DOCSLIB.ORG

Hydrazone Compounds, Processes for Their Production, Intermediates Useful for Their Production and Pesticidal Compositions Containing Them

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Hydrazone Compounds, Processes for Their Production, Intermediates Useful for Their Production and Pesticidal Compositions Containing Them Europaisches Patentamt J European Patent Office © Publication number: 0 500 111 A2 Office europeen des brevets © EUROPEAN PATENT APPLICATION © Application number: 92102869.2 © int. CIA C07C 251/88, A01N 35/10, C07C 257/22, A01 N 37/52, @ Date of filing: 20.02.92 C07C 309/66, C07C 257/06, C07C 281/04, C07C 49/76, C07C 49/80, C07C 49/807 ® Priority: 22.02.91 JP 114191/91 Sangyo Kaisha Ltd Chuo Kenkyusho, 3-1, Nishi-shibukawa @ Date of publication of application: 2-chome 26.08.92 Bulletin 92/35 Kusatsu-shi, Shiga-ken(JP) Inventor: Sasaki, Hiroshi, c/o Ishihara Sangyo © Designated Contracting States: Kaisha Ltd. AT BE CH DE DK ES FR GB GR IT LI LU MC Chuo Kenkyusho, 3-1, Nishi-shibukawa NL PT SE 2-chome Kusatsu-shi, Shiga-ken(JP) © Applicant: ISHIHARA SANGYO KAISHA, LTD. Inventor: Morita, Masayuki, c/o Ishihara No. 3-22, Edobori 1-chome Sangyo Kaisha Ltd. Nishi-ku Osaka(JP) Chuo Kenkyusho, 3-1, Nishi-shibukawa 2-chome @ Inventor: Toki, Tadaaki, c/o Ishihara Sangyo Kusatsu-shi, Shiga-ken(JP) Kaisha Ltd. Inventor: Yoneda, Tetsuo, c/o Ishihara Chuo Kenkyusho, 3-1, Nishi-shibukawa Sangyo Kaisha Ltd. 2-chome Chuo Kenkyusho, 3-1, Nishi-shibukawa Kusatsu-shi, Shiga-ken(JP) 2-chome Inventor: Koyanagi, Toru, c/o Ishihara Sangyo Kusatsu-shi, Shiga-ken(JP) Kaisha Ltd. Chuo Kenkyusho, 3-1, Nishi-shibukawa 2-chome © Representative: Wachtershauser, Gunter, Dr. Kusatsu-shi, Shiga-ken(JP) Tal 29 Inventor: Yoshida, Kiyomitsu, c/o Ishihara W-8000 Munchen 2(DE) © Hydrazone compounds, processes for their production, intermediates useful for their production and pesticidal compositions containing them. CM © The present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of the formula (II-5), a pesticidal composition containing said hydrazone compound or its salt as the active ingredient, and a pesticidal method of applying an effective amount thereof: o Q_ Rank Xerox (UK) Business Services 2 EP 0 500 1 1 1 A2 The present invention relates to hydrazone compounds, processes for their production, intermediates useful for their production, pesticidal compositions and pesticidal methods. Hydrazone compounds are disclosed, for example, in Japanese Examined Patent Publication No. 16410/1975 and EP 3,91 3A, EP 26.040A, EP 254,461 A and EP 355.832A. However, compounds of the 5 present invention represented by the after-mentioned formula (I) are not disclosed in these references. The present invention provides a hydrazone compound of the formula (I) or its salt: R5 w 15 wherein each of R1, R2 and R+, which are independent of one another, is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydroxyl group, a trialkylsilyl group, an alkyl group which may be substituted, a cycloalkyl group which may be substituted, an alkoxy group which may be substituted, an alkylthio group which may be substituted, a carboxyl group which may be substituted, an aryl group which 20 may be substituted, or an aryloxy group which may be substituted, R3 is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a hydroxyl group, an alkyl group which may be substituted, a cycloalkyl group which may be substituted, an alkoxy group which may be substituted, an alkylthio group which may be substituted, a carboxyl group which may be substituted, X1S02NH-, Y?C02-, X3SO- X+S02-, X^SCvor (XGY1)2P( = Y2)Y3-, and each of R5 and RG, which are independent of each other, is a hydrogen atom, an 25 alkyl group which may be substituted, X7CO-, X8OCO-, X9S02-, a carbamoyl group which may be substituted, an alkenyl group which may be substituted, an alkynyl group which may be substituted, or a heteroaryl group which may be substituted, or R5 and RG together form =CR7R8, wherein each of X1, X2, X3, X+, X5, Xs and X9, which are independent of one another, is an alkyl group which may be substituted, an alkoxy group which may be substituted, an alkenyl group which may be substituted, or an aryl group 30 which may be substituted, X6 is an alkyl group which may be substituted, an alkenyl group which may be substituted, or an aryl group which may be substituted, X7 is a hydrogen atom, an alkyl group which may be substituted, an alkenyl group which may be substituted, or an aryl group which may be substituted, each of Yi , Y2 and Y3, which are independent of one another, is an oxygen atom or a sulfur atom, and each of R7 and R8, which are independent of each other, is a hydrogen atom, an alkyl group which may be 35 substituted, a cycloalkyl group which may be substituted, an alkoxy group which may be substituted, an