TWI275590B - 5-Halogen-6-phenyl-7-fluoroalkylamino-triazolopyrimidines - Google Patents
5-Halogen-6-phenyl-7-fluoroalkylamino-triazolopyrimidines Download PDFInfo
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- TWI275590B TWI275590B TW091107358A TW91107358A TWI275590B TW I275590 B TWI275590 B TW I275590B TW 091107358 A TW091107358 A TW 091107358A TW 91107358 A TW91107358 A TW 91107358A TW I275590 B TWI275590 B TW I275590B
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- hydrogen
- compound
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- formula
- alkyl
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- 239000001257 hydrogen Substances 0.000 claims abstract description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 27
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 7
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 5
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- 125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 74
- -1 nitro, hydroxy Chemical group 0.000 claims description 44
- 229910052731 fluorine Inorganic materials 0.000 claims description 21
- 239000011737 fluorine Chemical group 0.000 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
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- 239000000463 material Substances 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
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- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 claims description 4
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- 125000005843 halogen group Chemical group 0.000 abstract description 7
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- 238000002360 preparation method Methods 0.000 abstract description 4
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- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- LNNRQIKKDKDFRV-UHFFFAOYSA-N quinazolin-8-ol Chemical compound N1=CN=C2C(O)=CC=CC2=C1 LNNRQIKKDKDFRV-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 125000006000 trichloroethyl group Chemical group 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- IPSRAFUHLHIWAR-UHFFFAOYSA-N zinc;ethane Chemical group [Zn+2].[CH2-]C.[CH2-]C IPSRAFUHLHIWAR-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01109011 | 2001-04-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TWI275590B true TWI275590B (en) | 2007-03-11 |
Family
ID=8177112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW091107358A TWI275590B (en) | 2001-04-11 | 2002-04-11 | 5-Halogen-6-phenyl-7-fluoroalkylamino-triazolopyrimidines |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US7105664B2 (https=) |
| EP (1) | EP1381609B1 (https=) |
| JP (1) | JP2004531527A (https=) |
| KR (1) | KR20030087073A (https=) |
| CN (1) | CN1257904C (https=) |
| AR (1) | AR035823A1 (https=) |
| AT (1) | ATE287405T1 (https=) |
| AU (1) | AU2002257757B2 (https=) |
| BG (1) | BG108238A (https=) |
| BR (1) | BR0208756A (https=) |
| CA (1) | CA2443696A1 (https=) |
| CZ (1) | CZ295558B6 (https=) |
| DE (1) | DE60202672T2 (https=) |
| EA (1) | EA006710B1 (https=) |
| EE (1) | EE200300499A (https=) |
| ES (1) | ES2236509T3 (https=) |
| HU (1) | HUP0401092A3 (https=) |
| IL (1) | IL158218A0 (https=) |
