(12) United States Patent (10) Patent No.: US 8.487,115 B2 Matsuo (45) Date of Patent: Jul

Total Page:16

File Type:pdf, Size:1020Kb

(12) United States Patent (10) Patent No.: US 8.487,115 B2 Matsuo (45) Date of Patent: Jul US008487115B2 (12) United States Patent (10) Patent No.: US 8.487,115 B2 Matsuo (45) Date of Patent: Jul. 16, 2013 (54) HYDANTOIN DERIVATIVES OF (56) References Cited CYANO-SUBSTITUTED CHRYSANTHEMIC ACD ESTERS AND THEIR USE IN PEST U.S. PATENT DOCUMENTS CONTROL 4,176,189 A * 1 1/1979 Itaya et al. .................... 514/389 (75) Inventor: Noritada Matsuo, Amagasaki (JP) FOREIGN PATENT DOCUMENTS JP 57-158765 A 9, 1982 (73) Assignee: Sumitomo Chemical Company, W. 3. A. 3. Limited, Tokyo (JP) WO WO 2010O87419 A2 * 8, 2010 OTHER PUBLICATIONS (*) Notice: Subject to any disclaimer, the term of this patent is extended or adjusted under 35 Int'l Search Report and Written Opinion issued Jun. 17, 2011 in Int’l U.S.C. 154(b) by 0 days. Application No. PCT/JP2011/057504. Tomlin, “473 imiprothrin'. The e-Pesticide Manual, Version 4.0, pp. 1-2 (Jul. 1, 2006). (21) Appl. No.: 13/637,788 Int’l Preliminary Report on Patentability issued Oct. 2, 2012 in Int’l Application No. PCT/JP2011/057504. (22) PCT Filed: Mar. 18, 2011 * cited by examiner (86). PCT No.: PCT/UP2011/057504 Primary Examiner — Joseph K. McKane S371 (c)(1), Assistant Examiner — Amanda L. Aguirre (2), (4) Date: Dec. 12, 2012 (74) Attorney, Agent, or Firm — Panitch Schwarze Belisario & Nadel LLP (87) PCT Pub. No.: WO2011/122509 (57) ABSTRACT PCT Pub. Date: Oct. 6, 2011 An ester compound represented by formula (1): wherein R represents hydrogen or methyl, R' represents hydrogen or (65) Prior Publication Data C1-C4 alkyl, andR represents hydrogen or C1-C4 alkyl; has US 2013/0090363 A1 Apr. 11, 2013 an excellent pest control effect and is therefore useful as an active ingredient of a pest control agent. (30) Foreign Application Priority Data Mar. 31, 2010 (JP) ................................. 2010-08 1657 O H3C CH3 R3 R4 (51) Int. Cl. AOIN 53/00 (2006.01) l 5 C07D 233/72 (2006.01) e1) \ CHEC R (52) U.S. Cl. USPC ...................... 548/319.5: 548/318.5: 514/389 is, O O YN (58) Field of Classification Search USPC ............................................ 548/3001: 334.5 See application file for complete search history. 30 Claims, No Drawings US 8,487,115 B2 1. 2 HYDANTON DERVATIVES OF 5 The ester compound according to 1, wherein a relative CYANO-SUBSTITUTED CHRYSANTHEMIC configuration of the Substituent of the 1'-position existing on ACDESTERS AND THEIR USE IN PEST the Substituent at the 3-position of the cyclopropane ring is CONTROL Z-configuration in formula (1): 6The ester compound according to 1, wherein an absolute CROSS-REFERENCE TO RELATED configuration of the 1-position of the cyclopropane ring is an APPLICATION R configuration and a relative configuration of the Substituent of the 1'-position existing on the substituent at the 3-position This application is a Section 371 of International Applica of the cyclopropane ring is Z-configuration in formula (1): tion No. PCT/JP2011/057504, filed Mar 18, 2011, which was 10 7The ester compound according to 1, wherein an absolute published in the English language on Oct. 6, 2011, under configuration of the 1-position of the cyclopropane ring is an International Publication No. WO 2011/122509 A1, and the R configuration, a relative configuration of the Substituent at disclosure of which is incorporated herein by reference. the 1-position of the cyclopropane ring and the Substituent at 15 the 3-position of the cyclopropane ring is a trans configura TECHNICAL FIELD tion, and a relative configuration of the substituent of the 1'-position existing on the substituent at the 3-position of the The present invention relates to an ester compound and use cyclopropane ring is Z-configuration in formula (1): thereof. 