CN108069973A - Substitution hexa-member heterocycle class compound of the ring containing pyrimido and its preparation method and application - Google Patents

Substitution hexa-member heterocycle class compound of the ring containing pyrimido and its preparation method and application Download PDF

Info

Publication number
CN108069973A
CN108069973A CN201611028153.2A CN201611028153A CN108069973A CN 108069973 A CN108069973 A CN 108069973A CN 201611028153 A CN201611028153 A CN 201611028153A CN 108069973 A CN108069973 A CN 108069973A
Authority
CN
China
Prior art keywords
alkyl
halogenated
alkoxy
carbonyl
group
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
Application number
CN201611028153.2A
Other languages
Chinese (zh)
Other versions
CN108069973B (en
Inventor
李淼
杨吉春
赵杰
杨帆
张俊龙
孙金强
孙庚�
刘长令
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.)
Shenyang Sinochem Agrochemicals R&D Co Ltd
Original Assignee
Shenyang Sinochem Agrochemicals R&D Co Ltd
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 Shenyang Sinochem Agrochemicals R&D Co Ltd filed Critical Shenyang Sinochem Agrochemicals R&D Co Ltd
Priority to CN201611028153.2A priority Critical patent/CN108069973B/en
Publication of CN108069973A publication Critical patent/CN108069973A/en
Application granted granted Critical
Publication of CN108069973B publication Critical patent/CN108069973B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems

Abstract

The invention discloses a kind of substitution hexa-member heterocycle class compounds of ring containing pyrimido, and structure is as shown in general formula I：

