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CN104430368B - Substituted azole compounds as anti-plant virus agent application - Google Patents

Substituted azole compounds as anti-plant virus agent application Download PDF

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CN104430368B
CN104430368B CN201310439070.2A CN201310439070A CN104430368B CN 104430368 B CN104430368 B CN 104430368B CN 201310439070 A CN201310439070 A CN 201310439070A CN 104430368 B CN104430368 B CN 104430368B
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alkyl
halo
alkoxy
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virus
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CN104430368A (en
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李淼
李慧超
刘长令
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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Abstract

The invention discloses a kind of application of substituted azole compounds as shown in formula I as anti-plant virus agent.

Description

Substituted azole compounds as anti-plant virus agent application
Technical field
Antivirotic field is used the invention belongs to agricultural, and in particular to substituted azole compounds should as anti-plant virus agent With.
Background technology
The compounds of this invention patent CN1906171, CN101119972, CN1154692, CN1308065, Disclosed in US5869517, US6054592, WO9933812, with sterilization and insecticidal activity, but as antivirotic and application then There is no any report.
The content of the invention
It is an object of the invention to provide substituted azole compounds of the structure as shown in formula I as anti-plant virus agent Using.
Technical scheme is as follows：
Substituted azole compounds are as the application of anti-plant virus agent, and compound structure is as shown in formula I：
It is as follows that wherein Q represents group：
It is as follows that Ar represents group：
R1Selected from hydrogen, halogen, C1-C12Alkyl, C3-C12Cycloalkyl, halo C1-C12Alkyl, C1-C12Alkoxy, halo C1- C12Alkoxy, C1-C12Alkoxy C1-C12Alkyl, halo C1-C12Alkoxy C1-C12Alkyl, it is unsubstituted or by 1-5 R5Take The following radicals in generation：Aryl, aryl C1-C12Alkyl, aryloxy group, aryl C1-C12Alkoxy, heteroaryl, heteroaryl epoxide or miscellaneous Aryl C1-C12Alkyl；
R2Selected from hydrogen, halogen, cyano group, C1-C12Alkyl, C3-C12Cycloalkyl, halo C1-C12Alkyl, C1-C12Alkoxy, halogen For C1-C12Alkoxy, C1-C12Alkoxy C1-C12Alkyl or halo C1-C12Alkoxy C1-C12Alkyl；
R1And R2Five yuan or hexatomic ring can also be constituted；
R3Selected from hydrogen, halogen, C1-C12Alkyl, C3-C12Cycloalkyl, halo C1-C12Alkyl, C1-C12Alkoxy, halo C1- C12Alkoxy, C1-C12Alkoxy C1-C12Alkyl or halo C1-C12Alkoxy C1-C12Alkyl；
X=O, S or NR4；
R4Selected from C1-C12Alkyl, C3-C12Cycloalkyl, halo C1-C12Alkyl, C1-C12Alkoxy C1-C12Alkyl, halo C1- C12Alkoxy C1-C12Alkyl, it is unsubstituted or by 1-5 R5Substituted following radicals：Aryl, aryl C1-C12Alkyl, heteroaryl Or heteroaryl C1-C12Alkyl；
R5Selected from halogen, nitro, cyano group, C1-C12Alkyl, halo C1-C12Alkyl, C1-C12Alkoxy, halo C1-C12Alkane Epoxide, C1-C12Alkylthio group, C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, C2-C12Alkenyl, halo C2-C12Alkenyl, C3-C12 Alkenyloxy group, halo C3-C12Alkenyloxy group, C2-C12Alkynyl, halo C2-C12Alkynyl, C3-C12Alkynyloxy group, halo C3-C6Alkynyloxy group, halogen For C1-C6Alkylthio group, halo C1-C6Alkyl-carbonyl, C1-C6Alkyl amino, halo C1-C12Alkyl amino, C2-C12Dialkyl amino Base, C1-C12Alkyl-carbonyl-amino, halo C1-C12Alkyl-carbonyl-amino, C1-C12Alkyl amino-carbonyl or halo C1-C12Alkyl ammonia Base carbonyl.