8. The ester compound according to any one of 1 to 7. wherein R is hydrogen in formula (1): BACKGROUND ART 9. The ester compound according to any one of 1 to 7. wherein R is hydrogen or methyl in formula (1): Heretofore, various compounds have been synthesized so 10 The ester compound according to any one of 1 to 7. as to control pests. For example, a certain ester compound is wherein R is hydrogen in formula (1): described in JP-A-57-158765. 25 11 The ester compound according to any one of 1 to 7. wherein R is methyl in formula (1): DISCLOSURE OF INVENTION 12 The ester compound according to any one of 1 to 7. wherein R is hydrogen in formula (1): An object of the present invention is to provide a novel 13 The ester compound according to any one of 1 to 7. compound having an excellent pest control effect. 30 wherein R is hydrogen and R is hydrogen or methyl in The present inventors have intensively studied and found formula (1): that an ester compound represented by formula (1) shown 14 The ester compound according to any one of 1 to 7. below has an excellent pest control effect, and led to the wherein R is hydrogen and R is hydrogen in formula (1): present invention. 15 The ester compound according to any one of 1 to 7. That is, the present invention is directed to the following 35 wherein R is hydrogen and R is methyl in formula (1): invention: 16. The ester compound according to any one of 1 to 7. 1. An ester compound represented by formula (1): wherein R is hydrogen and R is hydrogen in formula (1): 17 The ester compound according to any one of 1 to 7. 40 wherein R is hydrogen or methyl, and R is hydrogen in formula (1): 18 The ester compound according to any one of 1 to 7. wherein R is hydrogen and R is hydrogen in formula (1): 19. The ester compound according to any one of 1 to 7. 45 wherein R is methyl and R is hydrogen in formula (1): e1) - \ 3 ci 20. The ester compound according to any one of 1 to 7. N.Y. O wherein R is hydrogen, R is hydrogen or methyl, and R is hydrogen in formula (1): 21. The ester compound according to any one of 1 to 7. wherein R represents hydrogen or methyl, R' represents 50 wherein R is hydrogen, Rishydrogen, and Rishydrogenin hydrogen or C1-C4 alkyl, and R represents hydrogen or formula (1): C1-C4 alkyl 22 The ester compound according to any one of 1 to 7. (hereinafter referred to as the compound of the present inven wherein R is hydrogen, R is methyl; and R is hydrogen in tion); formula (1): 2 The ester compound according to 1, wherein a relative 55 23 A pest control agent comprising the ester compound configuration of the Substituent at the 1-position of the cyclo according to any one of 1 to 22 and an inert barrier; propane ring and the Substituent at the 3-position of the cyclo 24A method of controlling pests, which comprises a step of propane ring is a trans configuration in formula (1); applying an effective amount of the ester compound accord 3 The ester compound according to 1, wherein an absolute ing to any one of 1 to 22 to pests or a place where pests configuration of the 1-position of the cyclopropane ring is an 60 habitat; R configuration in formula (1): 25 A method of controlling pests, which comprises the step 4The ester compound according to 1, wherein an absolute of applying an effective amount of the ester compound configuration of the 1-position of the cyclopropane ring is an according to any one of 1 to 22 to cockroaches or a place R configuration, and a relative configuration of the Substitu where cockroaches inhabits: ent at the 1-position of the cyclopropane ring and the Sub 65 26. The method of controlling pests according to 25. stituent at the 3-position of the cyclopropane ring is a trans wherein the cockroach is American cockroach (Periplaneta configuration in formula (1): Americana); US 8,487,115 B2 3 4 27 The method of controlling pests according to 25, Substituent at the 1-position of the cyclopropane ring and the wherein the cockroach is German cockroach (Blattella ger Substituent at the 3-position of the cyclopropane ring is a trans manica); configuration, and a relative configuration of the Substituent 28 A method of controlling pests, which comprises a step of of the 1'-position existing on the substituent at the 3-position spraying an effective amount of the ester compound accord 5 of the cyclopropane ring is Z-configuration. ing to any one of 1 to 22 to cockroaches or a place where Anester compound represented by formula (1) in which R is cockroaches inhabit; hydrogen. 