Description

Substitution hexa-member heterocycle class compound of the ring containing pyrimido and its preparation method and application
Technical field
The invention belongs to agricultural bactericidal field of pesticides, and in particular to a kind of substitution hexa-member heterocycle of new ring containing pyrimido Class compound and its preparation method and application.
Background technology
59036683 A of patent JP disclose isoxazole miazines compound shown in below formula as farm killing mite The application of agent.
But its structure and the substitution hexa-member heterocycle class compound of the ring containing pyrimido shown in general formula I of the present invention differ greatly, Compound shown in general formula I of the present invention has not been reported simultaneously.
The content of the invention
It is an object of the invention to provide it is a kind of can control a variety of germs, pest evil mite the ring containing pyrimido substitution six Membered heterocycles, and preparation method thereof and for preparing the drug of anti-pathogen and/or pest in agricultural or other field Purposes.
To achieve the above object, technical scheme is as follows：
A kind of substitution hexa-member heterocycle class compound of ring containing pyrimido, the substitution hexa-member heterocycle class compound of the ring containing pyrimido For compound shown in general formula I；
R1Selected from hydrogen, C1-C12Alkyl, halogenated C1-C12Alkyl, C3-C12Cycloalkyl, C1-C12Alkoxy, halogenated C1-C12Alkane Oxygroup, C1-C12Alkylthio group, halogenated C1-C12Alkylthio group, C1-C12Alkyl sulphinyl, C1-C12Alkyl sulphonyl, C2-C12Alkenyl, Halogenated C2-C12Alkenyl, C2-C12Alkynyl, halogenated C2-C12Alkynyl, C3-C12Alkenyloxy group, halogenated C3-C12Alkenyloxy group, C3-C12Alkynes oxygen Base, halogenated C3-C12Alkynyloxy group, C1-C12Alkyl amino, two (C1-C12Alkyl) amino, C1-C12Alkyl amino-carbonyl, halogenated C1- C12Alkyl amino-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkoxy C1-C12Alkyl, C1-C12 Alkylthio group C1-C12Alkyl, C1-C12Alkyl-carbonyl, halogenated C1-C12It is alkyl-carbonyl, unsubstituted or by 1-5 R11Substituted virtue Base, arylmethyl, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl Carbonyl or Heteroaryloxycarbonyl；
R2Selected from hydrogen, halogen, C1-C12Alkyl, halogenated C1-C12Alkyl, C3-C8Cycloalkyl, C1-C12Alkoxy, C1-C12Alkane Sulfenyl or C1-C12Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy, halogenated C1-C12Alkane Oxygroup, C3-C12Cycloalkyl, C1-C12Alkylthio group, C2-C12Enylsulfanyl, C2-C12Alkenyl, C2-C12Alkynyl, halogenated C2-C12Alkenyl, Halogenated C2-C12Alkynyl, C1-C12Alkoxy C1-C12Alkyl, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12 Alkyl, halogenated C1-C12Alkylthio group C1-C12Alkyl, C1-C12Alkyl sulphinyl, halogenated C1-C12Alkyl sulphinyl, C1-C12Alkane Base sulfonyl, halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl amino sulfonyl, two (C1-C12Alkyl) amino-sulfonyl, C1- C12Alkylsulfonyl aminocarbonyl, C1-C12Alkyl-carbonyl-amino sulfonyl, C3-C12Cycloalkyloxycarbonyl, C1-C12Alkyl oxycarbonyl Base, halogenated C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkyl-carbonyl C1-C12Alkane Base, C1-C12Alkoxy carbonyl C1-C12Alkyl, C1-C12Alkyl amino-carbonyl, two (C1-C12Alkyl) amino carbonyl, C2-C12Alkene oxygen Base carbonyl, C2-C12Alkynyloxycar bonyl, C1-C12Alkoxy C1-C12Alkoxy carbonyl, C1-C12Alkyl amino sulfenyl, two (C1-C12 Alkyl) amino sulfenyl, the unsubstituted or aryl carbonyl C that are substituted by the following groups of 1-51-C6Alkyl, aryl carbonyl, aryloxy group Carbonyl, aryl C1-C6Alkyloxycarbonyl, aryl C1-C6Alkyl, Heteroarylcarbonyl C1-C6Alkyl, Heteroarylcarbonyl, heteroaryl oxygen Base carbonyl, heteroaryl C1-C6Alkyloxycarbonyl, heteroaryl C1-C6Alkyl, wherein, following group for halogen, nitro, cyano, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or halogenated C1-C6Alkoxy；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy Or halogenated C1-C12Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C8Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy Or halogenated C1-C12Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C8Ring；
M is selected from 0 to 5 integer；
Q is selected from unsubstituted or by 1-4 R8Substituted six membered heteroaryl；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy, halogen For C1-C12Alkoxy, C3-C12Cycloalkyl, C1-C12Alkyl amino, halogenated C1-C12Alkyl amino, two (C1-C12Alkyl) amino, Halogenated two (C1-C12Alkyl) amino, C (=O) NR9R10、C1-C12Alkylthio group, halogenated C1-C12Alkylthio group, C2-C12Alkenyl, C2-C12 Alkynyl, C2-C12Alkenyloxy group, halogenated C2-C12Alkenyloxy group, C2-C12Alkynyloxy group, halogenated C2-C12Alkynyloxy group, C1-C12Alkyl sulphonyl, Halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl-carbonyl, halogenated C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12 Alkoxy carbonyl, C1-C12Alkoxy C1-C12Alkyl, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkane Base, halogenated C1-C12Alkylthio group C1-C12Alkyl, C1-C12Alkoxy carbonyl C1-C12Alkyl, halogenated C1-C12Alkoxy carbonyl C1-C12 Alkyl, C1-C12Alkylthiocarbonyl C1-C12Alkyl, halogenated C1-C12Alkylthiocarbonyl C1-C12Alkyl, C1-C12Alkyl carbonyl epoxide, Halogenated C1-C12Alkyl carbonyl epoxide, C1-C12Alkoxy-carbonyl oxy, halogenated C1-C12Alkoxy-carbonyl oxy, C1-C12Alkyl sulphur Acyloxy, halogenated C1-C12Alkyl sulphonyl oxygroup, C1-C12Alkoxy C1-C12Alkoxy, halogenated C1-C12Alkoxy C1-C12 It is alkoxy, unsubstituted or by 1-5 R11It is substituted aryl, arylmethyl, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, miscellaneous Aryl, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl carbonyl or Heteroaryloxycarbonyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C12Alkyl or halogenated C1-C12Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy, halogen For C1-C12Alkoxy, C3-C12Cycloalkyl, C1-C12Alkyl amino, halogenated C1-C12Alkyl amino, two (C1-C12Alkyl) amino, C1-C12Alkylthio group, halogenated C1-C12Alkylthio group, C2-C12Alkenyl, C2-C12Alkynyl, C2-C12Alkenyloxy group, halogenated C2-C12Alkenyloxy group, C2-C12Alkynyloxy group, halogenated C2-C12Alkynyloxy group, C1-C12Alkyl sulphonyl, halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl oxycarbonyl Base, halogenated C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkoxy C1-C12Alkane Base, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkyl, halogenated C1-C12Alkylthio group C1-C12Alkyl or C1-C12Alkoxy carbonyl C1-C12Alkyl；
Or the salt of compound shown in general formula I.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, optional compound includes, institute in general formula I Show：
R1Selected from hydrogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, C2-C6Alkenyl, halogenated C2-C6 Alkenyl, C2-C6Alkynyl, halogenated C2-C6Alkynyl, C3-C6Alkenyloxy group, halogenated C3-C6Alkenyloxy group, C3-C6Alkynyloxy group, halogenated C3-C6Alkynes Oxygroup, C1-C6Alkyl amino, two (C1-C6Alkyl) amino, C1-C6Alkyl amino-carbonyl, halogenated C1-C6Alkyl amino-carbonyl, C1- C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, C1-C6 Alkyl-carbonyl, halogenated C1-C6It is alkyl-carbonyl, unsubstituted or by 1-5 R11Substituted aryl, arylmethyl, aryl carbonyl, Fang Jia Base carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl carbonyl or Heteroaryloxycarbonyl；
R2Selected from hydrogen, halogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, C1-C6Alkylthio group Or C1-C6Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6Alcoxyl Base, C3-C6Cycloalkyl, C1-C6Alkylthio group, C2-C6Enylsulfanyl, C2-C6Alkenyl, C2-C6Alkynyl, halogenated C2-C6It is alkenyl, halogenated C2-C6Alkynyl, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6It is alkyl, halogenated C1-C6Alkylthio group C1-C6Alkyl, C1-C6Alkyl sulphinyl, halogenated C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, halogen For C1-C6Alkyl sulphonyl, C1-C6Alkyl amino sulfonyl, two (C1-C6Alkyl) amino-sulfonyl, C1-C6Alkyl sulphonyl ammonia Base carbonyl, C1-C6Alkyl-carbonyl-amino sulfonyl, C3-C6Cycloalkyloxycarbonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl oxycarbonyl Base, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkyl-carbonyl C1-C6Alkyl, C1-C6Alkoxy carbonyl C1- C6Alkyl, C1-C6Alkyl amino-carbonyl, two (C1-C6Alkyl) amino carbonyl, C2-C6Allyloxycarbonyl, C2-C6Alkynyloxycar bonyl, C1-C6Alkoxy C1-C6Alkoxy carbonyl, C1-C6Alkyl amino sulfenyl, two (C1-C6Alkyl) amino sulfenyl, it is unsubstituted or by The aryl carbonyl C of 1-5 following group substitutions1-C6Alkyl, aryl carbonyl, aryloxycarbonyl, aryl C1-C6Alkyl oxy carbonyl Base, aryl C1-C6Alkyl, Heteroarylcarbonyl C1-C6Alkyl, Heteroarylcarbonyl, Heteroaryloxycarbonyl, heteroaryl C1-C6Alkyl oxygen Base carbonyl, heteroaryl C1-C6Alkyl, wherein, following group is halogen, nitro, cyano, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or halogenated C1-C6Alkoxy；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or Halogenated C1-C6Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or Halogenated C1-C6Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
Q is selected from unsubstituted or by 1-4 R8Substituted pyridyl group, pyrimidine radicals, pyridazinyl, piperazinyl；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6It is alkoxy, halogenated C1-C6Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, halogenated two (C1-C6Alkyl) amino, C (=O) NR9R10、C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6 Alkenyloxy group, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, halogenated C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl Sulfonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6 Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkylthio group C1-C6 Alkyl, C1-C6Alkoxy carbonyl C1-C6Alkyl, halogenated C1-C6Alkoxy carbonyl C1-C6Alkyl, C1-C6Alkylthiocarbonyl C1-C6Alkane Base, halogenated C1-C6Alkylthiocarbonyl C1-C6Alkyl, C1-C6Alkyl carbonyl epoxide, halogenated C1-C6Alkyl carbonyl epoxide, C1-C6Alkane Epoxide carbonyl oxygroup, halogenated C1-C6Alkoxy-carbonyl oxy, C1-C6Alkyl sulphonyl oxygroup, halogenated C1-C6Alkyl sulphonyl oxygen Base, C1-C6Alkoxy C1-C6Alkoxy, halogenated C1-C6Alkoxy C1-C6It is alkoxy, unsubstituted or by 1-5 R11Substitution Aryl, arylmethyl, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroaryl first Base carbonyl or Heteroaryloxycarbonyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C6Alkyl or halogenated C1-C6Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6It is alkoxy, halogenated C1-C6Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, C1-C6Alkane Sulfenyl, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6Alkenyloxy group, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, Halogenated C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl sulphonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl Carbonyl, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1- C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl or halogenated C1-C6Alkylthio group C1-C6Alkyl；
Or the salt of compound shown in general formula I.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, more optional compound includes, general formula I In：
When Q is pyridine ring, shown in the structural formula as I -1 of general formula I, wherein n is selected from 1 to 4 integer, as n=1, R8No Selected from methyl；
When Q is pyridazine ring, shown in the structural formula as I -2 of general formula I, n is selected from 0 to 3 integer；
When Q is pyrimidine ring, shown in the structural formula as I -3 of general formula I, n is selected from 0 to 3 integer；
When Q is pyridine ring, shown in the structural formula as I -4 of general formula I, n is selected from 0 to 3 integer；
In above-mentioned formula,
R1Selected from hydrogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, C2-C6Alkenyl, halogenated C2-C6 Alkenyl, C2-C6Alkynyl, halogenated C2-C6It is alkynyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazole Base, oxazolyl, thiadiazolyl group, oxadiazoles base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole Methyl；
R2Selected from hydrogen, halogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, C1-C6Alkylthio group Or C1-C6Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6Alcoxyl Base, C3-C6Cycloalkyl, C1-C6Alkylthio group, C2-C6Enylsulfanyl, C2-C6Alkenyl, C2-C6Alkynyl, halogenated C2-C6It is alkenyl, halogenated C2-C6Alkynyl, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6It is alkyl, halogenated C1-C6Alkylthio group C1-C6Alkyl, C1-C6Alkyl sulphinyl, halogenated C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, halogen For C1-C6Alkyl sulphonyl, C1-C6Alkyl amino sulfonyl, two (C1-C6Alkyl) amino-sulfonyl；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or Halogenated C1-C6Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or Halogenated C1-C6Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6It is alkoxy, halogenated C1-C6Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, halogenated two (C1-C6Alkyl) amino, C (=O) NR9R10、C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6 Alkenyloxy group, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, halogenated C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl Sulfonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6 Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkylthio group C1-C6 It is alkyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, triazolyl, oxazolyl, thiadiazolyl group, dislike two at pyrimidine radicals Oxazolyl, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole methyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C6Alkyl or halogenated C1-C6Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4It is alkoxy, halogenated C1-C4Alkoxy, C3-C4Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, C1-C4Alkane Sulfenyl, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4Alkenyloxy group, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, Halogenated C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl sulphonyl, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl Carbonyl, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1- C4Alkyl, C1-C4Alkylthio group C1-C4Alkyl or halogenated C1-C4Alkylthio group C1-C4Alkyl；
Or general formula I-1, I-2, I-3 or I-4 compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoro second Acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or lemon The salt that acid is formed.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, further alternative compound includes, described The structure of compound is shown in general formula I-1：I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G or I-1H；
The structure of compound shown in general formula I-2 is I-2A, I-2B, I-2C or I-2D；
The structure of compound shown in general formula I-3 is I-3A, I-3B, I-3C, I-3D, I-3E or I-3F；
The structure of compound shown in general formula I-4 is I-4A or I-4B；
In formula：
R1Selected from hydrogen, C1-C4Alkyl, halogenated C1-C4Alkyl, C3-C6Cycloalkyl, C1-C4Alkoxy, halogenated C1-C4Alkoxy, C1-C4Alkylthio group, halogenated C1-C4Alkylthio group, C1-C4Alkyl sulphinyl, C1-C4Alkyl sulphonyl, C2-C4Alkenyl, halogenated C2-C4 Alkenyl, C2-C4Alkynyl, halogenated C2-C4It is alkynyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazole Base, oxazolyl, thiadiazolyl group, oxadiazoles base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole Methyl；
R2Selected from hydrogen, halogen, C1-C4Alkyl, halogenated C1-C4Alkyl, C3-C6Cycloalkyl, C1-C4Alkoxy, C1-C4Alkylthio group Or C1-C4Alkyl sulphonyl；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy or Halogenated C1-C4Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy or Halogenated C1-C4Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4It is alkoxy, halogenated C1-C4Alkoxy, C3-C6Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, halogenated two (C1-C4Alkyl) amino, C (=O) NR9R10、C1-C4Alkylthio group, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4 Alkenyloxy group, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, halogenated C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl Sulfonyl, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl-carbonyl, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4 Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4Alkyl, C1-C4Alkylthio group C1-C4Alkyl, halogenated C1-C4Alkylthio group C1-C4 It is alkyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, triazolyl, oxazolyl, thiadiazolyl group, dislike two at pyrimidine radicals Oxazolyl, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole methyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C4Alkyl or halogenated C1-C4Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4It is alkoxy, halogenated C1-C4Alkoxy, C3-C4Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, C1-C4Alkane Sulfenyl, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4Alkenyloxy group, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, Halogenated C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl sulphonyl, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl Carbonyl, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1- C4Alkyl, C1-C4Alkylthio group C1-C4Alkyl or halogenated C1-C4Alkylthio group C1-C4Alkyl；
And general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, I- In 3C, I-3D, I-3E, I-3F, I-4A or I-4B,
X is selected from NR3；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy, halogenated C1-C4Alcoxyl Base, C3-C6Cycloalkyl, C1-C4Alkylthio group, C2-C4Enylsulfanyl, C2-C4Alkenyl, C2-C4Alkynyl, halogenated C2-C4It is alkenyl, halogenated C2-C4Alkynyl, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4Alkyl, C1-C4Alkylthio group C1-C4It is alkyl, halogenated C1-C4Alkylthio group C1-C4Alkyl, C1-C4Alkyl sulphinyl, halogenated C1-C4Alkyl sulphinyl, C1-C4Alkyl sulphonyl, halogen For C1-C4Alkyl sulphonyl, C1-C4Alkyl amino sulfonyl, two (C1-C4Alkyl) amino-sulfonyl；
In general formula I-1D or I-1H,
X is selected from O or S；
And in above-mentioned general formula I-1A, I-1B, I-1C or I-1D, n is selected from 1 to 4 integer, as n=1, R8It is not selected from Methyl；In general formula I-1E, I-1F, I-1G or I-1H, n is selected from 0 to 4 integer；General formula I-2A, I-2B, I-2C, I-2D, I-3A, In I-3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G, I-1H, I-2A, I-2B, I-2C, I-2D, I- 3A, I-3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, Trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid Or the salt that citric acid is formed.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, further optional compound includes, and leads to Formulas I -1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G, I-1H, I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, I-3C, In compound shown in I-3D, I-3E, I-3F, I-4A or I-4B：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, a fluorine first Base, chloromethyl, difluoromethyl, trifluoromethyl, trifluoroethyl, cyclopropyl, methoxy, ethoxyl methyl, trifluoroethoxy It is ylmethyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, furyl, thienyl, thiazolyl or benzyl；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, uncle Butyl, a methyl fluoride, chloromethyl, difluoromethyl, trifluoromethyl, trifluoroethyl, methoxyl group, ethyoxyl, methyl mercapto, second sulphur Base, methyl sulphonyl or ethylsulfonyl；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, positive fourth are respectively selected from It is base, sec-butyl, isobutyl group, tertiary butyl, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, sec-butoxy, different Butoxy or tert-butoxy；
R6、R7To be identical or different, hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, positive fourth are respectively selected from It is base, sec-butyl, isobutyl group, tertiary butyl, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, sec-butoxy, different Butoxy or tert-butoxy；
M is selected from 0 to 4 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, Zhong Ding Base, isobutyl group, tertiary butyl, trifluoromethyl, trichloromethyl, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, just Propoxyl group, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, trifluoromethoxy, trifluoro ethoxy, first It is Epoxide carbonyl, ethoxy carbonyl, amino carbonyl, methylaminocarbonyl, ethyl aminocarbonyl, dimethyl-aminocarbonyl, unsubstituted Or by 1-5 R11Substituted phenyl, pyridyl group, furyl, thienyl, thiazolyl or benzyl；R11Selected from fluorine, chlorine, bromine, iodine, cyanogen Base, amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, three It is chloromethyl, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, secondary Butoxy, isobutoxy, tert-butoxy, trifluoromethoxy or trifluoro ethoxy；
And general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, I- In 3C, I-3D, I-3E, I-3F, I-4A or I-4B,
X is selected from NR3；
R3Selected from hydrogen, hydroxyl, formoxyl, acetyl group, propiono, bytyry, trifluoroacetyl group, benzoyl, methyl, second Base, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, trifluoroethyl, methoxyl group, ethyoxyl, Trifluoro ethoxy, cyclopropyl oxygroup, methyl mercapto, ethylmercapto group, pi-allyl, propargyl, mesyl, ethylsulfonyl, trifluoroethyl Sulfonyl, aminosulfonyl, ethylamino sulfonyl, dimethylaminosulfonyl, lignocaine sulfonyl, methane sulfonylamino carbonyl Base, methoxycarbonyl, ethoxy carbonyl, propoxycarbonyl, isopropoxy carbonyl, amino-carbonyl, dimethyl-aminocarbonyl, ethylene Epoxide carbonyl, acetylene Epoxide carbonyl, methylamino sulfenyl, ethylamino sulfenyl or dimethylamino sulfenyl；
In general formula I-1D or I-1H,
X is selected from O or S；
