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Altacor ™ WG Insecticide ( DPX-E2Y45) Introducing a Novel Anthranilic Diamide Insecticide from DuPont

Altacor ™ WG Insecticide ( DPX-E2Y45) Introducing a Novel Anthranilic Diamide Insecticide from DuPont. Daniel W. Sherrod DuPont Crop Protection Memphis Market Center Memphis, TN 38017. Br. H. O. N. H. C. 3. H. N. N. N. Cl. O. Cl. C. H. N. 3. Code: DPX-E2Y45

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Altacor ™ WG Insecticide ( DPX-E2Y45) Introducing a Novel Anthranilic Diamide Insecticide from DuPont

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  1. Altacor™ WG Insecticide(DPX-E2Y45) Introducing a Novel Anthranilic Diamide Insecticide from DuPont Daniel W. Sherrod DuPont Crop Protection Memphis MarketCenter Memphis, TN38017

  2. DuPont Crop Protection Br H O N H C 3 H N N N Cl O Cl C H N 3 • Code:DPX-E2Y45 • Common Name: Chlorantraniliprole (ISO) - RynaxypyrTM • CAS: 3-Bromo-N-[4-chloro-2-methyl-6- [(methylamino)carbonyl]phenyl]-1- (3-chloro-2-pyridinyl)-1H-pyrazole-5- carboxamide • Chemical Structure: • Empirical Formula: C18H14BrCl2N5O2 • Molecular Weight: 483.15 g/mole

  3. DuPont Crop Protection Rynaxypyr™ EC50 = 40 nM Activates Insect Ryanodine Receptors • Rynaxypyr™ and related anthranilic diamides stimulate release of Ca2+ stores • Rynaxypyr™ is selective for ryanodine receptors • Insecticidal activity is highly correlated with Ca2+ store release

  4. DuPont Crop Protection Pyrethroids Indoxacarb Does Not Impact Commercialized Targets Targets Below Reflect MoA for > 90% of Commercial Insecticides Excitatory Neuron Muscle OPs Carbamates Mitochondrial Insecticides AChE Neonicotinoids Spinosad M Glut ACh Cyclodienes Fipronil Na+/K+ channels GABA M Motor Neuron Insect Neuromuscular Signaling Pathway

  5. DuPont Crop Protection Ryanodine Receptor Complex RyR RyR CAM CAM FKBP FKBP cytosol Junctin Triadin lumen CSQ Ca2+ What is the Ryanodine Receptor (RyR)? Ryanodine (Natural Plant Toxin) • Calcium channel • Regulates release of stored calcium • Critical for muscle contraction • Complex includes accessory proteins • Previously, no synthetic RyR agents known with insecticidal properties

  6. DuPont Crop Protection Insect Poisoning Symptoms • Rapidly Affects Skeletal and Cardiac Muscle • Rapid feeding cessation • General lethargy • Partial paralysis • Regurgitation

  7. DuPont Crop Protection Resistance Management Baseline Susceptibility • Heliothines • Australia, Brazil, India, Spain, USA • Spodoptera spp. • Brazil, Indonesia, Japan, Malaysia, Spain, Thailand, USA, Vietnam

  8. DuPont Crop Protection Effects of DPX-E2Y45 in the Environment Bees • Negligible risk in field studies Non-target Insects • T1: Negligible toxicity to standard species (mites, parasitoids) + Chrysoperla, Orius • T2 to T4: Safety to predatory larvae of Coccinellids and Episyrphus Birds and Mammals • Negligible risk • Surface water • Fish: Negligible risk • Algae: Negligible risk • Aquatic Inverts: • High acute toxicity • Moderate chronic toxicity Soil Plants • Earthworms: Negligible risk • Soil Micro: Negligible risk • Negligible risk • No/low transport to flowering parts • Sediment • Chironomus: Negligible to moderate risk

  9. DuPont Crop Protection Mammalian Toxicity • E2Y45 exhibits a remarkably favorable toxicity profile • Little or no toxicological effects have been observed following single doses as high as 5000 mg/kg bw and following repeat doses as high as ~1500 mg/kg bw/day • The low toxicity of this product combined with low use rates provide large margins of safety for consumers and workers

  10. DuPont Crop Protection E2Y45: Mammalian Toxicology • Lack of adverse effects for the following endpoints: • Acute oral, dermal and inhalation toxicity • Skin and eye irritation; skin sensitization • Genotoxicity in vitro and in vivo • Subacute and subchronic toxicity in rats, mice, and dogs • Reproductive and developmental toxicity • Neurotoxicity • Immunotoxicity • Chronic toxicity after 1 year in dogs • Chronic toxicity after 1 and 2 years in rats • Oncogenicity after 2 years in rats and 18 months in mice

