TW201519787A - 殺蟲組成物及相關方法(六) - Google Patents
殺蟲組成物及相關方法(六) Download PDFInfo
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- TW201519787A TW201519787A TW103136035A TW103136035A TW201519787A TW 201519787 A TW201519787 A TW 201519787A TW 103136035 A TW103136035 A TW 103136035A TW 103136035 A TW103136035 A TW 103136035A TW 201519787 A TW201519787 A TW 201519787A
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- Prior art keywords
- methyl
- salt
- substituted
- acid
- unsubstituted
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- 239000000203 mixture Substances 0.000 title claims abstract description 115
- 238000000034 method Methods 0.000 title claims abstract description 38
- 230000000361 pesticidal effect Effects 0.000 title claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 96
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 54
- 150000003839 salts Chemical class 0.000 claims abstract description 33
- -1 OR 10 Chemical group 0.000 claims description 309
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 94
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 50
- 239000002917 insecticide Substances 0.000 claims description 49
- 239000000460 chlorine Chemical group 0.000 claims description 44
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 43
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 42
- 229910052801 chlorine Inorganic materials 0.000 claims description 42
- 239000002253 acid Substances 0.000 claims description 38
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 32
- 244000025254 Cannabis sativa Species 0.000 claims description 30
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 30
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 29
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 29
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 29
- 229910052794 bromium Inorganic materials 0.000 claims description 29
- 229910052757 nitrogen Inorganic materials 0.000 claims description 28
- 239000011734 sodium Substances 0.000 claims description 27
- 229910052708 sodium Inorganic materials 0.000 claims description 27
- 159000000000 sodium salts Chemical class 0.000 claims description 27
- 241000196324 Embryophyta Species 0.000 claims description 26
- 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 26
- 241000254173 Coleoptera Species 0.000 claims description 25
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 25
- 239000003795 chemical substances by application Substances 0.000 claims description 25
- 239000011737 fluorine Chemical group 0.000 claims description 25
- 229910052731 fluorine Inorganic materials 0.000 claims description 25
- 125000000623 heterocyclic group Chemical group 0.000 claims description 25
- 230000000749 insecticidal effect Effects 0.000 claims description 25
- 230000002363 herbicidal effect Effects 0.000 claims description 24
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 24
- 239000000843 powder Substances 0.000 claims description 24
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 24
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 239000004009 herbicide Substances 0.000 claims description 21
- 239000004094 surface-active agent Substances 0.000 claims description 21
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 20
- 239000005944 Chlorpyrifos Substances 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 20
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 19
- 125000001424 substituent group Chemical group 0.000 claims description 19
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- 241000238631 Hexapoda Species 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 18
- 125000005347 halocycloalkyl group Chemical group 0.000 claims description 18
- 150000002431 hydrogen Chemical group 0.000 claims description 18
- 239000000575 pesticide Substances 0.000 claims description 18
- 241000238876 Acari Species 0.000 claims description 17
- 241000254171 Curculionidae Species 0.000 claims description 17
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 17
- 150000002148 esters Chemical class 0.000 claims description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 17
- 241000258937 Hemiptera Species 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
- 241000255925 Diptera Species 0.000 claims description 15
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 claims description 15
- 229910052717 sulfur Inorganic materials 0.000 claims description 15
- 239000011593 sulfur Substances 0.000 claims description 15
- 150000001412 amines Chemical class 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000005946 Cypermethrin Substances 0.000 claims description 13
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 13
- 229960005424 cypermethrin Drugs 0.000 claims description 13
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims description 13
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 12
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 11
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 11
- 235000021307 Triticum Nutrition 0.000 claims description 11
- 241000209140 Triticum Species 0.000 claims description 11
- 239000011574 phosphorus Substances 0.000 claims description 11
- 125000006765 (C2-C6) haloalkenyloxy group Chemical group 0.000 claims description 10
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 10
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 10
- 239000011591 potassium Substances 0.000 claims description 10
- 229910052700 potassium Inorganic materials 0.000 claims description 10
- SUVMJBTUFCVSAD-UHFFFAOYSA-N sulforaphane Chemical compound CS(=O)CCCCN=C=S SUVMJBTUFCVSAD-UHFFFAOYSA-N 0.000 claims description 10
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
- 239000002270 dispersing agent Substances 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 9
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims description 8
- 230000009471 action Effects 0.000 claims description 8
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 8
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 8
- 230000002147 killing effect Effects 0.000 claims description 8
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- 241000237858 Gastropoda Species 0.000 claims description 7
- 241000721621 Myzus persicae Species 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 7
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 7
- 150000003863 ammonium salts Chemical class 0.000 claims description 7
- 239000002775 capsule Substances 0.000 claims description 7
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 7
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims description 7
- 239000008187 granular material Substances 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 230000002195 synergetic effect Effects 0.000 claims description 7
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 6
- 241000255777 Lepidoptera Species 0.000 claims description 6
- 239000005574 MCPA Substances 0.000 claims description 6
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 claims description 6
- 240000007594 Oryza sativa Species 0.000 claims description 6
- 235000007164 Oryza sativa Nutrition 0.000 claims description 6
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 claims description 6
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 6
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 6
- 229940077388 benzenesulfonate Drugs 0.000 claims description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 239000005556 hormone Substances 0.000 claims description 6
- 229940088597 hormone Drugs 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 239000005871 repellent Substances 0.000 claims description 6
- 230000002940 repellent Effects 0.000 claims description 6
- 235000009566 rice Nutrition 0.000 claims description 6
- 239000003053 toxin Substances 0.000 claims description 6
- 231100000765 toxin Toxicity 0.000 claims description 6
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 5
- 125000006736 (C6-C20) aryl group Chemical group 0.000 claims description 5
- SUVMJBTUFCVSAD-JTQLQIEISA-N 4-Methylsulfinylbutyl isothiocyanate Natural products C[S@](=O)CCCCN=C=S SUVMJBTUFCVSAD-JTQLQIEISA-N 0.000 claims description 5
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- 241000257303 Hymenoptera Species 0.000 claims description 5
- 239000005568 Iodosulfuron Substances 0.000 claims description 5
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- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims description 5
- 244000046052 Phaseolus vulgaris Species 0.000 claims description 5
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 5
- 240000008042 Zea mays Species 0.000 claims description 5
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 claims description 5
- 159000000007 calcium salts Chemical class 0.000 claims description 5
- 229960003260 chlorhexidine Drugs 0.000 claims description 5
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 claims description 5
- 239000004459 forage Substances 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 229960002523 mercuric chloride Drugs 0.000 claims description 5
- LWJROJCJINYWOX-UHFFFAOYSA-L mercury dichloride Chemical compound Cl[Hg]Cl LWJROJCJINYWOX-UHFFFAOYSA-L 0.000 claims description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 claims description 5
- 239000010902 straw Substances 0.000 claims description 5
- 235000015487 sulforaphane Nutrition 0.000 claims description 5
- 229960005559 sulforaphane Drugs 0.000 claims description 5
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 5
- AUZONCFQVSMFAP-UHFFFAOYSA-N tetraethylthiuram disulfide Natural products CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 claims description 5
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 claims description 5
- OTKXWJHPGBRXCR-UHFFFAOYSA-N (2-chloro-4-nitrophenoxy)-dimethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1Cl OTKXWJHPGBRXCR-UHFFFAOYSA-N 0.000 claims description 4
- RLLPVAHGXHCWKJ-MJGOQNOKSA-N (3-phenoxyphenyl)methyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-MJGOQNOKSA-N 0.000 claims description 4
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- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 4
