TW561149B - Pesticides for controlling parasites on warm-blooded animals, intermediates thereof and a process for their preparation - Google Patents

Info

Publication number

TW561149B

TW561149B TW088119841A TW88119841A TW561149B TW 561149 B TW561149 B TW 561149B TW 088119841 A TW088119841 A TW 088119841A TW 88119841 A TW88119841 A TW 88119841A TW 561149 B TW561149 B TW 561149B

Authority

TW

Taiwan

Prior art keywords

chs

formula

compound

scope

patent application

Prior art date

1998-11-17

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• 239000000575 pesticide Substances 0.000 title claims abstract description 79
• 238000002360 preparation method Methods 0.000 title claims abstract description 27
• 238000000034 method Methods 0.000 title claims abstract description 26
• 244000045947 parasite Species 0.000 title claims abstract description 25
• 239000000543 intermediate Substances 0.000 title claims abstract description 6
• 241001465754 Metazoa Species 0.000 title claims description 60
• 150000001875 compounds Chemical class 0.000 claims abstract description 153
• 239000000203 mixture Substances 0.000 claims abstract description 78
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 35
• 150000002367 halogens Chemical class 0.000 claims abstract description 33
• 230000000590 parasiticidal effect Effects 0.000 claims abstract description 8
• 239000000460 chlorine Substances 0.000 claims description 171
• -1 di-substituted pyridyl group Chemical group 0.000 claims description 164
• 125000001424 substituent group Chemical group 0.000 claims description 54
• 238000009472 formulation Methods 0.000 claims description 37
• 229910052801 chlorine Inorganic materials 0.000 claims description 30
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 27
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
• 239000000126 substance Substances 0.000 claims description 22
• 239000002904 solvent Substances 0.000 claims description 19
• 238000006243 chemical reaction Methods 0.000 claims description 16
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
• 239000001257 hydrogen Substances 0.000 claims description 15
• 229910052739 hydrogen Inorganic materials 0.000 claims description 15
• 239000011737 fluorine Substances 0.000 claims description 14
• 229910052731 fluorine Inorganic materials 0.000 claims description 14
• 239000007787 solid Substances 0.000 claims description 13
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 12
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 11
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 11
• 229910052794 bromium Inorganic materials 0.000 claims description 11
• 239000002253 acid Substances 0.000 claims description 10
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• ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
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• 239000011630 iodine Substances 0.000 claims description 6
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• 239000000010 aprotic solvent Substances 0.000 claims description 5
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• 229960003424 phenylacetic acid Drugs 0.000 claims 1
• 239000003279 phenylacetic acid Substances 0.000 claims 1
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• 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 20
• YSEUOPNOQRVVDY-OGEJUEGTSA-N (5-benzylfuran-3-yl)methyl (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 YSEUOPNOQRVVDY-OGEJUEGTSA-N 0.000 description 19
• HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 description 19
• FYQGBXGJFWXIPP-UHFFFAOYSA-N hydroprene Chemical compound CCOC(=O)C=C(C)C=CCC(C)CCCC(C)C FYQGBXGJFWXIPP-UHFFFAOYSA-N 0.000 description 19
• PWPJGUXAGUPAHP-UHFFFAOYSA-N lufenuron Chemical compound C1=C(Cl)C(OC(F)(F)C(C(F)(F)F)F)=CC(Cl)=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F PWPJGUXAGUPAHP-UHFFFAOYSA-N 0.000 description 19
• JXHJNEJVUNHLKO-UHFFFAOYSA-N sulprofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(SC)C=C1 JXHJNEJVUNHLKO-UHFFFAOYSA-N 0.000 description 19
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 18
• YOWNVPAUWYHLQX-UHFFFAOYSA-N fluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C(OC=2C(=CC(=CN=2)C(F)(F)F)Cl)=C1 YOWNVPAUWYHLQX-UHFFFAOYSA-N 0.000 description 18
• 241000282472 Canis lupus familiaris Species 0.000 description 17
• 125000003545 alkoxy group Chemical group 0.000 description 17
• 238000012360 testing method Methods 0.000 description 17
• 238000011282 treatment Methods 0.000 description 17
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• 125000000623 heterocyclic group Chemical group 0.000 description 16
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• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
• 241000282326 Felis catus Species 0.000 description 14
• 239000002585 base Substances 0.000 description 14
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• 241000238631 Hexapoda Species 0.000 description 12
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• 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 10
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