  11. DuPont Crop Protection Insect Periplaneta Drosophila Heliothis Mammalian C2C12 EC50 = 14 m PC12 EC50 > 100 m IMR32 EC50 > 100 m 120 100 80 60 350 to >3000X Selectivity 40 20 0 -9.0 -8.0 -7.0 -6.0 -5.0 -4.0 Rynaxypyr™ Exhibits Insect Receptor Selectivity Insect Receptor:Single isoform Mammalian Receptor: RyR1 – “skeletal” RyR2 – “cardiac” RyR3 – “non-specific” Cell LineSourceExpressed Isoforms PC12 Rat RyR2 & RyR1 C2C12 Mouse RyR1 & RyR3 IMR32 Human Not Defined Normalized Response (% of max) RynaxypyrTM Concentration (log M)

  12. DuPont Crop Protection Selectivity to Beneficial Arthropods

  13. DuPont Crop Protection Pest Spectrum – Lepidoptera • Noctuidae • Heliothines (bollworms, budworms), Earias spp. (bollworms) • Spodoptera spp. (armyworms), Agrotis (cutworms) • Pseudoplusia, Trichoplusia (loopers) • Alabama argillaceae (leaf worms) • Tortricidae • Argytotaenia, Choristoneura (leafrollers) • Carposina,Cydia,Grapholita (fruit moths), Lobesia (berry moths) • Crambidae • Chilo (stem borers), Ostrinia (corn borers) • Hellula (cabbage worms) • Lerodea (leaf folders) • Leucinodes, Neoleucinodes (fruit borers) • Gelechiidae, Pieridae, Plutellidae • Anarsia (twig borers), Tuta, Keiferia (pin worms) • Pieris (whites, sulfur) • Plutella xylostella (diamondback moth) • Gracillariidae • Phyllonorycter, Phyllocnistis (leafminers)

  14. DuPont Crop Protection Formulations • 20 SC • 200 g/L suspension concentrate • 1.667 lb ai/gal suspension concentrate • CoragenTM • 35 WG • 35% water dispersible granule • AltacorTM • Formulation Studies • Excellent compatibility with other insecticides/fungicides • Excellent spray tank clean-out properties • Excellent mixing and handling characteristics

  15. DuPont Crop Protection Product Attributes • Excellent plant protection on a broad spectrum of Lepidoptera and other key pest species, effective at low rates of application • Long-lasting protection and rainfast • Excellent fit in IPM & IRM programs • Controls insecticide-resistant strains • Low toxicity to wildlife such as birds, fish, and mammals

  16. DuPont Crop Protection DuPont Rynaxypyr™ Biological Attributes of A Novel Anthranilic Diamide Insecticide in a New Class of Potent and Selective Ryanodine Receptor Agonists

  17. DuPont Crop Protection DuPont RynaxypyrTM Rapid Feeding Cessation Time to feeding cessation (minutes) of S. exigua 3rd instar larvae exposed to dry insecticide residues on treated tomato leaves • RynaxypyrTM acts very fast! In this experiment, RynaxypyrTMwas signifincalty faster to stop S. exigua larval feeding than Emamectin Benzoate and Methoxyfenozide Data: P. Marçon & G. Hannig, Delaware, USA

  18. DuPont Crop Protection Methoxyfenozide 140 GAH RynaxypyrTM 50 GAH E. Benzoate 12 GAH UTC DuPont RynaxypyrTMExceptional Crop Protection Photos: P. Marçon, Delaware, USA

  19. DuPont Crop Protection DuPont RynaxypyrTM High Insecticidal Potency Comparative Insecticidal Potency of RynaxypyrTM vs. Commercial Standards against Cydiapomonella neonate larvae (exposure by Ingestion) • RynaxypyrTM is one order of magnitude more potent against Cydia pomonella, when compared to commonly used commercial standards Data: J. L. Rison et. al., Nambsheim, France

  20. DuPont Crop Protection DuPont RynaxypyrTM Ovi-Larvicidal Activity * Anticarsia gemmatalis eggs * Eggs treated with RynaxypyrTM Intoxicated Neonate attempting to get out of the egg Dead Neonate does not complete eclosion • RynaxypyrTM has excellent ovi-larvicidal activity • RynaxypyrTM is a potent larvicide and will control neonates as they ingest the corion to eclode from the egg Photos: M. Lima, São Paulo, Brazil

  21. DuPont Crop Protection COTTON – RESCUE APPLICATION • Heliothine populations were allowed to hatch and develop into populations ranging in age up to 3-6 day old larvae prior to application. Key learning's center on the 3 to 5 and 6 to 8 DAT evaluations to determine the knockdown effects of E2Y45 on an established population of Heliothines. • Evaluations at 3 to 5 DAT had significant terminal damage with all treatments due to the delay in application. E2Y45 at 0.066 and 0.088 lb ai/ac resulted in similar protection with a significant reduction in terminal damage observed by 6 to 8 DAT. • Reduction in square damage ranged from 85% to 90% for all rates of E2Y45 at 6 to 8 DAT. Overall, less terminal, square, and boll damage was observed with E2Y versus Tracer when used in a rescue situation.

