Mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one antifungal agents
专利汇可以提供Mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one antifungal agents专利检索，专利查询，专利分析的服务。并且Selected mono-5-substituted-3-chloro-4H-1,2,6 thiadiazin-4-ones having the general formula ##STR1## are described which are useful for control of fungal disease in plants.，下面是Mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one antifungal agents专利的具体信息内容。
We claim:1. A method for control of fungal disease on plants comprising applying to the locus where control is desired an effective fungistatic or fungicidal amount of a compound having the formula: ##STR4## in which X is halogen, phenoxy, naphthoxy or substituted phenoxy having the formula ##STR5## wherein each R group is a substituent independently selected from the group consisting of lower alkyl, halo, hydroxy, lower alkoxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino having 1-4 carbon atoms, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower)alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl, and wherein n has a value of 1 to 3 inclusive, except when each R is halogen, n has a value of 1 to 5 inclusive. 2. The method of claim 1 wherein said compound is applied in admixture with an agriculturally acceptable carrier and a compatible surface active agent. 3. The method of claim 2 wherein said compound is applied to seeds, plant foilage or soil in which plants are planted or are to be planted. 4. An antifungal composition comprising an effective fungistatic or fungicidal amount of a compound of the formula: ##STR6## in which X is halogen, phenoxy, napthoxy or substituted phenoxy having the formula ##STR7## wherein each R group is a substituent independently selected from the group consisting of lower alkyl, halo, hydroxy, lower alkoxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino having 1 to 4 carbon atoms, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower)alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl, and wherein n has a value of 1 to 3 inclusive, except when each R is halogen, n has a value of 1 to 5 inclusive, in admixture with an agriculturally acceptable carrier and a compatible surface active agent. 5. The antifungal composition of claim 4 wherein X is other than phenoxy or halogen.
BACKGROUND OF THE INVENTION
The present invention relates to a method for controlling fungal disease in plants, to novel antifungal compositions, and to compounds useful for controlling fungi which attack agricultural and garden plants and seeds. More particularly, the invention relates to the use of a selected mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one as an antifungal agent for controlling fungal disease in plants.
Geevers and Trompen disclosed the preparation 3,5-dichloro-4H-1,2,6-thiadiazin-4-one and its use as an intermediate to prepare various other 5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-ones including the 5-phenoxy derivative. J. Geevers and W. P. Trompen, Rec. Trav. Chim., 93, 270 (1974). The 5-phenylthio derivatives are disclosed in U.S. Pat. application Ser. No. 782,816 filed of even date herewith.
While 5-chloro and 5-phenoxy derivatives and the method for preparing them have been disclosed, the reference provides no indication of any biological activity. More particularly, there is no suggestion that the compounds of this invention have antifungal activity.
It has now been found that selected mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4ones, which are hereinafter described, exhibit excellent antifungal activity and are useful in providing control of fungal disease in agricultural crops by foliar, seed, and soil application.
SUMMARY OF THE INVENTION
The present invention thus provides (1) a method for controlling fungal disease in plants which comprises applying a selected mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4one, as defined below, to the locus where control is desired, (2) antifungal compositions for control of fungal disease in plants, and (3) certain novel compounds which are useful for control of fungi.
DETAILED DESCRIPTION
In accordance with a first aspect of the present invention, there is provided a method for controlling fungal disease applying to the locus where control is desired an effective fungistatic or fungicidal amount of a mono-5-substituted-3-chloro-4H-1,2,6-thiadiazin-4-one of the formula ##STR2## in which X is halogen, phenoxy, naphthoxy or substituted phenoxy having the formula ##STR3## wherein each R group is a substituent independently selected from lower alkyl, halo, lower, alkoxy, hydroxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower)alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl, wherein n has a value of 1 to 3 inclusive. However, when each R is halogen n may have a value of 1 to 5 inclusive.
More specifically there is utilized in the method the compounds of formula I in which X is halogen, phenoxy, naphthoxy or substituted phenoxy having the formula II wherein each R group is a substituent independently selected from:
A. lower alkyl, or halo;
B. hydroxy, lower alkoxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower)alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl
wherein n has a value of 1 to 3 inclusive, except when each R is halogen n has a value of 1 to 5 inclusive, with the proviso that 0 to 2, preferably 0 or 1, R groups may be selected from group B.
Unless it is otherwise indicated, the term "lower" means having 1 to 6 carbon atoms, straight or branched chain, preferably 1 to 4 carbon atoms, and the term "halogen" means bromine, chlorine and fluorine or iodine.
In the method of this invention an effective fungistatic or fungicidal amount of active ingredient is applied to foliage or seeds of agricultural plants or to the soil in which the plants are growing or are to be planted, i.e., the locus where control is desired. When so applied, the compounds prevent fungal infection or inhibit further development of a pre-existing fungal disease.
In the method of this invention the selected antifungal agent may be applied as the technical material, or as a formulated product. Typical formulations include the antifungal agent in combination with an agriculturally acceptable carrier, preferably with a surface active agent, and optionally with other active ingredients. Suitable formulations include granules, powders, or liquids, the choice varying with the fungus and environmental factors present at the particular locus of infestation. Thus, the compounds may be formulated as granules of various sizes, as dusts, as wettable powders, as emulsifiable concentrates, as solutions, as dispersions, as controlled release compositions, and the like.
A typical formulation may vary widely in concentration of the active ingredient depending on the particular agent used, the additives and carriers used, other active ingredients, and the desired mode of application. With due consideration of these factors, the active ingredient of a typical formulation may, for example, be suitably present at a concentration of about 0.5% up to about 99.5% by weight of the formulation. Additives and carriers may comprise about 99.5% by weight to as low as about 0.5% by weight of the formulation. Surface active agents, if employed in the formulation, may be present at various concentrations, suitably in the range of 1% to 30% by weight.
The formulation may be used as such or diluted to a desired use dilution with a suitable diluent or carrier. The concentration of the active ingredient in use dilution is normally in the range of about 0.001% to about 4% by weight. Many variations of spraying, dusting soil-incorporated, and controlled or slow release compositions in the art may be used by substituting or adding a compound of this invention into compositions known or apparent to the art.
The antifungal agents of this invention may be formulated and applied with other compatible active ingredients, including nematicides, insecticides, acaricides, other fungicides, plant regulators, herbicides, fertilizers, etc.
