JP2018505876A5 - - Google Patents
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- Publication number
- JP2018505876A5 JP2018505876A5 JP2017538414A JP2017538414A JP2018505876A5 JP 2018505876 A5 JP2018505876 A5 JP 2018505876A5 JP 2017538414 A JP2017538414 A JP 2017538414A JP 2017538414 A JP2017538414 A JP 2017538414A JP 2018505876 A5 JP2018505876 A5 JP 2018505876A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- cycloalkyl
- hydrogen
- alkoxy
- haloalkyl
- 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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- 229910052739 hydrogen Inorganic materials 0.000 claims description 100
- 239000001257 hydrogen Substances 0.000 claims description 100
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 88
- 150000002431 hydrogen Chemical class 0.000 claims description 88
- 125000001424 substituent group Chemical group 0.000 claims description 54
- 229910052760 oxygen Inorganic materials 0.000 claims description 52
- 229910052717 sulfur Inorganic materials 0.000 claims description 52
- 229910052736 halogen Inorganic materials 0.000 claims description 50
- 150000002367 halogens Chemical class 0.000 claims description 50
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 50
- 229910052757 nitrogen Inorganic materials 0.000 claims description 49
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 38
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 38
- 239000001301 oxygen Substances 0.000 claims description 38
- 239000011593 sulfur Chemical group 0.000 claims description 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 37
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 34
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 34
- -1 C 1 -C 4 alkylthio Chemical group 0.000 claims description 32
- 125000003545 alkoxy group Chemical group 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 30
- 125000004414 alkyl thio group Chemical group 0.000 claims description 25
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 25
- 229910052799 carbon Inorganic materials 0.000 claims description 22
- RGTVXXNMOGHRAY-WDSKDSINSA-N Cys-Arg Chemical compound SC[C@H](N)C(=O)N[C@H](C(O)=O)CCCN=C(N)N RGTVXXNMOGHRAY-WDSKDSINSA-N 0.000 claims description 20
- 229910005965 SO 2 Inorganic materials 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000002541 furyl group Chemical group 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 8
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 8
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 150000001204 N-oxides Chemical class 0.000 claims description 4
- 238000011282 treatment Methods 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 238000002405 diagnostic procedure Methods 0.000 claims description 2
- 230000000361 pesticidal effect Effects 0.000 claims description 2
- 238000001356 surgical procedure Methods 0.000 claims description 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims 41
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 40
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 27
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 21
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 19
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 17
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 17
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 13
- 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 12
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 9
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims 8
- 125000004758 (C1-C4) alkoxyimino group Chemical group 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 4
- UMCUTFFWSCOLJM-AFUMVMLFSA-N 1-methyl-3-(4-methylphenyl)-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]urea Chemical compound C=1C=C(C)C=CC=1NC(=O)N(C)\N=C\C(N1C=2)=CN=C1C=CC=2C1=CC=CN=C1 UMCUTFFWSCOLJM-AFUMVMLFSA-N 0.000 claims 1
- XTZYRIAHRNAEBA-LGJNPRDNSA-N 3-(2-fluoro-5-methylphenyl)-1-methyl-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]urea Chemical compound C=1C(C)=CC=C(F)C=1NC(=O)N(C)\N=C\C(N1C=2)=CN=C1C=CC=2C1=CC=CN=C1 XTZYRIAHRNAEBA-LGJNPRDNSA-N 0.000 claims 1
- CJACLDQANNZXOU-VULFUBBASA-N 3-(4-cyanophenyl)-1-methyl-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]thiourea Chemical compound C=1C=C(C#N)C=CC=1NC(=S)N(C)\N=C\C(N1C=2)=CN=C1C=CC=2C1=CC=CN=C1 CJACLDQANNZXOU-VULFUBBASA-N 0.000 claims 1