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- VAZKTDRSMMSAQB-UHFFFAOYSA-N 2-[4-[4-(trifluoromethyl)phenoxy]phenoxy]propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(C(F)(F)F)C=C1 VAZKTDRSMMSAQB-UHFFFAOYSA-N 0.000 claims description 4
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- YKYGJHGXTSEGDB-UHFFFAOYSA-N 3-(3-chloro-4-ethoxyphenyl)-1,1-dimethylurea Chemical compound CCOC1=CC=C(NC(=O)N(C)C)C=C1Cl YKYGJHGXTSEGDB-UHFFFAOYSA-N 0.000 claims description 4
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 claims description 4
- QDFVXXBCJYNKKC-UHFFFAOYSA-N 4-[4-(4-chlorophenyl)-4-cyclopropylbutyl]-1-fluoro-2-phenoxybenzene Chemical compound C1=C(OC=2C=CC=CC=2)C(F)=CC=C1CCCC(C=1C=CC(Cl)=CC=1)C1CC1 QDFVXXBCJYNKKC-UHFFFAOYSA-N 0.000 claims description 4
- VSVKOUBCDZYAQY-UHFFFAOYSA-N 7-chloro-1,2-benzothiazole Chemical compound ClC1=CC=CC2=C1SN=C2 VSVKOUBCDZYAQY-UHFFFAOYSA-N 0.000 claims description 4
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- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 4
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- WXUNXXKSYBUHMK-UHFFFAOYSA-N methyl 4-methyl-2-(4-methyl-5-oxo-4-propan-2-yl-1h-imidazol-2-yl)benzoate;methyl 5-methyl-2-(4-methyl-5-oxo-4-propan-2-yl-1h-imidazol-2-yl)benzoate Chemical compound COC(=O)C1=CC=C(C)C=C1C1=NC(C)(C(C)C)C(=O)N1.COC(=O)C1=CC(C)=CC=C1C1=NC(C)(C(C)C)C(=O)N1 WXUNXXKSYBUHMK-UHFFFAOYSA-N 0.000 claims description 2
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- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 2
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 claims description 2
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 claims description 2
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- PIHCREFCPDWIPY-UHFFFAOYSA-N tris[2-(2,4-dichlorophenoxy)ethyl] phosphite Chemical compound ClC1=CC(Cl)=CC=C1OCCOP(OCCOC=1C(=CC(Cl)=CC=1)Cl)OCCOC1=CC=C(Cl)C=C1Cl PIHCREFCPDWIPY-UHFFFAOYSA-N 0.000 description 1
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
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Classifications
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- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/20—N-Aryl derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01C—PLANTING; SOWING; FERTILISING
- A01C1/00—Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
- A01C1/06—Coating or dressing seed
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/08—Amines; Quaternary ammonium compounds containing oxygen or sulfur
-
- 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
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Abstract
一種殺蟲組成物,其包含具化學式I的一化合物或其農業上可接受的任何鹽類,其中R1、R2、R4、R5、R6、R7、Z、Q及Y係如本申請案所述。一種防治有害生物之方法,其包括在有害生物群體附近或在一區域施用該殺蟲組成物,以防治有害生物。
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Description
本申請案主張於2013年10月22日提出申請之美國暫准專利申請案序號61/894,281之“殺蟲組成物及相關方法”的申請日期之利益。
本揭露內容之領域係有關於對於圓形動物門、節肢動物門及/或軟體動物門具有殺蟲效用之化合物,及有關於生產該等化合物之方法及用於該等方法中的中間產物。該等化合物例如可使用作為殺線蟲劑、殺蟎劑、殺昆蟲劑、殺壁蝨劑及/或殺軟體動物劑。
有害生物數量之控制攸關人體健康、現代農業、食品儲存及衛生。造成農業損失的有害生物種類超過一萬種,而每年的全球農業損失高達數十億美元。因此,持續存在對於新的殺蟲劑以及用於生產與使用該等殺蟲劑的方法之需求。
定義中所示之實例並非詳盡無遺,及不得解釋為限制本揭露內容。據瞭解一取代基應依從所連接的特定分子之相關化學鍵結規則及立體相容性約束。
“烷基”係指及包括一種非環狀、飽和的分支或不分支取代烴。非限制性實例可包括甲基、乙基、丙基、異丙基、1-丁基、2-丁基、異丁基、三級丁基、戊基、2-甲基丁基、1,1-二甲基丙基、己基、庚基、辛基、壬基或癸基。
“環烷基”係指及包括一種單環或多環狀的飽和烴。非限制性實例可包括環丙基、環丁基、環戊基、環己基、環庚基、環辛基、環癸基、降莰基、雙環[2.2.2]辛基或十氫萘基。
“烯基”係指及包括一種非環狀、分支或不分支烴,其含有至少一個碳-碳雙鍵。非限制性實例可包括乙烯基、丙烯基、丁烯基、戊烯基、己烯基、庚烯基、辛烯基、壬烯基或癸烯基。
“環烯基”係指及包括一種單環或多環烴,其含有至少一個碳-碳雙鍵。非限制性實例可包括環戊烯基、環己烯基、環庚烯基、環辛烯基或環癸烯基。
“炔基”係指及包括非環狀、分支或不分支烴,其含有至少一個碳-碳三鍵。非限制性實例可包括乙炔基、丙炔基、丁炔基、戊炔基、己炔基、庚炔基、辛炔基、壬炔基或癸炔基。
“環炔基”係指及包括一種單環或多環烴,其含有至少一個碳-碳三鍵。非限制性實例可包括環庚炔基、環辛炔基或環癸炔基。
“芳基”係指及包括具有或不具有任何取代作用的一種芳香族化合物。非限制性實例可包括苯基或萘基。
“烷氧基”係指及包括含有至少一個碳-氧單鍵之一種烷基。非限制性實例可包括甲氧基、乙氧基、丙氧基、丁氧基、環丙氧基、環丁氧基或環戊氧基。
“烯氧基”係指及包括含有至少一個碳-氧單鍵之一種烯基。非限制性實例可包括烯丙氧基、丁烯氧基、戊烯氧基、己烯氧基、庚烯氧基、辛烯氧基、壬烯氧基或癸烯氧基。
“炔氧基”係指及包括含有至少一個碳-氧單鍵之一種炔基。非限制性實例可包括戊炔氧基、己炔氧基、庚炔氧基、辛炔氧基、壬炔氧基或癸炔氧基。
“環烷氧基”係指及包括含有至少一個碳-氧單鍵之一種環烷基。非限制性實例可包括環丙氧基、環丁氧基、環戊氧基、環己氧基、環庚氧基、環辛氧基、環癸氧基、降氧基或雙環[2.2.2]辛氧基。
“環鹵代烷基”係指及包括含有碳、鹵素及氫之一種單環或多環狀飽和取代基。非限制性實例可包括1-氯環丙基、1-氯環丁基或1-二氯環戊基。
“環烯氧基”係指及包括進一步含有一個碳-氧單鍵之一種環烯基。非限制性實例可包括環丁烯氧基、環戊
烯氧基、環己烯氧基、環庚烯氧基、環辛烯氧基、環癸烯氧基、降烯氧基或雙環[2.2.2]辛烯氧基。
“烷硫基”係指及包括含有至少一個碳硫單鍵之一種烷基。
“鹵代烷硫基”係指及包括含有至少一個碳硫單鍵與鹵素原子之一種烷基。
“鹵代”或“鹵素”係指及包括氟、氯、溴或碘。
“鹵代烷基”係指及包括經至少一種鹵素原子取代之一種烷基。
“鹵代烷氧基”係指及包括經至少一個鹵素原子取代之一種烷氧基。
“雜原子”係指及包括硫(S)、氧(O)或氮(N)原子。
“雜烷基”係指及包括含有至少一個硫(S)、氧(O)或氮(N)原子之一種烷基。
“雜環基”係指可為完全飽和、部分不飽和或完全不飽和之一個環狀取代基、其中該環狀結構含有至少一個碳與至少一個雜原子,其中該雜原子為氮、硫或氧。在硫之情況下,該原子可處於其他氧化態中,諸如一種亞碸與碸。芳香族雜環基的實例包括但不限於苯并呋喃基、苯并異噻唑基、苯并異唑基、苯并唑基、苯并噻吩基、苯并噻唑基、啉基、呋喃基、咪唑基、吲唑基、吲哚基、異吲哚基、異喹啉基、異噻唑基、異唑基、二唑基、唑啉基、唑基、呔基、吡基、吡唑啉基、吡唑基、嗒基、吡啶基、嘧啶基、吡咯基、喹唑啉基、喹啉基、
喹啉基、四唑基、噻唑啉基、噻唑基、噻吩基、三基及三唑基。完全飽和的雜環基之實例包括但不限於六氫吡基、哌啶基、啉基、吡咯啶基、氧雜環丁基、四氫呋喃基、四氫噻吩基及四氫哌喃基。部分不飽和的雜環基之實例包括但不限於1,2,3,4-四氫喹啉基、4,5-二氫-唑基、4,5-二氫-1H-吡唑基、4,5-二氫-異唑基及2,3-二氫-[1,3,4]-二唑基。附加的實例包括下列各者:
“殺蟲有效量”係指及包括對於至少一種昆蟲造成不利影響之有效物質的量,其中該不利影響可包括偏離自然的發育、殺滅、控管等等。
“防治”或其語法變體係指及包括控管活昆蟲的數目或控管可孵化的昆蟲卵數,或同時指及包括二者。
“加乘效應”或其語法變體係指及包括在二或多種活性劑的組合物中所經歷之協同作用,其中該二或多種活性劑的組合活性係高過各活性劑的個別活性之總和。
在一個特定實施例中,一種殺蟲組成物係包含一
種具化學式I的化合物,或其農業上可接受的任何鹽類:
其中:R1、R2及R4係獨立地為氫、氟、氯、溴、碘、經取代或未經取代的C1-C6烷基或經取代或未經取代的C1-C6鹵代烷基、C3-C10環烷基或C3-C10鹵代環烷基、C2-C6烯基、C2-C6炔基,其中R1、R2及R4中的各者當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C1-C6鹵代烷基、C3-C10環烷基或C3-C10鹵代環烷基的一或多個取代基,其中各者可經取代及可選擇性地經R10取代;R3為氫、氟、氯、溴、碘、CN、NO2、經取代或未經取代的C1-C6烷基、經取代或未經取代的C2-C6烯基、C2-C6炔基、經取代或未經取代的C1-C6烷氧基、經取代或未經取代的C3-C10環烷基、經取代或未經取代的C1-C6鹵代烷基、經取代或未經取代的C6-C20芳基、經取代或未經取代的C1-C20雜環基、OR10、C(=X1)R10、C(=X1)OR10、C(=X1)N(R10)2、N(R10)2、N(R10)C(=X1)R10、SR10、S(O)nOR10或R10S(O)nR10,其中各R3當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C2-C6炔基、C1-C6鹵代烷基、C2-C6鹵代烯基、C1-C6鹵代烷氧基、C2-C6鹵代烯氧基、C3-C10
環烷基、C3-C10環烯基、C3-C10鹵代環烷基、C3-C10鹵代環烯基、OR10、S(O)nOR10、C6-C20芳基或C1-C20雜環基的一或多個取代基,其中各者可經取代,及可選擇性地經R10取代;R5係選自氫、氟、氯、溴、碘、CN、NO2、經取代或未經取代的C1-C6烷基、經取代或未經取代的C2-C6烯基、經取代或未經取代的C1-C6烷氧基、C3-C10環烷基、經取代或未經取代的C6-C20芳基、經取代或未經取代的C1-C20雜環基、OR10、C(=X1)R10、C(=X1)OR10、C(=X1)N(R10)2、N(R10)2、N(R10)C(=X1)R10、S(O)nR10、S(O)nOR10或R10S(O)nR10,其中各R5當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C1-C6鹵代烷基、C2-C6鹵代烯基、C1-C6鹵代烷氧基、C2-C6鹵代烯氧基、C3-C10環烷基、C3-C10環烯基、C3-C10鹵代環烷基、C3-C10鹵代環烯基、OR10、S(O)nOR10、C6-C20芳基或C1-C20雜環基的一或多個取代基,其中各者可經取代,及可選擇性地經R10取代;Y為一鍵或為經取代或未經取代的C1-C6烷基,或為經取代或未經取代的C2-C6烯基,除了Y為一鍵的情況之外,其中各Y當被取代時係具有選自氫、氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C1-C6鹵代烷基、C2-C6鹵代烯基、C1-C6鹵代烷氧基或C3-C10環烷基的一或多個取代基;選擇性地,Y與R7可在一環狀排列中連接,其中在連接Y與R7的環狀結構中,該排列選擇性地具有選自氧、硫或氮的一或多個雜原子;
R6係選自氫、經取代或未經取代的C1-C6烷基、經取代或未經取代的C2-C6烯基、經取代或未經取代的C2-C6炔基、經取代或未經取代的C3-C10環烷基、經取代或未經取代的C6-C20芳基、經取代或未經取代的C1-C20雜環基、C1-C6烷基C6-C20芳基(其中該烷基與芳基可獨立地經取代或未經取代)、其中該烷基與環鹵代烷基可獨立地經取代或未經取代之C1-C6烷基-(C3-C10環鹵代烷基)或其中該烷基與環烷基可獨立地經取代或未經取代之C1-C6烷基-(C3-C10環烷基),其中各R6當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C2-C6炔基、C1-C6鹵代烷基、C1-C6烷氧基、C2-C6鹵代烯基、C1-C6鹵代烷氧基、C2-C6鹵代烯氧基、C3-C10環烷基、C3-C10環烯基、C3-C10鹵代環烷基、C3-C10鹵代環烯基、OR10、S(O)nOR10、C6-C20芳基、C1-C20雜環基或R10芳基的一或多個取代基,其中各者可經取代,及可選擇性地經R10取代;R7為R9或R8S(O)nR9;R8係經取代或未經取代的C2-C12烯基、經取代或未經取代的C1-C12烷基、經取代或未經取代的C3-C10環烷基或經取代或未經取代的C1-C10雜環基,其中各R8當被取代時,係具有選自氟、氯、溴、碘、C1-C6烷基、C2-C6烯基、C1-C6鹵代烷基、C3-C10環烷基、C3-C10鹵代環烷基、OR10、S(O)nR10、C6-C20芳基或C1-C20雜環基的一或多個取代基,其中各者可經取代,及可選擇性地經R10取代;R9係選自氫、經取代或未經取代的C1-C6烷基、經取代
或未經取代的C2-C6烯基、經取代或未經取代的C1-C6烷氧基、經取代或未經取代的C3-C10環烷基、經取代或未經取代的鹵代烷基、經取代或未經取代的C3-C10鹵代環烷基、經取代或未經取代的C3-C10環烯基、經取代或未經取代的C6-C20芳基或經取代或未經取代的C1-C20雜環基,其中各R9當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C2-C6炔基、C1-C6鹵代烷基、C2-C6鹵代烯基、C2-C6鹵代炔基、C1-C6鹵代烷氧基、C2-C6鹵代烯氧基、C3-C10環烷基、C3-C10環烯基、C3-C10鹵代環烷基、C3-C10鹵代環烯基、側氧基、OR10、S(O)nR10、C6-C20芳基或C1-C20雜環基的一或多個取代基,其中各者可經取代,及可選擇性地經R10取代;R10係選自氫、CN、經取代或未經取代的C1-C6烷基、經取代或未經取代的C2-C6烯基、經取代或未經取代的C1-C6烷氧基、經取代或未經取代的C2-C6烯氧基、經取代或未經取代的C3-C10環烷基、經取代或未經取代的C3-C10環烯基、經取代或未經取代的C6-C20芳基、經取代或未經取代的C1-C20雜環基、經取代或未經取代的S(O)nC1-C6烷基或經取代或未經取代的N(C1-C6烷基)2,其中各R10當被取代時,係具有選自氟、氯、溴、碘、CN、NO2、C1-C6烷基、C2-C6烯基、C1-C6鹵代烷基、C2-C6鹵代烯基、C1-C6鹵代烷氧基、C2-C6鹵代烯氧基、C3-C10環烷基、C3-C10環烯基、C3-C10鹵代環烷基、C3-C10鹵代環烯基、OC1-C6烷基、OC1-C6鹵代烷基、S(O)nC1-C6烷基、S(O)nOC1-C6烷基、C6-C20芳基或C1-C20
雜環基的一或多個取代基;Q與X1係獨立地為氧(O)或硫(S);n為0、1或2;及Z為氮或C-R3。
在另一個實施例中,R1、R2及R4為氫。
在另一個實施例中,R3為氫、氟、氯、溴或碘,較佳為氫或氟。
在另一個實施例中,R5係選自氟、氯、溴、碘或未經取代的C1-C6烷基,較佳為氯或CH3。
在另一個實施例中,Y-C≡C-R6為CH2C≡CH或CH(CH3)C≡CH。
在另一個實施例中,R7為(C1-C6)烷基S(O)n(C1-C6)烷基、(C1-C6)烷基S(O)n(C1-C6)鹵代烷基或(C1-C6)烷基S(O)n(C1-C6)烷基(C3-C6)鹵代環烷基。
Q與X1係獨立地為氧(O)。
n為0或1。
Z為C-R3。
在一實施例中,可如流程圖1中所示,製備具化學式I的化合物(其中Y係經取代或未經取代的C1-C6烷基或經取代或未經取代的C2-C6烯基)。
在流程圖1的步驟a中,在約-78℃至約120℃之溫度,在一種非質子性溶劑中,可用一鹼處理三級丁氧基胺甲酸酯化合物1-1(如第WO 2010/129497A1號PCT專利公開案所述製備),接著藉由與一種親電子劑1-2反應,其中LG可為鹵素諸如氯、溴與碘,或為烷基或芳基磺酸酯,及其中Y係經取代或未經取代的C1-C6烷基或經取代或未經取代的C2-C6烯基,而得噻唑化合物1-3。適宜的非質子性溶劑之非限制性實例可包括N,N-二甲基甲醯胺(DMF)、四氫呋喃(THF)、二烷、二甲基亞碸(DMSO)、二甘醇二甲醚、單甘醇二甲醚或N-甲基吡咯啶酮(NMP)。適宜的鹼之非限制性實例可包括氫化鈉;三級丁醇鉀;烷基鋰試劑諸如三級丁基鋰、正丁基鋰及鹵化烷基鎂;或其他金屬氫化物。
在流程圖1的步驟b中,在一溶劑諸如二烷中,噻唑化合物1-3可與酸諸如鹽酸(HCl)反應,而得對應的鹽類諸如鹽酸鹽1-4。其他適宜的酸類之非限制性實例可包括三
氟乙酸(TFA)、氫溴酸(HBr)或無機酸諸如硫酸(H2SO4)。
在流程圖1的步驟c中,在約-80℃至約100℃之溫度,在一種非質子性溶劑諸如二氯甲烷(CH2Cl2)中,在一鹼諸如三乙基胺或N,N’-4-二甲基胺基吡啶(DMAP)之存在下,可用一種醯氯或一種酸酐1-5處理胺1-4,而得具化學式(I)的對應化合物。其他適宜的鹼之非限制性實例可包括胡寧氏(Hünig)鹼、金屬氫化物或鹼性氫氧化物。
任擇地,在流程圖1的步驟c中,在一種非質子性溶劑諸如二氯甲烷或DMF中,在一種醯胺偶合劑諸如1-(3-二甲基胺基丙基)-3-乙基碳二亞胺鹽酸鹽(EDC)、二環己基碳二亞胺(DCC)或二異丙基碳二亞胺(DIC)及一鹼諸如DMAP或三乙基胺之存在下,可用其中X為OH之酸化合物1-5處理噻唑1-4,而得具化學式I的化合物。
在一實施例中,可如流程圖2中所示,製備具化學式2-6之化合物(其中Z為氮、CH或CF,R5為甲基或氯,及R6為氫或甲基,n'為1或2)。
可如第WO 2010/129497A1號PCT申請案中所述,製備三級丁氧基胺甲酸酯化合物(2-1),其中Z為CF,R5為甲基或氯。可如第WO 2010/129497A1號PCT申請案中所述,製備三級丁氧基胺甲酸酯(2-1),其中Z為CH及R5為甲基。可依據流程圖4製備三級丁氧基胺甲酸酯(2-1),其中Z為CH及R5為氯。可如第WO 2010/129497A1號PCT申請案中所述,製備三級丁氧基胺甲酸酯(2-1),其中Z為氮及R5為甲基。可如第WO 2010/129497A1號PCT申請案或流程圖4中所述,製備三級丁氧基胺甲酸酯(2-1),其中Z為氮及R5為氯。
在流程圖2的步驟a中,在約-78℃至約120℃之溫度,在一種非質子性溶劑諸如DMF(濃度約0.01M至約4M)中,可用一鹼諸如氫化鈉(約0.9當量至約1.2當量)處理1當量的三級丁氧基胺甲酸酯化合物(2-1)(Z為氮、CH或CF;R5為甲基或氯),接著添加一種親電子劑(2-2),其中R6為氫或甲基(約0.9當量至約4當量),及其中LG可為鹵素諸如氯、
溴及碘或為甲磺酸酯或其他脫離基,而得醯胺化合物(2-3)(Z為氮、CH或CF;R5為甲基或氯;R6為氫或甲基)。其他適宜的溶劑之非限制性實例可包括THF、二烷、DMSO、二甘醇二甲醚、單甘醇二甲醚或NMP。其他適宜的鹼之非限制性實例可包括三級丁醇鉀;烷基鋰試劑諸如三級丁基鋰、正丁基鋰、鹵化烷基鎂;或其他金屬氫化物。
在流程圖2的步驟b中,在一溶劑諸如二烷(濃度約0.001M至約10M)中,可用一種酸諸如鹽酸(約1莫耳當量至約100莫耳當量),處理1當量的醯胺化合物(2-3)(Z為氮、CH或CF;R5為甲基或氯;R6為氫或甲基),而得對應的鹽酸鹽(2-4)(Z為氮、CH或CF;R5為甲基或氯;R6為氫或甲基)。其他適宜的酸類之非限制性實例可包括TFA、氫溴酸或無機酸諸如硫酸。應瞭解鹽酸鹽(2-4)可為游離的鹼,及所產生的胺可適用於後續化學操作。
在流程圖2的步驟c中,在約-80℃至約100℃之溫度,在一種非質子性溶劑諸如二氯甲烷(濃度約0.001M至約5M)中,在一鹼諸如三乙基胺(約2當量至約10當量)之存在下,可用約1當量至約4當量之其中X為氯的2-5,處理鹽酸鹽(2-4)(Z為氮、CH或CF;R5為甲基或氯,R6為氫或甲基),而得對應的醯胺化合物(2-6)。其他適宜的鹼之非限制性實例可包括胡寧氏(Hünig)鹼、金屬氫化物或金屬氫氧化物。
在一實施例中,可如流程圖3中所示,製備具化學式3-2之化合物。
在流程圖3的步驟a中,如第WO 2010/129497A1號PCT申請案中所述,在約-20℃至120℃之溫度,在一溶劑諸如乙酸(濃度約0.001M至2M)中,可藉由將1當量之對應的硫化物化合物2-6(Z為氮、CH或CF;R5為甲基或氯,n'為1或2)分別與約1當量或約2.0至2.5當量的氧化劑諸如NaBO3.4H2O反應,而製備亞碸或碸化合物3-1(Z為氮、CH或CF;R5為甲基或氯;R6為甲基或氫;n為1或2;n'為1或2)。
在流程圖3的步驟c中,在約-20℃至約200℃之溫度,在一溶劑諸如二甘醇二甲醚(濃度約0.001M至約5M)之存在下,可藉由與一種硫來源諸如勞森(Lawesson)試劑(約1當量至約10當量)反應,而將醯胺化合物2-6(Z為氮、CH或CF;R5為甲基或氯,R6為氫或甲基;n'=1,2)轉化為對應