In applying the foregoing chemicals, whether alone or with other agricultural chemicals, an effective fungistatic of fungicidal amount of the active ingredient must be applied. While the application rate will vary widely depending on the choice of compound, the formulation and mode of application, the plant species being protected, and the planting density, a suitable use rate may be in the range of 0.05 to 5 kg/hectare, preferably 0.5 to about 4 kg/hectare.
The antifungal composition of this invention comprises a compound of formula I as defined above in admixture with an agriculturally acceptable carrier, preferably containing a compatible surface active agent.
Certain, compounds of formula I, notably those in which X is chloro or phenoxy, are disclosed in the cited literature. The novel compounds of this invention are those in which X is other than halogen or phenoxy, that is, the compounds of formula I in which X is naphthoxy or substituted phenoxy having the formula II wherein each R group is a substituent independently selected from lower alkyl, halo, hydroxy, lower alkoxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower)alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl wherein n has a value of 1 to 3 inclusive with the proviso that when each R is halogen n may have a value of 1 to 5 inclusive.
More specifically the novel compounds of this invention are those of formula I in which X is naphthoxy or substituted phenoxy having the formula II wherein each R group is a substituent independently selected from:
A. lower alkyl, or halo;
B. hydroxy, lower alkoxy, nitro, cyano, amino, carboxyl, lower acyl, lower acylamino, lower alkoxycarbonyl, carboxy(lower)alkyl, lower alkylureido, phenylureido, trihalomethyl, cyano(lower) alkyl, phenyl(lower)alkoxycarbonyloxy, lower alkylaminocarbonyloxy, phenylaminocarbonyloxy, lower alkylthio, lower alkylsulfinyl and lower alkylsulfonyl
wherein n has a value of 1 to 3 inclusive, except when each R is halogen n has a value of 1 to 5 inclusive, with the proviso that 0 to 2, preferably 0 or 1, R groups may be selected from group B.
The compounds of this invention are prepared according to the teaching of Geevers and Trompen, supra; that is, by reacting 3,5-dichloro-4H-1,2,6-thiadiazin-4-one with alcoholate ions, for example, sodium phenoxide. The following examples are typical of the preparation of the compounds.
EXAMPLE I
Synthesis of 3,5-Dichloro-4H-1,2,6-thiadiazin-4-one
A 50 ml flask was charged with 20 ml formic acid. The flask was purged with a stream of dry nitrogen. The nitrogen purge was continued while 6.3 g 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazinone was added dropwise over 0.5 hour during which the temperature of the reaction mixture was maintained at 10°±1° C. Following addition the reaction mixture was stirred at 10° C for 2 hours then at room temperature for 64 hours, then poured into 60 ml. ice-water with stirring. The resulting mixture was filtered and the filter cake washed with water and dried to yield 2.2 g of pale yellow 3,5-dichloro-4H-1,2,6-thiadiazin-4-one, mp 81°-82° C.
EXAMPLE II
Synthesis of 3-Chloro-5-phenoxy-4H-1,2,6-thiadiazin-4-one
A sodium phenoxide solution was prepared by adding 1.0 g of sodium hydroxide to 2.4 g phenol in 25 ml of warm, distilled water. This mixture was stirred for 5 minutes then added to a suspension of 4.6 g of finely ground 3,5-dichloro-4H-1,2,6-thiadiazin-4-one in 75 ml of distilled water in a 250 ml flask. This addition required 15 minutes during which the temperature rose to 32° C. After being stirred at room temperature for one hour, the orange mixture was filtered, and the filter cake was washed with water. Recrystallization from 100 ml of ethanol yielded 4.2 g of fluffy, pale yellow needles of 3-chloro-5-phenoxy-4H-1,2,6-thiadiazin-4-one, mp 121°-123° C. (Lit. mp 122.5°-123.5° C, J. Geevers and W. P. Trompen, supra.) An ir spectrum was consistent with the assigned structure.
Analyses calc'd for C9 H5 ClN2 O2 S: C 44.92; H 2.09; N 11.64 Found: C 44.94; H 2.26; N 11.63
The compounds of this invention which are set forth below have been synthesized in accordance with the typical preparatory method set forth in Examples I and II. An identifying number is provided for each compound. This compound number is used below in reporting biological data relating to the compound.
