CN104430366A - Application of substituted aryl ether compound as plant virus resisting agent - Google Patents
Application of substituted aryl ether compound as plant virus resisting agent Download PDFInfo
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- CN104430366A CN104430366A CN201310439078.9A CN201310439078A CN104430366A CN 104430366 A CN104430366 A CN 104430366A CN 201310439078 A CN201310439078 A CN 201310439078A CN 104430366 A CN104430366 A CN 104430366A
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Abstract
The invention discloses application of a substituted aryl ether compound, represented by a general formula I shown in specifications, as a plant virus resisting agent. In the formula, all substituents are as defined in the specifications. The compound represented by the general formula I has very good plant virus resisting activity and can be used for preventing and treating virus diseases of a variety of crops, such as tobacco, vegetables, fruit trees, legumes, cereals and potatoes.
Description
Technical field
The invention belongs to agricultural antivirotic field, be specifically related to replace the application of aryl oxide compounds as anti-plant virus agent.
Background technology
The compounds of this invention is open in patent EP382375, DE19602095, has sterilization or insecticidal activity, but as antiviral agent and application then without any report.
Summary of the invention
The object of the present invention is to provide the replacement aryl oxide compounds of structure as shown in general formula I as the application of anti-plant virus agent.
Technical scheme of the present invention is as follows:
Replace the application of aryl oxide compounds as anti-plant virus agent, compound structure is as shown in general formula I:
Wherein to represent group as follows for Q:
R
1be selected from H, halogen, nitro, cyano group, C
1-C
12alkyl, halo C
1-C
12alkyl, C
1-C
12alkoxyl, halo C
1-C
12alkoxyl, C
1-C
12alkylthio group, halo C
1-C
12alkylthio group, unsubstituted or by 1-5 R
3the following radicals replaced: aryloxy group or heteroaryl oxygen base;
R
2be selected from H, halogen, nitro, cyano group, C
1-C
12alkyl or C
1-C
12alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
3-C
12cycloalkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkoxy carbonyl, C
2-C
6thiazolinyl, halo C
2-C
6thiazolinyl, C
3-C
6alkene oxygen base, halo C
3-C
6alkene oxygen base, C
2-C
6alkynyl, halo C
2-C
6alkynyl, C
3-C
6alkynyloxy group, halo C
3-C
6alkynyloxy group, C
1-C
6alkyl amino, halo C
1-C
6alkyl amino, C
2-C
8dialkyl amido, C
1-C
6alkyl-carbonyl-amino, halo C
1-C
6alkyl-carbonyl-amino, C
1-C
6alkyl amino-carbonyl or halo C
1-C
6alkyl amino-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
When applying as antiviral agent in compound of Formula I, more preferably compound is:
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-5 R
3the following radicals replaced: phenoxy group or pyridine radicals oxygen base;
R
2be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or C
1-C
6alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkoxy carbonyl, C
1-C
6alkyl amino, halo C
1-C
6alkyl amino, C
2-C
8dialkyl amido, C
1-C
6alkyl-carbonyl-amino, halo C
1-C
6alkyl-carbonyl-amino, C
1-C
6alkyl amino-carbonyl or halo C
1-C
6alkyl amino-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
When applying as antiviral agent in compound of Formula I, preferred compound is further:
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-3 R
3the following radicals replaced: phenoxy group or pyridine radicals oxygen base;
R
2be selected from H, halogen, cyano group, C
1-C
6alkyl or C
1-C
6alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkyl amino or halo C
1-C
6alkyl amino;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
When applying as antiviral agent in compound of Formula I, further preferred compound is:
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-3 R
3the phenoxy group replaced;
R
2be selected from H, halogen, cyano group, C
1-C
3alkyl or C
1-C
3alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl or halo C
1-C
6alkyl-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
In the definition of the compound of Formula I provided above, collect term used and be generally 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.Substituting group is as methyl, halogen etc.
Haloalkyl: straight or branched alkyl, the hydrogen atom on these alkyl can partly or entirely replace by halogen atom, such as, chloromethyl, dichloromethyl, trichloromethyl, methyl fluoride, difluoromethyl, trifluoromethyl etc.
Alkoxyl: straight or branched alkyl, is connected in structure through oxygen atom key.
