Fungicidal composition for seed dressing

The present invention relates to a fungicidal composition intended for the protection of the multiplication products of cultivated plants, containing: PA1 (a) 2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cyc lopentanol; PA1 (b) one or more fungicides suitable for the protection of the said multiplication products, optionally one or more insecticides, PA1 (c), an agriculturally acceptable inert vehicle and an agriculturally acceptable surfactant. The invention also relates to a method for protecting the multiplication products of plants against fungal diseases using these compositions.

The present invention relates to a fungicidal composition intended, in 
particular, for the protection of the multiplication products of 
cultivated plants, containing (a) 
2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cyc 
lopentanol, (b) one or more fungicides suitable for the protection of the 
said multiplication products, an agriculturally acceptable inert vehicle 
and optionally an agriculturally acceptable surfactant. 
The invention also relates to a process for protecting the multiplication 
products and the plants resulting therefrom against fungal diseases using 
a composition according to the invention. It also relates to the said 
multiplication products coated with the said composition. 
2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cycl 
opentanol is described in European Patent Application No. 89/420,520 filed 
on 27th December 1989 and not published to date. 
The compound 
2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cyc 
lopentanol may be obtained in the following manner: 
10% aqueous sodium hydroxide solution (100 ml) is added to a mixture of 
2,2-dimethylcyclopentanone (10 g) and 4-chlorobenzaldehyde (13.8 g) in 
ethanol (100 ml) at 0.degree. C. After 30 minutes, a thick slurry is 
filtered and the solid is washed and then dried. 
2,2-Dimethyl-5-(4-chlorobenzylidene)-1-cyclopentanone (12.5 g), m.p. 
120.degree. C., is obtained. This compound, dissolved in THF (50 ml), is 
added to a solution formed in the following manner: sodium hydride (s0% 
dispersion in mineral oil) (1.9 g) in anhydrous DMSO (50 ml) is heated to 
80.degree. C. until the solid has dissolved completely. The solution is 
then diluted with THF (100 ml) and then cooled to -10.degree. C. A 
solution of trimethylsulphonium iodide (11.5 g) in dimethyl sulphoxide (80 
ml) is added to the mixture in the course of 10 minutes and the mixture is 
stirred for 15 minutes at -10.degree. C. A solution of 
2,2-dimethyl-4-chloro-5-(4-chlorobenzylidene)-1-cyclopentanone (11.8 g) in 
THF (100 ml) is then added. 
The mixture thereby produced is left at room temperature, then poured into 
water and extracted with ether, and the organic phase is washed with 
water, dried and distilled. 
7-(4-Chlorobenzylidene)-4,4-dimethyl-1-oxaspiro[2.4]heptane is obtained, 
which product is used directly for the next step. 
A mixture of the product (5 g) with 1,2,4-triazole (2.8 g) and potassium 
carbonate (11 g) is heated in N,N-dimethylformamide (40 ml) for 4 hours. 
The mixture is poured into water and extracted with ethyl acetate. The 
organic phase is washed and dried and the product is recrystallised to 
obtain the stated compound, m.p. 143.degree. C. 
The chemical structure of the fungicide (a) or 
2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)-1-cyc 
lopentanol is given below. 
##STR1## 
The structure of the composition is very predominantly (&gt;95%) that in which 
the para-chlorophenyl group is in the E position relative to the carbon 
bearing the hydroxyl group. 
2,2-Dimethylcyclopentanone may be obtained in a manner known from the 
literature, or is available on the market (see Fine Chemical Directory). 
The term "multiplication product" is understood to denote al the generative 
parts of the plant which can be used for the multiplication of the latter. 
There may be mentioned, e.g., the seeds (in the strict sense), roots, 
fruits, tubers, bulbs, rhizomes, parts of plants. Germinated plants and 
young plants which are to be transplanted after germination or after 
emergence from the soil, may also be mentioned. These young plants may be 
protected before transplantation by a total or partial treatment by 
immersion. 
To choose the fungicides suitable for the protection of the multiplication 
products, those skilled in the art may usefully refer to the information 
given in the reference works and which mention the absence of 
phytotoxicity of the said products. 
Among these works, the plant-protection index, 1990 edition, ACTA 75595 
IS CEDEX 12., may be mentioned. 
The compositions according to the invention usually contain between 0.5 and 
95% of active substances. 
