JP2004527451A5 - - Google Patents
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- Publication number
- JP2004527451A5 JP2004527451A5 JP2001576803A JP2001576803A JP2004527451A5 JP 2004527451 A5 JP2004527451 A5 JP 2004527451A5 JP 2001576803 A JP2001576803 A JP 2001576803A JP 2001576803 A JP2001576803 A JP 2001576803A JP 2004527451 A5 JP2004527451 A5 JP 2004527451A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- defined above
- alkyl
- optionally
- compound
- 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
- 150000001875 compounds Chemical class 0.000 description 23
- 125000000217 alkyl group Chemical group 0.000 description 15
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000001257 hydrogen Substances 0.000 description 13
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 11
- 239000003085 diluting agent Substances 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 229910052736 halogen Inorganic materials 0.000 description 7
- 150000002367 halogens Chemical class 0.000 description 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 125000001072 heteroaryl group Chemical group 0.000 description 4
- -1 phenoxy, phenylthio Chemical group 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 125000004438 haloalkoxy group Chemical group 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 0 *C1OC1N* Chemical compound *C1OC1N* 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 1
- 125000005108 alkenylthio group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 1
- NBYQXBYMEUOBON-UHFFFAOYSA-N carbamothioyl chloride Chemical compound NC(Cl)=S NBYQXBYMEUOBON-UHFFFAOYSA-N 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- LRYSUGTXBIPBGB-UHFFFAOYSA-N chloromethanedithioic acid Chemical compound SC(Cl)=S LRYSUGTXBIPBGB-UHFFFAOYSA-N 0.000 description 1
- KTRFZWJCHOQHMN-UHFFFAOYSA-N chloromethanethioic s-acid Chemical compound SC(Cl)=O KTRFZWJCHOQHMN-UHFFFAOYSA-N 0.000 description 1
- 125000005366 cycloalkylthio group Chemical group 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- BADWIIDKTXQYLW-UHFFFAOYSA-N ethenylstannane Chemical compound [SnH3]C=C BADWIIDKTXQYLW-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- KUFWTXSQQKDMAI-UHFFFAOYSA-N ethynylsilicon Chemical group [Si]C#C KUFWTXSQQKDMAI-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 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 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000005359 phenoxyalkyl group Chemical group 0.000 description 1
- 125000002071 phenylalkoxy group Chemical group 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 125000004660 phenylalkylthio group Chemical group 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 125000006413 ring segment Chemical group 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10019145.2 | 2000-04-18 | ||
| DE10019145A DE10019145A1 (de) | 2000-04-18 | 2000-04-18 | Phenylsubstituierte 4-Hydroxy-tetrahydropyridone |
| PCT/EP2001/003864 WO2001079204A1 (de) | 2000-04-18 | 2001-04-05 | Phenylsubstituierte 4-hydroxy-tetrahydropyridone und ihre verwendung als schädlingsbekämpungsmittel und herbizide |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004527451A JP2004527451A (ja) | 2004-09-09 |
| JP2004527451A5 true JP2004527451A5 (OSRAM) | 2008-05-29 |
| JP5049441B2 JP5049441B2 (ja) | 2012-10-17 |
Family
ID=7639148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001576803A Expired - Fee Related JP5049441B2 (ja) | 2000-04-18 | 2001-04-05 | フェニル置換４−ヒドロキシテトラヒドロピリドン |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US6974827B2 (OSRAM) |
| EP (1) | EP1276741B1 (OSRAM) |
| JP (1) | JP5049441B2 (OSRAM) |
| KR (1) | KR100758624B1 (OSRAM) |
| CN (1) | CN1198823C (OSRAM) |
| AR (1) | AR028336A1 (OSRAM) |
| AT (1) | ATE419248T1 (OSRAM) |
| AU (1) | AU7391601A (OSRAM) |
| BR (1) | BR0110180A (OSRAM) |
| DE (2) | DE10019145A1 (OSRAM) |