More preferably compound is when being applied in compound of Formula I as antivirotic：
Q is selected from Q1、Q2、Q3、Q4、Q5、Q6、Q7、Q8Or Q9；
Ar is selected from Ar-1, Ar-2 or Ar-3；
R1Selected from hydrogen, halogen, C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alkane Epoxide, C1-C6Alkoxy C1-C6Alkyl, halo C1-C6Alkoxy C1-C6Alkyl, it is unsubstituted or by 1-3 R5What is replaced is following Group：Phenyl, naphthyl, pyridine radicals, thiazolyl, thienyl, furyl, phenyl C1-C6Alkyl or pyridine radicals C1-C6Alkyl；
R2Selected from hydrogen, halogen, cyano group, C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alkoxy, C1-C6Alkoxy C1-C6Alkyl or halo C1-C6Alkoxy C1-C6Alkyl；
Or R1And R2The cyclic structure of composition is selected from-CH2CH2CH2- or-CH2CH2CH2CH2-；
R3Selected from hydrogen, halogen, C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alkane Epoxide, C1-C12Alkoxy C1-C6Alkyl or halo C1-C6Alkoxy C1-C6Alkyl；
X=O, S or NR4；
R4Selected from C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy C1-C6Alkyl, halo C1-C6 Alkoxy C1-C6Alkyl, it is unsubstituted or by 1-3 R5Substituted following radicals：Phenyl, pyridine radicals, phenyl C1-C6Alkyl or pyrrole Piperidinyl C1-C6Alkyl；
R5Selected from halogen, nitro, cyano group, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alcoxyl Base, C1-C6Alkylthio group, C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl, halo C1-C6Alkylthio group, halo C1-C6Alkyl-carbonyl, C1-C6Alkyl amino, halo C1-C6Alkyl amino, C2-C8Dialkyl amido, C1-C6Alkyl-carbonyl-amino, halo C1-C6Alkyl Carbonylamino, C1-C6Alkyl amino-carbonyl or halo C1-C6Alkyl amino-carbonyl.
Further preferred compound is when being applied in compound of Formula I as antivirotic：
Q is selected from Q1、Q2、Q3、Q4、Q5、Q6、Q7、Q8Or Q9；
Ar is selected from Ar-1, Ar-2 or Ar-3；
R1Selected from hydrogen, halogen, C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy C1-C6Alkyl, not Substitution or by 1-3 R5Substituted following radicals：Phenyl, naphthyl, pyridine radicals, thiazolyl, thienyl, furyl, phenyl C1- C3Alkyl or pyridine radicals C1-C3Alkyl；
R2Selected from hydrogen, halogen, cyano group, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alkoxy, C1-C6Alkoxy C1-C6Alkyl or halo C1-C6Alkoxy C1-C6Alkyl；
Or R1And R2The cyclic structure of composition is selected from-CH2CH2CH2- or-CH2CH2CH2CH2-；
R3Selected from hydrogen, halogen, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy or halo C1-C6Alkoxy；
X=O, S or NR4；
R4Selected from C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, it is unsubstituted or by 1-3 R5What is replaced is following Group：Phenyl, pyridine radicals, phenyl C1-C6Alkyl or pyridine radicals C1-C6Alkyl；
R5Selected from halogen, nitro, cyano group, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6Alcoxyl Base, C1-C6Alkylthio group, C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl or halo C1-C6Alkylthio group.
