CA1046403A - Fungicidal compositions - Google Patents
Fungicidal compositionsInfo
- Publication number
- CA1046403A CA1046403A CA231,333A CA231333A CA1046403A CA 1046403 A CA1046403 A CA 1046403A CA 231333 A CA231333 A CA 231333A CA 1046403 A CA1046403 A CA 1046403A
- Authority
- CA
- Canada
- Prior art keywords
- hydantoin
- isopropylcarbamoyl
- dichlorophenyl
- fungicidal
- phenyl
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 35
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 30
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229960002447 thiram Drugs 0.000 claims abstract description 13
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 claims abstract description 12
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims abstract description 12
- YXLXNENXOJSQEI-UHFFFAOYSA-L Oxine-copper Chemical compound [Cu+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 YXLXNENXOJSQEI-UHFFFAOYSA-L 0.000 claims abstract description 11
- BETSSSXVDWPLFQ-UHFFFAOYSA-N methyl n-[3-(2-aminophenyl)-4-oxo-1,3-thiazolidin-2-ylidene]carbamate Chemical compound COC(=O)N=C1SCC(=O)N1C1=CC=CC=C1N BETSSSXVDWPLFQ-UHFFFAOYSA-N 0.000 claims abstract description 5
- CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical compound ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 claims abstract 3
- SQRPVROEEOBELO-UHFFFAOYSA-N methyl 4-amino-1h-benzimidazole-2-carboxylate Chemical compound C1=CC(N)=C2NC(C(=O)OC)=NC2=C1 SQRPVROEEOBELO-UHFFFAOYSA-N 0.000 claims abstract 3
- FEXWUTZBVAGRAS-UHFFFAOYSA-N methyl 4-amino-1-(butylcarbamoyl)benzimidazole-2-carboxylate Chemical compound C1=CC=C2N(C(=O)NCCCC)C(C(=O)OC)=NC2=C1N FEXWUTZBVAGRAS-UHFFFAOYSA-N 0.000 claims abstract 2
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 claims description 14
- 239000000417 fungicide Substances 0.000 claims description 12
- -1 2-methoxycarbonyl-imino-3-(2-aminophenyl)-thiazolidin-4-one Chemical compound 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 7
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- 238000009736 wetting Methods 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims 2
- 239000000080 wetting agent Substances 0.000 claims 2
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 4
- 241000233866 Fungi Species 0.000 abstract description 2
- 230000003032 phytopathogenic effect Effects 0.000 abstract description 2
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 14
- 229940091173 hydantoin Drugs 0.000 description 14
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 13
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 12
- 239000005789 Folpet Substances 0.000 description 9
- 239000005843 Thiram Substances 0.000 description 9
- 239000011149 active material Substances 0.000 description 8
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 241000223218 Fusarium Species 0.000 description 3
- 240000005979 Hordeum vulgare Species 0.000 description 3
- 235000007340 Hordeum vulgare Nutrition 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 244000045947 parasite Species 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 241000219112 Cucumis Species 0.000 description 2
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 2
- 241000221662 Sclerotinia Species 0.000 description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 150000001469 hydantoins Chemical class 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- MTQKMPGBALVEDL-ZPCKWCKBSA-N (z,12r)-12-hydroxy-2-sulfooctadec-9-enoic acid Chemical class CCCCCC[C@@H](O)C\C=C/CCCCCCC(C(O)=O)S(O)(=O)=O MTQKMPGBALVEDL-ZPCKWCKBSA-N 0.000 description 1
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 description 1
- WHKZBVQIMVUGIH-UHFFFAOYSA-N 3-hydroxyquinoline-2-carboxylic acid Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=NC2=C1 WHKZBVQIMVUGIH-UHFFFAOYSA-N 0.000 description 1
- PFEFOHMLVFUELJ-UHFFFAOYSA-N 3-sulfanylideneisoindol-1-one Chemical compound C1=CC=C2C(=O)NC(=S)C2=C1 PFEFOHMLVFUELJ-UHFFFAOYSA-N 0.000 description 1
- 241000212251 Alternaria dauci Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000380131 Ammophila arenaria Species 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 241000223221 Fusarium oxysporum Species 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000736122 Parastagonospora nodorum Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000228453 Pyrenophora Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 229940053195 antiepileptics hydantoin derivative Drugs 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000006013 carbendazim Substances 0.000 description 1
