JP2014507459A5 - - Google Patents
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- JP2014507459A5 JP2014507459A5 JP2013557121A JP2013557121A JP2014507459A5 JP 2014507459 A5 JP2014507459 A5 JP 2014507459A5 JP 2013557121 A JP2013557121 A JP 2013557121A JP 2013557121 A JP2013557121 A JP 2013557121A JP 2014507459 A5 JP2014507459 A5 JP 2014507459A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- haloalkyl
- alkoxy
- unsubstituted
- substituted
- 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.)
- Pending
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- 150000001875 compounds Chemical class 0.000 claims 19
- 229910052736 halogen Inorganic materials 0.000 claims 15
- 150000002367 halogens Chemical class 0.000 claims 15
- -1 amino - Chemical class 0.000 claims 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims 11
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 6
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 5
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 5
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 4
- 125000006771 (C1-C6) haloalkylthio group Chemical group 0.000 claims 4
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 3
- 125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- 125000004749 (C1-C6) haloalkylsulfinyl group Chemical group 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000005879 dioxolanyl group Chemical group 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000005221 halo alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- BOTREHHXSQGWTR-UHFFFAOYSA-N oxolane-3-carboxylic acid Chemical compound OC(=O)C1CCOC1 BOTREHHXSQGWTR-UHFFFAOYSA-N 0.000 claims 2
- 244000045947 parasite Species 0.000 claims 2
- 125000004193 piperazinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 2
- 125000003507 tetrahydrothiofenyl group Chemical group 0.000 claims 2
- 125000005458 thianyl group Chemical group 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical group C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
- XCUAIINAJCDIPM-XVFCMESISA-N N(4)-hydroxycytidine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=NO)C=C1 XCUAIINAJCDIPM-XVFCMESISA-N 0.000 claims 1
- YJEMQUPUTXKLMX-UHFFFAOYSA-N N-[[2-methyl-5-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]thiophen-3-yl]methyl]cyclopropanecarboxamide Chemical compound CC=1SC(C=2CC(ON=2)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C(F)(F)F)=CC=1CNC(=O)C1CC1 YJEMQUPUTXKLMX-UHFFFAOYSA-N 0.000 claims 1
- HRVNBQRGLQRTMT-UHFFFAOYSA-N N-[[2-methyl-5-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]thiophen-3-yl]methyl]propanamide Chemical compound S1C(C)=C(CNC(=O)CC)C=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C1 HRVNBQRGLQRTMT-UHFFFAOYSA-N 0.000 claims 1
- RHRVWNITRNKWCH-UHFFFAOYSA-N N-[[5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylfuran-3-yl]methyl]cyclopropanecarboxamide Chemical compound CC=1OC(C=2CC(ON=2)(C=2C=C(Cl)C=C(Cl)C=2)C(F)(F)F)=CC=1CNC(=O)C1CC1 RHRVWNITRNKWCH-UHFFFAOYSA-N 0.000 claims 1
- LTOSPMAKMXIYDK-UHFFFAOYSA-N N-[[5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylfuran-3-yl]methyl]oxolane-3-carboxamide Chemical compound CC=1OC(=CC1CNC(=O)C1COCC1)C1=NOC(C1)(C(F)(F)F)C1=CC(=CC(=C1)Cl)Cl LTOSPMAKMXIYDK-UHFFFAOYSA-N 0.000 claims 1
- OXIPEMXHAXUIDL-UHFFFAOYSA-N N-[[5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylthiophen-3-yl]methyl]cyclopropanecarboxamide Chemical compound CC=1SC(C=2CC(ON=2)(C=2C=C(Cl)C=C(Cl)C=2)C(F)(F)F)=CC=1CNC(=O)C1CC1 OXIPEMXHAXUIDL-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 241000251539 Vertebrata <Metazoa> Species 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 239000002270 dispersing agent Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- WFBFJMNWFUCZMJ-UHFFFAOYSA-N n-[[2-methyl-5-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]furan-3-yl]methyl]cyclopropanecarboxamide Chemical compound CC=1OC(C=2CC(ON=2)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C(F)(F)F)=CC=1CNC(=O)C1CC1 WFBFJMNWFUCZMJ-UHFFFAOYSA-N 0.000 claims 1