alkenyl group which may be substituted, an aryl group which may be substituted, an amino group which may be substituted, or a cyclic amino group which may be substituted, provided that the following cases (1) to (10) are excluded: (1) a case where R3 and R+ are simultaneously hydrogen atoms, 40 (2) a case where at least one of R5 and RG is an unsubstituted carbamoyl group, (3) a case where at least one of R1, R2, R3 and R+ is a nitro group, (4) a case where R2, R+ and R5 are hydrogen atoms, RG is an ethoxycarbonyl group, and at least one of R1 and R3 is a p-methoxy group, (5) a case where R1, R2, R+ and R5 are hydrogen atoms, R3 is a p-tert-butyl group, and RG is an 45 ethoxycarbonyl group, (6) a case where R1, R2 and R+ are hydrogen atoms, R3 is a p-fluorine atom, R5 is an isopropyl group, and RG is a hydrogen atom or an acetyl group, (7) a case where R1, R2, R+, R5 and RG are hydrogen atoms, and R3 is a p-chlorine atom, (8) a case where R7 is an unsubstituted phenyl group, and R8 is a benzyl group which may be 50 substituted, (9) a case where R1, R2 and R3 are methoxy groups, R+ is a hydrogen atom, and R5 and RG are methyl groups, and (10) a case where R5 is a hydrogen atom, and RG is a phenylsulfonyl group which may be substituted, and a process for its production. 55 The present invention also provides an intermediate of the formula (II-5): 3 EP 0 500 1 1 1 A2 (H-5) 5 w wherein each of R12, R13, RH and R15, which are independent of one another, is a hydrogen atom, a halogen atom, or an alkyl group which may be substituted by a halogen atom, provided that the following cases (1) to (4) are excluded: (1) a case where each of R12, R13, RH and R15, which are independent of one another, is a hydrogen atoms or a halogen atom, is (2) a case where R12 or R13 is a p-trifluoromethyl group, and RH or R15 is a p-trifluoromethyl group, (3) a case where R12 or R13 is a halogen atom, and RH or R15 is a methyl group, an ethyl group or a propyl group, and (4) a case where R12 or R13 is a methyl group, an ethyl group or a propyl group, and RH or R15 is a halogen atom. 20 Further, the present invention provides a pesticidal composition comprising a pesticidally effective amount of a hydrazone compound of the formula (IX) or its salt: 25 (IX) wherein R1, R2, R3, R+, R5 and RG are as defined above, provided that a case where R3 and R+ are simultaneously hydrogen atoms, is excluded, and an agricultural adjuvant, and a pesticidal method which comprises applying to pests an effective amount of a hydrazone compound of the formula (IX) or its salt. 35 Now, the present invention will be described in detail with reference to the preferred embodiments. The substituent for each of the alkyl group which may be substituted, the alkoxy group which may be substituted, the alkylthio group which may be substituted, the alkenyl group which may be substituted and the alkynyl group which may be substituted in the definitions of the formula (I) and (IX), may be a halogen atom; an alkoxy group which may be substituted by a halogen atom; a phenyl group which may be 40 substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom; a phenoxy group which may be substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom; a cyano group; an alkylamino group; or an alkoxycarbonyl group, the carboxyl group which may be substituted, is a carboxyl group in which the hydrogen atom may be substituted by another substituent, and such another substituent may be an alkyl group which may be 45 substituted by a halogen atom; or an aryl group which may be substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom, the substituent for each of the heteroaryl group which may be substituted, the aryl group which may be substituted, the aryloxy group which may be substituted and the cycloalkyl group which may be substituted, may be a halogen atom; an alkoxy group which may be substituted by a halogen atom; an alkyl group 50 which may be substituted by a halogen atom; a phenyl group which may be substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom; a phenoxy group which may be substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom; a cyano group; an alkylamino group; or an alkoxycarbonyl group, and the substituent for each of the carbamoyl group which may be substituted, the amino group which may 55 be substituted and the cyclic amino group which may be substituted, may be an alkoxy group which may be substituted by a halogen atom; an alkyl group which may be substituted by a halogen atom, a phenyl group which may be substituted by a halogen atom or by an alkyl group which may be substituted by a halogen atom; a phenoxy group which may be substituted by a halogen atom or by an alkyl group which 4 EP 0 500 1 1 1 A2 may be substituted by a halogen atom; a cyano group; an alkylamino group; or an alkoxycarbonyl group.