And in above-mentioned general formula I-1A, I-1B, I-1C or I-1D, n is selected from 1 to 4 integer, as n=1, R8It is not selected from Methyl；In general formula I-1E, I-1F, I-1G or I-1H, n is selected from 0 to 4 integer；General formula I-2A, I-2B, I-2C, I-2D, I-3A, In I-3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G, I-1H, I-2A, I-2B, I-2C, I-2D, I- 3A, I-3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, Trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid Or the salt that citric acid is formed.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, further optional compound includes, and leads to Shown in Formulas I -1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B In compound：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, fluoroform It is base, cyclopropyl, unsubstituted or by 1-4 R11Substituted phenyl, pyridyl group；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine or methyl；
R3Selected from hydrogen, methyl, acetyl group, trifluoroacetyl group, methoxyl group, methyl mercapto, pi-allyl, mesyl, methylamino Sulfonyl, dimethylaminosulfonyl, methoxycarbonyl, amino-carbonyl, dimethyl-aminocarbonyl, methylamino sulfenyl or dimethylamino Sulfenyl；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine or methyl are respectively selected from；
R6、R7It is selected from hydrogen；
M is selected from 0 to 4 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, Zhong Ding Base, isobutyl group, tertiary butyl, trifluoromethyl, trichloromethyl, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, just Propoxyl group, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, trifluoromethoxy, trifluoro ethoxy, not Substitution or by 1-4 R11Substituted phenyl, pyridyl group；
R11Selected from fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, trifluoromethyl, methoxyl group or trifluoromethoxy；
And in general formula I-1A, I-1B or I-1C, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl；General formula In I-1E, I-1F or I-1G, n is selected from 0 to 4 integer；General formula I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I- In 4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I- Compound shown in 4A or I-4B and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, The salt that benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid are formed.
In the substitution hexa-member heterocycle class compound of present invention ring containing pyrimido, more optional compound includes, general formula I-1A, Compound shown in I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B In：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, fluoroform Base, cyclopropyl；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine or methyl；
R3Selected from hydrogen, methyl, acetyl group, trifluoroacetyl group, methoxyl group, methyl mercapto, pi-allyl, mesyl, methylamino Sulfonyl, dimethylaminosulfonyl, methoxycarbonyl, amino-carbonyl, dimethyl-aminocarbonyl, methylamino sulfenyl or dimethylamino Sulfenyl；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine or methyl are respectively selected from；
R6、R7It is selected from hydrogen；
M is selected from 0 to 3 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, trifluoromethyl, methoxyl group or trifluoromethoxy；
In general formula I-1A, I-1B or I-1C, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl；General formula I-1E, In I-1F or I-1G, n is selected from 0 to 4 integer；In general formula I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B, n Selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I- Compound shown in 4A or I-4B and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, The salt that benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid are formed.
Wherein, it is above-mentioned, compared with R in A, X, Y3Substituent group selection it is each independent；R1And R8In compared with R11Substituent group Selection is each independent.
A kind of preparation method of the substitution hexa-member heterocycle class compound of the ring containing pyrimido, compound shown in general formula I Preparation method is：
A kind of substituted pyridine compounds containing isoxazole and pyrimidine shown in general formula I are used as making in agricultural or other field Standby fungicide, the purposes of insecticide drug.
A kind of Fungicidal insecticidal composition, composition is with the substitution pyrrole containing pyrimidine shown in above-mentioned general formula I described in claim 1 Azole compounds are as active component；Wherein, the weight percentage of active component is 0.1-99% in composition.
In the definition of compound of Formula I given 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, isopropyl, just Butyl or tertiary butyl.Cycloalkyl：Substituted or unsubstituted cyclic alkyl, such as cyclopropyl, cyclopenta or cyclohexyl.Substituent group is such as Methyl, halogen etc..Halogenated alkyl：Straight or branched alkyl, the hydrogen atom on these alkyl can be partly or entirely by halogen atom Substituted, for example, chloromethyl, dichloromethyl, trichloromethyl, methyl fluoride, difluoromethyl, trifluoromethyl etc..Alkyl sulphinyl： Straight or branched alkyl is connected to through sulfinyl (- SO-) in structure, such as methylsulfinyl.Alkylsulfinyl：Directly Chain or branched alkyl sulfinyl, the hydrogen atom on alkyl can partly or entirely be substituted by halogen atom.Halogenated alkyl sulphonyl Base：Straight or branched alkyl sulfonyl, the hydrogen atom on alkyl can partly or entirely be substituted by halogen atom.Alkyl amino sulphur Base：Such as CH3NHS-、C2H5NHS-.Dialkyl amido sulfenyl：Such as (CH3)2NS-、(C2H5)2NS-.Alkyl amino sulfonyl：Alkyl- NH-SO2-.Dialkyl amino sulfonyl：(alkyl)2-N-SO2-.Alkylsulfonyl aminocarbonyl：Alkyl-SO2-NH-CO-.Alkane Base carbonylamino sulfonyl：Alkyl-CO-NH-SO2-.Alkylcarbonylalkyl：Alkyl-CO- alkyl-.Alkyl sulphonyl oxygroup：Alkane Base-S (O)2-O-.Halogenated alkyl sulfonyl oxygroup：Hydrogen atom on the alkyl of alkyl sulphonyl oxygroup can be partly or entirely by halogen Atom is substituted, such as CF3-SO2-O.Cycloalkyloxycarbonyl：Such as ring propoxycarbonyl, cyclohexyloxy carbonyl.Alkoxy： Straight or branched alkyl, through in oxygen atom key connection to structure.Halogenated alkoxy：Straight or branched alkoxyl, in these alcoxyls Hydrogen atom on base can partly or entirely be substituted by halogen atom.For example, chloromethane oxygroup, dichloro methoxyl group, trichloromethoxy, fluorine Methoxyl group, difluoro-methoxy, trifluoromethoxy, chlorine fluorine methoxyl group, trifluoro ethoxy etc..Halo alkoxy carbonyl：Alkoxy carbonyl Hydrogen atom on the alkyl of base can partly or entirely be substituted by halogen atom, such as ClCH2CH2OCO-、CF3CH2OCO- etc..Alcoxyl Base alkyl：Alkyl-O- alkyl-, such as CH3OCH2-.Halogenated alkoxy alkyl：Hydrogen atom on the alkyl of alkoxyalkyl can portion Divide or all substituted by halogen atom, such as ClCH2CH2OCH2-、CF3CH2OCH2- etc..Alkoxy carbonyl alkyl：Alkoxy carbonyl- Alkyl-, such as CH3OCOCH2-.Halo alkoxy carbonyl alkyl：Hydrogen atom on the alkyl of alkoxy carbonyl alkyl can part or All substituted by halogen atom, such as CF3CH2OCOCH2-.Alkyl carbonyl epoxide：Such as CH3COO- etc..Halogenated alkyl carbonyl oxygen Base：The hydrogen atom of alkyl carbonyl epoxide can partly or entirely be substituted by halogen atom, such as CF3COO- etc..Alkoxy-carbonyl oxy： Alkoxy carbonyl-oxygroup-, such as CH3OCOO-.Halo alkoxy carbonyl oxygroup：Hydrogen on the alkyl of alkoxy-carbonyl oxy is former Son can partly or entirely be substituted by halogen atom, such as CF3OCOO-.Alkylthiocarbonyl alkyl：Alkylthiocarbonyl-alkyl-, example Such as CH3SCOCH2-.Halogenated alkylthio carbonylic alkyl：Hydrogen atom on the alkyl of alkylthiocarbonyl alkyl can be partly or entirely by halogen Atom is substituted, such as CF3CH2SCOCH2-.Alkyloxy-alkoxy：Such as CH3OCH2O- etc..Halogenated alkoxy alkoxy：Alkoxy On hydrogen atom can partly or entirely be substituted by halogen atom, such as CF3OCH2O-.Alkoxyalkoxycarbonyl：Such as CH3OCH2CH2OCO- etc..Alkylthio group：Straight or branched alkyl, through in sulphur atom key connection to structure.Halogenated alkylthio：Straight chain Or branched alkylthio, the hydrogen atom on these alkyl can partly or entirely be substituted by halogen atom.For example, chloromethane sulfenyl, two Chloromethane sulfenyl, trichloro-methylthio, fluorine methyl mercapto, difluoro methyl mercapto, trifluoromethylthio, chlorine fluorine methyl mercapto etc..Alkylthio alkyl：Alkane Base-S- alkyl-, such as CH3SCH2-.Haloalkylthioalkyl：Hydrogen atom on the alkyl of alkylthio alkyl can be part or all of Substituted by halogen atom, such as ClCH2CH2SCH2-、CF3CH2SCH2- etc..Alkyl amino：Straight or branched alkyl, through nitrogen-atoms key It is connected in structure.Haloalkylamino：Straight or branched alkyl amino, the hydrogen atom on these alkyl can be part or all of Substituted by halogen atom.Dialkyl amido：Such as (CH3)2N-, (CH3CH2)2N-.Halogenated dialkyl amido：Hydrogen atom on alkyl Can partly or entirely it be substituted by halogen atom, such as (CF3)2N-, (CF3CH2)2N-.Alkenyl：Linear chain or branch chain alkenes, such as ethylene Base, 1- acrylic, 2- acrylic and different cyclobutenyls, pentenyl and hexenyl isomers.Alkenyl further includes polyenoid class, and such as 1, 2- allene base and 2,4- hexadienyls.Halogenated alkenyl：Linear chain or branch chain alkenes, hydrogen atom on these alkenyls can part or All substituted by halogen atom.Alkenyloxy group：Linear chain or branch chain alkenes, through in oxygen atom key connection to structure.Haloalkenyloxy：Directly Chain or branch alkenyloxy, the hydrogen atom in these alkenyloxy groups can partly or entirely be substituted by halogen atom.Enylsulfanyl：Straight chain Or branch chain alkene, through in sulphur atom key connection to structure.Such as CH2=CHCH2S-.Allyloxycarbonyl：Such as CH2=CHCH2OCO- Deng.Alkynyl：Linear chain or branch chain acetylenic, for example, acetenyl, 1- propinyls, 2-propynyl and different butynyls, pentynyl and oneself Alkynyl isomers.Alkynyl further includes the group being made of multiple three keys, such as 2,5- adipic alkynyls.Halo alkynyl：Linear chain or branch chain Acetylenic, the hydrogen atom on these alkynyls can partly or entirely be substituted by halogen atom.Alkynyloxy group：Linear chain or branch chain acetylenic, warp Oxygen atom key connection is in structure.Halogenated alkynyloxy group：Linear chain or branch chain alkynyloxy group, the hydrogen atom on these alkynyloxy groups can part Or all substituted by halogen atom.Alkynyloxycar bonyl：Such as CH ≡ CCH2OCO- etc..Alkyl sulphonyl：Straight or branched alkyl passes through Sulfonyl (- SO2-) be connected in structure, such as methyl sulphonyl.Halogenated alkyl sulfonyl：Straight or branched alkyl sulfonyl, Hydrogen atom on alkyl can partly or entirely be substituted by halogen atom.Alkyl-carbonyl：Alkyl is connected to through carbonyl in structure, such as CH3CO-, CH3CH2CO-.Halogenated alkyl carbonyl：Hydrogen atom on the alkyl of alkyl-carbonyl can partly or entirely be taken by halogen atom Generation, such as CF3CO-.Alkoxy carbonyl：Alkoxy is connected to through carbonyl in structure.Such as CH3OCO-, CH3CH2OCO-.Amino carbonyl： Such as NH2CO-.Alkyl amino-carbonyl：Alkyl-NH-CO-, such as CH3NHCO-, CH3CH2NHCO-.Dialkyl amino carbonyl：Such as (CH3)2NCO-, (CH3CH2)2NCO-.(miscellaneous) aryl, (miscellaneous) aryl alkyl, (miscellaneous) aryl carbonyl, (miscellaneous) arylmethyl carbonyl, (miscellaneous) Aryl moiety in aryl alkyl carbonyl, (miscellaneous) aryloxycarbonyl, (miscellaneous) aryl alkyl Epoxide carbonyl is including phenyl or naphthyl etc.. Heteroaryl is containing the heteroatomic five-membered ring of one or more N, O, S or hexatomic ring.Such as furyl, pyrazolyl, thiazolyl, pyridine Base, pyrimidine radicals, pyrazinyl, pyridazinyl, triazine radical, quinolyl etc..(miscellaneous) aryl：Such as phenyl.(miscellaneous) aryl alkyl：Such as benzene first Base, phenethyl, to chlorophenylmethyl, 2- chloropyridine -5- bases, the chloro- thiazole -5- bases of 2- etc..(miscellaneous) aryl carbonyl：As benzoyl, 4- chlorobenzene formacyls etc..(miscellaneous) arylmethyl carbonyl：Such as PhCH2CO-.(miscellaneous) aryl alkyl carbonyl：Such as PhCOCH2-.(miscellaneous) virtue oxygen Base carbonyl：Such as phenyloxycarbonyl, 4- cHorophenoxycarbonyls, 4-nitrophenoxy carbonyl, naphthoxycarbonyl.Aryl alkyl oxygroup Carbonyl：Such as benzyloxycarbonyl, 4- chlorobenzyls Epoxide carbonyl, 4- trifluoromethyl benzyl Epoxide carbonyls.(miscellaneous) aryl alkyl oxygen Base carbonyl：Such as PhCH2OCO-、4-Cl-PhCH2OCO- etc..
Table 1, table 2, table 3, table 4, table 5, table 6 list R in general formula I respectively1、R2、R3(X=NR3)、R4And R5、R6And R7、 R8The specific substituent group in part of (the upper substituent groups of Q), but they are not limited only to these substituent groups.
1 R of table1Substituent group
2 R of table2Substituent group
3 R of table3Substituent group
4 R of table4(R5) substituent group
5 R of table6(R7) substituent group
6 R of table8Substituent group
The part of compounds of the present invention can be illustrated with the particular compound listed in 7-table of table 119, but not limited The present invention.General formula compound I-1A, I-1B, I-1C, I-1D, I-2A, I-2B, I-3A, I-3B, I-3C, I-4A involved in table Or in I-5A, R2=R6=R7=H.
In general formula I-1A,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 7, and representation compound number is followed successively by 7- 1—7-69。
Table 7
Table 8：In general formula I-1A, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 8-1-8-69.
Table 9：In general formula I-1A, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 9-1-9-69.
Table 10：In general formula I-1A, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group one in table 7 It causes, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 10-1-10-69.
Table 11：In general formula I-1A, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group one in table 7 It causes, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 11-1-11-69.
Table 12：In general formula I-1A, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group one in table 7 It causes, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 12-1-12-69.
Table 13：In general formula I-1A, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 13-1-13-69.
Table 14：In general formula I-1A, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 14-1-14-69.
Table 15：In general formula I-1A, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 15-1-15-69.
Table 16：In general formula I-1A, work as R1=CH3、R3=R4=H, R5=CH3, m=1 when, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 16-1-16-69.
Table 17：In general formula I-1A, work as R1=CH3、R3=R4=H, R5=CH3, m=2 when, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 17-1-17-69.
Table 18：In general formula I-1A, work as R1=CH3、R3=R4=H, R5=CH3, m=3 when, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 18-1-18-69.
In general formula I-1B,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 19, and representation compound number is followed successively by 19-1—19-33。
Table 19
Table 20：In general formula I-1B, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 19 Base is consistent, and substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 20-1-20-33.
Table 21：In general formula I-1B, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 19 Base is consistent, and substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 21-1-21-33.
Table 22：In general formula I-1B, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 19 Unanimously, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 22-1-22-33.
Table 23：In general formula I-1B, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 19 Unanimously, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 23-1-23-33.
Table 24：In general formula I-1B, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 19 Unanimously, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 24-1-24-33.
Table 25：In general formula I-1B, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 25-1-25-33.
Table 26：In general formula I-1B, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 26-1-26-33.
Table 27：In general formula I-1B, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 27-1-27-33.
Table 28：In general formula I-1B, work as R1=CH3、R3=R4=H, R5=CH3, m=1 when, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 28-1-28-33.
Table 29：In general formula I-1B, work as R1=CH3、R3=R4=H, R5=CH3, m=2 when, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 29-1-29-33.
Table 30：In general formula I-1B, work as R1=CH3、R3=R4=H, R5=CH3, m=3 when, substituent group (R8)nWith being taken in table 19 Consistent for base, substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 30-1-30-33.
In general formula I-1C,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 31, and representation compound number is followed successively by 31-1—31-11。
Table 31
No. (R8)n No. (R8)n No. (R8)n
31-1 2-Cl 31-2 3-Cl 31-3 2-OCH3
31-4 2-Br 31-5 2-I 31-6 2,6-diOCH3
31-7 2,6-diCl 31-8 2-CN 31-9 2-NHCH3-6-Cl
31-10 6-OPh 31-11 2-OCH3-6-Cl
Table 32：In general formula I-1C, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 31 Base is consistent, and substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 32-1-32-11.
Table 33：In general formula I-1C, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 31 Base is consistent, and substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 33-1-33-11.
Table 34：In general formula I-1C, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 31 Unanimously, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 34-1-34-11.
Table 35：In general formula I-1C, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 31 Unanimously, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 35-1-35-11.
Table 36：In general formula I-1C, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 31 Unanimously, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 36-1-36-11.
Table 37：In general formula I-1C, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 37-1-37-11.
Table 38：In general formula I-1C, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 38-1-38-11.
Table 39：In general formula I-1C, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 39-1-39-11.
Table 40：In general formula I-1C, work as R1=CH3、R3=R4=H, R5=CH3, m=1 when, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 40-1-40-11.
Table 41：In general formula I-1C, work as R1=CH3、R3=R4=H, R5=CH3, m=2 when, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 41-1-41-11.
Table 42：In general formula I-1C, work as R1=CH3、R3=R4=H, R5=CH3, m=3 when, substituent group (R8)nWith being taken in table 31 Consistent for base, substituent group is corresponding in turn to 31-1-31-11 of table 31, and representation compound number is followed successively by 42-1-42-11.
In general formula I-1D,
Table 43：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=O, m=1, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 43-1-43-69.
Table 44：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=O, m=2, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 44-1-44-69.
Table 45：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=O, m=3, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 45-1-45-69.
Table 46：In general formula I-1D, work as R1=H, R4=R5During=H, X=O, m=1, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 46-1-46-69.
Table 47：In general formula I-1D, work as R1=H, R4=R5During=H, X=O, m=2, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 47-1-47-69.
Table 48：In general formula I-1D, work as R1=H, R4=R5During=H, X=O, m=3, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 48-1-48-69.
Table 49：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=O, m=1, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 49-1-49-69.
Table 50：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=O, m=2, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 50-1-50-69.
Table 51：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=O, m=3, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 51-1-51-69.
Table 52：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=S, m=1, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 521-52-69.
Table 53：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=S, m=2, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 53-1-53-69.
Table 54：In general formula I-1D, work as R1=CH3、R4=R5During=H, X=S, m=3, substituent group (R8)nWith substituting in table 7 Base is consistent, and substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 54-1-54-69.
Table 55：In general formula I-1D, work as R1=H, R4=R5During=H, X=S, m=1, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 55-1-55-69.
Table 56：In general formula I-1D, work as R1=H, R4=R5During=H, X=S, m=2, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 56-1-56-69.
Table 57：In general formula I-1D, work as R1=H, R4=R5During=H, X=S, m=3, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 57-1-57-69.
Table 58：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=S, m=1, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 58-1-58-69.
Table 59：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=S, m=2, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 59-1-59-69.
Table 60：In general formula I-1D, work as R1=i-C3H7、R4=R5During=H, X=S, m=3, substituent group (R8)nWith being taken in table 7 Consistent for base, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 60-1-60-69.
In general formula I-1E,
Table 61：In general formula I-1E, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 61-1-61-69.
Table 62：In general formula I-1E, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 62-1-62-69.
Table 63：In general formula I-1E, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 7 Unanimously, substituent group is corresponding in turn to the 7-1-7-69 of table 7, and representation compound number is followed successively by 63-1-63-69.
In general formula I-1F,
Table 64：In general formula I-1F, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 19 Base is consistent, and substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 64-1-64-33.
Table 65：In general formula I-1F, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 19 Base is consistent, and substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 65-1-65-33.
Table 66：In general formula I-1F, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 19 Base is consistent, and substituent group is corresponding in turn to 19-1-19-33 of table 19, and representation compound number is followed successively by 66-1-66-33.
In general formula I-2A,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 67, and representation compound number is followed successively by 67-1—67-11。
Table 67
No. (R8)n No. (R8)n No. (R8)n
67-1 H 67-2 6-Cl 67-3 6-Br
67-4 6-CH3 67-5 6-NH2 67-6 6-OCH3
67-7 6-CF3 67-8 6-OPh 67-9 6-SCH3
67-10 4-CH3-6-Cl 67-11 6-NHCH3
Table 68：In general formula I-2A, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 67 Base is consistent, and substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 68-1-68-11.
Table 69：In general formula I-2A, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 67 Base is consistent, and substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 69-1-69-11.
Table 70：In general formula I-2A, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 67 Unanimously, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 70-1-70-11.
Table 71：In general formula I-2A, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 67 Unanimously, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 71-1-71-11.
Table 72：In general formula I-2A, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 67 Unanimously, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 72-1-72-11.
Table 73：In general formula I-2A, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 73-1-73-11.
Table 74：In general formula I-2A, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 74-1-74-11.
Table 75：In general formula I-2A, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 75-1-75-11.
Table 76：In general formula I-2A, work as R1=CH3、R3=R4=H, R5=CH3, m=1 when, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 76-1-76-11.
Table 77：In general formula I-2A, work as R1=CH3、R3=R4=H, R5=CH3, m=2 when, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 77-1-77-11.
Table 78：In general formula I-2A, work as R1=CH3、R3=R4=H, R5=CH3, m=3 when, substituent group (R8)nWith being taken in table 67 Consistent for base, substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 78-1-78-11.
In general formula I-2C,
Table 79：In general formula I-2C, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 67 Base is consistent, and substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 79-1-79-11.
Table 80：In general formula I-2C, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 67 Base is consistent, and substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 80-1-80-11.
Table 81：In general formula I-2C, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 67 Base is consistent, and substituent group is corresponding in turn to 67-1-67-11 of table 67, and representation compound number is followed successively by 81-1-81-11.
In general formula I-3A,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 82, and representation compound number is followed successively by 82-1—82-48。
Table 82
No. (R8)n No. (R8)n No. (R8)n
82-1 H 82-2 2-CN-6-CH3 82-3 2-SCH3-6-CH3
82-4 6-C3H7 82-5 2-SCH3-5-Br 82-6 2-CN-5,6-diCH3
82-7 6-Cl 82-8 5-NH2-6-Cl 82-9 2-PhNH-6-CF3
82-10 2-Cl 82-11 2-SCH3-5-Cl 82-12 2-SO2CH3-6-CF3
82-13 6-OH 82-14 2-SCH3-6-Cl 82-15 2-SO2CH3-6-CH3
82-16 5-CH3 82-17 2-Ph-4-CH3 82-18 2-CF3-5,6-diCH3
82-19 2-NH2 82-20 2-NH2-6-CH3 82-21 2-CF3-5-CO2C2H5
82-22 2-Ph 82-23 6-Cl-2-PhCH2 82-24 2-CN-5-CH3-6-Cl
82-25 2,6-diNH2 82-26 2-NH2-6-CF3 82-27 2-SCH3-5-OH-6-Cl
82-28 2-CN-6-Cl 82-29 2-NH2-6-OCH3 82-30 2-(3-CH3-Ph)-6-OH
82-31 2-CN-6-CF3 82-32 2-SCH3-6-NH2 82-33 2-CONH2-6-CH3
82-34 5-Cl-2-NH2 82-35 2-SCH3-6-CF3 82-36 2-CONH2-6-CF3
82-37 2-(Cyclopropyl)NH-6-CF3 82-38 2-(3,4-diCl-Ph)NH-6-CF3 82-39 2-(4-Cl-Ph)NH-6-CF3
82-40 2-(2-Cl-Ph)NH-6-CF3 82-41 2-(2,4-diF-Ph)NH-6-CF3 82-42 2-(2,3,4-triCl-Ph)NH-6-CF3
82-43 2-(2,3-diCl-Ph)NH-6-CF3 82-44 2-(4-F-Ph)NH-6-CF3 82-45 2-(2,6-diCl-Ph)NH-6-CF3
82-46 2-(2,4-diCl-Ph)NH-6-CF3 82-47 2-(2-F-Ph)NH-6-CF3 82-48 2-(2,6-diF-Ph)NH-6-CF3
Table 83：In general formula I-3A, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 82 Base is consistent, and substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 83-1-83-48.
Table 84：In general formula I-3A, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 82 Base is consistent, and substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 84-1-84-48.
Table 85：In general formula I-3A, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 82 Unanimously, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 85-1-85-48.
Table 86：In general formula I-3A, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 82 Unanimously, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 86-1-86-48.
Table 87：In general formula I-3A, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 82 Unanimously, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 87-1-87-48.
Table 88：In general formula I-3A, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 82 Consistent for base, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 88-1-88-48.
Table 89：In general formula I-3A, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 82 Consistent for base, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 89-1-89-48.
Table 90：In general formula I-3A, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 82 Consistent for base, substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 90-1-90-48.
In general formula I-3B,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 91, and representation compound number is followed successively by 91-1—91-20。
Table 91
No. (R8)n No. (R8)n No. (R8)n
91-1 H 91-2 4,6-diCH3 91-3 4-CO2CH3
91-4 5-Br 91-5 4-thienyl 91-6 4,6-diOCH3
91-7 4-CH3 91-8 4,6-diCl 91-9 4,5,6-triCl
91-10 4-furyl 91-11 6-Ph 91-12 4-Cl-5-Br
91-13 4-(4-Cl-Ph) 91-14 4-NH2-5-CN 91-15 4-CH3-6-CO2C2H5
91-16 5-CO2CH3 91-17 4-Cl-6-CH3 91-18 4-CF3-5-CO2CH3
91-19 4-CH3-6-CO2CH3 91-20 2-Pyridyl-5-Cl-6-CH3
Table 92：In general formula I-3B, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 91 Base is consistent, and substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 92-1-92-20.
Table 93：In general formula I-3B, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 91 Base is consistent, and substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 93-1-93-201.
Table 94：In general formula I-3B, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituent group in table 91 Unanimously, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 94-1-94-20.
Table 95：In general formula I-3B, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituent group in table 91 Unanimously, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 95-1-95-20.
Table 96：In general formula I-3B, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituent group in table 91 Unanimously, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 96-1-96-20.
Table 97：In general formula I-3B, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 91 Consistent for base, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 97-1-97-20.
Table 98：In general formula I-3B, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 91 Consistent for base, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 98-1-98-20.
Table 99：In general formula I-3B, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 91 Consistent for base, substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 99-1-99-20.
In general formula I-3D,
Table 100：In general formula I-3D, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 82 Base is consistent, and substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 100-1-100-48.
Table 101：In general formula I-3D, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 82 Base is consistent, and substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 101-1-101-48.
Table 102：In general formula I-3D, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 82 Base is consistent, and substituent group is corresponding in turn to 82-1-82-48 of table 82, and representation compound number is followed successively by 102-1-102-48.
In general formula I-3E,
Table 103：In general formula I-3E, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 91 Base is consistent, and substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 103-1-103-20.
Table 104：In general formula I-3E, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 91 Base is consistent, and substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 104-1-104-20.
Table 105：In general formula I-3E, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 91 Base is consistent, and substituent group is corresponding in turn to 91-1-91-20 of table 91, and representation compound number is followed successively by 105-1-105-201.
In general formula I-4A,
Work as R1=CH3、R3=R4=R5During=H, m=1, (R8)nSubstituent group is shown in Table 106, and representation compound number is followed successively by 106-1—106-16。
Table 106
No. (R8)n No. (R8)n No. (R8)n
106-1 H 106-2 5-Cl 106-3 6-Cl
106-4 5-NH2 106-5 5-CN 106-6 6-CN
106-7 3-Cl 106-8 5-CH3 106-9 6-OCH3
106-10 5-OCH3 106-11 5-SCH3 106-12 6-SCH3
106-13 6-OPh 106-14 5-OPh 106-15 5-SPh
106-16 5,6- (CH=CCl-CH=CH-)
Table 107：In general formula I-4A, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 106 Consistent for base, substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 107-1-107- 16。
Table 108：In general formula I-4A, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 106 Consistent for base, substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 108-1-108- 16。
Table 109：In general formula I-4A, work as R1=H, R3=R4=R5During=H, m=1, substituent group (R8)nWith substituting in table 106 Base is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 109-1-109-16.
Table 110：In general formula I-4A, work as R1=H, R3=R4=R5During=H, m=2, substituent group (R8)nWith substituting in table 106 Base is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 110-1-110-16.
Table 111：In general formula I-4A, work as R1=H, R3=R4=R5During=H, m=3, substituent group (R8)nWith substituting in table 106 Base is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 111-1-111-16.
Table 112：In general formula I-4A, work as R1=i-C3H7、R3=R4=R5During=H, m=1, substituent group (R8)nWith in table 106 Substituent group is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 112-1-112- 16。
Table 113：In general formula I-4A, work as R1=i-C3H7、R3=R4=R5During=H, m=2, substituent group (R8)nWith in table 106 Substituent group is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 113-1-113- 16。
Table 114：In general formula I-4A, work as R1=i-C3H7、R3=R4=R5During=H, m=3, substituent group (R8)nWith in table 106 Substituent group is consistent, and substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 114-1-114- 16。
In general formula I-4B
Table 115：In general formula I-4B, work as R1=CH3、R3=R4=R5During=H, m=1, substituent group (R8)nWith being taken in table 106 Consistent for base, substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 115-1-115- 16。
Table 116：In general formula I-4B, work as R1=CH3、R3=R4=R5During=H, m=2, substituent group (R8)nWith being taken in table 106 Consistent for base, substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 116-1-116- 16。
Table 117：In general formula I-4B, work as R1=CH3、R3=R4=R5During=H, m=3, substituent group (R8)nWith being taken in table 106 Consistent for base, substituent group is corresponding in turn to 106-1-106-16 of table 106, and representation compound number is followed successively by 117-1-117- 16。
In general formula I-1A, work as R1=CH3、R4=R5=H, m=1, (R8)n=3-Cl-5-CF3When, substituent R3(it is not hydrogen When) it is that different substituent groups is shown in Table 118, representation compound number is followed successively by 118-1-118-140.
Table 118
The salt of part of compounds of the present invention can illustrate with the salt for the particular compound listed in table 119, but not Limit the present invention.
119 part of compounds salt of table
The compounds of this invention is prepared in accordance with the following methods, and reaction equation is as follows, and each group unless otherwise stated defines together in formula Before：
The preparation of general formula compound I is with the following method：
In general formula VI, M is leaving group, selected from chlorine or bromine；Other each groups are defined as above.
Intermediate compound IV generation intermediate V then reacted in alkaline conditions in suitable solvent with intermediate VI or in Compound of Formula I is obtained by the reaction in suitable solvent in alkaline conditions in mesosome IV and VII.
The optional potassium hydroxide freely of suitable alkali, sodium hydroxide, sodium carbonate, potassium carbonate, sodium acid carbonate, triethylamine, pyridine, Sodium methoxide, sodium ethoxide, sodium hydride, potassium tert-butoxide or sodium tert-butoxide etc..
Reaction carried out in suitable solvent, the optional tetrahydrofuran freely of suitable solvent, Isosorbide-5-Nitrae-dioxane, acetonitrile, Toluene, dimethylbenzene, benzene, N,N-dimethylformamide, N-Methyl pyrrolidone, dimethyl sulfoxide, acetone or butanone etc..
Reaction temperature can be usually 20-100 DEG C in room temperature between solvent boiling point temperature.
Reaction time for 30 minutes to 20 it is small when, when usual 1-10 is small.
Intermediate compound IV is to prepare the key intermediate of compound of Formula I of the present invention, is prepared as follows：
Using II as Material synthesis intermediate III, further synthetic intermediate IV, with reference to following document：WO2008057402、 WO2004087056 etc..
Intermediate VI, VII parts are commercially available, can also be prepared by known method, referring for example to document US20100158860, WO2011133444 and Bioorganic＆Medicinal Chemistry, 20 (20), 6109-6122, It is prepared by the method for 2012 descriptions.
Although the compound of Formula I of the present invention belongs to the substitution containing pyrimidine with disclosed some compounds in the prior art Pyrazole compound, but there are still dramatically different for structure feature.And cause the present invention's due to the difference in these structures Compound has preferably sterilization and/or pesticide and miticide actility.
Compound of Formula I shows excellent activity to a variety of germs in agricultural or other field, to pest evil mite Show preferable activity.Therefore, technical scheme further includes compound of Formula I and is used as in agricultural or other field Prepare the purposes of fungicide, insecticidal/acaricidal agent.
The example of disease referenced below is only used for illustrating the present invention, but never limits the present invention.
Compound of Formula I can be used for preventing following disease：Oomycetes diseases, such as downy mildew (cucumber downy mildew, rape downy mildew Disease, downy mildew, beet downy mildew, downy mildew of sugarcane, tobacco downy mildew, pea downy mildew, sponge gourd downy mildew, wax gourd downy mildew Disease, muskmelon downy mildew, cabbage downy mildew, downy mildew of spinach, radish downy mildew, downy mildew of garpe, onion mildew), white rust (white rust of colza, cabbage white blister), samping off (rape samping off, Tobacco seedling diseases, tomato samping off, capsicum samping off, Eggplant samping off, cucumber samping off, cotton seedling samping off), pythium rot (capsicum pythium rot, sponge gourd pythium rot, wax gourd pythium rot), epidemic disease Disease is (broad bean epidemic disease, Cucumber Blight, pumpkin epidemic disease, wax gourd epidemic disease, watermelon epidemic disease, muskmelon blight, capsicum epidemic disease, leek epidemic disease, big Garlic epidemic disease, Cotton blight), late blight (late blight of potato, tomato late blight) etc.；Fungi Imperfecti disease, such as droop, (sweet potato is withered Wither disease, cotton wilt, sesame droop, castor-oil plant droop, tomato wilt, Kidney bean droop, cucumber fusarium axysporum, sponge gourd is withered Wither disease, pumpkin droop, wax gourd droop, watermelon blight, Muskmelon Fusarium wilt, capsicum wilt, faba bean Fusarium wilt, rape is withered Wither disease, soybean Fusariuming disease), root rot (Fusarium solani, eggplant root rot, Kidney bean root rot, cucumber root rot, balsam pear root-rot Disease, cotton black root rot, root rot of Vicia faba), damping-off (cotton seedling blight, sesame damping-off, capsicum damping-off, cucumber rhizoctonia rot, Chinese cabbage damping-off), anthracnose (anthracnose of sorghum, cotton anthracnose, bluish dogbane anthracnose, jute anthracnose, anthracnose of flax, cigarette Careless anthracnose, mulberry anthracnose, pepper anthracnose, eggplant anthracnose, bean anthracnose, cucumber anthracnose, balsam pear anthracnose, western calabash Reed anthracnose, wax gourd anthracnose, watermelon anthrax, muskmelon anthracnose, lichee anthracnose), verticillium wilt (cotton verticillium wilt, Xiang Certain herbaceous plants with big flowers verticillium wilt, tomato verticillium wilt, capsicum verticillium wilt, eggplant verticillium wilt), scab (cucurbita pepo scab, wax gourd scab, sweet tea Melon scab), gray mold (cotton boll gray mold, bluish dogbane gray mold, graw mold of tomato, Botrytis cinerea, Kidney bean gray mold, celery Gray mold, spinach gray mold, Kiwi berry gray mold), brown spot (cotton brown spot, jute brown spot, beet cercospora leaf spot, peanut Brown spot, capsicum brown spot, wax gourd brown spot, soybean brown spot, septorial brown spot of sunflower, pea brown spot, broad bean brown spot), Black spot (flax vacation black spot, alternaria stem rot of colza, sesame black spot, sunflower black spot, castor-oil plant black spot, tomato black spot, Capsicum black spot, eggplant black spot, Kidney bean black spot, cucumber black spot, celery black spot, carrot black rot, carrot blackspot Disease, melanose or canker of apple, the cercospora black spot of peanut), spot blight (spotted wilt of tomato, capsicum spot blight, celery septoria disease), early blight (kind Eggplant early blight, capsicum early blight, eggplant early blight, target, early blight of celery), ring spot (soybean ring spot, sesame Numb ring spot, Kidney bean ring spot), leaf blight (sesame leaf blight, sunflower leaf blight, watermelon leaf blight, muskmelon leaf blight), stem Basal stem rot (tomato base rot disease, Kidney bean base rot disease) and other (Helminthosporium carbonum, bluish dogbane waist folding disease, rice blast, the black sheaths of chestnut Disease, sugarcane eye spot, cotton boll aspergillosis, peanut crown rot, soybean stem wilt, soybean diplostomiasis, muskmelon leaf blight, peanut filigree Disease, the red leaf spot of tea, pepper white star disease, wax gourd leaf spot, celery black rot, spinach heartrot, bluish dogbane leaf mold, bluish dogbane spot Disease, jute stem blight, purple spot of soybean, Alternaria sesami, castor-oil plant graywall, dark brown leaf spot, cercospora leaf spot of egg plant, dish Bean red pinta, balsam pear Leucoplakia, watermelon spot disease, jute withered rotten disease, sunflower root stem rot, Kidney bean charcoal rot, soybean target spot Disease, eggplant stick spore leaf spot, Leaf Spot Caused by Corynespora cassiicola on Cucumber, leaf muld of tomato, eggplant leaf mold, broad bean red spot etc.) etc.；Basidiomycetes disease Evil, such as rust (stripe rust of wheat, the stem rust of wheat, wheat leaf rust, Peanut Rust, rust of sunflower, sugarcane rust, leek Rust, rust of onion, chestnut rust, soybean rust), smut (maize head smut, corn smut, head smut of sorghum, sorghum Smut, covered kernel smut of kaoliang, high beam column smut, chestnut kernel smut, smut of sugarcane, Bean rust disease) and other are (such as small Wheat banded sclerotial blight, rice sheath blight disease etc.) etc.；Sac fungus disease, such as powdery mildew (wheat powdery mildew, rape powdery mildew, sesame white powder Disease, sunflower powdery mildew, beet powdery mildew, eggplant powdery mildew, powdery mildew of pea, sponge gourd powdery mildew, squash marble dust, cucurbita pepo Powdery mildew, wax gourd powdery mildew, melon powdery mildew, uncinula necator, broad bean powdery mildew), sclerotiniose (flax sclerotiniose, Sclerotina Sclerotiorum in Winter Rape Core disease, soybean sclerotinia crown rot, peanut sclerotiniose, tobacco sclerotiniose, capsicum sclerotiniose, eggplant sclerotiniose, bean sclerotinia rot, asparagus pea Core disease, cucumber timberrot, balsam pear sclerotiniose, wax gourd sclerotinia, watermelon sclerotiniose, celery sclerotiniose), scab (the black star of apple Disease, pear scab) etc..
Compound shown in general formula I can be used for preventing following pest：
