JPH09503746A - 有害生物防除剤としてのピリミジン−４−イルアミノエチルキノリン誘導体 - Google Patents

有害生物防除剤としてのピリミジン−４−イルアミノエチルキノリン誘導体

Info

Publication number: JPH09503746A
Authority: JP; Japan
Prior art keywords: group; carbon atoms; alkyl; atom; formula
Prior art date: 1993-07-09
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.): Pending

Application number

JP7503793A

Other languages

English (en)

Japanese (ja)

Inventor

ヴァルター，ハーラルト

Original Assignee

チバ−ガイギーアクチエンゲゼルシャフト

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.)

1993-07-09

Filing date

1994-06-27

Publication date

1997-04-15

1994-06-27 Application filed by チバ−ガイギーアクチエンゲゼルシャフト filed Critical チバ−ガイギーアクチエンゲゼルシャフト

1997-04-15 Publication of JPH09503746A publication Critical patent/JPH09503746A/ja

Status Pending legal-status Critical Current

Links

241000607479 Yersinia pestis Species 0.000 title claims abstract description 25
-1 Pyrimidin-4-ylaminoethylquinoline derivatives Chemical class 0.000 title claims description 45
239000004480 active ingredient Substances 0.000 claims abstract description 47
150000003839 salts Chemical group 0.000 claims abstract description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 238
125000000217 alkyl group Chemical group 0.000 claims description 133
150000001875 compounds Chemical class 0.000 claims description 114
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 79
125000005843 halogen group Chemical group 0.000 claims description 70
239000000203 mixture Substances 0.000 claims description 52
229910052799 carbon Inorganic materials 0.000 claims description 45
125000003545 alkoxy group Chemical group 0.000 claims description 37
125000004093 cyano group Chemical group *C#N 0.000 claims description 31
125000001424 substituent group Chemical group 0.000 claims description 30
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 26
125000004429 atom Chemical group 0.000 claims description 25
150000001721 carbon Chemical group 0.000 claims description 23
125000000623 heterocyclic group Chemical group 0.000 claims description 19
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
229920006395 saturated elastomer Polymers 0.000 claims description 19
125000000753 cycloalkyl group Chemical group 0.000 claims description 18
229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 18
125000003342 alkenyl group Chemical group 0.000 claims description 16
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 16
229910052757 nitrogen Inorganic materials 0.000 claims description 15
229930195734 saturated hydrocarbon Natural products 0.000 claims description 15
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 14
125000004970 halomethyl group Chemical group 0.000 claims description 14
125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
229910052731 fluorine Inorganic materials 0.000 claims description 13
125000001153 fluoro group Chemical group F* 0.000 claims description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 12
238000000034 method Methods 0.000 claims description 12
229910052801 chlorine Inorganic materials 0.000 claims description 11
125000001309 chloro group Chemical group Cl* 0.000 claims description 11
241000238631 Hexapoda Species 0.000 claims description 10
125000002252 acyl group Chemical group 0.000 claims description 10
125000004414 alkyl thio group Chemical group 0.000 claims description 10
HNVIQLPOGUDBSU-UHFFFAOYSA-N 2,6-dimethylmorpholine Chemical compound CC1CNCC(C)O1 HNVIQLPOGUDBSU-UHFFFAOYSA-N 0.000 claims description 9
125000000304 alkynyl group Chemical group 0.000 claims description 9
238000006243 chemical reaction Methods 0.000 claims description 9
125000004122 cyclic group Chemical group 0.000 claims description 9
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
229910052736 halogen Inorganic materials 0.000 claims description 9
241000244206 Nematoda Species 0.000 claims description 8
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
230000003032 phytopathogenic effect Effects 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 7
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 7
125000004971 nitroalkyl group Chemical group 0.000 claims description 7
125000003386 piperidinyl group Chemical group 0.000 claims description 7
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 6
PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 claims description 6
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 6
244000005700 microbiome Species 0.000 claims description 6
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 5
125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 5
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 5
241000238876 Acari Species 0.000 claims description 5
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 5
150000008282 halocarbons Chemical group 0.000 claims description 5
150000002367 halogens Chemical group 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
238000002156 mixing Methods 0.000 claims description 5
125000001624 naphthyl group Chemical group 0.000 claims description 5
125000004076 pyridyl group Chemical group 0.000 claims description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
125000004966 cyanoalkyl group Chemical group 0.000 claims description 4
125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 4
125000005059 halophenyl group Chemical group 0.000 claims description 4
NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 claims description 4
239000007800 oxidant agent Substances 0.000 claims description 4
125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical group [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims description 3
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 3
239000003054 catalyst Substances 0.000 claims description 3
239000003610 charcoal Substances 0.000 claims description 3
125000000000 cycloalkoxy group Chemical group 0.000 claims description 3
238000006356 dehydrogenation reaction Methods 0.000 claims description 3
239000000575 pesticide Substances 0.000 claims description 3
