JP2010527368A5 - - Google Patents
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- JP2010527368A5 JP2010527368A5 JP2010508521A JP2010508521A JP2010527368A5 JP 2010527368 A5 JP2010527368 A5 JP 2010527368A5 JP 2010508521 A JP2010508521 A JP 2010508521A JP 2010508521 A JP2010508521 A JP 2010508521A JP 2010527368 A5 JP2010527368 A5 JP 2010527368A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- halo
- compound
- alkoxy
- formula
- 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
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- 150000001875 compounds Chemical class 0.000 claims 52
- 229910052739 hydrogen Inorganic materials 0.000 claims 42
- 239000001257 hydrogen Substances 0.000 claims 28
- 229910052794 bromium Inorganic materials 0.000 claims 27
- 229910052736 halogen Inorganic materials 0.000 claims 27
- 150000002367 halogens Chemical class 0.000 claims 27
- 150000002431 hydrogen Chemical class 0.000 claims 27
- 229910052801 chlorine Inorganic materials 0.000 claims 26
- 125000001475 halogen functional group Chemical group 0.000 claims 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 21
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims 19
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 125000005110 aryl thio group Chemical group 0.000 claims 17
- 125000001424 substituent group Chemical group 0.000 claims 15
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 13
- -1 C 1 -C 6 -alkoxy Chemical group 0.000 claims 13
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 13
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 12
- 208000015181 infectious disease Diseases 0.000 claims 12
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 11
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 11
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 10
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 10
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 9
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 9
- 238000000034 method Methods 0.000 claims 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 9
- 125000001188 haloalkyl group Chemical group 0.000 claims 8
- 244000000013 helminth Species 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000004414 alkyl thio group Chemical group 0.000 claims 7
- 125000004438 haloalkoxy group Chemical group 0.000 claims 7
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims 7
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 7
- 125000004995 haloalkylthio group Chemical group 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 108010034145 Helminth Proteins Proteins 0.000 claims 6
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 6
- 244000078703 ectoparasite Species 0.000 claims 6
- 229910052731 fluorine Inorganic materials 0.000 claims 6
- 239000003795 chemical substances by application Substances 0.000 claims 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 5
- 241000238876 Acari Species 0.000 claims 4
- 241000255925 Diptera Species 0.000 claims 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 239000002917 insecticide Substances 0.000 claims 3
- 125000003107 substituted aryl group Chemical group 0.000 claims 3
- 241000244186 Ascaris Species 0.000 claims 2
- 241000244036 Brugia Species 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 241000244160 Echinococcus Species 0.000 claims 2
- 241000498256 Enterobius Species 0.000 claims 2
- 241000315566 Habronema Species 0.000 claims 2
- 235000019687 Lamb Nutrition 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 241001137882 Nematodirus Species 0.000 claims 2
- 241000243795 Ostertagia Species 0.000 claims 2
- 241001674048 Phthiraptera Species 0.000 claims 2
- 241000545593 Scolytinae Species 0.000 claims 2
- 241000256103 Simuliidae Species 0.000 claims 2
- 241000258242 Siphonaptera Species 0.000 claims 2
- 241000607216 Toxascaris Species 0.000 claims 2
- 241000244031 Toxocara Species 0.000 claims 2
- 241000243774 Trichinella Species 0.000 claims 2
- 241000223259 Trichoderma Species 0.000 claims 2
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 2
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims 2
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims 2
- 125000004691 alkyl thio carbonyl group Chemical group 0.000 claims 2