的硫醯胺化合物3-2(Z為氮、CH或CF;R5為甲基或氯,R6為氫或甲基;n'為1或2)。
任擇地,如流程圖3的步驟b所示,在約-20℃至約200℃之溫度,在一溶劑諸如二甘醇二甲醚(濃度約0.001M至約5M)之存在下,可用一種硫來源諸如勞森(Lawesson)試劑(約1當量至約10當量)處理亞碸或碸3-1(Z為氮、CH或CF;R5為甲基或氯,R6為氫、甲基;n為1或2;n'為1或2),而得硫醯胺化合物3-3(Z為氮、CH或CF;R5為甲基或氯,R6為氫或甲基;n為1或2;n'為1或2)。
在一實施例中,可如流程圖4中所示,製備具化學式1A之化合物。
在流程圖4的步驟a中,在約65℃之溫度,在一溶劑諸如乙腈中,可藉由將噻唑化合物C0與一種氯化劑諸如N-氯琥珀醯亞胺反應,而製備噻唑化合物C1。
在流程圖4的步驟b中,在環境溫度,在一種極性非質子性溶劑諸如二氯甲烷中,可藉由用一種酸諸如三氟乙酸(TFA)處理,移除化合物C1的一個Boc-保護基,而得噻唑化合物C2。
在流程圖4的步驟c中,在約-20℃至約50℃之溫度,在一種極性非質子性溶劑諸如DMF中,可藉由經N-Boc保護的胺甲酸酯化合物C2依序與一鹼諸如氫化鈉及與一種親電子劑諸如3-溴丙-1-炔之反應,而製備噻唑化合物C3。
在流程圖4的步驟d中,可藉由一種強酸諸如位於二烷中的鹽酸之處理,移除噻唑化合物C3的Boc保護基,而得4-氯-N-(丙-2-炔-1-基)-2-(吡啶-3-基)噻唑-5-胺(C4)的一種對應鹽類,諸如一種鹽酸鹽。
在流程圖4的步驟e中,在約-20℃至約60℃之溫度,在一溶劑諸如四氫呋喃(THF)中,在一鹼諸如DMAP之存在下,可將4-氯-N-(丙-2-炔-1-基)-2-(吡啶-3-基)噻唑-5-胺鹽酸鹽(C4)與3-(甲硫基)丙醯氯反應,而得化合物(IA)。
在一實施例中,可如流程圖5中所示,製備具化學式1-3之化合物。
在流程圖5的步驟a中,在室溫,在一種非質子性溶劑諸如甲苯中,可用二苯基磷醯疊氮化物(DPPA)與一鹼諸如三乙基胺,處理具化學式5-1的一種酸化合物(其中R5為甲基或氯),而得對應的醯基疊氮化物5-2。在流程圖5的步驟b中,在一種醇諸如三級丁醇之存在下,可將具化學式5-2的醯基疊氮化物加熱至約100℃,而得對應之具化學式5-3的三級丁基胺甲酸酯。在流程圖5的步驟c中,在約-78℃至約120℃之溫度,在一種非質子性溶劑中,可用一鹼處理具化學式5-3的三級丁基胺甲酸酯,接著藉由與其中LG可為鹵素諸如氯、溴與碘或為烷基或芳基磺酸酯之一種親電子劑1-2反應,而得噻唑化合物5-4。適宜的非質子性溶劑之非限制性實例可包括N,N-二甲基甲醯胺(DMF)、四氫呋喃(THF)、二烷、二甲基亞碸(DMSO)、二甘醇二甲醚、單
甘醇二甲醚或N-甲基吡咯啶酮(NMP)。適宜的鹼之非限制性實例可包括氫化鈉;三級丁醇鉀;烷基鋰試劑諸如三級丁基鋰、正丁基鋰及鹵化烷基鎂;或其他金屬氫化物。在流程圖5的步驟d中,在鈴木(Suzuki)偶合條件下,其中R5與R6係如上文所界定之具化學式5-4的噻唑化合物係與其中Z、R1、R2及R4係如上文所界定之具化學式5-5的硼酸反應,而得具化學式1-3之噻唑。
在一些實施例中,可將具化學式I的化合物配製成殺蟲上可接受的酸加成鹽類。就非限制性實例而言,一個胺官能可與鹽酸、氫溴酸、硫酸、磷酸、乙酸、苯甲酸、檸檬酸、丙二酸、柳酸、蘋果酸、反丁烯二酸、草酸、琥珀酸、酒石酸、乳酸、葡萄糖酸、抗壞血酸、順丁烯二酸、天門冬胺酸、苯磺酸、甲磺酸、乙磺酸、羥基甲磺酸、羥基乙磺酸及三氟乙酸形成鹽類。此外,就非限制性實例而言,一個酸官能可形成包括該等自鹼金屬或鹼土金屬所衍生及該等自氨與胺類所衍生之鹽類。較佳的陽離子實例包括鈉、鉀及鎂。
在一些實施例中,可將具化學式I的化合物配製成鹽類衍生物。就非限制性實例而言,可藉由將一種游離鹼與足量的所欲酸接觸產生一鹽,而製備一種鹽類衍生物。可藉由以適宜的鹼稀釋水溶液諸如稀釋的氫氧化鈉(NaOH)、碳酸鉀、氨及碳酸氫鈉水溶液處理該鹽,而再生一種游離
鹼。舉例而言,在許多情況下,藉由將諸如2,4-D之一殺蟲劑轉化為其二甲基胺鹽,而提高其水溶性。
在其他實施例中,可使用一溶劑將具化學式I的化合物配製成安定性複合物,藉此該複合物在移除非複合溶劑之後仍保有其完整性。該等複合物通常稱作“溶劑化物”。然而,用水作為溶劑而形成安定性水合物係特別可取的。
在一些實施例中,可將具化學式I的化合物製成酯類衍生物。然後可依本申請案所揭露的本發明之相同施用方式,施用該等酯類衍生物。
在一些實施例中,可製造各種結晶多形體形式之具化學式I的化合物。多形性在農用化學品的研發中係重要的,因同一分子的不同結晶多形體或結構可能具有截然不同的物理性質與生物性能。
在其他實施例中,可能使用不同的同位素製造具化學式I的化合物。其中以使用2H(亦稱為氘)取代1H之分子尤為重要。
在一些實施例中,可能使用不同的放射性核種製造具化學式I的化合物。其中以具有13C或14C之分子尤為重要。
在一些實施例中,具化學式I的化合物可能以一或多種立體異構物的形式存在。因此,特定分子能以消旋混合物之形式產生。嫻熟技藝者將瞭解一種立體異構物的活性可能高於其他立體異構物。可藉由已知的選擇性合成
程序、藉由使用分解型起始原料之習用合成程序或藉由習用解析程序,製得個別的立體異構物。本申請案所揭露的特定分子能以二或多種異構物形式存在。不同類型的異構物包括幾何異構物、非對映體及鏡像異構物。因此,本申請案所揭露的分子包括幾何異構物、消旋混合物、個別的立體異構物及光學活性混合物。嫻熟技藝者將瞭解一種異構物的活性可能高於其他異構物。為求清晰起見,僅繪製本揭露內容所揭露結構的一種幾何形式,但意欲代表該分子的所有幾何形式。
在一個特定實施例中,一種殺蟲組成物係包含一種具化學式I的化合物,或其農業上可接受的任何鹽類。
在一些實施例中,一種殺蟲組成物係包含一種具化學式I的化合物或其農業上可接受的任何鹽類,及一種植物學上可接受的惰性載劑(如固態載劑或液態載劑)。
在一實施例中,殺蟲組成物可進一步包含選自表面活性劑、安定劑、催吐劑、崩散劑、消泡劑、潤濕劑、分散劑、黏合劑、染料或填料的至少一種添加劑。
在一些實施例中,殺蟲組成物可為固態形式。固態形式的非限制性實例可包括散劑、粉劑或粒劑。
在其他實施例中,殺蟲組成物可為液態製劑形式。液態形式的實例可包括但不限於位於適當的液態載劑中之分散製劑、懸浮製劑、乳劑或溶液。
在其他實施例中,殺蟲組成物可為液態分散製劑
的形式,其中具化學式I的化合物可分散於水或其他農業上適宜的液態載劑中。
在又一實施例中,殺蟲組成物可為位於適宜的有機溶劑中之液劑形式。在一實施例中,可使用廣泛用於農業化學中之撒佈油作為殺蟲組成物的有機溶劑。
殺蟲組成物可與具有殺蟎、除藻、殺鳥、殺細菌、殺真菌、除草、殺昆蟲、殺螺、殺線蟲、殺鼠及/或殺病毒性質之一或多種化合物組合使用(諸如用於一種成分混合物中或者同時或循序施用)。
此外,殺蟲組成物可與下列一或多種化合物組合使用(諸如用於一種成分混合物中或者同時或循序施用):拒食劑、驅鳥劑、化學不育劑、除草劑安全劑、誘蟲劑、驅蟲劑、哺乳類動物驅除劑、交配干擾劑、植物活化劑、植物生長調節劑及/或協力劑。
可與具化學式I的化合物組合使用之殺昆蟲劑的非限制性實例,可包括1,2-二氯丙烷、阿巴汀(abamectin)、毆殺松(acephate)、亞滅培(acetamiprid)、家蠅磷(acethion)、乙醯蟲腈(acetoprole)、阿納寧(acrinathrin)、丙烯腈、棉鈴威(alanycarb)、得滅克(aldicarb)、涕滅碸威(aldoxycarb)、阿特靈(aldrin)、亞列寧(allethrin)、阿洛胺菌素(allosamidin)、除害威(allyxycarb)、α-賽滅寧(cypermethrin)、α-蛻皮激素、α/p/ω-安殺番(endosulfan)、賽硫磷(amidithion)、滅害威(aminocarb)、阿米通(amiton)、草酸阿米通、三亞蟎(amitraz)、
毒藜鹼、乙基殺撲磷(athidathion)、印楝素、亞滅松(azamethiphos)、乙基谷速松(azinphos)、甲基谷速松、偶氮磷(azothoate)、六氟矽酸鋇、椒菊酯、免敵克(bendiocarb)、免扶克(benfuracarb)、免速達(bensultap)、β-賽扶寧(cyfluthrin)、ζ-賽滅寧(cypermethrin)、畢芬寧(bifenthrin)、百亞列寧(bioallethrin)、苄呋烯菊酯(bioethanomethrin)、生物氯菊酯(biopermethrin)、雙三氟蟲脲(bistrifluron)、硼砂、硼酸、溴苯烯磷(bromfenvinfos)、保滿丹(bromocyclen)、溴-滴滴涕(DDT)、溴磷松(bromophos)、乙基溴磷松、必克蝨(bufencarb)、布芬淨(buprofezin)、畜蟲威(butacarb)、佈伏斯(butathiofos)、佈嘉信(butocarboxim)、布托酯(butonate)、丁酮碸威(butoxycarboxim)、硫線磷(cadusafos)、砷酸鈣、多硫化鈣、毒殺芬(camphechlor)、氯滅殺威(carbanolate)、胺甲(carbaryl)、加保扶(carbofuran)、二硫化碳、四氯化碳、加芬松(carbophenothion)、丁基加保扶(carbosulfan)、培丹(cartap)、培丹鹽酸鹽、剋安勃(chlorantraniliprole)、冰片丹(chlorbicyclen)、可氯丹(chlordane)、十氯酮、氯苯甲脒(chlordimeform)、氯苯甲脒鹽酸鹽、氯氧磷(chlorethoxyfos)、克凡派(chlorfenapyr)、氯芬松(chlorfenvinphos)、克福隆(chlorfluazuron)、氯甲磷(chlormephos)、氯仿、氯化苦(chloropicrin)、氯辛硫磷(chlorphoxim)、滅蟲吡啶(chlorprazophos)、陶斯松(chlorpyrifos)、甲基陶斯松、克硫松(chlorthiophos)、可芬諾(chromafenozide)、第I型瓜菊酯、第II型瓜菊酯、瓜菊酯類、順式苄呋菊酯、除線威
(cloethocarb)、氯氰碘柳胺(closantel)、可尼丁(clothianidin)、乙醯亞砷酸銅、砷酸銅、萘酸銅、油酸銅、蠅毒磷(coumaphos)、畜蟲磷(coumithoate)、克羅米通(crotamiton)、丁烯磷(crotoxyphos)、育畜磷(crufomate)、冰晶石、施力松(cyanofenphos)、氰乃松(cyanophos)、果蟲磷(cyanthoate)、氰蟲醯胺(cyantraniliprole)、環戊烯菊酯、乙氰菊酯、賽扶寧(cyfluthrin)、賽洛寧(cyhalothrin)、賽滅寧(cypermethrin)、賽芬寧(cyphenothrin)、賽滅淨(cyromazine)、賽滅磷(cythioate)、滴滴涕(DDT)、去甲基克百威(decarbofuran)、第滅寧(deltamethrin)、甲基滅賜松(demephion)、甲基滅賜松-O、甲基滅賜松-S、內吸磷(demeton)、甲基內吸磷、內吸磷-O、甲基內吸磷-O、內吸磷-S、滅賜松(Demeton-S-methyl)、滅賜松碸、汰芬隆(diafenthiuron)、得拉松(dialifos)、矽藻土、大利松(diazinon)、異氯磷(dicapthon)、除線磷(dichlofenthion)、二氯松(dichlorvos)、甲苯酚基胺甲酸甲酯(dicresyl)、雙特松(dicrotophos)、環蟲腈(dicyclanil)、地特靈(dieldrin)、二福隆(diflubenzuron)、二羥丙茶鹼(dilor)、四氟甲醚菊酯(dimefluthrin)、甲氟磷(dimefox)、地麥威(dimetan)、大滅松(dimethoate)、苄菊酯(dimethrin)、二甲基亞硝胺(dimethylvinphos)、敵蠅威(dimetilan)、消蟎酚(dinex)、消蟎酚二環己銨鹽、硝丙酚(dinoprop)、戊硝酚(dinosam)、達特南(dinotefuran)、苯蟲醚(diofenolan)、殺力松(dioxabenzofos)、二氧威(dioxacarb)、大克松(dioxathion)、二硫松(disulfoton)、二硫松(disulfoton)、3,4-二氯-N-(2-氰
基苯基)-5-異噻唑甲醯胺(dithicrofos)、d-檸檬烯、DNOC、DNOC-銨鹽、DNOC-鉀鹽、DNOC-鈉鹽、多滅蟲(doramectin)、蛻皮甾酮(ecdysterone)、因滅汀(emamectin)、因滅汀苯甲酸鹽、EMPC、益避寧(empenthrin)、安殺番(endosulfan)、因毒磷(endothion)、安特靈(endrin)、EPN、保幼醚(epofenonane)、乙醯胺基阿維菌素(eprinomectin)、富右旋反式丙烯菊酯(esdépalléthrine)、益化利(esfenvalerate)、(RS)-[O-2,4-二氯苯基O-乙基S-硫代磷酸丙基酯](etaphos)、愛芬克(ethiofencarb)、愛殺松(ethion)、乙蟲腈(ethiprole)、益硫磷(ethoate-methyl)、普伏松(ethoprophos)、甲酸乙酯、乙基-DDD、二溴化乙烯、二氯化乙烯、環氧乙烷、依芬寧(etofenprox)、益多松(etrimfos)、EXD、胺磺磷(famphur)、芬滅松(fenamiphos)、抗蟎唑(fenazaflor)、樂乃松(fenchlorphos)、芬硫克(fenethacarb)、五氟苯菊酯(fenfluthrin)、撲滅松(fenitrothion)、丁基滅必蝨(fenobucarb)、N-(3,4-二氯苯基)六氫-1,3-二甲基-2,4,6-三側氧-5-嘧啶甲醯胺(fenoxacrim)、芬諾克(fenoxycarb)、吡氯氰菊酯(fenpirithrin)、芬普寧(fenpropathrin)、繁福松(fensulfothion)、芬殺松(fenthion)、乙基芬殺松、芬化利(fenvalerate)、芬普尼(fipronil)、氟尼胺(flonicamid)、氟蟲醯胺(flubendiamide)(其附加解析的異構體)、氟氰戊菊酯(flucofuron)、氟蟎脲(flucycloxuron)、護賽寧(flucythrinate)、嘧蟲胺(flufenerim)、氟芬隆(flufenoxuron)、三氟醚菊酯(flufenprox)、福化利(fluvalinate)、大福松(fonofos)、覆滅
蟎(formetanate)、覆滅蟎鹽酸鹽、福木松(formothion)、藻蟎威(formparanate)、藻蟎威鹽酸鹽、丁苯硫磷(fosmethilan)、甲基氯吡磷(fospirate)、丁硫環磷(fosthietan)、呋喃蟲醯肼(fufenozide)、呋線威(furathiocarb)、糠醛菊酯(furethrin)、γ-賽洛寧(cyhalothrin)、γ-HCH、合芬寧(halfenprox)、合芬隆(halofenozide)、HCH、HEOD、飛佈達(heptachlor)、飛達松(heptenophos)、速殺硫磷(heterophos)、六伏隆(hexaflumuron)、HHDN、愛美隆(hydramethylnon)、氰化氫、烯蟲乙酯(hydroprene)、5,6,7,8-四氫-2-甲基-4-喹啉基胺甲酸二甲酯(hyquincarb)、益達胺(imidacloprid)、依普寧(imiprothrin)、因得克(indoxacarb)、碘甲烷、IPSP、依殺松(isazofos)、碳氯靈(isobenzan)、水胺硫磷(isocarbophos)、異氯甲橋(isodrin)、亞芬松(isofenphos)、甲基亞芬松、滅必蝨(isoprocarb)、亞賜圃(isoprothiolane)、獲賜松(isothioate)、加福松(isoxathion)、依維菌素(ivermectin)、第I型茉酮菊酯、第II型茉酮菊酯、護粒松(jodfenphos)、第I型青春激素、第II型青春激素、第III型青春激素、氯戊環(kelevan)、烯蟲炔酯(kinoprene)、λ-賽洛寧(cyhalothrin)、砷酸鉛、里琵菌素(lepimectin)、福賜松(leptophos)、靈丹(lindane)、丙嘧硫磷(lirimfos)、祿芬隆(lufenuron)、噻唑磷(lythidathion)、馬拉松(malathion)、特蟎腈(malonoben)、疊氮磷(mazidox)、滅加松(mecarbam)、四甲磷(mecarphon)、美納松(menazon)、氯氟醚菊酯(meperfluthrin)、美福松(mephosfolan)、氯化亞汞、倍硫磷亞碸(mesulfenfos)、美氟綜(metaflumizone)、滅
克松(methacrifos)、達馬松(methamidophos)、滅大松(methidathion)、滅賜克(methiocarb)、殺蟲乙烯磷(methocrotophos)、納乃得(methomyl)、美賜平(methoprene)、甲醚菊酯(methothrin)、甲氧滴滴涕(methoxychlor)、滅芬諾(methoxyfenozide)、溴甲烷、異硫氰酸甲酯、甲氯仿、二氯甲烷、美特寧(metofluthrin)、治滅蝨(metolcarb)、蟲酮(metoxadiazone)、美文松(mevinphos)、治克威(mexacarbate)、密滅汀(milbemectin)、倍脈心(milbemycin oxime)、丙胺氟磷(mipafox)、滅蟻樂(mirex)、殺蟲單(molosultap)、亞素靈(monocrotophos)、殺蟲單(monomehypo)、殺蟲單(monosultap)、茂硫磷(morphothion)、莫西菌素(moxidectin)、萘肽磷(naftalofos)、乃力松(naled)、萘、尼古丁、伏蟻靈(nifluridide)、烯啶蟲胺(nitenpyram)、硝乙脲噻唑(nithiazine)、戊氰威(nitrilacarb)、諾伐隆(novaluron)、多氟脲(noviflumuron)、歐滅松(omethoate)、歐殺滅(oxamyl)、滅多松(oxydemeton-methyl)、異亞碸磷(oxydeprofos)、碸拌磷(oxydisulfoton)、對-二氯苯、巴拉松(parathion)、甲基巴拉松、氟幼脲(penfluron)、五氯酚、百滅寧(permethrin)、芬硫磷(phenkapton)、酚丁滅寧(phenothrin)、賽達松(phenthoate)、福瑞松(phorate)、裕必松(phosalone)、硫環磷(phosfolan)、益滅松(phosmet)、對氯硫磷(phosnichlor)、福賜米松(phosphamidon)、膦、巴賽松(phoxim)、甲基巴賽松、2-(二乙基胺基)-6-甲基-4-嘧啶基甲基甲基胺基磷酸酯(pirimetaphos)、比加普(pirimicarb)、必滅松
(pirimiphos-ethyl)、亞特松(pirimiphos-methyl)、亞砷酸鉀、硫氰化鉀、4,4-滴滴涕(pp’-DDT)、普亞烈寧(prallethrin)、第I型早熟素、第II型早熟素、第III型早熟素、乙醯嘧啶磷(primidophos)、佈飛松(profenofos)、環丙氟靈(profluralin)、丙氟菊酯(profluthrin)、蜱虱威(promacyl)、普滅克(promecarb)、加護松(propaphos)、撲達松(propetamphos)、安丹(propoxur)、乙噻唑磷(prothidathion)、普硫松(prothiofos)、飛克松(prothoate)、4-[4-(4-氯苯基)-4-環丙丁基]-1-氟-2-苯氧基苯(protrifenbute)、派滅淨(pymetrozine)、白克松(pyraclofos)、1-[2,6-二氯-4-(三氟甲基)苯基]-4-[(氟甲基)硫代]-5-[(吡基甲基)胺基]-1H-吡唑-3-甲腈(pyrafluprole)、白粉松(pyrazophos)、5-苄基-3-呋喃基甲基(E)-(1R,3R)-3-(2-甲氧羰基丙-1-烯基)-2,2-二甲基環丙烷羧酸酯(pyresmethrin)、第I型除蟲菊精、第II型除蟲菊精、除蟲菊精類、畢達本(pyridaben)、啶蟲丙醚(pyridalyl)、必芬松(pyridaphenthion)、1-乙醯基-1,2,3,4-四氫-3-[(3-吡啶基甲基)胺基]-6-[1,2,2,2-四氟-1-(三氟甲基)乙基]喹唑啉-2-酮(pyrifluquinazon)、畢汰芬(pyrimidifen)、嘧硫磷(pyrimitate)、1-[2,6-二氯-4-(三氟甲基)苯基]-4-[(二氟甲基)硫代]-5-[(2-吡啶基甲基)胺基]-1H-吡唑-3-甲腈(pyriprole)、百利普芬(pyriproxyfen)、苦木(quassia)、拜裕松(quinalphos)、甲基拜裕松、畜寧磷(quinothion)、碘醚柳胺(rafoxanide)、列滅寧(resmethrin)、魚藤酮、蘭尼汀(ryania)、藜蘆鹼、八甲焦磷醯胺(schradan)、色拉菌素、矽護芬(silafluofen)、矽膠劑、
亞砷酸鈉、氟化鈉、六氟矽酸鈉、硫氰酸鈉、蘇硫磷(sophamide)、賜諾特(spinetoram)、賜諾殺(spinosad)、螺甲蟎酯(spiromesifen)、螺蟲乙酯(spirotetramat)、5-氯-2-[4-氯-2-[[[(3,4-二氯苯基)胺基]羰基]苯氧基]苯磺酸(sulcofuron)、5-氯-2-[4-氯-2-[[[(3,4-二氯苯基)胺基]羰基]苯氧基]苯磺酸鈉、氟蟲胺(sulfluramid)、治螟磷(sulfotep)、氟啶蟲胺腈(sulfoxaflor)、磺醯氟、硫丙磷(sulprofos)、τ-福化利(fluvalinate)、噻蟎威(tazimcarb)、TDE、得芬諾(tebufenozide)、得芬瑞(tebufenpyrad)、丁基嘧啶磷(tebupirimfos)、得福隆(teflubenzuron)、汰福寧(tefluthrin)、亞培松(temephos)、TEPP、環戊烯丙菊酯(terallethrin)、托福松(terbufos)、四氯乙烷、樂本松(tetrachlorvinphos)、治滅寧(tetramethrin)、四氟醚菊酯(tetramethylfluthrin)、θ-賽滅寧(cypermethrin)、賽果培(thiacloprid)、賽速安(thiamethoxam)、苯噻乙硫磷(thicrofos)、抗蟲威(thiocarboxime)、硫賜安(thiocyclam)、硫賜安草酸鹽、硫敵克(thiodicarb)、硫伐隆(thiofanox)、硫滅松(thiometon)、殺蟲雙(thiosultap)、殺蟲雙二鈉、殺蟲雙單鈉、蘇力菌素(thuringiensin)、脫芬瑞(tolfenpyrad)、泰滅寧(tralomethrin)、拜富寧(transfluthrin)、反式百滅寧(transpermethrin)、三苯噻蟎吩(triarathene)、唑蚜威(triazamate)、三落松(triazophos)、三氯松(trichlorfon)、樂乃松(trichlormetaphos)-3、毒壤膦(trichloronat)、三氯丙氧磷(trifenofos)、三福隆(triflumuron)、混殺威(trimethacarb)、烯蟲硫酯、繁米松(vamidothion)、(E)-1-(2,6-二氯-α,α,α-三氟-對甲苯基)-5-(4-羥基-3-甲氧苯
亞甲基胺基)-4-三氟甲基硫吡唑-3-甲腈(vaniliprole)、XMC、滅爾蝨(xylylcarb)、ζ-賽滅寧(cypermethrin)或O-乙基S-[(3-甲基-5-異唑基)甲基]S-二硫代磷酸丙酯(zolaprofos)。
