CN109006840A - The fungus control composition of the compound containing furodiazole, the method and its purposes for being used to prevent and treat fungi that fungi is prevented and treated with the compound - Google Patents
The fungus control composition of the compound containing furodiazole, the method and its purposes for being used to prevent and treat fungi that fungi is prevented and treated with the compound Download PDFInfo
- Publication number
- CN109006840A CN109006840A CN201710434740.XA CN201710434740A CN109006840A CN 109006840 A CN109006840 A CN 109006840A CN 201710434740 A CN201710434740 A CN 201710434740A CN 109006840 A CN109006840 A CN 109006840A
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- China
- Prior art keywords
- fungi
- compound
- formula
- disease
- cucumber
- 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.)
- Granted
Links
- 241000233866 Fungi Species 0.000 title claims abstract description 57
- 150000001875 compounds Chemical class 0.000 title claims abstract description 43
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 16
- BSVYLJCOTFYPSN-UHFFFAOYSA-N 5h-furo[3,2-c]pyrazole Chemical compound N1=NC2=CCOC2=C1 BSVYLJCOTFYPSN-UHFFFAOYSA-N 0.000 title description 2
- 201000010099 disease Diseases 0.000 claims abstract description 31
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 31
- 125000005843 halogen group Chemical group 0.000 claims abstract description 16
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract description 8
- 240000008067 Cucumis sativus Species 0.000 claims description 19
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 claims description 19
- 241000123650 Botrytis cinerea Species 0.000 claims description 15
- 241000221785 Erysiphales Species 0.000 claims description 15
- 241000209094 Oryza Species 0.000 claims description 8
- 235000007164 Oryza sativa Nutrition 0.000 claims description 8
- 239000000575 pesticide Substances 0.000 claims description 8
- 235000009566 rice Nutrition 0.000 claims description 8
- 241000896246 Golovinomyces cichoracearum Species 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002131 composite material Substances 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 3
- 239000012752 auxiliary agent Substances 0.000 claims description 3
- 239000003242 anti bacterial agent Substances 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 241001544321 Thanatephorus cucumeris Species 0.000 claims 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 241000813090 Rhizoctonia solani Species 0.000 description 9
- 239000002872 contrast media Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000002265 prevention Effects 0.000 description 3
- 239000005740 Boscalid Substances 0.000 description 2
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 0.000 description 2
- 229940118790 boscalid Drugs 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000000361 pesticidal effect Effects 0.000 description 2
- 241000244206 Nematoda Species 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- -1 furodiazole compound Chemical class 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003621 irrigation water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 238000009335 monocropping Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
Abstract
The present invention relates to purposes, the fungus control composition containing the compound and the methods for preventing and treating fungus-caused disease using the compound that the compound of lower formula (I) is used to prevent and treat fungus-caused disease.In formula (I), C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom.
Description
Technical field
The present invention relates to the fungus control composition containing furodiazole compound, use the side of compound prevention and treatment fungi
Method and the compound are used to prevent and treat the purposes of fungi.
Background technique
With the adjustment of pattern of farming, vegetables produce stubble number and increase, and cultivate 7~8 batches within especially greenhouse facility 1 year, continuous cropping
Phenomenon is serious, and fungus-caused disease is caused to get worse.This kind of disease is extensive by irrigation water, rainwater, tool and fertilizer etc.
It propagates, harm is big, and prevention and treatment is difficult, causes heavy losses.
Summary of the invention
The present invention is intended to provide one kind is to by the particularly effective drug of fungus-caused disease.
Present inventor has found that the compound of lower formula (I) is special to the prevention and treatment by fungus-caused disease after studying
Not not effectively.
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
The compound of above-mentioned formula (I) is disclosed in PCT application WO2009/023721, and describes the compound for controlling
The purposes of nematode processed.And present inventor is surprised to find that above compound is prevented with excellent by fungus-caused disease
Effect is controlled, to obtain the present invention.
The present invention provides:
(1) compound of formula (I) is used to prevent and treat the purposes of fungus-caused disease under,
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
(2) purposes described in above-mentioned (1), wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
(3) purposes described in above-mentioned (1) or (2), wherein the fungi is Basidiomycotina fungi, Deuteromycotina fungi or son
Capsule bacterium subphylum fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
(4) for preventing and treating the composition pesticide of fungus-caused disease, contain the compound of above-mentioned formula (I) as activity
Ingredient, and contain commonly utilized carrier and/or auxiliary agent on one or more pesticides,
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
(5) composition described in above-mentioned (4), wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
(6) composition described in above-mentioned (4) or (5), wherein the fungi be Basidiomycotina fungi, Deuteromycotina fungi or
Ascomycotina fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
(7) composition described in any one of above-mentioned (4) to (6), the composition also contain one or more others
Antibacterial agent is as active constituent.
(8) method for preventing and treating fungus-caused disease using the compound of lower formula (I),
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
(9) method described in above-mentioned (8), wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
(10) method described in above-mentioned (8) or (9), wherein the fungi be Basidiomycotina fungi, Deuteromycotina fungi or
Ascomycotina fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
Specific embodiment
The compound of above-mentioned formula (I) and formula (II) used in the present invention can be by remembering in PCT application WO2009/023721
Prepared by the method for load, polycrystalline form is included within the scope of the present invention.
Term " fungi " in the present invention includes but is not limited to Basidiomycotina fungi, Deuteromycotina fungi or sac fungus
Subphylum fungi etc., preferably Basidiomycotina fungi or Deuteromycotina fungi, particularly preferably Deuteromycotina fungi.As
Thanatephorus cucumeris(frank) donk (Thanatephorus cucumeris), Botrytis cinerea can be preferably listed in the specific example of fungi
(Botrytis cinerea) or composite family powdery mildew (Erysiphe cichoracearum) etc..
Term " fungus-caused disease " in the present invention includes but is not limited to rice sheath blight disease, gray mold of cucumber or cucumber
Powdery mildew etc., particularly preferred gray mold of cucumber.
In the preferred embodiment of the present invention, above-mentionedization is applied with the amount of 50 ~ 7500g/hm, preferably 450 ~ 2500g/hm
Close object.
In the other preferred embodiments of the present invention, with 0.1 ~ 50g/100kg seed, preferably 0.5 ~ 5g/100kg seed
Amount apply above compound.
In the present invention, above compound can according to need with it is one or more agricultural in allow using carrier and/or
Various pesticides are made by well known method in auxiliary agent, such as stabilizer, adhesive, emulsifier, defoaming agent, viscosity modifier etc.
Preparation, including but not limited to missible oil, suspending agent, wettable powder, water dispersible granules, aqueous emulsion, microemulsion, granule, micro- glue
Wafer, aqua etc..In pesticidal preparations, above compound 0.1-95 weight %, preferably 5-80 weight % are usually contained.
Above compound of the present invention or the frequency of administration of pesticidal preparations according to the occurring degree of fungus-caused disease and
It is fixed, it can apply once, can also apply repeatedly.
It is preferred that with liquid forms seed soaking, pouring root or sprinkling cauline leaf, generally 200 ~ 4000 times of uses of dilution in application.
These optionally can rationally be determined by those skilled in the art.
Above compound of the present invention can be administered in combination together with other pesticides, and the pesticide includes fungicide, insecticide
Deng.Term " combined administration " includes separately alternating application or mixture is made in mixture together.
Embodiment
The present invention is further illustrated by the following examples, but the present invention is not limited to these Examples.This is not being departed from
Any change within the scope of inventive concept is included in the scope of the invention.
Aforementioned formula (II) compound is prepared according to the method recorded in PCT application WO2009/023721.
Activity of the measurement formula (II) compound to fungi by the following method.
1, target is tested
Rhizoctonia solani Kuhn, botrytis cinerea pers, bacterium of downy mildew of cucumber, cucumber powdery mildew's pathogen are all from Zhejiang Province's chemical industry above
Research institute.
2, reagent
It is spare that (II) compound with DMF is dissolved into 1%EC.
Contrast agents: Boscalid
3, test method
Reference initiative pesticide bioactivity evaluation SOP(fungicide volume) (II) compound and contrast agents are evaluated to above-mentioned 4 examinations
Test the bactericidal activity of target.
4, result
As a result as shown in table 1 below.
The measurement result of (II) compound of table 1 and contrast agents to 4 targets
By result in above-mentioned table it is found that formula (II) compound has good control efficiency to rice sheath blight disease, gray mold of cucumber,
Especially for gray mold of cucumber, preventive effect is even better than Boscalid.
Industrial applicibility
The present invention provides the compositions and method that can effectively prevent fungus-caused disease, so as to which fungi is greatly decreased
Loss caused by disease.
Claims (10)
1. the compound of lower formula (I) is used to prevent and treat the purposes of fungus-caused disease,
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
2. purposes described in claim 1, wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
3. purposes of any of claims 1 or 2, wherein the fungi is Basidiomycotina fungi, Deuteromycotina fungi or son
Capsule bacterium subphylum fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
4. the composition pesticide for preventing and treating fungus-caused disease, contains the compound of lower formula (I) as active constituent, and
Containing allow in one or more pesticides using carrier and/or auxiliary agent,
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
5. composition as claimed in claim 4, wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
6. composition described in claim 4 or 5, wherein the fungi be Basidiomycotina fungi, Deuteromycotina fungi or
Ascomycotina fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
7. composition described in claim 4 or 5, the composition also contain one or more other antibacterial agents as activity at
Point.
8. the method for preventing and treating fungus-caused disease using the compound of lower formula (I),
(I)
Wherein, C1-C6 alkyl or C1-C6 alkoxy, halogen atom that R1-R8 is each independently hydrogen, is optionally replaced by halogen atom,
It is preferred that R1-R8 is each independently hydrogen or C1-C6 alkyl.
9. method according to any one of claims 8, wherein the compound of above-mentioned formula (I) is following formula (II) compounds represented:
(Formula II).
10. method described in claim 8 or 9, wherein the fungi be Basidiomycotina fungi, Deuteromycotina fungi or
Ascomycotina fungi, preferably Basidiomycotina fungi or Deuteromycotina fungi, more preferably thanatephorus cucumeris(frank) donk
(Thanatephorus cucumeris), Botrytis cinerea (Botrytis cinerea) or composite family powdery mildew (Erysiphe
Cichoracearum)；The disease is preferably rice sheath blight disease, gray mold of cucumber or powdery mildew of cucumber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710434740.XA CN109006840B (en) | 2017-06-10 | 2017-06-10 | Fungus control composition containing oxadiazole compound, method for controlling fungi by using oxadiazole compound and application of oxadiazole compound to fungus control |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710434740.XA CN109006840B (en) | 2017-06-10 | 2017-06-10 | Fungus control composition containing oxadiazole compound, method for controlling fungi by using oxadiazole compound and application of oxadiazole compound to fungus control |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109006840A true CN109006840A (en) | 2018-12-18 |
| CN109006840B CN109006840B (en) | 2020-12-08 |
Family
ID=64628914
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710434740.XA Active CN109006840B (en) | 2017-06-10 | 2017-06-10 | Fungus control composition containing oxadiazole compound, method for controlling fungi by using oxadiazole compound and application of oxadiazole compound to fungus control |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109006840B (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3264318A (en) * | 1964-04-29 | 1966-08-02 | Union Carbide Corp | Process for the production of substituted oxadiazoles |
| CN1090848A (en) * | 1992-11-04 | 1994-08-17 | 曾尼卡有限公司 | Oxadiazole and thiadiazoles derivative |
| CN101820761A (en) * | 2007-08-13 | 2010-09-01 | 达沃股份有限公司 | Be used to control composition and the method for nematode |
| CN103333165A (en) * | 2013-07-01 | 2013-10-02 | 河南理工大学 | 2-phenyl-5-(3,4-dimethyl)pyrryl-1,3,4-oxadiazole and preparation method thereof |
| CN106455572A (en) * | 2014-06-06 | 2017-02-22 | 巴斯夫欧洲公司 | Use of substituted oxadiazoles for combating phytopathogenic fungi |
-
2017
- 2017-06-10 CN CN201710434740.XA patent/CN109006840B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3264318A (en) * | 1964-04-29 | 1966-08-02 | Union Carbide Corp | Process for the production of substituted oxadiazoles |
| CN1090848A (en) * | 1992-11-04 | 1994-08-17 | 曾尼卡有限公司 | Oxadiazole and thiadiazoles derivative |
| CN101820761A (en) * | 2007-08-13 | 2010-09-01 | 达沃股份有限公司 | Be used to control composition and the method for nematode |
| CN103333165A (en) * | 2013-07-01 | 2013-10-02 | 河南理工大学 | 2-phenyl-5-(3,4-dimethyl)pyrryl-1,3,4-oxadiazole and preparation method thereof |
| CN106455572A (en) * | 2014-06-06 | 2017-02-22 | 巴斯夫欧洲公司 | Use of substituted oxadiazoles for combating phytopathogenic fungi |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109006840B (en) | 2020-12-08 |
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Effective date of registration: 20200730 Address after: 052260 Ma Village, Jinzhou, Hebei, Shijiazhuang Applicant after: HEBEI LANSHENG BIOTECH Co.,Ltd. Applicant after: Hebei lanrun Plant Protection Technology Co.,Ltd. Address before: 052260 Hebei Lansheng Biotechnology Co., Ltd. of Mayu Economic Development Zone, Jinzhou City, Shijiazhuang City, Hebei Province Applicant before: HEBEI LANSHENG BIOTECH Co.,Ltd. |
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Address after: 052260 No.1, Hongsheng Road West, Mayu Village, Mayu Township, Jinzhou City, Shijiazhuang City, Hebei Province Patentee after: Lansheng Biotechnology Group Co.,Ltd. Patentee after: Hebei lanrun Plant Protection Technology Co.,Ltd. Address before: 052260 Mayu village, Jinzhou City, Shijiazhuang City, Hebei Province Patentee before: HEBEI LANSHENG BIOTECH Co.,Ltd. Patentee before: Hebei lanrun Plant Protection Technology Co.,Ltd. |