DE69230977T2 - Triazolopyrimidinderivate - Google Patents
TriazolopyrimidinderivateInfo
- Publication number
- DE69230977T2 DE69230977T2 DE69230977T DE69230977T DE69230977T2 DE 69230977 T2 DE69230977 T2 DE 69230977T2 DE 69230977 T DE69230977 T DE 69230977T DE 69230977 T DE69230977 T DE 69230977T DE 69230977 T2 DE69230977 T2 DE 69230977T2
- Authority
- DE
- Germany
- Prior art keywords
- dichloro
- pyrimidine
- triazolo
- phenyl
- optionally substituted
- 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.)
- Expired - Fee Related
Links
- 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 title abstract description 4
- 238000000034 method Methods 0.000 claims abstract description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 3
- 239000000460 chlorine Substances 0.000 claims abstract description 3
- -1 C1−12-alkoxycarbonyl Chemical group 0.000 claims description 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000001624 naphthyl group Chemical group 0.000 claims description 7
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 6
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 6
- 125000004643 (C1-C12) haloalkoxy group Chemical group 0.000 claims description 6
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims description 6
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical group ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 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 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
- SHICWUWJBZMKQH-UHFFFAOYSA-N 5,7-dichloro-6-(2,3-dimethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound COC1=CC=CC(C2=C(N3N=CN=C3N=C2Cl)Cl)=C1OC SHICWUWJBZMKQH-UHFFFAOYSA-N 0.000 claims description 2
- TUTNJVRNHDFKJR-UHFFFAOYSA-N 5,7-dichloro-6-(2-chloro-6-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound FC1=CC=CC(Cl)=C1C1=C(Cl)N2N=CN=C2N=C1Cl TUTNJVRNHDFKJR-UHFFFAOYSA-N 0.000 claims description 2
- SDJVJUUGSKORGC-UHFFFAOYSA-N 5,7-dichloro-6-(2-chlorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=CC=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl SDJVJUUGSKORGC-UHFFFAOYSA-N 0.000 claims description 2
- PYHINTYYQUQIMZ-UHFFFAOYSA-N 5,7-dichloro-6-(2-phenylmethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C1=CC=CC=C1OCC1=CC=CC=C1 PYHINTYYQUQIMZ-UHFFFAOYSA-N 0.000 claims description 2
- LYTYJXCTHVZAMN-UHFFFAOYSA-N 5,7-dichloro-6-(3-chlorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=CC=CC(C2=C(N3N=CN=C3N=C2Cl)Cl)=C1 LYTYJXCTHVZAMN-UHFFFAOYSA-N 0.000 claims description 2
- IOSAANYWXGVVOZ-UHFFFAOYSA-N 5,7-dichloro-6-(4-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1=CC(F)=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl IOSAANYWXGVVOZ-UHFFFAOYSA-N 0.000 claims description 2
- SCELDXZGQLRXHQ-UHFFFAOYSA-N 5,7-dichloro-6-(4-methylphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1=CC(C)=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl SCELDXZGQLRXHQ-UHFFFAOYSA-N 0.000 claims description 2
- HKUHQWSBMSUWSO-UHFFFAOYSA-N 5,7-dichloro-6-(4-phenoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C(C=C1)=CC=C1OC1=CC=CC=C1 HKUHQWSBMSUWSO-UHFFFAOYSA-N 0.000 claims description 2
- SZMHGLQHNZLGRO-UHFFFAOYSA-N 5,7-dichloro-6-(4-phenylmethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C(C=C1)=CC=C1OCC1=CC=CC=C1 SZMHGLQHNZLGRO-UHFFFAOYSA-N 0.000 claims description 2
