CA2079998A1 - Fungicidal preparations - Google Patents

Fungicidal preparations

Info

Publication number: CA2079998A1
Authority: CA; Canada
Prior art keywords: composition; fungicidally active; weight; plants; amount
Prior art date: 1990-04-06
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.): Abandoned

Application number

CA002079998A

Other languages

English (en)

French (fr)

Inventor

Soeren Damtoft

Nannette Svendsen

Lene Lange

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novo Nordisk AS

Novo Nordisk Pharmatech AS

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1990-04-06

Filing date

1991-04-05

Publication date

1991-10-07

1991-04-05 Application filed by Individual filed Critical Individual

1991-10-07 Publication of CA2079998A1 publication Critical patent/CA2079998A1/en

Status Abandoned legal-status Critical Current

Links

230000000855 fungicidal effect Effects 0.000 title claims abstract description 18
238000002360 preparation method Methods 0.000 title description 4
239000000203 mixture Substances 0.000 claims abstract description 44
150000001875 compounds Chemical class 0.000 claims abstract description 30
241000233866 Fungi Species 0.000 claims abstract description 15
238000000034 method Methods 0.000 claims abstract description 14
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
-1 phosphate anion Chemical group 0.000 claims abstract description 9
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
239000013543 active substance Substances 0.000 claims abstract description 7
239000000654 additive Substances 0.000 claims abstract description 6
125000002947 alkylene group Chemical group 0.000 claims abstract description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims abstract description 4
229910019142 PO4 Inorganic materials 0.000 claims abstract description 4
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 4
239000010452 phosphate Substances 0.000 claims abstract description 4
229910052736 halogen Inorganic materials 0.000 claims abstract description 3
241000196324 Embryophyta Species 0.000 claims description 24
ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 9
244000061456 Solanum tuberosum Species 0.000 claims description 8
125000000913 palmityl 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])C([H])([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 claims description 7
125000001204 arachidyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([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 claims description 6
125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([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 claims description 6
125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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 claims description 6
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
238000005507 spraying Methods 0.000 claims description 5
240000003768 Solanum lycopersicum Species 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
230000009885 systemic effect Effects 0.000 claims description 4
240000008067 Cucumis sativus Species 0.000 claims description 3
235000010799 Cucumis sativus var sativus Nutrition 0.000 claims description 3
244000020551 Helianthus annuus Species 0.000 claims description 3
239000005802 Mancozeb Substances 0.000 claims description 3
239000005807 Metalaxyl Substances 0.000 claims description 3
241000233614 Phytophthora Species 0.000 claims description 3
239000012141 concentrate Substances 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 2
235000003222 Helianthus annuus Nutrition 0.000 claims description 2
241000233654 Oomycetes Species 0.000 claims description 2
239000005821 Propamocarb Substances 0.000 claims description 2
150000004657 carbamic acid derivatives Chemical class 0.000 claims description 2
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 2
238000007598 dipping method Methods 0.000 claims description 2
238000010410 dusting Methods 0.000 claims description 2
VUERQRKTYBIULR-UHFFFAOYSA-N fosetyl Chemical class CCOP(O)=O VUERQRKTYBIULR-UHFFFAOYSA-N 0.000 claims description 2
150000002367 halogens Chemical class 0.000 claims description 2
YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 2
229920000940 maneb Polymers 0.000 claims description 2
229910052751 metal Inorganic materials 0.000 claims description 2
239000002184 metal Substances 0.000 claims description 2
125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 claims description 2
230000000996 additive effect Effects 0.000 claims 4
235000002595 Solanum tuberosum Nutrition 0.000 claims 2
YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 claims 2
239000012990 dithiocarbamate Substances 0.000 claims 2
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
235000007688 Lycopersicon esculentum Nutrition 0.000 claims 1
241000233639 Pythium Species 0.000 claims 1
240000004808 Saccharomyces cerevisiae Species 0.000 claims 1
VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
238000001514 detection method Methods 0.000 claims 1
150000004659 dithiocarbamates Chemical class 0.000 claims 1
241001233957 eudicotyledons Species 0.000 claims 1
244000000004 fungal plant pathogen Species 0.000 claims 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 1
231100000674 Phytotoxicity Toxicity 0.000 abstract description 15
150000003863 ammonium salts Chemical class 0.000 abstract description 2
125000005843 halogen group Chemical group 0.000 abstract 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 18
239000000417 fungicide Substances 0.000 description 11
101000880310 Homo sapiens SH3 and cysteine-rich domain-containing protein Proteins 0.000 description 10
102100037646 SH3 and cysteine-rich domain-containing protein Human genes 0.000 description 10
230000000694 effects Effects 0.000 description 10
UKHVLWKBNNSRRR-UHFFFAOYSA-M quaternium-15 Chemical compound [Cl-].C1N(C2)CN3CN2C[N+]1(CC=CCl)C3 UKHVLWKBNNSRRR-UHFFFAOYSA-M 0.000 description 8
239000007864 aqueous solution Substances 0.000 description 7
230000000885 phytotoxic effect Effects 0.000 description 7
