NO313416B1 - Fungicide trifluormetylamino-triazolopyrimidiner, fremgangsmåte for fremstilling og anvendelse derav - Google Patents
Fungicide trifluormetylamino-triazolopyrimidiner, fremgangsmåte for fremstilling og anvendelse derav Download PDFInfo
- Publication number
- NO313416B1 NO313416B1 NO19994973A NO994973A NO313416B1 NO 313416 B1 NO313416 B1 NO 313416B1 NO 19994973 A NO19994973 A NO 19994973A NO 994973 A NO994973 A NO 994973A NO 313416 B1 NO313416 B1 NO 313416B1
- Authority
- NO
- Norway
- Prior art keywords
- chloro
- triazolo
- pyrimidine
- trifluoroethyl
- trifluoro
- Prior art date
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- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims description 36
- -1 trifluoromethylamino-triazolopyrimidines Chemical class 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 84
- 241000233866 Fungi Species 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 125000006308 propyl amino group Chemical group 0.000 claims description 14
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 13
- 125000006309 butyl amino group Chemical group 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 239000000417 fungicide Substances 0.000 claims description 7
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 5
- 230000012010 growth Effects 0.000 claims description 5
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- 239000001257 hydrogen Substances 0.000 claims description 5
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
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- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000021918 systemic acquired resistance Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ROZUQUDEWZIBHV-UHFFFAOYSA-N tecloftalam Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(=O)NC1=CC=CC(Cl)=C1Cl ROZUQUDEWZIBHV-UHFFFAOYSA-N 0.000 description 1
- XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 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 group C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-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
- 239000013008 thixotropic agent Substances 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical group COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000006478 transmetalation reaction Methods 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 class 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
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000015192 vegetable juice Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 235000014101 wine Nutrition 0.000 description 1
- 229910052725 zinc Inorganic materials 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
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P3/00—Fungicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US84332397A | 1997-04-14 | 1997-04-14 | |
PCT/US1998/005615 WO1998046608A1 (en) | 1997-04-14 | 1998-03-23 | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
US15057298A | 1998-09-10 | 1998-09-10 |
Publications (3)
Publication Number | Publication Date |
---|---|
NO994973D0 NO994973D0 (no) | 1999-10-13 |
NO994973L NO994973L (no) | 1999-10-13 |
NO313416B1 true NO313416B1 (no) | 2002-09-30 |
Family
ID=85704276
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO19994973A NO313416B1 (no) | 1997-04-14 | 1999-10-13 | Fungicide trifluormetylamino-triazolopyrimidiner, fremgangsmåte for fremstilling og anvendelse derav |
Country Status (30)
Country | Link |
---|---|
EP (2) | EP0975635B1 (de) |
