JP2014504586A5 - - Google Patents
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- JP2014504586A5 JP2014504586A5 JP2013545416A JP2013545416A JP2014504586A5 JP 2014504586 A5 JP2014504586 A5 JP 2014504586A5 JP 2013545416 A JP2013545416 A JP 2013545416A JP 2013545416 A JP2013545416 A JP 2013545416A JP 2014504586 A5 JP2014504586 A5 JP 2014504586A5
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- Prior art keywords
- methyl
- transsurface
- compound
- formulation
- solvent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- -1 methoxyethyl Chemical group 0.000 claims 30
- 239000000203 mixture Substances 0.000 claims 8
- 239000002904 solvent Substances 0.000 claims 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 6
- 239000012049 topical pharmaceutical composition Substances 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 5
- 239000007788 liquid Substances 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 238000009472 formulation Methods 0.000 claims 4
- 230000000699 topical effect Effects 0.000 claims 4
- CTPDSKVQLSDPLC-UHFFFAOYSA-N 2-(oxolan-2-ylmethoxy)ethanol Chemical compound OCCOCC1CCCO1 CTPDSKVQLSDPLC-UHFFFAOYSA-N 0.000 claims 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 3
- 241000238631 Hexapoda Species 0.000 claims 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 3
- 239000006184 cosolvent Substances 0.000 claims 3
- LZCLXQDLBQLTDK-BYPYZUCNSA-N ethyl (2S)-lactate Chemical compound CCOC(=O)[C@H](C)O LZCLXQDLBQLTDK-BYPYZUCNSA-N 0.000 claims 3
- 239000003630 growth substance Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 208000030852 Parasitic disease Diseases 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000004970 halomethyl group Chemical group 0.000 claims 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 claims 2
- 239000004544 spot-on Substances 0.000 claims 2
- WEEGYLXZBRQIMU-UHFFFAOYSA-N 1,8-cineole Natural products C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims 1
- AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 claims 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 claims 1
- SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 claims 1
- 208000026803 Animal Parasitic disease Diseases 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 239000005891 Cyromazine Substances 0.000 claims 1
- 239000005893 Diflubenzuron Substances 0.000 claims 1
- 239000005894 Emamectin Substances 0.000 claims 1
- WEEGYLXZBRQIMU-WAAGHKOSSA-N Eucalyptol Chemical compound C1C[C@H]2CC[C@]1(C)OC2(C)C WEEGYLXZBRQIMU-WAAGHKOSSA-N 0.000 claims 1
- 239000005912 Lufenuron Substances 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 239000005927 Pyriproxyfen Substances 0.000 claims 1
- 239000005942 Triflumuron Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 229960005233 cineole Drugs 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims 1
- LVQDKIWDGQRHTE-UHFFFAOYSA-N cyromazine Chemical compound NC1=NC(N)=NC(NC2CC2)=N1 LVQDKIWDGQRHTE-UHFFFAOYSA-N 0.000 claims 1
- 229950000775 cyromazine Drugs 0.000 claims 1
- QQQYTWIFVNKMRW-UHFFFAOYSA-N diflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1 QQQYTWIFVNKMRW-UHFFFAOYSA-N 0.000 claims 1
- 229940019503 diflubenzuron Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- CXEGAUYXQAKHKJ-NSBHKLITSA-N emamectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](NC)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 CXEGAUYXQAKHKJ-NSBHKLITSA-N 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims 1
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 229920005555 halobutyl Polymers 0.000 claims 1
- 125000004968 halobutyl group Chemical group 0.000 claims 1
- 125000004969 haloethyl group Chemical group 0.000 claims 1
- HICUREFSAIZXFQ-JOWPUVSESA-N i9z29i000j Chemical compound C1C[C@H](C)[C@@H](CC)O[C@@]21O[C@H](C\C=C(C)\[C@H](OC(=O)C(=N/OC)\C=1C=CC=CC=1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 HICUREFSAIZXFQ-JOWPUVSESA-N 0.000 claims 1
- 229960002418 ivermectin Drugs 0.000 claims 1
- 229950000961 latidectin Drugs 0.000 claims 1
- PWPJGUXAGUPAHP-UHFFFAOYSA-N lufenuron Chemical compound C1=C(Cl)C(OC(F)(F)C(C(F)(F)F)F)=CC(Cl)=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F PWPJGUXAGUPAHP-UHFFFAOYSA-N 0.000 claims 1
- 229960000521 lufenuron Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims 1
- FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 0.000 claims 1
- YZBLFMPOMVTDJY-CBYMMZEQSA-N moxidectin Chemical compound O1[C@H](C(\C)=C\C(C)C)[C@@H](C)C(=N/OC)\C[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 YZBLFMPOMVTDJY-CBYMMZEQSA-N 0.000 claims 1
- 229960004816 moxidectin Drugs 0.000 claims 1
- 239000004540 pour-on Substances 0.000 claims 1
- 125000004673 propylcarbonyl group Chemical group 0.000 claims 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- AFJYYKSVHJGXSN-KAJWKRCWSA-N selamectin Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1C(/C)=C/C[C@@H](O[C@]2(O[C@@H]([C@@H](C)CC2)C2CCCCC2)C2)C[C@@H]2OC(=O)[C@@H]([C@]23O)C=C(C)C(=N\O)/[C@H]3OC\C2=C/C=C/[C@@H]1C AFJYYKSVHJGXSN-KAJWKRCWSA-N 0.000 claims 1
- 229960002245 selamectin Drugs 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10197089 | 2010-12-27 | ||
| EP10197089.5 | 2010-12-27 | ||
| US201161430240P | 2011-01-06 | 2011-01-06 | |
| US61/430,240 | 2011-01-06 | ||
| PCT/EP2011/073828 WO2012089622A2 (en) | 2010-12-27 | 2011-12-22 | Topical localized isoxazoline formulation |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016139272A Division JP6246864B2 (ja) | 2010-12-27 | 2016-07-14 | 経表面局所イソオキサゾリン製剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014504586A JP2014504586A (ja) | 2014-02-24 |
| JP2014504586A5 true JP2014504586A5 (OSRAM) | 2015-02-05 |
| JP6002148B2 JP6002148B2 (ja) | 2016-10-05 |
Family
ID=43971048
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013545416A Active JP6002148B2 (ja) | 2010-12-27 | 2011-12-22 | 経表面局所イソオキサゾリン製剤 |
| JP2016139272A Active JP6246864B2 (ja) | 2010-12-27 | 2016-07-14 | 経表面局所イソオキサゾリン製剤 |
| JP2017217049A Active JP6514754B2 (ja) | 2010-12-27 | 2017-11-10 | 経表面局所イソオキサゾリン製剤 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016139272A Active JP6246864B2 (ja) | 2010-12-27 | 2016-07-14 | 経表面局所イソオキサゾリン製剤 |
| JP2017217049A Active JP6514754B2 (ja) | 2010-12-27 | 2017-11-10 | 経表面局所イソオキサゾリン製剤 |
Country Status (19)
| Country | Link |
|---|---|
| US (4) | US9173870B2 (OSRAM) |
| EP (1) | EP2658542B2 (OSRAM) |
| JP (3) | JP6002148B2 (OSRAM) |
| KR (2) | KR102027723B1 (OSRAM) |
| CN (2) | CN103260621B (OSRAM) |
| AU (2) | AU2016201954B2 (OSRAM) |
| BR (1) | BR112013015503A2 (OSRAM) |
| CA (1) | CA2822839C (OSRAM) |
| DK (1) | DK2658542T4 (OSRAM) |
| ES (1) | ES2908094T5 (OSRAM) |
| FI (1) | FI2658542T4 (OSRAM) |
| HU (1) | HUE058291T2 (OSRAM) |
| MX (2) | MX356926B (OSRAM) |
| NZ (1) | NZ611476A (OSRAM) |
| PL (1) | PL2658542T5 (OSRAM) |
| PT (1) | PT2658542T (OSRAM) |
| RU (2) | RU2633061C2 (OSRAM) |
| WO (1) | WO2012089622A2 (OSRAM) |
| ZA (1) | ZA201304514B (OSRAM) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
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| HUE058291T2 (hu) * | 2010-12-27 | 2022-07-28 | Intervet Int Bv | Topikális lokalizált izoxazolin formuláció |
| KR101992589B1 (ko) * | 2010-12-27 | 2019-06-24 | 인터벳 인터내셔널 비.브이. | 글리코푸롤을 포함하는 국소 적용 이속사졸린 제제 |
| PT2755473T (pt) | 2011-09-12 | 2019-03-25 | Boehringer Ingelheim Animal Health Usa Inc | Composições parasiticidas compreendendo um agente ativo de isoxazolina, métodos e suas utilizações |
| PL232463B1 (pl) | 2012-02-06 | 2019-06-28 | Merial Inc | Miękka, nadająca się do żucia kompozycja weterynaryjna do leczenia i/lub zapobiegania infekcji lub inwazji pasożytniczej u zwierzęcia oraz jej zastosowanie |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| RU2765231C2 (ru) * | 2012-04-04 | 2022-01-26 | Интервет Интернэшнл Б.В. | Мягкие жевательные фармацевтические продукты |
