4-imine or its agrochemically acceptable salts, esters or its derivatives, in the range of 0.1-90% by weight of the composition; and18.D) At least one or more additives selected from Urea clathrate, Siloxane Polyalkyleneoxide copolymer, tallow amine ethoxylate, ammonium sulphate, and Epoxide soybean oil either alone or in combination thereof, in the range of 0.01-20% by weight of the composition.19.
5. . The stable synergistic pesticidal composition as claimed in claims 1-4, which further comprises one or more agrochemically acceptable excipients.20.
6. . The stable synergistic pesticidal composition as claimed in claim 5, wherein agrochemically acceptable excipients comprises surfactant(s), dispersing agent(s), co -dispersant, anti-freezing agent(s), emulsifier(s)( (anionic and non-ionic), anti-foaming agent / defoamer(s), wetting agent(s), biocide / antimicrobial / anti-bacterial agent(s), thickening agent / thickener(s), quick coating agent(s) or sticking agents / sticker(s), spreader(s), binder(s), pH-adjusting agent(s), anti-caking agent(s), adjuvant(s), filler(s) / suspension aid(s), colorant(s) / colouring agent(s) / dye(s), carrier(s), stabilizer, buffering agent(s), polymer(s), safener(s), rheology modifier(s), solvent(s), co-solvent(s), or mixtures thereof.21.
7. . The stable synergistic pesticidal composition as claimed in any one of the claims 1 to 6, wherein the composition is in form of Emulsifiable concentrate (EC), Capsule suspension (CS), Dispersible concentrate (DC), Dustable powder (DP), Powder for dry seed treatment (DS), Emulsifiable granule (EG), Emulsion water-in-oil (EO), Emulsifiable powder (EP), Emulsion for seed treatment (ES), Emulsion oil-in-water (EW), Flowable concentrate for seed treatment (FS), Granules (GR Micro-emulsion concentrate (MEC), Oil-dispersion (OD), Oil miscible flowable concentrate (OF), Oil miscible liquid (OL), Oil dispersible powder (OP), Suspension concentrate (SC), Suspension concentrate for direct application (SD), Suspo-emulsion (SE), Water soluble granule (SG), Soluble concentrate (SL), Spreading oil (SO), Water soluble powder (SP), Water soluble tablet (ST), Ultra-low volume (ULV) suspension, Tablet (TB), Ultra-low volume (ULV) liquid, Water dispersible granules (WG), Wettable powder (WP), Water dispersible powder for slurry seed treatment (WS), Water dispersible tablet (WT), a mixed composition of CS and SC (ZC) or a mixed composition of CS and SE (ZE) and a mixed composition of CS and EW (ZW).22.
8. . The stable synergistic pesticidal composition as claimed in claims 1 to 7, wherein the use of said composition promotes plant health, growth and increases plant yield in the field.23.
9. . A process for preparing a stable synergistic pesticidal composition as claimed in claims 1-7.
Citation Information
Patent Citations
A pesticide composition containing abamectin, fluopyram, and thiamethoxam
CN108651504B
Agrochemical mixtures of diamides, plant health additives and insecticide
WO2022018745A1
Fluxametamide composition and process of preparation thereof
WO2023209733A1