______________________________________Compound No. Identity______________________________________ 1 3,5-dichloro-4H-1,2,6-thia- diazin-4-one 2 3-chloro-5-phenoxy-4H- 1,2,6-thiadiazin-4-one 3 3-chloro-5-(4-methylphenoxy)- 4H-1,2,6-thiadiazin-4-one 4 3-chloro-5-(4-tert-butyl- phenoxy)-4H-1,2,6-thia- diazin-4-one 5 3-chloro-5-(4-methoxyphenoxy)- 4H-1,2,6-thiadiazin-4-one 6 3-chloro-5-(4-n-butoxyphenoxy)- 4H-1,2,6-thiadiazin-4-one 7 3-chloro-5-(4-ethoxycarbonyl- phenoxy)-4H-1,2,6-thiadiazin- 4-one 8 5-(4-acetylaminophenoxy)-3-chloro- 4H-1,2,6-thiadiazin-4-one 9 3-chloro-5-(4-nitrophenoxy)- 4H-1,2,6-thiadiazin-4-one10 3-chloro-5-(4-cyanophenoxy)- 4H-1,2,6-thiadiazin-4-one11 3-chloro-5-(4-fluorophenoxy)- 4H-1,2,6-thiadiazin-4-one12 3-chloro-5-(4-chlorophenoxy)- 4H-1,2,6-thiadiazin-4-one13 3-chloro-5-(3-chlorophenoxy)- 4H-1,2,6-thiadiazin-4-one14 3-chloro-5-(2-chlorophenoxy)- 4H-1,2,6-thiadiazin-4-one15 3-chloro-5-(4-bromophenoxy)- 4H-1,2,6-thiadiazin-4-one16 3-chloro-5-(3,4-dichloro- phenoxy)-4H-1,2,6-thiadiazin- 4-one17 3-chloro-5-(2,4-dichloro- phenoxy)-4H-1,2,6-thiadiazin- 4-one18 3-chloro-5-(2,6-dichloro- phenoxy)-4H-1,2,6-thiadiazin- 4-one19 3-chloro-5-(2,3-dichloro- phenoxy)-4H-1,2,6-thiadiazin- 4-one20 3-chloro-5-(3,5-dichloro- phenoxy)-4H-1,2,6-thiadiazin- 4-one21 3-chloro-5-(3-methylphenoxy)- 4H-1,2,6-thiadiazin-4-one22 3-chloro-5-(2-methylphenoxy)- 4H-1,2,6-thiadiazin-4-one23 3-chloro-5-(2,4-dimethylphenoxy)- 4H-1,2,6-thiadiazin-4-one24 3-chloro-5-(2,6-dimethylphenoxy)- 4H-1,2,6-thiadiazin-4-one25 3-chloro-5-(3,5-dimethylphenoxy)- 4H-1,2,6-thiadiazin-4-one26 5-(4-aminophenoxy)-3-chloro- 4H-1,2,6-thiadiazin-4-one27 5-(4-aminophenoxy)-3-chloro- 4H-1,2,6-thiadiazin-4-one hydrochloride28 3-chloro-5- 4-(3-methylureido)- phenoxy!-4H-1,2,6-thiadiazin-4-one29 3-chloro-5- 4-(3-phenylureido)- phenoxy!-4H-1,2,6-thiadiazin-4-one30 3-chloro-5-(2,4,6-trichloro- phenoxy)-4H-1,2,6-thiadiazin-4-one31 3-chloro-5-(pentachlorophenoxy)- 4H-1,2,6-thiadiazin-4-one32 3-chloro-5-(1-naphthoxy)- 4H-1,2,6-thiadiazin-4-one33 3-chloro-5-(3-bromophenoxy)- 4H-1,2,6-thiadiazin-4-one34 3-chloro-5-(2-bromophenoxy)- 4H-1,2,6-thiadiazin-4-one35 3-chloro-5-(4-hydrophenoxy)- 4H-1,2,6-thiadiazin-4-one36 3-chloro-5- methylamino- carbonyloxy)phenoxy!-4H- 1,2,6-thiadiazin-4-one37 3-chloro-5- 4-(phenylamino- carbonyloxy)phenoxy!-4H- 1,2,6-thiadiazin-4-one38 3-chloro-5- 4-(phenyl- methoxycarbonyloxy)phenoxy!- 4H-1,2,6-thiadiazin-4-one39 3-chloro-5- (4-methyl- thio)phenoxy!-4H- 1,2,6-thiadiazin-4-one40 3-chloro-5- (4-methyl- sulfinyl)phenoxy!-4H- 1,2,6-thiadiazin-4-one41 3-chloro-5- (4-methyl- sulfonyl)phenoxy!-4H- 1,2,6-thiadiazin-4-one42 3- (3-N-acetylamino)- phenoxy!-5-chloro-4H- 1,2,6-thiadiazin-4-one43 3- (2-acetylamino)- phenoxy!-5-chloro-4H- 1,2,6-thiadiazin-4-one44 3-chloro-5- (3-trifluoro- methyl)phenoxy!-4H-1,2,6- thiadiazin-4-one45 3-(2-carboxymethylphenoxy)- 5-chloro-4H-1,2,6-thiadiazin- 4-one46 3-chloro-5- (4-cyanomethyl- phenoxy!-4H-1,2,6-thiadiazin- 4-one47 3-(4-acetylphenoxy)-5-chloro- 4H-1,2,6-thiadiazin-4-one48 3-(3-acetylphenoxy)-5-chloro- 4H-1,2,6-thiadiazin-4-one49 3-(2-acetylphenoxy)-5- chloro-4H-1,2,6-thiadiazin- 4-one50 3-(4-carboxyphenoxy)-5- chloro-4H-1,2,6-thiadiazin- 4-one51 3-chloro-5- (2-chloro-5- methoxy)phenoxy!-4H- 1,2,6-thiadiazin-4-one52 3-chloro-5- (3-chloro-5- methoxy)phenoxy!-4H- 1,2,6-thiadiazin-4-one53 3-chloro-5-(2-chloro-4- nitrophenoxy)-4H- 1,2,6-thiadiazin-4-one54 3-chloro-5-(4-chloro-3- methylphenoxy)-4H- 1,2,6-thiadiazin-4-one55 3-chloro-5-(4-chloro-2- methylphenoxy)-4H- 1,2,6-thiadiazin-4-one56 3-chloro-5- (2-chloro-5- methyl)phenoxy!-4H- 1,2,6-thiadiazin-4-one57 3- (2-bromo-4-methyl)- phenoxy!-5-chloro-4H- 1,2,6-thiadiazin-4-one58 3-chloro-5- (2-chloro- 4,5-dimethyl)phenoxy!-4H- 1,2,6-thiadiazin-4-one59 3-chloro-5- (4-chloro- 3,5-dimethyl)phenoxy!-4H- 1,2,6-thiadiazin-4-one60 3- (4-bromo-3,5-dimethyl)- phenoxy!-5-chloro-4H- 1,2,6-thiadiazin-4-one61 3- (4-acetyl-3,5-dimethoxy)- phenoxy!-5-chloro-4H- 1,2,6-thiadiazin-4-one______________________________________
The following examples demonstrate the practice of the present invention. The test organisms used in these examples, together with an identifying mode which are in the tables to identify each organism, are as follows:
As = alternaria solani
Bc = botrytis cinerea
Cc = cladosporium cucumerinum
Ep = erysiphe polygoni
Fs = fusarium solani
Ho = helminthosporium oryzae
Pi = phytophthora infestans
Po = pyricularia oryzae
Pu = pythium ultimum
Rs = rhizoctonia solani
Sf = sclerotinia fructicola
Up = uromyces phaseoli
Vi = venturia inaequalis
EXAMPLE III
Spore Germination Tests
The test chemical was dissolved or suspended in acetone in an amount such that 0.8 ml of the resulting suspension or solution, mixed with 40 ml water agar produced a water agar solution containing 40, 10, 2.5 and 1 ppm of test chemical. The resulting agar solution, at 50° C, was then divided equally between two sterile petri dishes, each having four separated quadrants, and allowed to solidify. Three quadrants of each dish were flooded with 0.1 ml of a spore suspension in sterile water. Spores of two pathogens, Erysiphe polygoni and Uromyes phaseoli, from infected plant leaves, were brushed on the remaining two quadrants. The tests were then incubated 48 hours, at 24° C.
