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Insecticidal compositions and methods of using the same

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  • Publication Date:
    July 14, 2020
  • Additional Information
    • Patent Number:
      10709,139
    • Appl. No:
      16/424053
    • Application Filed:
      May 28, 2019
    • Abstract:
      Insecticidal compositions have at least one active agent and at least one insecticide. The active agent can include perilla oil, a component found in perilla oil, or a perillaldehyde or carvone analog. The insecticide can include a pyrethrum, pyrethrin, pyrethroid, neonicotinoid, chlofenapyr, ethiprole, sulfoxoflor, carbamate, organophosphate, or organochlorine. Methods for controlling insects include contacting an insect with an effective amount of a composition described in this specification. Modified plants that produce an active agent can be contacted with an insecticide.
    • Inventors:
      CLARKE MOSQUITO CONTROL PRODUCTS, INC. (St. Charles, IL, US)
    • Assignees:
      CLARKE MOSQUITO CONTROL PRODUCTS, INC. (St. Charles, IL, US)
    • Claim:
      1. A method for killing mosquitoes by contacting a population of mosquitoes with a composition comprising: i. a pyrethrin selected from the group consisting of Jasmolin-I, Cinerin-I, Pyrethrin-I, Jasmolin-II, Cinerin-II, Pyrethrin-II, and a combination thereof, and ii. a carvone selected from the group consisting of R-carvone, S-carvone, and a combination thereof, wherein the R-carvone and the S-carvone are isolated, synthetic, or a combination thereof, and wherein the composition effectively kills the mosquitoes.
    • Claim:
      2. The method of claim 1 , wherein the composition is topically applied to the population in an amount sufficient to kill at least 25% of the population.
    • Claim:
      3. The method of claim 1 , wherein the composition is topically applied to the population in an amount sufficient to kill at least 50% of the population.
    • Claim:
      4. The method of claim 1 , wherein the composition is applied by an aerosol, fog, mist, spray, vapor, coating, paint, or a combination thereof.
    • Claim:
      5. The method of claim 4 , wherein the composition is applied by ultra low volume spray.
    • Claim:
      6. The method of claim 1 , wherein the population is exposed to the composition so that the composition is ingested by the mosquitoes sufficient to kill at least 50% of the population.
    • Claim:
      7. The method of claim 1 , wherein the composition is substantially free of piperonyl butoxide.
    • Claim:
      8. The method of claim 1 , wherein the composition is substantially free of N-octyl bicycloheptene dicarboximide.
    • Claim:
      9. The method of claim 1 , wherein the pyrethrin is at least about 1% and less than about 95% by weight of the composition.
    • Claim:
      10. The method of claim 1 , wherein the pyrethrin is at least about 1% and less than about 60% by weight of the composition.
    • Claim:
      11. The method of claim 1 , wherein the carvone is about 1% to about 15% by weight of the composition.
    • Claim:
      12. A method for killing mosquitoes by contacting a population of mosquitoes with a composition comprising: i. a pyrethrin selected from the group consisting of Jasmolin-I, Cinerin-I, Pyrethrin-I, Jasmolin-II, Cinerin-II, Pyrethrin-II, and a combination thereof, ii. a carvone selected from the group consisting of R-carvone, S-carvone, and a combination thereof, wherein the R-carvone and the S-carvone are isolated, synthetic, or a combination thereof, and iii. mineral oil, glycerol, or other diluent that provides viscosity modifying properties such that the composition can be formulated to be suitable for application as an aerosol, fog, mist, spray, vapor, coating, paint, or a combination thereof, wherein the composition effectively kills the mosquitoes.
    • Claim:
      13. The method of claim 12 , wherein the composition is applied as an ultra low volume spray.
    • Claim:
      14. The method of claim 12 , wherein the composition is topically applied to the population in an amount sufficient to kill at least 25% of the population.
    • Claim:
      15. The method of claim 12 , wherein the composition is topically applied to the population in an amount sufficient to kill at least 50% of the population.