125000004193 piperazinyl group Chemical group 0.000 claims description 3
125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
229910052717 sulfur Inorganic materials 0.000 claims description 3
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 2
229940005561 1,4-benzoquinone Drugs 0.000 claims description 2
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
125000004442 acylamino group Chemical group 0.000 claims description 2
125000003277 amino group Chemical group 0.000 claims description 2
125000000262 haloalkenyl group Chemical group 0.000 claims description 2
125000004995 haloalkylthio group Chemical group 0.000 claims description 2
125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
125000006413 ring segment Chemical group 0.000 claims description 2
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 2
125000001183 hydrocarbyl group Chemical group 0.000 claims 7
239000012876 carrier material Substances 0.000 claims 3
150000002500 ions Chemical class 0.000 claims 2
125000000686 lactone group Chemical group 0.000 claims 2
PLYTVAFAKDFFKM-UHFFFAOYSA-N 3,4-dimethylmorpholine Chemical group CC1COCCN1C PLYTVAFAKDFFKM-UHFFFAOYSA-N 0.000 claims 1
229910018162 SeO2 Inorganic materials 0.000 claims 1
150000001350 alkyl halides Chemical class 0.000 claims 1
125000003700 epoxy group Chemical group 0.000 claims 1
CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical group C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims 1
239000002773 nucleotide Substances 0.000 claims 1
125000003729 nucleotide group Chemical group 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 claims 1
JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 claims 1
125000005017 substituted alkenyl group Chemical group 0.000 claims 1
239000003905 agrochemical Substances 0.000 abstract description 2
241000196324 Embryophyta Species 0.000 description 47
230000000694 effects Effects 0.000 description 41
239000007921 spray Substances 0.000 description 22
230000002538 fungal effect Effects 0.000 description 13
239000000126 substance Substances 0.000 description 12
241000233866 Fungi Species 0.000 description 11
150000002430 hydrocarbons Chemical group 0.000 description 11
208000015181 infectious disease Diseases 0.000 description 11
239000002904 solvent Substances 0.000 description 11
239000000725 suspension Substances 0.000 description 11
239000004563 wettable powder Substances 0.000 description 11
230000009545 invasion Effects 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
239000000839 emulsion Substances 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
240000007594 Oryza sativa Species 0.000 description 8
239000002585 base Substances 0.000 description 8
238000009472 formulation Methods 0.000 description 8
239000002689 soil Substances 0.000 description 8
239000004094 surface-active agent Substances 0.000 description 8
125000003118 aryl group Chemical group 0.000 description 7
239000003795 chemical substances by application Substances 0.000 description 7
239000000843 powder Substances 0.000 description 7
239000007787 solid Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 6
235000007164 Oryza sativa Nutrition 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
235000009566 rice Nutrition 0.000 description 6
240000005979 Hordeum vulgare Species 0.000 description 5
244000046052 Phaseolus vulgaris Species 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
235000013399 edible fruits Nutrition 0.000 description 5
239000007788 liquid Substances 0.000 description 5
239000011550 stock solution Substances 0.000 description 5
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
235000011430 Malus pumila Nutrition 0.000 description 4
235000015103 Malus silvestris Nutrition 0.000 description 4
240000001307 Myosotis scorpioides Species 0.000 description 4
241001553014 Myrsine salicina Species 0.000 description 4
240000003768 Solanum lycopersicum Species 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
241000209140 Triticum Species 0.000 description 4
239000000969 carrier Substances 0.000 description 4
GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 4
235000013601 eggs Nutrition 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
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229910052740 iodine Inorganic materials 0.000 description 4
239000011707 mineral Substances 0.000 description 4
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
230000035515 penetration Effects 0.000 description 4
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
240000007124 Brassica oleracea Species 0.000 description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
240000008067 Cucumis sativus Species 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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241001480224 Heterodera Species 0.000 description 3
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241000257159 Musca domestica Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
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150000003973 alkyl amines Chemical class 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
230000006378 damage Effects 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
239000003337 fertilizer Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
238000009413 insulation Methods 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
CFHGBZLNZZVTAY-UHFFFAOYSA-N lawesson's reagent Chemical compound C1=CC(OC)=CC=C1P1(=S)SP(=S)(C=2C=CC(OC)=CC=2)S1 CFHGBZLNZZVTAY-UHFFFAOYSA-N 0.000 description 3
239000000463 material Substances 0.000 description 3
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238000012360 testing method Methods 0.000 description 3
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XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
241000498254 Heterodera glycines Species 0.000 description 2
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DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