29. The method of controlling pests according to 28. An ester compound represented by formula (1) in which a wherein the cockroach is American cockroach (Periplaneta relative configuration of the substituent at the 1-position of 10 the cyclopropane ring and the Substituent at the 3-position of Americana); the cyclopropane ring is a trans configuration, and R is 30 The method of controlling pests according to 28. hydrogen. wherein the cockroach is German cockroach (Blattella ger An ester compound represented by formula (1) in which an manica). absolute configuration of the 1-position of the cyclopropane The compound of the present invention has an excellent 15 ring is an R configuration, and R is hydrogen. pest control effect and is therefore useful as an active ingre An ester compound represented by formula (1) in which an dient of a pest control agent. absolute configuration of the 1-position of the cyclopropane In the compound of the present invention, there are isomers ring is an R configuration, a relative configuration of the derived from two asymmetric carbon atoms at the 1-position Substituent at the 1-position of the cyclopropane ring and the and the 3-position on the cyclopropane ring, and isomers Substituent at the 3-position of the cyclopropane ring is a trans derived from the double bond present in the substituent at the configuration, and R is hydrogen.
Recommended publications
  • Historical Perspectives on Apple Production: Fruit Tree Pest Management, Regulation and New Insecticidal Chemistries
    Historical Perspectives on Apple Production: Fruit Tree Pest Management, Regulation and New Insecticidal Chemistries. Peter Jentsch Extension Associate Department of Entomology Cornell University's Hudson Valley Lab 3357 Rt. 9W; PO box 727 Highland, NY 12528 email: [email protected] Phone 845-691-7151 Mobile: 845-417-7465 http://www.nysaes.cornell.edu/ent/faculty/jentsch/ 2 Historical Perspectives on Fruit Production: Fruit Tree Pest Management, Regulation and New Chemistries. by Peter Jentsch I. Historical Use of Pesticides in Apple Production Overview of Apple Production and Pest Management Prior to 1940 Synthetic Pesticide Development and Use II. Influences Changing the Pest Management Profile in Apple Production Chemical Residues in Early Insect Management Historical Chemical Regulation Recent Regulation Developments Changing Pest Management Food Quality Protection Act of 1996 The Science Behind The Methodology Pesticide Revisions – Requirements For New Registrations III. Resistance of Insect Pests to Insecticides Resistance Pest Management Strategies IV. Reduced Risk Chemistries: New Modes of Action and the Insecticide Treadmill Fermentation Microbial Products Bt’s, Abamectins, Spinosads Juvenile Hormone Analogs Formamidines, Juvenile Hormone Analogs And Mimics Insect Growth Regulators Azadirachtin, Thiadiazine Neonicotinyls Major Reduced Risk Materials: Carboxamides, Carboxylic Acid Esters, Granulosis Viruses, Diphenyloxazolines, Insecticidal Soaps, Benzoyl Urea Growth Regulators, Tetronic Acids, Oxadiazenes , Particle Films, Phenoxypyrazoles, Pyridazinones, Spinosads, Tetrazines , Organotins, Quinolines. 3 I Historical Use of Pesticides in Apple Production Overview of Apple Production and Pest Management Prior to 1940 The apple has a rather ominous origin. Its inception is framed in the biblical text regarding the genesis of mankind. The backdrop appears to be the turbulent setting of what many scholars believe to be present day Iraq.