Compound when being applied in compound of Formula I as antivirotic still more preferably is：
Q is selected from Q1、Q2、Q3、Q4、Q5、Q6、Q7Or Q8；
Ar is selected from Ar-1, Ar-2 or Ar-3；
R1Selected from hydrogen, C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, C1-C6Alkoxy C1-C6Alkyl, it is unsubstituted Or by 1-3 R5Substituted following radicals：Phenyl or pyridine radicals；
R2Selected from hydrogen, F, Cl, Br, I, cyano group, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy or halo C1-C6Alkane Epoxide
Or R1And R2The cyclic structure of composition is selected from-CH2CH2CH2- or-CH2CH2CH2CH2-；
R3Selected from hydrogen, F, Cl, Br, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy or halo C1-C6Alkoxy；
X=O, S or NR4；
R4Selected from C1-C6Alkyl, C3-C6Cycloalkyl, halo C1-C6Alkyl, it is unsubstituted or by 1-3 R5What is replaced is following Group：Phenyl or pyridine radicals；
R5Selected from F, Cl, Br, I, nitro, cyano group, C1-C6Alkyl, halo C1-C6Alkyl, C1-C6Alkoxy, halo C1-C6 Alkoxy, C1-C6Alkylthio group or halo C1-C6Alkylthio group.
In the definition of compound of Formula I given above, collect term used and be typically defined as follows：
Halogen：Refer to fluorine, chlorine, bromine or iodine.
Alkyl：Straight or branched alkyl, such as methyl, ethyl, propyl group, isopropyl, normal-butyl or the tert-butyl group.
Cycloalkyl：Substituted or unsubstituted cyclic alkyl, such as cyclopropyl, cyclopenta or cyclohexyl.Substituent such as methyl, Halogen etc..
Haloalkyl：Straight or branched alkyl, the hydrogen atom on these alkyl partly or entirely can be taken by halogen atom Generation, for example, chloromethyl, dichloromethyl, trichloromethyl, methyl fluoride, difluoromethyl, trifluoromethyl etc..
Alkoxy：Straight or branched alkyl, is connected in structure through oxygen atom key.
Halogenated alkoxy：Straight or branched alkoxyl, the hydrogen atom on these alkoxies can be partly or entirely former by halogen Son is replaced.For example, chloromethane epoxide, dichloro methoxyl group, trichloromethoxy, fluorine methoxyl group, difluoro-methoxy, trifluoromethoxy, Chlorine fluorine methoxyl group, trifluoro ethoxy etc..
Alkoxyalkyl：Alkoxy is connected in structure through alkyl.Such as-CH2OCH3,-CH2OCH2CH3。
Halogenated alkoxy alkyl：Hydrogen atom on the alkyl of alkoxyalkyl partly or entirely can be replaced by halogen atom. Such as-CH2OCH2CH2Cl。
Alkylthio group：Straight or branched alkyl, is connected in structure through sulphur atom key.
Halogenated alkylthio：Straight or branched alkylthio group, the hydrogen atom on these alkyl can be partly or entirely by halogen atom Replaced.For example, chloromethane sulfenyl, dichloro methyl mercapto, trichloro-methylthio, fluorine methyl mercapto, difluoro methyl mercapto, trifluoromethylthio, chlorine Fluorine methyl mercapto etc..
Alkyl amino：Straight or branched alkyl, is connected in structure through nitrogen-atoms key.
Haloalkylamino：Straight or branched alkyl amino, the hydrogen atom on these alkyl can be partly or entirely by halogen Atom is replaced.
Alkenyl：Straight or branched alkenes, such as vinyl, 1- acrylic, 2- acrylic and different cyclobutenyls, pentenyl And hexenyl isomers.Alkenyl also includes many alkenes, such as 1,2- allene base and 2,4- hexadienyl.
Haloalkenyl group：Straight or branched alkenes, the hydrogen atom on these alkenyls partly or entirely can be taken by halogen atom Generation.
Alkynyl：Straight or branched acetylenic, such as acetenyl, 1- propinyls, 2-propynyl and different butynyls, pentynyl And hexynyl isomers.Alkynyl also includes the group being made up of multiple three keys, such as 2,5- adipic alkynyls.
Halo alkynyl：Straight or branched acetylenic, the hydrogen atom on these alkynyls partly or entirely can be taken by halogen atom Generation.
Alkenyloxy group：Straight or branched alkenes, are connected in structure through oxygen atom key.
