GB2077591A - Fungicidal formulations - Google Patents
Fungicidal formulations Download PDFInfo
- Publication number
- GB2077591A GB2077591A GB8112001A GB8112001A GB2077591A GB 2077591 A GB2077591 A GB 2077591A GB 8112001 A GB8112001 A GB 8112001A GB 8112001 A GB8112001 A GB 8112001A GB 2077591 A GB2077591 A GB 2077591A
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- United Kingdom
- Prior art keywords
- formula
- compound
- fungicidal
- formulation
- formulations
- Prior art date
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- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 31
- 238000009472 formulation Methods 0.000 title claims abstract description 27
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- 239000004480 active ingredient Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000460 chlorine Substances 0.000 claims abstract description 5
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 5
- 229910052731 fluorine Chemical group 0.000 claims abstract description 5
- 239000011737 fluorine Chemical group 0.000 claims abstract description 5
- 231100001184 nonphytotoxic Toxicity 0.000 claims abstract description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 4
- 241000196324 Embryophyta Species 0.000 claims description 9
- 208000031888 Mycoses Diseases 0.000 claims description 5
- 206010017533 Fungal infection Diseases 0.000 claims description 4
- 241000219094 Vitaceae Species 0.000 claims description 3
- 235000021021 grapes Nutrition 0.000 claims description 3
- 235000013350 formula milk Nutrition 0.000 claims 8
- 239000007921 spray Substances 0.000 claims 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 229920005610 lignin Polymers 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- -1 alkyl succinates Chemical class 0.000 description 4
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 235000008504 concentrate Nutrition 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 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 3
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 3
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- 239000005802 Mancozeb Substances 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 239000011717 all-trans-retinol Substances 0.000 description 2
- 235000019169 all-trans-retinol Nutrition 0.000 description 2
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 2
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 230000002538 fungal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 229910052901 montmorillonite Inorganic materials 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 235000012222 talc Nutrition 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001294 alanine derivatives Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- CRPOUZQWHJYTMS-UHFFFAOYSA-N dialuminum;magnesium;disilicate Chemical compound [Mg+2].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] CRPOUZQWHJYTMS-UHFFFAOYSA-N 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000011872 intimate mixture Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-N 0.000 description 1
- 239000004563 wettable powder 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
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)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Fungicidal formulations are described which comprise as a first fungicidally active ingredient a pyrimidine of formula:- <IMAGE> where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula: <IMAGE> where R is fur-2-yl or -CH2OCH3, associated with one or more inert, non-phytotoxic carrier(s) therefor. Fungicidal methods employing such formulations are also described.
Description
SPECIFICATION
Fungicidal formulations
This invention relates to fungicidal formulations
and to methods of treating fungal infections of culti
vated plants.
According to one aspect of the present invention, there is provided a fungicidal formulation compris ing as a first fungicidally active ingredient a pyrimidine of formula:
where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula:
where R is fur-2-yl or-CH2OCH3, associated with one or more inert, non-phytotoxic
carrier(s) therefor.
All of the aformentioned compounds are known
compounds and may be prepared by methods well
defined in the literature. The pyrimidines of formula I
are described in U.K. Patent Specification No.
1,218,623, the alanine derivatives of formula lI(a) in
U.K. Patent Specification No. 1,448,810 and Belgian
Patent Specification No. 827,671 and the urea of
formula lI(b) in U.K. Patent Specification No.
1,470,740.
The combinations of active ingredients defined in
the above formulation are novel and have been
found to be surprisingly effective in controlling or
combatting fungal infections of cultivated plants.
They are of value in the treatment of a wide range of
cultivated crops susceptible to fungal attack, such as
for example cereals and beans, and in particular
crops susceptible to powdery and downy mildew, as
well as late blight, i.e. crops such as grapes, cucur
bits and tobacco susceptible to attack by microor
ganisms of Nomycestes and Frysiphales species.
According to a second aspect of the invention,
there is provided a method of treating fungal infec
tions of plants especially grapes which comprises applying applying to said plants a fungicidally effective amount of a fungicidal formulation as defined
above.