    [Show full text]
  • Neuroactive Insecticides: Targets, Selectivity, Resistance, and Secondary Effects
    EN58CH06-Casida ARI 5 December 2012 8:11 Neuroactive Insecticides: Targets, Selectivity, Resistance, and Secondary Effects John E. Casida1,∗ and Kathleen A. Durkin2 1Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy, and Management, 2Molecular Graphics and Computational Facility, College of Chemistry, University of California, Berkeley, California 94720; email: [email protected], [email protected] Annu. Rev. Entomol. 2013. 58:99–117 Keywords The Annual Review of Entomology is online at acetylcholinesterase, calcium channels, GABAA receptor, nicotinic ento.annualreviews.org receptor, secondary targets, sodium channel This article’s doi: 10.1146/annurev-ento-120811-153645 Abstract Copyright c 2013 by Annual Reviews. Neuroactive insecticides are the principal means of protecting crops, people, All rights reserved livestock, and pets from pest insect attack and disease transmission. Cur- ∗ Corresponding author rently, the four major nerve targets are acetylcholinesterase for organophos- phates and methylcarbamates, the nicotinic acetylcholine receptor for neonicotinoids, the γ-aminobutyric acid receptor/chloride channel for by Public Health Information Access Project on 04/29/14. For personal use only. Annu. Rev. Entomol. 2013.58:99-117. Downloaded from www.annualreviews.org polychlorocyclohexanes and fiproles, and the voltage-gated sodium channel for pyrethroids and dichlorodiphenyltrichloroethane. Species selectivity and acquired resistance are attributable in part to structural differences in binding subsites, receptor subunit interfaces, or transmembrane regions. Additional targets are sites in the sodium channel (indoxacarb and metaflumizone), the glutamate-gated chloride channel (avermectins), the octopamine receptor (amitraz metabolite), and the calcium-activated calcium channel (diamides). Secondary toxic effects in mammals from off-target serine hydrolase inhibi- tion include organophosphate-induced delayed neuropathy and disruption of the cannabinoid system.
    [Show full text]
  • The Effectiveness of a Pyriprole \(125 Mg/Ml\) and a Metaflumizone \(150
    Article available at http://www.parasite-journal.org or http://dx.doi.org/10.1051/parasite/2008151093 THE EFFECTIVENESS OF A PYRIPROLE (125 MG/ML) AND A METAFLUMIZONE (150 MG/ML) COMBINED WITH AMITRAZ (150 MG/ML) SPOT-ON TREATMENT IN PREVENTING PHLEBOTOMUS PERNICIOSUS FROM FEEDING ON DOGS THOMAS C.*, ROQUES M.* & FRANC M.* Summary: Résumé : PYRIPROLE ET ASSOCIATION MÉTAFLUMIZONE-AMITRAZ : ÉTUDE DE L’ACTIVITÉ ANTI-GORGEMENT VIS-À-VIS DE PHLEBOTOMUS A controlled clinical trial was performed to assess the effectiveness PERNICIOSUS SUR LE CHIEN TRAITÉ PAR CES FORMULATIONS SPOT-ON of a pyriprole (125 mg/ml) and a metaflumizone (150 mg/ml) combined with amitraz (150 mg/ml) spot-on treatment Cet essai avait pour but d’étudier l’efficacité de deux spot-on (recommended dosage) in preventing adult female sandflies destinés au chien – pyriprole (125 mg/ml) et métaflumizone (Phlebotomus perniciosus) from feeding on dogs. Sandfly mortality (150 mg/ml) associée à l’amitraz (150 mg/ml) – sur les was also assessed. Twelve beagle dogs were used in the study. phlébotomes (effet létal et effet antigorgement). 12 chiens ont été Prior to treatment they were checked for their attractiveness to sand- utilisés. Ils ont été répartis en trois lots de quatre en fonction de flies, ranked accordingly to generate partner triplets of equivalent leur attractivité pour les femelles de phlébotomes. Un lot a été sensitivity to sandflies: four control dogs, four treated with the traité avec le spot-on au pyriprole, un lot avec la métaflumizone pyriprole and four with the metaflumizone spot-on. The dogs were associée à de l’amitraz, le dernier lot étant le lot témoin non challenged with 50 unfed adult female sandflies (8-10 days old), traité.