Coleoptera (Coleoptera) (beetle)：Bean weevil belongs to kind of (Acanthoscelides spp.) (curculionid), acanthoscelides obtectus (Acanthoscelides obtectus) (common pea weevil), Emerald ash borer (Agrilus planipennis) (Fraxinus rhynchophylla It is narrow Ji fourth), acupuncture needle Eimeria kind (Agriotes spp.) (wireworm), anoplophora glabripennis (Anoplophora Glabripennis) (Asia psacotheahilaris), Anthonomusgrandis belong to kind of (Anthonomus spp.) (Culculionidae), Mexican anthonomusgrandis (Anthonomus grandis) (bollworm), cocoon bee belong to kind of (an Aphidius spp.), weevil belong to kind of (an Apion spp.) (as Worm), sugarcane cockchafer belong to kind of (Apogonia spp.) (grub), black suede cockchafer (Atacnius sprctulus) (black suede cockchafer Son), Atomaria linearis (Atomaria linearis) (small beet beetle (pygmy mangold beetle), cucumber beetle belong to kind (Aulacophore spp.), beet belong to kind as (Bothynoderes punctiventris) (beet root curculionid), bean weevil (Bruchus spp.) (curculionid), pea weevil (Bruchus pisorum) (pea weevil), Cacoesia belong to kind an of (Cacoesia Spp.), Callosobruchus maculatus (Callosobruchus maculatus) (southern cowpea curculionid), pineapple bug (Carpophilus Hemipteras) (dried-frait beetle), beet tortoise beetle (Cassida vittata), day Bos kind (Ccrostcrna spp.), It is chrysomelid (Cerotoma trifur cata) that Ccrotoma belongs to kind (Ccrotoma spp.) (chrysomonad (chrysomcids)), beans (the chrysomelid worm of beans), ceutorhynchus kind (Ceutorhynchus spp.) (curculionid), Chinese cabbage seed tortoise are as (Ceutorhynchus Assimilis) (Chinese cabbage weevil (cabbage seedpod weevil)), turnip tortoise are as (Ceutorhynchus napi) (cabbage curculionid (cabbage curculio)), phyllotreta kind (Chaetocnema spp.) (chrysomonad), Colaspis belong to Kind (Colaspis spp.) (native beetle), Conoderus scalaris, Conoderus stigmosus, Li Xiang (Conotrachelus nenuphar) (plum bores weevil), Cotinus nitidis (Green june beetle (Green June Beetle)), asparagus scotellaris (Crioceris asparagi) (asparagus beetle), rusty grain beetle (Cryptolestes Ferrugincus) (rust paddy beetle (rusty grainbeetle)), Cryptolestes pusillus (Cryptolestes pusillus) (flat ostomatid), Cryptolestes turcicus Grouville (Cryptolestes turcicus) (Turkey paddy beetle (Turkish grain Beetle)), Ctenicera belongs to kind of (Ctenicera spp.) (nematode), Curculio kind (Curculio spp.) (curculionid), circle Head rhinoceros cockchafer belongs to kind of (Cyclocephala spp.) (grub), close withe as (Cylindrocpturus adspersus) (sunflower grass curculionid (sunflower stem weevil)), as (Deporaus marginatus), (mango is cut for mango leaf-cutting Leaf curculionid (mango leaf-cutting weevil)), it is lader beetle stupid (Dermestes lardarius) (lader beetle is stupid), white Abdomen skin stupid (Dermestes maculates) (white abdomen skin is stupid), chrysomelid category kind (Diabrotica spp.) (chrysomelid), Mexico Epilachna spp (Epilachna varivcstis) (Mexico beans beetle), moth stem weevil (raustinus cubae), pale rootstock As (Hylobius pales) (pales weevil (pales weevil)), Phytonomus kind (Hypera spp.) (curculionid), alfalfa Leaf belongs to kind of (Hyperdoes spp.) (Argentinian stem weevil as (Hypera postica) (alfalfa weevil), Hyperdoes (Hyperodes weevil)), coffee berry small stupid (Hypothenemus hampei) (coffee berry beetle), tooth are small stupid belongs to kind (Ips spp.) (spine shin is small stupid (engravers)), lasioderma serricorne (Lasioderma serricorne) (cigarette beetle), Ma Ling Potato beetle (Leptinotarsa decemlineata) (Colorado potato beetle), Liogenys fuscus, Liogenys suturalis, rice water weevil (Lissorhoptrus oryzophilus) (rice water weevil), powder are stupid to belong to kind (Lyctus spp.) (the stupid stupid beetle of moth/powder (powder post beetles) of wood), Maecolaspis joliveti, Megascelis belongs to kind of (a Megascelis spp.), corn click beetle (Melanotus communis), nitidulid category kind (Meligethes spp.), rape nitidulid (Meligethes aeneus) (brevitarsis (blossom beetle)), May Chafer (Melolontha melolontha) (typical European chafer), Oberea brevis, linear cylinder longicorn (Oberea Linearis), coconut palm moth rhinoceros cockchafer (Oryctes rhinoceros) (date palm beetle (date palm beetle)), trade saw paddy Steal (Oryzaephilus mercator) (market saw-toothed grain beetle (merchant grain beetle)), saw-toothed grain beetle (Oryzaephilus surinamensis) (sawtooth paddy beetle (sawtoothcd grain bcctlc)), beak weevil belong to kind (Otiorhynchus spp.) (curculionid), black angle scotellaris (Oulema melanopus) (cereal leaf beetle (cereal Leafbeetle)), Oulema oryzae (Oulema oryzae), the short beak of rose as belong to kind of (Pantomorus spp.) (curculionid), It eats phyllobranchia cockchafer and belongs to kind of (a Phyllophaga spp.) (May/June chafer), Phvllophaga cuyabana, yellow item are jumped First belongs to kind of (Phyllotreta spp.) (chrysomonad), apple tiger as belonging to kind of (a Phynchites spp.), Japan popillia flavosellata fairmaire (large space between muscles length is stupid for (Popillia japonica) (Japanese beetle), large space between muscles stupid (Prostephanus truncates) (larger grain borer)), paddy stupid (Rhizopertha dominica) (the small moth of paddy (lesser grain Borer)), root gill cockchafer belongs to kind of (Rhizotrogus spp.) (European chafer (an Eurpoean chafer)), Rhynchophorus Kind (Rhynchophorus spp.) (curculionid), small stupid category kind (a Scolytus spp.) (the stupid moth of wood), Shenophorus belong to kind (Shenophorus spp.) (grain weevil), pea leaf are as (Sitona lincatus) (pealeaf weevil (pca leaf Weevil)), Sitophilus kind (Sitophilus spp.) (grain weevil first), grain weevil (Sitophilus granaries) (paddy worm (granary weevil)), rice weevil (Sitophilus oryzae) (rice weevil first (rice weevil)), medicinal material ostomatid (Stegobium paniceum) (Stegobium paniceum (drugstore beetle)), Tribolium kind (Tribolium spp.) (face Curculionid), red flour beetle (Tribolium castaneum) (red flour beetle (red flour beetle)), it is miscellaneous plan paddy moisten (Tribolium confusum) (confused flour beetle (confused flour beetle)), the stupid (Trogoderma of piebald skin Variabile) (warehouse skin is stupid (warehouse beetle)) and Zabrus tenebioides.
Dermaptera (Dcrmaptcra) (earwig).
Neuroptera (Dictyoptera) (cockroach)：Groton bug (Blattella germanica) (Groton bug (German cockroach)), oriental cockroach (Blatta orientalis) (oriental cockoach), Pennsylvania wood Lian (Parcoblatta pennylvanica), American cockroach (Periplaneta americana) (America roach consumptive disease (American Cockroach)), Australian cockroach (Periplaneta australoasiae) (Australian cockroach (Australian Cockroach)), periplaneta brunnea (Pcriplancta brunnca) (periplaneta brunnea (brown cockroach)), smoke Perilpaneta americana (Periplaneta fuliginosa) (Peroplaneta fluligginosa (smokybrown cockroach)), the green blattaria (Pyncoselus of sugarcane Suninamensis) (sugarcane Lian (Surinam cockroach)) and long hair blattaria (Supella longipalpa) (brown band blattaria (brownbanded cockroach))。
Diptera (Diptera) (fly)：Aedes kind (Aedes spp.) (mosquito), alfalfa are dived fly (Agromyza Frontella) ((Agromyza spp.) is (latent for (alfalfa dive fly (alfalfa blotch leafminer)), Hippelates kind Leaf fly), (add by trypetid (Anastrepha suspensa) by Anastrepha kind (Anastrepha spp.) (drosophila), Caribbean Strangle than by trypetid (Caribbean fruit fly)), Anopheles kind (Anopheles spp.) (mosquito), Bactrocera kind (Batrocera spp.) (drosophila), melonfly (Bactrocera cucurbitae) (melon fly), citrus fruit fly (Bactrocera dorsalis) (oriental fruit fly), small Anastrepha kind (Ceratitis spp.) (drosophila), the small item in Mediterranean are real Fly (Ceratitis capitata) (medfly), Chrysops kind (Chrysops spp.) (deer horsefly), Callitroga's kind (Cochliomyia spp.) (screw worm fly larva), Ying uranotaenia kind (Contarinia spp.) (Ying mosquitos), Culex kind (Culex Spp.) (mosquito), Ye Ying uranotaenias kind (Dasineura spp.) (Ying mosquitos), You Cai Ye Ying mosquitos (Dasineura brassicae) (volume Xin Cai Ying mosquitos), Delia kind (Delia spp.), delia platura (Delia platura) (root maggot (seedcorn Maggot)), Drosophila kind (Drosophila spp.) (vinegar fly), Fannia kind (Fannia spp.) (housefly), anthomyia canicularis (Fannia canicularis) (Fannia canicularis (little house fly)), anthomyia scalaris (Fannia scalaris) (grey abdomen Latrine fly), big horse botfly (Gasterophilus intestinalis) (horse botfly), Gracillia perseae, Haematobia irritans (Haematobia irritans) (horn fly), Hylemyia kind (Hylemyia spp.) (root maggot (root maggot)), heel fly (Hypoderma lineatum) (common heel fly (common cattle grub)), Liriomyza kind (Liriomyza Spp.) (Liriomyza), wild cabbage liriomyza bryoniae (Liriomyza brassica) (snake Liriomyza (serpentine Leafminer)), sheep hippoboscid (Melophagus ovinus) (sheepked), fly belong to kind of (Musca spp.) (housefly (muscid fly)), face fly (Musca autumnalis) (face fly (face fly)), housefly (Vusca Domestica) (housefly (house fly)), Oestrus ovis (Oestrus ovis) (sheep nose fly (sheep bot fly)), Europe Frit fly (Oscinella frit) (Oscinella frit), beet spring fly (Pegomyia betae) (spinach leaf miner (beet Leafminer)), wheat fly belongs to kind of (a Phorbia spp.), carrot fly (Psila rosae) (carrot rust fly (carrotrust fly)), cherry fruit fly (Rhagoletis cerasi) (cherry fruit fly (cherry fruit fly)), apple Fruit fly (Rhagoletis pomonella) (apple maggots (apple maggot)), wheat midge (Sitodiplosis Mosellana) (orange wheat flower mosquito (orange wheat blossom midge)), tatukira (stomoxys Calcitruns) (tatukira (stable fly)), the gadfly belong to kind of (Tahanus spp.) (horse botfly) and big uranotaenia kind (Tipula Spp.) (daddy-longlegs).
Semiptera (Hemiptera) (stinkbug)：Intend acrosternumhilare (Acrosternum hilare) (acrosternumhilare (green stink Bug)), america valley cinchbug (Blissus leucopterus) (chinch bug (chinch bug)), potato person of outstanding talent fleahopper (Calocoris norvegicus) (potato fleahopper (potato mirid)), cimex hemipterus (Cimex hemipterus) (cimex hemipterus (tropical bed bug)), bedbug (Cimex lectularius) (bedbug (bed hug)), Daghertus The black wing red stinkbug of fasciatus, Dichelops furcatus, cotton (Dysdercus suturellus) (red cotton bug (cotton Stainer)), Edessa meditabunda, Europe Eurygasterspp (Eurygaster maura) (paddy worm (cereal bug)), Euschistus heros, brown smelly stinkbug (Euschistus servus) (brown stinkbug (brown stink bug)), iS-One angle fleahopper (Helopeltis antonii), tea angle fleahopper (Helopeltis theivora) (tea blight plantbug), stinkbug category Kind (Lagynotomus spp.) (stinkbug), big Leptocorisa spp (Leptocorisa oratorius), different Leptocorisa spp (Leptocorisa Varicornis), Lygus Hahn kind (Lygus spp.) (fleahopper (plant bug)), lygushesperus (Lygus Hesperus) (western tarnished plant bug), the graceful powder stinkbug of the rose of Sharon (Maconellicoccus hirsutus), Neurocolpus longirostris, green rice bug (Nezara viridula) (southern green stink bug) are planted Fleahopper belongs to kind of (PhyLocoris spp.) (fleahopper), fleahopper (Phytocoris californicus) is planted in California, Phytocoris relativus, Piezodorus guildingi, four line fleahoppers (Poecilocapsus lineatus) (fourlined plant bug)、Psallus vaccinicola、Pseudacysta perseae、Scaptocoris Castanea and Triatoma kind (Triatoma spp.) (cone nose worm (bloodsuckingconenose bug) of sucking blood/hunt stinkbug (kissing bug))。
Homoptera (Homoptera) (aphid, a red-spotted lizard, aleyrodid, leafhopper)：Acyrthosiphum pisim (Acrythosiphonpisum) (pea Aphid (pea aphid)), adelgid kind (Adelges spp.) (adelgids), wild cabbage aleyrodid (Aleurodes Proletella) (cabbage aleyrodid), Aleurodicus dispersus (Aleurodicus disperses), velvet aleyrodid (Aleurothrixus flccosus) (whitefly in bt cotton (woolly whitefly)), white wheel armored scale belong to kind an of (Aluacaspis Spp.), Amrasca bigutella bigutella, froghopper belong to kind of (Aphrophora spp.) (leafhopper (leafhopper)), California red scale (Aonidiella aurantii) (California red a red-spotted lizard (California red Scale)), Aphis kind (Aphis spp.) (aphid), cotten aphid (Aphis gossypii) (cotton aphid), apple aphid (Aphis pomi) (apple aphid), eggplant are without net aphid (Aulacorthitm solani) (digitalis aphid (foxglove Aphid)), Aleyrodes kind (Bemisia spp.) (aleyrodid), Bemisia argentifolii (Bemisia argentifolii), sweet potato whitefly (Bemisia tabaci) (sweetpotato whitefly), Diuraphis noxia (Brachycolus noxius) (Russian aphid (Russian aphid)), asparagus tubule aphid (Brachycorynclia asparagi) (asparagus aphid (asparagus Aphid)), Brevennia rehi, brevicoryne brassicae (Brevicoryne brassicae) (cabbage aphid), lecanium belong to kind (Ceroplastes spp.) (a red-spotted lizard), ceroplastes rubens (Ceroplastes rubens) (red wax scale), snow armored scale belong to kind (Chionaspis spp.) (a red-spotted lizard), Aspidiotus belong to kind of (Chrysomphalus spp.) (a red-spotted lizard), soft wax a red-spotted lizard belongs to kind an of (Coccus Spp.) (a red-spotted lizard), the pink bad aphid (Dysaphis plantaginea) (rosy apple aphid) of apple, green jassids belong to kind (Empoasca spp.) (leafhopper), apple aphid (Eriosoma lanigerum) (woolly apple aphid) blow cotton a red-spotted lizard (Icerya purchasi) (cottony cushion scale), mango yellow line leafhopper (Idioscopus nitidulus) (mango leafhopper), small brown rice planthopper (Laodelphax striatellus) (smaller brown planthopper), Lepidosaphes shimer kind (Lepidosaphes spp.), long tube Aphis kind (Macrosiphum spp.), root of Beijing euphorbia Macrosiphus spp (Macrosiphum euphorbiae) (potato aphid (potato aphid)), grain aphid (Macrosiphum Granarium) (Britain's wheat aphid (English grain aphid)), rose aphid (Macrosiphum rosae) (rose Aphid (rose aphid)), four line leafhopper (Macrosteles quadrilineatus) (Aster tataricus leafhopper (aster Leafhopper)), Mahanarva frimbiolata, Acyrthosiphon dirhodum (Metopolophium dirhodum) (rose Wheat aphid (rose grain aphid)), Midis longicornis, black peach aphid (Myzus persicae) (black peach aphid (green Peach aphid)), rice green leafhopper belong to kind of (Nephotettix spp.) (leafhopper), rice green leafhopper (Nephotettix Cinctipes) (greenery cicada (green leafhopper)), brown paddy plant hopper (Nilaparvata lugens) (brown Planthopper), chaff piece armored scale (Parlatoria pergandii) (chaff scale), ebony armored scale (Parlatoria Ziziphi) (ebony scale), popcorn wing plant hopper (Peregrinus maidis) (corn delphacid), froghopper category Kind (Philaenus spp.) (spittle insects), grape phylloxera (Phylloxera vitifoliae) (grape Phylloxera), Physokermes piceae (Physokermes piceae) (spruce bud scale), stern line mealybug belong to kind (Planococcus spp.) (mealybug), mealybug belong to kind of (Pseudococcus spp.) (mealybug), the clean mealybug of pineapple (Pscudococcus brcvipcs) (pinc apple mcalybug), theatre armored scale (Quadraspidiotus Perniciosus) (san jose scale (San Jose scale)), aphid a red-spotted lizard belong to kind of (Rhapalosiphum spp.) (aphid), jade Rice tree louse (Rhapalosiphum maida) (corn leaf aphids (corn leaf aphid)), rhopalosiphum padi (Rhapalosiphum Padi) (oatbird-cherry aphid), pearl lecanium belong to kind of (Saissetia spp.) (a red-spotted lizard), olive pearl lecanium (Saissetia Oleae) (black a red-spotted lizard), green bugs (Schizaphis graminum) (green bugs (gr eenbug)), grain aphid (Sitobion avenge) (Britain's wheat aphid), white backed planthopper (Sogatella furcifera) (white-backed Planthopper), variegation Aphis kind (Therioaphis spp.) (aphid), line lecanium belong to kind of (a Toumeyella spp.) (a red-spotted lizard), sound Aphis kind (Toxoptera spp.) (aphid), white powder Pediculus kind (Trialeurodes spp.) (aleyrodid), greenhouse Trialeurodes vaporariorum (Trialeurodes vaporariorum) (greenhouse whitefly (greenhouse whitefly)), knot wing trialeurodes vaporariorum (Trialeurodes abutiloneus) (bandedwing whitefly), sharp armored scale category kind (Unaspis spp.) (a red-spotted lizard), The sharp clam (Unaspis yanonensis) (arrow a red-spotted lizard (arrowhead scale)) of arrow and Zulia entreriana.
Hymenoptera (Hymenoptera) (ant, wasp and honeybee)：It is Myrmecina kind (Acromyrrmex spp.), new Boundary cabbage sawfly (Athalia rosae), leaf ant belong to kind of (Atta spp.) (an Ieafcutting ants), black ant belongs to kind (Camponotus spp.) (carpented ant (carpenter ant)), Diprion kind (Diprion spp.) (sawfly (sawfly)), ant belongs to kind of (Formica spp.) (ant), Argentine ant (Iridomyrmex humilis) (Argentineant), Monomorium subspecies (Monomorium ssp.), MonomoriumMayr (Monomorium minumum) (little Black ant), kitchen ant (Monomorium pharaonis) (little red ant (Pharaoh ant)), Neodiprion kind (Neodiprion spp.) (sawfly), Pogonomyrmex kind (Pogonomyrmex spp.) (harvester ant), hornet belong to kind (Polistes spp.) (wasp (paper wasp)), Solenopsis kind (Solenopsis spp.) (fiery ant), odorous antenna (Tapoinoma sessile) (odorous antenna (odorous house ant)), Tetramorium kind (Tetranomorium spp.) (Pavement Ant (pavement ant)), Vespula kind (Vespula spp.) (yellow jacket (yellow jacket)) and carpenter bee Belong to kind of (Xylocopa spp.) (carpenter bee (a carpenter bee)).
Isoptera (Isoptera) (termite)：Formosanes belong to kind of (a Coptotcrmcs spp.), bent jaw termite (Coptotermes curvignathus), French termite (Coptotermes frenchii), coptotermes formosanus (Coptotermes Formosanus) (Formosan subterranean termite), angle Cryptotermes kind (Cornitermes spp.) (proboscis Termite (nasute termite)), sand Cryptotermes kind (Cryptotermes spp.) (dry-wood termite), different Cryptotermes kind (Heterotermes spp.) (desert Soil termites (desert subterranean termite)), golden yellow different termite ((IIeterotermes aureus), kalotermitid belong to kind of (Kalotermes spp.) (dry-wood termite), principal columns of a hall Cryptotermes kind (Incistitermes spp.) (dry-wood termite), Macrotermes kind (Macrotermes spp.) (cultivation termite (fungus Growing termite)), edge kalotermitid belong to kind ((Marginitermes spp.) (dry-wood termite), saw a Cryptotermes kind (Microcerotermes spp.) (careless termite (harvester termite)), the small termite (Microtermes of rice and kernel Obesi), former angle Cryptotermes kind (Procornitermes spp.), Reticulitermes kind (Reticulitermes spp.) (dwell by soil Termite), Reticulitermes banyulensis, meadow reticulitermes flavipe (Reticulitermes grassei), yellow limb dissipate it is white Ant (Reticulitermes flavipes) (east Soil termites), U.S. little Huang reticulitermes flavipes (Reticulitermes Hageni), west reticulitermes flavipe (Reticulitermes hesperus) (west Soil termites), Sang Te reticulitermes flavipes (Reticulitermes santonensis), the northern reticulitermes flavipe that dwells (Reticulitermes speratus), U.S. black shin reticulitermes flavipe (Reticulitermes tibialis), U.S. small black reticulitermes flavipe (Reticulitermes virginicus), proboscis reticulitermes flavipe Belong to kind of (Schedorhinotermes spp.) and ancient Cryptotermes kind (Zootermopsis spp.) (rotten wood termite).
Lepidoptera (Lepidoptera) (moth and butterfly)：Achoea janata, Adoxophyessp kind (Adoxophyes Spp.), adoxophyes moth (Adoxophyes orana), tiger belong to kind of (Agrotis spp.) (cutworm), small cutworm ((Agrotis ipsilon) (black cutworm), cotton leaf ripple noctuid (Alabama argillacea) (cotton leafworm (cotton leafworm))、Amorbia cuneana,Amyelosis transitella(navel orangeworm)、 Anacamptodes defectaria, sliver gelechiid (Anarsia lineatella) (peach twig borer), jute bridge Night high (Anomis sabulijera) (jute looper), Anticarsia (Anticarsia gemmatalis) (velvetbean caterpillar), fruittree leafroller (Archips argyrospila) (fruit tree Leafroller), rose leaf roller (Archips rosana) (rose leaf roller), volume moth belong to kind an of (Ar Gyrotaenia spp.) (tortricid moths), tangerine Argyrotaenia spp (Argyrotaenia citrana) (citrus leaf-roller (orange tortrix)), Autographa gamma, Bonagota cranaodcs, rice leaf roller (Borbo Cinnara) (rice leaf folder), cotton leaf lyonetid (Bucculatrix thurberiella) (cotton Leafperforator), thin moth belongs to kind of (Caloptilia spp.) (leaf miner), Capua reticulana, peach fruit moth (Carposina niponensis) (peach fruit moth (peach fruit moth)), straw borer spp kind (Chilo spp.), mango Chlumetia transversa (Chlumetia transversa) (mango shoot borer), rose Choristoneura spp (Choristoneura Rosaceana) (oblique banded leaf roller), Noctua kind (Chrysodeixis spp.), cnaphalocrocis are wild Snout moth's larva (Cnaphalocerus medinalis) (meadow leaf roller (grass leafroller)), beans Pier kind (Colias Spp.), lichee litchi (Conpomorpha cramerella), the stupid moth (Cossus cossus) of fragrance wood (the stupid moth of wood), Crambus Fabricius kind (Crambus spp.) (Sod webworms), Lee's Grapholita spp (Cydia funebrana) (Li Guoe (plum Fruit moth)), oriental fruit months (Cydia molesta) (east heart-eating worm (oriental fruit moth)), pea Eat into pod high (Cydia nignicana) (pea moth), the stupid moth of apple (Cydia pomonella) (codling moth (codling moth)), Darna diducta, Diaphania kind (Diaphania spp.) (stem borer (stem borer)), Snout moth's larva belongs to kind of (Diatr aea spp.) (stem borer (a stalk bor er)), small sugarcane borer (Diatraea saccharalis) (sugarcane borer), Diatraea grandiosella (Diatraea graniosella) (southwester corn Borer), Earias kind (Earias spp.) (bollworm), earias insulana (Earias insulata) (Egyptian Bollworm), earias fabia (Earias vit.ella) (rough northern bollworm), Ecdytopopha Aurantianum, South America maize seedling phycitid (Elasmopalpus lignosellus) (lesser cornstalk borer), Shallow brown apple moth (Epiphysias postruttana) (light brown apple moth), meal moth belong to kind (Ephestia spp.) (powder snout moth's larva), meal moth (Ephestia cautella) (almond moth), tobacco powder sp (Ephestia elutella) (tobacco snout moth's larva (tobbaco moth)), Mediterranean flour moth (Ephestia kuehniella) (Mediterranean flour moth), Epimeces belong to kind of (an Epimeces spp.), night steinernema (Epinotia Aporema), Erionota thorax (Linne) (Erionota thrax) (banana skipper), ligustrum fine tortricidae (Eupoecilia Ambiguella) (grape berry moth (grape berry moth)), original cutworm (Euxoa auxiliaris) (army Cutworm), Agrotis kind (Feltia spp.) (cutworm), angle sword Noctua kind (Gortyna spp.) (stem borer), East moth fruit moth (Grapholita molesta) (peach (apricot) sub- heart-eating worm (oriental fruit moth)), treble cut snout moth (Hedylepta indicata) (bean pyralid (bean leaf webber)), blue or green Eimeria kind (Helicoverpa spp.) (noctuid), bollworm (Helicoverpa armigera) (cotton bollworm), paddy reality noctuid (Helicoverpa Zea) (corn borer ridge (snout moth's larva ridge worm/bollworm)), Heliothis kind (Heliothis spp.) (noctuid), tobacco budworm (Heliothis virescens) (tobacco budworm), Hellula undalis (Hellula undalis) (cabbage Webworm), Indarbela