Halogenated alkoxy: straight or branched alkoxyl, the hydrogen atom on these alkoxyls can partly or entirely replace by halogen atom.Such as, chlorine methoxyl group, dichloro methoxyl group, trichloromethoxy, fluorine methoxyl group, difluoro-methoxy, trifluoromethoxy, chlorine fluorine methoxyl group, trifluoro ethoxy etc.
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 partly or entirely replace by halogen atom.Such as, chloromethane sulfenyl, dichloromethane sulfenyl, 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 partly or entirely replace by halogen atom.
Thiazolinyl: straight or branched alkene class, such as vinyl, 1-acrylic, 2-acrylic and different cyclobutenyls, pentenyl and hexenyl isomers.Thiazolinyl also comprises polyenoid class, as 1,2-allene base and 2,4-hexadienyl.
Haloalkenyl group: straight or branched alkene class, the hydrogen atom on these thiazolinyls can partly or entirely replace by halogen atom.
Alkynyl: straight or branched alkynes class, such as acetenyl, 1-propinyl, 2-propynyl and different butynyl, pentynyl and hexynyl isomers.Alkynyl also comprises the group be made up of multiple triple bond, as 2,5-hexadiine base.
Halo alkynyl: straight or branched alkynes class, the hydrogen atom on these alkynyls can partly or entirely replace by halogen atom.
Alkene oxygen base: straight or branched alkene class, is connected in structure through oxygen atom key.
Haloalkene oxygen base: straight or branched alkene oxygen base, the hydrogen atom on these alkene oxygen bases can partly or entirely replace by halogen atom.
Alkynyloxy group: straight or branched alkynes class, is connected in structure through oxygen atom key.
Halo alkynyloxy group: straight or branched alkynyloxy group, the hydrogen atom on these alkynyloxy groups can partly or entirely replace by halogen atom.
Alkyl-carbonyl: straight or branched alkyl is connected in structure, as acetyl group through carbonyl (-CO-).
Halogenated alkyl carbonyl: straight or branched alkyl-carbonyl, the hydrogen atom on its alkyl can partly or entirely replace by halogen atom, as trifluoroacetyl group.
Alkyl sulphinyl: straight or branched alkyl is connected in structure, as methylsulfinyl through sulfinyl (-SO-).
Alkylsulfinyl: straight or branched alkyl sulphinyl, the hydrogen atom on its alkyl can partly or entirely replace by halogen atom.
Alkyl sulphonyl: straight or branched alkyl is through sulfonyl (-SO
2-) be connected in structure, as methyl sulphonyl.
Halogenated alkyl sulfonyl: straight or branched alkyl sulphonyl, the hydrogen atom on its alkyl can partly or entirely replace by halogen atom.
Alkoxy carbonyl: alkoxyl is connected in structure through carbonyl.As-COOCH
3,-COOCH
2cH
3.
Halo alkoxy carbonyl: the hydrogen atom on the alkyl of alkoxy carbonyl can partly or entirely replace by halogen atom, as-COOCH
2cF
3,-COOCH
2cH
2cl etc.
Alkyl-carbonyl-amino: as-NHCOCH
3,-NHCOC (CH
3)
3.
Alkyl amino-carbonyl is as-C (=O) NHCH
3,-C (=O) N (CH
3)
2.
Aryl moiety in aryl and aryloxy group etc. comprises phenyl or naphthyl etc.
Heteroaryl moieties in heteroaryl and heteroaryl oxygen base refers to containing the heteroatomic five-membered ring of one or more N, O, S or hexatomic ring.Such as furyl, pyrazolyl, thiazolyl, pyridine radicals, pyrimidine radicals, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoxazolyl, indyl etc.
Table 1 to table 25 lists the compound of general formula I representative respectively, but compound of Formula I is not limited only to this.(note: in table, OPh represents phenoxy group, O-2-Py represents pyridine-2-base oxygen base, other roughly the same).