    • Claim:
      16. The method of claim 12 , wherein the population is exposed to the composition so that the composition is ingested by the mosquitoes sufficient to kill at least 50% of the population.
    • Claim:
      17. The method of claim 12 , wherein the composition is substantially free of piperonyl butoxide.
    • Claim:
      18. The method of claim 12 , wherein the composition is substantially free of N-octyl bicycloheptene dicarboximide.
    • Claim:
      19. The method of claim 12 , wherein the pyrethrin is at least about 1% and less than about 95% by weight of the composition.
    • Claim:
      20. The method of claim 12 , wherein the pyrethrin is at least about 1% and less than about 60% by weight of the composition.
    • Claim:
      21. The method of claim 12 , wherein the carvone is about 1% to about 15% by weight of the composition.
    • Patent References Cited:
      2367155 January 1945 Thompson
      3452931 July 1969 Knowles
      3516608 June 1970 Brown et al.
      3991213 November 1976 Mitsubayashi
      4677117 June 1987 Haus
      4803289 February 1989 Laurence et al.
      4855133 August 1989 Kamei et al.
      4925657 May 1990 Den Braber et al.
      4970068 November 1990 Wilson et al.
      4985413 January 1991 Kohama et al.
      5698210 December 1997 Levy
      5846553 December 1998 Levy
      5858384 January 1999 Levy
      5858386 January 1999 Levy
      5885606 March 1999 Kawada
      5928634 July 1999 Uick et al.
      5968540 October 1999 Brenner et al.
      5983557 November 1999 Perich et al.
      6041543 March 2000 Howse
      6054141 April 2000 Mayer et al.
      6185861 February 2001 Perich et al.
      6190652 February 2001 Pair et al.
      6306416 October 2001 McKibben et al.
      6316017 November 2001 McKibben et al.
      6335027 January 2002 Levy
      6337078 January 2002 Levy
      6346262 February 2002 Levy
      6350461 February 2002 Levy
      6387386 May 2002 Levy
      6389740 May 2002 Perich et al.
      6391328 May 2002 Levy
      6403529 June 2002 Wollenweber et al.
      RE37890 October 2002 Levy
      6585990 July 2003 Huang
      6599539 July 2003 Taylor
      6638994 October 2003 Crooks et al.
      6821526 November 2004 Huang
      6916469 July 2005 Rojas et al.
      7122176 October 2006 Stamets
      7793920 September 2010 Bauer et al.
      7914777 March 2011 Rojas et al.
      7951388 May 2011 Stamets
      7951389 May 2011 Stamets
      8084052 December 2011 Mason et al.
      8658223 February 2014 Willis et al.
      2001/0006685 July 2001 Watanabe et al.
      2002/0146394 October 2002 Stamets et al.
      2002/0147179 October 2002 Munagavalasa et al.
      2003/0194454 October 2003 Bessette et al.
      2003/0198659 October 2003 Hoffmann et al.
      2006/0111403 May 2006 Hughes et al.
      2006/0165746 July 2006 Markus et al.
      2006/0233848 October 2006 Patel et al.
      2007/0020304 January 2007 Tamarkin et al.
      2008/0118585 May 2008 Nouvel
      2009/0010979 January 2009 Baker et al.
      2009/0105073 April 2009 Taranta et al.
      2009/0163582 June 2009 Wang et al.
      2009/0181850 July 2009 Stern et al.
      2009/0192040 July 2009 Grobler
      2009/0263511 October 2009 Shah et al.
      2009/0277074 November 2009 Noronha et al.
      2009/0304624 December 2009 Gutsmann et al.
      2010/0055084 March 2010 Gutsche et al.
      2010/0158965 June 2010 Beitzel et al.
      2010/0192451 August 2010 Ponnusamy et al.
      2010/0192452 August 2010 Kupfer et al.
      2010/0223837 September 2010 Borth et al.