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125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
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150000001408 amides Chemical class 0.000 description 2
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ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
235000013339 cereals Nutrition 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000000576 coating method Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
125000000392 cycloalkenyl group Chemical group 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
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150000002148 esters Chemical class 0.000 description 2
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239000002270 dispersing agent Substances 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
235000021038 drupes Nutrition 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000003480 eluent Substances 0.000 description 1
239000008393 encapsulating agent Substances 0.000 description 1
150000002118 epoxides Chemical class 0.000 description 1
JTRONPPAUSSTQI-UHFFFAOYSA-N ethane-1,2-diol;ethanol Chemical compound CCO.OCCO JTRONPPAUSSTQI-UHFFFAOYSA-N 0.000 description 1
125000005949 ethanesulfonyloxy group Chemical group 0.000 description 1
125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000000835 fiber Substances 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
239000004459 forage Substances 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
150000002238 fumaric acids Chemical class 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
239000011521 glass Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
150000002333 glycines Chemical class 0.000 description 1
238000000227 grinding Methods 0.000 description 1
230000012010 growth Effects 0.000 description 1
235000019382 gum benzoic Nutrition 0.000 description 1
230000012447 hatching Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
125000001072 heteroaryl group Chemical group 0.000 description 1
150000002391 heterocyclic compounds Chemical class 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000003898 horticulture Methods 0.000 description 1
230000000887 hydrating effect Effects 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
230000036039 immunity Effects 0.000 description 1
125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 description 1
125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 1
125000001041 indolyl group Chemical group 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
125000005956 isoquinolyl group Chemical group 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
235000021374 legumes Nutrition 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
159000000003 magnesium salts Chemical class 0.000 description 1
239000001630 malic acid Substances 0.000 description 1
235000011090 malic acid Nutrition 0.000 description 1
240000004308 marijuana Species 0.000 description 1
238000001819 mass spectrum Methods 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
125000005394 methallyl group Chemical group 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
125000005948 methanesulfonyloxy group Chemical group 0.000 description 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
229940124561 microbicide Drugs 0.000 description 1
235000013336 milk Nutrition 0.000 description 1
239000008267 milk Substances 0.000 description 1
210000004080 milk Anatomy 0.000 description 1
239000003750 molluscacide Substances 0.000 description 1
230000002013 molluscicidal effect Effects 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
235000010460 mustard Nutrition 0.000 description 1
ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000004950 naphthalene Chemical class 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
125000006574 non-aromatic ring group Chemical group 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
UYDLBVPAAFVANX-UHFFFAOYSA-N octylphenoxy polyethoxyethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCO)C=C1 UYDLBVPAAFVANX-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000002971 oxazolyl group Chemical group 0.000 description 1
GSWAOPJLTADLTN-UHFFFAOYSA-N oxidanimine Chemical compound [O-][NH3+] GSWAOPJLTADLTN-UHFFFAOYSA-N 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
244000052769 pathogen Species 0.000 description 1
230000001717 pathogenic effect Effects 0.000 description 1
WEYVCQFUGFRXOM-UHFFFAOYSA-N perazine Chemical group C1CN(C)CCN1CCCN1C2=CC=CC=C2SC2=CC=CC=C21 WEYVCQFUGFRXOM-UHFFFAOYSA-N 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
238000003408 phase transfer catalysis Methods 0.000 description 1
239000003444 phase transfer catalyst Substances 0.000 description 1
CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
150000003022 phthalic acids Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
239000008262 pumice Substances 0.000 description 1
235000015136 pumpkin Nutrition 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
125000005493 quinolyl group Chemical group 0.000 description 1
125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
235000021013 raspberries Nutrition 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000000344 soap Substances 0.000 description 1
ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
230000003381 solubilizing effect Effects 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
235000020354 squash Nutrition 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
235000013616 tea Nutrition 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
239000011573 trace mineral Substances 0.000 description 1
235000013619 trace mineral Nutrition 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
125000005951 trifluoromethanesulfonyloxy group Chemical group 0.000 description 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000004034 viscosity adjusting agent Substances 0.000 description 1
230000000007 visual effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)