The term "vehicle" in the present description denotes a natural or 
synthetic, organic or inorganic material with which the active substance 
is combined in order to facilitate its application to the plant, to the 
seeds or to the soil. This vehicle is hence generally inert, and it must 
be agriculturally acceptable, in particular to the plant being treated. 
The vehicle may be solid (clays, natural or synthetic silicates, silica, 
resins, waxes, solid fertilizers, and the like) or liquid (water, 
alcohols, ketones, petroleum fractions, aromatic or paraffinic 
hydrocarbons, chlorinated hydrocarbons, liquefied gases, and the like). 
The surfactant can be an emulsifying, dispersing or wetting agent of the 
ionic or nonionic type. There may be mentioned, e.g., polyacrylic acid 
salts, lignosulphonic acid salts, phenolsuphonic or naphthalenesulphonic 
acid salts, polycondensates of ethylene oxide with fatty alcohols or with 
fatty acids or with fatty amines, substituted phenols (in particular 
alkylphenols or arylphenols), salts of sulphosuccinic acid esters, taurine 
derivatives (in particular alkyltaurides) and polycondensates of ethylene 
oxide with phosphoric esters of alcohols or phenols. The presence of at 
least one surfactant is often required because the active substance and/or 
the inert vehicle are not soluble in water and the carrier agent for the 
application is water. 
These compositions can also contain any other kind of ingredient, such as, 
e.g., protective colloids, adhesives, thickeners, thixotropic agents, 
penetrating agents, stabilizers, sequestering agents, pigments, colorings 
and polymers. 
More generally, the compositions according to the invention may be combined 
with all solid or liquid additives corresponding to the usual techniques 
of formulation for application to seed dressing, in particular. 
It will be noted, in this connection, that, in the jargon of those skilled 
in the art, the term seed dressing refers, in fact, to treatment of the 
fertilized and ripened ovule. 
The techniques of application are well known to those skilled in the art, 
and they may be used readily in the context of the present invention. 
There may be mentioned, e.g., film-coating or encapsulation. 
Among compositions, solid or liquid compositions may, generally speaking, 
be mentioned. 
As solid forms of compositions, there may be mentioned powders for dusting 
or dispersing (having a content of compound of formula (I) which can range 
up to 100%) and granules, in particular those obtained by extrusion, by 
compaction, by impregnation of a granular vehicle or by granulation from a 
powder (the content of compound of formula (I) in these granules being 
between 1 and 80% for these latter cases). 
The composition may also be used in the form of a dusting powder; a 
composition comprising active substance (50 g), finely divided silica (10 
g), organic pigment (10 g) and talc (970 g) may thus be used; these 
constituents are mixed and ground and the mixture is applied by dusting. 
As liquid forms of compositions, or forms intended for making liquid 
compositions when they are applied, there may be mentioned solutions, 
especially water-soluble concentrates, emulsifiable concentrates, 
emulsions, flowables, aerosols, wettable powders (or powder for spraying), 
pastes and dispersible granules. 
The emulsifiable or soluble concentrates most often comprise 10 to 80% of 
active substance, the emulsions or solutions ready for application 
containing for their part 0.01 to 20% of active substance. 
For example, in addition to the solvent, the emulsifiable concentrates can 
contain, when necessary, 2 to 20% of suitable additives such as the 
stabilizers, surfactants, penetrating agents, corrosion inhibitors, 
coloring or adhesives mentioned above. 
From these concentrates, emulsions of any desired concentration, which are 
especially suitable for application to seeds, may be obtained by dilution 
with water. 
The flowables, also applicable by spraying, are prepared so as to obtain a 
stable fluid product which does not settle out, and they usually contain 
from 10 to 75% of active substance, from 0.5 to 15% of surfactants, from 
0.1 to 10% of thixotropic agents, from 0 to 10% of suitable additives such 
as pigments, colorings, antifoams, corrosion inhibitors, stabilizers, 
penetrating agents and adhesives, and, as a vehicle, water or an organic 
liquid in which the active substance is soluble to only a slight extent if 
at all: some solid organic substances or inorganic salts may be dissolved 
in the vehicle to assist in preventing sedimentation or as antifreezes for 
the water. 
The wettable powders (or powder for spraying) are usually prepared so that 
they contain 20 to 95% of active substance, and they usually contain, in 
addition to the solid vehicle, from 0 to 5% of a wetting agent, from 3 to 
10% of a dispersant agent and, when necessary, from 0 to 10% of one or 
more stabilizers and/or other additives such as pigments, colorings, 
penetrating agents, adhesives or anti-caking agents, and the like. 
