JPH0350723B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to acaricides, and more particularly to C-
One or more macrolide antibiotics selected from group 076 antibiotics and 22,23-dihydro C-076 group derivatives and diethyl phosphate, diethyl phosphorothioate, diethyl phosphorodithioate or ethyl phosphonothioate. The present invention relates to an acaricide containing an organophosphorus insecticide as an active ingredient. C-076 group antibiotics and 22,23-dihydro C
The -076 group derivatives include compounds having the structural formula of Formula I below.

[Table] The above C-076 group antibiotics are Streptomyces avermitilis C-076.
Obtained from a culture of the production bacterium (NRRL8165),
AntimiCr0b.Agents Chem0ther.15, (3), 361~
367 (1979), and its acaricidal use is
Abstr.150.Pr0gr.Abstr.53rd Annu.Meet.Am.
As stated in S0C.Parasit0l.76. Also 22, 23
-Dihydro C-076 derivatives and their preparation are described in JP-A-54-61198. The diethyl phosphate, diethyl phosphorothioate, diethyl phosphorodithioate and ethyl phosphonothioate type organic phosphorus insecticides used in the present invention can be exemplified below. (1) 0,0-diethyl 0-[2-chloro-1-
(2,4-dichlorophenyl)vinyl]phosphate (CVP), (2) 0,0-diethyl 0-(5-phenyl-3
-(Isoxazolyl) phosphorothioate (isoxathion), (3) 0,0-diethyl 0-p-nitrophenyl phosphorothioate (parathion), (4) 0,0-diethyl 0-(2-isopropyl-4-methyl-6- pyrimidinyl) phosphorothioate (diazinon), (5) 0,0-diethyl 0-(3-oxo-2-
Phenyl-2,H-pyridazin-6-yl) phosphorothioate (pyridafenethione) (6) 0,0-diethyl 0-(3,5,6-trichloro-2-pyridyl) phosphorothioate (chlorpyrifos) (7) 0 ,0-diethyl 0-(1-phenyl-1H
-1,2,4-triazol-3-yl) phosphorothioate (triazophos) (8) 0,0-diethyl S-(2,5-dichlorophenylthiomethyl) phosphorodithioate (fenkapton), (9) 0 ,0-diethyl S-(N-ethoxycarbonyl N-methyl carbamoylmethyl)phosphorodithioate (mecarbam), (10) 0,0,0 ¹ ,0 ¹ -tetraethyl S,S ¹ -methylenebisphosphorodithioate (ethion), (11) 0,0 diethyl S-(6-chloro-2-
Oxobenzoxazolin-3-yl)methyldiethyl phosphorodithioate (phosalone) (12) 0,0-diethyl S-(2-chloro-1
-phthalimidoethyl) phosphorodithioate (diaryphor) (13) 0-ethyl 0-p-nitrophenyl phenyl phosphonothioate (EPN) and (14) 0-ethyl 0-p-cyanophenyl phenyl phosphonothioate (CYP ), By the way, the TetranyChus and Pan0nyChus genera are representative types of spider mites that cause great damage to agricultural crops. Typical Tetranychus include two-spotted spider mite, Kanzawa spider mite, false two-spotted spider mite,
Typical examples of the Pan0nyChus genus include the citrus spider mite and the apple spider mite. The antibiotics according to the invention are not necessarily effective against all developmental stages of any species. That is, C-076 group and 22,23 dihydro C-076 group antibiotics have high larvicidal properties, but generally have poor ovicidal properties against all types of spider mites. Furthermore, when sprayed alone on plants outdoors, it easily decomposes on the plants and loses its effectiveness. Therefore, in controlling the orange spider mite, it is possible to rapidly reduce the spider mite population density immediately after spraying, but the disadvantage is that the larvae that hatch from the eggs survive and the density recovers quickly. Also, for two-spotted spider mites, if the spraying is not uniform and they do not come into direct contact with the chemical during spraying,
C-076 group with poor ovicidal properties, 22,23-dihydro-076
The density of the group recovers quickly, and a long-term density suppression effect cannot be expected. The organic phosphorus agent of the present invention essentially had high acaricidal efficacy against adult spider mite larvae and eggs, but resistance developed in spider mites due to repeated use or use of similar organophosphorus insecticides, It has little practical effect as a tick agent and is not used. As a result of repeated research, the present inventor surprisingly found that only a mixture of the above-mentioned macrolide antibiotic and the above-mentioned organophosphorus insecticide containing a mono- or diethyl ester structure specifically showed an extremely high synergistic effect; We also found that such effects are extremely low in mixtures with organophosphorus insecticides containing a dipropyl ester structure, such as Marathon, Fenitrothion, and Propaphos. There is a relationship between the structure of the organic phosphorus agent and the structure of the organic phosphorus agent, and it is presumed that this is because the organic phosphorus agent containing the mono- or diethyl ester structure specifically suppresses the spider mite resistance expression mechanism of the macrolide antibiotic. . This is particularly noticeable in resistant spider mites that have developed metabolic decomposition mechanisms for the macrolide antibiotics. Therefore, the acaricide of the present invention can remove spider mites that are resistant not only to organophosphorus insecticides but also to the macrolide antibiotics, and when these compounds are used alone, This shows an unexpected synergistic effect in that the effect when the mixture is applied is significantly greater than the effect. The synergistic effect in the present invention appears particularly strongly at a specific mixing ratio of both compounds. However, the mixing ratio can be varied over a relatively wide range. Generally speaking, the organic phosphorus agent is preferably used in an amount of 1 to 10 parts by weight, more preferably 2 to 7 parts by weight, per 1 part by weight of the macrolide antibiotic. A preferred combination is B _1a , B _1b of C-076, or
This is a blend of 22,23-dihydro C-076B _1a , B _1b and the organic phosphorus agent exemplified above. When the composition of the present invention is actually used in the field, the active ingredient is dissolved or dispersed in a liquid carrier, or mixed with a solid carrier, and auxiliary agents such as emulsifiers, spreading agents, and penetrating agents are added to this. Emulsion,
It can be used in the form of powders, wettable powders, granules, etc. Before use, the emulsion or hydrating agent may be further diluted with water to a predetermined concentration. It is also possible to mix and use other active ingredients such as herbicides, insecticides, and fungicides that do not impair the activity of the composition of the present invention. In particular, even greater effects can be expected by incorporating machine oil. Next, the composition of the present invention will be specifically explained with reference to Examples and Test Examples. All parts in the text indicate parts by weight. Example 1 A wettable powder was obtained by mixing and pulverizing 5 parts of C-076B _1a and B _1a (8:2 mixture), 25 parts of isoxathion, 15 parts of Paracol SL-1, 25 parts of white carbon, and 30 parts of clay. Example 2 4 parts of 22,23-dihydro C-076B _1a , B _1b (7:3 mixture), 8 parts of isoxathion, 60 parts of machine oil
1 part of Minemaru 360-SP, 3 parts of NE-560-SFC, and 18 parts of xylene were mixed and ground to obtain an emulsion. Example 3 4 parts of C-076B _1a , B _1b (8:2 mixture),
A wettable powder was obtained by mixing and pulverizing 10 parts of EPN, 10 parts of Paracol EOMX, 30 parts of white carbon, and 46 parts of clay. Example 4 2 parts of 22,23-dihydro C-076B _1a , B _1b (7:3 mixture), 8 parts of fenkabutone, Paracol
5 parts of EOMX, 45 parts of white carbon and 40 parts of clay
A wettable powder was obtained by mixing and pulverizing a portion. Test Example 1 Organic phosphorus agent-macrolide antibiotic group resistance two-spotted spider mite immersion test Approximately 30 adult female two-spotted spider mites were inoculated onto a piece of paper (approximately 20 cm ² ) moistened with water. Next, the C-076B _1a , B _1b (8:2) hydrating agent was diluted with the organic phosphorus agent solution shown in Table 1 to adjust the active ingredient content of the organic phosphorus agent + C-076B _1a , B _1b mixture to 100 ppm + 100 ppm, respectively. 100ppm＋30ppm,
100ppm + 10ppm, 100ppm + 3ppm, soak the cowpea leaves for 10 seconds, return them to the wet paper, and leave for 3 days at 25 to prevent the paper from drying out.
The mites were maintained in a constant temperature room at ℃ and the dead mite rate (%) was investigated. The results are shown in Table 1.

【table】

[Table] From Table 1, it is diethyl phosphate.
CVP; isoxathion, parathion, diazinon, pyridafenthion, chlorpyrifos, and triazophos, which are diethyl phosphorothioates; fencaptone, mecarbam, ethion, phosalone, and dialiphor, which are diethyl phosphorodithioates;
EPN and CYP show a synergistic effect when mixed with C-076B _1a /B _1b ; however, methyl parathion and fenitrothion, which are dimethyl phosphorothioates;
Marathon, dimethyl phosphorodithioate;
It can be seen that the dipropyl phosphate, propafos, does not exhibit any additive effect. Test Example 2 Pot test against two-spotted spider mites resistant to organic phosphorus agents and macrolide antibiotics 30 adult female two-spotted spider mites resistant to organic phosphorus agents and macrolide antibiotics were inoculated to two-leaf stage potted green beans for 4 days. Causes harmful eggs to be laid. Next, a diluted solution of the hydrating powder or emulsion of the formulation shown in Examples 1 to 4 above was sprayed with a small sprayer to the extent that the front and back surfaces of the leaves were sufficiently wet and dripped, and after being left at a temperature of 25 to 30°C for two weeks, the leaves were inhabited. The number of spider mites present (total of adults and larvae) was counted. The result is second
Shown in the table.

【table】

Claims (1)

[Scope of Claims] 1. One or more macrolide antibiotics selected from C-076 group antibiotics and 22,23-dihydro C-076 group derivatives, and diethyl phosphate, diethyl phosphorothioate, and diethyl A miticide containing a phosphorodithioate or ethylphosphonothioate-based organophosphorus insecticide as an active ingredient. 2 Macrolide antibiotic C-076 B _1a ,
The acaricide according to claim 1, which is B _1b or a 22,23-dihydro C-076B _1a , B _1b derivative. 3 The organophosphorus insecticide is 0,0-diethyl 0-[2-chloro-1-
(2,4-dichlorophenyl)vinyl]phosphate, 0,0-diethyl 0-(5-phenyl-3-
isoxazolyl) phosphorothioate, 0,0-
Diethyl 0-p-nitrophenyl phosphorothioate, 0,0-diethyl 0-(2-isopropyl-4
-Methyl-6-pyrimidinyl) phosphorothioate, 0,0-diethyl 0-(3-oxo-2-phenyl-2H-pyridazin-6-yl) phosphorothioate, 0,0-diethyl 0-(3,5,6-trichloro -2-pyridyl) phosphorothioate, 0,0-diethyl 0-(1-phenyl-1H-
1,2,4-triazol-3-yl)phosphorothioate, 0,0-diethyl S-(2,5-dichlorophenylthiomethyl)phosphorodithioate, 0,
0-diethyl S-(N-ethoxycarbonyl
N-methyl carbamoylmethyl) phosphorodithioate, 0,0,0',0'-tetraethyl S,S'-methylenebisphosphorodithioate, 0,0-diethyl S-(6-chloro-2-oxobenz oxazolin-3-yl)methyl diethyl phosphorodithioate 0,0-diethyl S-(2-chloro-1-phthalimidoethyl)phosphorodithioate, 0-ethyl 0-p-nitrophenyl phenyl phosphonothioate and 0-ethyl 1 selected from the group consisting of 0-(p-cyanophenyl phenylphosphonothioate)
The acaricide according to claim 1, which is one or more types of acaricide.