    [Show full text]
  • Manual for Certificate Course on Plant Protection & Pesticide Management
    Manual for Certificate Course on Plant Protection & Pesticide Management (for Pesticide Dealers) For Internal circulation only & has no legal validity Compiled by NIPHM Faculty Department of Agriculture , Cooperation& Farmers Welfare Ministry of Agriculture and Farmers Welfare Government of India National Institute of Plant Health Management Hyderabad-500030 TABLE OF CONTENTS Theory Practical CHAPTER Page No. class hours hours I. General Overview and Classification of Pesticides. 1. Introduction to classification based on use, 1 1 2 toxicity, chemistry 2. Insecticides 5 1 0 3. fungicides 9 1 0 4. Herbicides & Plant growth regulators 11 1 0 5. Other Pesticides (Acaricides, Nematicides & 16 1 0 rodenticides) II. Pesticide Act, Rules and Regulations 1. Introduction to Insecticide Act, 1968 and 19 1 0 Insecticide rules, 1971 2. Registration and Licensing of pesticides 23 1 0 3. Insecticide Inspector 26 2 0 4. Insecticide Analyst 30 1 4 5. Importance of packaging and labelling 35 1 0 6. Role and Responsibilities of Pesticide Dealer 37 1 0 under IA,1968 III. Pesticide Application A. Pesticide Formulation 1. Types of pesticide Formulations 39 3 8 2. Approved uses and Compatibility of pesticides 47 1 0 B. Usage Recommendation 1. Major pest and diseases of crops: identification 50 3 3 2. Principles and Strategies of Integrated Pest 80 2 1 Management & The Concept of Economic Threshold Level 3. Biological control and its Importance in Pest 93 1 2 Management C. Pesticide Application 1. Principles of Pesticide Application 117 1 0 2. Types of Sprayers and Dusters 121 1 4 3. Spray Nozzles and Their Classification 130 1 0 4.
    [Show full text]
  • Genetically Modified Baculoviruses for Pest
    INSECT CONTROL BIOLOGICAL AND SYNTHETIC AGENTS This page intentionally left blank INSECT CONTROL BIOLOGICAL AND SYNTHETIC AGENTS EDITED BY LAWRENCE I. GILBERT SARJEET S. GILL Amsterdam • Boston • Heidelberg • London • New York • Oxford Paris • San Diego • San Francisco • Singapore • Sydney • Tokyo Academic Press is an imprint of Elsevier Academic Press, 32 Jamestown Road, London, NW1 7BU, UK 30 Corporate Drive, Suite 400, Burlington, MA 01803, USA 525 B Street, Suite 1800, San Diego, CA 92101-4495, USA ª 2010 Elsevier B.V. All rights reserved The chapters first appeared in Comprehensive Molecular Insect Science, edited by Lawrence I. Gilbert, Kostas Iatrou, and Sarjeet S. Gill (Elsevier, B.V. 2005). All rights reserved. No part of this publication may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopy, recording, or any information storage and retrieval system, without permission in writing from the publishers. Permissions may be sought directly from Elsevier’s Rights Department in Oxford, UK: phone (þ44) 1865 843830, fax (þ44) 1865 853333, e-mail [email protected]. Requests may also be completed on-line via the homepage (http://www.elsevier.com/locate/permissions). Library of Congress Cataloging-in-Publication Data Insect control : biological and synthetic agents / editors-in-chief: Lawrence I. Gilbert, Sarjeet S. Gill. – 1st ed. p. cm. Includes bibliographical references and index. ISBN 978-0-12-381449-4 (alk. paper) 1. Insect pests–Control. 2. Insecticides. I. Gilbert, Lawrence I. (Lawrence Irwin), 1929- II. Gill, Sarjeet S. SB931.I42 2010 632’.7–dc22 2010010547 A catalogue record for this book is available from the British Library ISBN 978-0-12-381449-4 Cover Images: (Top Left) Important pest insect targeted by neonicotinoid insecticides: Sweet-potato whitefly, Bemisia tabaci; (Top Right) Control (bottom) and tebufenozide intoxicated by ingestion (top) larvae of the white tussock moth, from Chapter 4; (Bottom) Mode of action of Cry1A toxins, from Addendum A7.