- GQLKRNHCRBZQQA-UHFFFAOYSA-N 5,7-dichloro-6-(4-propan-2-ylphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1=CC(C(C)C)=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl GQLKRNHCRBZQQA-UHFFFAOYSA-N 0.000 claims description 2
- FHXQCSLBXQWUMI-UHFFFAOYSA-N 5,7-dichloro-6-naphthalen-2-yl-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1=CC=CC2=CC(C3=C(Cl)N4N=CN=C4N=C3Cl)=CC=C21 FHXQCSLBXQWUMI-UHFFFAOYSA-N 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- AKTJEJXTXYSIEV-UHFFFAOYSA-N 6-(4-bromophenyl)-5,7-dichloro-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C1=CC=C(Br)C=C1 AKTJEJXTXYSIEV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- RFMQOHXWHFHOJF-UHFFFAOYSA-N cyano thiocyanate Chemical compound N#CSC#N RFMQOHXWHFHOJF-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 claims description 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- RHVRCJMEMFAOAO-UHFFFAOYSA-N 5,7-dichloro-6-(3,4,5-trimethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound COC1=C(OC)C(OC)=CC(C2=C(N3N=CN=C3N=C2Cl)Cl)=C1 RHVRCJMEMFAOAO-UHFFFAOYSA-N 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- SLBJTTIZGBOTNK-UHFFFAOYSA-N 5,7-dibromo-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound BrC1=NC2=NC=NN2C(Br)=C1C1=CC=CC=C1 SLBJTTIZGBOTNK-UHFFFAOYSA-N 0.000 description 1
- OVKOVMMCSWWMOM-UHFFFAOYSA-N 5,7-dichloro-6-(2-fluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound FC1=CC=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl OVKOVMMCSWWMOM-UHFFFAOYSA-N 0.000 description 1
- UXXZQZFPJZAXGN-UHFFFAOYSA-N 5,7-dichloro-6-(2-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound COC1=CC=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl UXXZQZFPJZAXGN-UHFFFAOYSA-N 0.000 description 1
- BREJWLWCLQREEX-UHFFFAOYSA-N 5,7-dichloro-6-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound COC1=CC=CC(C2=C(N3N=CN=C3N=C2Cl)Cl)=C1 BREJWLWCLQREEX-UHFFFAOYSA-N 0.000 description 1
- JGDFZWWGVGVXDZ-UHFFFAOYSA-N 5,7-dichloro-6-(4-ethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1=CC(OCC)=CC=C1C1=C(Cl)N2N=CN=C2N=C1Cl JGDFZWWGVGVXDZ-UHFFFAOYSA-N 0.000 description 1
- DQJDMGVWRRPKGS-UHFFFAOYSA-N 5,7-dichloro-6-(4-phenylphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C(C=C1)=CC=C1C1=CC=CC=C1 DQJDMGVWRRPKGS-UHFFFAOYSA-N 0.000 description 1
- OXAOZXUXEGURKA-UHFFFAOYSA-N 5,7-dichloro-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C1=CC=CC=C1 OXAOZXUXEGURKA-UHFFFAOYSA-N 0.000 description 1
- PUXSYZNSZKCVTK-UHFFFAOYSA-N 6-(3-bromophenyl)-5,7-dichloro-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound ClC1=NC2=NC=NN2C(Cl)=C1C1=CC=CC(Br)=C1 PUXSYZNSZKCVTK-UHFFFAOYSA-N 0.000 description 1
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 125000004799 bromophenyl group Chemical group 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 125000001207 fluorophenyl group Chemical group 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000004360 trifluorophenyl group Chemical group 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
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP91122422 | 1991-12-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69230977D1 DE69230977D1 (de) | 2000-05-31 |
| DE69230977T2 true DE69230977T2 (de) | 2000-11-09 |
Family
ID=8207489