Load more

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]
  • Mode of Action Classification
    Gr oup 15: Inhibitors of chitin biosynthe si s, type 0 (Only m ajor r epr esentatives of the gr oup ar e shown) Gr oup 1: Acetylcholi ne st er a se (AChE) inhibitors (Only major representatives of the groups are shown) Mode of Action Classification Flufenoxuron No v a l u ro n Triflumuron Ac ephate Me t h a mi d o p h o s Aldic arb Ox a my l Di fl u b e n z u ron Lufenuron Teflubenzuron 15 Benz oy lur eas Me t h i o c a r b Fenitrothion Gr oup 16: Inhibitors of Gr oup 17: Moulting Gr oup 18: Ecdysone r eceptor agonists Thiodicarb Ch l o rp y ri fo s Ca rb a ry l Profenofos chitin biosynthesis, disr uptor , D ipter an type 1 Me t h o my l Ma l a t h i o n Insecticide Resistance Action Committee Pirimic arb Di meth o a te Ch ro mafe n o z i d e Ca rb o fu ra n Triazophos Me t h o x y f e n o z id e 1A Carbamates 1B Organophosphates The Key to Resistance Management Buprofez in Cy ro maz i n e 18 Diacyl- Ha l o fe n o z i d e Tebufenozide Ø Successive generations of a pest should not be treated with compounds from the same MoA Gr oup. 16 Buprofezin 17 Cyromazine hydrazines Gr oup 2: GABA-gated chlor ide channel antagonis ts Ø Not all of the cur r ent gr oupings ar e based on knowledg e of a shar ed tar get pr otein.
    [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 Pesticides Are Generally Classified Into Various Groups Based
    Lecture 19 PESTICIDES GROUPS Groups of pesticides : The pesticides are generally classified into various groups based on pest organism against which the compounds are used, their chemical nature, mode of entry and mode of action. 1. Based on organisms a) Insecticides : Chemicals used to kill or control insects (eg.) endosulfan, malathion b) Rodenticides : Chemicals exclusively used to control rats (eg.) Zinc phosphide c) Acaricides : Chemicals used to control mites on crops / animals (eg.) Dicofol d) Avicides : Chemicals used to repel the birds (eg.) Anthraquionone e) Molluscicides : Chemicals used to kill the snails and slugs (eg.) Metaldehyde f) Nematicides : Chemicals used to control nematodes (eg.) Ethylene dibromide g) Fungicides : Chemicals used to control plant diseases caused by fungi (eg.) Copper oxy cholirde h) Bactericide : Chemicals used to control the plant diseases caused by bacteria (eg.) Streptomycin sulphate i) Herbicide : Chemicals used to control weeds (eg.) 2,4, - D 2. Based on mode of entry a) Stomach poison : The insecticide applied in the leaves and other parts of the plant when ingested, act in the digestive system of the insect and bring about kill (eg.) Malathion. b) Contact Poison : The toxicant which brings about death of the pest species by means of contact (eg.) Fenvalerate. c) Fumigant : Toxicant enter in vapour form into the tracheal system (respiratory poison) through spiracles (eg.) Aluminium phosphide d) Systemic poison : Chemicals when applied to plant or soil are absorbed by foliage (or) roots and translocated through vascular system and cause death of insect feeding on plant. (eg.) Dimethoate. 3. Based on mode of action a) Physical poison : Toxicant which brings about kill of one insect by exerting a physical effect (eg.) Activated clay.
    [Show full text]
  • Pesticide Resistance in Bed Bugs Everywhere!!!!!
    2/24/2018 Pesticide Resistance in Bed bugs were virtually eradicated from the U.S. in Bed Bugs the post WWII era due to DDT and other powerful Shujuan (Lucy) Li insecticides. University of Arizona Alvaro Romero New Mexico State University 2 By the 1960s, bed bugs had developed resistance Public housing Apartments to DDT, methoxychlor and analogues, BHC, Schools dieldrin and analogues , and pyrethrins ( Busvine 1958, Hospitals Nursing homes Cwilich & Mer 1957, Mallis and Miller 1964 ) . Homes Transportation Child care Medical facilities Hotels & motels Health care facilities Airports Movie theaters Department stores Products, vendors, or commercial services mentioned or pictured in this seminar are for Everywhere!!!!! illustrative purposes only and are not meant to be endorsements. 3 4 University of Arizona; Arizona Pest Management Center 1 2/24/2018 Possible reasons for treatment failure? Missed some Clutter Reintroduction Have you seen these after treatments? 5 6 Dose - response assays for field - collected strains Bed bugs survived direct insecticide sprays 99 deltamethrin 90 Ft. Dix F1 50 ) e l a c 10 s t CIN1 i b o 1.0 r p ( y t i l a t r 99 - cyhalothrin o m e 90 g a t n Resistance ratio (RR) at least 6,000 !!! e c Ft. Dix r 50 e P 10 CIN1 Suspend® ( Deltamethrin ) 1.0 10 -7 10 -6 10 -5 10 -4 10 -3 10 -2 10 -1 10 0 10 1 10 2 10 3 10 4 Treatment (mg active ingredient/cm 2 ) Products, vendors, or commercial services mentioned or pictured in this seminar are for illustrative purposes only and are not meant Romero et al.
    [Show full text]
  • WO 2011/094219 Al
    (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date , « i ... .. .. 4 August 2011 (04.08.2011) WO 2011/094219 Al (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A01N 25/30 (2006.01) A01N 25/22 (2006.01) kind of national protection available): AE, AG, AL, AM, A 25/26 (2006.01) A01C 1/06 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, (21) International Application Number: DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, PCT/US201 1/022439 HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, (22) International Filing Date: KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, 25 January 20 11 (25 .0 1.20 11) ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PE, PG, PH, PL, PT, RO, RS, RU, SC, SD, (25) Filing Language: English SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, (26) Publication Language: English TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: (84) Designated States (unless otherwise indicated, for every 61/298,532 26 January 2010 (26.01 .2010) US kind of regional protection available): ARIPO (BW, GH, 61/321,966 8 April 2010 (08.04.2010) US GM, KE, LR, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, (72) Inventor; and TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, (71) Applicant : KROON, Hendrick-Andre [NL/US]; 24 EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, Sylvan Road North, Westport, Connecticut 06880 (US).
    [Show full text]
  • China Releases New Maximum Residue Limits for Pesticides In
    GB 2763-2016 THIS REPORT CONTAINS ASSESSMENTS OF COMMODITY AND TRADE ISSUES MADE BY USDA STAFF AND NOT NECESSARILY STATEMENTS OF OFFICIAL U.S. GOVERNMENT POLICY Voluntary - Public Date: 3/31/2017 GAIN Report Number: CH17016 China - Peoples Republic of Post: Beijing China Releases New Maximum Residue Limits for Pesticides in Food Report Categories: FAIRS Subject Report Approved By: Lisa Anderson Prepared By: FAS Staff Report Highlights: On December 18, 2016, the Chinese National Health and Family Planning Commission, Ministry of Agriculture, China Food and Drug Administration released the National Food Safety Standard - Maximum Residue Limits for Pesticides in Foods (GB 2763-2016). The standard will replace the current MRL Standard (GB 2763-2014) and will be implemented on June 18, 2017. This report provides an unofficial translation of the standard. Editors’ Note: The asterisk appearing in the MRL column means that the limit is a temporary MRL. A temporary MRL is usually set under the following four conditions: 1. The dietary risk assessment data is incomplete; 2. The Acceptable Daily Intake (ADI) is temporary (ADI is used as the basis for MRL setting); 3. There is no surveillance or analysis method for the MRL that complies with the standard requirements; 4. In emergency situations, the pesticide is approved to be used on un-registered crops. I GB 2763-2016 General Information: BEGIN TRANSLATION ICS 65.100 G 25 GB National Standard of the People’s Republic of China GB 2763—2016 Replacing GB 2763 - 2014 National food safety standard Maximum Residue Limits for Pesticides in Food General Information: National Health and Family Planning Commission Issued by: Ministry of Agriculture China Food and Drug Administration Issued on: 2016-12-18 Implementation:2017-06-18 II GB 2763-2016 Table of Content Preface ...............................................................................................................................................................
    [Show full text]
  • (12) United States Patent (10) Patent No.: US 7.655,597 B1 Sanders (45) Date of Patent: Feb
    USOO7655597 B1 (12) United States Patent (10) Patent No.: US 7.655,597 B1 Sanders (45) Date of Patent: Feb. 2, 2010 (54) PESTICIDE COMPOSITIONS INCLUDING 4,867,972 A 9, 1989 Girardeau et al. POLYMERC AIDUVANTS 6,093,679 A 7/2000 AZuma et al. 6,146,652 A 11/2000 Gore et al. 6,515,091 B2 2/2003 Sanders et al. (75) Inventor: John Larry Sanders, Leawood, KS 6,610,282 B1 8, 2003 Ghosh (US) 6,677,399 B2 1/2004 Herbert et al. 6,703,469 B2 3/2004 Sanders et al. (73) Assignee: Specialty Fertilizer Products, LLC, 6,706,666 B2 3/2004 HaSebe et al. Leawood, KS (US) 6,897,184 B2 5/2005 Kurita et al. 7,407,667 B2 8, 2008 Zerrer et al. (*) Notice: Subject to any disclaimer, the term of this 2004/0226331 A1 11/2004 Sanders et al. patent is extended or adjusted under 35 2004/0248741 A1 12/2004 Gotsche et al. U.S.C. 154(b) by 0 days. 2005/00904O2 A1* 4/2005 Dieing et al. ............... 504,361 2008.0167189 A1 7/2008 Oetter et al. (21) Appl. No.: 12/534,481 2008.0171658 A1 7/2008 Dyllick-Brenzinger et al. (22) Filed: Aug. 3, 2009 * cited by examiner Primary Examiner Johann R Richter (51) Int. Cl. Assistant Examiner—Andriae M Holt AOIN 25/00 (2006.01) (74) Attorney, Agent, or Firm Hovey Williams LLP AOIN 57/26 (2006.01) AOIN 25/28 (2006.01) (57) ABSTRACT (52) U.S. Cl. .................... 504/116.1; 504/206; 504/360; 504/361 Pesticidal compositions of improved effectiveness are pro (58) Field of Classification Search ................
    [Show full text]
  • Inertsearch for GC
    InertSearch TM for GC InertCap® Applications AUTHORIZED DISTRIBUTOR Pesticides MZ-Analysentechnik GmbH, Barcelona-Allee 17• D-55129 Mainz Tel +49 6131 880 96-0, Fax +49 6131 880 96-20 Data No. GA226-0904 e-mail: [email protected], www.mz-at.
    [Show full text]
  • Suggested Insecticides for Managing Cotton Insects in the Lower Rio Grande Valley 2009
    E-7A 7-09 Suggested Insecticides for Managing Cotton Insects in the Lower Rio Grande Valley 2009 This publication is to be used with E-7, Managing Cotton Insects in the Lower Rio Grande Valley—2009. Suggested Insecticides for Managing Cotton Insects in the Lower Rio Grande Valley D. L. Kerns and M. G Cattaneo* A committee of state and federal research scientists and Exten- these field tests met the minimum requirements as outlined in the sion specialists meets annually to review cotton pest management Guidelines for the Annual Entomology Research Review and Ex- research and management guidelines. Guidelines are revised at tension Guide Revision Conference. Products listed must conform this meeting to reflect the latest proven techniques for maximiz- to our performance standards and avoid undue environmental ing profits for the Texas cotton producer by optimizing inputs and consequences. production. Suggested insecticide use rates have exhibited sufficient effi- cacy in tests to be effective in providing adequate control in field Management of Cotton Pests situations. However, it is impossible to eliminate all risks. Condi- tions or circumstances that are unforeseen or unexpected may The proper management of cotton pests is dependent upon the result in less than satisfactory results. The Texas AgriLife Exten- use of pest management principles. Pest management does not sion Service will not assume responsibility for such risks. Such rely solely on insecticides. Therefore, the USER of this insert is responsibility shall be assumed by the user of this publication. strongly encouraged to refer to E-7 for discussion of pest biology, Suggested pesticides must be registered and labeled for use by the scouting techniques, economic thresholds, insecticide resistance Environmental Protection Agency and the Texas Department of management, conservation of existing natural control agents, Agriculture.
    [Show full text]
  • Guideline Ver6.2 Se Ria L No. CAS RN® Substance Group 1 Substance
    Guideline Ver6.2 Rank CAS RN® Substance Group 1 Substance Group 2 Substance Name 1=Prohibited No. Serial 2=Reduction 1 124-73-2 ozone depleting substances(Halons) Ethane, 1,2-dibromo-1,1,2,2-tetrafluoro- 1 2 25497-30-7 ozone depleting substances(Halons) Dibromotetrafluoroethane 1 3 27336-23-8 ozone depleting substances(Halons) Dibromotetrafluoroethane,compressed 1 4 353-59-3 ozone depleting substances(Halons) Methane, bromochlorodifluoro- 1 5 354-56-3 ozone depleting substances(Halons) Ethane, pentachlorofluoro- 1 6 75-61-6 ozone depleting substances(Halons) Methane, dibromodifluoro- 1 7 75-63-8 ozone depleting substances(Halons) Methane, bromotrifluoro- 1 8 110003-27-5 ozone depleting substances(HBFCs) 1,3-dibromo-1,1,2-trifluoropropane 1 9 111483-20-6 ozone depleting substances(HBFCs) 1-bromo-2,3-difluoropropane 1 10 124-72-1 ozone depleting substances(HBFCs) 2-bromo-1,1,1,2-tetrafluoroethane 1 11 148875-95-0 ozone depleting substances(HBFCs) C3H3FBr4 1 12 148875-98-3 ozone depleting substances(HBFCs) C3H2F2Br4 1 13 1511-62-2 ozone depleting substances(HBFCs) Methane, bromodifluoro- 1 14 172912-75-3 ozone depleting substances(HBFCs) HBFC-131 B3 Tribromofluoroethane 1 15 1800-81-3 ozone depleting substances(HBFCs) 1-bromo-1,2-difluoroethane 1 16 1868-53-7 ozone depleting substances(HBFCs) Dibromofluoromethane 1 17 1871-72-3 ozone depleting substances(HBFCs) FLUOROBROMOPROPANE 1 18 2252-78-0 ozone depleting substances(HBFCs) 1-Bromo-1,1,2,3,3,3-hexafluoropropane 1 19 2252-79-1 ozone depleting substances(HBFCs) 2-bromo-1,1,1,3,3,3-hexafluoropropane
    [Show full text]
  • Nereistoxin (4-N, N-Dimethylamino-1, 2-Dithiolane) の殺虫作用に関する
    Studies on the Insecticidal Action of Nereistoxin, 4-N, N-dimethylamino- 1, 2-dithiolane I. Insecticidal Properties1 By Michihiko SAKAI Laboratory of Insecticide, the Research Laboratories, Takeda Chemical Industries Ltd., Ichijoji, Kyoto Some chemical, pharmacological and tox- of nereistoxin will be worthwhile to de- icological studies on a toxic substance velop new insecticides. in a marine annelid, Lumbriconereis hetero- The present paper publishes the results poda MARENZ, have been conducted, since of toxicological experiments with nereistox- it is well-known that the dead body of in on various species of insects and mites. annelid is toxic to flies, ants etc. This Those expereiments were so planned as substance was first isolated by NITTA (1934), to obtain more detailed informations of and named •gNereistoxin•h. Its chemical the insecticidal properties of nereistoxin. structure was determined as 4-N, N-di- methylamino-1, 2-dithiolane (I) by OKAICHI MATERIALS AND METHODS and HASHIMOTO (1962a), and its synthesis Synthetic nereistoxin hydrogen oxalate was accomplished by HAGIWARA et al. (1962). was used throughout the experiments. This material, prepared by the procedure (I) of HAGIWARAet al. (1962), was supplied by the Synthetic Department, the Research NITTA (1941) concluded from the results Laboratories, Takeda Chem. Ind. Ltd., Osa- of his pharmacological experiments, that ka. nereistoxin is a neuroactive substance Diluted solutions of test compounds were which affects the activities of motor prepared with acetone or water. Since nerves, but not those of sensory nerves nereistoxin hydrogen oxalate was not easi- in mammals. The toxicity to several insect ly soluble in acetone directly, the stock species was investigated by OKAICHI and solution prepared with acetone-water mix- HASHIMOTO (1962b).
    [Show full text]