JP2019513773A5 - - Google Patents
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- Publication number
- JP2019513773A5 JP2019513773A5 JP2018553430A JP2018553430A JP2019513773A5 JP 2019513773 A5 JP2019513773 A5 JP 2019513773A5 JP 2018553430 A JP2018553430 A JP 2018553430A JP 2018553430 A JP2018553430 A JP 2018553430A JP 2019513773 A5 JP2019513773 A5 JP 2019513773A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkoxy
- halogen
- haloalkyl
- group
- 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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- -1 C 1 -C 4 - alkyl Chemical group 0.000 claims 19
- 229910052736 halogen Inorganic materials 0.000 claims 17
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 14
- 150000001875 compounds Chemical class 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 8
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 7
- 241000196324 Embryophyta Species 0.000 claims 6
- 125000001424 substituent group Chemical group 0.000 claims 6
- 230000002363 herbicidal effect Effects 0.000 claims 5
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 4
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 3
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-O Piperidinium(1+) Chemical compound C1CC[NH2+]CC1 NQRYJNQNLNOLGT-UHFFFAOYSA-O 0.000 claims 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-O Pyrrolidinium ion Chemical compound C1CC[NH2+]C1 RWRDLPDLKQPQOW-UHFFFAOYSA-O 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 3
- 229910001413 alkali metal ion Inorganic materials 0.000 claims 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims 3
- 229910052782 aluminium Inorganic materials 0.000 claims 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 3
- 150000001768 cations Chemical class 0.000 claims 3
- 244000038559 crop plants Species 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims 3
- 239000004009 herbicide Substances 0.000 claims 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 3
- 229910052749 magnesium Inorganic materials 0.000 claims 3
- 239000011777 magnesium Substances 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-O morpholinium Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 0.000 claims 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims 3
- 229910052723 transition metal Inorganic materials 0.000 claims 3
- 150000003624 transition metals Chemical class 0.000 claims 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical class C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 3
- 125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 2
- JYYNAJVZFGKDEQ-UHFFFAOYSA-N 2,4-Dimethylpyridine Chemical compound CC1=CC=NC(C)=C1 JYYNAJVZFGKDEQ-UHFFFAOYSA-N 0.000 claims 2
- XWKFPIODWVPXLX-UHFFFAOYSA-N 2,5-dimethylpyridine Chemical compound CC1=CC=C(C)N=C1 XWKFPIODWVPXLX-UHFFFAOYSA-N 0.000 claims 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 claims 2
- ITQTTZVARXURQS-UHFFFAOYSA-N 3-methylpyridine Chemical compound CC1=CC=CN=C1 ITQTTZVARXURQS-UHFFFAOYSA-N 0.000 claims 2
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N 4-methylpyridine Chemical compound CC1=CC=NC=C1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 230000008635 plant growth Effects 0.000 claims 2
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 244000045561 useful plants Species 0.000 claims 2
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 claims 1
- WOKQGMYCUGJNIJ-UHFFFAOYSA-M 1,3-dimethylimidazol-1-ium;methyl sulfate Chemical compound COS([O-])(=O)=O.CN1C=C[N+](C)=C1 WOKQGMYCUGJNIJ-UHFFFAOYSA-M 0.000 claims 1
- NTSLROIKFLNUIJ-UHFFFAOYSA-N 5-Ethyl-2-methylpyridine Chemical compound CCC1=CC=C(C)N=C1 NTSLROIKFLNUIJ-UHFFFAOYSA-N 0.000 claims 1
- KNCHDRLWPAKSII-UHFFFAOYSA-N 5-ethyl-2-methylpyridine Natural products CCC1=CC=NC(C)=C1 KNCHDRLWPAKSII-UHFFFAOYSA-N 0.000 claims 1
- 235000007319 Avena orientalis Nutrition 0.000 claims 1
- 244000075850 Avena orientalis Species 0.000 claims 1
- 240000002791 Brassica napus Species 0.000 claims 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 244000068988 Glycine max Species 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 244000020551 Helianthus annuus Species 0.000 claims 1
- 235000003222 Helianthus annuus Nutrition 0.000 claims 1
- 240000005979 Hordeum vulgare Species 0.000 claims 1
- 235000007340 Hordeum vulgare Nutrition 0.000 claims 1
- 241000209510 Liliopsida Species 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 241000209504 Poaceae Species 0.000 claims 1
- 240000000111 Saccharum officinarum Species 0.000 claims 1