Halo alkenyloxy group：Straight or branched alkenyloxy group, the hydrogen atom in these alkenyloxy groups can be partly or entirely former by halogen Son is replaced.
Alkynyloxy group：Straight or branched acetylenic, is connected in structure through oxygen atom key.
Halo alkynyloxy group：Straight or branched alkynyloxy group, the hydrogen atom on these alkynyloxy groups can be partly or entirely former by halogen Son is replaced.Alkyl-carbonyl：Straight or branched alkyl is through carbonyl（-CO-）It is connected in structure, such as acetyl group.
Halogenated alkyl carbonyl：Hydrogen atom on straight or branched alkyl carbonyl, its alkyl can be partly or entirely by halogen atom Replaced, such as trifluoroacetyl group.
Alkoxy carbonyl：Alkoxy is connected in structure through carbonyl.Such as-COOCH3,-COOCH2CH3。
Halo alkoxy carbonyl：Hydrogen atom on the alkyl of alkoxy carbonyl partly or entirely can be replaced by halogen atom, Such as-COOCH2CF3,-COOCH2CH2Cl etc..
Alkyl-carbonyl-amino：Such as-NHCOCH3,-NHCOC (CH3)3。
Alkyl amino-carbonyl such as-C (=O) NHCH3,-C (=O) N (CH3)2。
Heteroaryl is to contain the heteroatomic five-membered ring of one or more N, O, S or hexatomic ring.Such as furyl, pyrazolyl, thiazole Base, pyridine radicals, pyrimidine radicals, pyrazinyl, pyridazinyl, triazine radical, quinolyl etc..
Aryl moiety in aryl and aryl alkyl, alkoxy aryl and aryloxy group etc. is including phenyl or naphthyl etc..
Heteroaryl moieties in heteroaryl and heteroaryl alkyl, heteroaryl epoxide etc. refer to miscellaneous containing one or more N, O, S The five-membered ring or hexatomic ring of atom.Such as furyl, pyrazolyl, thiazolyl, pyridine radicals, pyrimidine radicals, pyrazinyl, pyridazinyl, three Piperazine base, quinolyl, benzoxazolyl, indyl etc..
Table 1 to table 17 lists the compound of formula I representatives respectively, but compound of Formula I is not limited only to this.
Q is selected from when Ar is selected from Ar-1, Q1、X=NCH3When, representation compound 1-50 is shown in Table 1.
Table 1
Table 2：Q is selected from when Ar is selected from Ar-1, Q2、X=NCH3When, representation compound 51-100 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 3：Q is selected from when Ar is selected from Ar-1, Q3、X=NCH3When, representation compound 101-150 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 4：Q is selected from when Ar is selected from Ar-1, Q4、X=NCH3When, representation compound 151-200 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 5：Q is selected from when Ar is selected from Ar-1, Q5、X=NCH3When, representation compound 201-250 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 6：Q is selected from when Ar is selected from Ar-1, Q6、X=NCH3When, representation compound 251-300 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 7：Q is selected from when Ar is selected from Ar-1, Q7、X=NCH3When, representation compound 301-350 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 8：Q is selected from when Ar is selected from Ar-1, Q8、X=NCH3When, representation compound 351-400 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 9：Q is selected from when Ar is selected from Ar-1, Q9、X=NCH3When, representation compound 401-450 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 10：Q is selected from when Ar is selected from Ar-3, Q1、X=NCH3When, representation compound 451-500 other substituents and table 1 Compound 1-50 is consistent；
Table 11：Q is selected from when Ar is selected from Ar-3, Q5、X=NCH3When, representation compound 501-550 other substituents and table 1 Compound 1-50 is consistent；
Table 12：Q is selected from when Ar is selected from Ar-3, Q5, X=N-Ph when, representation compound 551-600 other substituents and table 1 Compound 1-50 is consistent；
Table 13：Q is selected from when Ar is selected from Ar-3, Q5, X=N-Ph-4-Cl when, representation compound 601-650 other substituents It is consistent with the compound 1-50 of table 1；
Table 14：Q is selected from when Ar is selected from Ar-1, Q1, X=O when, representation compound 651-700 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 15：Q is selected from when Ar is selected from Ar-1, Q1, X=S when, representation compound 701-750 other substituents and table 1 are changed Compound 1-50 is consistent；
Table 16：Q is selected from when Ar is selected from Ar-2, Q1, X=N-Ph when, representation compound 751-800 R1And R3Substituent is distinguished With the compound 1-50 of table 1 R1And R2Substituent is consistent；
Table 17：Q is selected from when Ar is selected from Ar-2, Q1, X=N-Ph-4-Cl when, representation compound 801-850 R1And R3Substitution The R of base respectively with the compound 1-50 of table 11And R2Substituent is consistent.