belongs to kind of (Indarbela spp.) (a root moth), the stupid moth (Keiferia of tomato Lycopersicella) (tomato pinworm), the white wing open country snout moth's larva of eggplant (Leucinodes orbonalis) (eggplant Fruit borer), pear leaf blister moth (Leucoptera malifoliella), thin moth belong to kind of (a Lithocollectis spp.), Grape olethreutid (Lobesia botrana) (grape fruit moth), Loxagrotis belong to kind an of (Loxagrotis Spp.) (noctuid), beans white line cutworm (Loxagrotis albicosta) (western bean cutworm), gypsymoth (Lymantria dispar) (gypsy moth), apple leaf miner (Lyonetiaclerkella) (apple leaf miner (apple Leafminer)), oil palm bag moth (Mahasena corbetti) (oil palm bagworm), Malacosoma kind (Malacosoma spp.) (tent caterpillars), lopper worm (Mamestra brassicae) (dish march moth (cabbage armyworm)), beanpod open country snout moth's larva (Maruca testulalis) (beans open country snout moth's larva), bag moth (Metisa plana) (knot Grass-and-insect painting), Mythimna unipuncta (true armyworm), Neoleucinodes elegantalis (small tomato moths (small tomato borer)), 3 water snout moth's larva (Nymphula depunctalis) (rice leaf roller (rice Caseworm)), winter looper (Operophthera brumata) (winter moth), European corn borer (Ostrinia Nubilalis) (European corn borer (European corn borer)), Oxydia vesulia, the brown volume moth (Pandemis of boundary Cerasana) (common glucose leaf roller (common currant tortrix)), apple brown bortrix (Pandemis heparana) (brown apple tortrix), African Bodhidharma swallowtail butterfly (Papilio demodocus), Pectinophora gossypiella (Pectinophora Gossypiella) (pink bollworm (pink bollworm)), boundary Noctua kind (Peridroma spp.) (cutworm), variegated Tiger (Peridroma saucia) (variegated cutworm), coffee leafminer (Perileucoptera Coffeella) (white coffee leafminer), phthorimaea operculella (Phthorimaea operculella) (potato tuber moth), citrus leaf lyonetid (Phyllocnisitis citrella), thin moth belong to kind (Phyllonorycter spp.) (leaf miner), cabbage butterfly (Pieris rapae) (external cabbage caterpillar (imported Cabbageworm)), head is by green noctuid (Plathypena scabra), India paddy spot moth (Plodia interpunctella) (Indian meal moth), diamond-back moth (Plutella xylostella) (diamondback moth), grape berry moth (Polychrosis viteana) (grape berry moth), tangerine fruit ermine moth (Prays endocarps), olive ermine moth (Prsys oleae) (olive moth), mythimna separata belong to kind of (Pseudaletia spp.) (noctuid), Pseudaletia Unipunctata (armyworm), soybean noctuid (Pseudoplusia includens) (soybean looper), looper (Rachiplusia nu), yellow rice borer (Scirpophaga incertulas), moth stem night high belong to kind of (a Sesamia spp.) (are eaten into Stem worm), Sesamia inferens (Sesamia inferens) (pink rice stemborer), powder stems moth (Sesamia Nonagrioides), the brown slug moth of copper stain (Setora nitens), gelechiid (Sitotroga cerealella) (Angoumois Grain moth), pilleriana (Sparganothis pilleriana), Spodoptera kind (Spodoptera Spp.) night is coveted on (armyworm), beet armyworm (Spodoptera exigua) (beet armyworm (beet armyworm)), meadow Moth (Spodoptcra fugipcrda) (autumn armyworm (fall armyworm)), southern spodoptera (Spodoptera Oridania) (root is eaten into for (southern armyworm (southern armyworm)), emerging Noctua kind (Synanthedon spp.) Worm), Thecla basilides, Thermisia gemmatalis, casemaking clothes moth (Tineola bisselliella) (webbing Clothes moth), cabbage looper (Trichoplusia ni) (cabbage looper), Liriomyza brponiae (Tuts Absoluta), Yponomeuta kind (Yponomeuta spp.), the stupid moth of coffee leopard (Zeuzeracoffeae) (red branch ) and Zeuzera pyrina (the stupid moth of pears leopard (leopard moth)) borer.
Mallophaga ((Mallophaga) poultry louse (chewing lice))：Sheep poultry louse (Bovicola ovis) (sheep Biting louse), fire menopon gallinae (Menacanthus stramineus) (chick poultry louse (chicken body )) and shaft louse (Menopon gallinea) (common henhouse (common hen house)) louse.
Orthoptera (Orthoptera) (grasshopper, locust and cricket)：Blackspot arna Zhong (Anabrus simplex) (Mo Men Katydid (Mormon cricket)), mole cricket (Gryllotalpidae) (mole cricket (mole cricket)), Asiatic migrotory locust (Locusta migratoria), grasshopper belong to kind of (Melanoplus spp.) (grasshopper), guiding principle wing spinelet Zhong (Microcentrum Retinerve) (angle wing katydid (angular winged katydid)), Pterophylla belong to kind an of (Pterophylla Spp.) (katydid), chistocerca gregaria, fork-tail katydid (Scudderia furcata) (fork-tail shrubbery tree Zhong (fork tailed bush katydid)) and black angle oncus locust (Valanga nigricorni).
Anoplura (Phthiraptera) (sucks lice (sucking louse))：Pediculus of sucking blood kind (Haematopinus Spp.) (ox louse and pig lice), sheep jaw lice (Linognathus ovillus) (sheep lice (sheep louse)), head louse (Pediculus humanus capitis) (body louse), pediculus humanus corporis (Pediculus humanus humanus) (body louse) and the moon Lice (Pthirus pubis) (crab louse (crab louse)).
Siphonaptera (Siphonaptera) (flea)：Ctenocephalides canis (Ctenocephal ides canis) (dog flea), Ctenocephalides felis (Ctenocephalides felis) (cat flea) and Pulex irritans (Pulex irritans) (human flea).
Thysanoptera (thrips)：Cigarette brown thrip (Frankliniella fusca) (tobacco thrip), western classical architecture (Frankliniella occidentalis) (western flower thrips), Frankliniella shultzei, prestige Lian Si flower thrips (Frankliniella williamsi) (corn thrips (corn thrip)), greenhouse thrips (IIeliothrips haemorrhaidalis)(greenhouse thrip)、Riphiphorothrips cruentatus、 Hard Thrips kind (Scirtothrips spp), campanulaceae thrips (Scirtothrips cirri) (citrus thrip), tea are yellow Thrips (Scirtothrips dorsalis) (yellow tea thrips), Taeniothrips rhopalantennalis With Thrips kind (Thrips spp.).
Thysanoptera (Thysanura) (moth (bristletail))：Silverfish belongs to kind of (Lepisma spp.) (stupid worm (silverfish)) belong to kind of (Thermobia spp.) (a special mess fish) with special mess silverfish.
Acarina (Acarina) (mite (mite) and cicada (tick))：Wu Shi bee shields mite (Acarapsis woodi) (honeybee gas Pipe endoparasitism mite (tracheal mite of honeybee)), Tyroglyphus kind (Acarus spp.) (food mites), Acarus siro (Acarus siro) (paddy mite (grain mite)), mango bud mite (Aceria mangiferae) (mango bud mite), Peronium Eriophyes kind (Aculops spp.), Aculops lycopersici (Aculops lycopersici) (tomato russet Mite), Aculops pelekasi, tangerine peronium goitre mite (Aculus pelekassi), Si Shi thorn goitre mites (Aculus Schlechtendali) (apple thorn goitre mite (apple rust mite)), lone star tick (Amblyomma amcricanum) (lone star tick), Boophilus kind (Boophilus spp.) (tick), avette short hairs tick (Brevipalpus Obovatus) (privet mite), purplish red short hairs mite (Brevipalpus phoenicis) (red and black flat Mite), fat tick belongs to kind of (Demodex spp.) (a mange mites), Dermacentor kind (Dermacentorspp.) (hard tick), U.S. Continent dog tick (Dermacentor variabilis) (american dog tick), dermatophagoides pteronyssinus (Dermatophagoides Pteronyssinus) (house dust mite), Eotetranychus kind (Eotetranycus spp.), Eotetranychus carpini (Eotetranychus carpini) (yellow spider mite (yellow spider mite)), Epitrimerus kind (Epitimerus Spp.), Eriophyes kind (Eriophyes spp.), Isodesspp kind (work；Odes spp.) (tick), Panonychus citri category kind ((Metatetranycus spp.), notoedres cati (Notoedres cati), Oligonychus kind (Oligonychus spp.), coffee Coffee unguiculus mite (Oligonychus coffee), ilex Oligonychus (Oligonychus ilicus) (southernred mi Te), Panonychus citri belongs to kind of (a Panonychus spp.), Jie-Li enzyme-SQ (Panonychus cirri) (orange spider (citrus Red mite)), panonychus ulmi (Panonychus ulmi) (European red spider (European red mite)), tangerine wrinkle leaf Pierce goitre (Phyllocoptruta oleivora) (citrus rust mite), Polyphagotarsonemus latus Banks (Polyphagotarsonemun latus) (broad mite (broad mite)), brown dog tick (Rhipicephalus Sanguineus) (brown dog tick (brown dog tick)), root mite belong to kind of (Rhizoglyphus spp.) (root mite (bulb Mite)), itch mite (Sarcoptes scabiei) (itch mite), avocado apical cap goitre mite (Tegolophus Perseaflorae), Tetranychus kind (Tetranychus spp.), T.urticae Koch (Tetranychus urticae) (2 spiders Spider mite (twospotted spider mite)) and Di Shi watts of mite (Varroa destructor) (honeybee mite).
Nematoda (nematode)：Aphelenchoides kind (Aphelenchoides spp.) (bud and leaf and Bursaphelenchus xylophilus (bud And leaf＆pine wood nematode)), thorn Turbatrix kind (Belonolaimus spp.) (sting nematodes), Small loop wire Eimeria kind (Criconemella spp.) (ring nematodes), heart worm (Dirofilaria immitis) (dog heartworm), Ditylenchus kind (Ditylenchus spp.) (stem and bulb eelworm), spine rubber-insulated wire Eimeria kind (Heterodera spp.) (cyst nematode), corn cyst nematode (Heterodera zeae) (corn cyst Nematode), Hirschmanniella kind (Hirschmanniella spp.) (root nematodes), tie Turbatrix kind (Hoplolaimus spp.) (lance nematodes), Meloidogyne kind (Meloidogyne spp.) (root-knot nematode), Meloidogyne incognita ((Meloidogyne incognita) (root-knot nematode), Onchocerca caecutiens (Onchocerca Volvulus) (hook-tail worm), Pratylenchus kind (PraLylenchus spp.) (rotten nematode (lesion Nematode)), perforation line Eimeria kind (Radopholus spp.) (similes thorne (burrowing nematode)) and banana Reniform nematode (Rotylenchus reniformis) (kidney-shaped nematode).
Symphyla (comprehensive insects)：Kahikatea worm (Scutigerella immaculata).
Due to its positive characteristic, above-claimed cpd is advantageously used for protection agricultural and the important crop of horticulture, family The environment that poultry and breeding stock and the mankind often go is from germ, the injury of pest evil mite.
To obtain ideal effect, the dosage of compound changes due to various factors, such as compound used therefor, the work protected in advance Object, the type of harmful organism, gradient of infection, weather conditions, application method, the dosage form used.
The compound dosage of 10 grams -5 kilograms of per hectare can provide sufficient prevention.
Present invention additionally comprises using compound shown in general formula I as active component sterilization, insecticide acaricide composition.This is killed The weight percentage of active component is between 0.5-99% in bacterium, insecticide acaricide composition.The sterilization, insecticide acaricide composition In further include agricultural, forestry, acceptable carrier in health.
The composition of the present invention can be applied in the form of preparation.Compound shown in general formula I is dissolved or divided as active component It is more readily dispersible when dissipating in carrier or being configured to preparation to be used as sterilization, desinsection.Such as：These chemicals can quilt Wettable powder, oil suspending agent, aqueous suspension, aqueous emulsion, aqua or missible oil etc. is made.In these compositions, at least add in a kind of Liquid or solid carrier, and appropriate surfactant can be added in when needed.
Technical scheme further includes anti-pathogen, the method for pest evil mite：By the sterilization of the present invention, Insecticiding-miticiding Composition is imposed on the germ or its growth medium.The more suitable effective amount generally selected is per hectare 10 grams to 1000 Gram, preferably effective quantity is 20 grams to 500 grams of per hectare.
For some applications, for example, agriculturally can the sterilization of the present invention, add in insecticide acaricide composition it is a kind of or A variety of others fungicide, insecticidal/acaricidal agent, herbicide, plant growth regulator or fertilizer etc., thus can generate additional excellent Point and effect.
It should be appreciated that in scope defined by the claims of the present invention, various conversion and change can be carried out.
Specific embodiment
Specific examples below is used for further illustrating the present invention, but the present invention be only limitted to absolutely not these examples (except as otherwise It is raw materials used to be commercially available outside indicating).
Synthetic example
Embodiment 1：Intermediate 2- ((3- methylisoxazoles simultaneously [5,4-d] pyrimidine-4-yl) amino) ethyl alcohol preparation
1) preparation of 5- amino -3- methylisoxazoles -4- cyano
The hydroxylamine hydrochloride of 14g (0.2 mole) is dissolved in 80mL10% sodium hydroxides, adds in 27.2g (0.2 mole) (1- Ethoxyethylidene) malononitrile, add in a small amount of ice and keep below temperature 50 C, room temperature continue stirring 1.5 it is small when, solid filtering, Washing, absolute ethyl alcohol recrystallization, obtains solid product 16.5g.
2) preparation of the chloro- 3- methylisoxazoles of 4- simultaneously [5,4-d] pyrimidine
By phosphorus oxychloride (POCl3) 40mL and n,N-Dimethylformamide 1mL be added in reaction bulb, it is small to be stirred at room temperature 1 When, add in 5- amino -3- methylisoxazole -4- cyano (451mg, 3.66mmol), be warming up to 160 DEG C reaction 15-36 it is small when, instead Liquid is answered to be evaporated under reduced pressure, obtains faint yellow solid, 110.5 DEG C of fusing point.
3) 2- ((3- methylisoxazoles simultaneously [5,4-d] pyrimidine-4-yl) amino) ethyl alcohol preparation
By the chloro- 3- methylisoxazoles of 1.69g (0.01mol) 4- simultaneously [5,4-d] pyrimidine and 1.22g (0.02mol) amino second Alcohol is added in 50ml tetrahydrofurans, adds in 4.45g (0.022mol) triethylamine, and when room temperature reaction 4-10 is small, TLC monitorings have been reacted Bi Hou removes solvent under reduced pressure, and elutriation is added to go out solid, filters to obtain intermediate.
Embodiment 2：The preparation of compound 7-33
60% sodium hydride 0.16g is added in reaction bulb, after being washed with petroleum ether, adds in 5 milliliters of N, N- dimethyl formyls Then amine adds in 2- ((3- methylisoxazoles simultaneously [5,4-d] pyrimidine-4-yl) amino) ethyl alcohol 0.39g (2mmol), it is stirred at room temperature 2 Add in intermediate 2 after minute, 3- bis- chloro-5-trifluoromethylpyridine 0.43g (2mmol), be stirred to react at 60 DEG C 2 it is small when.TLC is supervised It surveys after completion of the reaction, reaction solution is poured into 50 milliliters of saturated salt solutions, is extracted in three times with 100 milliliters of ethyl acetate, It is dry.After precipitation, column chromatography purifies to obtain 0.36 gram of oily product, i.e. compound 7-33.
1H-NMR (300MHz, internal standard TMS, solvent C DCl3)δ(ppm):8.51(s,1H),8.34(s,1H),7.90(d, 1H),5.83(s,1H),4.71(t,2H),4.16(q,2H),2.64(s,3H)。
Other compounds of the present invention are referred to above example preparation.
Part of compounds physical data and nuclear magnetic data (1HNMR, 300MHz, internal standard TMS, ppm) it is as follows：
Compound 7-18：δ(CDCl3)8.51(s,1H),8.43(s,1H),7.81-7.85(dd,1H),6.86-6.90 (d,1H),6.02(s,1H),4.69(t,2H),4.09(q,2H),2.61(s,3H)。
Compound 8-18：125.8 DEG C of fusing point.δ(CDCl3)8.49(s,1H),8.42(s,1H),7.80-7.84(dd, 1H),6.82-6.86(d,1H),5.87(s,1H),4.57(t,2H),3.83(q,2H),2.67(s,3H),2.18(m,2H)。
Compound 8-33：126.8 DEG C of fusing point.δ(CDCl3)8.47(s,1H),8.31(s,1H),7.87(d,1H),5.83 (s,1H),4.61(t,2H),3.87(q,2H),2.64(s,3H),2.26(m,2H)。
Compound 9-18:132.4 DEG C of fusing point.δ(CDCl3)8.47(s,1H),8.42(s,1H),7.79-7.83(dd, 1H),6.83-6.86(d,1H),5.63(d,1H),4.78(m,2H),4.52-4.68(m,2H),2.59(s,3H),1.78- 1.87(m,2H),1.07(m,2H).
Compound 9-33:161.9 DEG C of fusing point.
Compound 62-18：197.5 DEG C of fusing point.δ(CDCl3)8.44(s,1H),8.32(s,1H),7.76-7.84(dd, 1H),6.81-6.87(d,1H),4.57(t,2H),3.95(s,3H),3.72(q,2H),2.65(s,3H),2.20(m,2H)。
Compound 62-33：123.1 DEG C of fusing point.δ(CDCl3)8.36(s,1H),8.31(s,1H),7.86(d,1H),5.49 (s,1H),4.65(t,2H),3.95(s,3H),3.72(q,2H),2.63(s,3H),2.27(m,2H)。
Other compounds can also be prepared according to the preparation method of above-mentioned record shown in general formula I of the present invention.In addition, this hair The preparation of the salt of compound shown in bright general formula I can be anti-by compound shown in general formula I and corresponding acid according to conventional prior It should obtain.
Biological activity determination embodiment
The compounds of this invention in agriculture field a variety of germs, pest evil mite all show good activity.
Embodiment 3：Bactericidal activity measures
With the compounds of this invention sample a variety of fungal diseases of plant have been carried out with Antifungal Activity in Vitro or live body protection effect Fruit is tested.Bactericidal activity measurement result is shown in following embodiment.
(1) in vitro bactericidal activity measures
Assay method is as follows：Using high-throughput screening method, i.e., by test compound sample with suitable solvent (solvent Species such as acetone, methanol, DMF etc., and selected according to its solvability to sample) dissolving, it is configured to required concentration and treats Survey liquid.Under ultra-clean working environment, prepare liquid is added in the micropore of 96 well culture plates, then pathogen is bred into liquid suspension It is added thereto, treated, and culture plate is placed in constant incubator cultivates.24 it is small when after investigated, when investigation, estimates cause of disease Bacterium brood body sprouts or growing state, and the sprouting according to control treatment or growing state, evaluates compound bacteriostatic activity.
The Antifungal Activity in Vitro of part of compounds (represents) that test result is as follows with inhibiting rate：
To the inhibiting rate of Pyricularia oryzae：
Under 25ppm dosage, compound 7-33,8-33,9-18 etc., to the inhibiting rate of rice blast more than 80%；
Under 8.3ppm dosage, compound 7-33 etc., to the inhibiting rate of rice blast more than 80%；
To the inhibiting rate of botrytis cinerea pers：
Under 25ppm dosage, compound 7-33 etc., to the inhibiting rates of botrytis cinerea pers more than 80%.
(2) live body protection activity measures
Assay method is as follows：Using live body potting assay method, i.e., by test compound sample with a small amount of solvent (solvent Species such as acetone, methanol, DMF etc., and selected, the volume ratio of quantity of solvent and spouting liquid according to its solvability to sample It equal to or less than 0.05) dissolving, is diluted with the water containing 0.1% Tween 80, is configured to required concentration prepare liquid.It sprays in crop On machine, prepare liquid is sprayed on disease host plant (host plant is the standard Potted orchard cultivated in greenhouse), 24 it is small when Disease inoculation is carried out afterwards.According to disease feature, it would be desirable to be placed on phjytotron after the disease plant inoculating of temperature control moisturizing culture Middle culture after disease completion is infected, moves into hot-house culture, the disease plant that moisturizing culture is not required directly is inscribed in greenhouse It plants and cultivates.(being usually week age) carries out compound protection effect assessment after fully morbidity is compareed.
The live body protection activity test result of part of compounds is as follows：
To the live body protection activity of cucumber downy mildew：
Under 400ppm dosage, compound 7-18,7-33,8-18,8-33,9-18 etc., to cucumber downy mildew More than 80%；
Under 100ppm dosage, compound 7-33,8-18,8-33,9-18 etc., to cucumber downy mildew 80% More than；
Under 25ppm dosage, compound 7-33 etc., to cucumber downy mildew more than 80%；
To the live body protection activity of wheat powdery mildew：
Under 400ppm dosage, compound 7-33,8-18,8-33,9-18 etc., to wheat powdery mildew preventive effect 80% More than；
Under 100ppm dosage, compound 9-18 etc., to wheat powdery mildew preventive effect more than 80%；
To the live body protection activity of corn rust：
Under 400ppm dosage, compound 9-18 etc., to corn rust preventive effect more than 80%；
To the live body protection activity of cucumber anthracnose：
Under 400ppm dosage, compound 7-33,8-18 etc., to cucumber anthracnose preventive effect more than 80%；
Under 100ppm dosage, compound 7-33 etc., to cucumber anthracnose preventive effect more than 80%；
Under 25ppm dosage, compound 7-33 etc., to cucumber anthracnose preventive effect more than 80%；
Embodiment 4：Pesticide and miticide actility measures
Insecticidal activity assay experiment has been carried out to several insects with the compounds of this invention.Assay method is as follows：
Testing compound acetone/methanol (1：1) after mixed solvent dissolving, with the water containing 0.1% (wt) Tween 80 It is diluted to required concentration.
Using black peach aphid as target, insecticidal activity assay is carried out using airbrush spray-on processes.
Assay method：Diameter 6cm culture dishes are taken, one layer of filter paper is covered at ware bottom, and appropriate tap water moisturizing is added dropwise.From culture peach Clip suitable size (diameter about 3cm) and with the cabbage leaves of 15~30 aphids on the cabbage plant of aphid, removes alatae And the aphid of face of blade, blade back are placed in culture dish upwards.The pressure of airbrush spraying treatments (is roughly equal to for 10psi 0.7kg/cm2), spouting liquid 0.5ml often handles 3 repetitions.25 DEG C, 60~70% observation ward of relative humidity are put into after processing Interior culture, 48 it is small when after investigation survival borer population, calculate the death rate.
Under 600ppm dosage, compound 7-18 etc., to the lethality of black peach aphid more than 80%.
Other compounds are according to said determination mode shown in the general formula I of the present invention obtained by the above-mentioned preparation method of the present invention It is detected, it may have corresponding active effect.