- GOPDFXUMARJJEA-UHFFFAOYSA-N amino(nitro)azanide Chemical compound N[N-][N+]([O-])=O GOPDFXUMARJJEA-UHFFFAOYSA-N 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 150000001728 carbonyl compounds Chemical class 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 244000079386 endoparasite Species 0.000 claims 2
- 210000002816 gill Anatomy 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000005493 quinolyl group Chemical group 0.000 claims 2
- 210000002784 stomach Anatomy 0.000 claims 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 2
- 125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims 1
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims 1
- 125000003418 alkyl amino alkoxy group Chemical group 0.000 claims 1
- 125000004687 alkyl sulfinyl alkyl group Chemical group 0.000 claims 1
- 125000004688 alkyl sulfonyl alkyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 150000003863 ammonium salts Chemical class 0.000 claims 1
- SCJNCDSAIRBRIA-DOFZRALJSA-N arachidonyl-2'-chloroethylamide Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCCl SCJNCDSAIRBRIA-DOFZRALJSA-N 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 1
- 125000004984 dialkylaminoalkoxy group Chemical group 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 238000007074 heterocyclization reaction Methods 0.000 claims 1
- QHDRKFYEGYYIIK-UHFFFAOYSA-N isovaleronitrile Chemical compound CC(C)CC#N QHDRKFYEGYYIIK-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 238000007248 oxidative elimination reaction Methods 0.000 claims 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- 125000006239 protecting 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
- 239000002904 solvent Substances 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 0 CC(C(C*C=*)=PN*C(*)=O)=* Chemical compound CC(C(C*C=*)=PN*C(*)=O)=* 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US93048507P | 2007-05-15 | 2007-05-15 | |
| US60/930,485 | 2007-05-15 | ||
| PCT/US2008/063417 WO2008144275A1 (en) | 2007-05-15 | 2008-05-12 | Aryloazol-2-yl cyanoethylamino compounds, method of making and method of using thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010527368A JP2010527368A (ja) | 2010-08-12 |
| JP2010527368A5 true JP2010527368A5 (OSRAM) | 2011-06-30 |
| JP5562840B2 JP5562840B2 (ja) | 2014-07-30 |
Family
ID=38608776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010508521A Expired - Fee Related JP5562840B2 (ja) | 2007-05-15 | 2008-05-12 | アリーロアゾール−２−イルシアノエチルアミノ化合物、これらの製造方法及び使用方法 |
Country Status (31)
| Country | Link |
|---|---|
| US (2) | US8088801B2 (OSRAM) |
| EP (4) | EP2639228B1 (OSRAM) |
| JP (1) | JP5562840B2 (OSRAM) |
| KR (3) | KR101292600B1 (OSRAM) |
| CN (2) | CN101743230B (OSRAM) |
| AR (1) | AR066571A1 (OSRAM) |
| AU (1) | AU2008254279B2 (OSRAM) |
| BR (2) | BRPI0811635B1 (OSRAM) |
| CA (1) | CA2684764C (OSRAM) |
| CL (1) | CL2008001430A1 (OSRAM) |
| CY (3) | CY1116858T1 (OSRAM) |
| DK (4) | DK3088384T3 (OSRAM) |
| EA (1) | EA016912B1 (OSRAM) |
| ES (4) | ES2825198T3 (OSRAM) |
| HK (1) | HK1258915A1 (OSRAM) |
| HR (4) | HRP20151058T2 (OSRAM) |
| HU (4) | HUE050538T2 (OSRAM) |
| LT (3) | LT3428148T (OSRAM) |
| ME (1) | ME03373B (OSRAM) |
| MX (1) | MX2009012082A (OSRAM) |
| MY (1) | MY154464A (OSRAM) |
| NZ (1) | NZ580968A (OSRAM) |
| PL (4) | PL3088384T3 (OSRAM) |
| PT (4) | PT3428148T (OSRAM) |
| RS (4) | RS58416B1 (OSRAM) |
| SG (3) | SG148142A1 (OSRAM) |
| SI (4) | SI3428148T1 (OSRAM) |
| TR (1) | TR201903663T4 (OSRAM) |
| TW (1) | TWI441633B (OSRAM) |
| UY (1) | UY31093A1 (OSRAM) |
| WO (1) | WO2008144275A1 (OSRAM) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK2222168T3 (en) * | 2007-11-26 | 2018-12-03 | Merial Inc | SOLUTION SYSTEMS FOR POUR-ON FORMULAS TO FIGHT PARASITES |
| ES2393965T3 (es) | 2008-10-21 | 2013-01-03 | Merial Ltd. | Compuestos de tioamida, procedimiento de preparación y procedimiento de uso de los mismos |
| MX2011005011A (es) | 2008-11-14 | 2011-07-29 | Merial Ltd | Compuestos de arilazol-2-il-cianoetilamino enantiomericamente enriquecidos, metodo de elaboracion y de uso de los mismos. |
| NZ612417A (en) | 2008-11-19 | 2015-02-27 | Merial Inc | Compositions comprising an aryl pyrazole and/or a formamidine, methods and uses thereof |
| EA019126B1 (ru) | 2008-12-04 | 2014-01-30 | Мериал Лимитед | Димерные производные авермектина и милбемицина |
| DE102009012423A1 (de) * | 2009-03-10 | 2010-09-16 | Bayer Animal Health Gmbh | Zubereitung auf Ölbasis |