Readings were then taken and the percentage of germinated spores calculated. From this percentage, a spore germination rating was assigned as follows:
______________________________________% Germination Rating______________________________________ 0 - 10 010 - 40 140 - 60 260 - 80 3 80 - 100 4______________________________________
Table I reports the inhibitory effect of these test compounds on spore germination and demonstrates improvement over benomyl which was used as a standard from comparison. In Table I, the lower the numeral used as a rating, the more effective the compound.
EXAMPLE IV
Mycelial Growth Tests
Aliquots of previously prepared solutions of active ingredient in acetone were added to tubes containing 20 ml of sterile, melted potato dextrose agar that had been cooled to 50° C to provide mixtures of 40, 20, 10, 5 and 2.5 ppm. The tubes were shaken to ensure thorough mixing of the chemical with the agar, and the mixture poured into petri dishes having 4 quadrants to solidify. Each quadrant was inoculated with a 4 mm diameter disc of agar containing mycelium of the test fungi and incubated at 25° for 72-144 hours during which the samples were alternately exposed to light for 12 hours and to darkness for 12 hours. Growth was measured at the end of the incubation period by measuring the diameter of each fungus colony. Two measurements of the diameter, perpendicular to each other, were taken and the values averaged. Data are reported as percent inhibition (%I) by the following formula: ##EQU1## Captan and chlorothalonil were used as standards for comparison. The results reported in Table II indicate that the test compounds were generally more active than the standards.
EXAMPLE V
The compounds if this invention were tested for crop disease control to determine the basic types of antifungal activity they exhibit.
A. Foliar Protective Activity
The foliage of a tomato plant in the four leaf stage and a pinto bean in the primary leaf stage was sprayed with the test chemicals at a concentration of 150 ppm on a weight/volume basis, and the plant allowed to dry overnight.
Sporangia of Phytophthora infestans (late blight fungus) were harvested from cultures grown on lima bean agar for 10 to 14 days. A water suspension of sporangia (2 × 105 sporangia/ml) was incubated at 12° C for 2 hours in order to provide a zoospore suspension. Spores of Uromyces phaseoli (bean rust fungus) were collected from diseased plants and a 2% spore powder mixture prepared using ABB Pyrax talc as a diluent.
The tomato plants were inoculated in a spray hood with the zoospore suspension, then immediately incubated in a humidity chamber at 100% relative humidity at 18-20° C for 4 to 5 days. The bean plants were inoculated by dusting the spore powder onto the leaves. This was accomplished by placing the spore powder in a cheesecloth bag and shaking the bag over the leaves. The inoculated plants were placed in the humidity chamber at 100% relative humidity and 21° C for 24 hours and then placed in the greenhouse for 4 to 6 days until disease symptoms developed.
The percent disease control was then determined by comparing the disease incidence in treated plants and untreated check plants. Results reported in Table III demonstrate the efficacy of the compounds tested in preventing tomato late blight and bean rust when applied to foliage of uninfected plants at 150 ppm prior to disease infestation.
B. Foliar Curative Tests
In the curative tests the plants were inoculated with the appropriate pathogen 24 hours before chemical treatment. The following host-parasite combinations were used:
______________________________________PLANT FUNGUS DISEASE______________________________________Phaseolus vulgaris L. Uromyces phaseoli Link bean rustPhaseolus vulgaris L. Erysiphe polygoni DC bean powdery mildewBeta vulgaris Cercospora beticola sugar beet leaf spotOryzae sativa L. Pyricularia oryzae rice blast______________________________________
Spores of bean rust and bean powdery mildew were obtained from diseased plants. Spores of Cercospora beticola and Pyricularia oryzae were harvested from petri dish cultures. C. beticola was grown on potato dextrose agar and P. oryzae on a glucose yeast extract medium. The cultures were grown at 25° C for 10 days.
Beans (c.v. `Pinto`) were inoculated with rust as described in Example IV-A. Beans (c.v. `Bountiful`) at primary leaf stage were inoculated with powdery mildew by shaking diseased leaves over the test plants, thereby creating a spore deposit on leaves of the test plants. Sugar beets and rice were inoculated by spraying a water suspension of spores of the appropriate pathogen on the foliage.
All of the plants except those inoculated with bean powdery mildew were incubated in the moisture chamber (21° ) for 24 hours. The bean powdery mildew inoculated plants were incubated in the greenhouse.
The test chemical was sprayed on the foliage of the plants at 150 ppm 24 hours after inoculation. The bean and rice plants were removed from the moisture chamber and allowed to dry before chemical treatment. After treatment the plants were incubated in the greenhouse for 6-10 days. The sugar beets were sprayed while still wet, after which they were immediately returned to the moisture chamber for two days and then to the greenhouse for 10-14 days.
The results tabulated in Table III demonstrate curative activity when the compounds were applied after infection of the plant.
C. Soil/Seed Treatment
Containers having a volume of about 0.25 1. were 2/3 filled with topsoil and 25 cucumber c.v. `Straight Eight` seeds deposited on the soil surface of each pot. A suspension containing 150 ppm of the test chemical was poured over the seeds and into the soil in sufficient quantity to provide 3.75 to 3.8 mg active ingredient per pot.
Fungi used in this test were Pythium ultimum and Rhizoctonia solani. These fungi were each grown on potato dextrose agar for 3 to 6 days. The agar plus mycelium was then minced in a blender with water and 10 ml of the resulting slurry of minced mycelium poured over the seeds.
Following inoculation approximately 15 mm of topsoil was spread over the seeds, the container capped and incubated at 4° C in darkness for three days, then transferred to a greenhouse (27° C) for 10-14 days, at which time stand counts were made. Captan was used as a standard for comparison. Based on stand counts an Efficacy Index was calculated for each test chemical as follows: ##EQU2##
The results, set forth in Table III, show that many of the compounds tested were considerably more effective than captan for treatment of Cucumber damping-off complex.
In a similar manner the soil around a bean seedling was drenched with a sufficient amount of 150 ppm suspension of test chemical to provide 3.8 mg active per pot. Twentyfour hours later the soil was inoculated with a suspension of minced mycelium of Fusarium solani. The inoculated plants were then placed in a greenhouse, evaluated after fourteen days, and percent control of root rot damage calculated. The results, reported in Table III, indicate only a few of the compounds tested are effective in treating Bean Root Rot but that these provide a high degree of control.