When Q is selected from Q
1, R
2be selected from H, when X and Y is N, representation compound 1-40 substituting group is in table 1;
Table 1
| Compound | R 1 | Compound | R 1 |
| 1 | OPh | 21 | OPh-2-Cl-4-OCF 3 |
| 2 | OPh-2-CH 3 | 22 | OPh-3,5-2Cl |
| 3 | OPh-2-Cl | 23 | OPh-3,5-2CH 3 |
| 4 | OPh-2-CN | 24 | OPh-2,6-2Cl-4-CF 3 |
| 5 | OPh-2-CF 3 | 25 | OPh-2-Cl-4-CN |
| 6 | OPh-3-CF 3 | 26 | OPh-2-Cl-4-NO 2 |
| 7 | OPh-3-CN | 27 | OPh-2,4,6-3Cl |
| 8 | OPh-3-NO 2 | 28 | OPh-2-Cl-4-F |
| 9 | OPh-4-CF 3 | 29 | OPh-2-Cl-4-SO 2CH 3 |
| 10 | OPh-4-OCHF 2 | 30 | OPh-4-SO 2CH 3 |
| 11 | OPh-4-OCF 3 | 31 | O-2-Py |
| 12 | OPh-4-Cl | 32 | O-3-Py |
| 13 | OPh-4-CN | 33 | O-4-Py |
| 14 | OPh-4-NO 2 | 34 | CH 3 |
| 15 | OPh-2,5-2Cl | 35 | CH 2CH 3 |
| 16 | OPh-2,5-2CH 3 | 36 | CF 3 |
| 17 | OPh-2,4-2Cl | 37 | OCH 3 |
| 18 | OPh-2,4-2CH 3 | 38 | OCH 2CH 3 |
| 19 | OPh-2-Cl-4-CH 3 | 39 | OCF 3 |
| 20 | OPh-2-Cl-4-CF 3 | 40 | SCH 3 |
[0071]table 2: when Q is selected from Q
2, R
2be selected from H, when X and Y is N, other substituting group of representation compound 41-80 is consistent with table 1 compound 1-40;
Table 3: when Q is selected from Q
3, R
2be selected from H, when X and Y is N, other substituting group of representation compound 81-120 is consistent with table 1 compound 1-40;
Table 4: when Q is selected from Q
4, R
2be selected from H, when X and Y is N, other substituting group of representation compound 121-160 is consistent with table 1 compound 1-40;
Table 5: when Q is selected from Q
5, R
2be selected from H, when X and Y is N, other substituting group of representation compound 161-200 is consistent with table 1 compound 1-30;
Table 6: when Q is selected from Q
6, R
2be selected from H, when X and Y is N, other substituting group of representation compound 201-240 is consistent with table 1 compound 1-40;
Table 7: when Q is selected from Q
7, R
2be selected from H, when X and Y is N, other substituting group of representation compound 241-280 is consistent with table 1 compound 1-40;
Table 8: when Q is selected from Q
8, R
2be selected from H, when X and Y is N, other substituting group of representation compound 281-320 is consistent with table 1 compound 1-40;
Table 9: when Q is selected from Q
9, R
2be selected from H, when X and Y is N, other substituting group of representation compound 321-360 is consistent with table 1 compound 1-40;
Table 10: when Q is selected from Q
1, R
2be selected from F, when X and Y is N, other substituting group of representation compound 361-400 is consistent with table 1 compound 1-40;
Table 11: when Q is selected from Q
2, R
2be selected from F, when X and Y is N, other substituting group of representation compound 401-440 is consistent with table 1 compound 1-40;
Table 12: when Q is selected from Q
3, R
2be selected from F, when X and Y is N, other substituting group of representation compound 441-480 is consistent with table 1 compound 1-40;
Table 13: when Q is selected from Q
4, R
2be selected from F, when X and Y is N, other substituting group of representation compound 481-520 is consistent with table 1 compound 1-40;
Table 14: when Q is selected from Q
5, R
2be selected from F, when X and Y is N, other substituting group of representation compound 521-560 is consistent with table 1 compound 1-40;
Table 15: when Q is selected from Q
6, R
2be selected from F, when X and Y is N, other substituting group of representation compound 561-600 is consistent with table 1 compound 1-40;
Table 16: when Q is selected from Q
7, R
2be selected from F, when X and Y is N, other substituting group of representation compound 601-640 is consistent with table 1 compound 1-40;
Table 17: when Q is selected from Q
8, R
2be selected from F, when X and Y is N, other substituting group of representation compound 641-680 is consistent with table 1 compound 1-40;
Table 18: when Q is selected from Q
9, R
2be selected from F, when X and Y is N, other substituting group of representation compound 681-720 is consistent with table 1 compound 1-40;
Table 19: when Q is selected from Q
1, R
2be selected from CH
3, when X and Y is N, other substituting group of representation compound 721-760 is consistent with table 1 compound 1-40;
Table 20: when Q is selected from Q
1, R
2be selected from Cl, when X and Y is N, other substituting group of representation compound 761-800 is consistent with table 1 compound 1-40.