    [Show full text]
  • Draft Product Performance Test Guidelines OCSPP 810.3300
    United States Office of Chemical Safety EPA 712-[insert number] Environmental Protection and Pollution Prevention [DRAFT DATE 4/4/19] Agency (7101) Draft Product Performance Test Guidelines OCSPP 810.3300: Treatments Topically Applied to Pets to Control Certain Invertebrate Ectoparasitic Pests NOTICE This guideline is one of a series of test guidelines established by the Office of Chemical Safety and Pollution Prevention (OCSPP) [formerly the Office of Prevention, Pesticides and Toxic Substances (OPPTS) prior to April 22, 2010], United States Environmental Protection Agency (US EPA) for use in testing pesticides and chemical substances to develop data for submission to the agency under the Toxic Substances Control Act (TSCA) (15 U.S.C. 2601, et seq.), the Federal Insecticide, Fungicide and Rodenticide Act (FIFRA) (7 U.S.C. 136, et seq.), and section 408 of the Federal Food, Drug and Cosmetic (FFDCA) (21 U.S.C. 346a), referred to hereinafter as the harmonized test guidelines. The OCSPP test guidelines serve as a compendium of accepted scientific methodologies for research intended to provide data to inform regulatory decisions under TSCA, FIFRA, and/or FFDCA. This document provides guidance for conducting appropriate tests, and is also used by EPA, the public, and the companies that are required to submit data under FIFRA. These guidelines are not binding on either EPA or any outside parties, and the EPA may depart from them where circumstances warrant and without prior notice. The methods described in these guidelines are strongly recommended for generating the data that are the subject of the guidelines, but EPA recognizes that departures may sometimes be appropriate.
    [Show full text]
  • ESCCAP Guidelines Final
    ESCCAP Malvern Hills Science Park, Geraldine Road, Malvern, Worcestershire, WR14 3SZ First Published by ESCCAP 2012 © ESCCAP 2012 All rights reserved This publication is made available subject to the condition that any redistribution or reproduction of part or all of the contents in any form or by any means, electronic, mechanical, photocopying, recording, or otherwise is with the prior written permission of ESCCAP. This publication may only be distributed in the covers in which it is first published unless with the prior written permission of ESCCAP. A catalogue record for this publication is available from the British Library. ISBN: 978-1-907259-40-1 ESCCAP Guideline 3 Control of Ectoparasites in Dogs and Cats Published: December 2015 TABLE OF CONTENTS INTRODUCTION...............................................................................................................................................4 SCOPE..............................................................................................................................................................5 PRESENT SITUATION AND EMERGING THREATS ......................................................................................5 BIOLOGY, DIAGNOSIS AND CONTROL OF ECTOPARASITES ...................................................................6 1. Fleas.............................................................................................................................................................6 2. Ticks ...........................................................................................................................................................10
    [Show full text]
  • A European Field Assessment of the Efficacy of Fluralaner (Bravecto®) Chewable and Spot-On Formulations for Treatment of Dogs W
    Petersen et al. Parasites Vectors (2020) 13:304 https://doi.org/10.1186/s13071-020-04159-2 Parasites & Vectors RESEARCH Open Access A European feld assessment of the efcacy of furalaner (Bravecto®) chewable and spot-on formulations for treatment of dogs with generalized demodicosis Ivo Petersen1*, Rafael Chiummo1, Eva Zschiesche1, Joanna Karas‑Tecza2, Dhimiter Rapti3, Rainer Roepke1 and Emmanuel Thomas1 Abstract Background: Recent reports indicate that the isoxazoline compounds have the potential to provide safe and efec‑ tive treatment of canine generalized demodicosis, a condition that has been traditionally difcult to cure. Controlled feld studies are needed to confrm this potential. A study was therefore initiated to investigate the efcacy of a single oral or spot‑on treatment with furalaner, an isoxazoline, compared with multiple topical treatments with imidaclo‑ prid‑moxidectin, in dogs naturally afected by generalized demodicosis. Methods: Veterinary clinics in 5 European countries enrolled 134 dogs diagnosed with generalized demodicosis. Dogs were randomized to treatment with either furalaner chewables, furalaner spot‑on, or topical imidacloprid‑ moxidectin in a 2:2:1 ratio. Both furalaner formulations were administered once, at the approved dose rate, on Day 0. Imidacloprid‑moxidectin was administered per label on Day 0, and every 4 weeks, more frequently if necessary. At each visit (Days 0, 28, 56, 84), dogs were monitored for demodectic mites using deep skin scrapings and observed for health and for severity of skin lesions. Treatment was considered efcacious if more than 90% of the dogs were free of live mites at both Days 56 and 84. Results: Of 124 dogs completing the study, 57 were diagnosed with juvenile‑onset demodicosis and 67 with the adult‑ onset form.