| MX (1) | MXPA03009002A (https=) |
| NZ (1) | NZ528745A (https=) |
| PL (1) | PL367107A1 (https=) |
| PT (1) | PT1381609E (https=) |
| SK (1) | SK12522003A3 (https=) |
| TW (1) | TWI275590B (https=) |
| UA (1) | UA74069C2 (https=) |
| WO (1) | WO2002083676A1 (https=) |
| ZA (1) | ZA200307888B (https=) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6255309B1 (en) * | 1999-03-19 | 2001-07-03 | American Cyanomid Co. | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
| DE10124208A1 (de) * | 2001-05-18 | 2002-11-21 | Bayer Ag | Verwendung von Triazolopyrimidin-Derivaten als Mikrobizide |
| UA80304C2 (en) * | 2002-11-07 | 2007-09-10 | Basf Ag | Substituted 6-(2-halogenphenyl)triazolopyrimidines |
| CA2504192A1 (en) * | 2002-11-07 | 2004-05-21 | Basf Aktiengesellschaft | 5-alkyl-7-aminotriazolopyrimidines, methods and intermediary products necessary for the production thereof, agents containing said compounds and the use thereof for fighting against harmful mushrooms |
| OA12957A (en) * | 2002-11-15 | 2006-10-13 | Basf Ag | Fungicidal mixtures. |
| GB0230020D0 (en) * | 2002-12-23 | 2003-01-29 | Syngenta Ltd | Fungicides |
| GB0230018D0 (en) * | 2002-12-23 | 2003-01-29 | Syngenta Ltd | Fungicides |
| EP1611135A1 (de) * | 2003-03-31 | 2006-01-04 | Basf Aktiengesellschaft | 7-alkenylamino-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bek mpfung von schadpilzen sowie sie enthaltende mittel |
| CN100355754C (zh) * | 2003-04-02 | 2007-12-19 | 巴斯福股份公司 | 7－炔基氨基三唑并嘧啶、其制备方法及其在防治有害真菌中的用途以及包含所述化合物的制剂 |
| ES2279452T3 (es) | 2003-09-24 | 2007-08-16 | Wyeth Holdings Corporation | 6-((sustituido)fenil)triazolopirimidinas como agentes antineoplasicos. |
| CN100486580C (zh) | 2003-09-24 | 2009-05-13 | 惠氏控股公司 | 作为抗癌剂的6-芳基-7-卤基-咪唑并[1,2-a]嘧啶 |
| US7419982B2 (en) | 2003-09-24 | 2008-09-02 | Wyeth Holdings Corporation | Crystalline forms of 5-chloro-6-{2,6-difluoro-4-[3-(methylamino)propoxy]phenyl}-N-[(1S)-2,2,2-trifluoro-1-methylethyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine salts |
| JP2008501754A (ja) * | 2004-06-09 | 2008-01-24 | ビーエーエスエフ アクチェンゲゼルシャフト | トリアゾロピリミジン化合物および有害菌類を防除するためのその使用 |
| BRPI0512249A (pt) * | 2004-06-22 | 2008-02-19 | Basf Ag | compostos, processos para a preparação dos mesmos, e para o combate de fungos nocivos fitopatogênicos, agente fungicida, e, semente |
| EP1920654A1 (en) | 2006-09-13 | 2008-05-14 | Syngeta Participations AG | Novel pyridopyrazine N-oxides |
| EP1952691A3 (en) * | 2007-01-31 | 2008-09-17 | Basf Se | Method for improving plant health by application of a triazolopyrimidine derivative |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3130633A1 (de) | 1981-08-01 | 1983-02-17 | Basf Ag, 6700 Ludwigshafen | 7-amino-azolo(1,5-a)pyrimidine und diese enthaltende fungizide |
| TW224044B (https=) | 1991-12-30 | 1994-05-21 | Shell Internat Res Schappej B V | |
| TWI252231B (en) | 1997-04-14 | 2006-04-01 | American Cyanamid Co | Fungicidal trifluorophenyl-triazolopyrimidines |
| TW460476B (en) * | 1997-04-14 | 2001-10-21 | American Cyanamid Co | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
| GEP20053688B (en) * | 2000-06-30 | 2005-12-12 | Wyeth Corp | Substituted-Triazolopyrimidines as Anticancer Agents |