239000000243 solution Substances 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
230000028644 hyphal growth Effects 0.000 description 6
CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 6
LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 5
241000233622 Phytophthora infestans Species 0.000 description 5
UMGXUWVIJIQANV-UHFFFAOYSA-M didecyl(dimethyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC UMGXUWVIJIQANV-UHFFFAOYSA-M 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
230000000845 anti-microbial effect Effects 0.000 description 4
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
238000011081 inoculation Methods 0.000 description 4
231100000208 phytotoxic Toxicity 0.000 description 4
ZEVCJZRMCOYJSP-UHFFFAOYSA-N sodium;2-(dithiocarboxyamino)ethylcarbamodithioic acid Chemical compound [Na+].SC(=S)NCCNC(S)=S ZEVCJZRMCOYJSP-UHFFFAOYSA-N 0.000 description 4
230000002195 synergetic effect Effects 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
235000019270 ammonium chloride Nutrition 0.000 description 3
239000007900 aqueous suspension Substances 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
230000001408 fungistatic effect Effects 0.000 description 3
239000000575 pesticide Substances 0.000 description 3
150000003856 quaternary ammonium compounds Chemical class 0.000 description 3
241000894007 species Species 0.000 description 3
239000000725 suspension Substances 0.000 description 3
238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 2
RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
241001281805 Pseudoperonospora cubensis Species 0.000 description 2
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 2
229960001040 ammonium chloride Drugs 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
229960000686 benzalkonium chloride Drugs 0.000 description 2
CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 2
230000008033 biological extinction Effects 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
235000013339 cereals Nutrition 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
238000002425 crystallisation Methods 0.000 description 2
230000008025 crystallization Effects 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
230000035784 germination Effects 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
238000011835 investigation Methods 0.000 description 2
229940050176 methyl chloride Drugs 0.000 description 2
230000030857 oospore formation Effects 0.000 description 2
229920000136 polysorbate Polymers 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
238000012360 testing method Methods 0.000 description 2
LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 1
241001136561 Allomyces Species 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
240000000662 Anethum graveolens Species 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241000186650 Clavibacter Species 0.000 description 1
206010011732 Cyst Diseases 0.000 description 1
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
229920005682 EO-PO block copolymer Polymers 0.000 description 1
241000221785 Erysiphales Species 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
241000192125 Firmicutes Species 0.000 description 1
PWNAWOCHVWERAR-UHFFFAOYSA-N Flumetralin Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C=C([N+]([O-])=O)C=1N(CC)CC1=C(F)C=CC=C1Cl PWNAWOCHVWERAR-UHFFFAOYSA-N 0.000 description 1
241000233626 Plasmopara Species 0.000 description 1
241000233610 Plasmopara halstedii Species 0.000 description 1
241000514450 Podocarpus latifolius Species 0.000 description 1
241001337928 Podosphaera leucotricha Species 0.000 description 1
229920001213 Polysorbate 20 Polymers 0.000 description 1
229920001214 Polysorbate 60 Polymers 0.000 description 1
241001385948 Pythium sp. Species 0.000 description 1
241000918584 Pythium ultimum Species 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002581 algistatic effect Effects 0.000 description 1
150000001347 alkyl bromides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229940077484 ammonium bromide Drugs 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
230000001580 bacterial effect Effects 0.000 description 1
230000003385 bacteriostatic effect Effects 0.000 description 1
AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
239000003139 biocide Substances 0.000 description 1
230000002599 biostatic effect Effects 0.000 description 1
OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000013065 commercial product Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
208000031513 cyst Diseases 0.000 description 1
239000000645 desinfectant Substances 0.000 description 1
229910052805 deuterium Inorganic materials 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000000428 dust Substances 0.000 description 1
239000003480 eluent Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
230000008029 eradication Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
244000053095 fungal pathogen Species 0.000 description 1
230000006543 gametophyte development Effects 0.000 description 1
208000037824 growth disorder Diseases 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
238000001511 high performance liquid chromatography nuclear magnetic resonance spectroscopy Methods 0.000 description 1
ATADHKWKHYVBTJ-UHFFFAOYSA-N hydron;4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol;chloride Chemical compound Cl.CNCC(O)C1=CC=C(O)C(O)=C1 ATADHKWKHYVBTJ-UHFFFAOYSA-N 0.000 description 1
238000011534 incubation Methods 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
230000017074 necrotic cell death Effects 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 1
239000008020 pharmaceutical preservative Substances 0.000 description 1
230000008659 phytopathology Effects 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000004576 sand Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
230000036435 stunted growth Effects 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
238000004448 titration Methods 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
239000000080 wetting agent 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds

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)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA002079998A 1990-04-06 1991-04-05 Fungicidal preparations Abandoned CA2079998A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DK86290A DK86290D0 (da)	1990-04-06	1990-04-06	Fungicide praeparater
DK862/90		1990-04-06

Publications (1)

Publication Number	Publication Date
CA2079998A1 true CA2079998A1 (en)	1991-10-07

Family

ID=8098375

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002079998A Abandoned CA2079998A1 (en)	1990-04-06	1991-04-05	Fungicidal preparations

Country Status (8)

Country	Link
EP (1)	EP0523158A1 (da)
JP (1)	JPH05505614A (da)
AU (1)	AU662292B2 (da)
CA (1)	CA2079998A1 (da)
DK (1)	DK86290D0 (da)
HU (1)	HUT62753A (da)
IE (1)	IE911137A1 (da)
WO (1)	WO1991015120A1 (da)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3086269B2 (ja) *	1991-04-17	2000-09-11	花王株式会社	農園芸用殺生剤効力増強剤
ES2037592B1 (es) *	1991-07-03	1994-02-01	Garcia Nunez Maria Rosalia	Procedimiento para preparar nuevos compuestos yodados con actividad germicida y fungicida.
US5783604A (en) *	1992-07-02	1998-07-21	Garcia Nunez; Maria Rosalia	Germicidal compositions containing iodine compounds
EP1044608A1 (en) *	1999-03-31	2000-10-18	Altinco, S.L.	A phtosanitary product comprising quaternary ammonium salts as enhancers
RU2141503C1 (ru) *	1999-04-16	1999-11-20	Кастерин Владимир Николаевич	Способ получения низкозастывающих нефтепродуктов
JP5643942B2 (ja) *	2009-09-24	2014-12-24	有限会社岡田技研	防苔除苔剤及びその使用方法
GB201904744D0 (en) *	2019-04-04	2019-05-22	Univ Exeter	Anti-fungal compositions
CN118695777A (zh) *	2021-12-14	2024-09-24	罗博朱勒兹私人有限公司	植物病原体组合物
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1990
- 1990-04-06 DK DK86290A patent/DK86290D0/da not_active Application Discontinuation
1991
- 1991-04-05 WO PCT/DK1991/000096 patent/WO1991015120A1/en not_active Ceased
- 1991-04-05 AU AU76526/91A patent/AU662292B2/en not_active Ceased
- 1991-04-05 CA CA002079998A patent/CA2079998A1/en not_active Abandoned
- 1991-04-05 HU HU923167A patent/HUT62753A/hu unknown
- 1991-04-05 JP JP91506767A patent/JPH05505614A/ja active Pending
- 1991-04-05 IE IE113791A patent/IE911137A1/en unknown
- 1991-04-05 EP EP19910907783 patent/EP0523158A1/en not_active Withdrawn

Also Published As

Publication number	Publication date
HU9203167D0 (en)	1992-12-28
DK86290D0 (da)	1990-04-06
AU662292B2 (en)	1995-08-31
JPH05505614A (ja)	1993-08-19
HUT62753A (en)	1993-06-28
IE911137A1 (en)	1991-10-09
AU7652691A (en)	1991-10-30
EP0523158A1 (en)	1993-01-20
WO1991015120A1 (en)	1991-10-17

Legal Events

Date	Code	Title	Description
1997-04-07	FZDE	Discontinued
2023-10-24	FZDE	Discontinued	Effective date: 19970407

Publication	Publication Date	Title
US5109019A (en)	1992-04-28	Fungicidal mixtures
JP2007523898A (ja)	2007-08-23	相乗的な抗菌・抗カビ性ｄｄａｃ組成物
US20090004287A1 (en)	2009-01-01	Disinfectant formulations containing quaternary ammonium compounds and hydrogen peroxide
IE911137A1 (en)	1991-10-09	Fungicidal preparations
JP2744924B2 (ja)	1998-04-28	殺真菌剤に関する改良
JPH04316504A (ja)	1992-11-06	農園芸用殺生剤効力増強剤
MXPA02007918A (es)	2003-04-25	Composiciones fungicidas que contienen n-acetonilbenzamidas.
CA2439550A1 (fr)	2002-09-12	Composition fongicide comportant un derive de pyridinylmethylbenzamide et un derive de l'acide phosphoreux
US20020045631A1 (en)	2002-04-18	Enhancement of the efficacy of triazolopyrimidines
HU182868B (en)	1984-03-28	Fungicide compositions containing synergistic mixture of triadimefon and chlortalonyl
US20230413811A1 (en)	2023-12-28	Trialkyl sulfonium chlorides as fungicides
TWI231745B (en)	2005-05-01	Fungicidal compositions containing N-acetonylbenzamides
JPH01268605A (ja)	1989-10-26	農園芸用殺菌剤用効力増強剤及び農園芸用殺菌剤組成物
HU206963B (en)	1993-03-01	Synergetic fungicidal composition comprising triazolylpentanol derivative and guanidated aliphatic polyamine
HU206962B (en)	1993-03-01	Synergetic fungicidal composition
US3002882A (en)	1961-10-03	Systemically working agent for combating micro-organisms
EP0026392B1 (en)	1982-09-08	The use of 1-(alkanoyl) guanidines as fungicides
EP0000539A1 (en)	1979-02-07	Copper complexes of N-pyrazole, N-imidazole and N-triazole acetanilides, their preparation and their use as fungicides
JPS6135965B2 (da)	1986-08-15
JPS63188605A (ja)	1988-08-04	殺菌・殺カビ組成物
JPS585164B2 (ja)	1983-01-29	カイリヨウサレタジヨソウザイソセイブツ
US5470869A (en)	1995-11-28	Pyrazolium fungicidal compositions
JPS6117803B2 (da)	1986-05-09
PL106181B1 (pl)	1979-11-30	Srodek grzybobojczy
PL123456B1 (en)	1982-10-30	Fungicide