JP2018521995A5 - - Google Patents
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- Publication number
- JP2018521995A5 JP2018521995A5 JP2017566402A JP2017566402A JP2018521995A5 JP 2018521995 A5 JP2018521995 A5 JP 2018521995A5 JP 2017566402 A JP2017566402 A JP 2017566402A JP 2017566402 A JP2017566402 A JP 2017566402A JP 2018521995 A5 JP2018521995 A5 JP 2018521995A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- drinking water
- medicinal
- obtainable
- isoxazoline
- 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.)
- Granted
Links
- 239000008194 pharmaceutical composition Substances 0.000 claims 22
- 239000003651 drinking water Substances 0.000 claims 20
- 235000020188 drinking water Nutrition 0.000 claims 20
- -1 methoxyethyl Chemical group 0.000 claims 20
- 238000000034 method Methods 0.000 claims 10
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims 8
- 241001465754 Metazoa Species 0.000 claims 7
- 238000004519 manufacturing process Methods 0.000 claims 7
- 230000003071 parasitic effect Effects 0.000 claims 7
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 claims 6
- 244000045947 parasite Species 0.000 claims 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 6
- 229930003427 Vitamin E Natural products 0.000 claims 4
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 229940046009 vitamin E Drugs 0.000 claims 4
- 239000011709 vitamin E Substances 0.000 claims 4
- 235000019165 vitamin E Nutrition 0.000 claims 4
- 238000007865 diluting Methods 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 241000238421 Arthropoda Species 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- 125000004970 halomethyl group Chemical group 0.000 claims 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical group Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 239000002904 solvent Substances 0.000 claims 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N (R)-alpha-Tocopherol Natural products OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims 1
- FLEFKKUZMDEUIP-QFIPXVFZSA-N 1-[6-[(5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]spiro[1h-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone Chemical compound C1N(C(=O)CS(=O)(=O)C)CC21C1=CC=C(C=3C[C@](ON=3)(C=3C=C(Cl)C(F)=C(Cl)C=3)C(F)(F)F)C=C1CO2 FLEFKKUZMDEUIP-QFIPXVFZSA-N 0.000 claims 1
- HDKWFBCPLKNOCK-SFHVURJKSA-N 3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5s)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]thiophene-2-carboxamide Chemical compound S1C(C(=O)NCC(=O)NCC(F)(F)F)=C(C)C=C1C1=NO[C@](C(F)(F)F)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C1 HDKWFBCPLKNOCK-SFHVURJKSA-N 0.000 claims 1
- OXDDDHGGRFRLEE-UHFFFAOYSA-N 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]naphthalene-1-carboxamide Chemical compound C12=CC=CC=C2C(C(=O)NCC(=O)NCC(F)(F)F)=CC=C1C(C1)=NOC1(C(F)(F)F)C1=CC(Cl)=CC(C(F)(F)F)=C1 OXDDDHGGRFRLEE-UHFFFAOYSA-N 0.000 claims 1
- 239000004155 Chlorine dioxide Substances 0.000 claims 1
- 206010061217 Infestation Diseases 0.000 claims 1
- 229960000982 afoxolaner Drugs 0.000 claims 1
