CS273321B2 - Insecticide,acaricide,haematocide or/and fungicide - Google Patents

Insecticide,acaricide,haematocide or/and fungicide Download PDF

Info

Publication number: CS273321B2
Authority: CS; Czechoslovakia
Prior art keywords: carbon atoms; group; atom; alkyl; ome
Prior art date: 1986-02-08

Application number

CS71587A

Other languages

Czech (cs)

English (en)

Other versions

CS71587A2 (en

Inventor

Yasuyuki Nakajima

Yasuo Kawamura

Tomoyuki Ogura

Takahiro Makabe

Kiminori Hirata

Masaki Kudo

Yoshinori Ochiai

Masayoshi Hirose

Original Assignee

Nissan Chemical Ind 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.)

1986-02-08

Filing date

1987-02-04

Publication date

1991-03-12

1987-02-04 Application filed by Nissan Chemical Ind Ltd filed Critical Nissan Chemical Ind Ltd

1990-07-12 Publication of CS71587A2 publication Critical patent/CS71587A2/cs

1991-03-12 Publication of CS273321B2 publication Critical patent/CS273321B2/cs

Links

230000000895 acaricidal effect Effects 0.000 title claims abstract description 16
230000000855 fungicidal effect Effects 0.000 title claims abstract description 9
239000002917 insecticide Substances 0.000 title description 4
239000000417 fungicide Substances 0.000 title description 3
239000000642 acaricide Substances 0.000 title description 2
239000000203 mixture Substances 0.000 claims abstract description 34
239000004480 active ingredient Substances 0.000 claims abstract description 27
230000000749 insecticidal effect Effects 0.000 claims abstract description 17
125000000217 alkyl group Chemical group 0.000 claims abstract description 16
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
230000001069 nematicidal effect Effects 0.000 claims abstract description 12
229910052717 sulfur Chemical group 0.000 claims abstract description 12
125000005843 halogen group Chemical group 0.000 claims abstract description 11
125000004434 sulfur atom Chemical group 0.000 claims abstract description 9
AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 claims abstract description 8
125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract description 7
125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 7
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 5
125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
150000001875 compounds Chemical class 0.000 claims description 87
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 27
-1 C 1 -C 4 alkoxy Chemical group 0.000 claims description 11
229910052736 halogen Inorganic materials 0.000 claims description 9
150000002367 halogens Chemical class 0.000 claims description 8
239000004094 surface-active agent Substances 0.000 claims description 7
229910052760 oxygen Inorganic materials 0.000 claims description 6
239000001301 oxygen Substances 0.000 claims description 6
125000001424 substituent group Chemical group 0.000 claims description 6
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 4
238000003898 horticulture Methods 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims description 3
125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
125000006528 (C2-C6) alkyl group Chemical group 0.000 claims description 2
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
125000004970 halomethyl group Chemical group 0.000 claims description 2
238000002360 preparation method Methods 0.000 abstract description 35
241001465754 Metazoa Species 0.000 abstract description 6
238000000034 method Methods 0.000 abstract description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 4
125000004414 alkyl thio group Chemical group 0.000 abstract description 2
229910052799 carbon Inorganic materials 0.000 abstract description 2
125000001188 haloalkyl group Chemical group 0.000 abstract description 2
241000238876 Acari Species 0.000 abstract 1
125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
125000000962 organic group Chemical group 0.000 abstract 1
230000003071 parasitic effect Effects 0.000 abstract 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 592
125000001309 chloro group Chemical group Cl* 0.000 description 150
239000000460 chlorine Substances 0.000 description 88
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 60
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 55
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 27
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 21
VXHWLMNYINVRIF-UHFFFAOYSA-M sodium;naphthalen-1-ylmethanesulfonate Chemical compound [Na+].C1=CC=C2C(CS(=O)(=O)[O-])=CC=CC2=C1 VXHWLMNYINVRIF-UHFFFAOYSA-M 0.000 description 18
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239000002904 solvent Substances 0.000 description 16
239000004615 ingredient Substances 0.000 description 15
239000004495 emulsifiable concentrate Substances 0.000 description 13
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 10
201000010099 disease Diseases 0.000 description 10
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 10
238000002844 melting Methods 0.000 description 10
230000008018 melting Effects 0.000 description 10
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 10
239000000126 substance Substances 0.000 description 10
240000008067 Cucumis sativus Species 0.000 description 9
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238000002474 experimental method Methods 0.000 description 8
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 8
239000007788 liquid Substances 0.000 description 8
238000007865 diluting Methods 0.000 description 7
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VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
101150065749 Churc1 gene Proteins 0.000 description 6
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102100038239 Protein Churchill Human genes 0.000 description 6
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ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
241000607479 Yersinia pestis Species 0.000 description 6
239000012043 crude product Substances 0.000 description 6
GLGQMFICPMIOHO-UHFFFAOYSA-N 2-tert-butyl-4-chloro-5-sulfanylpyridazin-3-one Chemical compound CC(C)(C)N1N=CC(S)=C(Cl)C1=O GLGQMFICPMIOHO-UHFFFAOYSA-N 0.000 description 5
241000488589 Tetranychus kanzawai Species 0.000 description 5