- ZPJVAIQVKUCRBP-UHFFFAOYSA-N n-[[2-methyl-5-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]furan-3-yl]methyl]oxolane-3-carboxamide Chemical compound CC=1OC(C=2CC(ON=2)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C(F)(F)F)=CC=1CNC(=O)C1CCOC1 ZPJVAIQVKUCRBP-UHFFFAOYSA-N 0.000 claims 1
- SLUWJSVOOWRWBS-UHFFFAOYSA-N n-[[2-methyl-5-[5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]furan-3-yl]methyl]propanamide Chemical compound O1C(C)=C(CNC(=O)CC)C=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C1 SLUWJSVOOWRWBS-UHFFFAOYSA-N 0.000 claims 1
- WUXYMHDSFCIQMA-UHFFFAOYSA-N n-[[5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-2-methylthiophen-3-yl]methyl]propanamide Chemical compound S1C(C)=C(CNC(=O)CC)C=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C=C(Cl)C=2)C1 WUXYMHDSFCIQMA-UHFFFAOYSA-N 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH4072011 | 2011-03-10 | ||
| CH00407/11 | 2011-03-10 | ||
| PCT/EP2012/054161 WO2012120135A1 (en) | 2011-03-10 | 2012-03-09 | Isoxazole derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014507459A JP2014507459A (ja) | 2014-03-27 |
| JP2014507459A5 true JP2014507459A5 (cg-RX-API-DMAC7.html) | 2015-04-09 |
Family
ID=45809012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013557121A Pending JP2014507459A (ja) | 2011-03-10 | 2012-03-09 | イソオキサゾール誘導体 |
Country Status (15)
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UY33403A (es) * | 2010-06-17 | 2011-12-30 | Novartis Ag | Compuestos orgánicos con novedosas isoxazolinas, sus n-óxidos, s-óxidos y sales |
| TR201909461T4 (tr) | 2012-02-06 | 2019-07-22 | Boehringer Ingelheim Animal Health Usa Inc | Si̇stemi̇k olarak etki̇ eden akti̇f maddeleri̇ i̇çeren parazi̇ti̇si̇dal oral veteri̇nerli̇ğe ai̇t bi̇leşi̇mler, bunlarin yöntemleri̇ ve kullanimlari |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| CA2900029C (en) | 2013-02-06 | 2021-03-02 | Bayer Cropscience Aktiengesellschaft | Halogen-substituted pyrazol derivatives as pest-control agents |
| ES2659974T3 (es) * | 2013-06-24 | 2018-03-20 | Merial, Inc. | Compuestos de isotiazolina sustituidos con tiofeno o furano como pesticidas |
| US9944597B2 (en) | 2013-09-16 | 2018-04-17 | The Board Of Regents Of The University Of Texas System | Polysubstituted pyrroles having microtubule-disrupting, cytotoxic and antitumor activities and methods of use thereof |
| ES2905848T3 (es) | 2013-11-01 | 2022-04-12 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos de isoxazolina antiparasitarios y plaguicidas |
| MX2016008653A (es) | 2014-01-03 | 2016-09-26 | Bayer Animal Health Gmbh | Nuevas pirazolil-heteroarilamidas como agentes plaguicidas. |
| NZ726251A (en) | 2014-04-17 | 2017-11-24 | Merial Inc | Use of malononitrile compounds for protecting animals from parasites |
| US10208015B2 (en) | 2014-07-15 | 2019-02-19 | Bayer Animal Health Gmbh | Aryl-triazolyl pyridines as pest control agents |
| CN106795080B (zh) | 2014-10-14 | 2024-06-04 | 先正达参股股份有限公司 | 用于制备卤代三氟苯乙酮的方法 |
| BR112017007751B1 (pt) | 2014-10-14 | 2020-12-15 | Syngenta Participations Ag | Processo para a preparação de 5-bromo-1,2,3-triclorobenzeno |
| WO2016058881A2 (en) * | 2014-10-14 | 2016-04-21 | Syngenta Participations Ag | Process for the preparation of halo-substituted benzenes |
| BR112017007509B1 (pt) | 2014-10-14 | 2021-02-02 | Syngenta Participations Ag | processo para a preparação de 1-(3,5-dicloro-4-fluorofenil)-2,2,2-trifluoro-etanona |
| EP3018129A1 (en) * | 2014-11-10 | 2016-05-11 | Novartis Tiergesundheit AG | Diaryl isoxazoline compound |
| 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 |
| BR112017021073A2 (pt) * | 2015-04-08 | 2018-07-03 | Merial Inc | composições injetáveis de liberação prolongada compreendendo um agente ativo de isoxazolina, seus métodos e usos |
| ES2916216T3 (es) | 2015-05-20 | 2022-06-29 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos de depsipéptidos antihelmínticos |
| 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 |
| WO2018039508A1 (en) | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| 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 |
| AU2017361099A1 (en) | 2016-11-16 | 2019-06-06 | Boehringer Ingelheim Animal Health USA Inc. | Anthelmintic depsipeptide compounds |