可與具化學式I的化合物組合使用之殺蟎劑的非限制性實例,可包括亞醌蟎(acequinocyl)、磺胺蟎酯(amidoflumet)、三氧化二砷、偶氮苯、亞環錫(azocyclotin)、免賴得(benomyl)、苯磷(benoxafos)、西脫蟎(benzoximate)、苯甲酸苄酯、必芬蟎(bifenazate)、百蟎克(binapacryl)、新殺蟎(bromopropylate)、蟎離丹(chinomethionat)、氯殺蟎(chlorbenside)、殺蟎醇(chlorfenethol)、殺蟎酯(chlorfenson)、敵蟎丹(chlorfensulphide)、克氯苯(chlorobenzilate)、滅蟎脒(chloromebuform)、滅蟲脲(chloromethiuron)、克氯蟎(chloropropylate)、克芬蟎(clofentezine)、唑蟎氰(cyenopyrafen)、賽芬蟎(cyflumetofen)、錫蟎丹(cyhexatin)、益發靈(dichlofluanid)、大克蟎(dicofol)、得氯蟎(dienochlor)、氟蟎(diflovidazin)、大脫蟎(dinobuton)、白粉克(dinocap)、白粉克-4、白粉克-6、敵蟎消(dinocton)、硝戊酯(dinopenton)、硝辛酯殺蟎劑(dinosulfon)、硝丁酯(dinoterbon)、二苯碸、二硫龍(disulfiram)、4-(戊-4-戊炔基氧)苯基苯醚(dofenapyn)、依殺蟎(etoxazole)、芬殺蟎(fenazaquin)、芬佈賜(fenbutatin oxide)、芬硫克(fenothiocarb)、芬普蟎(fenpyroximate)、芬蟎酯(fenson)、芳氟胺(fentrifanil)、嘧蟎酯(fluacrypyrim)、氟啶蜱脲(fluazuron)、氟苯并胺噻唑(flubenzimine)、聯苯氟
(fluenetil)、氟氯苯菊酯(flumethrin)、氟殺蟎(fluorbenside)、合賽多(hexythiazox)、甲硫酚(mesulfen)、MNAF、尼可黴素(nikkomycin)、丙氯醇(proclonol)、毆蟎多(propargite)、喹硫磷(quintiofos)、賜派芬(spirodiclofen)、舒非侖(sulfiram)、硫黃、得脫蟎(tetradifon)、殺蟎黴素(tetranactin)、殺蟎硫醚(tetrasul)或克殺蟎(thioquinox)。
可與具化學式I的化合物組合使用之殺線蟲劑的非限制性實例,可包括1,3-二氯丙烯、7-氯-1,2-苯並噻唑(benclothiaz)、邁隆(dazomet)、邁隆-鈉鹽、DBCP、DCIP、除線特(diamidafos)、5-氯-1,3-噻唑-2-基3,4,4-三氟-3-烯-1-基碸(fluensulfone)、福賽絕(fosthiazate)、糠醛、新煙鹼類(imicyafos)、O-乙基S-[2-(甲基苯基胺基)-2-側氧基乙基]N-(1-甲基乙基)硫磷醯胺(isamidofos)、依殺松(isazofos)、斯美地(metam)、斯美地銨鹽、斯美地鉀鹽、斯美地鈉鹽、磷克(phosphocarb)或治線磷(thionazin)。
可與具化學式I的化合物組合使用之殺真菌劑的非限制性實例,可包括(3-乙氧基丙基)溴化汞、2-甲氧基乙基氯化汞、2-苯基酚、8-羥基喹啉硫酸鹽、8-苯基汞氧喹啉、阿拉酸式苯(acibenzolar)、阿拉酸式苯-S-甲基、acypetacs、acypetacs銅鹽、acypetacs鋅鹽、aldimorph、烯丙醇、辛唑嘧菌胺(ametoctradin)、安美速(amisulbrom)、1-胺基丙基磷酸(ampropylfos)、敵菌靈(anilazine)、金色制黴素
(aureofungin)、氧環唑(azaconazole)、塞侖(azithiram)、亞托敏(azoxystrobin)、多硫化鋇、本達樂(benalaxyl)、本達樂-M、麥鏽靈(benodanil)、免賴得(benomyl)、醌肟腙(benquinox)、1-(1,3-苯並噻唑-2-基)-異丙基尿素(bentaluron)、苯噻菌胺(benthiavalicarb)、異丙基苯噻菌胺、氯化烷基二甲基苄基銨、2-甲基丙基-2-氰基-3-[甲基(苯基甲基)氨基]-2-丙烯酸酯(benzamacril)、異丁基2-甲基丙基-2-氰基-3-[甲基(苯基甲基)氨基]-2-丙烯酸酯、抑菌啉(benzamorf)、苯并羥肟酸、比托沙(bethoxazin)、百蟎克(binapacryl)、聯苯、比多農(bitertanol)、硫雙二氯酚(bithionol)、N-(3’,4’-二氯-5-氟聯苯-2-基)-3-(二氟甲基)-1-甲基吡唑-4-甲醯胺(bixafen)、保米黴素(blasticidin-S)、波爾多(Bordeaux)混合液、白克列(boscalid)、溴克座(bromuconazole)、布瑞莫(bupirimate)、勃根第(Burgundy)混合液、得滅多(buthiobate)、丁基胺、多硫化鈣、四氯丹(captafol)、蓋普丹(captan)、嗎菌威(carbamorph)、貝芬替(carbendazim)、萎鏽靈(carboxin)、加普胺(carpropamid)、香旱芹酮、切欣特(Cheshunt)混合液、蟎離丹(chinomethionat)、克氯綜(chlobenthiazone)、雙胺靈(chloraniformethan)、克氯尼(chloranil)、2-(2-氯苯基)-1H-苯并咪唑(chlorfenazole)、氯二硝萘、二氯甲氧苯(chloroneb)、氯化苦(chloropicrin)、四氯異苯腈(chlorothalonil)、四氯喹啉(chlorquinox)、克氯得(chlozolinate)、甘寶素(climbazole)、克黴唑(clotrimazole)、乙酸銅、碳酸銅、鹼式氫氧化銅、萘酸銅、油酸銅、氯氧化銅、矽酸銅、硫酸
銅、鉻酸銅鋅、甲酚、銅合浦單劑(cufraneb)、福美銅氯(cuprobam)、氧化亞銅、賽座滅(cyazofamid)、環菌胺(cyclafuramid)、環己醯亞胺、賽芬胺(cyflufenamid)、克絕(cymoxanil)、伏賜丁(cypendazole)、環克座(cyproconazole)、賽普洛(cyprodinil)、邁隆(dazomet)、邁隆鈉鹽、DBCP、咪菌威(debacarb)、癸磷錫(decafentin)、去氫乙酸、益發靈(dichlofluanid)、二氯萘醌(dichlone)、二氯酚(dichlorophen)、賜克滅(dichlozoline)、苄氯三唑醇(diclobutrazol)、雙氯氰菌胺(diclocymet)、達滅淨(diclomezine)、達滅淨鈉鹽、大克爛(dicloran)、乙黴威(diethofencarb)、焦碳酸二乙酯、待克利(difenoconazole)、二氟林(diflumetorim)、二甲嘧酚(dimethirimol)、達滅芬(dimethomorph)、醚菌胺(dimoxystrobin)、達克利(diniconazole)、達克利-M、大脫蟎(dinobuton)、白粉克(dinocap)、白粉克-4、白粉克-6、敵蟎消(dinocton)、硝戊酯(dinopenton)、硝辛酯殺蟎劑(dinosulfon)、硝丁酯(dinoterbon)、二苯胺、雙硫氧吡啶(dipyrithione)、二硫龍(disulfiram)、普得松(ditalimfos)、腈硫醌(dithianon)、DNOC、DNOC銨鹽、DNOC鉀鹽、DNOC鈉鹽、十二環啉(dodemorph)、十二環啉乙酸鹽、十二環啉苯甲酸鹽、多地辛(dodicin)、多地辛鈉鹽、多寧(dodine)、肼菌酮(drazoxolon)、護粒松(edifenphos)、依普座(epoxiconazole)、乙環唑(etaconazole)、益地安(etem)、噻唑菌胺(ethaboxam)、依瑞莫(ethirimol)、乙氧基喹啉(ethoxyquin)、乙基汞2,3-二羥基丙基硫醇酯、乙基乙酸汞、
乙基溴化汞、乙基氯化汞、乙基磷酸汞、依得利(etridiazole)、凡殺同(famoxadone)、咪唑菌酮(fenamidone)、敵磺鈉(fenaminosulf)、咪菌腈(fenapanil)、芬瑞莫(fenarimol)、芬克座(fenbuconazole)、甲呋醯胺(fenfuram)、環醯菌胺(fenhexamid)、種衣酯(fenitropan)、芬諾尼(fenoxanil)、拌種咯(fenpiclonil)、苯鏽啶(fenpropidin)、芬普福(fenpropimorph)、三苯錫(fentin)、三苯錫氯、三苯羥錫、富爾邦(ferbam)、富米綜(ferimzone)、扶吉胺(fluazinam)、護汰寧(fludioxonil)、氟醯菌胺(flumetover)、氟啉(flumorph)、氟比來(fluopicolide)、氟吡菌醯胺(fluopyram)、氟醯亞胺、三氟苯唑(fluotrimazole)、氟嘧菌酯(fluoxastrobin)、氟喹唑(fluquinconazole)、護矽得(flusilazole)、氟硫滅(flusulfamide)、(Z)-[3-(2-甲氧苯基)-1,3-四氫噻唑-2-亞基](α,α,α,4-四氟-間甲苯硫)乙腈(flutianil)、福多寧(flutolanil)、護汰芬(flutriafol)、氟唑菌醯胺(fluxapyroxad)、福爾培(folpet)、甲醛、三乙膦酸、福賽得(fosetyl-aluminium)、麥穗寧(fuberidazole)、呋霜靈(furalaxyl)、福拉比(furametpyr)、二甲呋醯胺(furcarbanil)、呋菌唑(furconazole)、順式呋菌唑、糠醛、拌種胺(furmecyclox)、呋甲硫菌靈(furophanate)、固毆寧(glyodin)、灰黃黴素、雙胍辛(guazatine)、丙烯酸喹啉酯(halacrinate)、六氯苯、六氯丁二烯、菲克利(hexaconazole)、(RS)-(O-環己基O,S-二乙基硫代磷酸酯)(hexylthiofos)、汞加芬(hydrargaphen)、殺紋寧(hymexazol)、依滅列(imazalil)、依
滅列硝酸鹽、依滅列硫酸鹽、易胺座(imibenconazole)、克熱淨(iminoctadine)、克熱淨三乙酸鹽、克熱淨烷苯磺酸鹽、碘甲烷、種菌唑(ipconazole)、丙基喜樂松(iprobenfos)、依普同(iprodione)、異丙菌威(iprovalicarb)、亞賜圃(isoprothiolane)、3-(二氟甲基)-1-甲基-N-[1,2,3,4-四氫-9-(1-甲基乙基)-1,4-亞甲基萘-5-基]-1H-吡唑-4-甲醯胺(isopyrazam)、異噻菌胺(isotianil)、3-(3,5-二氯苯基)-1-異戊醯基乙內醯脲(isovaledione)、春日黴素、克收欣(kresoxim-methyl)、代森錳銅(mancopper)、鋅錳乃浦(mancozeb)、曼普胺(mandipropamid)、錳乃浦(maneb)、巴斯丹(mebenil)、苯并威(mecarbinzid)、滅派林(mepanipyrim)、滅普寧(mepronil)、敵蟎普(meptyldinocap)、氯化汞、氧化汞、氯化亞汞、滅達樂(metalaxyl)、右滅達樂(metalaxyl-M)、斯美地(metam)、斯美地銨鹽、斯美地鉀鹽、斯美地鈉鹽、間氯敵菌酮(metazoxolon)、滅特座(metconazole)、滅速克(methasulfocarb)、呋菌胺(methfuroxam)、溴甲烷、異硫氰酸甲酯、甲基苯甲酸汞、甲基汞二氰二胺、甲基五氯苯氧化汞、免得爛(metiram)、苯氧菌胺(metominostrobin)、滅芬農(metrafenone)、噻菌胺(metsulfovax)、代森環(milneb)、邁克尼(myclobutanil)、滅克寧(myclozolin)、N-(乙基汞)-對-甲苯磺醯胺苯、代森鈉(nabam)、納他黴素(natamycin)、硝苯乙烯、酞菌酯(nitrothal-isopropyl)、尼瑞莫(nuarimol)、OCH、辛噻酮(octhilinone)、呋醯胺(ofurace)、肟醚菌胺(orysastrobin)、毆殺斯(oxadixyl)、快得寧(oxine-copper)、
咪唑(oxpoconazole)、咪唑反丁烯二酸鹽、嘉保信(oxycarboxin)、披扶座(pefurazoate)、平克座(penconazole)、賓克隆(pencycuron)、戊苯吡菌胺(penflufen)、五氯酚、吡噻菌胺(penthiopyrad)、苯基汞基尿素、苯基乙酸汞、苯基氯化汞、鄰苯二酚的苯基汞衍生物、苯基硝酸汞、苯基柳酸汞、氯瘟磷(phosdiphen)、熱必斯(phthalide)、啶氧菌酯(picoxystrobin)、哌丙靈(piperalin)、聚胺甲酸酯、保粒黴素(polyoxins)、保粒黴素丁(polyoxorim)、保粒黴素丁鋅鹽、疊氮化鉀、多硫化鉀、硫氰酸鉀、撲殺熱(probenazole)、撲克拉(prochloraz)、撲滅寧(procymidone)、霜黴威(propamocarb)、普拔克(propamocarb hydrochloride)、普克利(propiconazole)、甲基鋅乃浦(propineb)、丙氧喹啉(proquinazid)、胺丙威(prothiocarb)、胺丙威鹽酸鹽、丙硫菌唑(prothioconazole)、賜加落(pyracarbolid)、百克敏(pyraclostrobin)、百克敏(pyraclostrobin)、唑胺菌酯(pyrametostrobin)、唑菌酯(pyraoxystrobin)、白粉松(pyrazophos)、甲基{2-氯-5-[(1E)-1-(6-甲基-2-吡啶基甲氧亞胺基)乙基]芐基}胺基甲酸酯(pyribencarb)、雙滴保(pyridinitril)、比芬諾(pyrifenox)、派美尼(pyrimethanil)、(5-氯-2-甲氧基-4-甲基-3-吡啶基)(4,5,6-三甲氧基-鄰甲苯基)甲酮(pyriofenone)、百快隆(pyroquilon)、氯甲氧吡啶(pyroxychlor)、氯吡根呋醚(pyroxyfur)、喹烯酮(quinacetol)、喹烯酮硫酸鹽、醌菌腙(quinazamid)、喹克座(quinconazole)、快諾芬(quinoxyfen)、五氯硝苯(quintozene)、吡咪唑
(rabenzazole)、柳醯胺苯、N-[2-[1,1’-雙環丙基]-2-基苯基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺(sedaxane)、矽噻菌胺(silthiofam)、矽氟唑(simeconazole)、疊氮化鈉、鄰苯基苯氧化鈉、五氯苯氧化鈉、多硫化鈉、螺環菌胺(spiroxamine)、鏈黴素、硫黃、戊苯碸(sultropen)、TCMTB、得克利(tebuconazole)、6-三級丁基-8-氟-2,3-二甲基-4-喹啉乙酸(tebufloquin)、克枯爛(tecloftalam)、四氯硝基苯(tecnazene)、福美雙聯(tecoram)、四克利(tetraconazole)、腐絕(thiabendazole)、N,N’-[3-(4-氯苯基)-2-(甲亞胺)-4,5-四氫噻唑二亞基]雙[1,1,1-三氟甲胺](thiadifluor)、噻菌腈(thicyofen)、賽氟滅(thifluzamide)、硫氯苯亞胺(thiochlorfenphim)、硫柳汞(thiomersal)、多保淨(thiophanate)、甲基多保淨、克殺蟎(thioquinox)、得恩地(thiram)、噻醯菌胺(tiadinil)、5-異硫氰酸-N,N,3-三甲基-o-對甲氧苯甲醯胺(tioxymid)、脫克松(tolclofos-methyl)、甲基益發靈(tolylfluanid)、乙酸甲苯基汞、三泰芬(triadimefon)、三泰隆(triadimenol)、三唑磷胺(triamiphos)、嘧菌醇(triarimol)、丁三唑(triazbutil)、唑菌(triazoxide)、氧化三丁基錫、水楊菌胺(trichlamide)、三賽唑(tricyclazole)、三得芬(tridemorph)、三氟敏(trifloxystrobin)、賽福座(triflumizole)、賽福寧(triforine)、滅菌唑(triticonazole)、烯效唑(uniconazole)、單克素(uniconazole-P)、維利黴素(validamycin)、N-[(1-甲基乙氧基)羰基]-L-纈胺醯基-3-(4-氯苯基)-β-胺基丙酸甲酯(valifenalate)、免克寧(vinclozolin)、
氰菌胺(zarilamid)、萘酸鋅、鋅乃浦(zineb)、福美鋅(ziram)或座賽胺(zoxamide)。
可與具化學式I的化合物組合使用之除草劑的非限制性實例,可包括替拔草(2,3,6-TBA)、替拔草二甲基銨鹽、替拔草鈉鹽、2,4,5-T、2,4,5-T-2-丁氧基丙基酯、2,4,5-T-2-乙基己基酯、2,4,5-T-3、2,4,5-TB-丁氧基丙基酯、2,4,5-T-丁氧基丙酯、2,4,5-T-丁氧基乙酯、2,4,5-T-丁基酯、2,4,5-T-異丁基酯、2,4,5-T-異辛基酯、2,4,5-T-異丙基酯、2,4,5-T-甲基酯、2,4,5-T-戊基酯、2,4,5-T鈉鹽、2,4,5-T三乙基銨鹽、2,4,5-T三乙醇胺鹽、2,4-D、2,4-D-2-丁氧基丙基酯、2,4-D-2-乙基己基酯、2,4-D-3-丁氧基丙基酯、2,4-D銨鹽、2,4-DB、2,4-DB丁基酯、2,4-DB二甲基銨鹽、2,4-DB異辛基酯、2,4-DB鉀鹽、2,4-DB鈉鹽、2,4-D丁氧基乙酯、2,4-D丁基酯、2,4-D二乙基銨鹽、2,4-D二甲基銨鹽、2,4-D二乙醇胺鹽、2,4-D十二基銨鹽、2,4-DEB、2,4-DEP、2,4-D乙基酯、2,4-D庚基銨鹽、2,4-D異丁基酯、2,4-D異辛基酯、2,4-D異丙基酯、2,4-D異丙基銨鹽、2,4-D鋰鹽、2,4-D異辛酯、2,4-D甲基酯、2,4-D辛基酯、2,4-D戊基酯、2,4-D鉀鹽、2,4-D丙基、2,4-D鈉鹽、2,4-D四氫呋喃甲基酯、2,4-D十四基銨鹽、2,4-D三乙基銨鹽、2,4-D參(2-羥基丙基)銨鹽、2,4-D三乙醇胺鹽、3,4-DA、3,4-DB、3,4-DP、4-CPA、4-CPB、4-CPP、乙草胺(acetochlor)、亞喜芬(acifluorfen)、甲基亞喜芬、亞喜芬鈉鹽、苯草醚(aclonifen)、丙烯醛、拉草(alachlor)、二丙烯
草胺(allidochlor)、亞汰草(alloxydim)、亞汰草鈉鹽、烯丙醇、亞羅列克(alorac)、胺酮(ametridione)、草殺淨(ametryn)、胺草酮(amibuzin)、胺唑草酮(amicarbazone)、醯嘧磺隆(amidosulfuron)、環丙嘧啶酸(aminocyclopyrachlor)、甲基環丙嘧啶酸、環丙嘧啶酸鈉鹽、氯胺吡啶酸(aminopyralid)、氯胺吡啶酸鉀鹽、氯胺吡啶酸參(2-羥基丙基)銨鹽、甲基胺草磷(amiprofos)、殺草強(amitrole)、胺磺酸銨鹽、莎稗磷(anilofos)、安尼速隆(anisuron)、磺草靈(asulam)、磺草靈鉀鹽、磺草靈鈉鹽、阿特拉通(atraton)、草脫淨(atrazine)、草芬定(azafenidin)、四唑嘧磺隆(azimsulfuron)、滅蘇民(aziprotryne)、燕麥靈(barban)、BCPC、氟丁醯草胺(beflubutamid)、草除靈(benazolin)、草除靈二甲基銨鹽、乙基草除靈、草除靈鉀鹽、醯苯草酮(bencarbazone)、氟草胺(benfluralin)、呋草黃(benfuresate)、免速隆(bensulfuron)、甲基免速隆、地散磷(bensulide)、本達隆(bentazone)、本達隆鈉鹽、苯甲醯胺氧乙酸(benzadox)、苯甲醯胺氧乙酸銨鹽、雙苯嘧草酮(benzfendizone)、苄草胺(benzipram)、苯并雙環酮(benzobicyclon)、吡草酮(benzofenap)、氟草黃(benzofluor)、新燕靈(benzoylprop)、乙基新燕靈、苯噻隆(benzthiazuron)、雙環哌喃酮、治草醚(bifenox)、畢拉草(bilanafos)、畢拉草鈉鹽、雙草醚(bispyribac)、雙草醚鈉鹽、硼砂、克草(bromacil)、克草鋰鹽、克草鈉鹽、除草溴(bromobonil)、溴丁醯草胺(bromobutide)、溴酚肟(bromofenoxim)、溴苯腈(bromoxynil)、溴苯腈丁酸鹽、溴苯腈庚酸鹽、溴苯腈辛酸鹽、溴苯腈鉀
鹽、溴莠敏(brompyrazon)、丁基拉草(butachlor)、布芬草(butafenacil)、抑草磷(butamifos)、丁烯草胺(butenachlor)、丁硫咪唑酮(buthidazole)、丁噻隆(buthiuron)、仲丁靈(butralin)、丁苯草酮(butroxydim)、炔草隆(buturon)、丁酸鹽、二甲基次砷酸、苯酮唑(cafenstrole)、氯酸鈣、氰胺化鈣、(苯基亞胺基)二-2,1-乙二基雙(3,6-二氯-2-甲氧基苯甲酸酯)(cambendichlor)、除草隆(carbasulam)、雙醯草胺(carbetamide)、5-三級丁基-1,2-唑基-3-基胺甲酸甲基酯(carboxazole)、克繁草(carfentrazone)、乙基克繁草、CDEA、CEPC、甲氧基護谷(chlomethoxyfen)、克攔本(chloramben)、克攔本銨鹽、克攔本二乙醇胺鹽、甲基克攔本、克攔本甲基銨鹽、克攔本鈉鹽、丁醯草胺(chloranocryl)、炔禾靈(chlorazifop)、炔丙基炔禾靈、氯阿淨(chlorazine)、滅落寧(chlorbromuron)、氯草靈(chlorbufam)、1-(3-氯-4-乙氧苯基)-3,3-二甲基脲(chloreturon)、伐草克(chlorfenac)、伐草克鈉鹽、燕麥酯(chlorfenprop)、甲基燕麥酯、氟咪殺(chlorflurazole)、整形醇(chlorflurenol)、甲基整形醇、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、乙基氯嘧磺隆、全滅草(chlornitrofen)、三氯丙酸(chloropon)、氯麥隆(chlorotoluron)、枯草龍(chloroxuron)、氯二甲酚(chloroxynil)、3-[(甲氧羰基)胺基]苯基N-[1-(氯甲基)丙基]胺甲酸酯(chlorprocarb)、克普芬(chlorpropham)、氯磺隆(chlorsulfuron)、大克草(chlorthal)、二甲基大克草、單甲基大克草、草克樂(chlorthiamid)、乙基環醯草酯(cinidon)、環
