DE2250077C2 - Pflanzenschutzmittel auf Basis eines s-Triazolo[3,4-b]benzoxazols oder s-Triazolo[3,4-b]benzthiazols und neue s-Triazolo[3,4-b]benzthiazole - Google Patents
Pflanzenschutzmittel auf Basis eines s-Triazolo[3,4-b]benzoxazols oder s-Triazolo[3,4-b]benzthiazols und neue s-Triazolo[3,4-b]benzthiazoleInfo
- Publication number
- DE2250077C2 DE2250077C2 DE2250077A DE2250077A DE2250077C2 DE 2250077 C2 DE2250077 C2 DE 2250077C2 DE 2250077 A DE2250077 A DE 2250077A DE 2250077 A DE2250077 A DE 2250077A DE 2250077 C2 DE2250077 C2 DE 2250077C2
- Authority
- DE
- Germany
- Prior art keywords
- triazolo
- benzthiazole
- plants
- compounds
- rice
- 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
Links
- KHJGOIITMGTSGE-UHFFFAOYSA-N [1,2,4]triazolo[3,4-b][1,3]benzoxazole Chemical compound C1=CC=C2N3C=NN=C3OC2=C1 KHJGOIITMGTSGE-UHFFFAOYSA-N 0.000 title claims description 5
- BGFURDBGMRKOTL-UHFFFAOYSA-N [1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C=NN=C3SC2=C1 BGFURDBGMRKOTL-UHFFFAOYSA-N 0.000 title description 9
- 239000000575 pesticide Substances 0.000 title 1
- 239000004480 active ingredient Substances 0.000 claims description 16
- 239000002270 dispersing agent Substances 0.000 claims description 11
- 239000007787 solid Substances 0.000 claims description 11
- 239000011814 protection agent Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 description 82
- 241000196324 Embryophyta Species 0.000 description 80
- 241000209094 Oryza Species 0.000 description 65
- 235000007164 Oryza sativa Nutrition 0.000 description 57
- 235000009566 rice Nutrition 0.000 description 57
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 51
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- 239000000243 solution Substances 0.000 description 27
- 238000002360 preparation method Methods 0.000 description 25
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 238000010992 reflux Methods 0.000 description 16
- UHYISDCXHNDRHZ-UHFFFAOYSA-N 7h-[1,3]thiazolo[5,4-e]benzotriazole Chemical compound C1=CC2=NCSC2=C2N=NN=C21 UHYISDCXHNDRHZ-UHFFFAOYSA-N 0.000 description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- -1 propynylthio Chemical group 0.000 description 15
- 239000011541 reaction mixture Substances 0.000 description 15
- 230000000694 effects Effects 0.000 description 14
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- WLMNHAMZIHVINF-UHFFFAOYSA-N 8-chloro-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound ClC1=CC=CC2=C1N1C=NN=C1S2 WLMNHAMZIHVINF-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
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- 239000001257 hydrogen Substances 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- XMEQXRMNVMZFAB-UHFFFAOYSA-N 1-methyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(C)=NN=C3SC2=C1 XMEQXRMNVMZFAB-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
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- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 7
- BVMPZALNWNLBMA-UHFFFAOYSA-N 1-(trifluoromethyl)-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(C(F)(F)F)=NN=C3SC2=C1 BVMPZALNWNLBMA-UHFFFAOYSA-N 0.000 description 6
- QTXZICUYCJDYLP-UHFFFAOYSA-N 2h-[1,2,4]triazolo[3,4-b][1,3]benzothiazole-1-thione Chemical compound C1=CC=C2N3C(=S)NN=C3SC2=C1 QTXZICUYCJDYLP-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
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- 239000002904 solvent Substances 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- JYSUYJCLUODSLN-UHFFFAOYSA-N 1,3-benzothiazol-2-ylhydrazine Chemical compound C1=CC=C2SC(NN)=NC2=C1 JYSUYJCLUODSLN-UHFFFAOYSA-N 0.000 description 5
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
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- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 4
- DRSGVSZQVTWKEB-UHFFFAOYSA-N 1-bromo-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(Br)=NN=C3SC2=C1 DRSGVSZQVTWKEB-UHFFFAOYSA-N 0.000 description 4
- RLYRDVAYUMOIMM-UHFFFAOYSA-N 1-chloro-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(Cl)=NN=C3SC2=C1 RLYRDVAYUMOIMM-UHFFFAOYSA-N 0.000 description 4
- QNRPJIJYSKUHAR-UHFFFAOYSA-N 1-propyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(CCC)=NN=C3SC2=C1 QNRPJIJYSKUHAR-UHFFFAOYSA-N 0.000 description 4
- GAZBYHNTJJLBRO-UHFFFAOYSA-N 8-methoxy-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound COC1=CC=CC2=C1N1C=NN=C1S2 GAZBYHNTJJLBRO-UHFFFAOYSA-N 0.000 description 4