- ANZCEOQXAQIRJH-AFUMVMLFSA-N 3-(4-methoxyphenyl)-1-methyl-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]thiourea Chemical compound C1=CC(OC)=CC=C1NC(=S)N(C)\N=C\C1=CN=C2N1C=C(C=1C=NC=CC=1)C=C2 ANZCEOQXAQIRJH-AFUMVMLFSA-N 0.000 claims 1
- TUBYGOXHDGRFAZ-LGJNPRDNSA-N 3-(5-fluoro-2-methylphenyl)-1-methyl-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]urea Chemical compound C=1C(F)=CC=C(C)C=1NC(=O)N(C)\N=C\C(N1C=2)=CN=C1C=CC=2C1=CC=CN=C1 TUBYGOXHDGRFAZ-LGJNPRDNSA-N 0.000 claims 1
- UFBJARBFCKPDHH-CVKSISIWSA-N 3-benzyl-1-methyl-1-[(e)-(6-pyridin-3-ylimidazo[1,2-a]pyridin-3-yl)methylideneamino]urea Chemical compound C=1C=CC=CC=1CNC(=O)N(C)\N=C\C(N1C=2)=CN=C1C=CC=2C1=CC=CN=C1 UFBJARBFCKPDHH-CVKSISIWSA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 description 54
- 125000004438 haloalkoxy group Chemical group 0.000 description 27
- 125000001188 haloalkyl group Chemical group 0.000 description 26
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 24
- 125000005347 halocycloalkyl group Chemical group 0.000 description 23
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 22
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 22
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 22
- 125000006310 cycloalkyl amino group Chemical group 0.000 description 22
- 125000003342 alkenyl group Chemical group 0.000 description 21
- 125000000304 alkynyl group Chemical group 0.000 description 21
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 description 18
- 125000000262 haloalkenyl group Chemical group 0.000 description 16
- 125000000232 haloalkynyl group Chemical group 0.000 description 16
- 125000004683 alkyl sulfoxy imino group Chemical group 0.000 description 13
- 125000000000 cycloalkoxy group Chemical group 0.000 description 12
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 description 11
- 125000005195 alkyl amino carbonyloxy group Chemical group 0.000 description 11
- 125000003282 alkyl amino group Chemical group 0.000 description 11
- 125000004663 dialkyl amino group Chemical group 0.000 description 11
- 125000005202 dialkylaminocarbonyloxy group Chemical group 0.000 description 11
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 description 9
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 description 9
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 description 8
- 125000004995 haloalkylthio group Chemical group 0.000 description 4
- 125000004665 trialkylsilyl group Chemical group 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 2
- 125000006809 haloalkylaminocarbonyl group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP15152277 | 2015-01-23 | ||
| EP15152277.8 | 2015-01-23 | ||
| PCT/EP2016/051015 WO2016116445A1 (en) | 2015-01-23 | 2016-01-19 | Pesticidally active semi-carbazones and thiosemicarbazones derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018505876A JP2018505876A (ja) | 2018-03-01 |
| JP2018505876A5 true JP2018505876A5 (OSRAM) | 2019-02-28 |
| JP6732761B2 JP6732761B2 (ja) | 2020-07-29 |
Family
ID=52394954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017538414A Expired - Fee Related JP6732761B2 (ja) | 2015-01-23 | 2016-01-19 | 殺有害生物的に活性なセミカルバゾンおよびチオセミカルバゾン誘導体 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US10721933B2 (OSRAM) |
| EP (2) | EP3715340A1 (OSRAM) |
| JP (1) | JP6732761B2 (OSRAM) |
| CN (1) | CN107207450B (OSRAM) |
| BR (1) | BR112017015505B1 (OSRAM) |
| ES (1) | ES2816773T3 (OSRAM) |
| HU (1) | HUE049523T2 (OSRAM) |
| WO (1) | WO2016116445A1 (OSRAM) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10687531B2 (en) | 2016-07-22 | 2020-06-23 | Syngenta Participations Ag | Urea and thiourea substituted bicycles derivatives as pesticides |
| AU2017374992A1 (en) | 2016-12-16 | 2019-06-20 | Basf Se | Pesticidal compounds |
| EP3601231B1 (en) * | 2017-03-28 | 2023-05-10 | Basf Se | Pesticidal compounds |
| EP3728199B1 (en) | 2017-12-21 | 2025-05-14 | Basf Se | Pesticidal compounds |
| EP3643705A1 (en) | 2018-10-24 | 2020-04-29 | Basf Se | Pesticidal compounds |
| EP3887357A1 (en) | 2018-11-28 | 2021-10-06 | Basf Se | Pesticidal compounds |
| EP3766879A1 (en) | 2019-07-19 | 2021-01-20 | Basf Se | Pesticidal pyrazole derivatives |
| WO2021219513A1 (en) | 2020-04-28 | 2021-11-04 | Basf Se | Pesticidal compounds |