Claims (10)

1. a kind of substitution hexa-member heterocycle class compound of ring containing pyrimido, it is characterised in that：The substitution of the ring containing pyrimido is hexa-atomic miscellaneous Cyclics are compound shown in general formula I；
R1Selected from hydrogen, C1-C12Alkyl, halogenated C1-C12Alkyl, C3-C12Cycloalkyl, C1-C12Alkoxy, halogenated C1-C12Alkoxy, C1-C12Alkylthio group, halogenated C1-C12Alkylthio group, C1-C12Alkyl sulphinyl, C1-C12Alkyl sulphonyl, C2-C12It is alkenyl, halogenated C2-C12Alkenyl, C2-C12Alkynyl, halogenated C2-C12Alkynyl, C3-C12Alkenyloxy group, halogenated C3-C12Alkenyloxy group, C3-C12Alkynyloxy group, halogen For C3-C12Alkynyloxy group, C1-C12Alkyl amino, two (C1-C12Alkyl) amino, C1-C12Alkyl amino-carbonyl, halogenated C1-C12Alkyl Amino carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkyl, C1-C12Alkyl-carbonyl, halogenated C1-C12It is alkyl-carbonyl, unsubstituted or by 1-5 R11Substituted aryl, Fang Jia Base, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl carbonyl or miscellaneous Aryloxycarbonyl；
R2Selected from hydrogen, halogen, C1-C12Alkyl, halogenated C1-C12Alkyl, C3-C8Cycloalkyl, C1-C12Alkoxy, C1-C12Alkylthio group Or C1-C12Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy, halogenated C1-C12Alkoxy, C3-C12Cycloalkyl, C1-C12Alkylthio group, C2-C12Enylsulfanyl, C2-C12Alkenyl, C2-C12Alkynyl, halogenated C2-C12It is alkenyl, halogenated C2-C12Alkynyl, C1-C12Alkoxy C1-C12Alkyl, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkyl, Halogenated C1-C12Alkylthio group C1-C12Alkyl, C1-C12Alkyl sulphinyl, halogenated C1-C12Alkyl sulphinyl, C1-C12Alkyl sulphur Acyl group, halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl amino sulfonyl, two (C1-C12Alkyl) amino-sulfonyl, C1-C12Alkane Base sulfonyl amino carbonyl, C1-C12Alkyl-carbonyl-amino sulfonyl, C3-C12Cycloalkyloxycarbonyl, C1-C12Alkyl-carbonyl, halogen For C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkyl-carbonyl C1-C12Alkyl, C1-C12Alkoxy carbonyl C1-C12Alkyl, C1-C12Alkyl amino-carbonyl, two (C1-C12Alkyl) amino carbonyl, C2-C12Alkenyloxy group Carbonyl, C2-C12Alkynyloxycar bonyl, C1-C12Alkoxy C1-C12Alkoxy carbonyl, C1-C12Alkyl amino sulfenyl, two (C1-C12Alkane Base) amino sulfenyl, the unsubstituted or aryl carbonyl C that are substituted by the following groups of 1-51-C6Alkyl, aryl carbonyl, aryloxy group carbonyl Base, aryl C1-C6Alkyloxycarbonyl, aryl C1-C6Alkyl, Heteroarylcarbonyl C1-C6Alkyl, Heteroarylcarbonyl, heteroaryloxy Carbonyl, heteroaryl C1-C6Alkyloxycarbonyl, heteroaryl C1-C6Alkyl, wherein, following group is halogen, nitro, cyano, C1- C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or halogenated C1-C6Alkoxy；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy or halogen For C1-C12Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C8Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy or halogen For C1-C12Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C8Ring；
M is selected from 0 to 5 integer；
Q is selected from unsubstituted or by 1-4 R8Substituted six membered heteroaryl；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12Alkoxy, halogenated C1- C12Alkoxy, C3-C12Cycloalkyl, C1-C12Alkyl amino, halogenated C1-C12Alkyl amino, two (C1-C12Alkyl) amino, halogenated two (C1-C12Alkyl) amino, C (=O) NR9R10、C1-C12Alkylthio group, halogenated C1-C12Alkylthio group, C2-C12Alkenyl, C2-C12Alkynyl, C2-C12Alkenyloxy group, halogenated C2-C12Alkenyloxy group, C2-C12Alkynyloxy group, halogenated C2-C12Alkynyloxy group, C1-C12It is alkyl sulphonyl, halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl-carbonyl, halogenated C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alcoxyl Base carbonyl, C1-C12Alkoxy C1-C12Alkyl, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkyl, halogen For C1-C12Alkylthio group C1-C12Alkyl, C1-C12Alkoxy carbonyl C1-C12Alkyl, halogenated C1-C12Alkoxy carbonyl C1-C12Alkyl, C1-C12Alkylthiocarbonyl C1-C12Alkyl, halogenated C1-C12Alkylthiocarbonyl C1-C12Alkyl, C1-C12It is alkyl carbonyl epoxide, halogenated C1-C12Alkyl carbonyl epoxide, C1-C12Alkoxy-carbonyl oxy, halogenated C1-C12Alkoxy-carbonyl oxy, C1-C12Alkyl sulphonyl Oxygroup, halogenated C1-C12Alkyl sulphonyl oxygroup, C1-C12Alkoxy C1-C12Alkoxy, halogenated C1-C12Alkoxy C1-C12Alcoxyl It is base, unsubstituted or by 1-5 R11Substituted aryl, arylmethyl, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, heteroaryl Base, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl carbonyl or Heteroaryloxycarbonyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C12Alkyl or halogenated C1-C12Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C12Alkyl, halogenated C1-C12Alkyl, C1-C12It is alkoxy, halogenated C1-C12Alkoxy, C3-C12Cycloalkyl, C1-C12Alkyl amino, halogenated C1-C12Alkyl amino, two (C1-C12Alkyl) amino, C1- C12Alkylthio group, halogenated C1-C12Alkylthio group, C2-C12Alkenyl, C2-C12Alkynyl, C2-C12Alkenyloxy group, halogenated C2-C12Alkenyloxy group, C2- C12Alkynyloxy group, halogenated C2-C12Alkynyloxy group, C1-C12Alkyl sulphonyl, halogenated C1-C12Alkyl sulphonyl, C1-C12Alkyl-carbonyl, halogen For C1-C12Alkyl-carbonyl, C1-C12Alkoxy carbonyl, halogenated C1-C12Alkoxy carbonyl, C1-C12Alkoxy C1-C12It is alkyl, halogenated C1-C12Alkoxy C1-C12Alkyl, C1-C12Alkylthio group C1-C12Alkyl, halogenated C1-C12Alkylthio group C1-C12Alkyl or C1-C12Alcoxyl Base carbonyl C1-C12Alkyl；
Or the salt of compound shown in general formula I.
2. the substitution hexa-member heterocycle class compound of the ring according to claim 1 containing pyrimido, it is characterised in that：General formula Iization It closes in object
R1Selected from hydrogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C1-C6 Alkylthio group, halogenated C1-C6Alkylthio group, C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, C2-C6Alkenyl, halogenated C2-C6Alkene Base, C2-C6Alkynyl, halogenated C2-C6Alkynyl, C3-C6Alkenyloxy group, halogenated C3-C6Alkenyloxy group, C3-C6Alkynyloxy group, halogenated C3-C6Alkynes oxygen Base, C1-C6Alkyl amino, two (C1-C6Alkyl) amino, C1-C6Alkyl amino-carbonyl, halogenated C1-C6Alkyl amino-carbonyl, C1-C6 Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, C1-C6Alkane Base carbonyl, halogenated C1-C6It is alkyl-carbonyl, unsubstituted or by 1-5 R11Substituted aryl, arylmethyl, aryl carbonyl, arylmethyl Carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroarylmethyl carbonyl or Heteroaryloxycarbonyl；
R2Selected from hydrogen, halogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, C1-C6Alkylthio group or C1-C6Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C3- C6Cycloalkyl, C1-C6Alkylthio group, C2-C6Enylsulfanyl, C2-C6Alkenyl, C2-C6Alkynyl, halogenated C2-C6Alkenyl, halogenated C2-C6Alkynes Base, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkane Sulfenyl C1-C6Alkyl, C1-C6Alkyl sulphinyl, halogenated C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, halogenated C1-C6 Alkyl sulphonyl, C1-C6Alkyl amino sulfonyl, two (C1-C6Alkyl) amino-sulfonyl, C1-C6Alkylsulfonyl aminocarbonyl, C1-C6Alkyl-carbonyl-amino sulfonyl, C3-C6Cycloalkyloxycarbonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl-carbonyl, C1- C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkyl-carbonyl C1-C6Alkyl, C1-C6Alkoxy carbonyl C1-C6Alkyl, C1-C6Alkyl amino-carbonyl, two (C1-C6Alkyl) amino carbonyl, C2-C6Allyloxycarbonyl, C2-C6Alkynyloxycar bonyl, C1-C6Alkane Oxygroup C1-C6Alkoxy carbonyl, C1-C6Alkyl amino sulfenyl, two (C1-C6Alkyl) amino sulfenyl, it is unsubstituted or by 1-5 such as The aryl carbonyl C of lower group substitution1-C6Alkyl, aryl carbonyl, aryloxycarbonyl, aryl C1-C6Alkyloxycarbonyl, aryl C1- C6Alkyl, Heteroarylcarbonyl C1-C6Alkyl, Heteroarylcarbonyl, Heteroaryloxycarbonyl, heteroaryl C1-C6Alkyloxycarbonyl, heteroaryl Base C1-C6Alkyl, wherein, following group is halogen, nitro, cyano, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy or Halogenated C1-C6Alkoxy；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy is halogenated C1-C6Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy is halogenated C1-C6Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
Q is selected from unsubstituted or by 1-4 R8Substituted pyridyl group, pyrimidine radicals, pyridazinyl, piperazinyl；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6 Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, halogenated two (C1- C6Alkyl) amino, C (=O) NR9R10、C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6Alkene oxygen Base, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, halogenated C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl sulfonyl Base, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alcoxyl Base C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkylthio group C1-C6Alkane Base, C1-C6Alkoxy carbonyl C1-C6Alkyl, halogenated C1-C6Alkoxy carbonyl C1-C6Alkyl, C1-C6Alkylthiocarbonyl C1-C6Alkane Base, halogenated C1-C6Alkylthiocarbonyl C1-C6Alkyl, C1-C6Alkyl carbonyl epoxide, halogenated C1-C6Alkyl carbonyl epoxide, C1-C6Alkane Epoxide carbonyl oxygroup, halogenated C1-C6Alkoxy-carbonyl oxy, C1-C6Alkyl sulphonyl oxygroup, halogenated C1-C6Alkyl sulphonyl oxygen Base, C1-C6Alkoxy C1-C6Alkoxy, halogenated C1-C6Alkoxy C1-C6It is alkoxy, unsubstituted or by 1-5 R11Substitution Aryl, arylmethyl, aryl carbonyl, arylmethyl carbonyl, aryloxycarbonyl, heteroaryl, heteroarylmethyl, Heteroarylcarbonyl, heteroaryl first Base carbonyl or Heteroaryloxycarbonyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C6Alkyl or halogenated C1-C6Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6 Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, C1-C6Alkane sulphur Base, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6Alkenyloxy group, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, halogen For C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl sulphonyl, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl oxycarbonyl Base, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6 Alkyl, C1-C6Alkylthio group C1-C6Alkyl or halogenated C1-C6Alkylthio group C1-C6Alkyl；
Or the salt of compound shown in general formula I.
3. the substitution hexa-member heterocycle class compound of the ring according to claim 2 containing pyrimido, it is characterised in that：In general formula I
When Q is pyridine ring, shown in the structural formula as I -1 of general formula I, wherein n is selected from 1 to 4 integer, as n=1, R8It is not selected from first Base；
When Q is pyridazine ring, shown in the structural formula as I -2 of general formula I, n is selected from 0 to 3 integer；
When Q is pyrimidine ring, shown in the structural formula as I -3 of general formula I, n is selected from 0 to 3 integer；
When Q is pyridine ring, shown in the structural formula as I -4 of general formula I, n is selected from 0 to 3 integer；
In above-mentioned formula,
R1Selected from hydrogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C1-C6 Alkylthio group, halogenated C1-C6Alkylthio group, C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, C2-C6Alkenyl, halogenated C2-C6Alkene Base, C2-C6Alkynyl, halogenated C2-C6It is alkynyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazolyl, Oxazolyl, thiadiazolyl group, oxadiazoles base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole first Base；
R2Selected from hydrogen, halogen, C1-C6Alkyl, halogenated C1-C6Alkyl, C3-C6Cycloalkyl, C1-C6Alkoxy, C1-C6Alkylthio group or C1-C6Alkyl sulphonyl；
A is selected from NR3, O or S；
X is selected from NR3, O or S；
Y is selected from NR3, O or S；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6Alkoxy, C3- C6Cycloalkyl, C1-C6Alkylthio group, C2-C6Enylsulfanyl, C2-C6Alkenyl, C2-C6Alkynyl, halogenated C2-C6Alkenyl, halogenated C2-C6Alkynes Base, C1-C6Alkoxy C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkane Sulfenyl C1-C6Alkyl, C1-C6Alkyl sulphinyl, halogenated C1-C6Alkyl sulphinyl, C1-C6Alkyl sulphonyl, halogenated C1-C6 Alkyl sulphonyl, C1-C6Alkyl amino sulfonyl, two (C1-C6Alkyl) amino-sulfonyl；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy is halogenated C1-C6Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy is halogenated C1-C6Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C6Alkyl, halogenated C1-C6Alkyl, C1-C6Alkoxy, halogenated C1-C6 Alkoxy, C3-C6Cycloalkyl, C1-C6Alkyl amino, halogenated C1-C6Alkyl amino, two (C1-C6Alkyl) amino, halogenated two (C1- C6Alkyl) amino, C (=O) NR9R10、C1-C6Alkylthio group, halogenated C1-C6Alkylthio group, C2-C6Alkenyl, C2-C6Alkynyl, C2-C6Alkene oxygen Base, halogenated C2-C6Alkenyloxy group, C2-C6Alkynyloxy group, halogenated C2-C6Alkynyloxy group, C1-C6Alkyl sulphonyl, halogenated C1-C6Alkyl sulfonyl Base, C1-C6Alkyl-carbonyl, halogenated C1-C6Alkyl-carbonyl, C1-C6Alkoxy carbonyl, halogenated C1-C6Alkoxy carbonyl, C1-C6Alcoxyl Base C1-C6Alkyl, halogenated C1-C6Alkoxy C1-C6Alkyl, C1-C6Alkylthio group C1-C6Alkyl, halogenated C1-C6Alkylthio group C1-C6Alkane It is base, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazolyl, oxazolyl, thiadiazolyl group, oxadiazoles Base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole methyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C6Alkyl or halogenated C1-C6Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy, halogenated C1-C4 Alkoxy, C3-C4Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, C1-C4Alkane sulphur Base, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4Alkenyloxy group, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, halogen For C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl sulphonyl, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl oxycarbonyl Base, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4 Alkyl, C1-C4Alkylthio group C1-C4Alkyl or halogenated C1-C4Alkylthio group C1-C4Alkyl；
Or general formula I-1, I-2, I-3 or I-4 compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, grass Acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid shape Into salt.
4. the substitution hexa-member heterocycle class compound of the ring according to claim 3 containing pyrimido, it is characterised in that：The general formula The structure of compound shown in I-1 is：I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G or I-1H；
The structure of compound shown in general formula I-2 is I-2A, I-2B, I-2C or I-2D；
The structure of compound shown in general formula I-3 is I-3A, I-3B, I-3C, I-3D, I-3E or I-3F；
The structure of compound shown in general formula I-4 is I-4A or I-4B；
In formula：
R1Selected from hydrogen, C1-C4Alkyl, halogenated C1-C4Alkyl, C3-C6Cycloalkyl, C1-C4Alkoxy, halogenated C1-C4Alkoxy, C1-C4 Alkylthio group, halogenated C1-C4Alkylthio group, C1-C4Alkyl sulphinyl, C1-C4Alkyl sulphonyl, C2-C4Alkenyl, halogenated C2-C4Alkene Base, C2-C4Alkynyl, halogenated C2-C4It is alkynyl, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazolyl, Oxazolyl, thiadiazolyl group, oxadiazoles base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole first Base；
R2Selected from hydrogen, halogen, C1-C4Alkyl, halogenated C1-C4Alkyl, C3-C6Cycloalkyl, C1-C4Alkoxy, C1-C4Alkylthio group or C1-C4Alkyl sulphonyl；
R4、R5To be identical or different, hydrogen, halogen, C are respectively selected from1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy is halogenated C1-C4Alkoxy；
Wherein, R4、R5Can C be formed with coupled C3-C6Ring；
R6、R7To be identical or different, hydrogen, halogen, C are respectively selected from1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy is halogenated C1-C4Alkoxy；
Wherein, R6、R7Can C be formed with coupled C3-C6Ring；
M is selected from 0 to 4 integer；
R8Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy, halogenated C1-C4 Alkoxy, C3-C6Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, halogenated two (C1- C4Alkyl) amino, C (=O) NR9R10、C1-C4Alkylthio group, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4Alkene oxygen Base, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, halogenated C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl sulfonyl Base, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl-carbonyl, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4Alcoxyl Base C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4Alkyl, C1-C4Alkylthio group C1-C4Alkyl, halogenated C1-C4Alkylthio group C1-C4Alkane It is base, unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, pyrimidine radicals, triazolyl, oxazolyl, thiadiazolyl group, oxadiazoles Base, furyl, thienyl, thiazolyl, benzyl, picolyl, thenyl or thiazole methyl；
R9、R10To be identical or different, hydrogen, C are respectively selected from1-C4Alkyl or halogenated C1-C4Alkyl；
R11Selected from halogen, hydroxyl, amino, cyano, nitro, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy, halogenated C1-C4 Alkoxy, C3-C4Cycloalkyl, C1-C4Alkyl amino, halogenated C1-C4Alkyl amino, two (C1-C4Alkyl) amino, C1-C4Alkane sulphur Base, halogenated C1-C4Alkylthio group, C2-C4Alkenyl, C2-C4Alkynyl, C2-C4Alkenyloxy group, halogenated C2-C4Alkenyloxy group, C2-C4Alkynyloxy group, halogen For C2-C4Alkynyloxy group, C1-C4Alkyl sulphonyl, halogenated C1-C4Alkyl sulphonyl, C1-C4Alkyl-carbonyl, halogenated C1-C4Alkyl oxycarbonyl Base, C1-C4Alkoxy carbonyl, halogenated C1-C4Alkoxy carbonyl, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4 Alkyl, C1-C4Alkylthio group C1-C4Alkyl or halogenated C1-C4Alkylthio group C1-C4Alkyl；
And general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, I-3C, In I-3D, I-3E, I-3F, I-4A or I-4B,
X is selected from NR3；
R3Selected from hydrogen, hydroxyl, formoxyl, C1-C4Alkyl, halogenated C1-C4Alkyl, C1-C4Alkoxy, halogenated C1-C4Alkoxy, C3- C6Cycloalkyl, C1-C4Alkylthio group, C2-C4Enylsulfanyl, C2-C4Alkenyl, C2-C4Alkynyl, halogenated C2-C4Alkenyl, halogenated C2-C4Alkynes Base, C1-C4Alkoxy C1-C4Alkyl, halogenated C1-C4Alkoxy C1-C4Alkyl, C1-C4Alkylthio group C1-C4Alkyl, halogenated C1-C4Alkane Sulfenyl C1-C4Alkyl, C1-C4Alkyl sulphinyl, halogenated C1-C4Alkyl sulphinyl, C1-C4Alkyl sulphonyl, halogenated C1-C4 Alkyl sulphonyl, C1-C4Alkyl amino sulfonyl, two (C1-C4Alkyl) amino-sulfonyl；
In general formula I-1D or I-1H,
X is selected from O or S；
And in above-mentioned general formula I-1A, I-1B, I-1C or I-1D, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl； In general formula I-1E, I-1F, I-1G or I-1H, n is selected from 0 to 4 integer；General formula I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, In I-3C, I-3D, I-3E, I-3F, I-4A or I-4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G, I-1H, I-2A, I-2B, I-2C, I-2D, I-3A, I- 3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoro Acetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or lemon The salt that lemon acid is formed.
5. the substitution hexa-member heterocycle class compound of the ring according to claim 4 containing pyrimido, it is characterised in that：General formula I- 1A、I-1B、I-1C、I-1D、I-1E、I-1F、I-1G、I-1H、I-2A、I-2B、I-2C、I-2D、I-3A、I-3B、I-3C、I- In compound shown in 3D, I-3E, I-3F, I-4A or I-4B：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, a methyl fluoride, a chlorine Methyl, difluoromethyl, trifluoromethyl, trifluoroethyl, cyclopropyl, methoxy, ethoxyl methyl, trifluoroethoxy ylmethyl, It is unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, furyl, thienyl, thiazolyl or benzyl；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, One methyl fluoride, chloromethyl, difluoromethyl, trifluoromethyl, trifluoroethyl, methoxyl group, ethyoxyl, methyl mercapto, ethylmercapto group, methyl Sulfonyl or ethylsulfonyl；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, normal-butyl, secondary is respectively selected from Butyl, isobutyl group, tertiary butyl, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy Or tert-butoxy；
R6、R7To be identical or different, hydrogen, fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, isopropyl, normal-butyl, secondary is respectively selected from Butyl, isobutyl group, tertiary butyl, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy Or tert-butoxy；
M is selected from 0 to 4 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, different Butyl, tertiary butyl, trifluoromethyl, trichloromethyl, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, positive third oxygen Base, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, trifluoromethoxy, trifluoro ethoxy, methoxyl group Carbonyl, ethoxy carbonyl, amino carbonyl, methylaminocarbonyl, ethyl aminocarbonyl, dimethyl-aminocarbonyl, it is unsubstituted or by 1-5 R11Substituted phenyl, pyridyl group, furyl, thienyl, thiazolyl or benzyl；R11Selected from fluorine, chlorine, bromine, iodine, cyano, Amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, three chloromethanes Base, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, positive propoxy, isopropoxy, n-butoxy, Zhong Ding oxygen Base, isobutoxy, tert-butoxy, trifluoromethoxy or trifluoro ethoxy；
And general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, I-3C, In I-3D, I-3E, I-3F, I-4A or I-4B,
X is selected from NR3；
R3Selected from hydrogen, hydroxyl, formoxyl, acetyl group, propiono, bytyry, trifluoroacetyl group, benzoyl, methyl, ethyl, just Propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, trifluoroethyl, methoxyl group, ethyoxyl, trifluoro Ethyoxyl, cyclopropyl oxygroup, methyl mercapto, ethylmercapto group, pi-allyl, propargyl, mesyl, ethylsulfonyl, trifluoroethyl sulphonyl Base, aminosulfonyl, ethylamino sulfonyl, dimethylaminosulfonyl, lignocaine sulfonyl, methane sulfonylamino carbonyl, Methoxycarbonyl, ethoxy carbonyl, propoxycarbonyl, isopropoxy carbonyl, amino-carbonyl, dimethyl-aminocarbonyl, ethylene oxy Base carbonyl, acetylene Epoxide carbonyl, methylamino sulfenyl, ethylamino sulfenyl or dimethylamino sulfenyl；
In general formula I-1D or I-1H,
X is selected from O or S；
And in above-mentioned general formula I-1A, I-1B, I-1C or I-1D, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl； In general formula I-1E, I-1F, I-1G or I-1H, n is selected from 0 to 4 integer；General formula I-2A, I-2B, I-2C, I-2D, I-3A, I-3B, In I-3C, I-3D, I-3E, I-3F, I-4A or I-4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1D, I-1E, I-1F, I-1G, I-1H, I-2A, I-2B, I-2C, I-2D, I-3A, I- 3B, I-3C, I-3D, I-3E, I-3F, I-4A or I-4B compound represented and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoro Acetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzoic acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or lemon The salt that lemon acid is formed.
6. the substitution hexa-member heterocycle class compound of the ring according to claim 5 containing pyrimido, it is characterised in that：General formula I- Chemical combination shown in 1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B In object：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, ring third It is base, unsubstituted or by 1-4 R11Substituted phenyl, pyridyl group；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine or methyl；
R3Selected from hydrogen, methyl, acetyl group, trifluoroacetyl group, methoxyl group, methyl mercapto, pi-allyl, mesyl, methylamino sulphonyl Base, dimethylaminosulfonyl, methoxycarbonyl, amino-carbonyl, dimethyl-aminocarbonyl, methylamino sulfenyl or dimethylamino sulphur Base；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine or methyl are respectively selected from；
R6、R7It is selected from hydrogen；
M is selected from 0 to 4 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, amino, nitro, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, different Butyl, tertiary butyl, trifluoromethyl, trichloromethyl, difluoro chloromethyl, one methyl fluoride of dichloro, methoxyl group, ethyoxyl, positive third oxygen It is base, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, trifluoromethoxy, trifluoro ethoxy, unsubstituted Or by 1-4 R11Substituted phenyl, pyridyl group；
R11Selected from fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, trifluoromethyl, methoxyl group or trifluoromethoxy；
And in general formula I-1A, I-1B or I-1C, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl；General formula I-1E, In I-1F or I-1G, n is selected from 0 to 4 integer；In general formula I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B, n Selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or Compound shown in I-4B and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzene first The salt that acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid are formed.
7. the substitution hexa-member heterocycle class compound object of the ring according to claim 6 containing pyrimido, it is characterised in that：General formula I- Chemical combination shown in 1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B In object：
R1Selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, tertiary butyl, trifluoromethyl, ring Propyl；
R2Selected from hydrogen, fluorine, chlorine, bromine, iodine or methyl；
R3Selected from hydrogen, methyl, acetyl group, trifluoroacetyl group, methoxyl group, methyl mercapto, pi-allyl, mesyl, methylamino sulphonyl Base, dimethylaminosulfonyl, methoxycarbonyl, amino-carbonyl, dimethyl-aminocarbonyl, methylamino sulfenyl or dimethylamino sulphur Base；
R4、R5To be identical or different, hydrogen, fluorine, chlorine, bromine or methyl are respectively selected from；
R6、R7It is selected from hydrogen；
M is selected from 0 to 3 integer；
R8Selected from fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, trifluoromethyl, methoxyl group or trifluoromethoxy；
In general formula I-1A, I-1B or I-1C, n is selected from 1 to 4 integer, as n=1, R8It is not selected from methyl；General formula I-1E, I-1F Or in I-1G, n is selected from 0 to 4 integer；In general formula I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or I-4B, n is selected from 0 to 3 integer；
Or general formula I-1A, I-1B, I-1C, I-1E, I-1F, I-1G, I-2A, I-2C, I-3A, I-3B, I-3D, I-3E, I-4A or Compound shown in I-4B and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-methyl benzenesulfonic acid, benzene first The salt that acid, phthalic acid, maleic acid, fumaric acid, sorbic acid, malic acid or citric acid are formed.
8. a kind of preparation method of the substitution hexa-member heterocycle class compound of ring containing pyrimido as described in claim 1, feature exist In：The preparation method of compound is shown in general formula I：
9. the substituted pyridine compounds containing isoxazole and pyrimidine shown in a kind of general formula I described in accordance with the claim 1 are in agricultural Or it is used as preparing fungicide, the purposes of insecticide drug in other field.
10. a kind of Fungicidal insecticidal composition, it is characterised in that：Composition is phonetic to contain shown in above-mentioned general formula I described in claim 1 The substituted pyrazolecarboxylic class compound of pyridine is as active component；Wherein, the weight percentage of active component is 0.1- in composition 99%.
CN201611028153.2A 2016-11-18 2016-11-18 Substituted six-membered heterocyclic compound containing pyrimido ring and preparation method and application thereof Active CN108069973B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201611028153.2A CN108069973B (en) 2016-11-18 2016-11-18 Substituted six-membered heterocyclic compound containing pyrimido ring and preparation method and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201611028153.2A CN108069973B (en) 2016-11-18 2016-11-18 Substituted six-membered heterocyclic compound containing pyrimido ring and preparation method and application thereof