| WO2018166855A1 (en) | 2017-03-16 | 2018-09-20 | Basf Se | Heterobicyclic substituted dihydroisoxazoles |
| CN111194316A (zh) | 2017-08-14 | 2020-05-22 | 勃林格殷格翰动物保健美国公司 | 农药的和杀寄生物的吡唑-异噁唑啉化合物 |
| IL279977B2 (en) | 2018-07-09 | 2024-06-01 | Boehringer Ingelheim Animal Health Usa Inc | Heterocyclic anthelmintic compounds |
| US11773066B2 (en) | 2018-11-20 | 2023-10-03 | Boehringer Ingelheim Animal Health USA Inc. | Indazolylcyanoethylamino compound, compositions of same, method of making, and methods of using thereof |
| JP7637630B2 (ja) | 2019-03-19 | 2025-02-28 | ベーリンガー インゲルハイム フェトメディカ ゲーエムベーハー | 駆虫性アザベンゾチオフェンおよびアザベンゾフラン化合物 |
| AR119790A1 (es) | 2019-08-29 | 2022-01-12 | Pi Industries Ltd | Compuestos de isoxazolina y su uso como agentes para el control de plagas |
| EP4085056A1 (en) | 2020-01-03 | 2022-11-09 | Berg LLC | Polycyclic amides as ube2k modulators for treating cancer |
| WO2021242481A1 (en) | 2020-05-28 | 2021-12-02 | Boehringer Ingelheim Animal Health USA Inc. | Bi-modal release intra-ruminal capsule device and methods of use thereof |
| CA3183100A1 (en) | 2020-05-29 | 2021-12-02 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Anthelmintic heterocyclic compounds |
| US12161089B2 (en) | 2020-12-21 | 2024-12-10 | Boehringer Ingelheim Animal Health USA Inc. | Parasiticidal collar comprising isoxazoline compounds |
| US20240116854A1 (en) | 2021-01-27 | 2024-04-11 | Intervet Inc. | Cyclopropylamide compounds against parasites in fish |
| BR112023015168A2 (pt) | 2021-01-27 | 2023-10-03 | Corteva Agriscience Llc | Compostos de ciclopropilamida contra parasitas em peixes |
| NO20240925A1 (en) | 2023-09-15 | 2025-03-17 | Evah Atlantic Inc | Dihydroisoxazole compound for use in reducing ectoparasite infestations on fish |
| WO2025257633A1 (en) | 2024-06-12 | 2025-12-18 | Boehringer Ingelheim Vetmedica Gmbh | Long-acting castor oil-containing injectable formulations and methods of use thereof |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101331127B (zh) * | 2005-12-16 | 2012-05-23 | 杜邦公司 | 用于防治无脊椎害虫的5-芳基异噁唑啉 |
| TW200803740A (en) | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| TWI412322B (zh) * | 2005-12-30 | 2013-10-21 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| CN101400662B (zh) * | 2006-03-10 | 2012-11-14 | 日产化学工业株式会社 | 取代异噁唑啉化合物及有害生物防除剂 |
| AU2008235089B8 (en) * | 2007-04-10 | 2014-04-10 | Bayer Intellectual Property Gmbh | Insecticidal aryl isoxazoline derivatives |
| TWI461411B (zh) | 2007-08-17 | 2014-11-21 | Du Pont | 製備５－鹵烷基－４，５－二氫異唑衍生物之方法 |
| WO2009071500A2 (en) | 2007-12-03 | 2009-06-11 | Novartis Ag | Organic compounds |
| 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. |
| JP2010235590A (ja) * | 2009-03-09 | 2010-10-21 | Nissan Chem Ind Ltd | 置換イソキサゾリン化合物及び有害生物防除剤 |
| UY33403A (es) | 2010-06-17 | 2011-12-30 | Novartis Ag | Compuestos orgánicos con novedosas isoxazolinas, sus n-óxidos, s-óxidos y sales |
-
2012
- 2012-03-09 AU AU2012224521A patent/AU2012224521B2/en not_active Expired - Fee Related
- 2012-03-09 EP EP20120707629 patent/EP2683713B1/en not_active Not-in-force
- 2012-03-09 AR ARP120100793A patent/AR085657A1/es unknown
- 2012-03-09 BR BR112013022755A patent/BR112013022755A2/pt not_active IP Right Cessation
- 2012-03-09 JP JP2013557121A patent/JP2014507459A/ja active Pending
- 2012-03-09 MX MX2013010297A patent/MX2013010297A/es not_active Application Discontinuation
- 2012-03-09 ES ES12707629.7T patent/ES2542409T3/es active Active
- 2012-03-09 WO PCT/EP2012/054161 patent/WO2012120135A1/en not_active Ceased
- 2012-03-09 US US14/004,307 patent/US8822466B2/en not_active Expired - Fee Related
- 2012-03-09 RU RU2013145304/04A patent/RU2013145304A/ru not_active Application Discontinuation
- 2012-03-09 CA CA2829149A patent/CA2829149A1/en not_active Abandoned
- 2012-03-09 CN CN201280012748.2A patent/CN103502246A/zh active Pending
-
2013
- 2013-08-16 ZA ZA2013/06175A patent/ZA201306175B/en unknown
- 2013-08-21 CO CO13198103A patent/CO6801794A2/es active IP Right Grant
- 2013-08-27 CL CL2013002472A patent/CL2013002472A1/es unknown
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