DD301708A5 - AGENTS WITH FUNGICIDAL EFFECT - Google Patents

Abstract

The invention relates to a fungicidal composition for controlling fungal diseases in agricultural, horticultural and forestry crop stands. According to the invention they contain in addition to the known excipients and carriers as a new active ingredient copper complexes of substituted N-phenylalanines of the general formula wherein R ind 1 is an alkyl or alkoxy radical of 1 to 4 carbon atoms or halogen, R ind 2 and R ind 4 each H atom or alkyl radicals having 1 to 3 C atoms, alkoxy radicals of 1 to 4 C atoms or halogen, R ind 3 is an H atom or methyl radical, Me is a divalent or trivalent metal ion, preferably Cu exp ++, Zn exp ++, Mn exp ++, Co exp ++, Ni exp ++, Fe exp ++ / Fe exp +++ mean. Formula {fungicidal agent; Phytophthora infestans;}

Description

For this 2 pages formulas

Field of application of the invention

The invention relates to novel fungicidal compositions for combating fungal diseases in agricultural, horticultural and forestry crop plants, preferably phytopathogenic fungi.

Chnrnktdristik the known prior art

Fungal diseases on crops lead to considerable yield reductions. Fungal infestation is favored by reduced resistance of animal plants, mainly by a series of plant-building measures. These include, in particular, measures to increase yields, such as the production of high-yielding varieties, while reducing the plant's natural counterbalancing forces against fungal infections, increased fertilization and irrigation measures and the associated higher density of populations, including microbial infestations within crops.

On the other hand, experience has shown that harmful fungi in long-term or repeated use of fungicides to a greater extent can form resistance phenomena, which makes a constant change of use of known fungicidal agents or dio development of new highly effective compounds with fungicidal properties required. In addition to fungicidal potency, these agents must have good plant tolerance.

As fungicidal agents compounds of different chemical structure are known. Of particular importance for the control of Phytophtora infestans-especially in potatoes and tomatoes-u.n. Metal salts (manganese, zinc, manganese / zinc) of ethylenebisdithiocarbamic acid or propylenebisdithiocarbamic acid such as Maneb, Zineb, Mancozeb or Antracol; Tetramethylthiuram disulfide (thiram); Metalaxyl (Ridomil, Ciba Geigy); and inorganic copper salts such as copper oxychloride. Furthermore, copper complexes of lactans (DD-PS 246247, AD (SU-PS 782350) were also known, and copper complexes of reaction products of α-amino acids with Isothiozyannten (DD-PS 246247) have been proposed in particular for controlling Phytophthora.

The economic disadvantages of the known prophylactic fungicides result from the sometimes required high effort mongering, frequent treatments with the risk of resistance training, insufficient rainfastness and the resulting uncertain biological effectiveness, which has a negative effect on the overall economy of the treatment. Furthermore, these compounds require a high synthesis effort.

Object of the invention

The aim of the invention is to find and use fungicidal compositions for combating fungal diseases in agricultural, horticultural and forestry crop stands, which are improved in their economy and in their application safety compared to previously common preparations and thus do not have the mentioned disadvantages of already known substances.

Explanation of the essence of the invention

It has surprisingly been found that metal complexes of the general formula (see Appendix) in which R is an alkyl or alkoxy radical of 1 to 4 C atoms or halogen,

R ₂ and R _{4 are} each a Η-atom or alkyl radicals having 1 to 3 C atoms, alkoxy radicals of 1 to 4 C atoms or halogen, R _{3 is} a Η-atom or methyl radical,

Me a divalent or trivalent metal ion, preferably

Cu ", Zn **, Mn *", Co "", Ni **, Fe "/ Fe, have fungicidal properties, in particular for controlling Phytophthora infestans, ve ^r f, en of the formula I DL-N- (2,6-dimethyl-phenyl) alanine cupfer proved.

The application of the inventive means is in Jen for fungicides usual Zuberoitungs- or spreading form, such as solutions, emulsions, suspensions and concentrations as sprays or dusts.

These formulations are prepared in the usual manner with the addition of formulation auxiliaries, such as solvents, carriers, emulsifying and dispersing agents, adhesives.

The agents of the invention corresponding to the general formula may optionally be used together with other agrochemicals, e.g. Phytosanitary and pest control agents, agents for controlling biological processes or soil conditioners, but also be applied with other agrotechnical measures, preferably application rates of 0.1 to 3.0 kg of active ingredient / ha guarantee a fiction effect.

The following examples serve to illustrate the invention without limiting it.

Ausführungsbelspiole example 1

Action against Phytophthora infestans on tomatoes (Solanum lycopersicum) Leaflets of tomato plants in the 10 to 12 leaf stage of the variety "Harzfeuer" were immersed in the fungicide broth (25 leaflets / variant) After drying the fungicide broth (atwa 3 hours after the Diving), the leaves were infected with a zoospore ZSporangiensuspension of Phytophthora infestans (Pathotyp 1.2.3.4.5.7.10.11.) By placing 10 drops of the pathogen suspension The leaves stored for 5 to 6 days at 90% to 95% relative humidity and 10 ⁰ C to 2O ⁰ C. For the utilization of the fungicidal effect, the number of infections was counted and the infraction rate (IR%) and the efficiency (WG%) were calculated.

The efficiencies determined with the compound of formula I according to the invention at concentrations between 50 and 200 μg / ml are summarized in Table 1 in comparison to known standard fungicides.

Table 1

Effect of the compound of the invention according to formula I in different Kostenmongen against the potato blight of potato and tomato (x from 3 experiments)

variant Mg / ml Efficiency% 1 bercema zineb90 200 32.6 2 bercema-Ridomil / Zineb 13.5 / 109 76.3 3 compound according to formula I 200 79.3 4 compound according to formula I 150 62.5 5 compound according to formula I 100 37.9 6 compound according to formula I 50 4.5

Infection rate χ 99.1. Application by dipping in the Mittolbrühe. Inoculation with P. infestans 3 hours after application.

Example 2

Protective effect of the compound according to the invention of formula I in metalaxyl-resistant and -sensitive strains of Phythophthora infestans (x of 3 experiments)

variant Mg / ml Efficiency% metalaxyl metalaxyl resistant sensitive 67.4 78.0 94.3 76.3 1 bercema-Zineb90 2 bercema-Ridomil / zineb 3 Compound according to formula I 200 13.5 / 109 200 (50% WP) 100 21.9 11.1 88.0 88.0 χ IR% isolate with resistance χ IR% isolate without resistance 100% 98%

! \ c Lno / 'Όΐ-, ϋη' !.

CH ₃ CH-C = O

CH-

CH-

CH-C =

-NH O -χ /

Xu / 2

CH ₃

Claims (3)

1. agent with fungicidal activity, for controlling phytopathogenic fungi, characterized in that they contain, in addition to known excipients and carriers as Wirkstoffkomponento one or more compounds of the general formula in which R _{1 is} an alkyl or alkoxy rust of 1 to 4 C atoms or halogen, R ₂ and R _{4 are} each a Η-atom or alkyl radical having 1 to 3 C atoms, alkoxy radicals ν and 1 to 4 C atoms or halogen, R _{3 is} an Η atom or methyl radical, Me a divalent or trivalent metal ion, preferably Cu ^f \ Zn * \ Mn ^f \ Co ^ ₁ Ni ", Fe ⁺ ViV ⁺ * mean. 2. Composition, according to claim 1, characterized in that they come together with other agrochemicals and / or agrotechnical measures used. 3. Application of the compositions according to claim 1 and 2, characterized in that they are applied with ^ mor application rate of 0.1 to 3.0 kg of active ingredient per hectare.