KR20000029574A - 치환ｎ-이소티아졸일-(티오)아미드 - Google Patents

치환ｎ-이소티아졸일-(티오)아미드 Download PDF

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Publication number: KR20000029574A
Authority: KR; South Korea
Prior art keywords: same; fluorine; alkyl; different; chlorine
Prior art date: 1996-07-31
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

KR1019997000633A

Other languages

English (en)

Korean (ko)

Inventor

하일마르쿠스

브레취나이더토마스

클레에펠트게르트

에르델렌크리스토프

Original Assignee

빌프리더 하이더

바이엘 악티엔게젤샤프트

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.)

1996-07-31

Filing date

1997-07-18

Publication date

2000-05-25

1997-07-18 Application filed by 빌프리더 하이더, 바이엘 악티엔게젤샤프트 filed Critical 빌프리더 하이더

2000-05-25 Publication of KR20000029574A publication Critical patent/KR20000029574A/ko

Status Withdrawn legal-status Critical Current

Links

150000001408 amides Chemical class 0.000 title abstract 3
238000000034 method Methods 0.000 claims abstract description 32
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 13
241000607479 Yersinia pestis Species 0.000 claims abstract description 12
238000004519 manufacturing process Methods 0.000 claims abstract description 6
239000011737 fluorine Substances 0.000 claims description 128
229910052731 fluorine Inorganic materials 0.000 claims description 128
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 126
125000001424 substituent group Chemical group 0.000 claims description 126
-1 N-isothiazolyl- (thio) amides Chemical class 0.000 claims description 120
125000005843 halogen group Chemical group 0.000 claims description 96
125000001309 chloro group Chemical group Cl* 0.000 claims description 89
150000001875 compounds Chemical class 0.000 claims description 73
239000000460 chlorine Substances 0.000 claims description 50
229910052801 chlorine Inorganic materials 0.000 claims description 46
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 46
229910052736 halogen Inorganic materials 0.000 claims description 44
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 43
150000002367 halogens Chemical class 0.000 claims description 42
239000001257 hydrogen Substances 0.000 claims description 30
229910052739 hydrogen Inorganic materials 0.000 claims description 30
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 28
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 28
229910052794 bromium Inorganic materials 0.000 claims description 28
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 27
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 26
125000004093 cyano group Chemical group *C#N 0.000 claims description 25
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 24
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 18
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 18
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
229910052760 oxygen Inorganic materials 0.000 claims description 16
238000002360 preparation method Methods 0.000 claims description 16
229910052717 sulfur Chemical group 0.000 claims description 16
IYCKMNAVTMOAKD-UHFFFAOYSA-N 1,2-thiazol-3-amine Chemical compound NC=1C=CSN=1 IYCKMNAVTMOAKD-UHFFFAOYSA-N 0.000 claims description 15
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 14
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 14
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 14
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 14
239000001301 oxygen Substances 0.000 claims description 14
125000000217 alkyl group Chemical group 0.000 claims description 13
239000003085 diluting agent Substances 0.000 claims description 13
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 12
239000003795 chemical substances by application Substances 0.000 claims description 11
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 10
239000011593 sulfur Chemical group 0.000 claims description 10
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 8
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 8
125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 8
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 8
125000005842 heteroatom Chemical group 0.000 claims description 7
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 6
125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 6
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 6
125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 6
125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
125000004430 oxygen atom Chemical group O* 0.000 claims description 6
239000000575 pesticide Substances 0.000 claims description 6
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 6
125000004434 sulfur atom Chemical group 0.000 claims description 6
125000003545 alkoxy group Chemical group 0.000 claims description 5
239000002585 base Substances 0.000 claims description 5
229910052757 nitrogen Inorganic materials 0.000 claims description 5
239000012988 Dithioester Substances 0.000 claims description 4
150000001266 acyl halides Chemical class 0.000 claims description 4
150000001340 alkali metals Chemical class 0.000 claims description 4
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
125000005022 dithioester group Chemical group 0.000 claims description 4