- 125000004686 alkyl sulfanyl alkyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 229940087168 alpha tocopherol Drugs 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 235000019398 chlorine dioxide Nutrition 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000006184 cosolvent Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 229940079593 drug Drugs 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
- MLBZKOGAMRTSKP-UHFFFAOYSA-N fluralaner Chemical compound C1=C(C(=O)NCC(=O)NCC(F)(F)F)C(C)=CC(C=2CC(ON=2)(C=2C=C(Cl)C=C(Cl)C=2)C(F)(F)F)=C1 MLBZKOGAMRTSKP-UHFFFAOYSA-N 0.000 claims 1
- 229960004498 fluralaner Drugs 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
- 229950002303 lotilaner Drugs 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
- 239000000203 mixture Substances 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000004673 propylcarbonyl group Chemical group 0.000 claims 1
- 238000011012 sanitization Methods 0.000 claims 1
- 229960005393 sarolaner Drugs 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 229960000984 tocofersolan Drugs 0.000 claims 1
- 239000002076 α-tocopherol Substances 0.000 claims 1
- 235000004835 α-tocopherol Nutrition 0.000 claims 1
- 125000001020 α-tocopherol group Chemical group 0.000 claims 1
- 0 *Cc1ccccn1 Chemical compound *Cc1ccccn1 0.000 description 2
- XNTFQMKXUFFUQO-UHFFFAOYSA-N C[n]1nccc1CN Chemical compound C[n]1nccc1CN XNTFQMKXUFFUQO-UHFFFAOYSA-N 0.000 description 1
- HRVLXTZHPZXHTR-UHFFFAOYSA-N NC1(CC1)c1ccccn1 Chemical compound NC1(CC1)c1ccccn1 HRVLXTZHPZXHTR-UHFFFAOYSA-N 0.000 description 1
- FVLAYJRLBLHIPV-UHFFFAOYSA-N Nc1cncnc1 Chemical compound Nc1cncnc1 FVLAYJRLBLHIPV-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15173454.8 | 2015-06-23 | ||
| EP15173454 | 2015-06-23 | ||
| PCT/EP2016/064449 WO2016207234A1 (en) | 2015-06-23 | 2016-06-22 | Isoxazoline solution containing vitamin e for use with sanitized drinking water |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018521995A JP2018521995A (ja) | 2018-08-09 |
| JP2018521995A5 true JP2018521995A5 (enExample) | 2019-07-25 |
| JP6933983B2 JP6933983B2 (ja) | 2021-09-08 |
Family
ID=53488226
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017566402A Active JP6933983B2 (ja) | 2015-06-23 | 2016-06-22 | 衛生化飲料水と共に使用するためのビタミンｅを含有するイソオキサゾリン溶液 |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US20180169073A1 (enExample) |
| EP (1) | EP3313400B1 (enExample) |
| JP (1) | JP6933983B2 (enExample) |
| CN (1) | CN107750159B (enExample) |
| BR (1) | BR112017027855B1 (enExample) |
| ES (1) | ES2920394T3 (enExample) |
| HU (1) | HUE059228T2 (enExample) |
| MX (1) | MX383746B (enExample) |
| PL (1) | PL3313400T3 (enExample) |
| WO (1) | WO2016207234A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170232024A1 (en) | 2014-08-04 | 2017-08-17 | Jerry Tan Eye Surgery Pte Ltd | Pharmaceutical compositions for demodex related blepharitis and eyelid crusting |
| KR102668200B1 (ko) * | 2015-10-28 | 2024-05-23 | 주식회사유한양행 | 지속형 fgf21 융합 단백질 및 이를 포함하는 약학적 조성물 |
| UY37137A (es) | 2016-02-24 | 2017-09-29 | Merial Inc | Compuestos antiparasitarios de isoxazolina, formulaciones inyectables de acción prolongada que los comprenden, métodos y usos de los mismos |