- 241000233866 Fungi Species 0.000 description 4
- 244000046052 Phaseolus vulgaris Species 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
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- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 3
- QITJGSMHKVXOFR-UHFFFAOYSA-N 1,3-benzoxazol-2-ylhydrazine Chemical compound C1=CC=C2OC(NN)=NC2=C1 QITJGSMHKVXOFR-UHFFFAOYSA-N 0.000 description 3
- CTIUGVXEBUNSBA-UHFFFAOYSA-N 1,8-dichloro-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC(Cl)=C2N3C(Cl)=NN=C3SC2=C1 CTIUGVXEBUNSBA-UHFFFAOYSA-N 0.000 description 3
- DCNUHPWWDJNENH-UHFFFAOYSA-N 1-ethylsulfanyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(SCC)=NN=C3SC2=C1 DCNUHPWWDJNENH-UHFFFAOYSA-N 0.000 description 3
- ZVGZKYTWYZALKG-UHFFFAOYSA-N 1-methoxy-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(OC)=NN=C3SC2=C1 ZVGZKYTWYZALKG-UHFFFAOYSA-N 0.000 description 3
- YIAIXKQIPXEULC-UHFFFAOYSA-N 1-methyl-[1,2,4]triazolo[3,4-b][1,3]benzoxazole Chemical compound C1=CC=C2N3C(C)=NN=C3OC2=C1 YIAIXKQIPXEULC-UHFFFAOYSA-N 0.000 description 3
- CBORUMKHTLMDNG-UHFFFAOYSA-N 1-methylsulfanyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(SC)=NN=C3SC2=C1 CBORUMKHTLMDNG-UHFFFAOYSA-N 0.000 description 3
- LVAOQPKUSDRPJO-UHFFFAOYSA-N 1-propylsulfanyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=CC=C2N3C(SCCC)=NN=C3SC2=C1 LVAOQPKUSDRPJO-UHFFFAOYSA-N 0.000 description 3
- RVHVHYHFTJGSDL-UHFFFAOYSA-N 6,7-dimethyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole Chemical compound C1=C(C)C(C)=CC2=C1N1C=NN=C1S2 RVHVHYHFTJGSDL-UHFFFAOYSA-N 0.000 description 3
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- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
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- 230000009027 insemination Effects 0.000 description 1
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- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- JVJUWCMBRUMDDQ-UHFFFAOYSA-N methylmercuric dicyanamide Chemical compound C[Hg]N=C(N)NC#N JVJUWCMBRUMDDQ-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
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- 238000012552 review Methods 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical group [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
- 125000000858 thiocyanato group Chemical group *SC#N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—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)
- 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)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18854671A | 1971-10-12 | 1971-10-12 | |
| US24383872A | 1972-04-13 | 1972-04-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2250077A1 DE2250077A1 (de) | 1973-04-19 |
| DE2250077C2 true DE2250077C2 (de) | 1984-04-26 |
Family
ID=26884199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2250077A Expired DE2250077C2 (de) | 1971-10-12 | 1972-10-12 | Pflanzenschutzmittel auf Basis eines s-Triazolo[3,4-b]benzoxazols oder s-Triazolo[3,4-b]benzthiazols und neue s-Triazolo[3,4-b]benzthiazole |
Country Status (18)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8415274B2 (en) | 2003-10-10 | 2013-04-09 | Bayer Cropscience Ag | Synergistic fungicidal active substance combinations |
| US9012360B2 (en) | 2009-03-25 | 2015-04-21 | Bayer Intellectual Property Gmbh | Synergistic combinations of active ingredients |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6017763B2 (ja) * | 1976-04-28 | 1985-05-07 | クミアイ化学工業株式会社 | イモチ病防除用殺菌組成物 |
| JPS5829762B2 (ja) * | 1976-04-28 | 1983-06-24 | クミアイ化学工業株式会社 | 農園芸用殺菌性組成物 |
| HU180743B (en) * | 1978-08-03 | 1983-04-29 | Lilly Co Eli | Process for preparing triciolazole |
| JPS5675413A (en) * | 1979-11-26 | 1981-06-22 | Takeda Chem Ind Ltd | Stabilized solid pesticidal composition |
| DE3413876A1 (de) * | 1984-04-12 | 1985-10-17 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Arzneimittel |
| US4731385A (en) * | 1985-10-26 | 1988-03-15 | Nihon Tokushu Noyaku Seizo K.K. | Insecticidal and fungicidal composition for agricultural and horticultural use |
| DE69032150T2 (de) * | 1989-11-02 | 1998-07-02 | Fuji Photo Film Co Ltd | Photographisches Silberhalogenidmaterial, Verarbeitungslösung und dessen Verarbeitungsverfahren |