TABLE I______________________________________RESULTS OF IN VITRO SPORE GERMINATIONINHIBITION TESTING Spore Germination RatingCPD Conc.No. ppm BC PO VI AS CC PI EP UP______________________________________2 40 0 0 0 0 0 0 1 0 10 0 0 0 0 0 1 3 0 2.5 4 1* 2* 0 4 1 4 2 1.0 4 3 4 4 4 0 4 23 40 0 0 0 0 0 0 1 0 10 0 0 0 0 0 0 4 0 2.5 4 4 4* 4 4 2 4 1* 1.0 4 0 4 4 4 3 4 44 40 2* 0 0 4 0 0 0 0 10 4 0 0 4 0 0 2 0 2.5 4 4 4 4 4 3 3 4 1.0 4 4 4 4 4 4 4 45 40 0 0 0 0 0 0 0 0 10 1* 0 0 0 0 2 4 0 2.5 4 1* 0 0 4 2 4 1 1.0 4 4 3* 2 4 2 4 16 40 4 0 0 4 0 0 0 0 10 4 2* 0 4 0 0 0 0 2.5 4 1* 0 4 0 0 0 0 1.0 4 2* 1 4 0 2 0 17 40 3 1* 0 4 1 0 0 0 10 2 1* 0 4 0 0 2 0 2.5 3 1* 0 4 0 0 3 0 1.0 4 1 0 4 0 0 4 08 40 4 0 0 0 0 0 2 0 10 4 0 2* 2 0 0 4 0 2.5 4 3 3 2 3 4 4 4 1.0 4 4 4 3 4 4 4 49 40 0 0 0 0 0 0 4 0 10 0 0 0 0 0 0 4 0 2.5 0 0 0 0 0 0 4 0 1.0 0 0 0 0 0 0 4 010 40 0 0 0 1 0 1 1 0 10 0 0 0 1 0 0 2 0 2.5 0 0 0 1 0 0 2 0 1.0 2 0 0 1 0 0 2 011 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 1 0 1 0 0 0 0 0 1.0 4 3 4 4 0 4 0 412 40 0 0 0 0 0 0 0 0 10 0 0 1* 0 0 1 2 0 2.5 2 0 1* 0 0 1 4 1 1.0 0 0 1 3 2 1 4 113 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 4 0 0 0 0 0 2 0 1.0 4 3 1* 2 2 0 4 014 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 2 0 2.5 0 0 0 2* 0 0 4 0 1.0 3 3 0 3 4 0 4 015 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 1 1 0 1 0 1 1 0 1.0 4 0 0 4 0 0 4 116 40 1* 0 0 0 0 0 4 0 10 0 0 0 0 0 0 1 0 2.5 1* 0 0 0 0 0 3 0 1.0 4 0 0 1 0 1 4 117 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 0 1 0 0 1 0 1.0 4 0 0 2* 4 3 3 018 40 0 0 0 0 0 0 0 0 10 0 0 0 1* 0 0 0 0 2.5 1* 2 0 2* 0 0 1 0 1.0 4 4 1 3 4 3 2 019 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 1 0 0 3 0 0 1 0 1.0 4 3 1* 3 2 3 3 020 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 0 0 0 0 0 0 1.0 4 1 0 2 0 0 3 021 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 2 0 2.5 3 0 3 1* 0 1 3 2 1.0 4 4* 4 3 1 4 4 422 40 0 0 0 0 0 0 1 0 10 0 0 0 0 0 0 3 1 2.5 0 0 0 0 0 0 4 2 1.0 2 2 0 3 0 0 4 423 40 0 0 0 0 0 0 1 0 10 4* 0 1 0 0 2 3 1 2.5 4* 0 3 3 1 2 4 4 1.0 4 4 4 3 4 4 4 424 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 1 0 0 2.5 1 0 0 1* 0 2 1 0 1.0 3 3 2 1 0 4 3 125 40 0 0 0 0 0 0 0 0 10 0 0 2 0 0 0 0 1 2.5 1* 0 0 2 0 1 4 2 1.0 2 3 4 4 0 4 4 426 40 0 0 1 0 0 2* 4 2 10 0 0 4 0 0 4 4 4 2.5 0 2* 4 3 0 4 4 3 1.0 0 4 4 4 1 4 4 227 40 0 0 0 0 0 2 4 0 10 0 0 0 3* 0 4 4 1 2.5 0 0 0 4 0 3 4 1 1.0 1* 4 0 4 1 4 4 428 40 0 1 3 4 0 2 4 2 10 0 4 2 4 1 4 4 2 2.5 1 4 4 4 2 4 4 2 1.0 4 4 4 4 2 4 4 429 40 2* 2* 0 4 1 3 1 0 10 2* 4 4 4 2 4 4 2 2.5 3 4 4 4 2 4 4 2 1.0 3 4 4 4 2 4 4 430 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 0 0 0 1 0 0 1.0 0 3 1 3 0 4 1 031 40 0 0 0 0 0 2 0 0 10 1* 0 0 0 0 2 1 0 2.5 1* 0 0 1 0 3 0 0 1.0 1* 0 0 4 0 4 0 032 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 0 1 0 1 2 0 1.0 2 2 3 3 0 3 2 333 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 3 0 0 0 0 0 0 0 1.0 4 2* 0 1* 0 0 0 034 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 0 1* 0 1 2 0 1.0 2* 1* 0 4* 1* 4 0 035 40 3* 0 -- 0 0 0 1 0 10 4 0 -- 3* 3* 0 2 0 2.5 4 0 -- 4* 0 0 4 0 1.0 4 2 -- 4 4 4 4 036 40 2 0 -- 0 0 0 1* 0 10 4 0 -- 2* -- 4 1* 0 2.5 4 2* -- 4 3* 4 3* 2 1.0 4 4 -- 4 4 4 4* 437 40 4 2 -- 3 0 4 3 1 10 4 0 -- 4 0 4 4 1 2.5 4 3 -- 4 1* 4 4 2 1.0 4 4 -- 4 0 4 4 438 40 3 2 -- 4 3 3 4 2* 10 4 2 -- 4 3 4 4 3 2.5 4 3 -- 4 4 4 4 4 1.0 4 4 -- 4 4 4 4 439 40 3 0 -- 0 0 3 0 0 10 4 1 -- 2 0 3 2 2 2.5 4 1 -- 3 0 4 1 2 1.0 4 2 -- 4 1 4 2 240 40 3 1 -- 0 0 0 1 1 10 4 4 -- 1 0 2 4 1 2.5 4 3 -- 2 0 3 4 2 1.0 4 4 -- 4 4 4 4 341 40 3 0 -- 0 0 0 0 0 10 4 0 -- 0 0 0 1 0 2.5 0 3 -- 2 0 2* 2 1 1.0 0 4 -- 4 0 4 2 442 40 1* 0 1 2* 0 0 4 0 10 4 3 4* 4 3 3 4 1 2.5 4 4 4* 4 4 4 4 3 