Table 21: when Q is selected from Q
1, when X and Y is CH, representation compound 801-820 is in table 21.
Table 21
Table 22: when Q is selected from Q
2, when X and Y is CH, other substituting group of representation compound 821-840 is consistent with table 21 compound 801-820.
Table 23: when Q is selected from Q
3, when X and Y is CH, other substituting group of representation compound 841-860 is consistent with table 21 compound 801-820.
Table 24: when Q is selected from Q
4, when X and Y is CH, other substituting group of representation compound 861-880 is consistent with table 21 compound 801-820.
Table 25: when Q is selected from Q
5, when X and Y is CH, other substituting group of representation compound 881-900 is consistent with table 21 compound 801-820.
Table 26: when Q is selected from Q
6, when X and Y is CH, other substituting group of representation compound 901-920 is consistent with table 21 compound 801-820.
Table 27: when Q is selected from Q
7, when X and Y is CH, other substituting group of representation compound 921-940 is consistent with table 21 compound 801-820.
Table 28: when Q is selected from Q
8, when X and Y is CH, other substituting group of representation compound 941-960 is consistent with table 21 compound 801-820.
Table 29: when Q is selected from Q
9, when X and Y is CH, other substituting group of representation compound 961-980 is consistent with table 21 compound 801-820.
The compounds of this invention according to the preparation of method disclosed in patent EP382375, DE19602095, or is prepared with reference to other known methods.
In content of the present invention, the purposes of the compounds of this invention is as plant virus inhibitor, and wherein main crop comprises cereal (paddy rice, wheat, barley, oat, corn, millet, Chinese sorghum etc.), tuber crops (sweet potato, potato, cassava etc.), legume crop (soybean, broad bean, pea, mung bean, red bean, garden pea etc.) and fiber crop (cotton, crudefiber crop, silkworm and mulberry etc.), oil crop (peanut, rape, sesame, soybean, sunflower etc.), sugar [yielding (beet, sugarcane etc.), beverage crops (tealeaves, coffee, cocoa etc.), hobby crop (tobacco etc.), medicinal crop (ginseng, the bulb of fritillary etc.), tropical crop (rubber, coconut, oil palm, sisal hemp etc.), melon (watermelon, muskmelon, Hami melon, pawpaw etc.), and fruit, silkworm and mulberry, vegetables (tomato, capsicum, radish, cucumber, Chinese cabbage, celery, hot pickled mustard tube, green onion, garlic, various wild vegetables etc.), bamboo shoots, flowers (as orchid etc.), potted landscape and ornamental plants etc., also comprise fruit tree (apple, banana, citrus, peach, papaya papaw), lupulus, pepper, seedling and other horticultural crops.Main virus comprises tobacco mosaic virus, Tobacco rattle virus, tobacco leaf curl virus, nepovirus, marmor erodens, Sweet Potato Feathery Mottle 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 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, luteovirus, wheat mosaic poison, fractilinea oryzae, Rice Gall Dwarf In Guangdong Province, Rice bunchy stunt virus, rice black-streaked dwarf virus, 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, rice tungro bacilliform virus, necrosis mosaic disease poison etc.
Compound of Formula I of the present invention has excellent anti-phytoviral activity, effectively can prevent and treat the virus disease of the various crop such as tobacco, vegetables (capsicum, tomato, melon dish etc.), fruit tree, beans, cereal, potato class, be particularly suitable for preventing and treating tobacco mosaic, vegetables (capsicum, tomato, melon dish, Chinese cabbage etc.) virus disease, Virus Diseases of Rice (comprising rice dwarf virus disease, black streak dwarf, yellow dwarf, stripe virus disease etc.), potato virus disease etc.