239000013543 active substance Substances 0.000 description 5
230000000052 comparative effect Effects 0.000 description 5
239000003480 eluent Substances 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
239000008187 granular material Substances 0.000 description 5
238000011081 inoculation Methods 0.000 description 5
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 5
239000010410 layer Substances 0.000 description 5
239000012044 organic layer Substances 0.000 description 5
244000045947 parasite Species 0.000 description 5
229910000027 potassium carbonate Inorganic materials 0.000 description 5
238000010898 silica gel chromatography Methods 0.000 description 5
239000000454 talc Substances 0.000 description 5
229910052623 talc Inorganic materials 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
241000358422 Nephotettix cincticeps Species 0.000 description 4
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 4
239000003945 anionic surfactant Substances 0.000 description 4
229910052622 kaolinite Inorganic materials 0.000 description 4
150000003254 radicals Chemical class 0.000 description 4
239000007787 solid Substances 0.000 description 4
238000005507 spraying Methods 0.000 description 4
239000008096 xylene Substances 0.000 description 4
238000005160 1H NMR spectroscopy Methods 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
241000221785 Erysiphales Species 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
241000238631 Hexapoda Species 0.000 description 3
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 3
241000227653 Lycopersicon Species 0.000 description 3
241000244206 Nematoda Species 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
239000004793 Polystyrene Substances 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
229910052783 alkali metal Chemical group 0.000 description 3
150000001340 alkali metals Chemical group 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
239000002585 base Substances 0.000 description 3
239000000440 bentonite Substances 0.000 description 3
229910000278 bentonite Inorganic materials 0.000 description 3
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 3
229910052791 calcium Inorganic materials 0.000 description 3
239000011575 calcium Substances 0.000 description 3
229910000019 calcium carbonate Inorganic materials 0.000 description 3
239000000969 carrier Substances 0.000 description 3
239000002736 nonionic surfactant Substances 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
229920002223 polystyrene Polymers 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
238000001953 recrystallisation Methods 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000011593 sulfur Chemical group 0.000 description 3
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 3
QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
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125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
238000009835 boiling Methods 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
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206010061217 Infestation Diseases 0.000 description 1
241000442132 Lactarius lactarius Species 0.000 description 1
241001330975 Magnaporthe oryzae Species 0.000 description 1
208000031888 Mycoses Diseases 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000488585 Panonychus Species 0.000 description 1
241001494479 Pecora Species 0.000 description 1
241001223281 Peronospora Species 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
241000500437 Plutella xylostella Species 0.000 description 1
241000317981 Podosphaera fuliginea Species 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
241001432437 Poophilus Species 0.000 description 1
241001481704 Rhipicephalus appendiculatus Species 0.000 description 1
241000238680 Rhipicephalus microplus Species 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
241000282887 Suidae Species 0.000 description 1
235000021307 Triticum Nutrition 0.000 description 1
OMOVVBIIQSXZSZ-UHFFFAOYSA-N [6-(4-acetyloxy-5,9a-dimethyl-2,7-dioxo-4,5a,6,9-tetrahydro-3h-pyrano[3,4-b]oxepin-5-yl)-5-formyloxy-3-(furan-3-yl)-3a-methyl-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] 2-hydroxy-3-methylpentanoate Chemical compound CC12C(OC(=O)C(O)C(C)CC)C(OC=O)C(C3(C)C(CC(=O)OC4(C)COC(=O)CC43)OC(C)=O)C(=C)C32OC3CC1C=1C=COC=1 OMOVVBIIQSXZSZ-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
239000012964 benzotriazole Substances 0.000 description 1
HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 1
229920001400 block copolymer Polymers 0.000 description 1
RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
239000004927 clay Substances 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
229940117389 dichlorobenzene Drugs 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
235000021186 dishes Nutrition 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
230000008029 eradication Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-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
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
230000002262 irrigation Effects 0.000 description 1
238000003973 irrigation Methods 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000005185 naphthylcarbonyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229960005235 piperonyl butoxide Drugs 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
244000144977 poultry Species 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
244000045561 useful plants Species 0.000 description 1
229920001285 xanthan gum Polymers 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
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-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
- 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
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
- C07D237/16—Two oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/18—Sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Plural Heterocyclic Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CS71587A 1986-02-08 1987-02-04 Insecticide,acaricide,haematocide or/and fungicide CS273321B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP2497886		1986-02-08