Publications (2)

Publication Number Publication Date
CN108069973A true CN108069973A (en) 2018-05-25
CN108069973B CN108069973B (en) 2020-08-11

Family

ID=62160631

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201611028153.2A Active CN108069973B (en) 2016-11-18 2016-11-18 Substituted six-membered heterocyclic compound containing pyrimido ring and preparation method and application thereof

Country Status (1)

Country Link
CN (1) CN108069973B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110964037A (en) * 2018-09-29 2020-04-07 沈阳中化农药化工研发有限公司 Pyrimidine-fused ring-containing compound and preparation method and application thereof
CN113754636A (en) * 2020-06-02 2021-12-07 湖南化工研究院有限公司 Quinazoline-containing aza-ether compounds

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4189483A (en) * 1977-03-23 1980-02-19 Imperial Chemical Industries Limited Pesticidal compounds, compositions and processes
JPS5936683A (en) * 1982-07-29 1984-02-28 Sankyo Co Ltd Isoxazolopyrimidine derivative and acaricide
WO2015164850A1 (en) * 2014-04-25 2015-10-29 The Johns Hopkins University Identification of compounds which inhibit atg8-atg3 protein-protein interaction and their use as antiparasitical agents

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4189483A (en) * 1977-03-23 1980-02-19 Imperial Chemical Industries Limited Pesticidal compounds, compositions and processes
JPS5936683A (en) * 1982-07-29 1984-02-28 Sankyo Co Ltd Isoxazolopyrimidine derivative and acaricide
WO2015164850A1 (en) * 2014-04-25 2015-10-29 The Johns Hopkins University Identification of compounds which inhibit atg8-atg3 protein-protein interaction and their use as antiparasitical agents

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CA: "CAS-RN：1798683-43-8等", 《STN-REGISTRY数据库》 *
TIZIANA POLI等: "Synthesis and In-vitro Antifungal Activity of 6-Trifluoromethylpyrazolo[3,4-d]pyrimidines", 《PESTICIDE SCIENCE》 *
YONG LI等: "Discovery of Novel Allopurinol Derivatives with Anticancer Activity and Attenuated Xanthine Oxidase Inhibition", 《MOLECULES》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110964037A (en) * 2018-09-29 2020-04-07 沈阳中化农药化工研发有限公司 Pyrimidine-fused ring-containing compound and preparation method and application thereof
CN110964037B (en) * 2018-09-29 2023-03-28 沈阳中化农药化工研发有限公司 Pyrimidine-fused ring-containing compound and preparation method and application thereof
CN113754636A (en) * 2020-06-02 2021-12-07 湖南化工研究院有限公司 Quinazoline-containing aza-ether compounds
CN113754636B (en) * 2020-06-02 2022-10-04 湖南化工研究院有限公司 Quinazoline-containing aza-ether compounds

Also Published As

Publication number Publication date
CN108069973B (en) 2020-08-11

Similar Documents

Publication Publication Date Title
CN105722837B (en) Pyrazolyl pyrimidines aminated compounds and purposes
CN104797575B (en) Homopiperony lamine class compound and application thereof
CN106167484A (en) Substituted pyrazolecarboxylic compounds containing pyrimidine and its production and use
WO2014149207A2 (en) Benzimidazole-based insecticidal compositions and related methods
CN104684900B (en) Substituted pyrimidine compound and uses thereof
CN103772293B (en) Fluorine-containing pyrimidines and purposes
CN108623562A (en) A kind of quinolinone alkaloid class compound and its preparation method and application
TW201519777A (en) Synergistic pesticidal compositions and related methods
CN109776427A (en) Double aminated compounds of pyrimidine and application thereof
CN107964007A (en) Pyridazinone compound and its application
CN107778298A (en) Substituted azole compounds containing pyrimidine and application thereof
CN104292169B (en) Substituted pyrimidinamine compound and application thereof
CN106467538B (en) A kind of substituted tetrahydro isoquinoline compound and purposes
CN108017628A (en) Substituted uracil compound and application thereof
CN103772357A (en) Substituted pyrimidine compound and use thereof
CN109836418A (en) Substituted pyrazolecarboxylic class compound and preparation method thereof and purposes as insecticidal/acaricidal agent
CN108069973A (en) Substitution hexa-member heterocycle class compound of the ring containing pyrimido and its preparation method and application
EP3060053A1 (en) Synergistic pesticidal compositions and related methods
TW201519776A (en) Synergistic pesticidal compositions and related methods
CN104974136B (en) Pyrazol acid amide compounds and application thereof
CN108617661A (en) A kind of application of alkaloid compound in agricultural drugs
CN103772294B (en) Phenoxy pyrimidine aminated compounds and purposes
CN105753791B (en) Substituted uracil compound and application thereof
CN105315296B (en) Substitute fragrant oxy picolinate class compound and application thereof
CN103772356A (en) Substituted aryloxy pyridine compound and use thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant