JPS6363602A - Agricultural and horticultural fungicide - Google Patents

Abstract

PURPOSE:To provide a fungicide for agricultural and horticultural use exhibiting excellent fungicidal effect against pathogens infecting to agricultural and horticultural plants, by using 2-t-butyl-5-[2-methyl-3-piperidino(or morpholino) propyl]thiophene compound as an active component. CONSTITUTION:The objective fungicide for agricultural and horticultural use contains the thiophene derivative of formula (R1 and R2 are H or 1-4C alkyl; X is CH2 or O) or its salt as an active component. The fungicide exhibits excellent fungicidal effect to the above pathogen such as rice blast, gray mold of cucumber, gray blight of cucumber, downy mildew of cucumber, bacterial spot of cucumber, etc., at a concentration of 50-1,000ppm. It has high controlling effect also against other plant blights such as helminthosporium leaf spot of various crops, etc.

Description

[Detailed description of the invention] The present invention relates to a novel agricultural and horticultural fungicide.

More specifically, thiophene derivatives represented by the general formula (1) (wherein R2 and R2 each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X represents a methylene group or an oxygen atom) and salts thereof. This article relates to a QK artistic fungicide as an active ingredient.

The thiophene derivative (1), which is the active ingredient of the present invention, exhibits excellent bactericidal activity against pathogenic bacteria that infect agricultural and horticultural plants.
oryzae), cucumber gray mold (Botryj
is cinerea), cucumber gray late blight (Phyt.
, ophthora capsici), Pseudoperonospora cub-e
nsis), cucumber spot bacterial disease (Pseudomon
'as lachrymans) etc., 50~
It has bactericidal action at a concentration of 1000'ppm.

In the general formula (1), the alkyl group of 1 to 4 carbon atoms (?H) represented by R1 and R is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, S-butyl, or It is a butyl group.

Also, as a salt of a thiophene derivative represented by the general formula (1), for example, hydrochloride, hydrobromide, sulfate, nitrate, acetate, oxalate, tartrate, benzenesulfonate, methanesulfonate. Examples include salts that are acceptable as agricultural chemicals.

Suitable examples of the target compounds of the present invention include 2-t-butyl-5-(2-methyl-3-piperidinopropyl)thiophene, 2-1-butyl-5-(2-methyl- 3-(2-methylpiperidino)propylcothiophene, 2-t-butyl-5-[2-methyl-3-(3-
Methylpiperidino)propylcothiophene, 2-t-butyl-5-[2-methyl-3-(4-methylpiperidino)propylcothiophene, 2-t-butyl-5-(3-
(3,5-dimethylpiperidino)-2-methylpropylcothiophene, 2-1-butyl-5-(2-methyl-3
-morpholinopropyl)thiophene, 2-t-butyl-
Examples include 5-(3-(2,6-dimethylmorpholino)-2-methylpropylcothiophene and its addition salts.

The agricultural and horticultural fungicide containing the thiophene derivative represented by the general formula (1) of the present invention as an active ingredient can be applied directly or granulated using a suitable solid carrier, liquid carrier, emulsifying dispersant, etc. It can be formulated and applied in any form such as a tablet, emulsion, wettable powder, tablet, oil solution, or spray.

Solid carriers used in formulation include clay, kaolin, bentonite, acid clay, diatomaceous earth, calcium carbonate, nitrocellulose, starch, or gum arabic, and liquid carriers include water, methanol, ethanol, acetone, dimethylformamide, Examples include ethylene glycol. In addition, adjuvants commonly used in formulations, such as higher alcohol sulfuric esters, polyoxyethylene alkyl ethers, polyethylene allyl ethers, etc., may be appropriately blended.

Next, the present invention will be explained with reference to Examples and Test Examples.

Example 1 A mixture of 50 parts of the compound of the present invention, 25 parts of diatomaceous earth, 22 parts of clay, and 3 parts of Lunox R100C (Toho Kagaku Seiya) is uniformly mixed and ground to prepare a wettable powder.

Example 2 50 parts of the compound of the present invention, 5 parts of polyoxyethylene alkyl allyl ether, 5 parts of sodium alkylaryl sulfonate, 20 parts of cyclohexane, and 20 parts of xylene are uniformly mixed to prepare a solution.

Test Example 1 Cucumber Botrytis (Bot, rytisc)
Inerea) Two cucumbers (variety: Sagami Hanshiro) were sown in a PVC pot with a diameter of 7 cm, and cultivated in soil in a glass greenhouse. When the cucumber cotyledons were 100% developed, a chemical solution diluted to a predetermined concentration was sprayed onto the pots on the turntable at 10 mQ per pot using a spray gun (5 kg/cm") for inoculation (3 pots per treatment). After the chemical solution was air-dried, the PSA plate medium (Balaychi: 1300 g, sugar 20 g, powdered agar 15
The tips of the fungi of the cucumber gray mold fungus cultured in distilled water (112) at 25° C. for 2 to 3 days were punched out with a cork pole with a diameter of 5 mm, and this was inoculated into the center of the cotyledons. After inoculation, the seeds were kept in an inoculation box at 25°C and 100% humidity, and two days after inoculation, the diameter of the browned lesions was measured using calipers.
The control value was calculated using the following formula.

The test compounds are shown in Table 1, and the results obtained are shown in Table 2.

Table 1 Table 2 Test Example 2 Rice blast disease (Piriculariaor
yzae) in PVC pots with a diameter of 7 cm.
) were sown and cultivated in soil in a glass greenhouse.

Rice is 3′! When the J stage was reached, the drug solution diluted to a predetermined concentration was applied to pots on a turntable at a rate of 10 m per pot using a spray gun (5 kg/cm") for preventive inoculation (3 pots per treatment). After air-drying the chemical solution, sow straw culture medium (
Rice straw log, 1g sucrose, water 7mQ) at 25℃
A conidial suspension of blast fungus (spore concentration: approximately 1 x 10"/m Q) obtained by culturing for 10 to 15 days was spray inoculated. Immediately after inoculation, the humidity was brought to saturation. 25°C
Four days after inoculation, the number of lesions per leaf was counted in a secondary chamber, and the control value was calculated using the following formula.

The results obtained are shown in Table 3.

Table 3 The compounds of the present invention also exhibit high control effects against other plant diseases, such as sesame leaf blight on various crops.

Claims (1)

[Claims] General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (I) (In the formula, R_1 and R_2 are each a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X is a methylene group or an oxygen atom. An agricultural and horticultural fungicide containing a thiophene derivative and its salt as an active ingredient.