To obtain these powders for spraying or wettable powders, the active 
substances are mixed intimately in suitable blenders with the additional 
substances and the mixture is ground using mills or other suitable 
grinders. Powders for spraying are thereby obtained, the wettability and 
suspendibility of which are advantageous; they may be suspended in water 
at any desired concentration, and these suspensions are very 
advantageously usable, especially for application to seeds. 
In place of wettable powders, pastes may be made. The conditions and 
procedures for making and using these pastes are similar to those for the 
wettable powders or powders for spraying. 
The dispersible granules are usually prepared by agglomeration, in suitable 
granulation systems, of compositions of the wettable powder type. 
As already stated, the aqueous dispersions and emulsions, e.g., the 
compositions obtained by diluting a wettable powder or an emulsifiable 
concentrate according to the invention with water, are included in the 
general scope of the present invention. The emulsions can be of the 
water-in-oil or oil-in-water type, and they can have a thick consistency 
such as that of a "mayonnaise". 
Among these compositions, those skilled in the art will advantageously 
choose that or those which are suitable according to the chosen 
combinations. 
According to a preferred variant, a feature of the composition according to 
the invention is that the weight ratio of the fungicide a) 
2-(4-chlorobenzylidene)-5,5-dimethyl-1-(1H- 
1,2,4-triazol-1-ylmethyl)-1-cyclopentanol to the fungicide(s) b) is 
between 1/400 and 400. 
From an industrial standpoint, the multiplication product is preferably a 
seed for cereals, maize, rape, sunflower, soybean, alfalfa and rice. For 
potatoes, it can advantageously be a tuber. 
Compositions can be binary, ternary or quaternary according to the use for 
which they are intended. 
According to a first preferred variant, the fungicide b) is a 
broad-spectrum fungicide chosen from dithiocarbamic acid derivatives, of 
which the following (according to the common name agreed by the British 
Standard Institution or BSI or the IU name) may be mentioned: 
ferbam or iron tris(dimethyldithiocarbamate), 
ziram or zinc bis(dimethyldithiocarbamate), 
nabam or disodium ethylenebis(dithiocarbamate), 
zineb or zinc ethylenebis(dithiocarbamate) (polymer), 
maneb or manganese ethylenebis(dithiocarbamate) (polymer), 
mancopper, 
mancozeb or complex of manganese ethylenebis(dithiocarbamate) (polymer) 
with a zinc salt, 
propineb or polymeric zinc propylenebis(dithiocarbamate), 
metam-sodium, 
cuprobam, 
thiram or tetramethylthiuram disulphide or TMTD, 
carbatene or metiram, 
or from dicarboximide derivatives, of which the following may be mentioned: 
captan or N-(trichloromethylthio)cyclohex-4-ene-1,2-dicarboximide, 
folpel or N-(trichloromethylthio)phthalimide, 
captafol or 
N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide, 
ditalimfos, 
iprodione or 
3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide, 
procymidone or 
N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 
vinclozolin or 
(RS)-3-(3,5-dichlorophenyl)-5-methyl-5-vinyl-1,3-oxazolidine-2,4-dione. 
Among these derivatives, the following broad-spectrum fungicides are 
preferred: captan, thiram, maneb. 
According to a second preferred variant, optionally taken in combination 
with the first variant when the fungicide b) is a mixture, the fungicide 
b) is a fungicide having anti-Fusarium activity, preferably chosen from 
imidazoles, of which the following may be mentioned: 
prochloraz or 
N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide, 
imazalil or allyl 1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether, 
or from carbomates, of which the following may be mentioned: 
benomyl or methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamate, 
thiabendazole or 2-(thiazol-4-yl)benzimidazole, 
carbendaim or methyl benzimidazol-2-ylcarbamate, or from pyrroles, of which 
the following may be mentioned: 
fenpiclonil or 4-(2,3-dichlorophenyl)pyrrole-3-carbonitrile or 
alternatively oxine-copper. 