1.0 4 4 4 4 4 4 4 443 40 3 1 2 3 0 2 1 4 10 4 4 4 4 2 4 4 4 2.5 4 4 4 4 4 4 4 4 1.0 4 4 4 4 4 4 4 444 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 3* 0 1* 1* 0 0 1 0 1.0 4 1 1* 4 1* 2 3 1*45 40 2* 1* 0 2* 0 0 2 2 10 4 4 4 4 2 0 4 4 2.5 4 4 4 4 4 4 4 4 1.0 4 4 4 4 4 4 4 446 40 0 0 -- 0 0 0 4 0 10 3* 0 -- 2* 0 1* 4 0 2.5 3* 0 -- 2* 0 1* 4 0 1.0 4 0 -- 4 4 4 4 147 40 0 0 0 0 0 0 1 0 10 0 0 0 0 0 0 4 0 2.5 1 0 0 0 0 0 4 0 1.0 4 1 1* 2 0 0 4 048 40 0 0 0 0 0 0 2 0 10 0 0 0 0 0 0 2 0 2.5 4 1* 1* 3 0 0 4 0 1.0 4 3* 3* 4 0 0 4 049 40 0 0 0 0 0 1 2 0 10 0 0 1 2* 0 1 2 0 2.5 1* 1 4 3* 0 1 4 1 1.0 1 2* 4 4 0 3* 4 450 40 4 0 0 4 2 0 2 0 10 4 4 4 4 3 0 4 2 2.5 4 4 4 4 3 2 4 4 1.0 4 4 4 4 3 4 4 451 40 0 0 -- 0 0 0 0 0 10 0 0 -- 1* 0 1 0 0 2.5 3 0 -- 4 0 3 4 0 1.0 4 3 -- 4 3 4 4 052 40 0 0 -- 0 0 0 0 0 10 0 0 -- 0 0 0 0 0 2.5 3* 0 -- 3* 0 0 2 0 1.0 4 4 -- 4 4 4 4 253 40 0 0 -- 0 0 0 0 0 10 0 0 -- 0 0 0 0 0 2.5 0 0 -- 0 0 0 1 0 1.0 3 2 -- 2 0 1 2 154 40 1* 0 0 4 0 0 0 0 10 2 0 0 4 0 0 0 0 2.5 4 0 0 4 0 0 0 0 1.0 4 0 1* 4 2 1* 2 055 40 1* 0 0 0 0 0 1* 0 10 1* 0 0 1* 0 0 0 0 2.5 3 0 0 2* 1 0 0 0 1.0 4 1* 1* 4 2 1* 1* 056 40 0 0 -- 0 0 0 0 0 10 0 0 -- 0 0 0 0 0 2.5 0 0 -- 3* 0 0 2 0 1.0 4 0 -- 4 4 4 4 157 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 1* 2* 0 2* 0 1* 0 0 1.0 3 0 2* 4 3 4 4 058 40 0 0 0 0 0 0 0 0 10 0 0 0 0 0 0 0 0 2.5 0 0 1* 3* 0 2* 0 0 1.0 3 4 2* 4 3 3* 4 2*59 40 3* 0 1* 4 0 0 1* 0 10 4 0 0 4 0 1* 1* 0 2.5 4 0 1* 4 0 1 1* 2 1.0 4 0 1* 4 1* 4 2* 260 40 3* 0 0 3* 0 0 0 0 10 3* 0 0 4 0 1* 1* 0 2.5 3* 0 1* 4 0 2* 1* 0 1.0 4 0 2* 4 0 4 2* 061 40 2 1 -- 2 0 0 0 0 10 3 2 -- 2 0 3 1 2 2.5 4 4 -- 3 0 4 1 1 1.0 4 4 -- 4 4 4 1 2Benomyl 40 4* 0 0 4 0 1 0 0 10 4* 3* 0 4 3* 0 0 1* 2.5 4* 4* 3* 4 4* 2 2 1 1.0 4* 4* 3 4 4* 2 2 4______________________________________ *Abortive Germ Tubes
TABLE II__________________________________________________________________________RESULTS OF IN VITRO MYCELIAL GROWTH INHIBITION EVALUATION Percent Fungus Growth InhibitionCPD Conc.No. ppm. AS FS SF PO PU RS HO CC__________________________________________________________________________ 1 10 100 100 100 82 100 100 100 --5 100 100 100 42 0 64 100 --2.5 100 85 100 27 0 100 100 -- 2 40 100 100 100 100 100 78 100 10020 100 76 100 56 100 100 100 10010 100 65 67 26 42 42 64 585 75 53 52 22 0 0 55 46 3 40 100 65 100 93 100 100 100 10020 100 65 94 41 100 56 100 10010 63 53 67 41 100 20 64 675 19 35 27 19 20 0 55 58 4 40 17 8 0 19 0 0 33 4520 0 0 4 0 0 0 24 2710 13 0 0 0 20 0 0 95 13 0 0 0 0 0 0 0 5 40 100 71 73 63 100 64 100 10020 100 6 67 48 76 38 73 10010 100 35 42 22 42 0 64 755 100 18 27 4 0 0 50 50 6 40 21 13 67 19 22 20 48 4520 13 0 0 19 0 0 0 010 0 0 67 0 0 0 0 05 8 0 0 15 0 0 0 0 7 40 92 88 100 81 100 76 100 10020 75 69 100 77 80 53 100 10010 75 54 100 65 29 33 43 365 54 42 54 19 11 7 48 9 8 40 86 31 60 74 100 42 81 10020 69 31 51 48 100 7 0 6710 41 41 0 0 100 0 33 585 38 3 0 23 0 0 24 50 9 40 100 100 100 93 100 78 100 10020 100 53 100 70 71 69 86 9210 63 76 76 48 80 42 82 755 31 65 58 22 0 13 50 5410 40 92 75 100 77 64 100 100 10020 92 50 100 58 42 100 100 10010 79 33 33 19 24 13 52 455 54 17 42 19 11 9 57 911 40 100 75 100 62 100 91 100 10020 100 83 100 54 82 76 100 10010 83 33 100 38 18 38 100 645 63 17 100 15 0 0 62 2712 40 100 100 100 85 100 100 100 10020 63 65 100 59 100 64 100 7110 31 59 82 30 100 58 59 585 31 71 64 19 42 20 59 6313 40 100 100 100 100 100 76 81 10020 86 72 100 74 89 69 76 10010 59 50 67 42 73 53 86 675 45 38 51 44 31 24 71 5814 40 100 100 100 100 100 91 100 10020 100 100 87 55 100 76 100 10010 79 100 64 26 53 56 71 505 86 44 47 23 31 53 71 6715 40 75 83 88 58 76 53 100 10020 66 42 83 50 80 38 95 8210 66 42 83 19 76 38 90 555 54 0 92 12 47 