JP (1) | JP2001520650A (de) |
KR (1) | KR100492453B1 (de) |
CN (1) | CN1104433C (de) |
AT (2) | ATE239727T1 (de) |
AU (1) | AU735730B2 (de) |
BG (1) | BG64197B1 (de) |
BR (1) | BR9808531A (de) |
CA (1) | CA2287470C (de) |
CZ (1) | CZ292819B6 (de) |
DE (2) | DE69814375T2 (de) |
DK (2) | DK0975635T3 (de) |
EA (1) | EA002906B1 (de) |
EE (1) | EE04373B1 (de) |
ES (2) | ES2199436T3 (de) |
HU (1) | HUP0001993A3 (de) |
ID (1) | ID24182A (de) |
IL (1) | IL132238A (de) |
NO (1) | NO313416B1 (de) |
NZ (1) | NZ500143A (de) |
OA (1) | OA11203A (de) |
PL (1) | PL194633B1 (de) |
PT (2) | PT975635E (de) |
RS (1) | RS49776B (de) |
SK (1) | SK283232B6 (de) |
TR (1) | TR199902552T2 (de) |
TW (1) | TW460476B (de) |
UA (1) | UA57074C2 (de) |
WO (1) | WO1998046608A1 (de) |
ZA (1) | ZA983054B (de) |
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CA2324154C (en) * | 1998-03-23 | 2008-03-18 | American Cyanamid Company | Fungicidal 6-(2-halo-4-alkoxyphenyl)-triazolopyrimidines |
US5981534A (en) * | 1998-09-25 | 1999-11-09 | American Cyanamid Company | Fungicidal 6-(2,6-difluoro-4-alkoxyphenyl)-triazolopyrimidines |
US5986135A (en) * | 1998-09-25 | 1999-11-16 | American Cyanamid Company | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
US6521628B1 (en) | 1999-01-29 | 2003-02-18 | Basf Aktiengesellschaft | Fungicidal mixtures |
US6166259A (en) * | 1999-04-15 | 2000-12-26 | American Cyanamid Company | Process for preparing a 1,1,1-trifluoro-2-aminoalkane |
US6307103B1 (en) | 1999-04-15 | 2001-10-23 | American Cyanamid Company | Process for the preparation of 1,1,1-trifluoro-2-aminoalkanes |
US6559151B2 (en) | 2000-05-08 | 2003-05-06 | Basf Aktiengesellschaft | 6-(2-trifluoromethyl-phenyl)-triazolopyrimidines |
EP1577312A1 (de) | 2000-06-13 | 2005-09-21 | Basf Aktiengesellschaft | Triazolopyrimidin Zwischenprodukte für fungizide 5-Phenyl-substituierte 2-(cyanoamino) pyrimidinen |
JP2004503554A (ja) * | 2000-06-13 | 2004-02-05 | ビーエーエスエフ アクチェンゲゼルシャフト | 殺菌活性を有するトリアゾロピリミド−7−イリデンアミン類 |
ES2246330T3 (es) | 2000-06-13 | 2006-02-16 | Basf Aktiengesellschaft | 2-(cianoamino)pirimidinas 5-fenil-sustituidas fungicidas. |
US6747033B2 (en) | 2000-06-13 | 2004-06-08 | Basf Aktiengesellschaft | Fungicidal triazolopyrimid-7-ylideneamines |
EP1205540A1 (de) | 2000-11-10 | 2002-05-15 | Evotec OAI AG | Verfahren zur Vitalitätsmessung an Zellen |
EP1368351A2 (de) | 2000-11-13 | 2003-12-10 | Basf Aktiengesellschaft | 7-(r)-amino-triazolopyrimidine, deren herstellung und verwendung zur bekämpfung von pflanzenpathogenen pilzen |
JP2004515502A (ja) * | 2000-12-06 | 2004-05-27 | ビーエーエスエフ アクチェンゲゼルシャフト | 殺真菌性を有する6−(トリフルオロメチル−フェニル)−トリアゾロピリミジン類 |
EE200300499A (et) | 2001-04-11 | 2003-12-15 | Basf Aktiengesellschaft | 5-halogeen-6-fenüül-7-fluoroalküülaminotriasolopürimidiinid |
DE10121101A1 (de) | 2001-04-27 | 2002-10-31 | Bayer Ag | Triazolopyrimidine |
DE10121162A1 (de) * | 2001-04-30 | 2002-10-31 | Bayer Ag | Triazolopyrimidine |
NZ530822A (en) | 2001-07-05 | 2004-08-27 | Basf Ag | Fungicidal triazolopyrimidines, method for the production thereof and use thereof in controlling noxious fungi and agents containing said compounds |
CN1271071C (zh) * | 2001-07-18 | 2006-08-23 | 巴斯福股份公司 | 作为杀真菌剂的取代的6-(2-甲苯基)-三唑并嘧啶 |
WO2003008416A1 (en) * | 2001-07-18 | 2003-01-30 | Basf Aktiengesellschaft | Substituted 6-(2-methoxyphenyl) triazolopyrimides as fungicides |
CA2453638A1 (en) * | 2001-07-18 | 2003-01-30 | Basf Aktiengesellschaft | 6-(2,6-difluorophenyl)-triazolopyrimidines as fungicides |
ES2283626T3 (es) | 2001-07-26 | 2007-11-01 | Basf Aktiengesellschaft | 7-aminotriazolpirimidinas para controlar hongos nocivos. |
GB0126914D0 (en) * | 2001-11-08 | 2002-01-02 | Syngenta Ltd | Fungicides |
PL372978A1 (en) | 2002-03-21 | 2005-08-08 | Basf Aktiengesellschaft | Fungicidal triazolopyrimidines, methods for producing the same, use thereof for combating harmful fungi and agents containing said substances |
DE10212886A1 (de) * | 2002-03-22 | 2003-10-02 | Bayer Cropscience Ag | Triazolopyrimidine |
UA80304C2 (en) | 2002-11-07 | 2007-09-10 | Basf Ag | Substituted 6-(2-halogenphenyl)triazolopyrimidines |
DE602004004295T8 (de) | 2003-09-24 | 2007-09-20 | Wyeth Holdings Corp. | 6-[(Substituiertes)]Triazolopyrimidine als Antikrebsmittel |
JP4695595B2 (ja) | 2003-09-24 | 2011-06-08 | ワイス・ホールディングズ・コーポレイション | 抗癌剤としての6−アリール−7−ハロ−イミダゾ[1,2−a]ピリミジン類 |
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 |
DE10347932A1 (de) * | 2003-10-15 | 2005-05-19 | Bayer Chemicals Ag | Verfahren zur Herstellung von fluorhaltigen Anilinen |
MY179926A (en) | 2003-12-08 | 2020-11-19 | Wyeth Corp | Process for the preparation of tubulin inhibitors |
CN1894254A (zh) * | 2003-12-17 | 2007-01-10 | 巴斯福股份公司 | 用于防治病原性真菌的6-(2,3,6-三氟苯基)三唑并嘧啶 |
TW200533670A (en) * | 2003-12-19 | 2005-10-16 | Basf Ag | 6-(aminocarbonylphenyl)triazolopyrimidines, their preparation and their use for controlling harmful fungi, and compositions comprising these compounds |
DE10360370A1 (de) * | 2003-12-22 | 2005-07-14 | Bayer Cropscience Ag | Triazolopyrimidine |
EP1725557B1 (de) * | 2004-01-23 | 2007-08-01 | Basf Aktiengesellschaft | 6-(2-chlor-5-halogenphenyl)-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
EP1751162A1 (de) * | 2004-05-17 | 2007-02-14 | Basf Aktiengesellschaft | Triazolopyrimidin-verbindungen und ihre verwendung zur bekämpfung von schadpilzen |
WO2005123739A1 (de) * | 2004-06-22 | 2005-12-29 | Basf Aktiengesellschaft | 6-(2-fluorphenyl)-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
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DE102004031158A1 (de) | 2004-06-28 | 2006-01-19 | Basf Ag | Verwendung von Ethergruppen enthaltenden Polymeren als Lösungsvermittler |
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BRPI0515861A (pt) * | 2004-12-22 | 2008-08-12 | Syngenta Participations Ag | composto, processo para preparação e uso do mesmo, composição fungicida e método de controlar e prevenir infestação de plantas |
CA2598184A1 (en) | 2005-02-21 | 2006-08-24 | Basf Aktiengesellschaft | Active substance composition comprising at least one nitrogen atom-containing, hyperbranched polymer |
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DE3130633A1 (de) * | 1981-08-01 | 1983-02-17 | Basf Ag, 6700 Ludwigshafen | 7-amino-azolo(1,5-a)pyrimidine und diese enthaltende fungizide |
US5593996A (en) * | 1991-12-30 | 1997-01-14 | American Cyanamid Company | Triazolopyrimidine derivatives |
TW224044B (de) * | 1991-12-30 | 1994-05-21 | Shell Internat Res Schappej B V | |
IL108747A (en) * | 1993-03-04 | 1999-03-12 | Shell Int Research | Mushroom-killing preparations containing a history of 6 metamorphoses of 5 - 7 Dihalo - 1, 2 - 4 Triazlo [A-1,5] Pyrimidine Certain such new compounds and their preparation |
TW258648B (de) * | 1993-03-04 | 1995-10-01 | Shell Internat Res Schappej Bv | |
US5817663A (en) * | 1996-10-07 | 1998-10-06 | American Cyanamid Company | Pentafluorophenylazolopyrimidines |
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