| US5272044A (en) * | 1989-11-02 | 1993-12-21 | Fuji Photo Film Co., Ltd. | Silver halide photographic material and processing solution and process for the processing thereof |
| DE10349501A1 (de) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| DE102004049761A1 (de) | 2004-10-12 | 2006-04-13 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
| DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| WO2006131230A2 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| DE102007045920B4 (de) | 2007-09-26 | 2018-07-05 | Bayer Intellectual Property Gmbh | Synergistische Wirkstoffkombinationen |
| CN102510721B (zh) | 2009-07-16 | 2014-11-19 | 拜尔农作物科学股份公司 | 含苯基三唑的协同活性物质结合物 |
| EP2910126A1 (en) | 2015-05-05 | 2015-08-26 | Bayer CropScience AG | Active compound combinations having insecticidal properties |
| US11185076B2 (en) | 2017-02-28 | 2021-11-30 | Mitsui Chemicals Agro, Inc. | Composition for controlling plant diseases and method for controlling plant diseases applying the same |
| EP4469046A1 (en) * | 2022-01-28 | 2024-12-04 | Oulun Yliopisto | Compounds for use in the treatment of cancer and inflammatory conditions |
-
0
- BE BE789918D patent/BE789918A/xx not_active IP Right Cessation
-
1972
- 1972-10-11 EG EG419/72D patent/EG10783A/xx active
- 1972-10-11 GB GB2448475A patent/GB1419122A/en not_active Expired
- 1972-10-11 IL IL40550A patent/IL40550A/xx unknown
- 1972-10-11 DK DK500472A patent/DK144402C/da not_active IP Right Cessation
- 1972-10-11 IE IE1374/72A patent/IE36750B1/xx unknown
- 1972-10-11 SE SE7213077A patent/SE406690B/xx unknown
- 1972-10-11 AR AR244600A patent/AR213379A1/es active
- 1972-10-11 AU AU47628/72A patent/AU473929B2/en not_active Expired
- 1972-10-11 ES ES407536A patent/ES407536A1/es not_active Expired
- 1972-10-12 IT IT53327/72A patent/IT996055B/it active
- 1972-10-12 FR FR7236199A patent/FR2157439A5/fr not_active Expired
- 1972-10-12 DE DE2250077A patent/DE2250077C2/de not_active Expired
- 1972-10-12 YU YU2557/72A patent/YU36938B/xx unknown
- 1972-10-12 JP JP10232872A patent/JPS5418338B2/ja not_active Expired
- 1972-10-12 NL NLAANVRAGE7213841,A patent/NL176993C/xx not_active IP Right Cessation
- 1972-10-12 CH CH1490872A patent/CH562826A5/xx not_active IP Right Cessation
- 1972-10-12 CH CH868774A patent/CH558140A/fr not_active IP Right Cessation
-
1973
- 1973-08-08 AR AR249491A patent/AR228119A1/es active
-
1975
- 1975-04-14 SE SE7504235A patent/SE428210B/xx not_active IP Right Cessation
-
1981
- 1981-04-27 BR BR8102566A patent/BR8102566A/pt unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8415274B2 (en) | 2003-10-10 | 2013-04-09 | Bayer Cropscience Ag | Synergistic fungicidal active substance combinations |
| US9006143B2 (en) | 2003-10-10 | 2015-04-14 | Bayer Intellectual Property Gmbh | Synergistic fungicidal active substance combinations |
| US9049867B2 (en) | 2003-10-10 | 2015-06-09 | Bayer Intellectual Property Gmbh | Synergistic fungicidal active substance combinations |
| US9288988B2 (en) | 2003-10-10 | 2016-03-22 | Fmc Corporation | Synergistic fungicidal active substance combinations |
| US9012360B2 (en) | 2009-03-25 | 2015-04-21 | Bayer Intellectual Property Gmbh | Synergistic combinations of active ingredients |
Also Published As
| Publication number | Publication date |
|---|---|
| AR213379A1 (es) | 1979-01-31 |
| EG10783A (en) | 1976-05-31 |
| SE7504235L (enrdf_load_stackoverflow) | 1975-04-14 |
| FR2157439A5 (enrdf_load_stackoverflow) | 1973-06-01 |
| SE428210B (sv) | 1983-06-13 |
| AU473929B2 (en) | 1976-07-08 |
| IE36750L (en) | 1973-04-12 |
| ES407536A1 (es) | 1976-02-16 |
| IE36750B1 (en) | 1977-02-16 |
| AR228119A1 (es) | 1983-01-31 |
| SE406690B (sv) | 1979-02-26 |
| AU4762872A (en) | 1974-04-26 |
| YU36938B (en) | 1984-08-31 |
| IT996055B (it) | 1975-12-10 |
| BE789918A (fr) | 1973-04-11 |
| CH558140A (fr) | 1975-01-31 |
| DK144402C (da) | 1982-08-02 |
| BR8102566A (pt) | 1982-12-07 |
| DK144402B (da) | 1982-03-08 |
| NL176993B (nl) | 1985-02-18 |
| JPS5418338B2 (enrdf_load_stackoverflow) | 1979-07-06 |
| NL176993C (nl) | 1985-07-16 |
| DE2250077A1 (de) | 1973-04-19 |
| CH562826A5 (enrdf_load_stackoverflow) | 1975-06-13 |
| IL40550A (en) | 1978-01-31 |
| IL40550A0 (en) | 1972-12-29 |
| GB1419122A (en) | 1975-12-24 |
| NL7213841A (enrdf_load_stackoverflow) | 1973-04-16 |
| JPS4861499A (enrdf_load_stackoverflow) | 1973-08-28 |
| YU255772A (en) | 1982-06-18 |
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