庚草醚(cinmethylin)、西速隆(cinosulfuron)、落草胺(cisanilide)、剋草同(clethodim)、2-氯-3,5-二碘吡啶-4-基乙酸酯(cliodinate)、炔草酯(clodinafop)、炔丙基炔草酯、2-[4-(4-氯苯氧基)苯氧基]丙酸(clofop)、異丁基2-[4-(4-氯苯氧基)苯氧基]丙酸、可滅蹤(clomazone)、克普草(clomeprop)、果美生長素(cloprop)、氯丙殺草(cloproxydim)、畢克草(clopyralid)、甲基畢克草、畢克草乙醇胺鹽、畢克草鉀鹽、畢克草參(2-羥基丙基)銨鹽、氯酯磺草胺(cloransulam)、甲基氯酯磺草胺、CMA、硫酸銅、CPMF、CPPC、必滅草(credazine)、甲酚、草隆(cumyluron)、氰滿素(cyanamide)、氰草淨(cyanatryn)、氰乃淨(cyanazine)、環草敵(cycloate)、環磺隆(cyclosulfamuron)、環殺草(cycloxydim)、環莠隆(cycluron)、賽伏草(cyhalofop)、丁基賽伏草、牧草快(cyperquat)、牧草快氯鹽、環丙津(cyprazine)、三環噻草胺(cyprazole)、環草胺(cypromid)、汰草龍(daimuron)、得拉本(dalapon)、得拉本鈣鹽、得拉本鎂鹽、得拉本鈉鹽、邁隆(dazomet)、邁隆鈉鹽、異丁草胺(delachlor)、甜菜安(desmedipham)、敵草淨(desmetryn)、二醛酯、汰克草(dicamba)、汰克草二甲基銨鹽、汰克草二乙醇胺鹽、汰克草異丙基銨鹽、甲基汰克草、汰克草乙醇胺鹽、汰克草鉀鹽、汰克草鈉鹽、汰克草三乙醇胺鹽、二氯苯腈(dichlobenil)、雙(三氯羥乙基)脲、苄胺靈(dichlormate)、2,4-滴丙酸(dichlorprop)、2-乙基己基2,4-滴丙酸、2,4-滴丙酸丁氧基乙酯、2,4-滴丙酸二甲基銨鹽、2,4-滴丙酸乙基銨鹽、異辛基
2,4-滴丙酸、甲基2,4-滴丙酸、2,4-滴丙酸-P、2,4-滴丙酸-P二甲基銨鹽、2,4-滴丙酸鉀鹽、2,4-滴丙酸鈉鹽、禾草靈(diclofop)、甲基禾草靈、雙氯磺草胺(diclosulam)、1,1’-雙[2-(二乙氨基)-2-側氧乙基]-4,4’-聯吡啶(diethamquat)、1,1’-雙[2-(二乙氨基)-2-側氧乙基]-4,4’-聯吡二氯鹽、乙醯甲草胺(diethatyl)、乙基乙醯甲草胺、戊味禾草靈(difenopenten)、乙基戊味禾草靈、枯莠隆(difenoxuron)、野燕枯(difenzoquat)、甲硫野燕枯、吡氟草胺(diflufenican)、氟吡草腙(diflufenzopyr)、氟吡草腙鈉鹽、唑隆(dimefuron)、哌草丹(dimepiperate)、二甲草胺(dimethachlor)、愛落殺(dimethametryn)、汰草滅(dimethenamid)、汰草滅-P、草滅散(dimexano)、草噠酮(dimidazon)、撻乃安(dinitramine)、地樂特(dinofenate)、硝丙酚(dinoprop)、戊硝酚(dinosam)、達諾殺(dinoseb)、達諾殺乙酸鹽、達諾殺銨鹽、達諾殺二乙醇胺鹽、達諾殺鈉鹽、達諾殺三乙醇胺鹽、特樂酚(dinoterb)、特樂酚乙酸鹽、得伐鼠(diphacinone)鈉鹽、大芬滅(diphenamid)、異丙凈(dipropetryn)、大刈特(diquat)、大刈特二溴鹽、賽松(disul)、賽松鈉鹽、汰硫草(dithiopyr)、達有龍(diuron)、DMPA、DNOC、DNOC銨鹽、DNOC鉀鹽、DNOC鈉鹽、DSMA、EBEP、甘草津(eglinazine)、乙基甘草津、草多索(endothal)、草多索二銨鹽、草多索二鉀鹽、草多索二鈉鹽、三唑磺(epronaz)、EPTC、抑草蓬(erbon)、戊草丹(esprocarb)、乙丁烯氟靈(ethalfluralin)、胺苯磺隆(ethametsulfuron)、甲基胺苯磺隆、磺噻隆(ethidimuron)、
硫草敵(ethiolate)、益覆滅(ethofumesate)、氯氟草醚(ethoxyfen)、乙基氯氟草醚、亞速隆(ethoxysulfuron)、硝草酚(etinofen)、益尼普滅(etnipromid)、乙氧苯草胺(etobenzanid)、EXD、雙氧威(fenasulam)、2,4,5-涕丙酸(fenoprop)、3-丁氧基丙基2,4,5-涕丙酸、2,4,5-涕丙酸丁氧基丙酯、2,4,5-涕丙酸丁氧基乙酯、丁基2,4,5-涕丙酸、異辛基2,4,5-涕丙酸、甲基2,4,5-涕丙酸、2,4,5-涕丙酸鉀鹽、芬殺草(fenoxaprop)、乙基芬殺草、芬殺草-P、乙基芬殺草-P、2,5-二氯-4-乙氧苄基4,5-二氫-5,5-二甲基-1,2-唑-3-基碸(fenoxasulfone)、2-(2,4,5-三氯苯氧基)乙醇(fenteracol)、噻唑禾草靈(fenthiaprop)、乙基噻唑禾草靈、四唑醯草胺(fentrazamide)、非草隆(fenuron)、非草隆TCA、硫酸亞鐵、麥草氟酯(flamprop)、異丙基麥草氟酯、麥草氟酯-M、甲基麥草氟酯、異丙基麥草氟酯-M、甲基麥草氟酯-M、伏速隆(flazasulfuron)、雙氟磺草胺(florasulam)、伏寄普(fluazifop)、丁基伏寄普、甲基伏寄普、伏寄普-P、丁基伏寄普-P、異丙吡草酯(fluazolate)、氟酮磺隆(flucarbazone)、氟酮磺隆鈉鹽、氟吡磺隆(flucetosulfuron)、貝殺寧(fluchloralin)、氟噻草胺(flufenacet)、2-(α,α,α-三氟-間甲苯氧基)煙醯苯胺(flufenican)、氟噠草酯(flufenpyr)、乙基氟噠草酯、闊草清(flumetsulam)、氟每淨(flumezin)、氟烯草酸(flumiclorac)、戊基氟烯草酸、丙炔氟草胺(flumioxazin)、炔草胺(flumipropyn)、可奪草(fluometuron)、福泰芬(fluorodifen)、乙羧氟草醚(fluoroglycofen)、乙基乙羧氟草
醚、唑啶草(fluoromidine)、氟除草醚(fluoronitrofen)、殺克丹(fluothiuron)、氟胺草唑(flupoxam)、氟異丙嘧草酯(flupropacil)、氟丙酸、氟丙酸鈉、氟啶嘧磺隆(flupyrsulfuron)、甲基氟啶嘧磺隆鈉鹽、氟啶草酮(fluridone)、氟咯草酮(flurochloridone)、氟氯比(fluroxypyr)、氟氯比丁氧基丙酯、氟氯比異辛酯、呋草酮(flurtamone)、氟噻草酯(fluthiacet)、甲基氟噻草酯、氟磺胺草醚(fomesafen)、氟磺胺草醚鈉鹽、甲醯胺磺隆(foramsulfuron)、調節膦(fosamine)、調節膦銨鹽、呋氧草醚(furyloxyfen)、固殺草(glufosinate)、固殺草銨鹽、固殺草-P、固殺草-P銨鹽、固殺草-P鈉鹽、嘉磷塞(glyphosate)、嘉磷塞二銨鹽、嘉磷塞二甲基銨鹽、嘉磷塞異丙基銨鹽、嘉磷塞單銨鹽、嘉磷塞鉀鹽、嘉磷塞倍半鈉鹽、嘉磷塞三甲基硫鹽、5-(2-氯-α,α,α,6-四氟-對甲苯氧基)-N-乙磺醯基-2-硝基苯甲醯胺(halosafen)、合速隆(halosulfuron)、甲基合速隆、氟啶草(haloxydine)、合氯氟(haloxyfop)、合氯氟乙氧基乙酯、甲基合氯氟、合氯氟-P、合氯氟-P乙氧基乙酯、甲基合氯氟-P、合氯氟鈉鹽、六氯丙酮、六氟鹽(hexaflurate)、菲殺淨(hexazinone)、咪草酸(imazamethabenz)、甲基咪草酸、咪草啶酸(imazamox)、咪草啶酸銨鹽、甲咪唑烟酸(imazapic)、甲咪唑烟酸銨鹽、依滅草(imazapyr)、依滅草異丙基銨鹽、滅草喹(imazaquin)、滅草喹銨鹽、甲基滅草喹、滅草喹鈉鹽、咪唑乙煙酸(imazethapyr)、咪唑乙煙酸銨鹽、依速隆(imazosulfuron)、茚草酮(indanofan)、N-[(1R,2S)-2,3-二氫-2,6-二甲基-1H-茚
-1-基]-6-[(1RS)-1-氟乙基]-1,3,5-三-2,4-二胺(indaziflam)、4-氰基-2,6-二碘苯基2-丙烯-1-基碳酸酯(iodobonil)、碘甲烷、碘甲磺隆(iodosulfuron)、甲基碘甲磺隆鈉鹽、碘苯腈(ioxynil)、碘苯腈辛酸鹽、碘苯腈鋰鹽、碘苯腈鈉鹽、抑草津(ipazine)、鹵苯胺唑(ipfencarbazone)、抑吡嘧丹(iprymidam)、草特靈(isocarbamid)、異草定(isocil)、丁草酮(isomethiozin)、異草完隆(isonoruron)、異丙林特(isopolinate)、異丙樂靈(isopropalin)、異丙隆(isoproturon)、愛速隆(isouron)、異草胺(isoxaben)、異氯草酮(isoxachlortole)、異唑草酮(isoxaflutole)、異草醚(isoxapyrifop)、特胺靈(karbutilate)、2-[(2,3-二氫-5,8-二甲基-1,1-二氧橋螺[4H-1-苯并噻喃-4,2’--[1,3]二烷]-6’-基)羰基]-1,3-環己二酮(ketospiradox)、乳氟禾草靈(lactofen)、環草定(lenacil)、理有龍(linuron)、MAA、MAMA、MCPA、MCPA-2-乙基己基酯、MCPA丁氧基乙酯、MCPA丁基酯、MCPA二甲基銨鹽、MCPA二乙醇胺鹽、MCPA乙基酯、MCPA異丁基酯、MCPA異辛基酯、MCPA異丙基酯、MCPA甲基酯、MCPA乙醇胺鹽、MCPA鉀鹽、MCPA鈉鹽、MCPA硫乙基酯、MCPA三乙醇胺鹽、MCPB、MCPB乙基酯、MCPB甲基酯、MCPB鈉鹽、2-甲-4-氯丙酸(mecoprop)、2-乙基己基2-甲-4-氯丙酸、2-甲-4-氯丙酸二甲基銨鹽、2-甲-4-氯丙酸二乙醇胺鹽、亞乙基2-甲-4-氯丙酸、異辛基2-甲-4-氯丙酸、甲基2-甲-4-氯丙酸-P、2-甲-4-氯丙酸-P、2-甲-4-氯丙酸-P二甲基銨鹽、異丁基2-甲-4-氯丙酸-P、2-甲-4-氯丙酸
鉀鹽、2-甲-4-氯丙酸-P鉀鹽、2-甲-4-氯丙酸鈉鹽、2-甲-4-氯丙酸三乙醇胺鹽、地樂施(medinoterb)、地樂施乙酸鹽、滅芬草(mefenacet)、美福泰(mefluidide)、美福泰二乙醇胺鹽、美福泰鉀鹽、滅莠津(mesoprazine)、磺胺磺隆(mesosulfuron)、甲基磺胺磺隆、硝磺草酮(mesotrione)、斯美地(metam)、斯美地銨鹽、唑醯草胺(metamifop)、苯草酮(metamitron)、苯草酮鉀鹽、苯草酮鈉鹽、滅草胺(metazachlor)、雙醚氯吡嘧磺隆(metazosulfuron)、二甲噠草伏(metflurazon)、甲基苯噻隆(methabenzthiazuron)、甲基丙樂靈(methalpropalin)、滅草唑(methazole)、甲殺丹(methiobencarb)、美西除靈(methiozolin)、滅草恆(methiuron)、醚草通(methometon)、格草净(methoprotryne)、溴甲烷、異硫氰酸甲酯、甲基殺草隆(methyldymron)、吡喃隆(metobenzuron)、莫多草(metolachlor)、磺草唑胺(metosulam)、甲氧隆(metoxuron)、滅必淨(metribuzin)、磺隆(metsulfuron)、甲基磺隆、稻得壯(molinate)、庚醯草胺(monalide)、莫尼速隆(monisouron)、氯乙酸、綠谷龍(monolinuron)、滅草隆(monuron)、滅草隆TCA、伐草快(morfamquat)、伐草快二氯鹽、MSMA、萘普草(naproanilide)、滅落脫(napropamide)、納得爛(naptalam)、納得爛鈉鹽、草不龍(neburon)、煙嘧磺隆(nicosulfuron)、吡氯草胺(nipyraclofen)、滅殺草(nitralin)、護谷(nitrofen)、三氟甲草醚(nitrofluorfen)、氟草敏(norflurazon)、草完隆(noruron)、OCH、坪草丹(orbencarb)、鄰二氯苯、嘧苯胺磺隆(orthosulfamuron)、歐拉靈(oryzalin)、
丙炔草酮(oxadiargyl)、樂滅草(oxadiazon)、草噠松(oxapyrazon)、草噠松(2-羥基乙基)二甲基銨鹽、草噠松鈉鹽、環氧嘧磺隆(oxasulfuron)、草酮(oxaziclomefone)、復祿芬(oxyfluorfen)、對氟隆(parafluron)、巴拉刈(paraquat)、巴拉刈二氯鹽、巴拉刈硫酸二甲酯、克草猛(pebulate)、壬酸、施得圃(pendimethalin)、平速爛(penoxsulam)、五氯酚、甲氯醯草胺(pentanochlor)、環戊草酮(pentoxazone)、佈福松(perfluidone)、烯草胺(pethoxamid)、棉胺寧(phenisopham)、甜菜寧(phenmedipham)、乙基甜菜寧、醯草隆(phenobenzuron)、苯基乙酸汞、畢克爛(picloram)、2-乙基己基畢克爛、異辛基畢克爛、甲基畢克爛、畢克爛乙醇胺鹽、畢克爛鉀鹽、畢克爛三乙基銨鹽、畢克爛參(2-羥基丙基)銨鹽、氟吡醯草胺(picolinafen)、唑啉草酯(pinoxaden)、哌草磷(piperophos)、亞砷酸鉀、疊氮化鉀、氰酸鉀、普拉草(pretilachlor)、氟嘧磺隆(primisulfuron)、甲基氟嘧磺隆、環丙腈津(procyazine)、氨氟樂靈(prodiamine)、氟唑草胺(profluazol)、環丙氟靈(profluralin)、氯苯噻草酮(profoxydim)、甘撲津(proglinazine)、乙基甘撲津、撲滅通(prometon)、佈滅淨(prometryn)、雷蒙得(propachlor)、除草靈(propanil)、普拔草(propaquizafop)、普拔根(propazine)、苯胺靈(propham)、普樂寶(propisochlor)、丙苯磺隆(propoxycarbazone)、丙苯磺隆鈉鹽、咪唑嘧磺隆(propyrisulfuron)、戊炔草胺(propyzamide)、甲硫磺樂靈(prosulfalin)、苄草丹(prosulfocarb)、三氟丙磺隆
(prosulfuron)、撲滅生(proxan)、撲滅生鈉鹽、拔地草(prynachlor)、吡達農(pydanon)、雙唑草腈(pyraclonil)、派芬草(pyraflufen)、乙基派芬草、磺醯草吡唑(pyrasulfotole)、苄草唑(pyrazolynate)、百速隆(pyrazosulfuron)、乙基百速隆、匹唑芬(pyrazoxyfen)、嘧啶肟草醚(pyribenzoxim)、稗草丹(pyributicarb)、三氯吡啶醇(pyriclor)、噠草福(pyridafol)、必汰草(pyridate)、環酯草醚(pyriftalid)、嘧草醚(pyriminobac)、甲基嘧草醚、嘧啶硫蕃(pyrimisulfan)、嘧硫草醚(pyrithiobac)、嘧硫草醚鈉鹽、吡唑碸(pyroxasulfone)、吡唑磺草胺(pyroxsulam)、快克草(quinclorac)、氯甲喹啉酸(quinmerac)、莫克草(quinoclamine)、克藻胺(quinonamid)、快伏草(quizalofop)、乙基快伏草、快伏草-P、乙基快伏草-P、四氫呋喃甲基快伏草-P、硫氰苯胺(rhodethanil)、碸嘧磺隆(rimsulfuron)、嘧啶肟草醚(saflufenacil)、另丁津(sebuthylazine)、仲丁通(secbumeton)、西殺草(sethoxydim)、環草隆(siduron)、草滅淨(simazine)、西瑪通(simeton)、西草淨(simetryn)、SMA、左旋莫多草(S-metolachlor)、亞砷酸鈉、疊氮化鈉、氯酸鈉、磺草酮(sulcotrione)、草克死(sulfallate)、氟磺唑草胺(sulfentrazone)、嘧磺隆(sulfometuron)、甲基嘧磺隆、磺醯磺隆(sulfosulfuron)、硫酸、氮雜環庚-1-基羰基甲基胺磺酸甲酯(sulglycapin)、滅草靈(swep)、TCA、TCA銨鹽、TCA鈣鹽、亞乙基TCA、TCA鎂鹽、TCA鈉鹽、牧草胺(tebutam)、得匍隆(tebuthiuron)、四氫呋喃甲基三酮(tefuryltrione)、田寶三酮(tembotrione)、
得殺草(tepraloxydim)、特草定(terbacil)、特草靈(terbucarb)、特丁草胺(terbuchlor)、特丁通(terbumeton)、草凈津(terbuthylazine)、特丁淨(terbutryn)、四氟隆(tetrafluron)、欣克草(thenylchlor)、噻氟隆(thiazafluron)、噻草啶(thiazopyr)、噻二唑草胺(thidiazimin)、噻苯隆(thidiazuron)、酮脲磺草吩酯(thiencarbazone)、甲基酮脲磺草吩酯、噻吩磺隆(thifensulfuron)、甲基噻吩磺隆、殺丹(thiobencarb)、仲草丹(tiocarbazil)、6-氯-5-(甲基硫代基)嘧啶-2,4-二胺(tioclorim)、吡草磺(topramezone)、三甲苯草酮(tralkoxydim)、燕麥畏(tri-allate)、醚苯磺隆(triasulfuron)、三氟草胺(triaziflam)、苯磺隆(tribenuron)、甲基苯磺隆、殺草畏(tricamba)、三氯比(triclopyr)、三氯比丁氧基乙酯、乙基三氯比、三氯比三乙基銨鹽、三地芬(tridiphane)、草達津(trietazine)、三氟啶磺隆(trifloxysulfuron)、三氟啶磺隆鈉鹽、三福林(trifluralin)、氟胺磺隆(triflusulfuron)、甲基氟胺磺隆、2-[4-[4-(三氟甲基)苯氧基]苯氧基]丙酸(trifop)、甲基2-[4-[4-(三氟甲基)苯氧基]苯氧基]丙酸、丙酮(R)-O-{2-[4-(α,α,α-三氟-對甲苯氧基)苯氧基]丙醯基}肟(trifopsime)、三羥基三、三甲隆(trimeturon)、1-(6-異丙基-1,1,4-三甲基二氫茚-5-基)丙-1-酮(tripropindan)、草達克(tritac)、三氟甲磺隆(tritosulfuron)、萬隆(vernolate)或二甲苯草胺(xylachlor)。
具化學式I的化合物亦可與一或多種生物性殺蟲
劑組合使用(諸如用於一種成分混合物中或者同時或循序施用)。“生物性殺蟲劑”一詞係指其施用方式與化學性殺蟲劑類似之微生物型生物性有害生物防治劑。其等通常為細菌型,但亦有真菌型防治劑之實例,包括木黴屬(Trichoderma)物種與白粉寄生孢(Ampelomyces quisqualis)(一種用於葡萄白粉病之防治劑)。枯草桿菌(Bacillus subtilis)係用於防治植物病原體。亦使用微生物製劑防治野草與囓齒動物。眾所周知之一種殺昆蟲劑實例係蘇力菌(Bacillus thuringiensis),其係鱗翅目(Lepidoptera)、鞘翅目(Coleoptera)及雙翅目(Diptera)物種之一種細菌性疾病。因其對於其他生物體的效應極微,而被認為比合成殺蟲劑更具環境友善性。生物性殺昆蟲劑包括以下列為基礎之產物:1.昆蟲致病性真菌(如黑殭菌(Metarhizium anisopliae))2.昆蟲致病性線蟲(如蕪菁夜蛾斯氏線蟲(Steinernema feltiae));及3.昆蟲致病性病毒(如蘋果蠹蛾(Cydia pomonella)顆粒體病毒)。
昆蟲致病性生物體的其他實例包括但不限於桿狀病毒、細菌與其他原核生物體、真菌、原生動物及微孢子蟲。生物衍生性殺昆蟲劑包括但不限於魚藤酮、藜蘆定鹼以及微生物毒素;耐昆蟲性或抗昆蟲性植物品種;及藉由重組DNA技術改造之生物體,而產生殺昆蟲劑或賦予該基因改造型生物體抗昆蟲性質。在一實施例中,具化學式1的分子可與種子處理及土壤改良領域中的一或多種生物性
殺蟲劑一起使用。“生物防治技手冊(The Manual of Biocontrol Agents)”乙書對於可供使用的生物殺昆蟲劑(及其他生物式防治)產品進行了綜合評論。“生物防治技手冊”乙書第三版(先前稱為“生物性殺蟲劑手冊(Biopesticide Manual))”係由英國薩里郡(Surrey)法納姆(Farnham)之英國作物生產委員會(BCPC)於2004年出版及由Copping L.G.編輯。
具化學式I的化合物亦可與下列一或多者組合使用(諸如用於一種成分混合物中或者同時或循序施用):1. 3-(4-氯-2,6-二甲基苯基)-4-羥基-8-氧雜-1-氮雜螺[4,5]癸-3-烯-2-酮;2. 3-(4’-氯-2,4-二甲基[1,1'-聯苯基]-3-基)-4-羥基-8-氧雜-1-氮雜螺[4,5]癸-3-烯-2-酮;3. 4-[[(6-氯-3-吡啶基)甲基]甲基胺基]-2(5H)-呋喃酮;4. 4-[[(6-氯-3-吡啶基)甲基]環丙基胺基]-2(5H)-呋喃酮;5. 3-氯-N2-[(1S)-1-甲基-2-(甲基磺醯基)乙基]-N1-[2-甲基-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]苯基]-1,2-苯二甲醯胺;6. 2-氰基-N-乙基-4-氟-3-甲氧基-苯磺醯胺;7. 2-氰基-N-乙基-3-甲氧基-苯磺醯胺;8. 2-氰基-3-二氟甲氧基-N-乙基-4-氟-苯磺醯胺;9. 2-氰基-3-氟甲氧基-N-乙基-苯磺醯胺;
10. 2-氰基-6-氟-3-甲氧基-N,N-二甲基-苯磺醯胺;11. 2-氰基-N-乙基-6-氟-3-甲氧基-N-甲基-苯磺醯胺;12. 2-氰基-3-二氟甲氧基-N,N-二甲基苯磺醯胺;13. 3-(二氟甲基)-N-[2-(3,3-二甲基丁基)苯基]-1-甲基-1H-吡唑-4-甲醯胺;14. N-乙基-2,2-二甲基丙醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙;15. N-乙基-2,2-二氯-1-甲基環丙烷-甲醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙菸鹼;16. O-{(E-)-[2-(4-氯-苯基)-2-氰基-1-(2-三氟甲基苯基)-乙烯基]}S-甲基硫碳酸酯;17.(E)-N1-[(2-氯-1,3-噻唑-5-基甲基)]-N2-氰基-N1-甲基乙脒;18. 1-(6-氯吡啶-3-基甲基)-7-甲基-8-硝基-1,2,3,5,6,7-六氫-咪唑并[1,2-a]吡啶-5-醇;19. 4-[4-氯苯基-(2-亞丁基-亞肼基)甲基)]苯基甲磺酸酯;及20. N-乙基-2,2-二氯-1-甲基環丙烷甲醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙。
具化學式I的化合物亦可與下列群組中的一或多種化合物組合使用(諸如用於一種成分混合物中或者同時或循序施用):除藻劑、拒食劑、殺鳥劑、殺細菌劑、驅鳥劑、化學不育劑、除草劑安全劑、誘蟲劑、驅蟲劑、哺乳類動物驅除劑、交配干擾劑、殺軟體動物劑、植物活化劑、
植物生長調節劑、殺鼠劑或殺病毒劑。
具化學式I的化合物可與至少一種其他殺昆蟲劑組合使用而形成增效混合物,其中該等化合物的作用模式係與具化學式I的化合物之作用模式相同、類似或不同。作用模式的實例包括但不限於:乙醯膽鹼酶抑制劑、鈉通道調控劑、幾丁質生物合成作用抑制劑、GABA門控型氯離子通道拮抗劑、GABA與麩胺酸鹽門控型氯離子通道促效劑、乙醯膽鹼受體促效劑、第I型MET抑制劑、鎂刺激型ATP酶抑制劑、菸鹼性乙醯膽鹼受體、中腸膜破壞劑、氧化磷酸化作用破壞劑及蘭諾定(Ryanodine)受體(RyRs)。
此外,具化學式I的化合物可與殺真菌劑、殺蟎劑、除草劑或殺線蟲劑中的至少一者組合使用,以形成一種增效混合物。
再者,具化學式I的化合物可與其他活性化合物組合使用,以形成一種增效混合物,諸如在“其他活性化合物”標題下的化合物、除藻劑、殺鳥劑、殺細菌劑、殺軟體動物劑、殺鼠劑、殺病毒劑、除草劑安全劑、佐劑及/或表面活性劑。此外,下列化合物係已知的增效劑,及可與具化學式I的化合物組合使用:胡椒基丁醚、增效醛(piprotal)、增效酯(propyl isome)、增效菊(sesamex)、芝麻林素(sesamolin)、亞碸及脫葉磷(tribufos)。