      2010/0247480 September 2010 Kupfer et al.
      2010/0247684 September 2010 Reid et al.
      2010/0322892 December 2010 Burke
      2011/0053773 March 2011 Armel et al.
      2011/0130430 June 2011 Sonneck et al.
      2011/0152077 June 2011 Ilg et al.
      2011/0184040 July 2011 Taranta et al.
      2011/0200551 August 2011 Stamets
      2011/0236451 September 2011 Taranta et al.
      2012/0039976 February 2012 Stamets
      2012/0128648 May 2012 Kaushik
      2013/0005688 January 2013 Saunders et al.
      2013/0067795 March 2013 Wesson et al.
      2014/0121184 May 2014 Willis et al.
      2014/0274693 September 2014 Jadhav et al.
      2015/0216164 August 2015 Bedoukian et al.
      2015/0305331 October 2015 Gewehr
      2016/0051519 February 2016 Soll et al.
      1227054 September 1999
      88105401 October 2009
      446464 December 1990
      0933025 August 1999
      2446889 August 2008
      H07053315 February 1995
      H07277902 October 1995
      H11160421 March 1999
      4148552 October 1999
      2001199809 July 2001
      2005075753 March 2005
      2010053129 March 2010
      111149 July 1996
      200932108 August 2009
      86004897 August 1986
      90000005 January 1990
      95024124 September 1995
      99023875 May 1999
      9937148 July 1999
      02028189 April 2002
      2003055308 July 2003
      2005015993 February 2005
      2006/031743 March 2006
      WO2006111750 October 2006
      2007085899 August 2007
      2008057561 May 2008
      2010127019 November 2010
      2011/038747 April 2011
      2013010099 January 2013
      WO2015008083 January 2015







































































    • Other References:
      Australian Patent Examination Report No. 1 for Application No. 2012280946 dated Jan. 17, 2014 (6 pages). cited by applicant
      Australian Patent Examination Report No. 1 for Application No. 2016200087 dated Oct. 13, 2016 (9 pages). cited by applicant
      Bestmann et al., J. Appl. Ent., 106, 1988, 144-149. cited by applicant
      Carvone, 2015. cited by applicant
      Colby, S.R., “Calculating Synergistic and Antagonistic Responses of Herbicide Combinations”, Weeds 1967, 15, 20-22. cited by applicant
      Durant, J., “Customs Rulings Online Search System”, 2002, 4 pages. cited by applicant
      EPA Office of Pesticide Programs Memorandum “Pyrethroids: Evaluation of Data from Developmental Neurotoxicity Studies and Consideration of Comparison Sensitivity” Jan. 20, 2010 (36 pages). cited by applicant
      International Search Report and Written Opinion for Application No. PCT/US2012/46718 dated Dec. 7, 2012 (10 pages). cited by applicant
      Kerr, R. W., “Adjuvants for pyrethrins in fly sprays 1. The adjuvant action of some essential oils and other materials from Australian plants,” CSIRO Bulletin 1951, No. 261, pp. 7-31. cited by applicant
      Mansour, S. A. et al., “Botanical Biocides 4. Mosquitocidal activity of certain Thymus Capitatus constitutents,” Journal of Natural Toxins 2000, vol. 9, No. 1, pp. 49-62. cited by applicant
      Pyrethrins & Pyrethroids 1998 Fact Sheet published by the National Pesticide Telecommunications Network (NPTN) at Oregon State University, Corvallis, Oregon (6 pages). cited by applicant
      Smitt, O., “Syntheses of Allelochemicals for Insect Control” (2002), Mid Sweden University, (58 pages). cited by applicant
      United States Patent Office Action for U.S. Appl. No. 13/175,405 dated Dec. 24, 2014 (11 pages). cited by applicant