The compounds of this invention according to patent CN1906171, CN101119972, CN1154692, CN1308065, Prepared by the method disclosed in US5869517, US6054592, WO9933812, or prepared with reference to other known method.
In present invention, the purposes of the compounds of this invention is as plant virus inhibitor, wherein main crop bag Include cereal crops（Paddy rice, wheat, barley, oat, corn, millet, sorghum etc.）, tuber crops（Sweet potato, potato, cassava Deng）, legume crop（Soybean, broad bean, pea, mung bean, red bean, garden pea etc.）And fibre crops（Cotton, crudefiber crop, silkworm and mulberry etc.）、 Oil crops（Peanut, rape, sesame, soybean, sunflower etc.）, sugar crop（Beet, sugarcane etc.）, beverage crops（Tealeaves, coffee Coffee, cocoa etc.）, hobby crop（Tobacco etc.）, medicinal crop（Ginseng, fritillaria etc.）, tropical crops（Rubber, coconut, oil palm, sword Fiber crops etc.）, it is melon（Watermelon, muskmelon, "Hami" melon, pawpaw etc.）And fruit, silkworm and mulberry, vegetables（It is tomato, capsicum, radish, cucumber, white Dish, celery, hot pickled mustard tube, green onion, garlic, various wild vegetables etc.）, bamboo shoots, flowers（Such as orchid）, potted landscape and ornamental plant etc.；Also include Fruit tree（Apple, banana, citrus, peach, papaya）, hops, pepper, seedling and other garden crops.Main virus bag Include tobacco mosaic virus (TMV), Tobacco rattle virus, tobacco leaf curl virus, nepovirus, marmor erodens, sweet potato pinniform spot Refute virus, marmor upsilon, corium solani, potato virus X, potato virus S, marmor solani, potato Spindle tuber viroid, corn mosaic virus, sugarcane streak mosaic virus, cucumber mosaic virus, melon mosaic virus, pumpkin flower Mosaic virus, tomato spotted wilf virus, tomato aspermy virus, BCTV, alfalfa mosaic virus, abaca bunchy top virus, banana Streak virus, citrus tristeza virus, WYMV, wheat soil-borne mosaic poison, Wheat ecological regions, barley Yellow dwarf virus, wheat mosaic poison, fractilinea oryzae, Rice Gall Dwarf In Guangdong Province, Rice bunchy stunt virus, black streaked dwarf virus of rice Poison, Rice Ragged Stunt Virus, oryza virus 3, rice hoja blanca virus, rice grassy stunt virus, rice leaf yellowing virus, Paddy rice yellow virus, Rice tungro spherical virus, rice yellow mottle poison, rice stripe necrosis virus, paddy rice Dong Gelu bars Shape virus, necrosis mosaic disease poison etc..
Compound of Formula I of the present invention has excellent anti-phytoviral activity, can effectively prevent and treat tobacco, vegetables（Capsicum, kind Eggplant, melon dish etc.）, fruit tree, beans, cereal, the virosis of the various crop such as potato class, be particularly suitable for preventing and treating tobacco mosaic disease, vegetable Dish（Capsicum, tomato, melon dish, Chinese cabbage etc.）Virosis, Virus Diseases of Rice（Including rice dwarf virus disease, black streak dwarf, BYDV, Stripe virus disease etc.）, potato virus disease etc..
Embodiment
With resisting tobacco mosaic virus（Tobacco Mosaic Virus,TMV）Exemplified by activity, but the present inventionization is not limited Compound resists other viral applications.The mensuration program of compound of Formula I activity of resisting tobacco mosaic virus of the present invention is as follows：
The preparation of compound solution：Designed according to test dose, accurately weigh test sample in volumetric flask, add ethanol 200 microlitres make it fully dissolve, with the redistilled water containing 1%Tween20, the solution of concentration compound needed for being made into.
The assay method of compound of Formula I activity of resisting tobacco mosaic virus of the present invention（With reference to CN101891710B）It is as follows：
The measure of in vitro directly antiviral activity is carried out using half leaf withered spot method.The assay method of live body induced activity be by The consistent common cigarette of seedling age, 3 basins are one group, and respectively at the tobacco seedlings for being inoculated with pre-treatment in 7 days, processing mode includes：Spray for examination Compound solution 2 to 3 times, 10 milliliters every time, connects on the 7th day in friction on the tobacco leaf newly grown by 10 milliliters every time, or soil treatment TMV is planted, tobacco seedlings are placed in after being cultivated 3 days under its growth preference temperature and illumination, incidence is checked, comprehensive scab number is pressed Formula calculates induction antiviral effect of the test compound to TMV, and each processing sets 3 repetitions.Referring concurrently to document Fan Z.J.;et al.J.Agric.Food Chem.,2010,58(5):2630-2636 and Zuo X.;et al.J.Agric.FoodChem.,2010,58(5):The method of 2755-2762 descriptions carries out compound to tobacco mosaic virus (TMV) Protection, passivation, treatment and in vitro directly antiviral activity.
R=(CK-I)/CK×100
Wherein：R is noval chemical compound TMV anti-to tobacco effect, and unit is %；
CK is the average withered spot number that clear water compares blade, and unit is individual；
I is the average withered spot number of chemicals treatment rear blade, and unit is individual.
The in vitro direct antiviral activity of part the compounds of this invention the results are shown in Table 18, and live body induced activity the results are shown in Table 19, live body protection activity the results are shown in Table 20, and live body passivation Activity Results are shown in Table 21, and live body therapeutic activity the results are shown in Table 22.
The in vitro directly antiviral activity result of table 18
The live body induced activity result of table 19
The live body protection activity result of table 20
The live body of table 21 is passivated Activity Results
The live body therapeutic activity result of table 22

Claims (2)

1. substituted azole compounds are used as the application of resisting tobacco mosaic virus agent, it is characterised in that:Substituted azole compounds structure As shown in formula I：
In formula：
Q is selected from Q1；
Ar is selected from Ar-1 or Ar-3；
R1Selected from by 1-3 R5Substituted phenyl；
R2Selected from hydrogen or C1-C6Alkyl；
X=NR4；
R4Selected from C1-C6Alkyl；
R5Selected from F, Cl, Br or C1-C6Alkyl.
2. application according to claim 1, it is characterised in that：The substituted azole compounds structure as shown in formula I,
In formula：Q is selected from Q1；Ar is selected from Ar-1；R1Selected from by 1 R5Substituted phenyl；R2Selected from hydrogen；X=NR4；R4Selected from CH3；R5 Selected from Cl；
Or, in formula：Q is selected from Q1；Ar is selected from Ar-3；R1Selected from by 2 R5Substituted phenyl；R2Selected from hydrogen；X=NR4；R4It is selected from CH3；R5Selected from CH3。
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A Strobilurin Fungicide Enhances the Resistance of Tobacco against Tobacco Mosaic Virus and Pseudomonas syringae pvtabaci;Stefan Herms,et,al.;《Plant Physiology》;20020930;第130卷;第120-127页 *
Strobilurins Seed Treatment Enhances Resistance of Common Bean Against Bean common mosaic virus;Arakere C. Udayashankar,et,al.;《Journal of Phytopathology》;20120917;第160卷;第710-716页 *

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