JP7503793A 1993-07-09 1994-06-27 有害生物防除剤としてのピリミジン−４−イルアミノエチルキノリン誘導体 Pending JPH09503746A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CH2065/93-0		1993-07-09
CH206593		1993-07-09
PCT/EP1994/002076 WO1995001975A1 (fr)	1993-07-09	1994-06-27	Derives de pyrimidin-4-ylaminomethylquinoleine utilises comme pesticides

Publications (1)

Publication Number	Publication Date
JPH09503746A true JPH09503746A (ja)	1997-04-15

Family

ID=4225082

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP7503793A Pending JPH09503746A (ja)	1993-07-09	1994-06-27	有害生物防除剤としてのピリミジン−４−イルアミノエチルキノリン誘導体

Country Status (7)

Country	Link
EP (1)	EP0707582A1 (fr)
JP (1)	JPH09503746A (fr)
AU (1)	AU7344794A (fr)
IL (1)	IL110236A0 (fr)
MX (1)	MX9405202A (fr)
WO (1)	WO1995001975A1 (fr)
ZA (1)	ZA944947B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA2799579A1 (fr)	2010-05-21	2011-11-24	Intellikine, Inc.	Composes chimiques, compositions et procedes pour modulation de kinases
MX2014002542A (es)	2011-08-29	2014-07-09	Infinity Pharmaceuticals Inc	Compuestos heterociclicos y usos de los mismos.
US9481667B2 (en)	2013-03-15	2016-11-01	Infinity Pharmaceuticals, Inc.	Salts and solid forms of isoquinolinones and composition comprising and methods of using the same

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ATE176226T1 (de) *	1990-11-19	1999-02-15	Du Pont	Insektizide, akarizide und fungizide aminopyrimidine
CA2060282C (fr) *	1991-01-31	1997-11-25	Katsutoshi Ishikawa	Derive de pyrimidinyloxy(thio)quinoleine; methode de preparation; fongicide agricole ou horticole renfermant ce derive comme principe actif
EP0555183A1 (fr) *	1992-02-07	1993-08-11	Ciba-Geigy Ag	Pesticides

1994
- 1994-06-27 JP JP7503793A patent/JPH09503746A/ja active Pending
- 1994-06-27 AU AU73447/94A patent/AU7344794A/en not_active Abandoned
- 1994-06-27 EP EP94922239A patent/EP0707582A1/fr not_active Withdrawn
- 1994-06-27 WO PCT/EP1994/002076 patent/WO1995001975A1/fr not_active Ceased
- 1994-07-07 IL IL11023694A patent/IL110236A0/xx unknown
- 1994-07-08 MX MX9405202A patent/MX9405202A/es unknown
- 1994-07-08 ZA ZA944947A patent/ZA944947B/xx unknown

Also Published As

Publication number	Publication date
WO1995001975A1 (fr)	1995-01-19
ZA944947B (en)	1995-01-16
AU7344794A (en)	1995-02-06
MX9405202A (es)	1995-01-31
IL110236A0 (en)	1994-10-21
EP0707582A1 (fr)	1996-04-24

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JP3704649B2 (ja)	2005-10-12	Ｏ−ベンジルオキシムエーテル誘導体および有害生物防除剤としてのそれらの用途
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JP2632187B2 (ja)	1997-07-23	アニリノピリミジン誘導体、その組成物、それらの製造方法及び有害生物防除方法
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BRPI0707722A2 (pt)	2011-05-10	compostos, processo para a preparaÇço de compostos, composiÇço agrÍcola, uso de compostos, mÉtodos para combater fungos fitopatogÊnicos, para combater pestes artràpedes, para proteger culturas de ataque ou infestaÇço por pestes artràpedes, para proteger sementes da infestaÇço por pestes artràpedes e das raÍzes e rebentos de mudas da infestaÇço por pestes artràpodes, e para proteger materiais nço-vivos do ataque ou infestaÇço por pestes artràpedes, e, semente
JP2002530409A (ja)	2002-09-17	抗真菌剤としてのピリミジン−４−エナミン
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AU622892B2 (en)	1992-04-30	Heterocyclic substituted dihaloisonicotinic acid amide derivatives
TW202024041A (zh)	2020-07-01	新型惡二唑
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JPH10505824A (ja)	1998-06-09	殺有害生物性ピリジン誘導体
JPH10509156A (ja)	1998-09-08	Ｏ−ベンジルオキシムエーテル誘導体および有害生物防除剤としてのそれらの使用
JPH01283270A (ja)	1989-11-14	植物を病気から保護するための組成物
JP2575046B2 (ja)	1997-01-22	ヒドラジン誘導体、その組成物及び微生物に対する植物保護方法
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JPH08507053A (ja)	1996-07-30	ピリミジン誘導体および有害生物防除剤としてのそれらの使用方法
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