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 238000010413 gardening Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 235000012045 salad Nutrition 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7424511A FR2278262A1 (fr) | 1974-07-15 | 1974-07-15 | Nouvelles compositions fongicides |
| FR7517425A FR2312954A2 (fr) | 1975-06-04 | 1975-06-04 | Nouvelles compositions fongicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1046403A true CA1046403A (en) | 1979-01-16 |
Family
ID=26218435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA231,333A Expired CA1046403A (en) | 1974-07-15 | 1975-07-14 | Fungicidal compositions |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4044145A (en, 2012) |
| JP (1) | JPS609002B2 (en, 2012) |
| AR (1) | AR220092A1 (en, 2012) |
| BR (1) | BR7504414A (en, 2012) |
| CA (1) | CA1046403A (en, 2012) |
| CH (1) | CH597752A5 (en, 2012) |
| DE (1) | DE2531625A1 (en, 2012) |
| ES (1) | ES439421A1 (en, 2012) |
| GB (1) | GB1456488A (en, 2012) |
| HU (1) | HU172874B (en, 2012) |
| IE (1) | IE41185B1 (en, 2012) |
| IT (1) | IT1043998B (en, 2012) |
| NL (1) | NL183118C (en, 2012) |
| OA (1) | OA05041A (en, 2012) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RO66706A2 (ro) * | 1977-10-01 | 1982-03-24 | Centrala Industriala De Produse Anorganice,Ro | Compozitie fungicida cu volum ultraredus |
| JPS57128608A (en) * | 1981-01-31 | 1982-08-10 | Nippon Kayaku Co Ltd | Agricultural and horticultural soil germicide |
| IT1150675B (it) * | 1981-03-20 | 1986-12-17 | Rhone Poulenc Agrochimie | Composizione fungicida a base d'iprodione |
| JPS5915951U (ja) * | 1982-07-21 | 1984-01-31 | 相模ゴム工業株式会社 | 採尿袋 |
| US4576950A (en) * | 1983-12-14 | 1986-03-18 | Safer Agro-Chem Ltd. | Alkyl pyridinium synergists for benzimidazole pesticides |
| US4859689A (en) * | 1986-10-31 | 1989-08-22 | Safer, Inc. | Synergistic fungicidal composition comprise a benzimidazole compound, an alkyl pyridinium salt, and a carrier and the use thereof to combat fungi |
| CN103535367A (zh) * | 2013-10-28 | 2014-01-29 | 中国农业大学 | 防治棉花轮纹斑病的异菌脲与福美双混配药剂 |
| CN104886107A (zh) * | 2015-06-03 | 2015-09-09 | 杭州师范大学 | 一种防治杭白菊叶枯病的复配杀菌剂 |
| CN108184876A (zh) * | 2017-12-29 | 2018-06-22 | 广东广康生化科技股份有限公司 | 含灭菌丹和异菌脲的杀菌组合物及应用 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH501364A (de) | 1967-04-11 | 1971-01-15 | Du Pont | Verfahren zur Bekämpfung von Pilzerkrankungen bei Pflanzen |
| IL27824A (en) | 1966-05-06 | 1971-04-28 | Du Pont | Substituted 2-aminobenzimidazoles |
| IL30778A (en) | 1967-10-30 | 1972-10-29 | Nippon Soda Co | Bis-thioureido-benzenes,their preparation,and fungicidal compositions containing them |
| DK123717B (da) * | 1968-11-25 | 1972-07-24 | Sumitomo Chemical Co | 3-(3',5'-Dihalogenphenyl)-imidazolidin-2,4-dionderivater med mirobicid virkning. |
| GB1312743A (en) | 1970-07-17 | 1973-04-04 | Rhone Poulenc Sa | Thiazolidine derivatives |
| FR2120222A5 (en) * | 1970-10-06 | 1972-08-18 | Rhone Poulenc Sa | N-acyl-hydantoin derivs - with fungicidal activity |
| FR2148868A6 (en, 2012) | 1970-10-06 | 1973-03-23 | Rhone Poulenc Sa |
-
1975
- 1975-06-30 OA OA55540A patent/OA05041A/xx unknown
- 1975-07-07 NL NLAANVRAGE7508073,A patent/NL183118C/xx not_active IP Right Cessation
- 1975-07-11 BR BR7504414*A patent/BR7504414A/pt unknown
- 1975-07-14 US US05/595,605 patent/US4044145A/en not_active Expired - Lifetime
- 1975-07-14 CA CA231,333A patent/CA1046403A/en not_active Expired
- 1975-07-14 JP JP50085414A patent/JPS609002B2/ja not_active Expired
- 1975-07-14 GB GB2948075A patent/GB1456488A/en not_active Expired
- 1975-07-14 AR AR259562A patent/AR220092A1/es active
- 1975-07-14 CH CH918775A patent/CH597752A5/xx not_active IP Right Cessation
- 1975-07-14 IE IE1556/75A patent/IE41185B1/xx unknown
- 1975-07-14 HU HU75RO00000846A patent/HU172874B/hu unknown
- 1975-07-15 IT IT25438/75A patent/IT1043998B/it active
- 1975-07-15 DE DE19752531625 patent/DE2531625A1/de active Granted
- 1975-07-15 ES ES439421A patent/ES439421A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BR7504414A (pt) | 1976-07-06 |
| IT1043998B (it) | 1980-02-29 |
| US4044145A (en) | 1977-08-23 |
| DE2531625A1 (de) | 1976-01-29 |
| AU8302075A (en) | 1977-01-20 |
| ES439421A1 (es) | 1977-11-16 |
| CH597752A5 (en, 2012) | 1978-04-14 |
| JPS609002B2 (ja) | 1985-03-07 |
| OA05041A (fr) | 1980-12-31 |
| HU172874B (hu) | 1978-12-28 |
| DE2531625C2 (en, 2012) | 1991-07-18 |
| GB1456488A (en) | 1976-11-24 |
| NL7508073A (nl) | 1976-01-19 |
| IE41185B1 (en) | 1979-11-07 |
| NL183118C (nl) | 1988-08-01 |
| JPS5135434A (en, 2012) | 1976-03-25 |
| AR220092A1 (es) | 1980-10-15 |
| IE41185L (en) | 1976-01-15 |
| NL183118B (nl) | 1988-03-01 |
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