Publications (2)

Publication Number	Publication Date
CS71587A2 CS71587A2 (en)	1990-07-12
CS273321B2 true CS273321B2 (en)	1991-03-12

Family

ID=12153063

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS71587A CS273321B2 (en)	1986-02-08	1987-02-04	Insecticide,acaricide,haematocide or/and fungicide

Country Status (24)

Country	Link
US (1)	US4906627A (fr)
EP (1)	EP0232825B1 (fr)
KR (1)	KR900006852B1 (fr)
CN (1)	CN1017427B (fr)
AR (1)	AR244212A1 (fr)
AU (1)	AU594115B2 (fr)
BG (1)	BG78365A (fr)
BR (1)	BR8700556A (fr)
CA (1)	CA1286298C (fr)
CS (1)	CS273321B2 (fr)
DD (1)	DD265402A5 (fr)
DE (1)	DE3778924D1 (fr)
EG (1)	EG18275A (fr)
ES (1)	ES2036531T3 (fr)
HU (1)	HU200653B (fr)
IE (1)	IE870315L (fr)
IL (1)	IL81479A0 (fr)
IN (1)	IN165467B (fr)
NZ (1)	NZ219188A (fr)
PL (1)	PL150723B1 (fr)
SU (1)	SU1748628A3 (fr)
TR (1)	TR23155A (fr)
YU (1)	YU45934B (fr)
ZA (1)	ZA87704B (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0183212B1 (fr) *	1984-11-29	1990-06-20	Nissan Chemical Industries Ltd.	Dérivés de pyridazinone, leur préparation et compositions insecticides, acaricides, nématicides et fongicides
US4837217A (en) *	1985-04-19	1989-06-06	Nissan Chemical Industries, Ltd.	Pyridazinone derivatives, preparation thereof, and insecticidal, acaricidal, nematicidal, fungicidal compositions
JPS63112566A (ja) *	1986-10-28	1988-05-17	Nissan Chem Ind Ltd	ピリミジノン誘導体、その製法および殺虫・殺ダニ・殺菌剤
EP0283271A3 (fr) *	1987-03-17	1990-04-25	Ube Industries, Ltd.	Dérivés de pyridazinone, procédé pour leur production et insecticides, acaricides et fongicides contenant ces dérivés comme principe actif
EP0331529A3 (fr) *	1988-03-03	1991-11-21	Ube Industries, Ltd.	Dérivés de diphényl éther, procédé pour leur production et insecticide et acaricide le contenant comme ingrédient actif
DE3824211A1 (de) *	1988-07-16	1990-01-18	Basf Ag	2-tert.-butyl-4-chlor-5-(4-tert.- butylbenzylthio)-3(2h)-pyridazinon zur bekaempfung von schnecken
US5004744A (en) *	1988-12-13	1991-04-02	Bayer Aktiengesellschaft	Pyridazinones as pesticides
IT1229684B (it) *	1989-04-05	1991-09-06	Mini Ricerca Scient Tecnolog	Piridazinoni ad attivita' insetticida ed acaricida
JPH02279676A (ja) *	1989-04-19	1990-11-15	Otsuka Chem Co Ltd	ピリダジノン誘導体
US5278163A (en) *	1989-05-17	1994-01-11	Nissan Chemical Industries, Ltd.	Pyridazinone derivatives and compositions for controlling and/or preventing insect pests
IL94394A (en) *	1989-05-17	1994-10-21	Nissan Chemical Ind Ltd	History of pyridazinone, process for their preparation and preparations for controlling and / or preventing insects, mites, nematodes and mollusks
EP0665223A1 (fr) *	1994-01-28	1995-08-02	Takeda Chemical Industries, Ltd.	Agents anti-tumeurs, dérivés de 3(2H)-pyrizadinone et leur préparation
CZ294096B6 (cs) *	1995-01-20	2004-10-13	Americanácyanamidácompany	Benzofenonové sloučeninyŹ způsob jejich výrobyŹ fungicidní prostředky s jejich obsahem a způsob ochrany rostlin
CN101637163B (zh) *	2009-09-07	2012-07-04	山东农业大学	一种含哒螨灵和吡蚜酮的农药组合物
RU2455004C1 (ru) *	2011-04-01	2012-07-10	Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Ярославский государственный технический университет" (ФГБОУ ВПО "ЯГТУ")	Способ получения сульфохлоридов ряда 6-арилпиридазин-3(2н)-онов
CN105924432B (zh) *	2016-07-13	2018-08-24	青岛农业大学	哒嗪酮衍生物及其制备方法和应用

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2832780A (en) *	1955-09-14	1958-04-29	Warner Lambert Pharmaceutical	Hydrazides of pyridazonyl-substituted alkanoic acids
BE607934A (fr) *	1960-09-09
US3346577A (en) *	1963-07-01	1967-10-10	Sumitomo Chemical Co	Method for the preparation of 4-amino-3 (2h) pyridazinones
US4177273A (en) *	1977-02-14	1979-12-04	Sandoz, Inc.	6-(Substituted phenyl)-4,5-dihydro-pyridazin-3(2H)-ones
DE3143303A1 (de) *	1981-10-31	1983-05-11	Basf Ag, 6700 Ludwigshafen	Pyridazinon-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
US4571397A (en) *	1982-03-05	1986-02-18	Nissan Chemical Industries	Pyridazinone derivatives, preparation thereof, and agricultural and horticultural fungicidal, insecticidal, acaricidal, nematicidal compositions containing said derivatives
DE3321007A1 (de) *	1983-06-10	1984-12-13	Basf Ag, 6700 Ludwigshafen	Substituierte 4,5-dimethoxypyridazone, verfahren zu ihrer herstellung, diese enthaltende herbizide und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses als herbizide
GR79933B (fr)	1983-06-23	1984-10-31	Nissan Chemical Ind Ltd
DE3328770A1 (de) *	1983-08-10	1985-02-28	Basf Ag, 6700 Ludwigshafen	Pyridazinon-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
JPS61243078A (ja) *	1985-04-19	1986-10-29	Nissan Chem Ind Ltd	ピリダジノン誘導体，その製造法および殺虫・殺ダニ・殺線虫・殺菌剤
JPS61130275A (ja) *	1984-11-29	1986-06-18	Nissan Chem Ind Ltd	ピリダジノン誘導体，その製造法および殺虫・殺ダニ・殺菌剤
JPS61268672A (ja) *	1985-05-22	1986-11-28	Nissan Chem Ind Ltd	ピリダジノン誘導体、その製造法および殺虫・殺ダニ・殺菌剤
EP0183212B1 (fr) *	1984-11-29	1990-06-20	Nissan Chemical Industries Ltd.	Dérivés de pyridazinone, leur préparation et compositions insecticides, acaricides, nématicides et fongicides
CA1265798A (fr) *	1984-12-10	1990-02-13	Motoo Mutsukado	3(2h) pyridazinone, procede de preparation et agent anti-allergique le contenant
JPH0641454B2 (ja) *	1985-02-27	1994-06-01	日産化学工業株式会社	ピリダジノン誘導体
US4837217A (en)	1985-04-19	1989-06-06	Nissan Chemical Industries, Ltd.	Pyridazinone derivatives, preparation thereof, and insecticidal, acaricidal, nematicidal, fungicidal compositions
US4945091A (en) *	1987-07-30	1990-07-31	Nissan Chemical Industries, Ltd.	3(2H)-pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates for such compounds, and a process for their manufacture

1987
- 1987-01-30 ZA ZA87704A patent/ZA87704B/xx unknown
- 1987-01-30 AR AR87306645A patent/AR244212A1/es active
- 1987-02-02 DE DE8787101358T patent/DE3778924D1/de not_active Expired - Fee Related
- 1987-02-02 EP EP87101358A patent/EP0232825B1/fr not_active Expired - Lifetime
- 1987-02-02 ES ES198787101358T patent/ES2036531T3/es not_active Expired - Lifetime
- 1987-02-03 CA CA000528889A patent/CA1286298C/fr not_active Expired - Fee Related
- 1987-02-03 AU AU68239/87A patent/AU594115B2/en not_active Ceased
- 1987-02-04 CS CS71587A patent/CS273321B2/cs unknown
- 1987-02-05 YU YU16487A patent/YU45934B/sh unknown
- 1987-02-05 TR TR83/87A patent/TR23155A/xx unknown
- 1987-02-05 IL IL81479A patent/IL81479A0/xx not_active IP Right Cessation
- 1987-02-05 NZ NZ219188A patent/NZ219188A/xx unknown
- 1987-02-06 BR BR8700556A patent/BR8700556A/pt not_active Application Discontinuation
- 1987-02-06 HU HU87475A patent/HU200653B/hu not_active IP Right Cessation
- 1987-02-06 IE IE870315A patent/IE870315L/xx unknown
- 1987-02-06 DD DD87299757A patent/DD265402A5/de not_active IP Right Cessation
- 1987-02-06 PL PL1987263992A patent/PL150723B1/pl unknown
- 1987-02-06 BG BG078365A patent/BG78365A/bg unknown
- 1987-02-06 SU SU874028993A patent/SU1748628A3/ru active
- 1987-02-07 CN CN87100878A patent/CN1017427B/zh not_active Expired
- 1987-02-07 KR KR1019870000996A patent/KR900006852B1/ko not_active Expired
- 1987-02-16 IN IN126/CAL/87A patent/IN165467B/en unknown
- 1987-03-05 EG EG69/87A patent/EG18275A/xx active
1988
- 1988-05-06 US US07/191,260 patent/US4906627A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
BG78365A (bg)	1993-12-24
EG18275A (en)	1993-02-28
YU16487A (en)	1988-08-31
HUT44410A (en)	1988-03-28
US4906627A (en)	1990-03-06
IL81479A0 (en)	1987-09-16
EP0232825A2 (fr)	1987-08-19
CA1286298C (fr)	1991-07-16
BR8700556A (pt)	1987-12-08
IN165467B (fr)	1989-10-28
YU45934B (sh)	1992-09-07
PL263992A1 (en)	1988-08-18
AU6823987A (en)	1987-08-13
CN87100878A (zh)	1987-09-23
KR900006852B1 (ko)	1990-09-22
IE870315L (en)	1987-08-08
NZ219188A (en)	1989-03-29
EP0232825B1 (fr)	1992-05-13
TR23155A (tr)	1989-04-18
KR870007899A (ko)	1987-09-22
AR244212A1 (es)	1993-10-29
ZA87704B (en)	1987-09-30
DD265402A5 (de)	1989-03-01
CN1017427B (zh)	1992-07-15
ES2036531T3 (es)	1993-06-01
DE3778924D1 (de)	1992-06-17
SU1748628A3 (ru)	1992-07-15
AU594115B2 (en)	1990-03-01
CS71587A2 (en)	1990-07-12
HU200653B (en)	1990-08-28
EP0232825A3 (en)	1987-10-28
PL150723B1 (en)	1990-06-30

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