      United States Patent Office Action for U.S. Appl. No. 13/175,405 dated Feb. 24, 2014 (11 pages). cited by applicant
      United States Patent Office Action for U.S. Appl. No. 14/149,513 dated Sep. 21, 2015 (15 pages). cited by applicant
      Valent, “Material Safety Data Sheet,” Valent Bio Sciences Corporation, Aug. 23, 2007 (9 pages). cited by applicant
      Yang, et al., “Adulticidal Activity of Five Essential Oils against Culex pipiens quinquefasciatus,” J. Pestic. Sci. 30 (2), 84-89, 2005. cited by applicant
      Mexican Patent Office Action for Application No. MX/a/2014/000487 with English Translation dated Apr. 12, 2017 (6 pages). cited by applicant
      Australian Patent Office Examination Report No. 2 for Application No. 2016200087 dated Sep. 28, 2017 (6 pages). cited by applicant
      Australian Patent Office Examination Report No. 1 for Application No. 2017245410 dated Sep. 14, 2018 (9 pages). cited by applicant
      Hatem et al, “Synergistic activity of several acids in binary mixtures with synthetic insecticides on Spodoptera littoralis (Boisduval)”, 2009, Boletin de Sanidad Vegetal, Plagas, vol. 35, pp. 533-542. cited by applicant
      Jansen et al, “Effects of organic-farming-compatible insecticides on four aphid natural enemy species”, Pest Management Science (2010), vol. 66, No. 6, pp. 650-656. cited by applicant
      Martin-Lopez et al, “Use of oils combined with low doses of insecticide for the control of Myzus persicae and PVY epidemics”, Pest Management Science (2006), vol. 62, No. 4, pp. 372-378. cited by applicant
      United Kingdom Patent Office Action for Application No. 1400357.8 dated Apr. 18, 2019, 6 pages. cited by applicant
      Abbott “A method for computing the effectiveness of an insecticide,” J Econ Entomol., 1925 18:265-267. cited by applicant
      Allan, “Susceptibility of adult mosquitoes to insecticides in aqueous sucrose baits,” Journal of Vector Ecology, 2011; 36:59-67. cited by applicant
      Anderson et al., “Teflon® as a Surface for Deposition of Aerosol Droplets,” Mosq. News, 1971, 31: 499-504. cited by applicant
      Brown et al., “A comparison of Teflon® slides and the Army Insecticide Measuring System for sampling aerosol clouds,” J Am Mosq Control Assoc., 1993, 9:32-35. cited by applicant
      Conagua, Comisión Nacional del Agua, “Disponible en línea,” 2013. cited by applicant
      DOF, Diario Oficial de la Federación “Proyecto de Norma Oficial Mexicana PROY-NOM-032-SSA-2014, para la vigilancia epidemiológica, prevención y control de las enfermedades transmitidas por vector,” 2015 México, DF. Available from: [accessed Jan. 18, 2015] 27 pages. cited by applicant
      Farajollahi, “An open-field efficacy trial using AquaDuet™ via an ultra-low volume cold aerosol sprayer against caged Aedes albopictus,” J Am Mosq Control Assoc., 2013, 29(3):304-308. cited by applicant
      Finney, “Estimation of the median effective dose,” Probit analysis, 1971, Cambridge, Cambridge University Press, pp. 21-39. cited by applicant
      Fundação Nacional Da Saúde, “Programa Nacional de Controle da Dengue (PNCD)”Ministério da Saude, 2002, Funasa. Brasília. cited by applicant
      Hernandez-Avila et al., “Nation-wide, web-based, geographic information system for the integrated surveillance and control of dengue fever in Mexico,” PLoS One, 2013, 8: e70231. doi: 10.1371/journal.pone.0070231 PMID: 23936394. cited by applicant
      Hill “A novel plant-based synergist for pyrethrum and pyrethroids against urban public health pests”, In: Proceedings of the sixth international conference on urban pests, (2008), pp. 235-237. cited by applicant
      Inegi, Instituto Nacional de Estadística y Geografía, “Disponible en linea,” 2010. cited by applicant
      Krenick. F. 2016. Determine Adulticide (ULV) Spread Factors on Teflon-coated Slides. Clarke Global Support Department S.O.P. #: B006, 1-4. cited by applicant
      Kuno, “Early history of laboratory breeding of Aedes aegypti (Diptera: Culicidae) focusing on the origins and use of selected strains,” Journal of Medical Entomology 47: 957-971. 2010. cited by applicant
      Linss et al., “Distribution and dissemination of the Val1016lle and Phe1534Cys Kdr mutations in Aedes aegypti Brazilian natural populations,” Parasites & Vectors. v. 7. p. 25. 2014. cited by applicant
      Lofgren et al., “Size of Aerosol Droplets Impinging on Mosquitoes as Determined With a Scanning Electron Microscope,” J Econ Entomol., 1973, 66:1085-1088. cited by applicant
      Macoris et al., “2014. Impact of insecticide resistance on the field control of Aedes aegypti in the State of São Paulo,” Rev. Soc. Bras. Med. Trop. 2014, 47(5): 573-578. cited by applicant
      Macoris et al., “Association of insecticide use and alteration on Aedes aegypti susceptibility status,” Mem. Inst. Oswaldo Cruz. v.102(8). p. 895-900. 2007. cited by applicant
      Macoris Mlg. Munerato Nos. Otrera Vcg. Procedimento Operacional Padrão para a formação de colônias de Aedes aegypti. para o laboratório de Entomologia Aplicada da Superintendência de Controle de Endemias. Marília: Sucen; 2014. cited by applicant
      May et al., “The Impaction of Aerosol Particles on Cylinders.Spheres. Ribbons and Discs,” J Scientific Instruments, 1967, 10: 83-95. cited by applicant
      Mickle. R. 2003. Slide Analysis Version 1.3. Available from: REMSpC Spray Consulting. http://remspc.com [accessed Jun. 15, 2015]. cited by applicant
      Mount & World Health Organization, “Ultra-low-volume application of insecticides for vector control,” Geneva: World Health Organization, 1985, 31 pages. cited by applicant
      Paho, Pan American Health Organization “Dengue regional information, number of cases by year,” 2014, Accessed Sep. 4, 2016. cited by applicant
      Paho, Pan American Health Organization “Dengue regional information, number of cases by year,” 2015 Accessed Sep. 4, 2016. cited by applicant
      Pereira et al., “Monitoring of resistance to the pyrethroidcypermethrin in Brazilian Aedes aegypti (Diptera:Culicidae) populations collected between 2001and 2003,” Mem. Inst. Oswaldo Cruz. Rio de Janeiro, 2005, 100(4) p. 441-444. cited by applicant
      Raymond, “Presentation d'une programme d'analyse log-probit pour microordinateur cahiers,” Orstrom. ser Ent Med Parasitol., 1985; 23(2):117-21. cited by applicant
      Rezende. MG; Calderon. G.F; Macoris. Mlg; Andrighetti. Mtm; Takaku. Instruç{tilde over (e)}es para bioensaios para avaliação de aplicações espaciais de inseticidas.Epidemiologia e Serviços de Saúde; v (3). p. 189-194. 2004. cited by applicant
      Riley et al., “Description and validation of a test system to investigate the evaporation of spray droplets”, Pesticide Formulations and Application Systems: 14th Volume, ASTM STP 1234, Franklin R. Hall, Paul D. Berger and Herbert M. Collins, Eds., American Society for Testing and Materials, Philadelphia, 1995, 225-236. cited by applicant
      Secretaria De Estado Da Saúde. Superintendência de Controle de Endemias-Sucen-Relatório anual. Programa de Monitoramento da susceptibilidade de Aedes aegypti a inseticidas. 2015. Mimeo 15p. cited by applicant
      Secretaria De Vigilância Em Saúde—Ministério da Saúde. Boletim Epidemiologico V.47. No. 18, 2016, 10p. cited by applicant
      Secretaria De Vigilancia Em Saúde. Ministério da saúde. Plano Nacional de enfrentamento à microcefalia. Available at: http://portalsaude.saude.gov.br/images/campanhas/dengue2015/Broadside_Microcefalia_20x28_V2.pdf. Access in May 5, 2016. cited by applicant
      Suive/DGE Secretaría de Salud de México. 2016. Boletin epidemiológico. Información Epidemiológica de Morbilidad, http://www.epidemiologia.salud.gob.mx/doctos/boletin/2016/BOL_EPID_2016-SE33.pdf (accessed on Apr. 2016) 68 pages. cited by applicant
      Suman et al., “Efficacy of DUET™ dual-action adulticide against caged Aedes albopictus with the use of an ultra-low volume cold aerosol sprayer,” J Am Mosq Control Assoc., 2012, 28:338-340. cited by applicant
      Superintendência De Controle De Endemias Sucen—1992. Secretaria de Estado da Saúde. Diretoria de Combate a Vetores. Manual de Controle dos Vetores de Dengue e Febre Amarela Nebulizações. São Paulo. 30p. cited by applicant
      Teske et al., “Initial Laboratory Measurements of the Evaporation Rate of Droplets Inside a Spray Cloud,” Transactions of the ASABE, vol. 59(2): 487-493. 2016. cited by applicant
      Torres-Galicia et al., Dengue n Mexico: analisis de dos decadas Gaceta Medica de Mexico. 2014; 150:122-7. cited by applicant
      World Health Organization 2003, “Space spray application of insecticides for vector and public health pest control. A practioner's guide,” WHO/CDS/WHOPES/2003.5. 43p. cited by applicant
      World Health Organization 2006, “Pesticides and their application for the control of vectors and pests of public health importance,” Department of Control of Neglected Tropical Diseases, Pesticide Evaluation Scheme, 6th ed., WHO/CDS/NTD/WHOPES/GCDPP/2006.1. 125p. cited by applicant
      World Health Organization 2009, “Guidelines for efficacy testing of insecticides for indoor and outdoor ground-applied space spray applications,” WHO/HTWNTD/WHOPES/2009.2. 53p. cited by applicant
      Australian Patent Examination Report No. for Application No. 2017245410 dated Jan. 9, 2019, 9 pages. cited by applicant
      International Search Report and Written Opinion for Application No. PCT/US2018/017881 dated Apr. 13, 2018, 14 pages. cited by applicant
      United States Patent Office Action for U.S. Appl. No. 14/149,507 dated Mar. 13, 2015 (12 pages). cited by applicant
      United States Patent Office Action for Application No. 15/894,762 dated Feb. 20, 2019 (14 pages). cited by applicant
      United States Patent Office Action for U.S. Appl. No. 15/894,762 dated Jun. 26, 2019 (18 pages). cited by applicant
      United Kingdom Patent Office Action for Application No. 1400357.8 dated Sep. 20, 2019 (7 pages). cited by applicant
      United Kingdom Patent Office Examination Report for Application No. GB1400357.8 dated Feb. 27, 2020 (2 pages). cited by applicant
      Graham et al., “Novel Synthesis: Imidacloprid CYP450 Pesticide Synergist from Dill Lowers Surface Runoff Toxicity”, Canadian Young Scientist Journal, May 2011, vol. 2011, Issue 2, p. 21-26. cited by applicant
      Australian Patent Office Examination Report for Application No. 2019216585 dated Apr. 9, 2020 (12 pages). cited by applicant
    • Primary Examiner:
      Meller, Michael V
    • Attorney, Agent or Firm:
      Michael Best & Friedrich LLP
    • Accession Number:
      edspgr.10709139