| UA108641C2 (uk) | 2010-04-02 | 2015-05-25 | Паразитицидна композиція, яка містить чотири активних агенти, та спосіб її застосування | |
| IN2014CN02128A (OSRAM) | 2011-09-12 | 2015-05-29 | Merial Ltd | |
| MX2014004743A (es) | 2011-10-19 | 2014-08-01 | Zoetis Llc | Uso de derivados de aminoacetonitrilo contra endoparasitos. |
| BR112014011775A8 (pt) | 2011-11-17 | 2017-07-11 | Merial Ltd | Composições compreendendo um aril pirazol e um imidazol substituído, métodos e usos dos mesmos |
| WO2013082373A1 (en) | 2011-12-02 | 2013-06-06 | Merial Limited | Long-acting injectable moxidectin formulations and novel moxidectin crystal forms |
| PT3216448T (pt) | 2012-02-06 | 2019-07-08 | Boehringer Ingelheim Animal Health Usa Inc | Composições veterinárias orais parasiticidas que compreendem agentes, métodos e métodos ativos que agem sistemicamente |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| WO2013150052A1 (en) | 2012-04-04 | 2013-10-10 | Intervet International B.V. | Soft chewable pharmaceutical products |
| CA2870956C (en) | 2012-04-20 | 2020-03-31 | Merial Limited | Parasiticidal compositions comprising benzimidazole derivatives, methods and uses thereof |
| ES2661375T3 (es) | 2012-08-30 | 2018-03-28 | The University Of Tokyo | Agente endoparasiticida y método para usarlo |
| US8822689B2 (en) * | 2012-09-19 | 2014-09-02 | Merial Limited | Aryloazol-2-yl cyanoethylamino compounds, method of making and method of using thereof |
| HRP20181448T1 (hr) | 2012-11-20 | 2018-11-02 | Merial, Inc. | Antihelmintski spojevi i sastavi te postupak za njihovu uporabu |
| WO2014160031A1 (en) * | 2013-03-14 | 2014-10-02 | Dow Agrosciences Llc | Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto |
| CN103267808A (zh) * | 2013-04-22 | 2013-08-28 | 上海谱尼测试技术有限公司 | 一种电子电气产品中地乐酚含量的测定方法 |
| PT3063144T (pt) | 2013-11-01 | 2021-10-28 | Boehringer Ingelheim Animal Health Usa Inc | Compostos de isoxazolina antiparasitários e pesticidas |
| JP6682719B2 (ja) | 2014-04-17 | 2020-04-15 | ベーリンガー インゲルハイム アニマル ヘルス ユーエスエイ インコーポレイテッド | 寄生生物から動物を保護するためのマロノニトリル化合物の使用 |
| AU2015264336B2 (en) | 2014-05-19 | 2018-08-30 | Boehringer Ingelheim Animal Health USA Inc. | Anthelmintic compounds |
| CA2952857A1 (en) | 2014-06-19 | 2015-12-23 | Merial, Inc. | Parasiticidal compositions comprising indole derivatives, methods and uses thereof |
| AU2015339096B2 (en) | 2014-10-31 | 2018-08-02 | Boehringer Ingelheim Animal Health USA Inc. | Parasiticidal composition comprising fipronil |
| 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 |
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| 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 |
| CN106106475A (zh) * | 2016-06-22 | 2016-11-16 | 叶松 | 一种防治梨食芽蛾的组合物及其制备方法 |
| WO2018039508A1 (en) | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| MX380497B (es) | 2016-10-14 | 2025-03-11 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos de vinil isoxazolina pesticidas y parasiticidas. |
| MX2019005628A (es) | 2016-11-16 | 2019-12-18 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos depsipeptidos antihelminticos. |
| CN106918705B (zh) * | 2017-01-22 | 2023-06-13 | 贵州勤邦食品安全科学技术有限公司 | 检测甲氰菊酯的试纸及其应用 |
| MX2020001724A (es) | 2017-08-14 | 2020-07-29 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos de pirazol-isoxazolina plaguicidas y parasiticidas. |
| CN108033925A (zh) * | 2017-12-27 | 2018-05-15 | 温州大学 | 一种苯并三氮唑化合物及其制备方法 |
| WO2019157241A1 (en) | 2018-02-08 | 2019-08-15 | Boehringer Ingelheim Animal Health USA Inc. | Parasiticidal compositions comprising eprinomectin and praziquantel, methods and uses thereof |
| CA3106092A1 (en) | 2018-07-09 | 2020-01-16 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Anthelminthic heterocyclic compounds |
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| 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 |
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| CN110470768B (zh) * | 2019-08-27 | 2022-05-24 | 谱尼测试集团吉林有限公司 | 一种测定水质中吡嘧磺隆、三唑磷、丁草胺残留量的方法 |
| PH12022553222A1 (en) | 2020-05-29 | 2024-02-12 | Boehringer Ingelheim Animal Health Usa Inc | Anthelmintic heterocyclic compounds |
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| CN115888184A (zh) * | 2022-11-10 | 2023-04-04 | 上海市精神卫生中心（上海市心理咨询培训中心） | 一种用于血液镁离子检测的固相萃取装置及其应用 |
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