| CN119157876A (zh) | 2017-12-15 | 2024-12-20 | 塔苏斯制药有限公司 | 用于治疗睑炎的异恶唑啉驱虫剂制剂和方法 |
| US12502377B2 (en) | 2019-04-04 | 2025-12-23 | Tarsus Pharmaceuticals, Inc. | Method of eradicating ticks that attach to humans using lotilaner formulations |
| US12497370B2 (en) | 2019-12-18 | 2025-12-16 | Elanco Tiergesundheit Ag | Isoxazoline derivatives |
| US12655138B2 (en) | 2020-07-24 | 2026-06-16 | Elanco Us Inc. | Process for making an isoxazoline compound and intermediate thereof |
| AU2021335500A1 (en) | 2020-09-04 | 2023-05-04 | Elanco Us Inc. | Palatable formulations |
| WO2022192631A1 (en) * | 2021-03-11 | 2022-09-15 | In The Bowl Animal Health, Inc. | Oral canine feed and methods for controlling tick infestations in a canine |
| CN114306231B (zh) * | 2021-12-29 | 2023-03-24 | 天津市中升挑战生物科技有限公司 | 一种氟雷拉纳杀虫剂及其制备方法和应用 |
| CN115266988A (zh) * | 2022-08-01 | 2022-11-01 | 江苏慧聚药业股份有限公司 | 一种氟雷拉钠有关物质的检测方法 |
| CN117064851B (zh) * | 2023-09-20 | 2026-02-17 | 中国农业大学 | 一种异噁唑啉类驱虫药制剂的制备方法 |
| CN118477040B (zh) * | 2024-04-11 | 2025-02-25 | 河北威远药业有限公司 | 一种氟雷拉纳溶液的制备方法 |
Family Cites Families (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5962488A (en) * | 1998-04-08 | 1999-10-05 | Roberts Laboratories, Inc. | Stable pharmaceutical formulations for treating internal bowel syndrome containing isoxazole derivatives |
| MXPA03000081A (es) * | 2000-06-27 | 2003-09-25 | Procter & Gamble | Composiciones para el tratamiento del agua. |
| US20050005868A1 (en) * | 2003-07-11 | 2005-01-13 | Shepard Allan T. | Animal drinking water production |
| BRPI0508140B1 (pt) | 2004-03-05 | 2015-03-17 | Nissan Chemical Ind Ltd | Composto benzamida substituída por isoxazolina da fórmula (1); da fórmula (2) substituído por 3,5-bis (aril substituído); da fórmula (4) substituída por alquinibenzeno ou um sal do mesmo; "pesticida, agroquímico, inseticida, parasiticida contendo como ingrediente ativo um ou mais composto benzamida substituída por isoxazolina e sal do mesmo" |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | 杜邦股份有限公司 | 控制無脊椎害蟲之異唑啉 |
| JP2007319124A (ja) * | 2006-06-02 | 2007-12-13 | Nippon Tablet Kk | 健康食品 |
| NZ580241A (en) | 2007-04-10 | 2011-02-25 | Bayer Cropscience Ag | Insecticidal aryl isoxazoline derivatives |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| DK2182945T3 (en) | 2007-06-27 | 2015-11-16 | Du Pont | PROCEDURE TO COMBAT PESTS WITH ANIMALS |
| US20090024541A1 (en) * | 2007-07-20 | 2009-01-22 | Gary Kremen | Power purchase methods, agreements and financial instruments for tax-advantaged financing residential renewable energy equipment |
| TWI556741B (zh) | 2007-08-17 | 2016-11-11 | 英特威特國際股份有限公司 | 異唑啉組成物及其作為抗寄生蟲藥上的應用 |
| TWI411395B (zh) | 2007-12-24 | 2013-10-11 | Syngenta Participations Ag | 殺蟲化合物 |
| BRPI0915665B1 (pt) * | 2008-07-09 | 2018-01-02 | Basf Se | Misturas pesticidas, métodos para proteger plantas do ataque ou infestação por insetos, acarídeos ou nematódeos, para controlar insetos, aracnídeos ou nematódeos, uso de uma mistura, e, composição pesticida ou parasiticida |
| US7951404B2 (en) * | 2008-07-11 | 2011-05-31 | Sanosil Ag | Concentrate for preparing a disinfectant and methods for its preparation and use |