| EP3063144B1 (en) | 2013-11-01 | 2021-09-08 | Boehringer Ingelheim Animal Health USA Inc. | Antiparasitic and pesticidal isoxazoline compounds |
| BR112016014216B1 (pt) | 2013-12-20 | 2022-08-30 | Intervet International B.V. | Usos de um composto isoxazolina |
| JP6581586B2 (ja) * | 2013-12-20 | 2019-09-25 | インターベット インターナショナル ベー． フェー． | イソオキサゾリン組成物および動物における寄生虫侵襲の予防または処置におけるその使用 |
| CA2945766C (en) | 2014-04-17 | 2023-09-26 | Merial, Inc. | Use of malononitrile compounds for protecting animals from parasites |
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| AU2015371175B2 (en) | 2014-12-22 | 2021-03-04 | Intervet International B.V. | Use of isoxazoline compounds for treating demodicosis |
| UY36570A (es) | 2015-02-26 | 2016-10-31 | Merial Inc | Formulaciones inyectables de acción prolongada que comprenden un agente activo isoxazolina, métodos y usos de las mismas |
| US10081656B2 (en) | 2015-05-20 | 2018-09-25 | Merial, Inc. | Anthelmintic depsipeptide compounds |
| US20170333305A1 (en) * | 2016-05-23 | 2017-11-23 | Microban Products Company | Topical skin product having retention property |
| CN110381738B (zh) | 2016-10-14 | 2021-07-16 | 勃林格殷格翰动物保健美国公司 | 农药的和杀寄生物的乙烯基异噁唑啉化合物 |
| WO2018093920A1 (en) | 2016-11-16 | 2018-05-24 | Merial, Inc. | Anthelmintic depsipeptide compounds |
| WO2019036407A1 (en) | 2017-08-14 | 2019-02-21 | Merial, Inc. | PYRAZOLE-ISOXAZOLINE COMPOUNDS WITH PESTICIDE AND PARASITICIDE ACTIVITY |
| AU2018372008B2 (en) * | 2017-11-23 | 2024-03-28 | Ceva Sante Animale | Composition containing moxidectin for treating parasites infestations |
| DK3723739T3 (da) | 2017-12-15 | 2024-06-17 | Tarsus Pharmaceuticals Inc | Isoxazolin-parasiticidformuleringer og deres anvendelse til behandling af blepharitis |
| AR113997A1 (es) * | 2017-12-21 | 2020-07-08 | Intervet Int Bv | Composiciones antiparasitarias para unción dorsal continua |
| PE20211275A1 (es) | 2018-07-09 | 2021-07-19 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos heterociclicos antihelminticos |
| EP3883648A1 (en) | 2018-11-20 | 2021-09-29 | Boehringer Ingelheim Animal Health USA Inc. | Indazolylcyanoethylamino compound, compositions of same, method of making, and methods of using thereof |
| KR102079347B1 (ko) * | 2018-11-30 | 2020-02-19 | 문현규 | 치과용 유닛 체어 |
| KR20220002890A (ko) | 2019-03-19 | 2022-01-07 | 뵈링거 잉겔하임 애니멀 헬스 유에스에이 인코포레이티드 | 구충성 아자-벤조티오펜 및 아자-벤조푸란 화합물 |
| PH12021552713A1 (en) * | 2019-05-03 | 2022-07-04 | Intervet Int Bv | Injectable pharmaceutical compositions and uses thereof |
| AU2020408351A1 (en) | 2019-12-18 | 2022-08-11 | Elanco Tiergesundheit Ag | Isoxazoline derivatives as pesticides |
| FR3107531B1 (fr) * | 2020-02-20 | 2022-02-25 | Rl Innovation | .composition liquide ou en gel, ecologique permettant l’enlevement des graffittis, chewing-gums, colles, resines sur tous supports poreux ou non ainsi que tous marquages routier |
| MX2022015038A (es) | 2020-05-29 | 2023-01-04 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos heterociclicos como anthelminticos. |
| US20230257370A1 (en) | 2020-07-24 | 2023-08-17 | Elanco Us Inc. | Process for making an isoxazoline compound and intermediate thereof |
| CH717763A2 (de) | 2020-08-18 | 2022-02-28 | Swibox Ag | Abzweigsystem für elektrische Leiter. |
| JP2024511258A (ja) | 2021-01-27 | 2024-03-13 | コルテバ アグリサイエンス エルエルシー | 魚における寄生生物に対するシクロプロピルアミド化合物 |
| US20240116854A1 (en) | 2021-01-27 | 2024-04-11 | Intervet Inc. | Cyclopropylamide compounds against parasites in fish |
| WO2023156938A1 (en) | 2022-02-17 | 2023-08-24 | Boehringer Ingelheim Vetmedica Gmbh | Method and system for providing a fluid product mailer |
| NO20240925A1 (en) | 2023-09-15 | 2025-03-17 | Evah Atlantic Inc | Dihydroisoxazole compound for use in reducing ectoparasite infestations on fish |
| WO2025191150A2 (en) | 2024-03-15 | 2025-09-18 | Krka, D.D., Novo Mesto | Stable isoxazoline formulation for topical application to the skin |
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