純的殺蟲劑形式鮮少適合施用。通常需要添加其
他物質,使得該殺蟲劑能以促成方便施用、處理、輸送、儲存及最大殺蟲劑活性之所需濃度及適宜形式使用。因此,殺蟲劑係配製成例如餌劑、濃縮乳劑、粉劑、可乳化性濃縮液、燻蒸劑、膠劑、粒劑、微膠囊、種子處理劑、水懸劑、濃懸乳劑、片劑、水溶性液劑、水分散性粒劑或乾懸浮劑、可濕性粉劑及超低容量液劑。有關調配物類型的進一步資訊,請參見國際作物生命協會(CropLife International)所出版之“殺蟲劑調配物類型總表及國際編號系統(Catalogue of Pesticide Formulation Types and International Coding System)”第二號技術專論(Technical Monograph)第五版(2002年)。
殺蟲劑最常採用的施用形式係自該等殺蟲劑的濃縮調配物所製備之含水懸劑或乳劑。該等水溶性、水懸浮性或可乳化性調配物係通常稱作可濕性粉劑或水分散性粒劑之固態製劑,或為通常稱作可乳化性濃縮液或水懸劑之液態製劑。可壓製成水分散性粒劑之可濕性粉劑,係包含由該殺蟲劑、一種載劑及表面活性劑所組成之一種密切混合物。殺蟲劑的濃度通常約10重量%至90重量%。該載劑通常選自鎂鋁海泡石黏土、蒙脫石黏土、矽藻土或純化矽酸鹽。可濕性粉劑包含約0.5%至約10%的有效表面活性劑,其等係磺酸化木質素、縮合萘磺酸酯、萘磺酸酯、烷基苯磺酸酯、烷基硫酸酯及非離子性表面活性劑諸如烷基苯酚的環氧乙烷加成物。
殺蟲劑的可乳化性濃縮液係包含溶於一載劑中
之一便利濃度的殺蟲劑,諸如每公升液體自約50至約500克的殺蟲劑,該載劑係一種水混溶性溶劑或非水混溶性有機溶劑與乳化劑之混合物。適用的有機溶劑包括芳香族類,特別是二甲苯類與石油分餾物,尤其是石油的高沸點萘與烯烴部分諸如重芳族石油腦。亦可使用其他有機溶劑,諸如包括松香衍生物在內之萜烯溶劑、脂族酮類諸如環己酮及複合醇類諸如2-乙氧基乙醇。用於可乳化性濃縮液之適宜乳化劑係選自習用的陰離子性與非離子性表面活性劑。
水懸劑係包含以約5重量%至約50重量%的濃度範圍分散於一種含水載劑中之非水溶性殺蟲劑的懸浮液。藉由將殺蟲劑細磨及強力地混入由水與表面活性劑所組成之一載劑中,而製備懸劑。亦可添加諸如無機鹽類與合成或天然膠類之成分,以增加含水載劑的密度與黏度。通常最有效者係藉由在一器具諸如砂磨機、球磨機或活塞型均質機中製備含水混合物及加以均質化,而同時研磨與混合該殺蟲劑。
殺蟲劑亦可藉由特別適用於土壤之粒狀組成物形式施用。粒狀組成物通常含有約0.5重量%至約10重量%的殺蟲劑,該殺蟲劑係分散於包含黏土或一種類似物質之一載劑中。通常藉由將殺蟲劑溶解在一種適宜溶劑中,及施用至已預先形成而介於約0.5至3毫米範圍的適當顆粒尺寸之一種粒狀載劑,而製備該等組成物。亦可藉由將所產生之載劑與化合物的糰或糊狀物壓碎與乾燥而得所欲的粒狀顆粒尺寸,而配製該等組成物。
藉由密切地混合粉末形式的殺蟲劑與一種適宜的粉狀農業載劑諸如高嶺土、粉狀火山岩之類,而製備含有殺蟲劑的粉劑。粉劑可適宜地含有自約1%至約10%的殺蟲劑。粉劑可施用作為種子敷料,或藉由粉劑吹送機施用於葉片上。
通常位於農業化學中所廣泛使用的石油油料諸如撒佈油之一種適當有機溶劑中的液劑形式,亦為同樣實用的殺蟲劑施用形式。
亦可藉由噴霧劑組成物形式施用殺蟲劑。在該等組成物中,殺蟲劑係溶解或分散於一種載劑中,該載劑係一種產生壓力的推進劑混合物。噴霧劑組成物係封裝於一容器中,及經由該容器的一個霧化閥噴散該混合物。
當殺蟲劑與食物或引誘劑或二者混合時,則形成殺蟲劑餌劑。當有害生物吃食餌劑時,其等亦攝入殺蟲劑。餌劑的形式可為粒劑、膠劑、水懸粉劑、液態製劑或固態製劑。其等可施用於有害生物的躲藏處。
燻蒸劑係具有相對高的蒸氣壓力之殺蟲劑,因而能以濃度足以殺滅土壤或密閉空間中的有害生物之氣體形式存在。燻蒸劑的毒性係與其濃度與暴露時間成正比。其等的特徵在於擴散能力良好,及藉由侵入有害生物的呼吸系統或經由害蟲的表皮層吸收而發揮作用。燻蒸劑係用於防治防氣板下、在氣密式房間或建築物中或在特殊室中之儲存產物的有害生物。
可藉由將殺蟲劑顆粒或微滴懸浮於各種類型的
塑性聚合物中,而將殺蟲劑微膠囊化。藉由改變聚合物的化學或藉由改變加工處理因子,可形成具有各種尺寸、溶解度、囊壁厚度及滲透程度的微膠囊。該等因子掌控其內的有效成分之釋出速度,進而影響該產品的殘餘功效、作用速度及氣味。
藉由將殺蟲劑溶於可使殺蟲劑留置於溶液中之一溶劑,而製備油劑。相較於其他調配物,殺蟲劑的油劑通常較快速地擊昏與殺滅有害生物,因溶劑本身具有殺蟲作用,及其對於體被的蠟質覆蓋物之溶解作用增加殺蟲劑的吸收速度。油劑的其他優點包括較佳的儲存安定性、較佳的裂隙滲透作用及對於油膩表面的附著作用較佳。
另一實施例係一種水基乳劑,其中該乳劑所包含之油滴係各具有一層狀液晶塗層及分散於一水相中,其中各油滴包含在農業上具活性之至少一種化合物及個別經由包含下列各者之一個單層狀或多層狀層塗覆:(1)至少一種非離子性親脂性表面活性劑、(2)至少一種非離子性親水性表面活性劑及(3)至少一種離子性表面活性劑,其中該油滴的平均粒徑係小於800奈米。有關該實施例的進一步資訊係揭露於2007年2月1日公開及專利申請案序號為11/495,228之第20070027034號美國專利公開案。為方便使用,該實施例將稱作“OIWE”。
進一步的資訊請參見由D.Dent所著及版權為CAB國際公司所有之“昆蟲類有害生物管理(Insect Pest Management)”乙書第二版(2000年)。此外,更詳細的資訊請
參見由Arnold Mallis所著及2004年版權為GIE媒體有限公司所有之“有害生物防治手冊一住家有害生物之行為、生活史及防治(Handbook of Pest Control-The Behavior,Life History,and Control of Household Pests)”乙書第九版。
一般而言,當在一調配物中使用具化學式I的化合物時,該調配物亦可包含其他組分。該等組分包括但不限於(本清單並非詳盡無遺亦非互相排除的清單):濕潤劑、撒布劑、黏著劑、浸透劑,緩衝劑、螫合劑、減偏流劑、相容劑、消泡劑、清潔劑及乳化劑。現即說明其中一些組分。
濕潤劑係當添加至一液態製劑時藉由降低該液態製劑與其撒布表面之間的界面張力而增加該液態製劑的撒布或滲透力之一物質。濕潤劑係因二項主要功能而用於農用化學調配物中:在加工處理與生產期間增加粉末在水中之濕潤率,以產生可溶性液態製劑的懸劑或水懸劑;及在噴灑槽中混合一產物與水之期間,減少可濕性粉劑的濕潤時間及增進水滲透進入水分散性粒劑中之作用。用於可濕性粉劑、水懸劑及水分散性粒劑調配物中之濕潤劑實例為:月桂基硫酸鈉、二辛基磺基丁二酸鈉、乙氧基烷基酚及乙氧基脂族醇。
分散劑係吸附至顆粒表面上及有助於保存顆粒的分散狀態及阻止其等再聚集之一物質。在農用化學調配物中添加分散劑,以在生產製造期間促進分散與懸浮作用,
及確保該等顆粒在噴灑槽中再分散於水中。其等廣泛用於可濕性粉劑、水懸劑及水分散性粒劑中。作為分散劑之表面活性劑具有強力吸附至一顆粒表面的能力,及提供一個帶電荷或空間的障壁而阻止顆粒再聚集。最常使用的表面活性劑為陰離子性、非離子性或該二類型的混合物。就可濕性粉劑調配物而言,最常見的分散劑為木質素磺酸鈉。就水懸劑而言,使用聚電解質諸如萘磺酸鈉甲醛縮合物,可獲致非常良好的吸附作用與安定作用。亦使用乙氧基三苯乙烯基苯酚磷酸酯。諸如烷基芳基環氧乙烷縮合物及EO-PO嵌段共聚物之非離子性表面活性劑有時係與陰離子性表面活性劑組合作為用於水懸劑之分散劑。最近幾年,已研發出作為分散劑之非常高分子量的新類型聚合性表面活性劑。其等具有非常長的疏水性“主鏈”及眾多的環氧乙烷鏈,而形成“梳型”表面活性劑之“梳齒”。因為疏水性主鏈在顆粒表面上具有眾多的固著點,該等高分子量聚合物可賦予水懸劑非常良好的長期安定性。用於農用化學調配物中的分散劑實例為:木質素磺酸鈉、萘磺酸鈉甲醛縮合物、乙氧基三苯乙烯基苯酚磷酸酯、乙氧基脂族醇、烷基乙氧基化物、EO-PO嵌段共聚物及接枝共聚物。
乳化劑係使得一液相的微滴懸浮液在另一液相中安定之一物質。若無乳化劑,該二液體將分離成為二個不互溶的液相。最常使用的乳化劑摻合物係含有具12或更多個環氧乙烷單元的烷基酚或脂族醇及十二基苯磺酸的油溶性鈣鹽。自8至18的親水性-親油性均衡值(“HLB”)範圍一
般將提供良好的安定乳劑。藉由添加小量的EO-PO嵌段共聚物表面活性劑,有時可增進乳劑的安定性。
增溶劑係在臨界微胞濃度以上將在水中形成微胞之一種表面活性劑。該等微胞然後可在微胞的疏水性部分之內,將非水溶性物質溶解或增溶。通常用於增溶作用的表面活性劑類型為非離子性表面活性劑、單油酸脫水山梨糖醇、乙氧基單油酸脫水山梨糖醇及油酸甲基酯。
表面活性劑有時單獨使用,或與其他添加劑諸如作為噴灑槽混合物佐劑之礦物油或植物油一起使用,以增進殺蟲劑對於標的之生物性能。用於生物強化作用之表面活性劑類型一般依該殺蟲劑的性質與作用模式而定。然而,其等通常為非離子性表面活性劑,諸如:烷基乙氧基化物、直鏈乙氧基脂族醇、乙氧基脂族胺。
農用調配物中之一載劑或稀釋劑,係添加至殺蟲劑以賦予產物所需強度之一物質。載劑通常為具有高吸收能力之物質,而稀釋劑通常為具有低吸收能力之物質。載劑與稀釋劑係用於配製粉劑、可濕性粉劑、粒劑及水分散性粒劑。
有機溶劑主要用於配製可乳化性濃縮液、水基乳劑、濃懸乳劑及超低容量調配物,及較少用於配製粒狀調配物。有時使用溶劑混合物。溶劑的第一個主要群組為脂族石蠟油,諸如煤油或精製石蠟。第二個主要群組(及最常見者)包括芳香族溶劑,諸如二甲苯及C9與C10芳族溶劑的較高分子量分餾物。氯化烴類係適用作為共溶劑,以在該
調配物於水中乳化時阻止殺蟲劑的結晶作用。有時使用醇類作為共溶劑,以增加溶劑能力。其他溶劑可包括植物油、籽油以及植物油與籽油的酯類。
增稠劑或膠凝劑主要用於配製水懸劑、乳劑及濃懸乳劑調配物,以改變該液體的流變或流動性質及阻止分散型顆粒或微滴的分離作用與沉降作用。增稠劑、膠凝劑及抗沉降劑一般分成二類,即非水溶性顆粒及水溶性聚合物。可能使用黏土與矽石來製造水懸劑調配物。該等物質類型的實例包括但不限於蒙脫石、膨潤土、矽酸鋁鎂及鎂鋁海泡石。多年來已使用水溶性多醣類作為增稠-膠凝劑。最常用的多醣類型係種子與海草的天然萃取物,或為合成的纖維素衍生物。該等物質類型之實例包括但不限於瓜爾膠、刺槐豆膠、角叉菜膠、褐藻酸鹽、甲基纖維素、羧甲基纖維素鈉(SCMC)、羥乙基纖維素(HEC)。其他的抗沉降劑類型係以改質澱粉、聚丙烯酸酯、聚乙烯醇及聚環氧乙烷為基礎。另一種良好的抗沉降劑為三仙膠。
微生物可造成所配製產物腐敗。因此,使用防腐劑來消弭或降低其等的效應。防腐劑的實例包括但不限於:丙酸及其鈉鹽;山梨酸及其鈉或鉀鹽;苯甲酸及其鈉鹽;對-羥基苯甲酸鈉鹽;對-羥基苯甲酸甲基酯;及1,2-苯並異噻唑啉-3-酮(BIT)。
表面活性劑之存在,通常造成水基調配物在生產與經由噴灑槽施用的混合操作期間形成泡沫。為降低形成泡沫的傾向,通常在生產階段或在裝瓶之前添加消泡劑。
一般而言,消泡劑分為二種類型,即矽氧樹脂類與非矽氧樹脂類。矽氧樹脂通常為二甲基聚矽氧烷的含水乳劑,而非矽氧樹脂消泡劑為非水溶性油類諸如辛醇與壬醇或為矽石。在該二種情況下,消泡劑的功能係在空氣-水之界面置換表面活性劑。
“綠色”劑(如佐劑、表面活性劑、溶劑)可減少作物保護性調配物的整體環境足跡。綠色劑係生物可降解性,及一般衍生自天然及/或永續來源,如植物與動物來源。特定實例為:植物油、籽油及其酯類,以及烷氧基化烷基聚葡萄糖苷。
進一步的資訊請參見由D.A.Knowles編輯及1998年版權為克魯威學術出版社(Kluwer Academic Publishers)所有之“農用化學調配物之化學與技術(Chemistry and Technology of Agrochemical Formulations)”乙書。亦參見由A.S.Perry、I.Yamamoto、I.Ishaaya及R.Perry所著及1998年版權為施普林格-維雷格(Springer-Verlag)公司所有之“農業與環境中之殺蟲劑-回顧與展望(Insecticides in Agriculture and Environment-Retrospects and Prospects)”乙書。
所揭露的殺蟲組成物例如可作為殺線蟲劑、殺蟎劑、殺蟲劑、殺昆蟲劑、殺壁蝨劑及/或殺軟體動物劑。
在一個特定實施例中,一種防治有害生物之方法係包括在有害生物群體附近施用一種殺蟲組成物,該殺蟲
組成物包含具化學式I的一化合物或其農業上可接受的任何鹽類。
具化學式I的化合物之用量一般為每公頃約0.01克至每公頃約5000克,以提供防治作用。該量一般較佳為每公頃約0.1克至每公頃約500克,及該量一般更佳為每公頃約1克至每公頃約50克。
施用具化學式I的化合物之地點,可為有害生物所居住(或可能居住或通過)的任一地點,例如:作物、樹木、水果、穀物、草料物種、葡萄藤、草皮與觀賞植物生長之處;家畜居留之處;建築物(諸如穀物儲存處)的內部或外部表面、建築物所用的建築材料(諸如浸漬木材)及建築物周圍的土壤。待使用一種具化學式1的分子之特定種植區域,係包括其中蘋果、玉米、向日葵、棉花、大豆、油菜、小麥、稻米、高粱、大麥、燕麥、馬鈴薯、柑橘、苜蓿、萵苣、草莓、番茄、胡椒、十字花科蔬菜、梨、菸草、杏仁、甜菜、豆類及其他有價作物生長或待栽種其種子之區域。當栽種不同的植物時,使用硫酸銨與具化學式I的化合物物亦為有利的。
有害生物防治一般係指降低一區域之有害生物總數、有害生物活動或二者。當驅退一區域的有害生物族群時;當使得一區域或其周圍的有害生物喪失能力時;或當全部或部分消滅一區域或其周圍的有害生物時,則達成有害生物之防治。當然,該等結果可組合發生。一般而言,有利地將有害生物總數、活動或二者降低50%以上,較佳
降低90%以上。一般而言,該區域並非在人類身體內或身體上;因此,該處所一般為一個非人體區域。
具化學式I的化合物可能以同時或循序施用的混合物形式使用,可單獨施用或與其他化合物一起施用,以增強植物活力(如長出更佳的根系、更能承受嚴苛的生長條件)。該等其他化合物例如調制植物乙烯受體的化合物,其中最引人注目者為1-甲基環丙烯(亦稱為1-MCP)。再者,可在有害生物活動低的時點使用該等分子,諸如在所種植的植物開始生產有價農作物之前。該等時點包括有害生物壓力通常較低的栽種季節早期。
可將具化學式I的化合物施用至植物的葉片與結果部分,以防治有害生物。有害生物係直接接觸該等分子,或者有害生物在食用含有殺蟲劑的葉片、果實體或吸取汁液時攝入殺蟲劑。亦可將具化學式I的化合物物施用至土壤,及當以這種方式施用時,可防治吃食根與莖的有害生物。根部可吸收該分子及將其送入該植物的葉片部分,以防治地面上咀食與吸取汁液的有害生物。
一般就餌劑而言,餌劑係置於例如白蟻可與該餌劑接觸及/或被餌劑吸引之地面。餌劑亦可施用至例如螞蟻、白蟻、蟑螂及蠅類可與該餌劑接觸及/或被餌劑吸引之建築物表面(水平、垂直或傾斜表面)。餌劑可包含一種具化學式I的化合物。
可將具化學式I的化合物封裝在一膠囊中或置於其表面。膠囊尺寸可位於奈米尺寸(直徑約100至900奈米)
至微米尺寸(直徑約10至900微米)之範圍。
因為一些害蟲的卵具有抗特定殺蟲劑的獨特能力,重複施用具化學式I的化合物可能有利於防治新孵出的幼蟲。
可藉由在植物的一個不同部分施用具化學式I的化合物(例如藉由噴灑一區域),利用殺蟲劑在植物中的系統性移動,而防治位於植物另一部分的有害生物。例如,可藉由滴灌或溝槽施用,藉由例如栽種前或栽種後的土壤灌藥作用處理土壤,或藉由在栽種之前處理種子,而防治食葉型昆蟲。
可對於將發芽之所有類型的種子進行種子處理,包括該等來自經基因改造而表現特殊性狀之植物的種子。代表性實例包括該等表現對於無脊椎有害生物具毒性的蛋白質者諸如蘇力菌(Bacillus thuringiensis)或表現其他殺昆蟲性毒素者;該等表現除草劑抗性者諸如“耐抗農達(Roundup Ready)型”種子;或該等具有表現殺昆蟲性毒素、除草劑抗性、營養強化作用、抗旱性或其他有利性狀之“成堆”外來基因者。再者,使用具化學式I的化合物所進行之該等種子處理作用,可進一步增強植物耐嚴苛生長條件的能力。其產生更健康、更有生命力的植物,及在收穫時節可產出更高的產量。一般而言,預期每100,000顆種子約1克至約500克之具化學式I的化合物可提供良好效益,預期每100,000顆種子約10克至約100克的量可提供更佳效益,及預期每100,000顆種子約25克至約75克的量可提供甚至
更佳的效益。
應即可明瞭具化學式I的化合物可用於經基因改造而表現特殊性狀的植物之上、之中或周圍,該等性狀諸如蘇力菌(Bacillus thuringiensis)或其他殺昆蟲性毒素;或該等表現除草劑抗性者,或該等具有表現殺昆蟲性毒素、除草劑抗性、營養強化作用或其他任一有利性狀之“成堆”外來基因者。
具化學式I的化合物可用於防治獸醫學部門或非人類的動物飼養領域之體內寄生蟲與體外寄生蟲。具化學式I的化合物係諸如藉由例如片劑、膠囊、飲料、粒劑形式而口服投藥,藉由例如浸、噴灑、澆注於其上、點於其上及噴粉的形式施用於皮膚,及藉由例如注射劑形式的非經腸投藥。
具化學式I的化合物亦可有利地用於家畜飼養,例如牛、羊、豬、雞及鵝。其等亦可有利地用於寵物,諸如馬、狗與貓。待防治的特定有害生物係困擾該等動物的跳蚤與蜱。適宜的調配物係與飲水或飼料一起以口服方式投藥至動物。適宜的劑量與調配物則依物種而定。
具化學式I的化合物亦可用於防治寄生蟲,特別是上列動物腸道中的寄生蟲。
具化學式I的化合物亦可用於人類的保健療法中。該等方法包括但不限於例如片劑、膠囊、飲料、粒劑形式的口服投藥作用及藉由施用於皮膚。
世界各地的有害生物正遷移至新環境(對於該種
有害生物而言),及因此成為該新環境的新入侵物種。具化學式I的化合物亦可用於新入侵物種上,以在新環境中防治該等物種。
亦可在其中有植物諸如作物生長(如栽種前、栽種期間、採收前)及其中可造成該等植物的商業損失之有害生物水平低(甚至並無實際的存在)之地區,使用具化學式I的化合物。在該地區使用該等分子係有益於在該地區生長的植物。該等益處可包括但不限於增進植物的健康狀態、提高植物的產量(如增加生物量及/或增加有價成分的含量)、提高植物活力(如增強植物之生長及/或使葉片更綠)、提高植物品質(如增進特定成分的含量或組成)及增進植物對於非生物性及/或生物性脅迫之耐受性。
一殺蟲劑在可供使用或商業販售之前,該殺蟲劑需通過不同政府機關(地方、區域、州立、國立、國際)的漫長評估程序。主管機構規定提供大量的數據,及必須由產品註冊者或由代理產品註冊者之第三方產生數據及提交,及通常使用連線全球資訊網的電腦提交。該等政府機關然後審查該等數據,若安全性的判定有結論,則提供潛在使用者或販售者產品註冊許可。之後,在授與及支持該產品註冊之當地區域,該使用者或販售者可使用或販售該殺蟲劑。
可試驗及測定具化學式I的化合物對抗有害生物之功效。再者,可進行作用模式研究,以判定該分子的作用模式是否與其他殺蟲劑不同。之後,所獲得的數據可藉
由諸如網際網路傳給第三方。
所揭露的殺蟲組成物係包含具化學式I的化合物,及可用於防治廣泛種類的有害生物。
就非限制性實例而言,在一或多個實施例中,本揭露內容的方法可用於防治蔬菜斑潛蠅(Liriomyza sativae)、菜豆巢薊馬(Caliothrips phaseoli)、馬鈴薯木虱(Paratrioza cockerelli)、甜菜夜蛾(Spodoptera exigua)、桃蚜(Myzus persicae)、褐飛蝨(Nilaparvata lugens)及甘藷粉蝨(Bemisia tabaci)中之一或多者。
在其他實施例中,本揭露內容的方法可用於防治節肢動物門(Arthropoda)、圓形動物門(Nematoda)、螯肢動物亞門(Chelicerata)、多足亞門(Myriapoda)、六足亞門(Hexapoda)、昆蟲綱(Insecta)、蛛形綱(Arachnida)及綜合綱(Symphyla)中之至少一者的一或多個成員。至少在一些實施例中,本揭露內容的方法可用於防治昆蟲綱(Insecta)與蛛形綱(Arachnida)中之至少一者的一或多個成員。
在其他實施例中,本揭露內容的方法可用於防治鞘翅目(Coleoptera)(甲蟲)之成員,其包括但不限於豆象屬(Acanthoscelides)物種(象鼻蟲)、菜豆象蟲(Acanthoscelides obtectus)(普通豆象)、白蠟窄吉丁甲(Agrilus planipennis)(白蠟窄吉丁甲)、叩頭蟲屬(Agriotes)物種(金針蟲)、光肩星天牛(Anoplophora glabripennis)(亞洲長角甲蟲)、花象鼻蟲屬(Anthonomus)物種(象鼻蟲)、棉鈴象鼻蟲(Anthonomus grandis)(棉籽象鼻蟲)、小繭蜂屬(Aphidius)物種、梨象鼻蟲
屬(Apion)物種(象鼻蟲)、甘蔗金龜屬(Apogonia)物種(蠐螬)、黑絨金龜(Ataenius spretulus)(黑色草坪扁蜉金龜)、條紋吸木蟲(Atomaria linearis)(侏儒甜菜甲蟲)、守瓜屬(Aulacophora)物種、甜菜點腹象鼻蟲(Bothynoderes punctiventris)(甜菜根象鼻蟲)、豆象屬(Bruchus)物種(象鼻蟲)、豌豆象(Bruchus pisorum)(豌豆象鼻蟲)、Cacoesia物種、四紋豆象(Callosobruchus maculatus)(南方豇豆象鼻蟲)、黃斑露尾甲蟲(Carpophilus hemipteras)(乾果甲蟲)、金線龜金花蟲(Cassida vittata)、Cerosterna物種、葉甲蟲屬(Cerotoma)物種(金花蟲)、菜豆葉甲蟲(Cerotoma trifurcata)(豆葉甲蟲)、龜象鼻蟲屬(Ceutorhynchus)物種(象鼻蟲)、甘藍象鼻蟲(Ceutorhynchus assimilis)(甘藍種莢象鼻蟲)、暗脈菜癭象鼻蟲(Ceutorhynchus napi)(甘藍象鼻蟲)、小金花蟲屬(Chaetocnema)物種(金花蟲)、葉甲蟲屬(Colaspis)物種(土壤甲蟲)、梯斑叩頭甲蟲(Conoderus scalaris)、斑叩頭甲蟲(Conoderus stigmosus)、李象鼻蟲(Conotrachelus nenuphar)(李象鼻蟲)、綠六月花金龜(Cotinis nitida)(綠色六月金龜)、蘆筍窄頸金花蟲(Crioceris asparagi)(蘆筍甲蟲)、角胸粉扁蟲(Cryptolestes ferrugineus)(腐爛穀盜)、角胸扁蟲(Cryptolestes pusillus)(扁穀盜)、小角胸粉扁蟲(Cryptolestes turcicus)(土耳其穀盜)、櫛叩頭蟲屬(Ctenicera)物種(金針蟲)、象鼻蟲屬(Curculio)物種(象鼻蟲)、犀金龜屬(Cyclocephala)物種(蠐螬)、向日葵莖象鼻蟲(Cylindrocpturus adspersus)(向日葵莖象鼻蟲)、環邊象鼻蟲(Deporaus marginatus)(芒果剪