- 235000007201 Saccharum officinarum Nutrition 0.000 claims 1
- 244000082988 Secale cereale Species 0.000 claims 1
- 235000007238 Secale cereale Nutrition 0.000 claims 1
- 235000021307 Triticum Nutrition 0.000 claims 1
- 244000098338 Triticum aestivum Species 0.000 claims 1
- 240000008042 Zea mays Species 0.000 claims 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims 1
- 230000000895 acaricidal effect Effects 0.000 claims 1
- 239000000642 acaricide Substances 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000003905 agrochemical Substances 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims 1
- 229960001231 choline Drugs 0.000 claims 1
- 235000005822 corn Nutrition 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 239000000417 fungicide Substances 0.000 claims 1
- 230000012010 growth Effects 0.000 claims 1
- 239000003630 growth substance Substances 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 150000003248 quinolines Chemical class 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 230000009261 transgenic effect Effects 0.000 claims 1
- 0 CC(C)(*O)N(*)* Chemical compound CC(C)(*O)N(*)* 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16165451.2 | 2016-04-14 | ||
| EP16165451 | 2016-04-14 | ||
| PCT/EP2017/058189 WO2017178314A1 (de) | 2016-04-14 | 2017-04-06 | Anellierte 3-phenyltetramsäure-derivate mit herbizider wirkung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2019513773A JP2019513773A (ja) | 2019-05-30 |
| JP2019513773A5 true JP2019513773A5 (https=) | 2020-05-14 |
Family
ID=55755435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018553430A Pending JP2019513773A (ja) | 2016-04-14 | 2017-04-06 | 除草効果を有する環化３−フェニルテトラミン酸誘導体 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20190119298A1 (https=) |
| EP (1) | EP3442978A1 (https=) |
| JP (1) | JP2019513773A (https=) |
| CN (1) | CN109311903A (https=) |
| AR (1) | AR108115A1 (https=) |
| AU (1) | AU2017249659A1 (https=) |
| BR (1) | BR112018071025A2 (https=) |
| CA (1) | CA3020637A1 (https=) |
| EA (1) | EA201892187A1 (https=) |
| UY (1) | UY37203A (https=) |
| WO (1) | WO2017178314A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113574051A (zh) * | 2019-03-15 | 2021-10-29 | 拜耳公司 | 特定取代的3-苯基-5-螺环戊基-3-吡咯啉-2-酮及其作为除草剂的用途 |
| EP3957624A1 (en) | 2020-08-20 | 2022-02-23 | Universität Wien | Method for the preparation of aryl or heteroaryl substituted carbonyl or nitrile compounds |
| CN117700374A (zh) * | 2023-12-25 | 2024-03-15 | 吉尔多肽生物制药(大连市)有限公司 | 手性高吗啉-3-甲酸的制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3929087A1 (de) * | 1989-09-01 | 1991-03-07 | Bayer Ag | 3-aryl-pyrrolidin-2,4-dion-derivate |
| US5811374A (en) * | 1991-02-07 | 1998-09-22 | Bayer Aktiengesellschaft | 3-aryl-pyrrolidine-2,4-dione derivatives |
| RO120911B1 (ro) * | 1998-03-13 | 2006-09-29 | Novartis Ag | Derivaţi de 3-hidroxi-4-aril-5-oxopirazolină, activi ca erbicide |
| JP2000239276A (ja) * | 1998-12-24 | 2000-09-05 | Nippon Soda Co Ltd | ピロリジン化合物、製造法および除草剤 |
| DE102004053192A1 (de) * | 2004-11-04 | 2006-05-11 | Bayer Cropscience Ag | 2-Alkoxy-6-alkyl-phenyl substituierte spirocyclische Tetramsäure-Derivate |
| BRPI1008949B1 (pt) * | 2009-03-11 | 2018-07-10 | Bayer Intellectual Property Gmbh | Cetoenóis haloalquilmetilenóxi-fenil-substituídos e seu uso, composição, seu uso e seu método de produção, métodos para combate de pestes animais e/ou crescimento de plantas indesejadas |
| AR087008A1 (es) * | 2011-06-22 | 2014-02-05 | Syngenta Participations Ag | Derivados de n-oxi-pirazolo-triazepina-diona |
| WO2015040114A1 (en) * | 2013-09-20 | 2015-03-26 | Syngenta Limited | Herbicidally active 2-halogen-4-alkynyl-phenyl-pyrazolidine-dione or pyrrolidine-dione derivatives |
-
2017
- 2017-04-06 WO PCT/EP2017/058189 patent/WO2017178314A1/de not_active Ceased
- 2017-04-06 JP JP2018553430A patent/JP2019513773A/ja active Pending
- 2017-04-06 CA CA3020637A patent/CA3020637A1/en not_active Abandoned
- 2017-04-06 EP EP17716194.0A patent/EP3442978A1/de not_active Withdrawn
- 2017-04-06 EA EA201892187A patent/EA201892187A1/ru unknown
- 2017-04-06 AU AU2017249659A patent/AU2017249659A1/en not_active Abandoned
- 2017-04-06 CN CN201780036934.2A patent/CN109311903A/zh active Pending
- 2017-04-06 US US16/093,018 patent/US20190119298A1/en not_active Abandoned
- 2017-04-06 BR BR112018071025A patent/BR112018071025A2/pt active Search and Examination
- 2017-04-10 AR ARP170100921A patent/AR108115A1/es unknown
- 2017-04-18 UY UY0001037203A patent/UY37203A/es not_active Application Discontinuation
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