    [Show full text]
  • Flea and Tick Control Productsa
    Flea and Tick Control Products a Product Manufacturer Active Ingredient(s) Parasite b Minimum Route of Age/Weight Administration Dogs Advantage Bayer Animal Health Imidacloprid Fleas 7 weeks Topical Advantage Multi for Dogs Bayer Animal Health Imidacloprid, moxidectin Fleas 7 weeks/3 lb Topical Capstar Novartis Animal Health Nitenpyram Fleas 4 weeks/2 lb Tablet Comfortis Eli Lilly and Company Spinosad Fleas 14 weeks Chewable tablet Frontline Plus for Dogs Merial Fipronil, S-methoprene Fleas and ticks 8 weeks Topical Frontline Spray Merial Fipronil Fleas and ticks 8 weeks Spray Frontline Top Spot for Dogs Merial Fipronil Fleas and ticks 8 weeks Topical K9 Advantix Bayer Animal Health Imidacloprid, permethrin Fleas and ticks 7 weeks Topical Program Flavor Tabs Novartis Animal Health Lufenuron Fleas 4 weeks Tablet ProMeris for Dogs Fort Dodge Animal Health Metaflumizone, amitraz Fleas and ticks 8 weeks Topical Proticall Insecticide Schering-Plough Permethrin Fleas and ticks 4 weeks Topical for Dogs Animal Health Revolution Pfizer Animal Health Selamectin Fleas and one tick 6 weeks Topical Sentinel Flavor Tabs Novartis Animal Health Milbemycin oxime, Fleas 4 weeks/2 lb Tablet lufenuron Vectra 3D Summit VetPharm Dinotefuran, permethrin, Fleas and ticks 7 weeks Topical pyriproxyfen Virbac Long-Acting Virbac Animal Health Permethrin, pyriproxyfen Fleas and ticks 6 months Spray KnockOut Spray Virbac Pyrethrin Dip Virbac Animal Health Pyrethrins, piperonyl Fleas and ticks 12 weeks Dip butoxide, N-octyl bicycloheptene dicarboximide, dipropyl isocinchomeronate
    [Show full text]
  • Hazardous Materials List
    Hazardous Materials List Version: 1.12.2016 v 1.4 All agrochemicals, especially pesticides, can be potentially hazardous in some form or other to human and animal health as well as to the environment and therefore should be used only under caution. Fairtrade International recommends the use of other methods like proper choice of crops and varieties, suitable cultivation practices and biological material for pest, before a chemical pesticide is used for pest control. The Hazardous Materials List (HML) is divided in three lists: the Red List, the Orange List and the Yellow List. Red List: The Red List is a ‘prohibited’ list and includes materials that must not be used on Fairtrade products. Orange List: The Orange List is a ‘restricted’ List and includes materials that may be used under conditions specified in this document thus restricting their use. The use of materials in this list will be monitored by Fairtrade International. Operators should be aware that some of these materials are to be phased out by 30 June 2020 or by 30 June 2022 as indicated in the list. The other materials in the list may eventually be prohibited and are encouraged to abandon their use. Yellow List: The Yellow List is a ‘flagged’ list and includes materials which are flagged for being hazardous and should be used under extreme caution. Fairtrade International will be monitoring the classification of these materials by international bodies like PAN, WHO and FAO, and materials may be prohibited in the future. Operators are encouraged to abandon their use. Classification of materials in the HML The Hazardous Materials List includes materials that are identified as Highly Hazardous as defined in the Code of Conduct on Pesticide Management adopted by FAO and WHO in 2013.