13 57 916 40 50 41 67 41 56 69 82 7520 56 47 67 48 47 31 55 6710 50 47 67 48 11 31 55 545 38 53 64 41 7 29 64 58 -17 40 100 100 100 71 100 76 100 1 0020 93 100 96 29 100 76 100 10010 72 75 76 48 80 53 100 1005 79 50 62 29 42 40 100 10018 40 84 75 100 48 100 87 100 10020 90 75 89 48 100 76 100 10010 90 50 64 32 60 56 86 1005 69 41 51 26 13 42 86 8319 40 100 100 100 87 100 82 100 10020 90 81 100 68 100 69 100 10010 62 66 76 48 80 47 90 1005 62 50 64 39 20 29 100 10020 40 83 69 87 74 100 78 100 10020 59 100 84 68 91 76 100 10010 59 66 73 74 91 58 100 1005 59 59 60 48 53 51 100 10021 40 100 100 100 58 100 100 100 8520 75 58 100 50 100 87 100 6910 63 62 100 33 33 64 86 385 75 33 100 33 27 53 64 3822 40 100 100 100 63 100 100 100 9220 100 83 100 54 96 91 100 6910 88 67 100 33 64 62 100 465 63 17 24 21 20 42 100 3123 40 100 100 100 58 100 78 100 10020 100 100 100 46 71 73 100 8110 81 33 100 42 69 53 100 385 63 17 82 21 62 20 100 2724 40 100 100 100 100 100 100 100 10020 100 100 100 63 64 82 100 10010 88 83 100 42 47 64 100 655 100 33 100 21 0 20 86 4625 40 88 100 100 63 100 78 100 10020 81 100 100 54 100 80 100 7710 75 100 100 58 47 64 100 505 69 50 82 33 0 20 79 2726 40 100 42 100 100 100 76 100 7720 100 17 100 90 13 42 57 4910 80 33 66 48 0 53 57 495 60 13 17 0 0 0 43 3727 40 87 42 86 81 80 64 57 5420 80 13 28 0 0 24 43 4910 73 8 21 24 0 31 21 405 47 13 0 24 0 0 0 3128 40 70 13 62 90 100 47 64 6020 50 17 0 52 91 24 21 2610 47 17 28 24 80 47 29 265 40 0 17 24 0 20 29 1429 40 47 13 7 0 0 29 0 3120 37 0 0 0 0 0 14 1410 30 0 31 14 0 31 0 115 47 0 28 19 0 0 0 1430 40 90 100 97 90 100 80 100 10020 81 90 97 84 96 69 100 10010 67 81 87 71 71 62 100 1005 29 52 50 10 20 42 59 7531 40 67 58 52 57 0 76 100 6920 48 58 72 62 0 73 57 6010 60 42 52 48 0 69 86 575 48 42 55 33 0 53 57 5432 40 92 100 100 89 100 73 100 10020 88 100 76 100 100 69 100 6910 58 100 79 78 73 42 63 465 58 100 74 67 73 76 100 3533 40 100 93 100 100 100 100 100 8320 100 53 94 100 96 64 100 6110 100 33 61 68 87 42 91 285 100 3 44 53 69 31 83 1134 40 100 100 100 100 100 100 100 8620 100 50 100 100 87 76 100 6110 100 43 72 65 64 64 74 285 100 13 33 38 0 24 74 635 40 100 80 100 100 100 76 100 9220 100 60 69 100 100 44 89 2310 100 35 27 38 11 7 100 05 90 30 8 23 0 0 83 036 40 100 90 100 100 100 87 100 6220 100 60 58 100 100 42 89 3810 90 45 62 69 42 4 78 85 71 30 38 31 0 0 78 037 40 54 42 59 61 100 51 47 5220 50 26 56 61 20 31 60 3510 50 16 59 44 0 42 13 295 46 26 30 44 100 11 27 2338 40 90 35 8 46 0 33 100 2620 33 30 0 23 0 7 89 010 48 20 0 15 0 0 39 05 5 10 0 8 0 0 56 039 40 54 42 85 61 100 42 80 3220 42 68 63 61 100 31 100 2310 33 79 48 61 24 31 87 165 42 42 41 42 0 24 73 1640 40 100 53 100 89 100 53 100 4820 92 26 89 42 100 24 87 3210 75 16 59 47 100 0 60 485 54 5 4 33 0 0 40 041 40 100 68 100 93 100 64 60 6520 58 42 100 59 100 51 33 4810 58 16 78 56 100 0 60 325 54 16 56 22 0 0 40 1042 40 90 38 100 68 100 67 100 1820 52 13 56 32 100 31 100 1410 33 19 35 11 42 4 38 225 24 31 24 7 0 0 23 1443 40 100 0 22 24 0 24 91 1720 100 0 17 24 0 11 65 610 100 0 0 18 0 0 70 05 80 0 0 13 0 0 61 044 40 100 100 100 100 100 100 100 10020 100 100 100 93 100 96 100 9210 62 100 100 71 100 80 100 565 52 100 76 54 100 82 100 3645 40 54 31 59 11 100 42 100 020 25 6 38 0 69 13 63 1210 0 0 3 0 42 0 0 05 4 0 9 0 0 0 0 046 40 100 100 100 100 100 100 100 10020 100 90 81 100 87 64 100 4610 81 70 76 77 40 56 89 05 71 35 19 38 0 27 67 047 40 88 100 100 89 100 78 100 7720 92 100 100 100 100 69 100 4610 92 50 82 78 100 47 88 385 92 38 82 78 71 58 75 2748 40 100 100 100 100 100 76 100 10020 100 100 94 100 100 64 100 5010 92 50 88 67 42 24 63 335 88 38 82 56 78 64 100 2949 40 100 67 100 74 100 64 100 6420 100 34 75 53 96 42 100 3310 100 7 33 38 87 24 100 175 100 0 14 29 47 9 74 350 40 63 100 100 100 100 47 100 10020 54 63 94 11 47 13 100 7310 21 38 47 0 0 0 38 545 33 25 59 11 20 42 75 5851 40 90 100 100 100 100 100 100 10020 81 100 92 92 91 82 100 8510 75 85 92 77 31 56 100 265 52 60 69 46 0 20 78 852 40 90 100 100 100 100 100 100 7720 90 100 100 100 100 64 100 8810 71 90 81 77 60 64 89 465 52 80 65 58 4 33 100 1553 40 100 100 100 67 100 76 100 6520 67 100 100 78 100 76 100 7110 42 68 89 75 82 53 100 615 38 42 63 69 20 53 27 4554 40 100 20 64 65 87 71 100 5020 100 20 53 56 71 42 73 3310 100 30 50 53 60 42 91 285 70 27 49 50 42 38 43 1455 40 100 20 61 53 47 53 100 2820 100 17 56 51 33 31 91 2210 100 13 50 59 64 56 100 115 100 0 42 41 42 33 100 056 40 100 100 100 100 100 100 100 10020 81 100 100 100 100 100 100 10010 71 100 78 67 67 78 100 385 52 70 69 38 0 33 67 2657 40 90 100 100 61 100 78 100 7820 90 100 100 71 100 80 100 7810 90 100 82 61 60 69 100 565 71 88 68 46 42 53 100 4258 40 43 44 71 50 13 64 69 6120 43 56 68 29 0 53 69 4210 48 56 65 54 24 58 54 445 48 56 56 43 13 56 54 4459 40 57 56 74 50 29 69 100 6120 57 69 59 50 0 33 100 4710 52 56 68 61 0 24 100 425 48 50 71 50 0 33 100 2860 40 52 75 71 64 13 56 100 4720 52 56 65 43 0 42 69 4410 43 50 71 43 0 31 77 365 33 63 56 32 9 42 100 3361 40 42 0 85 44 100 47 100 5220 25 23 59 50 100 33 100 3210 29 46 19 42 42 13 33 235 33 16 7 28 31 0 13 6Captan40 -- 44 -- -- 0 0 65 --20 -- 48 -- -- 0 0 62 --10 -- 33 -- -- 0 0 46 --5 -- 19 -- -- 0 0 18 --Chloro-40 75 88 82 48 100 73 95 96thalonil20 38 76 76 41 100 53 73 7110 50 41 70 15 31 40 59 635 44 41 67 26 0 31 50 63__________________________________________________________________________
TABLE III__________________________________________________________________________RESULTS OF PLANT TESTS EfficacyPercent Disease Control IndexFoliar Curative Seed/Soil Sugar Cucumber Tomato Bean Beet Bean Damping-CPD Late Bean Bean Powdery Leaf Rice Root offNo. Blight Rust Rust Mildew Spot Blast Rot Complex__________________________________________________________________________1 0 0 0 0 0 0 0 02 0 100 0 100 0 0 100 893 50 100 0 0 0 0 80 884 0 100 75 100 0 95 0 445 0 100 0 0 0 75 50 06 0 0 90 c 100 0 0 0 337 100 100 0 0 75 0 98 338 90 100 b 0 0 0 0 0 09 90 98 0 0 75 90 0 7610 100 100 0 0 95 0 0 12211 100 0 0 100 0 0 0 10012 100 100 0 50 95 75 0 7113 98 100 b 90 b 100 98 0 75 014 0 0 100 50 0 0 90 7615 100 100 90 c 100 0 95 0 13316 0 90 0 0 95 90 0 017 100 100 100 100 95 0 0 018 50 100 0 100 98 0 DP a 019 0 0 100 DP a 0 0 0 020 0 100 0 100 b 95 0 75 021 50 100 0 100 100 85 0 7722 0 100 0 100 0 0 0 10023 0 100 0 0 100 0 0 9424 98 100 0 100 50 95 0 10025 100 100 0 100 50 0 0 10526 0 b 0 0 0 95 0 0 027 98 0 0 0 95 95 0 8328 90 0 0 50 0 0 95 029 100 0 0 0 95 0 0 9430 0 100 0 100 0 0 0 031 0 0 0 100 0 0 0 032 0 90 0 90 90 0 0 9533 0 100 0 95 0 0 95 034 0 85 0 95 0 0 0 035 100 100 0 0 -- 0 -- --36 90 100 0 0 -- 95 -- --37 0 100 0 0 -- 0 -- --38 0 0 100 0 -- 0 -- --39 0 98 0 0 -- 0 -- --40 75 98 0 0 -- 0 -- --41 90 0 0 0 -- 0 -- --42 0 100 0 0 0 0 90 11143 0 0 0 0 90 0 0 9044 0 100 0 100 0 0 90 11145 0 95 0 0 90 0 90 6546 75 0 0 0 -- 0 -- --47 95 0 0 0 90 90 95 10548 98 100 0 0 DP a 50 95 8049 90 100 0 0 0 0 0 10050 0 90 0 0 50 90 0 051 90 0 0 0 -- 0 -- --52 50 0 0 75 -- 95 -- --53 98 100 0 0 -- 0 -- --54 0 100 0 0 0 0 0 055 90 100 b 0 50 95 50 0 056 95 0 100 0 -- 0 -- --57 0 100 0 100 90 0 0 058 0 100 0 50 0 0 0 059 0 0 0 DP a 0 0 0 060 0 100 0 DP a 0 0 0 061 0 100 0 0 -- 0 -- --__________________________________________________________________________ a DP = Dead Plant b Slight Phytotoxicity c Marginal Disease, i.e. disease confined to leaf mark
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