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WO 2017/061959 Al 13 April 2017 (13.04.2017) P O P C T

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WO 2017/061959 Al 13 April 2017 (13.04.2017) P O P C T (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 WO 2017/061959 Al 13 April 2017 (13.04.2017) P O P C T (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A01P 7/00 (2006.01) A01N 25/28 (2006.01) kind of national protection available): AE, AG, AL, AM, A01P 7/02 (2006.01) A01N 25/04 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, A01P 7/04 (2006.01) A01N 43/90 (2006.01) BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, A01P 5/00 (2006.01) A01N 53/06 (2006.01) DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, EST, IR, IS, JP, KE, KG, KN, KP, KR, (21) International Application Number: KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, PCT/TR2015/000350 MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, (22) International Filing Date: PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, 2 December 2015 (02.12.2015) SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (25) Filing Language: English (84) Designated States (unless otherwise indicated, for every (26) Publication Language: English kind of regional protection available): ARIPO (BW, GH, (30) Priority Data: GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, 2014/14665 4 December 2014 (04. 12.2014) TR TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, (71) Applicant: ENTOVEST ILAC KlMYA V E TEKNO- DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LOJi ARASTIRMA MERKEZI SANAYI TICARET LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, LiMITED SlRKETi [TR/TR]; Tuzla Kimya Sanayiciler SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, Organize Sanayi Bolgesi Melek Aras Bulvari No:33, GW, KM, ML, MR, NE, SN, TD, TG). Tuzla/Istanbul (TR). Published: (72) Inventor: YILDIZTEKlN, Tuncay; Tuzla Kimya Sanayi — with international search report (Art. 21(3)) ciler Organize Sanayi Bolgesi Melek Aras Bulvari No:33, Tuzla/Istanbul (TR). (74) Agent: UZAN, Ugur; Erk Patent Marka ve Fikri Haklar Dan. Ltd. Sti., Muminderesi Sok. Hak Apt. No:32 K:2 D:4, Sahrayicedit, Kadikoy/Istanbul (TR). © - (54) Title: A PESTICIDE COMPOSITION COMPRISING A COMBINATION OF BIFENTHRIN AND ABAMECTIN MO- © LECULES IN CAPSULE FORM (57) Abstract: The present invention relates to a combination in capsule form comprising the molecules of bifenthrin and abamectin ¾ together, a method employed for preparing said capsule suspension formulation and use of said combination as a pesticide for the S control of harmful insects and red poultry mite and bird louse. A PESTICIDE COMPOSITION COMPRISING A COMBINATION OF BIFENTHRIN AND ABAMECTIN MOLECULES IN CAPSULE FORM The present invention relates to a combination in microcapsule form comprising the molecules of bifenthrin and abamectin together, a method employed for preparing said capsule suspension formulation and use of said combination as a pesticide for the control of harmful insects and chicken mite and louse. TECHNICAL FIELD Pesticides are the substances or the substance mixtures, which are used in order to inhibit, control or reduce the damage of the pests. Pesticide may be a chemical substance, a biological agent such as virus or bacteria, an antimicrobial agent, a disinfectant or any other agent. Since most of the chemical pesticides are unable to exhibit an activity selective for the target organism, they may at the same time cause various side (adverse) effects on the organisms other than the targeted organism or even the death of the same. Many pesticides are also harmful for the human. They cause common diseases and undesirable problematic conditions in the humans as a result of the consumption of the living beings to which they are applied as a food by the humans. Abamectin is a fermentation product belonging to the Avermectin group, which is a well known agricultural chemical in the industry. It is a compound, which is effective on many pests and which elicits the insecticide, nematicide and miticide characteristics. In the chemistry literature, abamectin is known with the CAS no. 71 751-41-2 as a mixture of (10E, 14E, 16E)-(1R, 4S, 5 'S, 6S,6'R, 8R, 12S, 13S, 2OR, 21R,24S)-6'-[(S)-secondary-butylJ- 21, 24-dihydroxy-5 ',11,13, 22-tetramethyl-2-oxo-(3, 7,19 trioxatetracyclo[l 5.6. 1.14, 8.020,24] pentacosa-10,14,16,22-tetrain)-6-spiro-2'-(5',6'- dihydro-2'H-pyran)-12-yl 2, 6-dideoxy 4-0-(2, 6-dideoxy-3-0-methyl-a-L-arabino- hexapyranosyl)-3-0-methyl-a-L-arabino-hexapyranoside and (10E,1 4E, 16E)- (1R, 4S, 5 'S, 6S, 6% 8R.12S, 13S, 20R, 21R, 24S)-21, 22-dihydroxy-6'-isopropyl- 5', 11, 13, 22-tetramethyl-2-oxo-(3, 7, 19-trioxatetracyclo [15. 6.1. 14,8. 