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(12) United States Patent (10) Patent No.: US 8,586,504 B2 Wright Et Al
USOO85865.04B2 (12) United States Patent (10) Patent No.: US 8,586,504 B2 Wright et al. (45) Date of Patent: Nov. 19, 2013 (54) HERBICIDAL COMPOSITIONS CONTAINING FOREIGN PATENT DOCUMENTS GLYPHOSATE AND A PYRONE ANALOG AU 100.73/92 B 10, 1992 CA 2340240 A1 2, 2000 (75) Inventors: Daniel R. Wright, St. Louis, MO (US); EP O 808 569 A1 11, 1997 Joseph J. Sandbrink, Chesterfield, MO GB 2267 825 A 12/1993 (US); Paul G. Ratliff, Olivette, MO WO 99/00013 1, 1999 WO OO,30452 6, 2000 (US) WO OO,642.57 11, 2000 WO OO/67571 11, 2000 (73) Assignee: Monsanto Technology LLC, St. Louis, WO O1/35740 A2 5, 2001 MO (US) WO 02/21924 A2 3, 2002 (*) Notice: Subject to any disclaimer, the term of this OTHER PUBLICATIONS patent is extended or adjusted under 35 Exhibit PMH-17 Supplemental Labeling regarding Roundup Pro U.S.C. 154(b) by 0 days. Herbicide by Monsanto, EPA Reg. No. 524-475 (Nov. 1995), 11 pageS. (21) Appl. No.: 13/404,861 Exhibit PMH-18 Notice of Pesticide Registration issued on Oct. 5, 2000, 35 pages. Exhibit PMH-19 EPA Application for Pesticide, ID No. 200405 (22) Filed: Feb. 24, 2012 (Sep. 1995), 33 pages. Exhibit PMH-20-Documentation regarding Starmas Racun/ (65) Prior Publication Data Rumpai Herbicide (bears the year 2003), 10 pages. Exhibit PMH-21—Documentation regarding Starmix Racun/ US 2012/O157309 A1 Jun. 21, 2012 Rumpai Herbicide (Date Unknown), 3 pages. Exhibit PMH-22—article entitled Control of Eucalyptus grandis cut stumps by Keith Little et al., ICFR Bulletin Series, No. -
2,4-Dichlorophenoxyacetic Acid
2,4-Dichlorophenoxyacetic acid 2,4-Dichlorophenoxyacetic acid IUPAC (2,4-dichlorophenoxy)acetic acid name 2,4-D Other hedonal names trinoxol Identifiers CAS [94-75-7] number SMILES OC(COC1=CC=C(Cl)C=C1Cl)=O ChemSpider 1441 ID Properties Molecular C H Cl O formula 8 6 2 3 Molar mass 221.04 g mol−1 Appearance white to yellow powder Melting point 140.5 °C (413.5 K) Boiling 160 °C (0.4 mm Hg) point Solubility in 900 mg/L (25 °C) water Related compounds Related 2,4,5-T, Dichlorprop compounds Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) 2,4-Dichlorophenoxyacetic acid (2,4-D) is a common systemic herbicide used in the control of broadleaf weeds. It is the most widely used herbicide in the world, and the third most commonly used in North America.[1] 2,4-D is also an important synthetic auxin, often used in laboratories for plant research and as a supplement in plant cell culture media such as MS medium. History 2,4-D was developed during World War II by a British team at Rothamsted Experimental Station, under the leadership of Judah Hirsch Quastel, aiming to increase crop yields for a nation at war.[citation needed] When it was commercially released in 1946, it became the first successful selective herbicide and allowed for greatly enhanced weed control in wheat, maize (corn), rice, and similar cereal grass crop, because it only kills dicots, leaving behind monocots. Mechanism of herbicide action 2,4-D is a synthetic auxin, which is a class of plant growth regulators. -
Herbicide Mode of Action Table High Resistance Risk