Embodiment
Active for resisting tobacco mosaic virus (Tobacco Mosaic Virus, TMV), but do not limit the application that the compounds of this invention resists other virus.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: according to test dose design, accurately take test sample in volumetric flask, add ethanol 200 microlitre and make it fully dissolve, with the redistilled water containing 1%Tween20, be made into the solution of desired concn compound.
The assay method (with reference to CN101891710B) of compound of Formula I activity of resisting tobacco mosaic virus of the present invention is as follows:
The mensuration of in vitro directly antiviral activity adopts the withered spot method of half leaf to carry out.The assay method of live body induced activity is by common cigarette consistent for seedling age, 3 basins are one group, respectively at the cigarette seedling of inoculation pre-treatment in 7 days, processing mode comprises: spray test compounds solution 2 to 3 times, each 10 milliliters, or soil treatment, each 10 milliliters, 7th day frictional inoculation TMV on the tobacco leaf newly grown, cultivate under cigarette seedling being placed in its growth preference temperature and illumination after 3 days, check incidence, comprehensive scab number is calculated as follows out the inducing anti-disease toxic effect fruit of test compound to TMV, and 3 repetitions are established in each process.Reference literature Fan Z.J. simultaneously; Et al.J.Agric.Food Chem., 2010,58 (5): 2630-2636 and Zuo X.; Et al.J.Agric.Food Chem., 2010,58 (5): the 2755-2762 methods described carry out compound to the protection of tobacco mosaic virus, passivation, treatment and in vitro directly antiviral activity.
R=(CK-I)/CK×100
Wherein: R is the effect of noval chemical compound to Resistance In Tobacco TMV, and unit is %;
CK is the average withered spot number of clear water contrast blade, and unit is individual;
I is the average withered spot number of chemicals treatment rear blade, and unit is individual.
The live body induced activity of part the compounds of this invention the results are shown in Table 30, and live body prolection the results are shown in Table 31, and live body inactivate activity the results are shown in Table 32, and live body therapeutic activity the results are shown in Table 33.
Table 30 live body induced activity result
Table 31 live body prolection result
Table 32 live body inactivate activity result
Table 33 live body therapeutic activity result
Claims (7)
1. replace the application of aryl oxide compounds as anti-plant virus agent, it is characterized in that replacing aryl oxide compounds structure as shown in general formula I:
In formula:
Q is selected from following Q
1to Q
22one of shown group:
R
1be selected from H, halogen, nitro, cyano group, C
1-C
12alkyl, halo C
1-C
12alkyl, C
1-C
12alkoxyl, halo C
1-C
12alkoxyl, C
1-C
12alkylthio group, halo C
1-C
12alkylthio group, unsubstituted or by 1-5 R
3the following radicals replaced: aryloxy group or heteroaryl oxygen base;
R
2be selected from H, halogen, nitro, cyano group, C
1-C
12alkyl or C
1-C
12alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
3-C
12cycloalkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkoxy carbonyl, C
2-C
6thiazolinyl, halo C
2-C
6thiazolinyl, C
3-C
6alkene oxygen base, halo C
3-C
6alkene oxygen base, C
2-C
6alkynyl, halo C
2-C
6alkynyl, C
3-C
6alkynyloxy group, halo C
3-C
6alkynyloxy group, C
1-C
6alkyl amino, halo C
1-C
6alkyl amino, C
2-C
8dialkyl amido, C
1-C
6alkyl-carbonyl-amino, halo C
1-C
6alkyl-carbonyl-amino, C
1-C
6alkyl amino-carbonyl or halo C
1-C
6alkyl amino-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
2. application according to claim 1, is characterized in that: in compound of Formula I
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-5 R
3the following radicals replaced: phenoxy group or pyridine radicals oxygen base;
R
2be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or C