020,24]pentacosa-10,14,16,22-tetrain)-6-spiro-2'-(5', 6'-dihydro-2'H- pyran) 12-yl 2, 6-dideoxy-4-0-(2, 6-dideoxy-3-0-methyl-a-L-arabino-hexapyranosyl)- 3-O-methyl-a-L-arabino-hexapyranoside. Bifenthrin is a synthetic pyrethroid type insecticide effective against many agricultural pests. Bifenthrin molecule, having the chemical name 2-Methyl-3- phenylphenyl)methyl (IS,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-l -enyl]-2,2- dimethylcyclopropane-l-carboxylate, is known by the CAS no. 82657-04-3. STATEOF THE ART The pesticide manufacturers always search the ways for developing the pesticides in a way that is safer for the environment, humans and other non-targeted organisms and for formulating the same in a way that provides more effective and economical use against the targeted pests, or they receive the support from the academic institutions in this regard. The increasing environmental consciousness and the research conducted about the harmful effects of the chemicals have accelerated these efforts even further. Moreover, different combinations and different formulations are resorted to, in order to eliminate the situations such as the resistance to pesticides, which is acquired for various reasons. The harmful effects of the pesticides on the one hand and the health risks and economic losses caused by the insect pests on the other hand prompted the researches to seek a safer and more effective pesticide. According to current practice, Bifenthrin and Abamectin molecules are used as formulations such as single suspension concentrates (SC), emulsion concentrates (EC), microcapsulation (CS, MC), water dispersible powder (WP), water dispersible granules ( DG, WG, SG), oil in water emulsions (EW), microemulsions (ME), oil based concentrates (ODC, OC, OD), etc. In this case, considerable resistance issues emerge with the continued applications of a pesticide molecule and as a result, the desired result may not be achieved. In addition, undue economic losses and environmental pollution occur. The application no. WO20 12040802 discloses the concomitant use of the active ingredients of abamectin and bifenthrin. However, the use of said molecules in capsule suspension form and the unexpected benefits that could be obtained from such use are not mentioned. Further, said document does not mention the positive effect of the combination of abamectin and bifenthrin in the control of red poultry mite and bird louse. Similarly, the application no. CN 130571 A discloses the combination of abamectin and bifenthrin and the use thereof as an insecticide. However, no specific dosage form is mentioned and no example is included to demonstrate the effects of said combination on various plant pests and the red poultry mite and bird louse.Although these two molecules were used together according to the prior art, the manufacture of a pesticide by the simultaneous use of these two molecules via the capsule suspension form was never attempted. The duration of the effect is short in the prior art; hence the expected insecticidal + acaricidal action has a short duration and it has been impossible to achieve the intended result in application. Moreover, the number of pests uncontrollable during the transition between the generations is at a level that may not be underestimated and it is not possible to achieve uninterrupted control over the insect pests. Furthermore, the combinations of bifenthrin and abamectin, present in different forms according to the state of the art, have never achieved success in the control of red poultry mite (Dermanyssusgallined) in the veterinary hygiene or have never been tried for this purpose. The red poultry mite (Dermanyssusgallined) causes problem especially in the poultry sector for egg production. Because the chicken mites can survive without feeding for about 6 months in the ambience where they are present, their control is generally very difficult. Besides, the winter seasons with mild weather conditions are very favorable for the survival and vitality of the mites. Unlike the state of the art, the combinations comprising abamectin and bifenthrin that are used together in capsule form according to the present invention have been observed to provide great efficacy at low dose, exhibit insecticidal and acaricidal action against the insects damaging the agricultural products and achieve the successful results, which were not possible to obtain previously with any pesticide, in the control of the red poultry mite and bird louse. OBJECT OF THE INVENTION The object of the invention, realized based on the mentioned state of the art, is to combine the molecules of abamectin and bifenthrin by means of the capsule formulation technique, which formulation would eliminate the risks of insecticide resistance for the effective control of the insect pests posing a problem in the fields of agriculture and veterinary medicine (animal health - farm safety) and which would be capable of controlling more than one generation and different insect species by a single application.
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