Herbicide Mode of Action Table High resistance risk Chemical family Active constituent (first registered trade name) GROUP 1 Inhibition of acetyl co-enzyme A carboxylase (ACC’ase inhibitors) clodinafop (Topik®), cyhalofop (Agixa®*, Barnstorm®), diclofop (Cheetah® Gold* Decision®*, Hoegrass®), Aryloxyphenoxy- fenoxaprop (Cheetah®, Gold*, Wildcat®), fluazifop propionates (FOPs) (Fusilade®), haloxyfop (Verdict®), propaquizafop (Shogun®), quizalofop (Targa®) Cyclohexanediones (DIMs) butroxydim (Factor®*), clethodim (Select®), profoxydim (Aura®), sethoxydim (Cheetah® Gold*, Decision®*), tralkoxydim (Achieve®) Phenylpyrazoles (DENs) pinoxaden (Axial®) GROUP 2 Inhibition of acetolactate synthase (ALS inhibitors), acetohydroxyacid synthase (AHAS) Imidazolinones (IMIs) imazamox (Intervix®*, Raptor®), imazapic (Bobcat I-Maxx®*, Flame®, Midas®*, OnDuty®*), imazapyr (Arsenal Xpress®*, Intervix®*, Lightning®*, Midas®* OnDuty®*), imazethapyr (Lightning®*, Spinnaker®) Pyrimidinyl–thio- bispyribac (Nominee®), pyrithiobac (Staple®) benzoates Sulfonylureas (SUs) azimsulfuron (Gulliver®), bensulfuron (Londax®), chlorsulfuron (Glean®), ethoxysulfuron (Hero®), foramsulfuron (Tribute®), halosulfuron (Sempra®), iodosulfuron (Hussar®), mesosulfuron (Atlantis®), metsulfuron (Ally®, Harmony®* M, Stinger®*, Trounce®*, Ultimate Brushweed®* Herbicide), prosulfuron (Casper®*), rimsulfuron (Titus®), sulfometuron (Oust®, Eucmix Pre Plant®*, Trimac Plus®*), sulfosulfuron (Monza®), thifensulfuron (Harmony®* M), triasulfuron (Logran®, Logran® B-Power®*), tribenuron (Express®), -
Exposure to Herbicides in House Dust and Risk of Childhood Acute Lymphoblastic Leukemia
Journal of Exposure Science and Environmental Epidemiology (2013) 23, 363–370 & 2013 Nature America, Inc. All rights reserved 1559-0631/13 www.nature.com/jes ORIGINAL ARTICLE Exposure to herbicides in house dust and risk of childhood acute lymphoblastic leukemia Catherine Metayer1, Joanne S. Colt2, Patricia A. Buffler1, Helen D. Reed3, Steve Selvin1, Vonda Crouse4 and Mary H. Ward2 We examine the association between exposure to herbicides and childhood acute lymphoblastic leukemia (ALL). Dust samples were collected from homes of 269 ALL cases and 333 healthy controls (o8 years of age at diagnosis/reference date and residing in same home since diagnosis/reference date) in California, using a high-volume surface sampler or household vacuum bags. Amounts of agricultural or professional herbicides (alachlor, metolachlor, bromoxynil, bromoxynil octanoate, pebulate, butylate, prometryn, simazine, ethalfluralin, and pendimethalin) and residential herbicides (cyanazine, trifluralin, 2-methyl-4- chlorophenoxyacetic acid (MCPA), mecoprop, 2,4-dichlorophenoxyacetic acid (2,4-D), chlorthal, and dicamba) were measured. Odds ratios (OR) and 95% confidence intervals (CI) were estimated by logistic regression. Models included the herbicide of interest, age, sex, race/ethnicity, household income, year and season of dust sampling, neighborhood type, and residence type. The risk of childhood ALL was associated with dust levels of chlorthal; compared to homes with no detections, ORs for the first, second, and third tertiles were 1.49 (95% CI: 0.82–2.72), 1.49 (95% CI: 0.83–2.67), and 1.57 (95% CI: 0.90–2.73), respectively (P-value for linear trend ¼ 0.05). The magnitude of this association appeared to be higher in the presence of alachlor. -
12 Chemical Fact Sheets