葉象鼻蟲)、火腿鰹節蟲(Dermestes lardarius)(食品儲藏室甲蟲)、斑鰹節蟲(Dermestes maculates)(隱蔽甲蟲)、黃守瓜屬(Diabrotica)物種(金花蟲)、墨西哥豆瓢蟲(Epilachna varivestis)(墨西哥豆甲蟲)、蛀莖象鼻蟲(Faustinus cubae)、蒼白樹皮象鼻蟲(Hylobius pales(樁象鼻蟲)、葉象鼻蟲屬(Hypera)物種(象鼻蟲)、苜蓿葉象鼻蟲(Hypera postica)(苜蓿象鼻蟲)、Hyperdoes物種(Hyperodes象鼻蟲)、咖啡果小蠹蟲(Hypothenemus hampei)(咖啡漿果甲蟲)、齒小蠹屬(Ips)物種(蠹蟲)、倉庫煙甲蟲(Lasioderma serricorne)(煙甲蟲)、科羅拉多金花蟲(Leptinotarsa decemlineata)(科羅拉多馬鈴薯甲蟲)、Liogenys fuscus、Liogenys suturalis、水稻水象鼻蟲(Lissorhoptrus oryzophilus)(稻水象甲)、長蠹蟲屬(Lyctus)物種(木蠹/粉蠹蟲)、Maecolaspis joliveti、蚤蠅屬(Megascelis)物種、叩頭蟲(Melanotus communis)、出尾蟲屬(Meligethes)物種、花粉甲蟲(Meligethes aeneus)(花甲蟲)、大栗鰓角金龜(Melolontha melolontha)(普通歐洲金龜子)、短小天牛(Oberea brevis)、條紋天牛(Oberea linearis)、椰子犀角金龜(Oryctes rhinoceros)(棗椰甲蟲)、貿易穀盜扁蟲(Oryzaephilus mercator)(貿易穀盜)、鋸胸粉扁蟲(Oryzaephilus surinamensis)(鋸齒穀盜)、班額象鼻蟲屬(Otiorhynchus)物種(象鼻蟲)、黑角負泥蟲(Oulema melanopus)(穀物葉片甲蟲)、水稻負泥蟲(Oulema oryzae)、薔薇象鼻蟲屬(Pantomorus)物種(象鼻蟲)、鰓角金龜屬(Phyllophaga)物種(五月/六月甲蟲)、Phyllophaga cuyabana(金花蟲)、Phynchites物種、日本豆金龜(Popillia japonica)(日本金龜)、大穀蠹(Prostephanus truncates)(大型穀蠹)、穀蠹(Rhizopertha dominica)(小型穀蠹)、切根鰓金龜屬(Rhizotrogus)物種(歐洲甲蟲)、大象鼻蟲屬(Rhynchophorus)物種(象鼻蟲)、小蠹蟲屬(Scolytus)物種(木蠹)、喙甲屬(Sphenophorus)物種(Billbug)、條紋根瘤象鼻蟲(Sitona lineatus)(豆葉象鼻蟲)、倉儲稻穀象鼻蟲屬(Sitophilus)物種(穀物象鼻蟲)、穀象(Sitophilus granaries)(糧倉象鼻蟲)、米象(Sitophilus oryzae)(稻米象鼻蟲)、藥材甲蟲(Stegobium paniceum)(藥材行甲蟲)、擬穀盜屬(Tribolium)物種(麵粉甲蟲)、赤擬穀盜(Tribolium castaneum)(赤色麵粉甲蟲)、雜擬穀盜(Tribolium confusum)(雜食性麵粉甲蟲)、花斑皮蠹(Trogoderma variabile)(倉庫甲蟲)及玉米距步甲蟲(Zabrus tenebioides)。
在其他實施例中,本揭露內容的方法亦可用於防治革翅目(Dermaptera)(蠼螋)之成員。
在其他實施例中,本揭露內容的方法可用於防治網翅目(Dictyoptera)(蟑螂)之成員,其包括但不限於但不限於德國蜚蠊(Blattella germanica)(德國蟑螂)、東方蜚蠊(Blatta orientalis)(東方蟑螂)、賓夕凡尼亞木蠊(Parcoblatta pennylvanica)、美洲家蠊(Periplaneta americana)(美洲蟑螂)、澳洲家蠊(Periplaneta australoasiae)(澳洲蟑螂)、棕色家蠊(Periplaneta brunnea)(棕色蟑螂)、煙棕色家蠊(Periplaneta fuliginosa)(煙棕色蟑螂)、蘇利南匍蠊(Pyncoselus surinamensis)(蘇利南蟑螂)及棕帶蜚蠊(Supella longipalpa)(棕帶蟑螂)。
在其他實施例中,本揭露內容的方法可用於防治雙翅目(Diptera)(真蠅)之成員,其包括但不限於斑蚊屬(Aedes)物種(蚊子)、寬額斑潛蠅(Agromyza frontella)(苜蓿斑潛蠅)、潛葉蠅屬(Agromyza)物種(潛葉蠅)、果實蠅屬(Anastrepha)物種(果蠅)、加勒比海果實蠅(Anastrepha suspensa)(加勒比海果蠅)、瘧蚊屬(Anopheles)物種(蚊子)、果實蠅屬(Bactrocera)物種(果蠅)、瓜實蠅(Bactrocera cucurbitae)(瓜蠅)、東方果實蠅(Bactrocera dorsalis)(東方果蠅)、果實蠅屬(Ceratitis)物種(果蠅)、地中海果實蠅(Ceratitis capitata)(地中海果蠅)、黃虻屬(Chrysops)物種(鹿蠅)、錐蠅屬(Cochliomyia)物種(螺旋蠅)、癭蠅屬(Contarinia)物種(五倍子蠅)、家蚊屬(Culex)物種(蚊子)、癭蠅屬(Dasineura)物種(五倍子蠅)、甘藍癭蠅(Dasineura brassicae)(甘藍五倍子蠅)、種蠅屬(Delia)物種、灰地種蠅(Delia platura)(玉米種蠅)、果蠅屬(Drosophila)物種(醋蠅)、廁蠅屬(Fannia)物種(穢蠅)、黃腹廁蠅(Fannia canicularis)(小型家蠅)、灰腹廁蠅(Fannia scalaris)(廁蠅)、馬腸胃蠅(Gasterophilus intestinalis)(馬蠅)、Gracillia perseae、擾血蠅(Haematobia irritans)(角蠅)、黑蠅屬(Hylemyia)物種(根蠅)、紋皮牛蠅(Hypoderma lineatum)(普通牛蠐螬)、潛蠅屬(Liriomyza)物種(潛葉蠅)、菜斑潛蠅(Liriomyza brassica)(蛇紋斑潛蠅)、綿羊蝨蠅(Melophagus ovinus)(綿羊蜱)、家蠅屬
(Musca)物種(家蠅)、秋季家蠅(Musca autumnalis)(秋家蠅)、普通家蠅(Musca domestica)(家蠅)、羊狂蠅(Oestrus ovis)(綿羊馬蠅)、瑞典麥稈蠅(Oscinella frit)(麥稈蠅)、甜菜潛葉蠅(Pegomyia betae)(甜菜斑潛蠅)、草種蠅屬(Phorbia)物種、胡蘿蔔蠅(Psila rosae)(胡蘿蔔銹病蠅)、櫻桃實蠅(Rhagoletis cerasi)(櫻桃果蠅)、蘋果果實蠅(Rhagoletis pomonella)(蘋果蠅)、麥紅吸漿蟲(Sitodiplosis mosellana)(橙色麥穗吸漿蠓蟲)、廄刺蠅(Stomoxys calcitrans)(廐螫蠅)、虻屬(Tabanus)物種(馬蠅)及大蚊屬(Tipula)物種(大蚊)。
在其他實施例中,本揭露內容的方法可用於防治半翅目(Hemiptera)(真蝽)之成員,其包括但不限於綠椿象(Acrosternum hilare)(綠蝽)、長蝽象(Blissus leucopterus)(長蝽)、馬鈴薯盲椿象(Calocoris norvegicus)(馬鈴薯盲椿)、熱帶臭蟲(Cimex hemipterus)(熱帶臭蟲)、溫帶臭蟲(Cimex lectularius)(臭蟲)、Dagbertus fasciatus、Dichelops furcatus、方胸星椿象(Dysdercus suturellus)(棉椿象)、Edessa meditabunda、穀蟲(Eurygaster maura)(穀物椿象)、褐椿象(Euschistus heros)、褐臭椿(Euschistus servus)(棕色蝽)、安妥角盲蝽(Helopeltis antonii)、茶角盲蝽(Helopeltis theivora)(茶樹枯病蝽)、稻椿象屬(Lagynotomus)物種(蝽)、稻椿象(Leptocorisa oratorius)、異角蛛緣椿象(Leptocorisa varicornis)、盲椿象屬(Lygus)物種(盲椿)、草盲蝽(Lygus hesperus)(西方無澤盲椿)、桑粉介殼蟲(Maconellicoccus hirsutus)、七葉樹椿象(Neurocolpus longirostris)、稻綠椿象
(Nezara viridula)(南方綠蝽)、葉盲蝽屬(Phytocoris)物種(盲椿)、加州葉盲蝽(Phytocoris californicus)、相對葉盲蝽(Phytocoris relativus)、蓋丁機璧蝽(Piezodorus guildingi)、四紋盲蝽(Poecilocapsus lineatus)(四線盲椿)、中國雜盲蝽(Psallus vaccinicola)、酪梨網蝽(Pseudacysta perseae)、土蝽(Scaptocoris castanea)及錐鼻蟲屬(Triatoma)物種(吸血錐蝽/接吻蟲)。
在其他實施例中,本揭露內容的方法可用於防治同翅目(Homoptera)(蚜蟲、介殼蟲、粉蝨、葉蟬)之成員,其包括但不限於豌豆蚜(Acyrthosiphon pisum)(豌豆蚜蟲)、球蚜屬(Adelges)物種(球蚜)、歐洲甘藍粉蝨(Aleyrodes proletella)(甘藍粉蝨)、螺旋粉蝨(Aleurodicus disperses)、捲毛粉蝨(Aleuroyhrixus floccosus)(毛粉蝨)、白輪盾介殼蟲屬(Aulacaspis)物種、二點小綠葉蟬(Amrasca biguttula biguttula)、尖胸沫蟬屬(Aphrophora)物種(葉蟬)、赤圓介殼蟲(Aonidiella aurantii)(加州紅色介殼蟲)、蚜蟲屬(Aphis)物種(蚜蟲)、棉蚜(Aphis gossypii)(棉蚜蟲)、蘋果蚜(Aphis pomi)(蘋果蚜蟲)、馬鈴薯蚜(Aulacorthum solani)(毛地黃蚜蟲)、粉蝨屬(Bemisia)物種(粉蝨)、銀葉粉蝨(Bemisia argentifolii)、甘藷粉蝨(Bemisia tabaci)(甘藷粉蝨)、有害微管蚜(Brachycolus noxius)(俄羅斯蚜蟲)、蘆筍小管蚜(Brachycorynella asparagi)(蘆筍蚜蟲)、水稻粉紅粉介殼蟲(Brevennia rehi)、菜蚜(Brevicoryne brassicae)(甘藍蚜蟲)、介殼蟲屬(Ceroplastes)物種(介殼蟲)、紅蠟介殼蟲
(Ceroplastes rubens)(紅蠟介殼蟲)、盾介殼蟲屬(Chionaspis)物種(介殼蟲)、圓盾介殼蟲屬(Chrysomphalus)物種(介殼蟲)、胭脂蟲屬(Coccus)物種(介殼蟲)、車前草蚜(Dysaphis plantaginea)(玫瑰色蘋果蚜蟲)、小綠葉蟬屬(Empoasca)物種(葉蟬)、蘋果綿蚜(Eriosoma lanigerum)(毛蘋果蚜蟲)、吹綿介殼蟲(Icerya purchasi)(棉墊介殼蟲)、芒果黃線葉蟬(Idioscopus nitidulus)(芒果葉蟬)、斑飛蝨(Laodelphax striatellus)(小型棕色飛蝨)、盾介殼蟲屬(Lepidosaphes)物種、長管蚜屬(Macrosiphum)物種、馬鈴薯網管蚜(Macrosiphum euphorbiae)(馬鈴薯蚜蟲)、小麥長管蚜(Macrosiphum granarium)(英國穀物蚜蟲)、玫瑰長管蚜(Macrosiphum rosae)(玫瑰蚜蟲)、翠菊葉蟬(Macrosteles quadrilineatus)(翠菊葉蟬)、Mahanarva frimbiolata、麥無網長管蚜(Metopolophium dirhodum)(玫瑰穀物蚜蟲)、長角椿象(Mictis longicornis)、瘤蚜屬(Myzus)物種、桃蚜(Myzus persicae)(綠色桃蚜)、黑尾葉蟬屬(Nephotettix)物種(葉蟬)、綠葉蟬(Nephotettix cinctipes)(綠色葉蟬)、褐飛蝨(Nilaparvata lugens)(棕色飛蝨)、黃點介殼蟲(Parlatoria pergandii)(糠片介殼蟲)、黑片盾介殼蟲(Parlatoria ziziphi)(黑檀色介殼蟲)、玉米飛蝨(Peregrinus maidis)(玉米飛蝨)、長沫蟬屬(Philaenus)物種(spittlebugs)、葡萄根瘤蚜(Phylloxera vitifoliae)(葡萄瘤蚜)、雲杉球蚧(Physokermes piceae)(雲杉芽介殼蟲)、粉介殼蟲屬(Planococcus)物種(粉蚧)、粉介殼蟲屬(Pseudococcus)物種(粉蚧)、鳳梨粉介殼蟲
(Pseudococcus brevipes)(鳳梨粉蚧)、梨齒盾介殼蟲(Quadraspidiotus perniciosus)(聖荷西介殼蟲)、縊管蚜屬(Rhopalosiphum)物種(蚜蟲)、玉米蚜(Rhopalosiphum maida)(玉米葉蚜蟲)、稻麥蚜(Rhopalosiphum padi)(燕麥稠李蚜蟲)、硬介殼蟲屬(Saissetia)物種(介殼蟲)、工背硬介殼蟲(Saissetia oleae)(黑介殼蟲)、麥二叉蚜(Schizaphis graminum)(綠蚜)、麥長管蚜(Sitobion avenae)(英國穀物蚜蟲)、白背褐蝨(Sogatella furcifera)(白背飛蝨)、彩斑蚜屬(Therioaphis)物種(蚜蟲)、龜紋蠟介殼蟲屬(Toumeyella)物種(介殼蟲)、桔蚜屬(Toxoptera)物種(蚜蟲)、粉蝨屬(Trialeurodes)物種(粉蝨)、溫室粉蝨(Trialeurodes vaporariorum)(溫室粉蝨)、莔麻粉蝨(Trialeurodes abutiloneus)(斑翅粉蝨)、矢盾蚧屬(Unaspis)物種(介殼蟲)、箭頭介殼蟲(Unaspis yanonensis)(箭頭介殼蟲)及Zulia entreriana。至少在一些實施例中、本揭露內容的方法可用於防治桃蚜(Myzus persicae)。
在其他實施例中,本揭露內容的方法可用於防治膜翅目(Hymenoptera)(螞蟻、黃蜂及蜜蜂)之成員,其包括但不限於切葉蟻屬(Acromyrrmex)物種、黃翅菜葉蜂(Athalia rosae)、切葉蟻屬(Atta)物種(切葉螞)、巨山蟻屬(Camponotus)物種(大黑蟻)、松葉蜂屬(Diprion)物種(鋸蜂)、山蟻屬(Formica)物種(螞蟻)、阿根廷蟻(Iridomyrmex humilis)(阿根廷螞蟻)、家蟻屬(Monomorium)物種、小黑家蟻(Monomorium minumum)(小黑蟻)、小黃家蟻(Monomorium pharaonis)(法老蟻)、新松葉蜂屬(Neodiprion)物種(鋸蜂)、收獲蟻屬
(Pogonomyrmex)物種(收穫蟻)、長腳蜂屬(Polistes)物種(胡蜂)、火蟻屬(Solenopsis)物種(火蟻)、酸臭家蟻(Tapoinoma sessile)(臭家蟻)、皺家蟻屬(Tetramorium)物種(鋪道蟻)、黃胡蜂屬(Vespula)物種(黃蜂)及木蜂屬(Xylocopa)物種(木匠蜂)。
在特定的實施例中,本揭露內容的方法可用於防治等翅目(Isoptera)(白蟻)之成員,其包括但不限於家白蟻屬(Coptotermes)物種、大家白蟻(Coptotermes curvignathus)、法國家白蟻(Coptotermes frenchii)、臺灣家白蟻(Coptotermes formosanus)(臺灣地下白蟻)、長鼻白蟻屬Cornitermes)物種(長鼻白蟻)、木白蟻屬(Cryptotermes)物種(乾木白蟻)、異白蟻屬(Heterotermes)物種(沙漠地下白蟻)、金黃色異白蟻(Heterotermes aureus)、木白蟻屬(Kalotermes)物種(乾木白蟻)、切白蟻屬(Incistitermes)物種(乾木白蟻)、大白蟻屬(Macrotermes)物種(培養真菌型白蟻)、緣白蟻屬(Marginitermes)物種(乾木白蟻)、鋸白蟻屬(Microcerotermes)物種(草白蟻)、小白蟻(Microtermes obesi)、原角白蟻屬(Procornitermes)物種、散白蟻屬(Reticulitermes)物種(地下白蟻)、班努斯散白蟻(Reticulitermes banyulensis)、草地散白蟻(Reticulitermes grassei)、黃肢散白蟻(Reticulitermes flavipes)(東方地下白蟻)、淺色南方散白蟻(Reticulitermes hageni)、美國散白蟻(Reticulitermes hesperus)(西方地下白蟻)、桑特散白蟻(Reticulitermes santonensis)、黃胸散白蟻(Reticulitermes speratus)、乾地散白蟻(Reticulitermes tibialis)、南方散白蟻(Reticulitermes virginicus)、長鼻白蟻屬(Schedorhinotermes)物種及濕木白蟻屬(Zootermopsis)物種(腐木白蟻)。
在其他實施例中,本揭露內容的方法可用於防治鱗翅目(Lepidoptera)(蛾與蝶)之成員,其包括但不限於蓖麻螟蛉(Achoea janata)、捲葉蛾屬(Adoxophyes)物種、棉褐帶捲葉蛾(Adoxophyes orana)、切根蟲屬(Agrotis)物種(切根蟲)、球菜夜蛾(Agrotis ipsilon)(黑切根蟲)、棉葉夜蛾(Alabama argillacea)(棉夜蛾)、鱷梨捲葉蛾(Amorbia cuneana)、臍橙螟(Amyelosis transitella)(臍橙螟蛾)、褐影灰蛾(Anacamptodes defectaria)、桃枒蛾(Anarsia lineatella)(桃桃枝螟蟲)、黃麻夜蛾(Anomis sabulifera)(黃麻尺蠖)、藜豆夜蛾(Anticarsia gemmatalis)(藜豆毛蟲)、果樹黃捲蛾(Archips argyrospila)(果樹捲葉蟲)、玫瑰黃捲蛾(Archips rosana)(玫瑰捲葉蟲)、銀帶捲葉蛾屬(Argyrotaenia)物種(捲葉蛾)、橘帶捲葉蛾(Argyrotaenia citrana)(橘色捲葉蛾)、叉紋夜蛾(Autographa gamma)、蘋果捲葉蛾(Bonagota cranaodes)、台灣單帶弄蝶(Borbo cinnara)(稻縱捲葉蟲)、棉潛蛾(Bucculatrix thurberiella)(棉葉潛蛾)、細蛾屬(Caloptilia)物種(潛葉蟲)、網紋捲蛾(Capua reticulana)、桃蛀果蛾(Carposina niponensis)(桃小食心蟲)、禾草螟屬(Chilo)物種、芒果橫線尾夜蛾(Chlumetia transversa)(芒果螟蛾)、玫瑰帶紋捲葉蛾(Choristoneura rosaceana)(斜帶捲葉蟲)、夜蛾屬(Chrysodeixis)物種、稻縱捲葉螟(Cnaphalocerus medinalis)(草捲葉蟲)、粉蝶屬(Colias)物種、可可細蛾(Conpomorpha cramerella)、芳香木蠹蛾(Cossus cossus)(木蠹蛾)、草螟蛾屬(Crambus)物種(草地螟)、李小食心蟲(Cydia funebrana)(李小蠹蛾)、桃折心蟲(Cydia molesta)(東方蛀果蛾)、豆莢小捲蛾(Cydia nignicana)(豌豆蛀莢蛾)、蘋果蠹蛾(Cydia pomonella)(蘋果捲葉蛾)、雙管刺蛾(Darna diducta)、野螟蛾屬(Diaphania)物種(莖螟)、異草螟屬(Diatraea)物種(條螟)、條螟(Diatraea saccharalis)(甘蔗螟蟲)、西南玉米螟(Diatraea graniosella)(西南玉米螟蟲)、瘤蛾屬(Earias)物種(螟蛉)、島嶼齒緣瘤蛾(Earias insulata)(埃及螟蛉)、翠紋鑽夜蛾(Earias vitella)(粗糙北方螟蛉)、Ecdytopopha aurantianum、南美玉米苗斑螟(Elasmopalpus lignosellus)(小玉米螟)、淺褐蘋果蛾(Epiphysias postruttana)(淺褐色蘋果蛾)、粉螟屬(Ephestia)物種(粉螟)、粉斑螟蛾(Ephestia cautella)(粉斑螟)、菸草粉斑螟(Ephestia elutella)(菸草螟)、地中海粉螟(Ephestia kuehniella)(地中海粉螟)、Epimeces屬物種、夜小捲蛾(Epinotia aporema)、尖翅蕉挵蝶(Erionota thrax)(香蕉排蝶)、女貞細捲蛾(Eupoecilia ambiguella)(葡萄捲葉蛾)、原切根蟲(Euxoa auxiliaris)(行軍切根蟲)、夜盜蟲屬(Feltia)物種(切根蟲)、夜蛾屬(Gortyna)物種(莖螟)、桃折心蟲(Grapholita molesta)(東方蛀果蛾)、三紋螟蛾(Hedylepta indicata)(豆捲葉螟)、夜蛾屬(Helicoverpa)物種(夜蛾)、棉鈴實夜蛾(Helicoverpa armigera)(棉螟蛉)、玉米穗蟲(Helicoverpa zea)(螟蛉/棉蛉蟲)、夜蛾屬(Heliothis)物
種(夜蛾)、菸芽夜蛾(Heliothis virescens)(菸草夜蛾)、菜心螟(Hellula undalis)(甘藍菜螟)、根蠹屬(Indarbela)物種(根螟蟲)、番茄蠹蛾(Keiferia lycopersicella)(番茄蠹蛾)、茄螟(Leucinodes orbonalis)(茄螟蛾)、旋紋潛蛾(Leucoptera malifoliella)、細蛾屬(Lithocollectis)物種、葡萄小捲蛾(Lobesia botrana)(葡萄果蠹蛾)、夜蛾屬(Loxagrotis)物種(夜蛾)、西方豆夜盜蟲(Loxagrotis albicosta)(西方豆切根蟲)、榕舞毒蛾(Lymantria dispar)(舞蛾)、萊氏潛葉蛾(Lyonetia clerkella)(蘋果潛葉蟲)、科比特簑蛾(Mahasena corbetti)(油棕蓑蛾)、枯葉蛾屬(Malacosoma)物種(天幕毛蟲)、甘藍夜蛾(Mamestra brassicae)(甘藍夜盜蛾)、豆莢螟(Maruca testulalis)(豆莢螟)、平簑蛾(Metisa plana)(蓑蛾)、栗夜盜蟲(Mythimna unipuncta)(真夜盜蛾)、新野螟蛾(Neoleucinodes elegantalis)(小型番茄螟蟲)、白水螟蛾(Nymphula depunctalis)(稻縱卷葉螟)、冬蛾(Operophthera brumata)(冬蛾)、歐洲玉米螟(Ostrinia nubilalis)(歐洲玉米螟蟲)、大戟草尺蠖蛾(Oxydia vesulia)、葡萄褐捲蛾(Pandemis cerasana)(普通醋粟捲葉蛾)、網紋褐捲葉蛾(Pandemis heparana)(棕色蘋果捲葉蛾)、非洲達摩鳳蝶(Papilio demodocus)、棉紅鈴蟲(Pectinophora gossypiella)(粉紅螟蛉)、夜蛾屬(Peridroma)物種(切根蟲)、雜色夜蛾(Peridroma saucia)(雜色切根蟲)、咖啡潛葉蛾(Perileucoptera咖啡lla)(白色咖啡斑潛蠅)、馬鈴薯蠹蛾(Phthorimaea operculella)(馬鈴薯塊莖蛾)、柑橘潛葉蛾(Phyllocnisitis citrella)、細蛾屬
(Phyllonorycter)物種(斑潛蠅)、紋白蝶(Pieris rapae)(甘藍紋白蝶)、苜蓿綠夜蛾(Plathypena scabra)、印度穀螟蛾(Plodia interpunctella)(印度穀蛾)、小菜蛾(Plutella xylostella)(菱紋背蛾)、葡萄果實小捲蛾(Polychrosis viteana)(葡萄捲葉蛾)、桔果巢蛾(Prays endocarpa)、油橄欖巢蛾(Prays oleae)(橄欖蛾)、擬黏夜蛾屬(Pseudaletia)物種(夜蛾)、單斑擬黏夜蛾(Pseudaletia unipunctata)(夜盜蛾)、大豆夜蛾(Pseudoplusia includens)(大豆尺蠖)、向日葵尺蠖(Rachiplusia nu)、三化螟(Scirpophaga incertulas)、蛀莖夜蛾屬(Sesamia)物種(莖螟)、大螟蟲(Sesamia inferens)(粉紅色稻莖螟)、西非蛀莖夜蛾(Sesamia nonagrioides)、銅斑褐刺蛾(Setora nitens)、麥蛾(Sitotroga cerealella)(安古木瓦穀蠹)、葡萄捲葉蛾(Sparganothis pilleriana)、夜蛾屬(Spodoptera)物種(夜盜蛾)、甜菜夜蛾(Spodoptera exigua)(甜菜夜盜蛾)、秋夜盜蛾(Spodoptera fugiperda)(秋季夜盜蛾)、南方夜蛾(Spodoptera oridania)(南方夜盜蛾)、透翅蛾屬(Synanthedon)物種(根螟蟲)、巴西里得小灰蝶(Thecla basilides)、Thermisia gemmatalis、衣蛾(Tineola bisselliella)(負袋夜蛾)、粉紋夜蛾(Trichoplusia ni)(甘藍尺蠖)、蕃茄斑潛蠅(Tuta absoluta)、巢蛾屬(Yponomeuta)物種、啡咖木蠹蛾(Zeuzera coffeae)(紅枝螟)及梨豹蠹蛾(Zeuzera pyrina)(豹蠹蛾)。至少在一些實施例中,本揭露內容的方法可用於防治甜菜夜蛾(Spodoptera exigua)。
