NZ528745A - 5-halogen-6-phenyl-7-fluoralkylamino-triazolopyrimidines as fungicides and their preparation process - Google Patents
5-halogen-6-phenyl-7-fluoralkylamino-triazolopyrimidines as fungicides and their preparation processInfo
- Publication number
- NZ528745A NZ528745A NZ528745A NZ52874502A NZ528745A NZ 528745 A NZ528745 A NZ 528745A NZ 528745 A NZ528745 A NZ 528745A NZ 52874502 A NZ52874502 A NZ 52874502A NZ 528745 A NZ528745 A NZ 528745A
- Authority
- NZ
- New Zealand
- Prior art keywords
- formula
- compounds
- hydrogen
- cio
- plants
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000000417 fungicide Substances 0.000 title abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 74
- 239000001257 hydrogen Substances 0.000 claims abstract description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 31
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 20
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 17
- 241000233866 Fungi Species 0.000 claims abstract description 14
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 10
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
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- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims abstract description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 239000002689 soil Substances 0.000 claims abstract description 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims abstract 2
- 239000004480 active ingredient Substances 0.000 claims description 34
- -1 nitro, hydroxyl Chemical group 0.000 claims description 33
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- 239000000203 mixture Substances 0.000 claims description 24
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- GSNFYOQDXZLILZ-UHFFFAOYSA-N n-phenylfuran-3-carboxamide Chemical compound C1=COC=C1C(=O)NC1=CC=CC=C1 GSNFYOQDXZLILZ-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229960003540 oxyquinoline Drugs 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000008060 phenylpyrroles Chemical class 0.000 description 1
- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- JBDKAABFESSFMV-UHFFFAOYSA-N pyrrolo[1,2-a]pyrimidine Chemical compound N1=CC=CN2C=CC=C21 JBDKAABFESSFMV-UHFFFAOYSA-N 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000006413 ring segment Chemical group 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
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 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
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 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
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical group BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 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
- 238000009827 uniform distribution Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01109011 | 2001-04-11 | ||
| PCT/EP2002/003829 WO2002083676A1 (en) | 2001-04-11 | 2002-04-06 | 5-halogen-6-phenyl-7-fluoralkylamino-triazolopyrimidines as fungicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ528745A true NZ528745A (en) | 2005-03-24 |
Family
ID=8177112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ528745A NZ528745A (en) | 2001-04-11 | 2002-04-06 | 5-halogen-6-phenyl-7-fluoralkylamino-triazolopyrimidines as fungicides and their preparation process |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US7105664B2 (enExample) |
| EP (1) | EP1381609B1 (enExample) |
| JP (1) | JP2004531527A (enExample) |
| KR (1) | KR20030087073A (enExample) |
| CN (1) | CN1257904C (enExample) |
| AR (1) | AR035823A1 (enExample) |
| AT (1) | ATE287405T1 (enExample) |
| AU (1) | AU2002257757B2 (enExample) |
| BG (1) | BG108238A (enExample) |
| BR (1) | BR0208756A (enExample) |
| CA (1) | CA2443696A1 (enExample) |
| CZ (1) | CZ295558B6 (enExample) |
| DE (1) | DE60202672T2 (enExample) |
| EA (1) | EA006710B1 (enExample) |
| EE (1) | EE200300499A (enExample) |
| ES (1) | ES2236509T3 (enExample) |
| HU (1) | HUP0401092A3 (enExample) |
| IL (1) | IL158218A0 (enExample) |
| MX (1) | MXPA03009002A (enExample) |
| NZ (1) | NZ528745A (enExample) |
| PL (1) | PL367107A1 (enExample) |
| PT (1) | PT1381609E (enExample) |
| SK (1) | SK12522003A3 (enExample) |
| TW (1) | TWI275590B (enExample) |
| UA (1) | UA74069C2 (enExample) |
| WO (1) | WO2002083676A1 (enExample) |
| ZA (1) | ZA200307888B (enExample) |
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 |
| ATE339421T1 (de) * | 2002-11-07 | 2006-10-15 | Basf Ag | 5-alkyl-7-aminotriazolopyrimidine,verfahren und zwischenprodukte zu ihrer herstellung ,sie enthaltende mittel sowie ihre verwendung zur bekämpfung von schadpilzen |
| MXPA05004369A (es) * | 2002-11-15 | 2005-07-05 | Basf Ag | Mezclas fungicidas. |
| 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 |
| EP1613633A1 (de) * | 2003-04-02 | 2006-01-11 | Basf Aktiengesellschaft | 7-alkinylamino-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| 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 |
| WO2005030775A1 (en) | 2003-09-24 | 2005-04-07 | Wyeth Holdings Corporation | 6-[(substituted)phenyl]triazolopyrimidines as anticancer agents |
| 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 |
| EP1758457A1 (de) * | 2004-06-09 | 2007-03-07 | Basf Aktiengesellschaft | Triazolopyrimidin-verbindungen und ihre verwendung zur bekämpfung von schadpilzen |
| US20080032889A1 (en) * | 2004-06-22 | 2008-02-07 | Basf Aktiengesellschaft | 6-(2-Fluorophenyl)-Triazolopyrimidines, Method For The Production Thereof, Use Thereof For Controlling Harmful Fungi, And Agents Containing The Same |
| 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 (enExample) | 1991-12-30 | 1994-05-21 | Shell Internat Res Schappej B V | |
| TW460476B (en) * | 1997-04-14 | 2001-10-21 | American Cyanamid Co | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
| TWI252231B (en) | 1997-04-14 | 2006-04-01 | American Cyanamid Co | Fungicidal trifluorophenyl-triazolopyrimidines |
| CA2413802A1 (en) * | 2000-06-30 | 2002-01-10 | Mark R. Schmitt | Substituted-triazolopyrimidines as anticancer agents |
-
2002
- 2002-04-06 PT PT02727533T patent/PT1381609E/pt unknown
- 2002-04-06 CZ CZ20032721A patent/CZ295558B6/cs not_active IP Right Cessation
- 2002-04-06 BR BR0208756-1A patent/BR0208756A/pt not_active IP Right Cessation
- 2002-04-06 CA CA002443696A patent/CA2443696A1/en not_active Abandoned
- 2002-04-06 IL IL15821802A patent/IL158218A0/xx unknown
- 2002-04-06 HU HU0401092A patent/HUP0401092A3/hu unknown
- 2002-04-06 CN CNB028080807A patent/CN1257904C/zh not_active Expired - Fee Related
- 2002-04-06 EA EA200301105A patent/EA006710B1/ru not_active IP Right Cessation
- 2002-04-06 DE DE60202672T patent/DE60202672T2/de not_active Expired - Fee Related
- 2002-04-06 US US10/474,460 patent/US7105664B2/en not_active Expired - Fee Related
- 2002-04-06 NZ NZ528745A patent/NZ528745A/en unknown
- 2002-04-06 ES ES02727533T patent/ES2236509T3/es not_active Expired - Lifetime
- 2002-04-06 MX MXPA03009002A patent/MXPA03009002A/es active IP Right Grant
- 2002-04-06 EE EEP200300499A patent/EE200300499A/xx unknown
- 2002-04-06 EP EP02727533A patent/EP1381609B1/en not_active Expired - Lifetime
- 2002-04-06 KR KR10-2003-7013281A patent/KR20030087073A/ko not_active Abandoned
- 2002-04-06 SK SK1252-2003A patent/SK12522003A3/sk unknown
- 2002-04-06 JP JP2002581431A patent/JP2004531527A/ja not_active Withdrawn
- 2002-04-06 PL PL02367107A patent/PL367107A1/xx not_active Application Discontinuation
- 2002-04-06 WO PCT/EP2002/003829 patent/WO2002083676A1/en not_active Ceased
- 2002-04-06 AT AT02727533T patent/ATE287405T1/de not_active IP Right Cessation
- 2002-04-06 AU AU2002257757A patent/AU2002257757B2/en not_active Ceased
- 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 |
|---|---|
| ATE287405T1 (de) | 2005-02-15 |
| HUP0401092A3 (en) | 2005-10-28 |
| WO2002083676A1 (en) | 2002-10-24 |
| TWI275590B (en) | 2007-03-11 |
| PT1381609E (pt) | 2005-05-31 |
| EA200301105A1 (ru) | 2004-02-26 |
| US20040127509A1 (en) | 2004-07-01 |
| DE60202672D1 (de) | 2005-02-24 |
| MXPA03009002A (es) | 2004-02-12 |
| JP2004531527A (ja) | 2004-10-14 |
| CN1501936A (zh) | 2004-06-02 |
| US7105664B2 (en) | 2006-09-12 |
| CZ20032721A3 (cs) | 2004-01-14 |
| EE200300499A (et) | 2003-12-15 |
| BG108238A (bg) | 2005-04-30 |
| KR20030087073A (ko) | 2003-11-12 |
| EA006710B1 (ru) | 2006-02-24 |
| HUP0401092A2 (hu) | 2004-09-28 |
| DE60202672T2 (de) | 2005-06-16 |
| UA74069C2 (en) | 2005-10-17 |
| CA2443696A1 (en) | 2002-10-24 |
| PL367107A1 (en) | 2005-02-21 |
| CZ295558B6 (cs) | 2005-08-17 |
| BR0208756A (pt) | 2004-05-11 |
| ES2236509T3 (es) | 2005-07-16 |
| EP1381609A1 (en) | 2004-01-21 |
| IL158218A0 (en) | 2004-05-12 |
| ZA200307888B (en) | 2004-10-11 |
| SK12522003A3 (sk) | 2004-05-04 |
| AR035823A1 (es) | 2004-07-14 |
| AU2002257757B2 (en) | 2008-05-08 |
| EP1381609B1 (en) | 2005-01-19 |
| CN1257904C (zh) | 2006-05-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PSEA | Patent sealed | ||
| RENW | Renewal (renewal fees accepted) | ||
| ERR | Error or correction |
Free format text: THE OWNER HAS BEEN CORRECTED TO 3004745, BASF SE, CARL-BOSCH-STRASSE 38, 67056 LUDWIGSHAFEN, DE Effective date: 20141118 |