1212 ChemicalChemical factfact sheetssheets A conceptual framework for Introduction implementing the Guidelines (Chapter 1) (Chapter 2) he background docudocu-- ments referred to in FRAMEWORK FOR SAFE DRINKING-WATER SUPPORTING Tments referred to in INFORMATION thisthis chapterchapter (as the princi-princi- Health-based targets Public health context Microbial aspects pal reference for each fact (Chapter 3) and health outcome (Chapters 7 and 11) sheet) may be found on Water safety plans Chemical aspects (Chapter 4) (Chapters 8 and 12) thethe Water, Sanitation, HyHy-- System Management and Radiological Monitoring giene and Health web site assessment communication aspects at http://www.who.int/ (Chapter 9) Acceptability Surveillance water_sanitation_health/ aspects (Chapter 5) dwq/chemicals/en/indewater-quality/guidelines/x. (Chapter 10) htmlchemicals/en/. A complete. A complete list of rlist eferences of references cited citedin this in Application of the Guidelines in specic circumstances chapter,this chapter, including including the (Chapter 6) background documents Climate change, Emergencies, Rainwater harvesting, Desalination forfor each cchemical, hemical, is pro-pro- systems, Travellers, Planes and vided in Annex 22.. ships, etc. 12.1 Chemical contaminants in drinking-water Acrylamide Residual acrylamideacrylamide monomermonomer occursoccurs inin polyacrylamidepolyacrylamide coagulantscoagulants used used in in thethe treattreat-- ment of drinking-water. In general, thethe maximummaximum authorizedauthorized dosedose ofof polymerpolymer isis 11 mg/l. mg/l. At a monomer content of 0.05%, this corresponds to a maximum theoretical concen-- trationtration ofof 0.5 µg/l of the monomer in water.water. Practical concentrations maymay bebe lowerlower byby aa factor factor of 2–3. This applies applies to to thethe anionic anionic and and non-ionic non-ionic polyacrylamides, polyacrylamides, but but residual residual levelslevels fromfrom cationic polyacrylamides maymay bebe higher.higher. -
Use of Mesotrione for Annual Bluegrass (Poa Annua L.) at Cool
USE OF MESOTRIONE FOR ANNUAL BLUEGRASS (POA ANNUA L.) AT COOL- SEASON TURFGRASS ESTABLISHMENT by KATELYN A. VENNER A Thesis submitted to the Graduate School-New Brunswick Rutgers, The State University of New Jersey in partial fulfillment of the requirements for the degree of Master of Science Graduate Program in Plant Biology written under the direction of Stephen E. Hart Ph.D. and approved by ________________________ ________________________ ________________________ New Brunswick, New Jersey October, 2011 ABSTRACT OF THE THESIS USE OF MESOTRIONE AT COOL-SEASON TURFGRASS ESTABLISMENT By Katelyn Anne Venner Thesis director: Stephen E. Hart Annual bluegrass is a problematic weed in highly maintained turfgrass environments, and is difficult to control due to its adaptability to highly maintained turfgrass environments and lack of highly effective chemical control options. Mesotrione is a relatively new herbicide which has been found to show some level of control of annual bluegrass, and is safe to use at cool season turfgrass establishment. Thus, mesotrione has potential to be utilized for weed control in cultivated sod production. The objectives of this research were to evaluate mesotrione to determine: 1) tolerance of selected tall fescue cultivars, an important turfgrass species cultivated for sod, to applications of mesotrione; 2) the length of residual of mesotrione versus prodiamine, bensulide and dithiopyr for control of annual bluegrass; and 3) potential of mesotrione to control winter annual broadleaf weeds at Kentucky bluegrass establishment. Tall fescue cultivars were found to be tolerant to mesotrione applications made preemergence and preemergence plus 4 weeks after emergence at higher rates than required for weed control. -
List of Herbicide Groups
List of herbicides Group Scientific name Trade name clodinafop (Topik®), cyhalofop (Barnstorm®), diclofop (Cheetah® Gold*, Decision®*, Hoegrass®), fenoxaprop (Cheetah® Gold* , Wildcat®), A Aryloxyphenoxypropionates fluazifop (Fusilade®, Fusion®*), haloxyfop (Verdict®), propaquizafop (Shogun®), quizalofop (Targa®) butroxydim (Falcon®, Fusion®*), clethodim (Select®), profoxydim A Cyclohexanediones (Aura®), sethoxydim (Cheetah® Gold*, Decision®*), tralkoxydim (Achieve®) A Phenylpyrazoles pinoxaden (Axial®) azimsulfuron (Gulliver®), bensulfuron (Londax®), chlorsulfuron (Glean®), ethoxysulfuron (Hero®), foramsulfuron (Tribute®), halosulfuron (Sempra®), iodosulfuron (Hussar®), mesosulfuron (Atlantis®), metsulfuron (Ally®, Harmony®* M, Stinger®*, Trounce®*, B Sulfonylureas Ultimate Brushweed®* Herbicide), prosulfuron (Casper®*), rimsulfuron (Titus®), sulfometuron (Oust®, Eucmix Pre Plant®*), sulfosulfuron (Monza®), thifensulfuron (Harmony®* M), triasulfuron, (Logran®, Logran® B Power®*), tribenuron (Express®), trifloxysulfuron (Envoke®, Krismat®*) florasulam (Paradigm®*, Vortex®*, X-Pand®*), flumetsulam B Triazolopyrimidines (Broadstrike®), metosulam (Eclipse®), pyroxsulam (Crusader®Rexade®*) imazamox (Intervix®*, Raptor®,), imazapic (Bobcat I-Maxx®*, Flame®, Midas®*, OnDuty®*), imazapyr (Arsenal Xpress®*, Intervix®*, B Imidazolinones Lightning®*, Midas®*, OnDuty®*), imazethapyr (Lightning®*, Spinnaker®) B Pyrimidinylthiobenzoates bispyribac (Nominee®), pyrithiobac (Staple®) C Amides: propanil (Stam®) C Benzothiadiazinones: bentazone (Basagran®, -
Blue Grama Response to Preemergence Herbicides Applied at Seeding S.M
Blue Grama Response to Preemergence Herbicides Applied at Seeding S.M. Andersen* and L.C. Schleicher Department of Horticulture, Forestry, Landscape, and Parks, South Dakota State University ABSTRACT Table 1. Herbicide treatments. Label for blue Blue grama [Bouteloua gracilis (H.B.K.) Lag. ex Steud.] is a warm-season grass Treatment Rate (a.i.) Trt # Common name Formulation kg ha-1 grama use† species that has shown potential as a reduced-input turfgrass. Weed 1 control - - - competition can delay establishment of newly seeded blue grama and reduce 2 siduron 50WP 6.72 No quality of blue grama turf. Greenhouse and field research was conducted in 2006 3 mesotrione 4L 0.27 No and 2007 to evaluate the safety of preemergence herbicides applied directly 4 pendimethalin 3.8EC 1.68 No after seeding blue grama. Blue grama herbicide injury, turf coverage, stand 5 isoxaflutole 4L 0.16 No 6 quinclorac 75D 0.84 No count, and shoot weight were evaluated. Preemergence control of large 7 dithiopyr 40WP 0.28 No crabgrass [Digitaria sanguinalis (L.) Scop.] and common purslane (Portulaca 8 imazapic 2L 0.025 Yes‡ oleracea L.) was also rated. Seeded blue grama exhibited acceptable tolerance 9 simazine 4L 1.12 No to imazapic and metsulfuron-methyl, while moderate susceptibility was 10 metsulfuron-methyl 60D 0.04 No †Source: www.state.sd.us/doa/ observed with both siduron and quinclorac. Mesotrione, pendimethalin, ‡Five leaf stage. isoxaflutole, dithiopyr, and simazine all severely injured blue grama when applied at seeding time. Results from this study indicate that several herbicides may be safely applied preemergence to control problematic weeds during blue grama establishment. -
Detection of 2,4-D and MCPP in the Urine of Dogs Exposed
1 Science of the Total Environment, Jul 1 2013; Epub 2013 Apr 10. PMID: 23584031. Detection of Herbicides in the Urine of Pet Dogs Following Home Lawn Chemical Application Deborah W. Knapp,a,b,* Wendy A. Peer,c Abass Conteh,c Alfred R. Diggs,c Bruce R. Cooper,d Nita W. Glickman,e Patty L. Bonney,a Jane C. Stewart,a Lawrence T. Glickman,e* and Angus S. Murphyc* aDepartment of Veterinary Clinical Sciences, Purdue University, West Lafayette, IN, USA; bPurdue University Center for Cancer Research and Purdue Oncological Sciences Center, West Lafayette, IN, USA; cDepartment of Horticulture and Landscape Architecture, Purdue University, West Lafayette, IN, USA; dBindley Bioscience Center, Purdue University, West Lafayette, IN, USA; and eDepartment of Emergency Medicine, University of North Carolina, Chapel Hill, NC, USA. *Drs. D. Knapp, L. Glickman, and A. Murphy contributed equally as senior investigators on this collaborative project. Corresponding Author: Deborah W. Knapp, Purdue University, Dept. Veterinary Clinical Sciences, 625 Harrison St., West Lafayette, IN 47907-2026. Present addresses for W. Peer, A. Conteh, and A. Murphy: Wendy A. Peer, Department of Environmental Sciences and Technology, University of Maryland, College Park, MD, USA Abass Conteh, Medical Sciences Training Program, Indiana University School of Medicine, Indianapolis, IN, USA Angus S. Murphy, Department of Plant Sciences and Landscape Architecture, University of Maryland, College Park, MD, USA 2 Abstract Exposure to herbicide-treated lawns has been associated with significantly higher bladder cancer risk in dogs. This work was performed to further characterize lawn chemical exposures in dogs, and to determine environmental factors associated with chemical residence time on grass. -
Mecoprop Final V3.1
Science Group report NC/03/12 Attenuation of mecoprop in the subsurface Environment Agency Science Group: Air, Land & Water The Environment Agency is the leading public body protecting and improving the environment in England and Wales. It’s our job to make sure that air, land and water are looked after by everyone in today’s society, so that tomorrow’s generations inherit a cleaner, healthier world. Our work includes tackling flooding and pollution incidents, reducing industry’s impacts on the environment, cleaning up rivers, coastal waters and contaminated land, and improving wildlife habitats. Authors: Published by: J. Thrasher1, P. Morgan2 & S. R. Buss2. 1 Jacobs Gibb, Gibb House, London Road, Reading, RG6 1BL. Environment Agency 2 Rio House Environmental Simulations International Ltd, Priory House, Priory Road, Shrewsbury, SY1 1RU. Waterside Drive, Aztec West Almondsbury, Bristol, BS32 4UD Statement of use: Tel: 01454 624400 Fax: 01454 624409 This report presents a literature review of mecoprop attenuation processes in the subsurface environment. It IC Code: BHST includes summarised rates for biodegradation and sorption reactions from field and laboratory experiments. The © Environment Agency, March 2004 presented data may be used for initial risk-screening, but site-specific data collection is expected where the output All rights reserved. This document may be reproduced with from an initial assessment of pollution risks is indicates that prior permission of the Environment Agency. it is sensitive to mecoprop attenuation parameters. This report is printed on Cyclus Print, a 100% recycled stock, which is 100% post consumer waste and is totally chlorine free. Environment Agency project manager: Water used is treated and in most cases returned to source in Jonathan Smith, Science Group: Air, Land & Water better condition than removed. -
Pesticide Reference Values Comparison Study
Is Protecting Aquatic Life from Pesticides Sufficient to Ensure Human Health Protection in Sources of Drinking Water? Kelly D. Moran, Ph.D., TDC Environmental, LLC Bonny Starr, P.E., Starr Consulting October 1, 2018 Abstract California water and pesticides regulators have long operated under the informal assumption that programs to protect aquatic life from currently used pesticides will also ensure the safety of surface water drinKing water sources. This paper examines the scientific validity of this assumption for the agricultural pesticides in California’s Central Valley by comparing water quality regulatory values and benchmarks (“reference values”) for human health with those for aquatic life. Because numeric water quality criteria and other numeric regulatory values established for water quality protection exist for only a handful of currently used pesticides, the comparison relies heavily on US EPA pesticides human health and aquatic life benchmarks. For acute endpoints, both human health and aquatic life reference values typically use a one-day exposure time frame, but chronic endpoint exposure periods differ, with aquatic life exposure periods (4 to 60 days) usually shorter than human health exposure periods (annual). The evaluation looKed in detail at 301 agricultural pesticides with human health reference values. Of these 301 pesticides, only 46% had aquatic life reference values that were equal to or lower than the human health reference value. For 54% of these pesticides, either no aquatic life reference value existed or the aquatic life reference value was higher than the human health reference value. In these cases, aquatic life protection actions would not suffice to protect human health. -
INSECT, WEED, Anddisease CONTROL in TURFGRASS
SC-039 5/17 WEED,INSECT, and DISEASE CONTROL in TURFGRASS 2017–18 WEED, INSECT, and DISEASE CONTROL in TURFGRASS Editor Casey Reynolds, Assistant Professor and Extension Turfgrass Specialist Authors Casey Reynolds, Assistant Professor and Extension Turfgrass Specialist Matt Elmore, Assistant Professor and Extension Turfgrass Specialist Young-Ki Jo, Associate Professor and Extension Turfgrass Specialist Diane Silcox Reynolds, Post-doctoral Research Associate, Entomology AggieTurf: http://aggieturf.tamu.edu Contents Introduction . 1 Herbicide Mode of Action (MOA) classification . 3 Herbicides for general control of grassy and broadleaf weeds . 4 Preemergence herbicides for grassy and broadleaf weeds . 4 Selective postemergence herbicides . 9 Synthetic auxin postemergence herbicides for broadleaf weeds . 19 Product formulations containing synthetic auxin herbicides . 21 Nonsynthetic auxin postemergence herbicides for broadleaf weeds . 23 Nonselective herbicides for general weed control . 24 Herbicides for commonly occurring weeds . 25 Crabgrass (Digitaria spp ). 25 Goosegrass (Eleusine indica) . 27 Sandbur (Cenchrus spp ). 30 Annual bluegrass (Poa annua L ). 33 Dallisgrass (Paspalum dilatatum Poir ). 39 WEEDS Bermudagrass (Cynodon spp ). 41 Nutsedge (Cyperus spp ). and kyllinga (Kyllinga spp ). 43 Khakiweed and mat chafflower (Alternanthera spp ). 46 Herbicides containing sulfentrazone . 47 Herbicides containing quinclorac . 48 Turfgrass tolerance to postemergence herbicides . 49 Plant growth regulators . 51 Insect pests in turfgrasses . 53 Insecticide Mode of Action (MOA) classification . 55 Insecticides registered for use in turfgrasses . 56 Ants . 56 Armyworms . 58 Billbugs . 61 Black turfgrass ataenius . 63 Chinch bugs . 66 Cutworms . 69 Green June beetles . 72 Mealybugs . 74 Mites . 75 INSECTS Mole crickets . 76 Red imported fire ants . 79 Sod webworms . 81 White grubs . 84 Diseases in Texas turfgrasses . 86 Fungicide Mode of Action (MOA) classification .