In the aforesaid method, the formulation can be
applied by foliar application or soil drench, depend
ing on the crop being treated, at any time after crop
emergence until harvesting takes place. The amount
and frequency of application will be determined by
the severity or expected severity of the fungal dis
ease and, as is well known to those skilled in the art,
by the age and condition of the crop. However, it is a
feature of the invention and a particular advantage
obtained therefrom that a reduced frequency of
treatment, for example only once every 2 to 3 weeks
to control grape mildew infections, may be effec
tively employed, thus achieving a valuable reduction
in labour costs.
The preferred pyrimidine for use in foliar applica
tion for instance in grape treatment is that in which X
is chlorine. However, when application of the com
bination of the invention is to be effected by means
of a soil drench it has been found that the pyrimidine
of formula I in which Xis fluorine is particularly
efficacious.
As stated above, formulations of this invention are
applied by foliar application or by soil drench. In soil
drenches, the compound of formula I is preferably
applied in an amount of from 50 to 500 g per hectare,
whereas the compounds of formula lI(a) are prefer
ably applied in amounts of from 500 to 3000 g per
hectare. Thus the ratio of compounds of formula I to
compounds of formula lI(a) in such formulations
may preferably range from 1:1 to 1:60 by weight.
When foliar application is utilised the compound
of formula I is preferably applied at a rate of from 10
to 100 g per hectare. The compound of formula lI(a) is preferably applied at a rate of from 100 to 2,500 g
per hectare. In such circumstances, the compound of
formula lI(b) is preferably applied at a rate of from 50
to 500 hectare. Accordingly, the ratio of com
I pounds of formula I to compounds of formula II in
formulations applied by foliar application is prefer
ably from 5:1 to 1:250 by weight.
The formula lI(b) compound is preferably used in
combination with a further fungicide, such as for example zineb or mancozeb, and as specified in U.K.
Patent Specification No. 1,470,740. It should be
noted that such further fungicides are used at
approximately half their normal rate and that the
compound of formula lI(b) is not compatible with
compounds which increase alkalinity.
In order to simplify manufacture, storage and
transport, the combinations of the formulae I and II
compounds will be normally produced in concen
trate form intended for dilution in water to the idegree necessary to enable the above mentioned
application rates to be easily achieved. Such concen
trated formulations may contain from 0.5 to 90%,
preferably 5 to 90% by weight of active ingredients
associated with one or more inert non-phytotoxic carrier(s) therefore. Such formulations will usually
be in the form of a wettable powder or dust, aqueous
suspension, emulsifiable concentrate or granules.
The concentrate formulations are intended for
appropriate dilution with water prior to use. This
formation of an aqueous dispersion can be carried
out in conventional spraytanks suitable for the pur
pose. It is to be clearly understood that the diluted
formulations so produced are formulations in accor
dance with the invention in which one or all of the
inert non-phytotoxic carrier(s) is water.
Wettable powders or dusts comprise an intimate
mixture of the active ingredients, one or more inert
carriers and appropriate surfactants. The inert carrier
may be chosen from the attapulgite clays, the
montmorillonite clays, the diatomaceous earths,
kaolins, micas, talcs and purified silicates. Effective
surfactants may be found among the sulfonated lig
nins, the naphthalene sulfonates and condensed
naphthalene sulfonates, the alkyl succinates, the
alkylbenzene sulfonates, the alkyl sulfates and
nonionic surfactants such as ehtylene oxide adducts
of phenol.Illustrative of wettable powders falling
within the scope of the invention are those having
the following composition:
Wettable Powders
% by weight
Formula I compound 1 to 10
Formula II compound 5 to 60
Surfactant(s) Oto 10 Dispersing Agent 0 to 10
Anticaking agent 0 to 15
Inert carrier(s) to 100
The following non-limitative Examples will serve
to further illustrate the invention.