According to a third preferred variant, optimally taken in combination with 
one of the first two variants or both when b) is a mixture, the fungicide 
b) is fungicide having anti-Rhizoctonia activity, preferably chosen from 
dicarboximides, of which the following may be mentioned: 
iprodione, 
or phenylureas, of which the following may be mentioned: 
pencycuron or 1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea, 
or anilides, of which the following may be mentioned: 
mepronil 
flutolanil or .alpha.,.alpha.,.alpha.-trifluoro-3'-isopropoy-o-toluanilide, 
or phosphorus derivatives such as tolclofos-methyl or 
0-2,6-dichloro-p-tolyl, O,O-dimethyl phosphorothioate. According to a 
fourth preferred variant, taken or otherwise in combination with one or 
two of the first three, or all three, the fungicide b) is a fungicide 
having anti-Oomycetes activity, preferably chosen from acylalanines: 
benalaxyl or methyl N-phenylacetyl-N-(2-6-xylyl)-DL-alaninate, 
furalaxyl or methyl N-(2-furoyl)-N-(2,6-xylyl)-DL-alaninate, 
metalaxyl or methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate, 
oxadixyl or 2-methoxy-N-(2-oxo-1,3-oxazolidin-3-yl)acet-2',6'-xylidide 
thiadiazoles, of which the following may be mentioned: 
etridiazole or ethyl 3-trichloromethyl-1,2,4-thiadiazol-5-yl ether 
isoxazoles, of which the following may be mentioned: 
hymexazol or 5-methylisoxazol-3-ol, 
metal monoethyl phosphites, of which the following may be mentioned: 
fosetyl-Al or aluminum ethyl hydrogen phosphonate, 
phosphorous acid or its alkali metal (for example sodium or potassium) or 
alkaline earth metal (for example calcium) salts. 
According to a fifth preferred variant, taken or otherwise in combination 
with one or two or three of the first four, or all four, the fungicide b) 
is a fungicide having anti-Oidium activity, preferably chosen from: 
morpholines at a non-phytotoxic dose: 
fenpropidin or (RS)-1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine, 
fenpropimorph or 
(.+-.)-cis-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholin 
e, 
tridemorph or 2,6-dimethyl-4-t4idecylmorpholine, 
4-[3-(4-chlorophenoxyphenyl)-2-methylpropyl]-2,6-dimethylmorpholine 
described in EP-A-262,870 of 24th September 1987; 
pyrimidines such as: 
ethirimol or 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol. 
According to a sixth variant, taken or otherwise in combination with one or 
more of the first five, the fungicide b) is a fungicide having 
anti-Helminthosoorium or anti-caries, anti-smut or anti-septorioses 
activity, preferably chosen from: 
triazoxide, 
fenfuram or 2-methyl-3-furanilide, 
carboxin or 5,6-dihydro-2-methyl-1,4-oxathiine-3-carboxanilide, 
guazatine, 
iminoctadine dodecylbenzenesulphonate, 
ampropylfos or 1-aminopropylphosphonic acid. 
The subject of the invention is also a fungicidal composition as described 
above containing, in addition, one or more insecticides c) which are 
suitable for the protection of the multiplication products. 
Among the latter, the following may be mentioned: tefluthrin, cypermethrin, 
thiodicarb, lindane, furathiocarb, acephate, butocarboxim, carbofuran, 
NTN, endosulfan, diethion, aldoxycarb, methiocarb, oftanol,(isofenphos), 
chlorpyrifos, bendiocarb, benfuracarb, oxamyl, parathion, capfos, 
dimethoate, fonofos, chlorfenvinphos, cartap, fenthion, fenitrothion, HCH, 
deltamethrin, malathion, diazinon, disulfoton. 
The compositions according to the invention may be used for both the 
preventive and the curative protection of the multiplication products of 
plants against fungi, in particular of the basidiomycete, ascomycete, 
adelomycete or Fungi imperfecti type, especially rusts, smuts, oidia, 
eyespote, fusarioses, Fusarium roseu, Fusarium nivale, helminthosporioses, 
rhynchosporioses, septorioses and rhizoctonia disease of vegetable 
organisms and plants in general, and especially of cereals such as wheat, 
barley, rye, oats and hybrids thereof, and also rice and maize. 