| EP4198023A1 (en) | 2021-12-16 | 2023-06-21 | Basf Se | Pesticidally active thiosemicarbazone compounds |
| CN118715211A (zh) | 2022-02-17 | 2024-09-27 | 巴斯夫欧洲公司 | 杀有害生物活性氨硫脲化合物 |
| EP4565581A1 (en) | 2022-08-02 | 2025-06-11 | Basf Se | Pyrazolo pesticidal compounds |
| CA3267500A1 (en) | 2022-09-19 | 2024-03-28 | Basf Se | AZOLE PESTICIDE COMPOUNDS |
| EP4467535A1 (en) | 2023-05-25 | 2024-11-27 | Basf Se | Lactam pesticidal compounds |
| WO2024240859A1 (en) | 2023-05-25 | 2024-11-28 | Basf Se | Lactam pesticidal compounds |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5166353A (en) | 1989-04-28 | 1992-11-24 | Adir Et Compagnie | Benzothiazolinone compounds |
| US5344958A (en) | 1992-11-23 | 1994-09-06 | Rohm And Haas Company | Insecticidal N'-substituted-N,N'-diacylhydrazines |
| US5530028A (en) * | 1992-11-23 | 1996-06-25 | Rohm And Haas Company | Insecticidal N'-substituted-N,N'-diacylhydrazines |
| US5631072A (en) | 1995-03-10 | 1997-05-20 | Avondale Incorporated | Method and means for increasing efficacy and wash durability of insecticide treated fabric |
| JPH09301947A (ja) * | 1996-05-17 | 1997-11-25 | Nissan Chem Ind Ltd | セミカルバゾン誘導体及び有害生物防除剤 |
| PT1114030E (pt) | 1998-09-15 | 2005-09-30 | Syngenta Participations Ag | Piridina cetonas uteis como herbicidas |
| ATE302546T1 (de) | 2001-10-25 | 2005-09-15 | Siamdutch Mosquito Netting Com | Behandlung von geweben mit einem insektizid |
| US20050132500A1 (en) | 2003-12-22 | 2005-06-23 | Basf Aktiengesellschaft | Composition for impregnation of fibers, fabrics and nettings imparting a protective activity against pests |
| DE102004023894A1 (de) | 2004-05-12 | 2005-12-08 | Basf Ag | Verfahren zur Behandlung von flexiblen Substraten |
| DE102005020889A1 (de) | 2005-05-04 | 2006-11-09 | Fritz Blanke Gmbh & Co.Kg | Verfahren zur antimikrobiellen Ausrüstung von textilen Flächengebilden |
| CN101232815A (zh) | 2005-06-03 | 2008-07-30 | 巴斯福股份公司 | 用于浸渍纤维、织物和网状物而赋予抗害虫保护活性的组合物 |
| ES2586569T3 (es) | 2006-02-03 | 2016-10-17 | Basf Se | Procedimiento para el tratamiento de sustratos textiles |
| WO2008018645A1 (en) * | 2006-08-10 | 2008-02-14 | Korea Research Institute Of Bioscience And Biotechnology | Pesticides |
| UA99113C2 (ru) * | 2006-10-03 | 2012-07-25 | Басф Се | Жидкая пестицидная композиция, содержащая n-фенилсемикарбазоновые пестицидные соединения |
| ES2381900T3 (es) | 2007-06-12 | 2012-06-01 | Basf Se | Formulación acuosa y procedimiento de impregnación de materiales inertes para impartir una actividad protectora frente a plagas |
| US8178658B2 (en) | 2008-02-12 | 2012-05-15 | Dow Agrosciences, Llc | Pesticidal compositions |
| WO2009112445A1 (en) * | 2008-03-10 | 2009-09-17 | Novartis Ag | Method of increasing cellular phosphatidyl choline by dgat1 inhibition |
| US20110030259A1 (en) | 2009-08-06 | 2011-02-10 | Castro Christopher R | Magazine and firearm with improved ammunition loading feature |
| UA108619C2 (xx) * | 2009-08-07 | 2015-05-25 | Пестицидні композиції | |
| JP5781510B2 (ja) | 2009-08-12 | 2015-09-24 | ノバルティス アーゲー | ヘテロ環式ヒドラゾン化合物および癌および炎症の処置のためのそれらの使用 |
| CA2779951A1 (en) * | 2009-11-06 | 2011-05-12 | Piramal Life Sciences Limited | Imidazopyridine derivatives |
| PL2672819T3 (pl) | 2011-02-07 | 2018-05-30 | Dow Agrosciences Llc | Kompozycje szkodnikobójcze i związane z nimi sposoby |
| US8916183B2 (en) | 2012-02-02 | 2014-12-23 | Dow Agrosciences, Llc. | Pesticidal compositions and processes related thereto |
| JP6117825B2 (ja) | 2012-02-02 | 2017-04-19 | ダウ アグロサイエンシィズ エルエルシー | 農薬組成物およびそれらに関する方法 |
| AU2013288998A1 (en) | 2012-07-09 | 2015-01-22 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
| CN104230845B (zh) | 2014-08-22 | 2017-01-25 | 沈阳药科大学 | 缩氨基脲衍生物及其用途 |
-
2016
- 2016-01-19 EP EP20170719.7A patent/EP3715340A1/en not_active Withdrawn
- 2016-01-19 EP EP16701011.5A patent/EP3247702B1/en active Active
- 2016-01-19 JP JP2017538414A patent/JP6732761B2/ja not_active Expired - Fee Related
- 2016-01-19 HU HUE16701011A patent/HUE049523T2/hu unknown
- 2016-01-19 WO PCT/EP2016/051015 patent/WO2016116445A1/en not_active Ceased
- 2016-01-19 US US15/544,272 patent/US10721933B2/en not_active Expired - Fee Related
- 2016-01-19 ES ES16701011T patent/ES2816773T3/es active Active
- 2016-01-19 CN CN201680006623.7A patent/CN107207450B/zh active Active
- 2016-01-19 BR BR112017015505-2A patent/BR112017015505B1/pt not_active IP Right Cessation