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 4
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 4
239000004606 Fillers/Extenders Substances 0.000 claims description 3
229910052783 alkali metal Inorganic materials 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 2
125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 2
125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 2
125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 2
125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 claims description 2
ZBJJDYGJCNTNTH-UHFFFAOYSA-N Betahistine mesilate Chemical group CS(O)(=O)=O.CS(O)(=O)=O.CNCCC1=CC=CC=N1 ZBJJDYGJCNTNTH-UHFFFAOYSA-N 0.000 claims description 2
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 claims description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
125000004450 alkenylene group Chemical group 0.000 claims description 2
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
125000005529 alkyleneoxy group Chemical group 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000005129 aryl carbonyl group Chemical group 0.000 claims description 2
125000004391 aryl sulfonyl group Chemical group 0.000 claims description 2
125000001246 bromo group Chemical group Br* 0.000 claims description 2
125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 2
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 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
125000001188 haloalkyl group Chemical group 0.000 claims description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
125000006178 methyl benzyl group Chemical group 0.000 claims description 2
125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 claims description 2
125000001715 oxadiazolyl group Chemical class 0.000 claims description 2
239000011591 potassium Substances 0.000 claims description 2
229910052700 potassium Inorganic materials 0.000 claims description 2
125000005554 pyridyloxy group Chemical group 0.000 claims description 2
239000011734 sodium Substances 0.000 claims description 2
229910052708 sodium Inorganic materials 0.000 claims description 2
125000003107 substituted aryl group Chemical group 0.000 claims description 2
239000004094 surface-active agent Substances 0.000 claims description 2
125000003396 thiol group Chemical class [H]S* 0.000 claims description 2
125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 22
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
239000003905 agrochemical Substances 0.000 claims 1
241001465754 Metazoa Species 0.000 abstract description 8
239000000203 mixture Substances 0.000 description 30
239000002904 solvent Substances 0.000 description 29
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 22
239000000126 substance Substances 0.000 description 16
239000002023 wood Substances 0.000 description 13
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
239000003995 emulsifying agent Substances 0.000 description 12
150000002431 hydrogen Chemical group 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
238000009472 formulation Methods 0.000 description 11
239000000463 material Substances 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
239000011230 binding agent Substances 0.000 description 9
239000012141 concentrate Substances 0.000 description 8
239000000417 fungicide Substances 0.000 description 8
210000003739 neck Anatomy 0.000 description 8
238000009835 boiling Methods 0.000 description 7
239000008187 granular material Substances 0.000 description 7
239000003921 oil Substances 0.000 description 7
235000019198 oils Nutrition 0.000 description 7
239000000843 powder Substances 0.000 description 7
241000894007 species Species 0.000 description 7
239000007858 starting material Substances 0.000 description 7
241000238876 Acari Species 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 6
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000839 emulsion Substances 0.000 description 6
239000002480 mineral oil Substances 0.000 description 6
150000003254 radicals Chemical class 0.000 description 6
238000012360 testing method Methods 0.000 description 6
241000238631 Hexapoda Species 0.000 description 5
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150000002148 esters Chemical class 0.000 description 5
239000000243 solution Substances 0.000 description 5
239000011877 solvent mixture Substances 0.000 description 5
WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 4
241000238421 Arthropoda Species 0.000 description 4
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
241000257303 Hymenoptera Species 0.000 description 4
240000007594 Oryza sativa Species 0.000 description 4
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JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
125000002877 alkyl aryl group Chemical group 0.000 description 4
239000010949 copper Substances 0.000 description 4
229910052802 copper Inorganic materials 0.000 description 4
239000002270 dispersing agent Substances 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
239000007788 liquid Substances 0.000 description 4
235000010755 mineral Nutrition 0.000 description 4
238000002156 mixing Methods 0.000 description 4
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239000010695 polyglycol Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
229920005989 resin Polymers 0.000 description 4
239000011347 resin Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
240000007124 Brassica oleracea Species 0.000 description 3
241000254173 Coleoptera Species 0.000 description 3
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
241000255925 Diptera Species 0.000 description 3
241001177134 Lyctus Species 0.000 description 3
241000257229 Musca <genus> Species 0.000 description 3
241000244206 Nematoda Species 0.000 description 3
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150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
239000000969 carrier Substances 0.000 description 3
239000003086 colorant Substances 0.000 description 3
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
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239000000834 fixative Substances 0.000 description 3
238000007654 immersion Methods 0.000 description 3
239000002917 insecticide Substances 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
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239000000725 suspension Substances 0.000 description 3
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235000015112 vegetable and seed oil Nutrition 0.000 description 3
239000008158 vegetable oil Substances 0.000 description 3
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SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
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IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
241001098608 Ceratophyllus Species 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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239000005892 Deltamethrin Substances 0.000 description 2
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PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
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102000004169 proteins and genes Human genes 0.000 description 1
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FITIWKDOCAUBQD-UHFFFAOYSA-N prothiofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(Cl)C=C1Cl FITIWKDOCAUBQD-UHFFFAOYSA-N 0.000 description 1
239000013225 prussian blue Substances 0.000 description 1
229960003351 prussian blue Drugs 0.000 description 1
239000008262 pumice Substances 0.000 description 1
QHMTXANCGGJZRX-WUXMJOGZSA-N pymetrozine Chemical compound C1C(C)=NNC(=O)N1\N=C\C1=CC=CN=C1 QHMTXANCGGJZRX-WUXMJOGZSA-N 0.000 description 1
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239000010453 quartz Substances 0.000 description 1
MRUMAIRJPMUAPZ-UHFFFAOYSA-N quinolin-8-ol;sulfuric acid Chemical compound OS(O)(=O)=O.C1=CN=C2C(O)=CC=CC2=C1 MRUMAIRJPMUAPZ-UHFFFAOYSA-N 0.000 description 1
FBQQHUGEACOBDN-UHFFFAOYSA-N quinomethionate Chemical compound N1=C2SC(=O)SC2=NC2=CC(C)=CC=C21 FBQQHUGEACOBDN-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
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150000003839 salts Chemical class 0.000 description 1
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150000004760 silicates Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229920002050 silicone resin Polymers 0.000 description 1
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
235000015096 spirit Nutrition 0.000 description 1
238000005507 spraying Methods 0.000 description 1
229960005322 streptomycin Drugs 0.000 description 1
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239000000829 suppository Substances 0.000 description 1
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229920002994 synthetic fiber Polymers 0.000 description 1
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239000000454 talc Substances 0.000 description 1
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QYPNKSZPJQQLRK-UHFFFAOYSA-N tebufenozide Chemical compound C1=CC(CC)=CC=C1C(=O)NN(C(C)(C)C)C(=O)C1=CC(C)=CC(C)=C1 QYPNKSZPJQQLRK-UHFFFAOYSA-N 0.000 description 1
ZZYSLNWGKKDOML-UHFFFAOYSA-N tebufenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(=CC=2)C(C)(C)C)=C1Cl ZZYSLNWGKKDOML-UHFFFAOYSA-N 0.000 description 1
XQTLDIFVVHJORV-UHFFFAOYSA-N tecnazene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl XQTLDIFVVHJORV-UHFFFAOYSA-N 0.000 description 1
229950004921 temefos Drugs 0.000 description 1
WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
OOJKFYBBBHWBTA-UHFFFAOYSA-N thieno[2,3-c][1,2]thiazole Chemical compound S1N=C2SC=CC2=C1 OOJKFYBBBHWBTA-UHFFFAOYSA-N 0.000 description 1
150000003556 thioamides Chemical class 0.000 description 1
BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
229960002447 thiram Drugs 0.000 description 1
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
239000011135 tin Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
238000002054 transplantation Methods 0.000 description 1
BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002699 waste material Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
General Chemical & Material Sciences (AREA)
Pest Control & Pesticides (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
Tropical Medicine & Parasitology (AREA)
Public Health (AREA)
Agronomy & Crop Science (AREA)
Medicinal Chemistry (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

KR1019997000633A 1996-07-31 1997-07-18 치환ｎ-이소티아졸일-(티오)아미드 Withdrawn KR20000029574A (ko)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19630814A DE19630814A1 (de)	1996-07-31	1996-07-31	Substituierte N-Isothiazolyl-(thio)amide
DE19630814.3		1996-07-31

Publications (1)

Publication Number	Publication Date
KR20000029574A true KR20000029574A (ko)	2000-05-25

Family

ID=7801320

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
KR1019997000633A Withdrawn KR20000029574A (ko)	1996-07-31	1997-07-18	치환ｎ-이소티아졸일-(티오)아미드

Country Status (9)

Country	Link
EP (1)	EP0915887A1 (fr)
JP (1)	JP2000515530A (fr)
KR (1)	KR20000029574A (fr)
CN (1)	CN1232464A (fr)
AU (1)	AU3940397A (fr)
BR (1)	BR9710897A (fr)
DE (1)	DE19630814A1 (fr)
IL (1)	IL128098A0 (fr)
WO (1)	WO1998005670A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19846008A1 (de) *	1998-10-06	2000-04-13	Bayer Ag	Phenylessigsäure-heterocyclylamide
GB0002036D0 (en) *	2000-01-28	2000-03-22	Zeneca Ltd	Chemical compounds
GB0002029D0 (en) *	2000-01-28	2000-03-22	Zeneca Ltd	Chemical compounds
GB0002040D0 (en) *	2000-01-28	2000-03-22	Zeneca Ltd	Chemical compounds
GB0002041D0 (en) *	2000-01-28	2000-03-22	Zeneca Ltd	Chemical compounds
PE20010830A1 (es)	2000-01-28	2001-09-06	Syngenta Ltd	Derivados de azol insecticidas o fungicidas y composiciones que los comprenden
GB0012806D0 (en) *	2000-05-25	2000-07-19	Zeneca Ltd	Chemical compounds
CN109061155B (zh) *	2018-09-21	2021-05-11	中国烟草总公司郑州烟草研究院	一种检测甲霜灵的试纸条及其制备方法和应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3562285A (en) *	1968-03-06	1971-02-09	American Cyanamid Co	Ethyl 3-(n-substituted-amino)-4h-pyrrolo (3,4-c)isothiazole-5(6h)-carboxylates
DE2248231A1 (de) *	1972-10-02	1974-04-11	Basf Ag	3-aminoisothiazolo eckige klammer auf 3,4-d eckige klammer zu pyrimidine
DE2713573A1 (de) *	1977-03-28	1978-10-05	Basf Ag	4,5-disubstituierte thiazole und verfahren zu ihrer herstellung
GB1568377A (en) *	1977-03-31	1980-05-29	Ici Ltd	3-aminothieno isothiazoles and processes for their production
EP0623282A1 (fr) *	1993-05-05	1994-11-09	Shell Internationale Researchmaatschappij B.V.	Procédés et composés pesticides
WO1995031448A1 (fr) *	1994-05-17	1995-11-23	Dowelanco	Pesticides de n-(5-isothiazolyle)amide

1996
- 1996-07-31 DE DE19630814A patent/DE19630814A1/de not_active Withdrawn
1997
- 1997-07-18 WO PCT/EP1997/003858 patent/WO1998005670A1/fr not_active Ceased
- 1997-07-18 BR BR9710897A patent/BR9710897A/pt not_active Application Discontinuation
- 1997-07-18 CN CN97198430A patent/CN1232464A/zh active Pending
- 1997-07-18 KR KR1019997000633A patent/KR20000029574A/ko not_active Withdrawn
- 1997-07-18 AU AU39403/97A patent/AU3940397A/en not_active Abandoned
- 1997-07-18 EP EP97936642A patent/EP0915887A1/fr not_active Withdrawn
- 1997-07-18 IL IL12809897A patent/IL128098A0/xx unknown
- 1997-07-18 JP JP10507521A patent/JP2000515530A/ja active Pending

Also Published As

Publication number	Publication date
IL128098A0 (en)	1999-11-30
EP0915887A1 (fr)	1999-05-19
WO1998005670A1 (fr)	1998-02-12
AU3940397A (en)	1998-02-25
JP2000515530A (ja)	2000-11-21
CN1232464A (zh)	1999-10-20
DE19630814A1 (de)	1998-02-05
BR9710897A (pt)	1999-08-17

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1999-01-26	PA0105	International application	Patent event date: 19990126 Patent event code: PA01051R01D Comment text: International Patent Application
2000-05-25	PG1501	Laying open of application
2002-07-19	PC1203	Withdrawal of no request for examination
2002-07-19	WITN	Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid