CN1303070C - Compound possessing fungicidal property and its usage - Google Patents

Compound possessing fungicidal property and its usage Download PDF

Info

Publication number
CN1303070C
CN1303070C CN 02114480 CN02114480A CN1303070C CN 1303070 C CN1303070 C CN 1303070C CN 02114480 CN02114480 CN 02114480 CN 02114480 A CN02114480 A CN 02114480A CN 1303070 C CN1303070 C CN 1303070C
Authority
CN
China
Prior art keywords
compound
amino
tensio
filler
solvent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CN 02114480
Other languages
Chinese (zh)
Other versions
CN1446804A (en
Inventor
张兴
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fuji Biological Technology Development Shanghai Co ltd
Research & Development Center Of Biorational Pesticide Yangling Nongkeda
Original Assignee
Nuisanceless Pesticide Research Service Center Xibei Agroforestry Science And T
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nuisanceless Pesticide Research Service Center Xibei Agroforestry Science And T filed Critical Nuisanceless Pesticide Research Service Center Xibei Agroforestry Science And T
Priority to CN 02114480 priority Critical patent/CN1303070C/en
Publication of CN1446804A publication Critical patent/CN1446804A/en
Application granted granted Critical
Publication of CN1303070C publication Critical patent/CN1303070C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Landscapes

  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention discloses a compound with bactericidal activity, which comprises a compound (I) and a compound (II), wherein the structure general formula of the compound (I) is X1-A1-B1C-B2-A2-X2; the structure general formula of the compound (II) is the structure general formula of the compound (I). The compound with bactericidal activity belongs to a novel compound capable of inhibiting the growth of pathogenic bacteria and has special effect on grey mould. The compound can be prepared into various preparations and preparation forms, be used for controlling plant pathogenic bacteria in field, determine the content of effective components in each preparation form according to the concrete compounds of the present invention and physicochemical performance thereof and use each preparation by the present common pesticide field use technology. The compound with bactericidal activity is applied to the control of the plant pathogenic bacteria and used as agricultural bactericide for the first time.

Description

The tool Fungicidal active compound is used to prepare the application that prevents and treats the phytopathy sterilant
Technical field
The present invention relates to a kind of disinfectant use in agriculture category, particularly a kind of tool Fungicidal active compound is used to prepare the application that prevents and treats the phytopathy sterilant.
Background technology
Phytopathogen has very big harm to the growth of plant, and all cause tremendous loss to agriculture production every year.Be the generation of controlling plant diseases, reduce that people have worked out the compound of big measurer sterilization and bacteriostatic activity, the generation that is used to prevent and treat and alleviate Plant diseases by its loss that causes.
Grey mold belongs to germ and comprises botrytis (B.cinera), green onion botrytis (B.allii) green onion squama botrytis (B.squamous) etc., and wherein Botrytis cinerea bacterium (B.cinera) is a kind of serious phytopathogen that endangers.Ash arrhizus bacteria can infect various plants, and wherein a lot of plants are important farm crop.Being subject to the plant that ash arrhizus bacteria infects has: the real plant of fresh fruit such as grass is mould, grape, apple and citrus etc.; Vegetables such as wild cabbage, Radix Dauci Sativae, cucumber, tomato, lettuce etc.; Ornamental plant such as rose, Flower of Evans Begonia, chrysanthemum, Flos Pelargonii, turmeric etc.Infecting of gray mold can cause the death of big area plant, thereby causes tremendous loss.
Summary of the invention
At defective or the deficiency that above-mentioned prior art exists, bactericidal compound involved in the present invention belongs to the compound that brand-new the suppressed pathogenic bacteria of a class grows, and gray mold is had special efficacy.
Tool Fungicidal active compound of the present invention; can following two compounds be object lesson: 4; 4 '---diamidino---α; w---two phenoxy group pentanes, and the amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]---1-methyl isophthalic acid hydrogen-pyrroles.4, '---diamidino---α, w---two phenoxy group pentanes have been applied when several Animal diseases of treatment, and the present invention applies it in the control of phytopathogen first, promptly uses as disinfectant use in agriculture; The amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]---1-methyl isophthalic acid hydrogen-pyrroles is applied in the Animal diseases that treatment is caused by bacterium and virus; the present invention is applied to prevent and treat phytopathogen first, uses as disinfectant use in agriculture.
The technical solution adopted in the present invention is that a kind of bactericidal compound is used to prepare the application that prevents and treats the phytopathy sterilant.
The general structure of described compound (I) is: X 1-A 1-B 1-C-B 2-A 2-X 2
Wherein: X 1It is an amidino groups
Figure C0211448000051
Or guanidine radicals
Figure C0211448000052
Or imidazolyl
A 1Be a 5-membered aromatic ring, or a hexa-atomic aromatic nucleus, or a condensed ring of forming by two 5-membered aromatic rings, or a condensed ring of forming by two hexa-atomic aromatic nucleus, or one by a 5-membered aromatic ring and the condensed ring that hexa-atomic aromatic nucleus is formed;
B 1Be Sauerstoffatom O, perhaps vacancy;
C is the straight chained alkyl that contains 1-8 carbon atom;
B 2Be Sauerstoffatom O, perhaps vacancy;
A 2Be a 5-membered aromatic ring, or a hexa-atomic aromatic nucleus, or a condensed ring of forming by two 5-membered aromatic rings, or a condensed ring of forming by two hexa-atomic aromatic nucleus, or one by a 5-membered aromatic ring and the condensed ring that hexa-atomic aromatic nucleus is formed;
X 2It is an amidino groups
Or guanidine radicals
Or imidazolyl
Figure C0211448000056
The general structure of compound (II) is:
Figure C0211448000057
Wherein: X 1It is an amidino groups
Figure C0211448000061
Or guanidine radicals
Or imidazolyl
The numerical value of Y is 1-5, and the numerical value of Z is 1-2;
X 2It is an amidino groups
Or guanidine radicals
Figure C0211448000065
Or imidazolyl
Figure C0211448000066
Other characteristics of the present invention are that described sterilant can be made into various formulations, is used for spraying and uses; The weight percent of each material is in each formulation:
Formulation Compound (I) or compound (II) % Filler or solvent % Tensio-active agent %
Wettable powder 20～90 0～74 1～10
Missible oil or soluble thick agent 5～50 40～95 0～35
Water suspending agent 10～50 40～84 1～20
Pulvis 1～25 70～99 0～5
Granula or tablet 1～95 5～99 0～15
Aqua 2～95 5～98 0～10
Described filler can be one or more mixtures in the material known altogether of this area staff such as white carbon black, wilkinite, silicon bath soil; Solvent can be methyl alcohol, ethanol, just/Virahol, aromatic hydrocarbon, one or more mixtures in the material that this area staff such as water know altogether; Tensio-active agent can be that those skilled in the art know and one or more mixture of commonly used all kinds of surfactants altogether.
Also can add other Fungicidal active substances of 0.1%～72% in the described sterilant.
Other Fungicidal active substances that add in the described various preparation, the Fungicidal active substance that can use always in this area, know altogether for those skilled in the art.
In the general structure of compound (I), work as X 1, X 2Be amidino groups, A 1, A 2Be Sauerstoffatom, B 1, B 2Be phenyl, C is or during pentyl, be 4,4 '---diamidino---α, W---two phenoxy group pentanes;
In compound (II) general structure, work as X 1, X 2Be amidino groups, Y=2 during Z=1, is the amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]---1-methyl isophthalic acid hydrogen-pyrroles.
Embodiment
Implementation process of the present invention below is described in detail in detail.
Bactericidal compound comprises compound (I) and compound (II), and the general structure of compound (I) is:
X 1-A 1-B 1-C-B 2-A 2-X 2
Wherein: X 1It is an amidino groups
Or guanidine radicals
Figure C0211448000072
Or imidazolyl
A 1Be a 5-membered aromatic ring, or a hexa-atomic aromatic nucleus, or a condensed ring of forming by two 5-membered aromatic rings, or a condensed ring of forming by two hexa-atomic aromatic nucleus, or one by a 5-membered aromatic ring and the condensed ring that hexa-atomic aromatic nucleus is formed;
B 1Be Sauerstoffatom (O), perhaps do not have atom;
C is the straight chained alkyl that contains 1-8 carbon atom;
B 2Be Sauerstoffatom (O), perhaps do not have atom;
A 2Be a 5-membered aromatic ring, or a hexa-atomic aromatic nucleus, or a condensed ring of forming by two 5-membered aromatic rings, or a condensed ring of forming by two hexa-atomic aromatic nucleus, or one by a 5-membered aromatic ring and the condensed ring that hexa-atomic aromatic nucleus is formed;
X 2It is an amidino groups
Or guanidine radicals
Or imidazolyl
Figure C0211448000076
The general structure of compound (II) is:
Wherein: X 1It is an amidino groups
Figure C0211448000082
Or guanidine radicals
Figure C0211448000083
Or imidazolyl
Figure C0211448000084
The numerical value of Y is 1-5, and the numerical value of Z is 1-2;
X 2It is an amidino groups
Figure C0211448000085
Or guanidine radicals
Or imidazolyl
Figure C0211448000087
The specific examples of compound (I) is 4,4 '---diamidino---α, W---two phenoxy group the eleventh of the twelve Earthly Branches alkane.
Figure C0211448000088
The specific examples of compound (II) is the amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]---1-methyl isophthalic acid hydrogen-pyrroles.
Figure C0211448000091
Compound (I) and the bactericidal mechanism of compound (II) are: the double-stranded DNA ditch combination of compound (I) and compound (II) energy and pathogenic bacteria, and especially with the zone of being rich in A, T base pair.Many phytopathogens, particularly the DNA of plant grey mold genus germ is a duplex structure, be rich in A, T base pair, so compound (I) and compound (II) there is special efficacy to plant botrytis, and the dna structure phytopathogen identical with the ash arrhizus bacteria constructional feature also had good preventive effect.
The application of tool Fungicidal active compound of the present invention is characterized in that this compound can be mixed with various formulations and preparation form, is used for the field control phytopathogen.The weight percent of each composition is in each preparation:
Formulation Compound (I) or compound (II) % Filler or solvent % Tensio-active agent %
Wettable powder 20～90 0～74 1～10
Missible oil or soluble thick agent 5～50 40～95 0～35
Water suspending agent 10～50 40～84 1～20
Pulvis 1～25 70～99 0～5
Granula or tablet 1～95 5～99 0～15
Aqua 2～95 5～98 0～10
By the various preparations that compound (I) or compound (II) are formed, it is characterized in that wherein filler can be one or more mixtures in the material known altogether of this area staff such as white carbon black, wilkinite, silicon bath soil; Solvent can be methyl alcohol, ethanol, (different) propyl alcohol just, aromatic hydrocarbon, one or more mixtures in the material that this area staff such as water know altogether; Tensio-active agent can be one or more a mixture of the commonly used and all kinds of surfactants known altogether of those skilled in the art.
By the various preparations that compound (I) or compound (II) are formed, it is characterized in that also can adding in each preparation other fungicide active substances of 0.1～72%.Other fungicidal activity compositions that add in the various preparations can be used always in this area, the Fungicidal active substance of knowing altogether for those skilled in the art.
The content of effective ingredient can determine that each preparation can adopt current agricultural chemicals field use technology commonly used to use in the field according to the particular compound that the present invention relates to and its physico-chemical property in each preparation form, and these current agricultural chemicals field use technologys commonly used are right
Those skilled in the art know altogether.
The present invention can provide by following embodiment:
Embodiment 1: in the general structure of compound (I), work as X 1, X 2Be amidino groups, A 1, A 2Be Sauerstoffatom, B 1, B 2Be phenyl, C is or during pentyl, be 4,4 '---diamidino---α, W---two phenoxy group pentanes (hereinafter to be referred as WHZI).
Embodiment 2: in compound (II) general structure, work as X 1, X 2Be amidino groups; Y=2; during Z=1, be the amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]---1-methyl isophthalic acid hydrogen-pyrroles (hereinafter to be referred as WNZ II).
EXPERIMENTAL EXAMPLE 1:
Two compound WNZ I and WNZ II among the embodiment 1 are effective to the various plants pathogenic bacteria.These two compounds are dissolved among 5% the polyethylene Glycol, are sprayed on the plant, at 24 ℃ of following airings.Inoculate pathogenic bacteria then, grew surely 5-7 days, check the growth of pathogenic bacteria situation.Prevention effect is represented with 0 (contrast) to 10 (100%) index, be the results are shown in Table 1.
Table 1 compound is to the prevention effect of different germs
Concentration (PPM) B.Cinera (apple) B.Cinera (grape leaf) S.nodorum (wheat leaf blade)
WNZ I 200 9 9 8
60 9 8 6
20 8 7 4
6 7 6 0
WNZ II 200 10 0 3
60 9 0 0
20 8 0 0
6 6 0 0
Implement embodiment 2:
With WNZ I compounding method of preparation of the present invention, being mixed with 2% aqua, having carried out the test of control phytopathogen in the land for growing field crops, is the contrast medicament with common fungicide iprodione and Sukeling, clear water is for contrast, the prevention effect behind the different concns medicine liquid spray sees Table 2, table 3.
In experiment, various preparations, filler or the solvent of forming for compound (I) or compound (II), the weight percent of tensio-active agent, and the per-cent that adds other Fungicidal active substances, by technical scheme preparation of the present invention, all can reach the ideal effect.
Table 2 2%WNZ I aqua control cucumber grey mold test-results
Medicament Concentration Average disease index Prevention effect (%) The significance of difference (α=0.05)
WNZ I 50PPM 10.59 61.9 c
100PPM 9.44 66.0 b
200PPM 7.56 72.8 a
Iprodione 1000 times of liquid 7.17 74.2 a
Blank ------- 27.8 ------ ------
Table 3 2%WNZ I aqua control tomato grey mold test-results
Medicament Concentration Average disease index Prevention effect (%) The significance of difference
p 0.05 p 0.01
WNZ I 50PPM 0.097 62.11 c C
100PPM 0.084 67.19 b B
200PPM 0.064 75.00 a A
Sukeling 1500 times of liquid 0.14 45.31 d D
Blank -------- 0.256 ------- ----- ------

Claims (4)

1. a tool Fungicidal active compound is used to prepare the application that prevents and treats the phytopathy sterilant, it is characterized in that, described compound structure general formula is:
Figure C021144800002C1
Wherein: X 1It is an amidino groups
Figure C021144800002C2
Or guanidine radicals
Figure C021144800002C3
Or imidazolyl
X 2It is an amidino groups
Figure C021144800002C5
Or guanidine radicals
Or imidazolyl
Figure C021144800002C7
The numerical value of Y is 1～5, and the numerical value of Z is 1～2.
2. application as claimed in claim 1 is characterized in that, described sterilant is made following various formulation, and the weight percent of the raw material in each formulation is:
1) wettable powder is made up of following raw materials according: compound: 20%～90%; Filler or solvent: 0～74%; Tensio-active agent: 1～10%;
2) missible oil or soluble thick agent are made up of following raw materials according: compound: 5%～50%; Filler or solvent, 40%～95%; Tensio-active agent: 0～35%;
3) water suspending agent is made up of following raw materials according: compound: 10%～50%; Filler or solvent: 40%～84%; Tensio-active agent: 1%～20%;
4) pulvis is made up of following raw materials according: compound: 1%～25%; Filler or solvent: 70%～99%; Tensio-active agent: 0～5%;
5) granula or tablet are made up of following raw materials according: compound, 1%～95%; Filler or solvent: 5%～99%; Tensio-active agent, 0～15%;
6) aqua is made up of following raw materials according: compound, 2%～95%; Filler or solvent: 5%～98%; Tensio-active agent: 0～10%;
The summation of above-mentioned formulation raw material is 100%.
3. application as claimed in claim 2 is characterized in that, described filler is one or more mixtures of white carbon black, wilkinite, silicon bath soil; Described solvent is one or more mixtures of methyl alcohol, ethanol, n-propyl alcohol or Virahol, aromatic hydrocarbon, water; Described tensio-active agent is one or more a mixture of all kinds of surfactants used always.
4. application as claimed in claim 1 is characterized in that, in bactericidal compound structure general formula, works as X 1, X 2Be amidino groups, Y=2 during Z=1, is the amino formamino of 4-[[[() amino] ethanoyl] amino]-2-[N-[5-[[(3-amino-3-imido propyl group) amino] formyl]-1-methyl isophthalic acid hydrogen-pyrroles-3-yl] methane amide]-1-methyl isophthalic acid hydrogen-pyrroles.
CN 02114480 2002-03-25 2002-03-25 Compound possessing fungicidal property and its usage Expired - Fee Related CN1303070C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN 02114480 CN1303070C (en) 2002-03-25 2002-03-25 Compound possessing fungicidal property and its usage

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN 02114480 CN1303070C (en) 2002-03-25 2002-03-25 Compound possessing fungicidal property and its usage

Publications (2)

Publication Number Publication Date
CN1446804A CN1446804A (en) 2003-10-08
CN1303070C true CN1303070C (en) 2007-03-07

Family

ID=28048604

Family Applications (1)

Application Number Title Priority Date Filing Date
CN 02114480 Expired - Fee Related CN1303070C (en) 2002-03-25 2002-03-25 Compound possessing fungicidal property and its usage

Country Status (1)

Country Link
CN (1) CN1303070C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105941455A (en) * 2016-05-21 2016-09-21 张素香 Sterilizing composition for turfgrass

Also Published As

Publication number Publication date
CN1446804A (en) 2003-10-08

Similar Documents

Publication Publication Date Title
CN1279817C (en) 2-cyano-3-amino-3-ethyl phenylacrylate used for prevention and control of plant disease and elimination of pests
CN101036459A (en) Eugenol micro-emulsion
CN101057586A (en) Germicide for agricultural and forest crop except legumes
CN1946291A (en) Method of treating microbial plant diseases
CN102037963B (en) Bavachalcone compounds and bavachin mixed preparation for preventing and controlling plant diseases
CN1883273A (en) Active disinfectant germicide and method for preparing same
CN1255830A (en) Fungicidal combinations comprising 4-phenoxyquinoline
CN1759677A (en) Sterilization composition containing carbendazim of multiple antimycin
CN101028003A (en) Environment-protective crop alimentary bacteriocide
CN1151245A (en) Synergistic antimicrobial composition of 1,2-dibromo-2,4-dicyanobutane and esters of parahydroxybenzoic acid
CN1948463A (en) Application of poly gamma glutamic acid as bacillus thuringiensis agent protector
CN1613847A (en) Bactericidal compound of aromatic diamidine and use thereof
CN1303070C (en) Compound possessing fungicidal property and its usage
CN1238662A (en) Insecticidal and miticidal compositions
CN1075706C (en) Disinfecting composition especially suitable for treatment of livestock buildings
CN1139324C (en) Bacteriocide compositions for agricultural and horticultural use
CN1248579C (en) Composition for controlling plant pathogenic bacterium and method for controlling plant pathogenic bacterium
CN1461589A (en) Composition of ethylicin and plant growth regulator
CN1943342A (en) Control agent for plant botrytis and sclerotium and preparing method
CN1853480A (en) Broad-spectrum antiseptics and production thereof
CN1565182A (en) Bactericidal compositions of flumorph and enostroburin and synergist
CN1115101C (en) Fungicidal compositions based on metalyxyl
CN1557155A (en) Multiple dispensing acaricide emulsifiable solution
CN1255030C (en) Sterilizing composition containing dimethomorph
CN1025650C (en) Prescription of composite bactericide 'Junduqing' and its applying range and usage method

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
ASS Succession or assignment of patent right

Owner name: FUJI BIOTECH. (SHANGHAI) CO., LTD.

Free format text: FORMER OWNER: YANGLING NWSUAF RESEARCH + DEVELOPMENT CENTER OF BIORATIONAL PESTICIDE

Effective date: 20110929

C41 Transfer of patent application or patent right or utility model
C56 Change in the name or address of the patentee

Owner name: YANGLING NWSUAF RESEARCH + DEVELOPMENT CENTER OF B

Free format text: FORMER NAME: NUISANCELESS PESTICIDE RESEARCH SERVICE CENTER, XIBEI AGROFORESTRY SCIENCE AND T

COR Change of bibliographic data

Free format text: CORRECT: ADDRESS; FROM: 712100 XIANYANG, SHAANXI PROVINCE TO: 200443 BAOSHAN, SHANGHAI

CP03 Change of name, title or address

Address after: 712100 Yangling District, Shaanxi Province

Patentee after: RESEARCH & DEVELOPMENT CENTER OF BIORATIONAL PESTICIDE YANGLING NONGKEDA

Address before: 712100 Shaanxi province Yangling Tai Road No. 3

Patentee before: Pollution free pesticide research and service center of northwest agricultural and Forestry University

TR01 Transfer of patent right

Effective date of registration: 20110929

Address after: 200443 Shanghai City, Baoshan District No. 588 South Building 10C Yunlu Ji

Patentee after: FUJI BIOLOGICAL TECHNOLOGY DEVELOPMENT (SHANGHAI) CO.,LTD.

Address before: 712100 Yangling District, Shaanxi Province

Patentee before: RESEARCH & DEVELOPMENT CENTER OF BIORATIONAL PESTICIDE YANGLING NONGKEDA

CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20070307

Termination date: 20180325

CF01 Termination of patent right due to non-payment of annual fee