ZA200108943B - Pesticidal triazine derivatives. - Google Patents
Pesticidal triazine derivatives. Download PDFInfo
- Publication number
- ZA200108943B ZA200108943B ZA200108943A ZA200108943A ZA200108943B ZA 200108943 B ZA200108943 B ZA 200108943B ZA 200108943 A ZA200108943 A ZA 200108943A ZA 200108943 A ZA200108943 A ZA 200108943A ZA 200108943 B ZA200108943 B ZA 200108943B
- Authority
- ZA
- South Africa
- Prior art keywords
- substituted
- cealkyl
- unsubstituted
- halogen
- mono
- Prior art date
Links
- 230000000361 pesticidal effect Effects 0.000 title description 4
- 150000003918 triazines Chemical class 0.000 title 1
- 229910052799 carbon Inorganic materials 0.000 claims description 82
- -1 penta-substituted phenyl Chemical group 0.000 claims description 52
- 229910052736 halogen Inorganic materials 0.000 claims description 45
- 150000002367 halogens Chemical class 0.000 claims description 43
- 150000001875 compounds Chemical class 0.000 claims description 41
- 125000001424 substituent group Chemical group 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 229910052731 fluorine Inorganic materials 0.000 claims description 21
- 229910052801 chlorine Inorganic materials 0.000 claims description 19
- 125000001188 haloalkyl group Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 10
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 150000003839 salts Chemical group 0.000 claims description 7
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 2
- BOIVBWNSMZUGQP-UHFFFAOYSA-N 3,6-bis(2-chlorophenyl)-2h-1,2,4-triazin-5-one Chemical compound OC1=NC(C=2C(=CC=CC=2)Cl)=NN=C1C1=CC=CC=C1Cl BOIVBWNSMZUGQP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 2
- 241001465754 Metazoa Species 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 2
- 230000001850 reproductive effect Effects 0.000 claims 2
- CSTKWIRMVPCPSX-UHFFFAOYSA-N 3-(2-methylphenyl)-6-(4-methylphenyl)-5-(trifluoromethyl)-1,2,4-triazine Chemical compound C1=CC(C)=CC=C1C1=NN=C(C=2C(=CC=CC=2)C)N=C1C(F)(F)F CSTKWIRMVPCPSX-UHFFFAOYSA-N 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 244000045947 parasite Species 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 19
- 239000011737 fluorine Substances 0.000 description 19
- 239000000460 chlorine Substances 0.000 description 18
- 125000004438 haloalkoxy group Chemical group 0.000 description 17
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 16
- 125000003545 alkoxy group Chemical group 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 10
- 229910052794 bromium Inorganic materials 0.000 description 9
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 125000004414 alkyl thio group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
- 125000004419 alkynylene group Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 125000005347 halocycloalkyl group Chemical group 0.000 description 3
- 125000004970 halomethyl group Chemical group 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000000335 thiazolyl group Chemical group 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N Lactic Acid Natural products CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- 150000003920 1,2,4-triazines Chemical class 0.000 description 1
- 125000004530 1,2,4-triazinyl group Chemical group N1=NC(=NC=C1)* 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 125000000000 cycloalkoxy group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 244000045561 useful plants Species 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing aromatic radicals
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
- C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
- C07D253/06—1,2,4-Triazines
- C07D253/065—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
- C07D253/07—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members with hetero atoms, or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH83299 | 1999-05-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200108943B true ZA200108943B (en) | 2002-06-25 |
Family
ID=4196248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200108943A ZA200108943B (en) | 1999-05-04 | 2001-10-30 | Pesticidal triazine derivatives. |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US6723720B2 (hu) |
| EP (1) | EP1175410B1 (hu) |
| JP (1) | JP4782289B2 (hu) |
| KR (1) | KR100746498B1 (hu) |
| CN (1) | CN1171880C (hu) |
| AT (1) | ATE312085T1 (hu) |
| AU (1) | AU762755B2 (hu) |
| BR (1) | BR0010294A (hu) |
| CA (1) | CA2368582C (hu) |
| CO (1) | CO5210943A1 (hu) |
| CZ (1) | CZ20013961A3 (hu) |
| DE (1) | DE60024610T2 (hu) |
| DK (1) | DK1175410T3 (hu) |
| ES (1) | ES2254165T3 (hu) |
| HU (1) | HUP0600529A2 (hu) |
| ID (1) | ID30390A (hu) |
| IL (2) | IL145543A0 (hu) |
| MX (1) | MXPA01011054A (hu) |
| PL (1) | PL351434A1 (hu) |
| RU (1) | RU2252217C2 (hu) |
| TW (1) | TWI250153B (hu) |
| WO (1) | WO2000066568A1 (hu) |
| ZA (1) | ZA200108943B (hu) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6969716B2 (en) * | 2003-02-07 | 2005-11-29 | Merck Sharp & Dohme Ltd. | 5-phenyl[1,2,4]triazines as ligands for GABA-A α2/α3 receptors for treating anxiety or depression |
| US20060047171A1 (en) * | 2003-12-22 | 2006-03-02 | Harold Meckler | Catalytic hydrogenation of nitriles to produce capsaicinoid derivatives and amine compounds, and methods for purifying and obtaining the polymorphs thereof |
| US8227493B2 (en) * | 2004-04-14 | 2012-07-24 | Fmc Corporation | Dispersible pesticidal compositions |
| US7834178B2 (en) * | 2006-03-01 | 2010-11-16 | Bristol-Myers Squibb Company | Triazine 11-beta hydroxysteroid dehydrogenase type 1 inhibitors |
| UA108619C2 (xx) * | 2009-08-07 | 2015-05-25 | Пестицидні композиції | |
| SI2531492T1 (sl) | 2010-02-05 | 2016-08-31 | Heptares Therapeutics Limited | Derivati 1,2,4-triazin-4-amina |
| KR101295228B1 (ko) * | 2011-01-05 | 2013-08-09 | 동부팜한농 주식회사 | 축사 및 양계 소독용 살충제 조성물 및 이의 제조방법 |
| CN102442960B (zh) * | 2011-09-30 | 2014-12-24 | 武汉工程大学 | 一种三聚氯氰衍生物及其制备方法和应用 |
| CN104334551A (zh) * | 2012-05-30 | 2015-02-04 | 住友化学株式会社 | 稠合杂环化合物 |
| US10662157B2 (en) | 2016-04-06 | 2020-05-26 | Sumitomo Chemical Company, Limited | Heterocyclic compound |
| US11083198B2 (en) | 2016-12-27 | 2021-08-10 | Nihon Nohyaku Co., Ltd. | 4H-pyrrolopyridine compound or salt thereof, agricultural and horticultural insecticide comprising the compound or the salt, and method for using the insecticide |
| CN108586369B (zh) * | 2018-05-30 | 2021-08-17 | 中国科学院长春应用化学研究所 | 苯基三嗪化合物的制备方法及苯基吡啶化合物的制备方法 |
| CN114478417A (zh) * | 2022-02-18 | 2022-05-13 | 郑州萃智医药科技有限公司 | 5-对甲苯基-1,2,4-三嗪-3（2h）-酮的合成方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2538179C2 (de) * | 1975-08-27 | 1986-05-28 | Bayer Ag, 5090 Leverkusen | 3-Alkoxy-benzo-1,2,4-triazine, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide |
| JPS62169705A (ja) * | 1986-01-21 | 1987-07-25 | Rikagaku Kenkyusho | 植物病害防除剤 |
| EP0314615B1 (de) * | 1987-10-16 | 1995-04-26 | Ciba-Geigy Ag | Schädlingsbekämpfungsmittel |
| US4931487A (en) | 1988-03-04 | 1990-06-05 | Dow Chemical Company | Chain extenders for polyurethanes |
| JP2967997B2 (ja) * | 1989-06-09 | 1999-10-25 | 旭化成工業株式会社 | ポリアミドマルチフィラメントの製造方法 |
| FR2671551B1 (fr) | 1991-01-15 | 1993-03-12 | Adir | Nouveaux composes de structure aryl triazinique, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| GB2293380A (en) | 1994-09-22 | 1996-03-27 | Zeneca Ltd | Pesticidal heterocyclic and phenyl compounds |
| US6020348A (en) | 1996-02-01 | 2000-02-01 | Smithkline Beecham Corporation | Endothelin receptor antagonists |
| JPH10265464A (ja) | 1997-03-24 | 1998-10-06 | Sumitomo Pharmaceut Co Ltd | Ｌｄｌ受容体遺伝子発現増強剤 |
| IT1300056B1 (it) * | 1998-04-17 | 2000-04-05 | Boehringer Ingelheim Italia | Eterocicli con anello a 6 termini difenil-sostituiti loro procedimento di preparazione e loro impiego come farmaci |
-
2000
- 2000-04-26 CO CO00030047A patent/CO5210943A1/es not_active Application Discontinuation
- 2000-05-02 EP EP00922671A patent/EP1175410B1/en not_active Expired - Lifetime
- 2000-05-02 WO PCT/EP2000/003921 patent/WO2000066568A1/en active IP Right Grant
- 2000-05-02 HU HU0600529A patent/HUP0600529A2/hu unknown
- 2000-05-02 RU RU2001132322/04A patent/RU2252217C2/ru active
- 2000-05-02 CN CNB008071047A patent/CN1171880C/zh not_active Expired - Fee Related
- 2000-05-02 MX MXPA01011054A patent/MXPA01011054A/es active IP Right Grant
- 2000-05-02 ID IDW00200102331A patent/ID30390A/id unknown
- 2000-05-02 KR KR1020017014062A patent/KR100746498B1/ko active IP Right Grant
- 2000-05-02 CA CA2368582A patent/CA2368582C/en not_active Expired - Fee Related
- 2000-05-02 PL PL00351434A patent/PL351434A1/xx not_active Application Discontinuation
- 2000-05-02 DE DE60024610T patent/DE60024610T2/de not_active Expired - Fee Related
- 2000-05-02 AT AT00922671T patent/ATE312085T1/de not_active IP Right Cessation
- 2000-05-02 CZ CZ20013961A patent/CZ20013961A3/cs unknown
- 2000-05-02 AU AU42986/00A patent/AU762755B2/en not_active Ceased
- 2000-05-02 JP JP2000615599A patent/JP4782289B2/ja not_active Expired - Fee Related
- 2000-05-02 IL IL14554300A patent/IL145543A0/xx active IP Right Grant
- 2000-05-02 BR BR0010294-6A patent/BR0010294A/pt not_active Application Discontinuation
- 2000-05-02 ES ES00922671T patent/ES2254165T3/es not_active Expired - Lifetime
- 2000-05-02 DK DK00922671T patent/DK1175410T3/da active
- 2000-05-02 TW TW089108277A patent/TWI250153B/zh not_active IP Right Cessation
-
2001
- 2001-09-21 IL IL145543A patent/IL145543A/en unknown
- 2001-10-30 ZA ZA200108943A patent/ZA200108943B/en unknown
- 2001-12-05 US US10/006,954 patent/US6723720B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE60024610T2 (de) | 2006-08-03 |
| DE60024610D1 (de) | 2006-01-12 |
| IL145543A0 (en) | 2002-06-30 |
| CA2368582A1 (en) | 2000-11-09 |
| WO2000066568A1 (en) | 2000-11-09 |
| KR100746498B1 (ko) | 2007-08-07 |
| CZ20013961A3 (cs) | 2002-02-13 |
| US6723720B2 (en) | 2004-04-20 |
| CN1171880C (zh) | 2004-10-20 |
| ES2254165T3 (es) | 2006-06-16 |
| RU2252217C2 (ru) | 2005-05-20 |
| ID30390A (id) | 2001-11-29 |
| JP4782289B2 (ja) | 2011-09-28 |
| EP1175410A1 (en) | 2002-01-30 |
| PL351434A1 (en) | 2003-04-22 |
| MXPA01011054A (es) | 2002-06-04 |
| CN1349514A (zh) | 2002-05-15 |
| BR0010294A (pt) | 2002-02-13 |
| JP2002543191A (ja) | 2002-12-17 |
| EP1175410B1 (en) | 2005-12-07 |
| TWI250153B (en) | 2006-03-01 |
| AU4298600A (en) | 2000-11-17 |
| CO5210943A1 (es) | 2002-10-30 |
| ATE312085T1 (de) | 2005-12-15 |
| DK1175410T3 (da) | 2006-04-18 |
| HUP0600529A2 (en) | 2007-01-29 |
| IL145543A (en) | 2007-03-08 |
| CA2368582C (en) | 2010-07-13 |
| US20030036544A1 (en) | 2003-02-20 |
| AU762755B2 (en) | 2003-07-03 |
| KR20020011406A (ko) | 2002-02-08 |
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