  22. DuPont Crop Protection COTTON – RESCUE APPLICATION • Yields of lint/ac with E2Y at 0.066 and 0.088 lb ai/ac (2 trials) were 210 to 290 lbs greater than Tracer and 520 to 600 lbs greater than the UTC. • This data supports excellent knockdown control with E2Y45 at the 0.066 and 0.088 lb ai/ac rates.

  23. DuPont Crop Protection COTTON – RESIDUAL CONTROL • 3 - 4 DAT : E2Y45 at rates of 0.066 and 0.088 lb ai/ac were equal in performance and provided good to excellent insect control and damage reduction ratings. Efficacy was slightly lower with the 0.044 lbai/ac rate of E2Y45 which performed similar to the standard, Tracer. • 7 DAT: control of live larvae in the terminals and squares was excellent with E2Y45 at 0.088 lb ai/ac. Reduction in terminal and square damage was similar with all rates of E2Y45 at 7 DAT. Overall, E2Y45 performance exceeded that of Tracer at this evaluation period.

  24. DuPont Crop Protection COTTON – RESIDUAL CONTROL • 10-11 DAT:E2Y45 at 0.088 lb ai/ac continued to provide good control of terminal larvae (83%) and excellent control of square larvae (93%). Control of square larvae was similar between the 0.088 and 0.066 lbai/ac rates with both exceeding 0.044 lbai/ac. Reduction in terminal and square damage was similar with all rates of E2Y45 at 7 DAT. Overall, E2Y45 performance exceeded that of Tracer at this evaluation period. • 14-17 DAT:E2Y45 at 0.088 lb ai/ac provided the highest level of insect control and fruit protection. Overall performance declined with the 0.066 and 0.044 lbai/ac rates of E2Y45. Tracer performance dropped significantly.

  25. DuPont Crop Protection COTTON – HELIOTHINE CONTROL • E2Y45 at 0.044 lbai/ac provides insect control and plant protection equivalent to, to slightly better than Tracer. At 0.044 lbaia/c, the residual control seems greater than Tracer and a trend is present for better yields. • Limited data is available comparing E2Y45 at 0.066 lbai/ac to Tracer (3 trials). Data supports better performance versus Tracer at this rate. • E2Y45 at 0.088 lbai/ac provides significantly greater insect control, plant protection and offers longer residual when compared to Tracer at 0.067 lbai/ac.In nine trials with direct comparisons, the average yield increase with this rate is 57% which is 17% greater than Tracer’s average.

  26. DuPont Crop Protection COTTON – HELIOTHINE CONTROL • When compared to BG II, 0.088 lbai/ac of E2Y45 provides equivalent insect control and fruit protection and has averaged 8% more yield versus BG II. • Limited data collected in 2004 for the 0.066 lbai/ac rate of E2Y45 (1-2 data points per evaluation) supported insect control and damage ratings slightly less than BG II. The 0.044 lbai/ac rate of E2Y45 did not provide control equivalent to BG II.

  27. DuPont Crop Protection DuPont RynaxypyrTM Rainfastness and Residual Activity • RynaxypyrTM shows robust rainfastness and residual activity, characteristics which are explained by fundamental biological attributes: • Potent insecticidal activity • Translaminar movement • Rapid feeding cessation • Exceptional crop protection

  28. DuPont Crop Protection DuPont RynaxypyrTM In a nutshell …. • Favorable Toxicological and Eco-toxicological profile • Effective and Long-lasting • Crop and Yield protection • Broad Spectrum • Novel mode of action • Excellent crop safety • Soft on beneficial arthropods • Excellent fit into IPM and IRM Programs

  29. DuPont Crop Protection Acknowledgments • Fred Marmor • Paula Marcon • Clifton Brister • Jay Ellis • Dennis Goldsberry • Stanley Royal • Sue Rick • Glenn Hammes • J. Dan Smith • Dickie Edmund • Eric Castner • Charlie Grymes • Danny Tamayo • Hugo Ramirez • Wayne Steele • C. Steve Williams

  30. DuPont Crop Protection THANK YOU!

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