| ES (1) | ES2317908T3 (OSRAM) |
| WO (1) | WO2001079204A1 (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2535036C (en) | 2003-08-06 | 2015-11-24 | Senomyx, Inc. | Novel flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof |
| BRPI0607006B1 (pt) | 2005-02-04 | 2017-05-16 | Senomyx Inc | compostos que compreendem funções orgânicas de hetero arilas ligadas e seus usos como novos modificadores, flavorizantes e promotores do sabor umami para composições comestíveis |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| DE102005059469A1 (de) * | 2005-12-13 | 2007-06-14 | Bayer Cropscience Ag | Insektizide Zusammensetzungen mit verbesserter Wirkung |
| DE102006007882A1 (de) | 2006-02-21 | 2007-08-30 | Bayer Cropscience Ag | Cycloalkyl-phenylsubstituierte cyclische Ketoenole |
| KR101387563B1 (ko) | 2006-04-21 | 2014-04-25 | 세노믹스, 인코포레이티드 | 고효능의 조미용 향료를 포함하는 식품 조성물 및 이의 제조 방법 |
| JP5255855B2 (ja) * | 2007-01-31 | 2013-08-07 | 三井化学アグロ株式会社 | 電子受容性物質を含有する木材保存剤組成物及び染料を指示薬として用いる該木材保存剤組成物の木質材料への浸潤度測定方法 |
| CN101918386B (zh) * | 2007-12-13 | 2013-11-13 | 辛根塔有限公司 | 用作除草剂的4-苯基吡喃-3,5-二酮、4-苯基噻喃-3,5-二酮和2-苯基环己-1,3,5-三酮 |
| GB0900864D0 (en) | 2009-01-19 | 2009-03-04 | Syngenta Ltd | Novel Herbicides |
| MX2011009188A (es) | 2009-03-11 | 2011-09-26 | Bayer Cropscience Ag | Cetoenoles sustituidos con haloalquilmetilenoxi-fenilo. |
| US8741806B2 (en) | 2009-07-17 | 2014-06-03 | Syngenta Limited | Herbicides |
| DE102010008644A1 (de) | 2010-02-15 | 2011-08-18 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Zyklische Ketoenole zur Therapie |
| JP6042433B2 (ja) | 2011-08-11 | 2016-12-14 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | １，２，４−トリアゾリル置換されたケトエノール類 |
| UA113753C2 (xx) | 2012-01-26 | 2017-03-10 | Фенілзаміщені кетоеноли для боротьби з паразитами риб | |
| CN103896827B (zh) * | 2012-12-24 | 2016-09-07 | 中化蓝天集团有限公司 | 三氟甲基取代的二氢吡啶酮类衍生物、其制备方法及应用 |
| CN111659471B (zh) * | 2020-06-18 | 2023-06-02 | 河北威远生物化工有限公司 | 一种用于合成甲氨基阿维菌素中间体亚胺化合物的催化剂及其应用 |
| CN118420640A (zh) * | 2023-02-01 | 2024-08-02 | 中国科学院上海药物研究所 | 一类1,2,3,4-四氢吡啶酮类化合物、其制备方法及其应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4911415B1 (OSRAM) * | 1970-12-29 | 1974-03-16 | ||
| DE4236400A1 (de) * | 1992-10-28 | 1994-05-05 | Bayer Ag | N-Phenylacetaminonitrile |
| DE19543864A1 (de) * | 1995-02-13 | 1996-08-14 | Bayer Ag | Phenylsubstituierte cyclische Ketoenole |
| JPH11152273A (ja) * | 1997-11-19 | 1999-06-08 | Otsuka Chem Co Ltd | 窒素含有６員環ジオン誘導体 |
| US6291503B1 (en) * | 1999-01-15 | 2001-09-18 | Bayer Aktiengesellschaft | β-phenylalanine derivatives as integrin antagonists |
| US6894005B1 (en) * | 1999-09-07 | 2005-05-17 | Syngenta Crop Protection, Inc. | Herbicides |
-
2000
- 2000-04-18 DE DE10019145A patent/DE10019145A1/de not_active Withdrawn
-
2001
- 2001-04-05 US US10/257,237 patent/US6974827B2/en not_active Expired - Fee Related
- 2001-04-05 CN CNB018083323A patent/CN1198823C/zh not_active Expired - Fee Related
- 2001-04-05 AU AU73916/01A patent/AU7391601A/en not_active Abandoned
- 2001-04-05 ES ES01940288T patent/ES2317908T3/es not_active Expired - Lifetime
- 2001-04-05 EP EP01940288A patent/EP1276741B1/de not_active Expired - Lifetime
- 2001-04-05 JP JP2001576803A patent/JP5049441B2/ja not_active Expired - Fee Related
- 2001-04-05 KR KR1020027013126A patent/KR100758624B1/ko not_active Expired - Fee Related
- 2001-04-05 BR BR0110180-3A patent/BR0110180A/pt active Search and Examination
- 2001-04-05 AT AT01940288T patent/ATE419248T1/de not_active IP Right Cessation
- 2001-04-05 WO PCT/EP2001/003864 patent/WO2001079204A1/de not_active Ceased
- 2001-04-05 DE DE50114617T patent/DE50114617D1/de not_active Expired - Lifetime
- 2001-04-16 AR ARP010101772A patent/AR028336A1/es active IP Right Grant
-
2005
- 2005-07-19 US US11/184,599 patent/US7547660B2/en not_active Expired - Fee Related
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