1-C
6alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkoxy carbonyl, C
1-C
6alkyl amino, halo C
1-C
6alkyl amino, C
2-C
8dialkyl amido, C
1-C
6alkyl-carbonyl-amino, halo C
1-C
6alkyl-carbonyl-amino, C
1-C
6alkyl amino-carbonyl or halo C
1-C
6alkyl amino-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
3. application according to claim 2, is characterized in that: in compound of Formula I
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-3 R
3the following radicals replaced: phenoxy group or pyridine radicals oxygen base;
R
2be selected from H, halogen, cyano group, C
1-C
6alkyl or C
1-C
6alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl, halo C
1-C
6alkyl-carbonyl, C
1-C
6alkyl amino or halo C
1-C
6alkyl amino;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
4. application according to claim 3, is characterized in that: in compound of Formula I
Q is selected from Q
1, Q
2, Q
3, Q
4, Q
5, Q
6, Q
7, Q
8, Q
9, Q
19, Q
20, Q
21or Q
22;
R
1be selected from H, C
1-C
6alkoxyl, halo C
1-C
6alkoxyl, C
1-C
6alkylthio group, halo C
1-C
6alkylthio group, unsubstituted or by 1-3 R
3the phenoxy group replaced;
R
2be selected from H, halogen, cyano group, C
1-C
3alkyl or C
1-C
3alkoxyl;
R
3be selected from halogen, nitro, cyano group, C
1-C
6alkyl, halo C
1-C
6alkyl, C
1-C
6alkyl sulfoxide base, halo C
1-C
6alkyl sulfoxide base, C
1-C
6alkyl sulfuryl, halo C
1-C
6alkyl sulfuryl, C
1-C
6alkyl-carbonyl or halo C
1-C
6alkyl-carbonyl;
X and Y may be the same or different, and is selected from N or CR respectively
4;
R
4be selected from H, halogen, nitro, cyano group, C
1-C
6alkyl or halo C
1-C
6alkyl.
5. application according to claim 1, is characterized in that: described replacement aryl oxide compounds is as the anti-plant virus agent for preventing and treating tobacco, vegetables, fruit tree, legume crop, cereal or tuber crops.
6. application according to claim 5, is characterized in that: described replacement aryl oxide compounds is as the anti-plant virus agent for preventing and treating tobacco, vegetables, paddy rice or potato.
7. application according to claim 5, is characterized in that: described plant virus is tobacco mosaic virus, Tobacco rattle virus, tobacco leaf curl virus, nepovirus, marmor erodens, Sweet Potato Feathery Mottle 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 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, luteovirus, wheat mosaic poison, fractilinea oryzae, Rice Gall Dwarf In Guangdong Province, Rice bunchy stunt virus, rice black-streaked dwarf virus, 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, rice tungro bacilliform virus or necrosis mosaic disease poison.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0382375A2 (en) * | 1989-02-10 | 1990-08-16 | Zeneca Limited | Fungicides |
| WO1997027189A1 (en) * | 1996-01-22 | 1997-07-31 | Bayer Aktiengesellschaft | Halogen pyrimidines and its use thereof as parasite abatement means |
| CN101404881A (en) * | 2006-03-14 | 2009-04-08 | 巴斯夫欧洲公司 | Method of inducing virus tolerance of plants |
| CN102228036A (en) * | 2011-05-05 | 2011-11-02 | 青岛海利尔药业有限公司 | Pesticide composition containing strobilurin fungicide |
-
2013
- 2013-09-24 CN CN201310439078.9A patent/CN104430366A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0382375A2 (en) * | 1989-02-10 | 1990-08-16 | Zeneca Limited | Fungicides |
| WO1997027189A1 (en) * | 1996-01-22 | 1997-07-31 | Bayer Aktiengesellschaft | Halogen pyrimidines and its use thereof as parasite abatement means |
| CN101404881A (en) * | 2006-03-14 | 2009-04-08 | 巴斯夫欧洲公司 | Method of inducing virus tolerance of plants |
| CN102228036A (en) * | 2011-05-05 | 2011-11-02 | 青岛海利尔药业有限公司 | Pesticide composition containing strobilurin fungicide |
Non-Patent Citations (1)
| Title |
|---|
| 付一峰: "新型高活性杀菌先导化合物YzK-C-22作用机制的初步研究", 《四川农业大学硕士学位论文》, 15 May 2012 (2012-05-15), pages 5 - 3 * |
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Application publication date: 20150325 |