The compound of formula I in which X is chlorine
is known as fenarimol, whilst the related compound
in which X is fluorine is known as nuarimol. In the
Examples below the compound of formula lI(a) in
which R is fur-2-yl is represented by the letter "A",
the formula lI(a) compound in which R is CH2OCH3 by "B" and the formula lI(b) compound by "C"
EXAMPLES ito 10
The following wettable powders were prepared:: (1) % by weight
Compound A 25
Fenarimol 5.0
Sodium lauryl sulphate 4.0
Sodium lignin sulphonate 3.0
Precipitated silica 8.0
Kaolin clay to 100.0
(2) % by weight
Compound A 50.0
Nuarimol 2.5
Sodium dioctyl sulphosuccinate 5.0
Sulphonated lignin 2.0
Diatomaceous earth to 100.0 ;;(3) % by weight
Compound B 40.0
Fenarimol 4.0
Ethoxylated alkyl phenol 3.0
Sodium lignin sulphonate 5.0
Hydrated sodium silicoaluminate 4.0
Talc to 100.0 (4) % by weight
Nuarimol 2.0
Compound B 40.0
Sodium alkylnaphthalene sulphonate 8.0
Silica 3.0
Kaolin to 100.0 (5) % by weight
Compound C 36.0
Fenarimol 6.0
Sodium alkyl ether sulphate 4.0
Sodium lignin sulphonate 3.0
Silica 7.0
Attapulgite to 100.0 (6) %byweight Compound C 6.0
Fenarimol 1.0
Zineb 50.0
Sodium salt of condensed
naphthalene sulphonic acids 3.0
Sodium lignin sulphonate 4.0
Hydrated sodium silicoaluminate 8.0 Montmorillonite to 100.0 (7) % by weight
Compound C 3.0
Fenarimol 0.5
Mancozeb 36.0
Sulphite lye powder 2.0
Sodium lauryl sulphate 5.0
Silica 6.0
Kaolin to 100.0
In each of the above Examples, the active ingredients were carefully blended with the specified excipients in conventional mixing equipment. The blend was then further milled in a fluid energy mill to a size range of from 1 to 10 microns and finally the mixture was reblended and deaerated priorto being packaged.
The formulations described in Examples 1,3 and 5 to 7 are intended for use in foliar application whereas the formulations of Examples 2 and 4 are of value as soil drenches.
EXAMPLE 8
The following Example illustrates the typical synergistic activity to be observed when combinations of the inventions are employed for control of fungal organisms.
Solutions of fenarimol in water were prepared at a concentration of 10 and 20 parts per million and solutions of compound B at a concentration of 50 and 100 parts per million. They were applied separately andtogetherto 11 day old Pinto bean plants.A single treatment consisted in spraying 3 pots, each pot containing two plants.
When the plants had dried they were inoculated with a suspension of spores of bean leaf rust and incubated for 48 hours in a cool moist chamber.
The percentage control of the disease was then
noted as follows:
Percentage FENARIMOL COMPOUND B contro/ by combination of concentrat6 Zpercentage {concentrate zpercentage fenarimol and p.p.m.J disease contro/) P P m.) disease contro/) compound B 10 35 50 6 62 10 35 100 29 85 20 77 50 6 95 20 77 100 1 29 96 When analysed bythewell-known "Colby equa
tion" (see Weeds, 15, 20-22 (1967) the above results
clearly showed that under the conditions of the test,
this mixture of the invention demonstrated synergism.
Claims (11)
1. Afungicidal formulation comprising as a first
fungicidally active ingredient a pyrimidine of for
mula:
where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula:
where R is fur-2-yl or-CH2OCH3, associated with one
or more inert, non-phytotoxic carrier(s) therefor.
2. A fungicidal formulation according to claim 1
comprising a compound of formula I and a com
pound of formula lI(a)
3. A fungicidal formulation according to claim 1 comprising a compound of formula I and a com
pound of formula 11(b).
4. A fungicidal formulation according to any of
the preceding claims in which the first and second
fungicidally active ingredients are present in the
ratio range of from 5:1 to 1:250 by weight.
5. A method of treating fungal infections of
plants which comprises applying to said plants a
fungicidally effective amount of a fungicidal formu
lation as claimed in any of claims 1 to 4.
6. A method according to claim 5 which com
prises applying the formulation to grapes.
7. A method according to either of claims 5 and 6
in which the fungicidal formulation is applied as a foliar spray.
8. A method according to claim 7 in which the compounds I are applied at a rate of from 10 to 100 g per hectare.
9. A method according to either of claims 7 and 8 in which the compound of formula lI(a) is applied at a rate of from 100to2,500 g per hectare.
10. A method according to any of claims 9 to 12 in which the compound of formula lI(b) is applied or a rate of from 50 to 500 g per hectare.