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69222746T Expired - Fee Related DE69222746T2 (de) | 1991-12-30 | 1992-12-28 | Triazolopyrimidinderivate mit fungizider Aktivität |
| DE69230977T Expired - Fee Related DE69230977T2 (de) | 1991-12-30 | 1992-12-28 | Triazolopyrimidinderivate |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69222746T Expired - Fee Related DE69222746T2 (de) | 1991-12-30 | 1992-12-28 | Triazolopyrimidinderivate mit fungizider Aktivität |
Country Status (21)
| Country | Link |
|---|---|
| EP (2) | EP0550113B1 (enExample) |
| JP (1) | JP3347170B2 (enExample) |
| KR (1) | KR100271913B1 (enExample) |
| CN (2) | CN1033643C (enExample) |
| AT (2) | ATE192154T1 (enExample) |
| AU (1) | AU667204B2 (enExample) |
| BR (1) | BR9205172A (enExample) |
| CA (1) | CA2086404C (enExample) |
| DE (2) | DE69222746T2 (enExample) |
| DK (2) | DK0782997T3 (enExample) |
| ES (2) | ES2108727T3 (enExample) |
| GR (2) | GR3025920T3 (enExample) |
| HU (1) | HU217349B (enExample) |
| IL (1) | IL104244A (enExample) |
| NZ (1) | NZ245581A (enExample) |
| PL (2) | PL171579B1 (enExample) |
| PT (1) | PT782997E (enExample) |
| RU (1) | RU2089552C1 (enExample) |
| SG (1) | SG47563A1 (enExample) |
| TW (1) | TW224044B (enExample) |
| ZA (1) | ZA9210043B (enExample) |
Families Citing this family (72)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5593996A (en) * | 1991-12-30 | 1997-01-14 | American Cyanamid Company | Triazolopyrimidine derivatives |
| IL108731A (en) * | 1993-03-04 | 1997-03-18 | Shell Int Research | 6, N-DISUBSTITUTED-£1, 2, 4| TRIAZOLO-£1, 5-a| PYRIMIDINE- 7-AMINE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDES |
| 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 |
| US5869486A (en) * | 1995-02-24 | 1999-02-09 | Ono Pharmaceutical Co., Ltd. | Fused pyrimidines and pyriazines as pharmaceutical compounds |
| RU2147584C1 (ru) * | 1995-10-27 | 2000-04-20 | Американ Цианамид Компани | Способ получения дигалоидазолопиримидинов и способ получения дигидроксиазолопиримидинов |
| US5817663A (en) * | 1996-10-07 | 1998-10-06 | American Cyanamid Company | Pentafluorophenylazolopyrimidines |
| US5750766A (en) * | 1997-03-18 | 1998-05-12 | American Cyanamid Company | Process for the preparation of arylmalonates |
| US5756815A (en) * | 1997-03-18 | 1998-05-26 | American Cyanamid Company | Process for the preparation arylamalonates |
| US6117876A (en) * | 1997-04-14 | 2000-09-12 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
| TW460476B (en) * | 1997-04-14 | 2001-10-21 | American Cyanamid Co | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
| AU750489B2 (en) * | 1998-02-11 | 2002-07-18 | Wyeth Holdings Corporation | Fungicidal 7-alkyl-triazolopyrimidines |
| US6124301A (en) * | 1998-03-17 | 2000-09-26 | American Cyanamid Company | Enhancement of the efficacy of triazolopyrimidines |
| JPH11322517A (ja) * | 1998-03-17 | 1999-11-24 | American Cyanamid Co | トリアゾロピリミジン類の効力の増進 |
| US6284762B1 (en) * | 1998-03-23 | 2001-09-04 | American Cyanamid Company | Fungicidal 6-(2-halo-4-alkoxyphenyl)-triazolopyrimidines |
| PE20001145A1 (es) * | 1998-09-10 | 2000-10-25 | American Cyanamid Co | Mezclas fungicidas |
| US5986135A (en) | 1998-09-25 | 1999-11-16 | American Cyanamid Company | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
| US6277856B1 (en) | 1998-09-25 | 2001-08-21 | American Cynamid Co. | Fungicidal mixtures |
| JP2000103790A (ja) * | 1998-09-25 | 2000-04-11 | American Cyanamid Co | 殺菌・殺カビ性のトリハロフェニル―トリアゾロピリミジン類 |
| US6242451B1 (en) * | 1998-09-25 | 2001-06-05 | Klaus-Juergen Pees | Fungicidal trihalophenyl-triazolopyrimidines |
| TWI229674B (en) * | 1998-12-04 | 2005-03-21 | Astra Pharma Prod | Novel triazolo[4,5-d]pyrimidine compounds, pharmaceutical composition containing the same, their process for preparation and uses |
| AU770803B2 (en) * | 1998-12-23 | 2004-03-04 | Idea Ag | Improved formulation for topical non-invasive application in vivo |
| US6699874B2 (en) | 1999-09-24 | 2004-03-02 | Basf Aktiengesellschaft | Fungicidal mixtures |
| GB2355261A (en) * | 1999-10-13 | 2001-04-18 | American Cyanamid Co | Triazolopyrimidine fungicides |
| US6559151B2 (en) | 2000-05-08 | 2003-05-06 | Basf Aktiengesellschaft | 6-(2-trifluoromethyl-phenyl)-triazolopyrimidines |
| EP1289995B1 (en) * | 2000-06-13 | 2005-12-21 | Basf Aktiengesellschaft | Fungicidal triazolopyrimid-7-ylideneamines |
| US6747033B2 (en) | 2000-06-13 | 2004-06-08 | Basf Aktiengesellschaft | Fungicidal triazolopyrimid-7-ylideneamines |
| MXPA03001263A (es) | 2000-08-25 | 2003-06-24 | Basf Ag | Formulacion fungicida. |
| TR200402494T4 (tr) * | 2000-12-06 | 2004-12-21 | Wyeth | Mantar öldürücü 6-(2-triflorometil-fenil)-triazolopirimidinler. |
| DE10063115A1 (de) * | 2000-12-18 | 2002-06-27 | Bayer Ag | Triazolopyrimidine |
| DE60104087T2 (de) * | 2001-04-09 | 2004-10-28 | Basf Ag | Fungizide 5-Alkylamino-6-phenyl-7-halogen-Triazolopyrimidine |
| ES2236509T3 (es) | 2001-04-11 | 2005-07-16 | Basf Aktiengesellschaft | 5-halogen-6-fenil-7-fluoroalquilamino-triazolopirimidinas utiles como fungicidas. |
| ES2225784T3 (es) | 2001-04-11 | 2005-03-16 | Basf Aktiengesellschaft | 6-(2-cloro-6-fluorofenil)-triazolopirimidinas. |
| DE10121101A1 (de) | 2001-04-27 | 2002-10-31 | Bayer Ag | Triazolopyrimidine |
| DE10121162A1 (de) | 2001-04-30 | 2002-10-31 | Bayer Ag | Triazolopyrimidine |
| DE10124208A1 (de) * | 2001-05-18 | 2002-11-21 | Bayer Ag | Verwendung von Triazolopyrimidin-Derivaten als Mikrobizide |
| KR100619216B1 (ko) | 2001-07-05 | 2006-09-08 | 바스프 악티엔게젤샤프트 | 살진균성 트리아졸로피리미딘, 이의 제조방법 및 유해진균 방제를 위한 이의 용도 및 상기 화합물을 포함하는조성물 |
| US7038047B2 (en) | 2001-07-18 | 2006-05-02 | Basf Aktiengesellschaft | Substituted 6-(2-methoxyphenyl) triazolopyrimides as fungicides |
| HUP0401048A3 (en) * | 2001-07-18 | 2007-02-28 | Basf Ag | 6-(2,6-difluorophenyl)-triazolopyrimidines as fungicides |
| 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 |
| ES2283626T3 (es) | 2001-07-26 | 2007-11-01 | Basf Aktiengesellschaft | 7-aminotriazolpirimidinas para controlar hongos nocivos. |
| EP1431299B1 (en) | 2001-09-04 | 2007-05-23 | Sumitomo Chemical Company, Limited | IMIDAZO(1,2-a)PYRIMIDINES AND FUNGICIDE COMPOSITIONS CONTAINING THE SAME |
| GB0126914D0 (en) * | 2001-11-08 | 2002-01-02 | Syngenta Ltd | Fungicides |
| AU2003215664A1 (en) | 2002-03-21 | 2003-10-08 | 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 |
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| MY179926A (en) | 2003-12-08 | 2020-11-19 | Wyeth Corp | Process for the preparation of tubulin inhibitors |
| US20070078149A1 (en) * | 2003-12-18 | 2007-04-05 | Basf Aktiengesellschaft | 6-(2-Halophenyl)triazolopyrimidines, their preparation and their use for controlling harmful fungi, and compositions comprising these compounds |
| US20070197389A1 (en) * | 2004-02-25 | 2007-08-23 | Anja Schwogler | Azolopyrimidine compounds and use thereof for combating parasitic fungi |
| WO2005113555A1 (de) * | 2004-05-17 | 2005-12-01 | Basf Aktiengesellschaft | Triazolopyrimidin-verbindungen und ihre verwendung zur bekämpfung von schadpilzen |
| CN1964629A (zh) * | 2004-06-09 | 2007-05-16 | 巴斯福股份公司 | 三唑并嘧啶化合物及其在防治有害真菌中的用途 |
| CN1980932A (zh) * | 2004-06-22 | 2007-06-13 | 巴斯福股份公司 | 6－(2－甲苯基)三唑并嘧啶作为杀真菌剂的用途，新的6－(2－甲苯基) 三唑并嘧啶，其生产方法，其在防治有害真菌中的用途以及包含它们的试剂 |
| 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 |
| CA2570578A1 (en) * | 2004-06-25 | 2006-01-05 | Basf Aktiengesellschaft | Triazolopyrimidine compounds and their use for controlling pathogenic fungi |
| WO2006005492A1 (de) * | 2004-07-08 | 2006-01-19 | Basf Aktiengesellschaft | Substituierte 6-phenyl-7-amino-triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel |
| AU2005281882A1 (en) * | 2004-09-08 | 2006-03-16 | Basf Aktiengesellschaft | 6-phenyl-7-amino-triazolopyrimidines, methods for the production thereof, the use thereof for controlling pathogenic fungi, and agents containing the same |
| MX2007008999A (es) * | 2005-02-16 | 2007-09-18 | Basf Ag | 5-alcoxialquil-6-alquil-7-amino-azolopirimidinas, un procedimiento para su obtencion y el uso de las mismas para combatir hongos nocivos, asi como productos que las contienen. |
| AR059649A1 (es) * | 2006-02-28 | 2008-04-16 | Basf Ag | 6- fenil 7-amino - amino (1,2,4) -triazolo (1,5-a) pirimidinas y su su uso para el combate de hongos daninos |
| RU2325390C1 (ru) * | 2007-01-29 | 2008-05-27 | Государственное образовательное учреждение высшего профессионального образования "Южно-Российский государственный технический университет (Новочеркасский политехнический институт)" | СПОСОБ ПОЛУЧЕНИЯ 2-СУЛЬФОНИЛАМИНО-1,2,4,-ТРИАЗОЛО[1,5-a] ПИРИМИДИНОВ |
| EP1952691A3 (en) | 2007-01-31 | 2008-09-17 | Basf Se | Method for improving plant health by application of a triazolopyrimidine derivative |
| EP1952690A3 (en) | 2007-01-31 | 2009-04-22 | Basf Se | Pesticidal mixtures based on triazolopyrimidines and insecticides |
| RU2461197C1 (ru) * | 2011-05-03 | 2012-09-20 | Михаил Аркадьевич Ершов | Стимулятор для предпосевной обработки семян зерновых культур |
| RU2460298C1 (ru) * | 2011-05-03 | 2012-09-10 | Михаил Аркадьевич Ершов | Стимулятор для предпосевной обработки семян зерновых культур |
| RU2460297C1 (ru) * | 2011-05-04 | 2012-09-10 | Михаил Аркадьевич Ершов | Способ стимуляции всхожести семян |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1567021A (enExample) * | 1967-01-27 | 1969-05-16 | ||
| DE3130633A1 (de) * | 1981-08-01 | 1983-02-17 | Basf Ag, 6700 Ludwigshafen | 7-amino-azolo(1,5-a)pyrimidine und diese enthaltende fungizide |
| HU208693B (en) * | 1991-02-22 | 1993-12-28 | Egyt Gyogyszervegyeszeti Gyar | Process for producing 1,2,4-triazolo (1,5-a) pyrimidinis derivatives and their carbicycli-tetrahydro-thiofurane-tetrahydrothiopyrane-, or tetrahydropyridine- condensated derivatives or medical preparatives containing them |
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1992
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