-
2002
- 2002-04-06 PL PL02367107A patent/PL367107A1/xx not_active Application Discontinuation
- 2002-04-06 EP EP02727533A patent/EP1381609B1/en not_active Expired - Lifetime
- 2002-04-06 MX MXPA03009002A patent/MXPA03009002A/es active IP Right Grant
- 2002-04-06 KR KR10-2003-7013281A patent/KR20030087073A/ko not_active Abandoned
- 2002-04-06 HU HU0401092A patent/HUP0401092A3/hu unknown
- 2002-04-06 EA EA200301105A patent/EA006710B1/ru not_active IP Right Cessation
- 2002-04-06 CZ CZ20032721A patent/CZ295558B6/cs not_active IP Right Cessation
- 2002-04-06 IL IL15821802A patent/IL158218A0/xx unknown
- 2002-04-06 AT AT02727533T patent/ATE287405T1/de not_active IP Right Cessation
- 2002-04-06 JP JP2002581431A patent/JP2004531527A/ja not_active Withdrawn
- 2002-04-06 NZ NZ528745A patent/NZ528745A/en unknown
- 2002-04-06 PT PT02727533T patent/PT1381609E/pt unknown
- 2002-04-06 DE DE60202672T patent/DE60202672T2/de not_active Expired - Fee Related
- 2002-04-06 SK SK1252-2003A patent/SK12522003A3/sk unknown
- 2002-04-06 CA CA002443696A patent/CA2443696A1/en not_active Abandoned
- 2002-04-06 CN CNB028080807A patent/CN1257904C/zh not_active Expired - Fee Related
- 2002-04-06 WO PCT/EP2002/003829 patent/WO2002083676A1/en not_active Ceased
- 2002-04-06 AU AU2002257757A patent/AU2002257757B2/en not_active Ceased
- 2002-04-06 BR BR0208756-1A patent/BR0208756A/pt not_active IP Right Cessation
- 2002-04-06 ES ES02727533T patent/ES2236509T3/es not_active Expired - Lifetime
- 2002-04-06 EE EEP200300499A patent/EE200300499A/xx unknown
- 2002-04-06 US US10/474,460 patent/US7105664B2/en not_active Expired - Fee Related
- 2002-04-11 AR ARP020101339A patent/AR035823A1/es not_active Application Discontinuation
- 2002-04-11 TW TW091107358A patent/TWI275590B/zh not_active IP Right Cessation
- 2002-06-04 UA UA20031110122A patent/UA74069C2/uk unknown
-
2003
- 2003-10-07 BG BG108238A patent/BG108238A/bg unknown
- 2003-10-09 ZA ZA200307888A patent/ZA200307888B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR035823A1 (es) | 2004-07-14 |
| EA200301105A1 (ru) | 2004-02-26 |
| NZ528745A (en) | 2005-03-24 |
| US20040127509A1 (en) | 2004-07-01 |
| AU2002257757B2 (en) | 2008-05-08 |
| SK12522003A3 (sk) | 2004-05-04 |
| ATE287405T1 (de) | 2005-02-15 |
| WO2002083676A1 (en) | 2002-10-24 |
| US7105664B2 (en) | 2006-09-12 |
| JP2004531527A (ja) | 2004-10-14 |
| ES2236509T3 (es) | 2005-07-16 |
| MXPA03009002A (es) | 2004-02-12 |
| BR0208756A (pt) | 2004-05-11 |
| CN1501936A (zh) | 2004-06-02 |
| EP1381609A1 (en) | 2004-01-21 |
| HUP0401092A3 (en) | 2005-10-28 |
| IL158218A0 (en) | 2004-05-12 |
| BG108238A (bg) | 2005-04-30 |
| CN1257904C (zh) | 2006-05-31 |
| EP1381609B1 (en) | 2005-01-19 |
| PT1381609E (pt) | 2005-05-31 |
| DE60202672T2 (de) | 2005-06-16 |
| PL367107A1 (en) | 2005-02-21 |
| CZ20032721A3 (cs) | 2004-01-14 |
| DE60202672D1 (de) | 2005-02-24 |
| KR20030087073A (ko) | 2003-11-12 |
| EA006710B1 (ru) | 2006-02-24 |
| CZ295558B6 (cs) | 2005-08-17 |
| ZA200307888B (en) | 2004-10-11 |
| CA2443696A1 (en) | 2002-10-24 |
| EE200300499A (et) | 2003-12-15 |
| HUP0401092A2 (hu) | 2004-09-28 |
| UA74069C2 (en) | 2005-10-17 |
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