11. A fungicidal formulation according to claim 1 substantially as described in any of the Examples.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1282478 | 1978-04-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2077591A true GB2077591A (en) | 1981-12-23 |
| GB2077591B GB2077591B (en) | 1982-12-22 |
Family
ID=10011816
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8112001A Expired GB2077591B (en) | 1978-04-01 | 1979-03-30 | Fungicidal formulations |
Country Status (34)
| Country | Link |
|---|---|
| JP (1) | JPS54132233A (en) |
| AR (4) | AR225414A1 (en) |
| AT (1) | AT364196B (en) |
| AU (1) | AU527924B2 (en) |
| BE (1) | BE875198A (en) |
| BG (4) | BG31469A3 (en) |
| BR (1) | BR7901929A (en) |
| CA (1) | CA1128854A (en) |
| CH (1) | CH638079A5 (en) |
| CS (4) | CS217978B2 (en) |
| DD (1) | DD143552A5 (en) |
| DE (1) | DE2912491A1 (en) |
| DK (4) | DK126779A (en) |
| EG (1) | EG13864A (en) |
| ES (1) | ES479135A1 (en) |
| FR (4) | FR2422332A1 (en) |
| GB (1) | GB2077591B (en) |
| GR (1) | GR67710B (en) |
| HU (2) | HU182518B (en) |
| IE (1) | IE47941B1 (en) |
| IL (1) | IL56963A (en) |
| IN (1) | IN149760B (en) |
| IT (1) | IT1120402B (en) |
| LU (1) | LU81096A1 (en) |
| NL (1) | NL7902435A (en) |
| NO (4) | NO147202C (en) |
| NZ (1) | NZ190062A (en) |
| PL (4) | PL119526B1 (en) |
| PT (1) | PT69407A (en) |
| RO (2) | RO80251A (en) |
| SE (4) | SE446811B (en) |
| SU (1) | SU1311600A3 (en) |
| TR (1) | TR20289A (en) |
| ZA (1) | ZA791494B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0645084A1 (en) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungicidal mixtures |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CS217978B2 (en) | 1978-04-01 | 1983-02-25 | Lilly Industries Ltd | Fungicide means |
| DE3326664A1 (en) * | 1982-07-29 | 1984-02-02 | Lilly Industries Ltd., London | Fungicidal agent and process for its preparation |
| PL224139B1 (en) | 2014-08-01 | 2016-11-30 | Ekobenz Spółka Z Ograniczoną Odpowiedzialnością | Fuel blend, particularly for engines with spark ignition |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3912752A (en) * | 1972-01-11 | 1975-10-14 | Bayer Ag | 1-Substituted-1,2,4-triazoles |
| OA04979A (en) * | 1974-04-09 | 1980-11-30 | Ciba Geigy | New aniline derivatives useful as microbicidal agents and their preparation process. |
| GB1561634A (en) * | 1975-10-29 | 1980-02-27 | Lilly Industries Ltd | Fungicidal compositions |
| DE2560510C2 (en) * | 1975-11-26 | 1989-02-16 | Bayer Ag, 5090 Leverkusen, De | |
| GB1559820A (en) * | 1975-12-09 | 1980-01-30 | Lilly Industries Ltd | Fungicidal compositions |
| GB1581527A (en) * | 1976-08-18 | 1980-12-17 | Lilly Industries Ltd | Fungicidal formulations |
| CS217978B2 (en) | 1978-04-01 | 1983-02-25 | Lilly Industries Ltd | Fungicide means |
-
1979
- 1979-03-23 CS CS802271A patent/CS217978B2/en unknown
- 1979-03-23 CS CS802269A patent/CS217976B2/en unknown
- 1979-03-23 CS CS802270A patent/CS217977B2/en unknown
- 1979-03-28 AU AU45485/79A patent/AU527924B2/en not_active Ceased
- 1979-03-28 SE SE7902780A patent/SE446811B/en not_active IP Right Cessation
- 1979-03-28 GR GR58713A patent/GR67710B/el unknown
- 1979-03-28 EG EG190/79A patent/EG13864A/en active
- 1979-03-28 DK DK126779A patent/DK126779A/en not_active Application Discontinuation
- 1979-03-28 AR AR275965A patent/AR225414A1/en active
- 1979-03-28 FR FR7907805A patent/FR2422332A1/en active Granted
- 1979-03-28 CA CA324,339A patent/CA1128854A/en not_active Expired
- 1979-03-28 IL IL56963A patent/IL56963A/en unknown
- 1979-03-29 DE DE19792912491 patent/DE2912491A1/en not_active Ceased
- 1979-03-29 TR TR20289A patent/TR20289A/en unknown
- 1979-03-29 BG BG045202A patent/BG31469A3/en unknown
- 1979-03-29 LU LU81096A patent/LU81096A1/en unknown
- 1979-03-29 IN IN307/CAL/79A patent/IN149760B/en unknown
- 1979-03-29 JP JP3768479A patent/JPS54132233A/en active Pending
- 1979-03-29 PT PT69407A patent/PT69407A/en unknown
- 1979-03-29 NL NL7902435A patent/NL7902435A/en not_active Application Discontinuation
- 1979-03-29 BG BG043056A patent/BG31364A3/en unknown
- 1979-03-29 BE BE6/46792A patent/BE875198A/en not_active IP Right Cessation
- 1979-03-29 BG BG045203A patent/BG31470A3/en unknown
- 1979-03-29 ZA ZA791494A patent/ZA791494B/en unknown
- 1979-03-29 CH CH290179A patent/CH638079A5/en not_active IP Right Cessation
- 1979-03-29 BG BG045204A patent/BG31471A3/en unknown
- 1979-03-29 BR BR7901929A patent/BR7901929A/en unknown
- 1979-03-29 CS CS792108A patent/CS221251B2/en unknown
- 1979-03-30 GB GB8112001A patent/GB2077591B/en not_active Expired
- 1979-03-30 DD DD79211922A patent/DD143552A5/en unknown
- 1979-03-30 HU HU79LI338A patent/HU182518B/en unknown
- 1979-03-30 NO NO791074A patent/NO147202C/en unknown
- 1979-03-30 AT AT0239679A patent/AT364196B/en not_active IP Right Cessation
- 1979-03-30 HU HU83114A patent/HU189633B/en unknown
- 1979-03-30 RO RO79102292A patent/RO80251A/en unknown
- 1979-03-30 SU SU792748355A patent/SU1311600A3/en active
- 1979-03-30 IT IT48541/79A patent/IT1120402B/en active
- 1979-03-30 RO RO7997081A patent/RO75492A/en unknown
- 1979-03-30 NZ NZ190062A patent/NZ190062A/en unknown
- 1979-03-30 ES ES479135A patent/ES479135A1/en not_active Expired
- 1979-03-31 PL PL1979214575A patent/PL119526B1/en unknown
- 1979-03-31 PL PL1979230914A patent/PL122824B1/en unknown
- 1979-03-31 PL PL1979230916A patent/PL122819B1/en unknown
- 1979-03-31 PL PL1979230915A patent/PL123456B1/en unknown
- 1979-06-29 FR FR7916985A patent/FR2424702A1/en active Granted
- 1979-06-29 FR FR7916986A patent/FR2424703A1/en active Granted
- 1979-06-29 FR FR7916982A patent/FR2424701A1/en active Granted
- 1979-08-08 IE IE665/79A patent/IE47941B1/en unknown
-
1981
- 1981-08-06 AR AR286356A patent/AR227933A1/en active
- 1981-08-06 AR AR286355A patent/AR227932A1/en active
- 1981-08-06 AR AR286354A patent/AR228962A1/en active
-
1982
- 1982-06-30 NO NO822277A patent/NO148766C/en unknown
- 1982-06-30 NO NO822278A patent/NO148768C/en unknown
- 1982-06-30 NO NO822279A patent/NO148767C/en unknown
-
1984
- 1984-02-22 SE SE8400978A patent/SE8400978D0/en not_active Application Discontinuation
- 1984-02-22 SE SE8400977A patent/SE8400977D0/en not_active Application Discontinuation
- 1984-02-22 SE SE8400976A patent/SE454399B/en not_active IP Right Cessation
-
1988
- 1988-03-04 DK DK120688A patent/DK120688D0/en not_active Application Discontinuation
- 1988-03-04 DK DK120588A patent/DK120588A/en not_active Application Discontinuation
- 1988-03-04 DK DK120788A patent/DK120788D0/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0645084A1 (en) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungicidal mixtures |
| US5464839A (en) * | 1993-09-24 | 1995-11-07 | Basf Aktiengesellschaft | Fungicidal mixtures |
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