| ES2442342T3 (es) | 2008-12-18 | 2014-02-11 | Novartis Ag | Derivados de las isoxazolinas y su uso como pesticida |
| AR074790A1 (es) | 2008-12-19 | 2011-02-09 | Novartis Ag | Derivados de isooxazol sustituidos, composiciones farmaceuticas y para el control de parasitos que los comprenden y su uso en metodos para controlar parasitos en y sobre animales de sangre caliente. |
| PT3078664T (pt) | 2009-12-17 | 2019-05-31 | Boehringer Ingelheim Animal Health Usa Inc | Composições antiparasitárias de di-hidroazoles |
| KR20120125332A (ko) * | 2010-02-01 | 2012-11-14 | 바스프 에스이 | 동물 해충을 퇴치하기 위한 치환된 케톤계 이속사졸린 화합물 및 유도체 |
| WO2011124998A1 (en) | 2010-04-08 | 2011-10-13 | Pfizer Inc. | Substituted 3,5- di phenyl - isoxazoline derivatives as insecticides and acaricides |
| WO2012155352A1 (en) | 2011-05-19 | 2012-11-22 | Eli Lilly And Company | Dihydroisoxazole compounds, parasiticidal uses and formulations thereof |
| WO2013026695A1 (en) | 2011-08-25 | 2013-02-28 | Syngenta Participations Ag | Isoxazoline derivatives as insecticidal compounds |
| JP6061934B2 (ja) | 2011-08-25 | 2017-01-18 | シンジェンタ パーティシペーションズ アーゲー | 殺虫化合物としてのイソオキサゾリン誘導体 |
| HUE042360T2 (hu) * | 2011-09-12 | 2019-06-28 | Merial Inc | Izoxazolin hatóanyagot tartalmazó parazitaellenes készítmények, ezek elõállítása és alkalmazása |
| MX374480B (es) | 2013-09-30 | 2025-03-06 | Zoetis Services Llc | Formulaciones de espiro-isoxazolina de accion prolongada. |
| US9371293B2 (en) | 2013-10-25 | 2016-06-21 | Sumitomo Chemical Company, Limited | Isoxazoline compound composition |
| WO2015066277A1 (en) | 2013-11-01 | 2015-05-07 | Merial Limited | Antiparisitic and pesticidal isoxazoline compounds |
| PT3079474T (pt) * | 2013-12-10 | 2019-09-10 | Intervet Int Bv | Utilização antiparasitária de compostos de isoxazolina |
| ES2874054T3 (es) * | 2013-12-20 | 2021-11-04 | Intervet Int Bv | Uso de derivados de isoxazolina para el tratamiento o la prevención de la infestación con artrópodos en aves de corral |
| MX373872B (es) * | 2013-12-20 | 2020-03-26 | Intervet Int Bv | Composiciones de isoxazolina y uso de las mismas en la prevención o tratamiento de infestaciones parasitarias en animales. |
| JP2017533959A (ja) * | 2014-11-03 | 2017-11-16 | ゾエティス・サービシーズ・エルエルシー | 嗜好性が高く咀嚼可能な獣医学的な組成物 |
-
2016
- 2016-06-22 BR BR112017027855-3A patent/BR112017027855B1/pt active IP Right Grant
- 2016-06-22 WO PCT/EP2016/064449 patent/WO2016207234A1/en not_active Ceased
- 2016-06-22 ES ES16733385T patent/ES2920394T3/es active Active
- 2016-06-22 JP JP2017566402A patent/JP6933983B2/ja active Active
- 2016-06-22 US US15/735,252 patent/US20180169073A1/en not_active Abandoned
- 2016-06-22 EP EP16733385.5A patent/EP3313400B1/en active Active
- 2016-06-22 MX MX2017016671A patent/MX383746B/es unknown
- 2016-06-22 PL PL16733385.5T patent/PL3313400T3/pl unknown
- 2016-06-22 HU HUE16733385A patent/HUE059228T2/hu unknown
- 2016-06-22 CN CN201680036814.8A patent/CN107750159B/zh active Active
-
2019
- 2019-07-26 US US16/523,780 patent/US11179372B2/en active Active
-
2021
- 2021-07-30 US US17/390,258 patent/US11878006B2/en active Active
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