The compositions according to the invention are especially active against 
fungi, in particular of the basidiomycete, ascomycete, adelomycete or 
Fungi Imperfecti type, such as Botrytis cinerea, Erysiphe graminis, 
Puccinia graminis, Puccinia recondita, Piricularia oryzae, Cercosoora 
beticola, Puccinia striiformis, Erysiphe cichoracearum, Rhinchosporium 
secalis, Fusarium, Solani, Fusarium oxysporum (e.g. melonis), Pyrenophora 
avenae, Septoria tritici, Septoria avenae, Whetzelinia sclerotiorum, 
Mycosohaerella fijiensis, Alternaria solani, Aspergillus niger, Cercospora 
arachidicola, Cladosporium herbarum, Tilletia caries, Tilletia 
contreversa, Fusarium roseum, Fusarium nivale, Helminthosporium oryzae, 
Helminthosporium teres, Helminthosporium gramineum, Helminthosporium 
sativum, Penicillium expansum, Pestalozzia sp, Phoma betae, Phoma foveata, 
Phoma lingam, Ustilago maydis, Ustilago nuda, Ustilago hordei, Ustilago 
avenae, Verticillium dahliae, Ascochyta pisi, Guignardia bidwellii, 
Corticium rolfsii, Phomposis viticola, Sclerotinia sclerotiorum, 
Sclerotinia minor, Coryneum cardinale, Rhizoctonia solani, Acrostalagmus 
koningi, Alternaria, Colletotrichum, Corticium rolfsii, Diplodia 
natalensis, Gaeumannomyces graminis, Gibberella fujikuroi, Hormodendron 
cladosporioides, Myrothecium verrucaria, Paecylomyces varioti, 
Pellicularia sasakii, Phellinus megaloporus, Sclerotium rolfsii, 
Stachybotris atra, Trichoderma pseudokoningi, Trichothecium roseum. 
The compositions of the invention are especially advantageous on account of 
their broad spectrum in respect of diseases of cereals (oidia, rust, 
eyespot, rhynchosporioses, helminthosporioses, septorioses and 
fusarioses). They are also of great interest on account of their activity 
against grey mould (Botrytis) and cercosporioses, and as a result they may 
be applied to multiplication products of crops as varied as vine, 
market-garden crops and arboriculture, and tropical crops such as 
groundnut, banana tree, coffee bush, pecan nut and others. 
These compositions are also useful in the context of the disinfection of 
cereal seeds against Ustilago nuda, Septoria nodorum, Tilletia caries and 
Tilletia controversa, Helminthosporium, gramineum and many species of the 
Fusarium sp. 
The subject of the invention is also the mixtures of the fungicide a) and 
one or more fungicides b) and optionally one or more insecticides c) with 
their preferred variants as have just been described above. 
These mixtures are useful in the employment of fungicidal compositions 
according to the invention. 
The subject of the invention is also a method for protecting the 
multiplication products of plants and the plants resulting therefrom 
against fungal diseases, wherein the said multiplication products are 
coated with a fungicidal and non-phytotoxic composition according to the 
invention. 
As stated above, the coating processes are well known in the art, and 
employ, for seeds, the techniques of film-coating or encapsulation, or for 
the other multiplication products, the techniques of immersion. 
The invention has proved especially advantageous for protecting seeds. 
Among these seeds, cereal (barley, wheat, rye, oat, triticale), maize and 
rice seeds may be mentioned. 
Preferably, the said seed is coated with 1 to 400 g of fungicide a) and 1 
to 400 g of fungicide b) per quintal of seeds. 
Nevertheless, within these ranges, those skilled in the art will choose, on 
the basis of their general body of knowledge and, where appropriate, a few 
experiments, doses which are non-phytotoxic but effective from a 
fungicidal standpoint. 
Similarly, when the composition contains one or more insecticides, the 
latter should be applied at non-phytotoxic doses which are well known to 
those skilled in the art. 
Similarly, the subject of the invention is also the multiplication product 
of plants, coated with a composition according to the invention with the 
preferred variants stated above. 
Preferably, the products are seeds which are advantageously coated with 1 
to 400 g of fungicide a) and 1 to 400 g of fungicide b) per quintal of 
seeds.

The invention is illustrated by the examples given below. 
IN VIVO TRIAL BY SEED DRESSING APPLICATION 
Application Slurry 
An aqueous dispersion of the active substance mixture to be tested, having 
the following composition, is prepared by fine grinding: 
active substance or active substance mixture (a and/or b), : 60 mg, 
Tween 80 (surfactant) consisting of an oleate of a polycondensate of 
ethylene oxide with a sorbitan derivative, diluted to 10% in water, : 0.3 
mg, 
the mixture is made up to 60 ml with water. 
This aqueous dispersion is then diluted with water to obtain the desired 
concentration. 
On Pythium arrhenomanes 
Barley seeds, variety Robbin, inoculated artificially with Pythium 
arrhenomanes, are treated with the slurry defined above at the doses shown 
in the table below. 
20 seeds are placed in pots 10 cm.times.10 cm containing a peat/pozzolana 
(1:11) mixture. The plantlets grow and, 15 days after sowing, the state of 
the latter is observed in comparison with the control, on which colonies 
of Pythium arrhenomanes have grown. 
The results below are given for an average of 40 plants (2 pots). 
Note: in the subsequent tables, the fungicide a) is designated by the 
letter a. 
______________________________________ 
dose g/quintal 
% efficacy 
______________________________________ 
maneb 250 38 
captan 160 97 
thiram 160 100 
a + thiram 100 + 160 100 
a + captan 100 + 160 90 
a + maneb 100 + 250 77 
a 100 0 
______________________________________ 
No phytotoxic effect is observed. 
On Fusarium culmorum 
Barley seeds, variety Robbin, naturally contaminated with Fusarium culmorum 
are treated with a slurry defined above at the doses shown in the table 
below, and planted as described in the above trail. 
15 days after sowing, the state of the plantlets is verified in comparison 
with the untreated control, on which colonies of Fusarium culmorum have 
grown. 
The results below are given for an average of forty plants (2 pots). 
______________________________________ 
dose g/quintal 
% efficacy 
______________________________________ 
thiabendazole 50 100 
imazalil 5 100 
benomyl 100 100 
prochloraz 50 100 
a + 25 + 50 100 
thiabendazole 
a + imazalil 25 + 5 100 
a + prochloraz 25 + 50 100 
a 25 100 
______________________________________ 
No phytotoxicity is observed. 
On Rhizoctonia solani 
The trails are performed in the same manner as above, and lead to the 
results shown in the table below. 
______________________________________ 
dose g/quintal 
% efficacy 
______________________________________ 
flutolanil 200 70 
mepronil 500 55 
iprodione 400 71 
pencycuron 400 55 
a + flutolanil 100 + 200 82 
a + mepronil 100 + 500 73 
a + iprodione 100 + 400 70 
a + pencycuron 100 + 400 72 
a 100 70 
______________________________________ 
No phytotoxicity is observed. 
On Pythium arrhenomanes 
The trials are performed in the same manner as above, and lead to the 
results shown in the table below. 
______________________________________ 
dose g/quintal 
% efficacy 
______________________________________ 
benalaxyl 150 93 
furalaxyl 150 98 
etidiazole 150 98 
fosetyl-Al 300 80 
metalaxyl 120 90 
hymexazol 300 37 
a + benalaxyl 100 + 150 95 
a + furalaxyl 100 + 150 97 
a + etridiazole 
100 + 150 93 
a + fosetyl-Al 100 + 300 80 
a + metalaxyl 100 + 120 93 
a + hymexazol 100 + 300 32 
a 100 0 
______________________________________ 
No phytotoxicity is observed. 
Combination of Phosphite (K.sub.2 HPO.sub.4) and Fungicide a: 
Barley seeds coated with the slurry defined above are sown in fields on the 
basis of 120 kg of seeds per hectare. 
Reading is performed relative to an untreated control at the time of 
germination, to which the figures of 100 is assigned. 
The biological effect is observed by counting the plants which have 
emerged, and is expressed in the table below: 
______________________________________ 
% of plants emerged 
Treatment g/q relative to the control 
______________________________________ 
control 100 
fungicide a 25 + phosphite 
126 
200 
fungicide a 25 + phosphite 
142 
40 
______________________________________ 
At 79 days, the plants are uprooted and the number of roots per plant is 
counted on an average of 20 plants. 
______________________________________ 
Number of roots per 
Treatment g/q plant 
______________________________________ 
control 0.8 
fungicide a 25 + phosphite 
5.8 
200 
fungicide a 25 + phosphite 
5.5 
40 
______________________________________ 
On day 156, the plants are uprooted and the roots are weighed. 
______________________________________ 
Treatment g/q Weight of the roots 
average of 20 plants 
per plant in mg* 
______________________________________ 
control 74.7 
fungicide a 25 + phosphite 
105.5 
200 
fungicide a 25 + phosphite 
106 
40 
______________________________________ 
*Average of 20 plants 
Thus, it is observed that combination promotes rooting, prevents 
damping-off disease and promotes cereal growth.