    [Show full text]
  • EPA and FDA Flea Products — by Mark Grossman & Carol Foil, Copyright VETERINARY INFORMATION NETWORK ® Updated 07/23/08
    EPA and FDA Flea Products — by Mark Grossman & Carol Foil, Copyright VETERINARY INFORMATION NETWORK® Updated 07/23/08 ACTIVE DOSAGE / PRODUCT SPECIES / MIN. AGE EFFECTS COMMENTS INGREDIENTS ADMINISTRATION Dogs 4 weeks By Prescripton Only Program / Sentinel Lufenuron Oral monthly; Prevents Egg Hatching (Sentinel prescription; Program OTC); Cats 6 weeks Cat injectable q 6 mos Oral forms must be given with food Fipronil Dogs 8 weeks Kills fleas within 48 hrs; Prevents Egg Frontline Plus Monthly Spot-On EPA-registered pesticide s-Methoprene Hatching; Kills ticks Cats 8 weeks Dogs 7 weeks Monthly spot-On; EPA-registered pesticide Rapid action; Advantage Imidacloprid Kills fleas within 12 hours can be used weekly shampoo wash off* Cats 8 weeks Dogs 7 weeks FDA Prescription Drug; heartworms, Kills fleas within 12 hours; Prevents Imidacloprid intestinal worms, ear mites; scabicidal; Advantage Multi Cats 9 weeks Monthly Spot-On heartworms, intestinal worms, Kills ear Moxidectin may have Demodex efficacy; imidacloprid Don’t use dog mites; Kills scabies mites; may kill Demodex shampoo wash-off* product on cats Caution with cat indirect Imidacloprid Kills fleas within 12 hours; Kills & repels K9 Advantix Dogs 7 weeks Monthly Spot-On exposure; imidacloprid shampoo Permethrin ticks; repels mosquitoes wash-off* Kills fleas within 48 hours; Rapidly stops egg Dogs 8 weeks production; Prevents heartworms; Kills ear FDA prescription drug; Slow to maximum kill for Revolution Selamectin Monthly Spot-On mites, scabies (and other related mites), Kills adult
    [Show full text]
  • Household Insects – Homeowners ` CAUTION: All Insecticides Are Toxic to Some Degree; Therefore, Care Should Be Exercised in Their Use
    Household Insects – Homeowners ` CAUTION: All insecticides are toxic to some degree; therefore, care should be exercised in their use. The manufacturer’s directions on the label in the use of the material must be followed explicitly. Insect Threats Insecticides and Treatment* Remarks Ants Feed on foods and Baits (active ingredient and Remove food and clean up the area. Place (several may damage product): bait where ants occur or congregate. May species) clothing; may also sodium tetraborate decahydrate use several different baits at the same time sting, causing severe (Amdro Kills Ants Liquid Bait, Terro to discover one that ants will consume. reaction to some Liquid Ant Baits); Care should be taken not to contaminate people. hydramethylnon (Amdro Kills Ants foodstuffs. Also treat nests in yard. Follow Bait Stations and Stakes); label. orthoboric acid (Terro Perimeter Ant Bait); fipronil (Combat Max Ant Killing Bait Stations and Gel); abamectin (Raid Max Double Control Ant Baits, Raid Ant Baits III); dinotefuran (Hot Shot Ultra Clear Roach & Ant Gel Bait, Hot Shot Ultra Liquid Ant Bait); spinosad (Ortho Home Defense Liquid Ant Bait); thiamethoxam (Raid Precision Placement Ant Bait Gel) Crack and crevices: Follow label. prallethrin, esfenvalerate, pyrethrins, pyrethrum, permethrin, tetra- methrin, phenothrin, beta-cyfluthrin, cyfluthrin Indoor space: prallethrin, esfenvalerate, pyrethrins, pyrethrum, permethrin, tetramethrin, phenothrin, cyfluthrin, bifenthrin Outdoor barrier: prallethrin, esfenvalerate, permethrin, beta-cyfluthrin, cyfluthrin, bifenthrin, malathion, carbaryl Outdoor broadcast: hydramethylnon, pyriproxyfen, beta-cyfluthrin, esfenvalerate, bifenthrin, cyfluthrin, malathion, carbaryl *Labels on insecticides should state “material may be used in the household” and should be registered by the EPA for that purpose. Household Insects – Homeowners ` CAUTION: All insecticides are toxic to some degree; therefore, care should be exercised in their use.
    [Show full text]