本揭露內容的方法亦可用於防治食毛目
(Mallophaga)(嚼蝨)之成員,其包括但不限於羊毛蝨(Bovicola ovis)(綿羊嚼蝨)、黄體羽蝨(Menacanthus stramineus)(雛雞羽蝨)及雞羽蝨(Menopon gallinae)(普通雞蝨)。
在其他實施例中,本揭露內容的方法可用於防治直翅目(Orthoptera)(蚱蜢、蝗蟲及蟋蟀)之成員,其包括但不限於摩蒙螽斯(Anabrus simplex)(摩門蟋蟀)、螻蛄科(Gryllotalpidae)物種(螻蛄)、飛蝗(Locusta migratoria)、黑蝗屬(Melanoplus)物種(蚱蜢)、角翅蟈蟈(Microcentrum retinerve)(角翅螽斯)、螽斯屬(Pterophylla)物種(螽斯)、非洲沙漠飛蝗(Schistocerca gregaria)、叉尾螽斯(Scudderia furcata)(叉尾灌叢樹螽)及Valanga nigricorni。
在其他實施例中,本揭露內容的方法可用於防治毛蝨目(Phthiraptera)(吸血蝨)之成員,其包括但不限於血蝨屬(Haematopinus)物種(牛蝨與豬蝨)、綿羊顎蝨(Linognathus ovillus)(綿羊蝨)、頭蝨(Pediculus humanus capitis)(人體蝨)、體蝨(Pediculus humanus humanus)(人體蝨)及陰蝨(Pthirus pubis)(陰蝨)。
在特定實施例中,本揭露內容的方法可用於防治隱翅目(Siphonaptera)(跳蚤)之成員,其包括但不限於狗櫛頭蚤(Ctenocephalides canis)(狗蚤)、貓櫛頭蚤(Ctenocephalides felis)(貓蚤)及人蚤(Pulex irritans)(人蚤)。
在其他實施例中,本揭露內容的方法可用於防治櫻翅目(Thysanoptera)(薊馬)之成員,其包括但不限於菸草
花薊馬(Frankliniella fusca)(菸草薊馬)、西方花薊馬(Frankliniella occidentalis)(西方花薊馬)、梳缺薊馬(Frankliniella shultzei)、威廉斯花薊馬(Frankliniella williamsi)(玉米薊馬)、溫室薊馬(Heliothrips haemorrhaidalis)(溫室薊馬)、腹鉤薊馬(Riphiphorothrips cruentatus)、硬薊馬屬(Scirtothrips)物種、柑桔薊馬(Scirtothrips citri)(柑橘薊馬)、小黃薊馬(Scirtothrips dorsalis)(綠茶薊馬)、帶薊馬(Taeniothrips rhopalantennalis)及薊馬屬(Thrips)物種。
本揭露內容的方法亦可用於防治櫻尾目(Thysanura)(蠹蟲)之成員,其包括但不限於衣魚屬(Lepisma)物種(蠹魚)及斑衣魚屬(Thermobia)物種(家衣魚)。
在其他實施例中,本揭露內容的方法可用於防治蟎蜱目(Acari)(蟎與蜱)之成員,其包括但不限於伍氏蜂蟎(Acarapsis woodi)(蜜蜂氣管蟎)、粉蹣屬(Acarus)物種(食物蟎)、粗足粉蟎(Acarus siro)(穀蟎)、芒果瘤節蜱(Aceria mangiferae)(芒果芽蟎)、刺皮節蜱屬(Aculops)物種、番茄刺皮癭蟎(Aculops lycopersici)(番茄銹蟎)、皮拉卡斯節蜱(Aculus pelekassi)、皮拉卡斯節蜱(Aculus pelekassi)、蘋果銹蜱(Aculus schlechtendali)(蘋果銹蟎)、美洲花蜱(Amblyomma americanum)(孤星蜱)、牛蜱屬(Boophilus)物種(蜱)、卵圓偽葉蟎(Brevipalpus obovatus)(卵形短鬚蟎)、紫偽葉蟎(Brevipalpus phoenicis)(紅黑色扁平蟎)、蠕形蟎屬(Demodex)物種(疥蟎)、硬蜱屬(Dermacentor)物種(硬蜱)、
美洲大革蜱(Dermacentor variabilis)(美洲狗蜱)、歐洲室塵蟎(Dermatophagoides pteronyssinus)(家塵蟎)、始葉蟎屬(Eotetranychus)、鵝耳櫪始葉蟎(Eotetranychus carpini)(黃蜘蛛蟎)、節蜱屬(Epitimerus)物種、節蟎屬(Eriophyes)物種、硬蜱屬(Ixodes)物種(蜱)、全爪蟎屬(Metatetranycus)物種、貓疥癬蟲(Notoedres cati)、葉蟎屬(Oligonychus)物種、咖啡葉蟎(Oligonychus coffee)、紅葉蟎(Oligonychus ilicis)(南方紅蟎)、葉蟎屬(Panonychus)物種、柑桔葉蟎(Panonychus citri)(柑橘紅蟎)、歐洲葉蟎(Panonychus ulmi)(歐洲紅蟎)、柑桔銹蟎(Phyllocoptruta oleivora)(柑橘銹蟎)、側多食跗線蟎(Polyphagotarsonemun latus)(廣泛蟎)、褐犬蜱(Rhipicephalus sanguineus)(褐狗蜱)、根蟎屬(Rhizoglyphus)物種(根蟎)、人疥蟎(Sarcoptes scabiei)(疥癬蟲)、癭蟎(Tegolophus perseaflorae)、葉蟎屬(Tetranychus)物種、二點葉蟎(Tetranychus urticae)(二點蛛蟎)及蜜蜂蟹蟎(Varroa destructor)(蜜蜂蟎)。
在其他實施例中,本揭露內容的方法可用於防治圓蟲綱(Nematoda)(線蟲)之成員,其包括但不限於葉芽線蟲屬(Aphelenchoides)物種(葉芽線蟲)、刺線蟲屬(Belonolaimus)物種(刺線蟲)、環紋線蟲屬(Criconemella)物種(環線蟲)、犬心絲蟲(Dirofilaria immitis)(狗心絲蟲)、莖線蟲屬(Ditylenchus)物種(莖與球莖線蟲)、包囊線蟲屬(Heterodera)物種(胞囊線蟲)、玉米胞囊線蟲(Heterodera zeae)(玉米胞囊線蟲)、穿根線蟲屬(Hirschmanniella)物種(根線蟲)、冠線蟲
屬(Hoplolaimus)物種(矛線蟲)、根瘤線蟲屬(Meloidogyne)物種(根瘤線蟲)、南方根瘤線蟲(Meloidogyne incognita)(根瘤線蟲)、蟠尾絲蟲(Onchocerca volvulus)(鉤尾蟲)、根腐線蟲屬(Pratylenchus)物種(病變線蟲)、穿孔線蟲屬(Radopholus)物種(穿孔線蟲)及腎形線蟲(Rotylenchus reniformis)(腎形線蟲)。
至少在一些實施例中、本揭露內容的方法可用於防治鱗翅目(Lepidoptera)、鞘翅目(Coleoptera)、同翅目(Homoptera)、半翅目(Hemiptera)、櫻翅目(Thysanoptera)、等翅目(Isoptera)、直翅目(Orthoptera)、雙翅目(Diptera)、膜翅目(Hymenoptera)及隱翅目(Siphonaptera)之一或多者中的至少一種昆蟲,及蟎蜱目(Acari)中的至少一種蟎。
綠桃蚜(桃蚜(Myzus persicae))係為害桃樹之最顯著的蚜蟲有害生物,其造成生長減緩、葉片枯萎及各種組織死亡。其亦因為作用為輸送植物病毒的載體而為害植物,諸如將馬鈴薯病毒Y與馬鈴薯捲葉病毒輸送至顛茄/馬鈴薯科即茄科(Solanaceae)的成員,及將各種嵌紋病毒輸送至其他糧食作物。綠桃蚜所攻擊的植物諸如青花菜、牛蒡、甘藍、胡蘿蔔、花椰菜、蘿蔔、茄子、綠豆、萵苣、澳洲胡桃、木瓜、胡椒、甘藷、番茄、水芹及筍瓜以及其他植
物。綠桃蚜亦攻擊多種觀賞作物,諸如康乃馨、菊花、觀葉白球甘藍、聖誕紅及玫瑰。綠桃蚜已對於多種殺蟲劑產生抗藥性。
使用種於7.6公分盆中及具有2至3片(3至5公分)真葉的甘藍苗作為試驗對象。在進行化學施用之前一天,以20至50隻綠桃蚜(無翅成蟲與稚蟲期)感染該等苗。在各項處理中使用四個盆,盆中種有個別的苗。將試驗化合物(2毫克)溶於2毫升的丙酮/甲醇(1:1)溶劑中,形成1000ppm的試驗化合物儲備液。以位於水中的0.025%妥文(Tween)20將該儲備液稀釋5倍,而得200ppm的試驗化合物溶液。使用手持抽氣式噴灑器,在甘藍葉片的兩側噴灑溶液直至溢流為止。使用僅含有20體積%的丙酮/甲醇(1:1)溶劑之稀釋劑,噴灑參考植物(供溶劑檢查)。在評等之前,經處理的植物係在約25℃及環境相對濕度(RH)的安置室中存放三天。藉由在顯微鏡下計數每株植物上的活蚜蟲數目,而進行評估。使用如下之愛伯特(Abbott)校正公式(W.S.Abbott於期刊“J.Econ.Entomol.”第18期(1925年)第265-267頁之“一種計算殺昆蟲劑效用之方法(A Method of Computing the Effectiveness of an Insecticide)”乙文),測定防治百分比。
經校正的防治%=100 *(X-Y)/X其中X=在溶劑檢查植物上之活蚜蟲數目及Y=在經處理的植物上之活蚜蟲數目
結果係示於表2,其標題為“綠桃蚜蟲(GPA)
(MYZUPE)與甘藷粉蝨遊走若蟲(WF)(BEMITA)之生物數據”(參見表格部分)。
根據報導,甘藷粉蝨(甘藷粉蝨(Bemisia tabaci))是嚴重為害全球栽培作物的一種有害生物。其宿主之範圍極其廣泛,會攻擊來自63個植物科別之超過500種的植物。雜草往往作為農作物有害生物的替代宿主。藉由穿刺植物葉片及吸取汁液而引起直接的取食損害。該取食作用導致植物弱化與早枯,進而降低植物生長速度與產量。間接損害係由粉蝨所產生的蜜汁之累積所造成。蜜汁可作為供黑煤病菌在葉片與果實上生長的基質,進而減少光合作用,及降低植物的市場價值或產量。當甘藷粉蝨承載植物病毒時,也會造成損害。甘藷粉蝨被認為是全世界最常見與最重要之植物病毒的粉蝨類載體。
使用種於7.6公分盆中及具有1片(4至5公分)真葉的棉花(陸地棉(Gossypium hirsutum))植株作為試驗對象。在進行化學施用之4至5天前,以200至400個粉蝨卵感染該等植物。在各項處理中使用四個盆,盆中種有個別的苗。將試驗化合物(2毫克)溶於1毫升的丙酮溶劑中,形成2000ppm的試驗化合物儲備液。以位於水(稀釋劑)中的0.025%妥文(Tween)20將該儲備液稀釋10倍,而得200ppm的試驗化合物溶液。使用手持抽氣式噴灑器,在棉花葉片的兩側噴灑溶液直至溢流為止。使用僅含有10體積%的丙酮溶劑之
稀釋劑,噴灑參考植物(供溶劑檢查)。在評等之前,經處理的植物係在約25℃及環境相對濕度(RH)的安置室中存放9天。藉由在顯微鏡下計數每株植物上之第3至第4若蟲階段的活蟲數目,而進行評估。使用如下之愛伯特(Abbott)校正公式(W.S.Abbott於期刊“J.Econ.Entomol.”第18期(1925年)第265-267頁之“一種計算殺昆蟲劑效用之方法”乙文),測定防治百分比。
經校正的防治%=100 *(X-Y)/X其中X=在溶劑檢查植物上之活若蟲數目及Y=在經處理的植物上之活若蟲數目
結果係示於表2,其標題為“綠桃蚜蟲(GPA)(MYZUPE)與甘藷粉蝨遊走若蟲(WF)(BEMITA)之生物數據”(參見表格部分)。所揭露的殺蟲性化合物對於綠桃蚜蟲與粉蝨等昆蟲之致死功效評等係如表1所示。
下列實施例係用於更詳細地說明本發明的實施例。就本發明的範圍而言,不應將該等實例解釋為具有窮舉性或排他性。
下列實例係為了說明之目的,不應將本揭露內容視為僅侷限於該等實例中所揭露的實施例。
從商業來源取得之起始原料、試劑及溶劑係未經進一步純化即使用。無水溶劑係購自艾爾迪希(Aldrich)公司之SURE/SEALTM,及以所收到的形式使用。熔點係在湯馬斯胡佛(Thomas Hoover)公司的Unimelt毛細管熔點儀或在史丹福研究系統(Stanford Research Systems)公司的OptiMelt自動化熔點系統上測得,及未經校正。採用“室溫”之實例係在溫度約20℃至24℃之具有受控環境的實驗室中進行。化學化合物係以其等的已知名稱顯示,該等名稱係依據ISIS Draw、ChemDraw或ACD Name Pro內的命名程式命名。若該等程式無法命名一化學化合物,則該化學化合物係依照習用的命名規則命名。1H NMR光譜數據係以ppm(δ)為單位及於300、400或600MHz記錄。13C NMR光譜數據係以ppm(δ)為單位及於75、100或150MHz記錄。19F NMR光譜數據係以ppm(δ)為單位及於376MHz記錄,除非另有說明。
在配備有加熱包、回流冷凝器及氮氣入口的一個圓底燒瓶中,在N,N-二-三級丁氧基羰基(2-(吡啶-3-基)噻唑-5-基)胺(如第WO 2010/129497A1號PCT專利公開案所述製備)(19.0克,50.3毫莫耳)於乙腈(MeCN,250毫升)中之一溶液中,添加N-氯琥珀醯亞胺(14.4克,108毫莫耳)。將混合物加熱至約65℃達1小時。然後,將混合物冷卻至室溫(約22℃),及在減壓下濃縮至體積約20毫升。用乙酸乙酯(EtOAc)與二乙基醚稀釋殘餘物,用飽和的碳酸氫鈉(NaHCO3)水溶液清洗,用硫酸鎂(MgSO4)乾燥,然後在減壓下濃縮而得一褐色固體。在用己烷與乙酸乙酯洗提的矽膠上純化該固體,而得橙黃色固體狀的標題化合物(C1)(12.5克,60%)。1H NMR(400MHz,氯仿-d)δ 9.12(d,J=2.2Hz,1H),8.70(dd,J=4.8,1.7Hz,1H),8.22(dt,J=8.0,2.0Hz,1H),7.43(dd,J=8.0,4.8Hz,1H),1.49(s,18H).13C NMR(101MHz,CDCl3)δ 161.56,151.54,149.44,147.04,137.98,133.05,129.69,128.74,123.76,84.51,27.75.ESIMS m/z:412([M-H]-).
例2
三級丁基(4-氯-2-(吡啶-3-基)噻唑-5-基)胺甲酸酯之製備作用
在N,N-二-三級丁氧基羰基(4-氯-2-(吡啶-3-基)噻唑-5-基)胺(C1)(10克,24.28毫莫耳)於二氯甲烷(250毫升)中之一溶液中,添加TFA(25毫升)。在攪拌15分鐘之後,將反應分次倒入含有20克的碳酸鈉(Na2CO3)之600毫升的水中,及劇烈攪拌10分鐘。將混合物轉移至一個分液漏斗中,將有機相分離,用硫酸鈉(Na2SO4)乾燥及在減壓下濃縮,而得一紅色固體。在用己烷與乙酸乙酯洗提的矽膠上純化該固體,而得米黃色固體狀的標題化合物(C2)(3.5克,產率為46%)。1H NMR(400MHz,氯仿-d)δ 9.11(d,J=2.4Hz,1H),8.63(dd,J=4.8,1.7Hz,1H),8.15(dt,J=8.0,2.0Hz,1H),7.79(s,1H),7.36(dd,J=8.0,4.8Hz,1H),1.55(s,9H).13C NMR(101MHz,CDCl3)δ 153.99,152.01,150.32,146.49,132.53,129.73,129.24,123.71,123.14,83.13,28.16.ESIMS m/z 310([M-H]-).
在三級丁基(4-氯-2-(吡啶-3-基)噻唑-5-基)胺甲酸酯(C2)(3.00克,9.62毫莫耳)於DMF(5毫升)中的冰冷溶液中,添加氫化鈉(60%油懸浮液,0.404克,10.1毫莫耳)。在室溫中攪拌所產生的黃褐色混合物10分鐘,及添加3-溴丙-1-炔(1.37克,11.6毫莫耳)。在約0℃至5℃攪拌該混合物30分鐘,及將冰浴移除。在室溫再攪拌4小時之後,用飽和的氯化銨(NH4Cl)水溶液將反應驟冷,及用乙酸乙酯稀釋。將有機相分離,及用乙酸乙酯(3 x 50毫升)萃取水相。用硫酸鎂乾燥合併後的乙酸乙酯萃取物,加以過濾及在減壓下濃縮,而得褐色固體狀的標題化合物(C3)(2.78g,78%),熔點約為74℃至76℃。1H NMR(400MHz,氯仿-d)δ 9.11(d,J=2.2Hz,1H),8.69(dd,J=4.8,1.6Hz,1H),8.21(dt,J=8.0,2.0Hz,1H),7.40(dd,J=8.1,4.9Hz,1H),4.43(d,J=2.5Hz,2H),2.33(t,J=2.5Hz,1H),1.47(s,9H).ESIMS m/z 350.50([M+H]+).
在三級丁基(4-氯-2-(吡啶-3-基)噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(C3)(2.00克,5.72毫莫耳)於無水二烷(2毫升)中之一溶液中,添加位於二烷(10.0毫升,40.0毫莫耳)中的4M鹽酸溶液。將燒瓶與一乾燥管連接,及在室溫中攪拌該混合物36小時。將橙黃色固體過濾,及依序用二乙基醚(10毫升)與己烷(10毫升)清洗,及在高度真空下乾燥,而得橙色固體狀的標題化合物(C4)(1.55克,90%),其熔點高於約250℃。1H NMR(400MHz,d 6 -DMSO)δ 9.11-8.88(m,1H),8.62(dd,J=5.2,1.5Hz,1H),8.37(ddd,J=8.1,2.3,1.4Hz,1H),7.68(ddd,J=8.1,5.2,0.8Hz,1H),4.75(bs,3.95(d,J=2.5Hz,2H),3.27(t,J=2.4Hz,1H)(未觀察到NH).ESIMS m/z:250.49([M-HCl+H]+).依據例4中所揭露的程序,製備下列分子:
4-氯-2-(5-氟吡啶-3-基)-N-(丙-2-炔-1-基)噻唑-5-胺鹽酸鹽(化合物CA1)
分離出褐色固體狀的化合物CA1(0.992克,86%):熔點為141至154℃;1H NMR(400MHz,DMSO-d 6)δ 8.82(t,J=1.6Hz,1H),8.57(d,J=2.4Hz,1H),8.03(td,J=2.8,9.8Hz,1H),6.59(bs,2H),3.99(d,J=2.4Hz,2H),3.31(t,J=2.4Hz,1H);ESIMS m/z 268([M+H]+).
4-氯-N-(丙-2-炔-1-基)-2-(嘧啶-5-基)噻唑-5-胺鹽酸鹽(化合物CA2)
分離出褐色固體狀的化合物CA2(0.997克,81%):熔點為214至215℃;1H NMR(400MHz,DMSO-d 6)δ 9.16(s,1H),9.13(s,2H),6.45(bs,2H),4.00(d,J=2.4Hz,2H),3.32(t,J=2.4Hz,1H);ESIMS m/z 251([M+H]+).
在4-氯-N-(丙-2-炔-1-基)-2-(吡啶-3-基)噻唑-5-胺
鹽酸鹽(0.120克,0.419毫莫耳)(C4)與DMAP(0.102克,0.839毫莫耳)於四氫呋喃(3毫升)中之一溶液中,添加3-(甲硫基)丙醯氯(0.0639克,0.461毫莫耳)。在50℃攪拌所產生的混合物1小時,及用飽和的氯化銨水溶液與乙酸乙酯稀釋。將有機相分離,及用乙酸乙酯(2 x 50毫升)萃取水相。用硫酸鎂乾燥合併後的乙酸乙酯萃取物,加以過濾及在減壓下濃縮,而得一褐色膠。在用二氯甲烷與甲醇的混合物洗提之矽膠上純化該膠,而得淺褐色膠狀的標題化合物(F7)(0.077克,52%)。
依據例5中所揭露的程序(方法1),製備下列分子:N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-2-甲基-3-(甲硫基)-N-(丙-2-炔-1-基)丙醯胺(化合物F9)
N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-2,2-二氟-N-(丙-2-炔-1-基)環-丙烷甲醯胺(化合物F5)
N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-2-(甲硫基)-N-(丙-2-
炔-1-基)乙醯胺(化合物F4)
N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物FA1)
N-(4-氯-2-(5-氟吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物FA2)
在4-氯-N-(丙-2-炔-1-基)-2-(吡啶-3-基)噻唑-5-胺鹽酸鹽(C4)(0.100克,0.349毫莫耳)、2-(甲硫基)丙酸(0.504克,0.419毫莫耳)及DMAP(0.850毫克,0.699毫莫耳)於DMF(3毫升)中之一溶液中,添加N1-((乙基亞胺基)亞甲基)-N3,N3-二甲基丙烷-1,3-二胺鹽酸鹽(0.100克,0.524毫莫耳)。在室溫中攪拌所產生的混合物2小時。用飽和的氯化銨水溶液與乙酸乙酯稀釋該混合物。將有機相分離,及用乙酸乙酯(2 x 50毫升)萃取水相。用硫酸鎂乾燥合併後的乙酸乙酯萃取物,加以過濾及在減壓下濃縮,而得淺褐色膠狀的標題化合物(0.0970克,79%)。
依據例6中所揭露的程序(方法2),製備下列分子:N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-4,4,4-三氟-3-(甲硫基)-N-(丙-2-炔-1-基)丁醯胺(化合物F3)
N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)環丙
烷甲醯胺(化合物F2)
N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-3-(((2,2-二氟環丙基)甲基)硫代)-N-(丙-2-炔-1-基)丙醯胺(化合物F8)
在0℃,在三級丁基(2,4-二氯噻唑-5-基)胺甲酸酯(如第WO 2010/129497A1號PCT專利公開案所述製備)(8.50克,31.6毫莫耳)於無水DMF(100毫升)中之經攪拌的溶液中,
分次添加氫化鈉(NaH,於油中的60%液體,1.51克,34.7毫莫耳),及攪拌該混合物30分鐘。在混合物中添加3-溴丙炔(4.47克,37.9毫莫耳),攪拌5分鐘,回溫至室溫及再度攪拌3小時。用飽和的氯化銨水溶液將反應混合物驟冷,及用乙酸乙酯(3×100毫升)萃取。用水(3×100毫升)與鹽水(1×100毫升)清洗合併後的有機層,用無水硫酸鈉乾燥,加以過濾及在減壓下濃縮,而得一褐色殘餘物。藉由使用10至30%的乙酸乙酯/己烷作為洗提液之急速管柱層析法,純化該殘餘物,而得灰白色固體狀的標題化合物(5.80克,59%):1H NMR(400MHz,CDCl3)δ 4.36(d,J=2.0Hz,2H),2.32(t,J=2.4Hz,1H),1.46(s,9H);IR(溴化鉀)3304,2933,1681,1539,1357,1288,1219,1157公分-1;ESIMS m/z 251([M+H]+).
依據例7中所揭露的程序,製備下列分子:三級丁基(2-溴-4-甲基噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(化合物CA4)
自三級丁基(2-溴-4-甲基噻唑-5-基)胺甲酸酯(如第WO 2010/129497A1號PCT申請案所述製備)合成化合物CA4,及分離而得灰白色固體(2.6克,82%):熔點為82至86℃;1H
NMR(400MHz,CDCl3)δ 4.28(s,2H),2.30(t,J=2.4Hz,1H),2.26(s,3H),1.43(s,9H);ESIMS m/z 333([M+H]+).
在0℃及氬氣環境下,在三級丁基(2-溴-4-甲基噻唑-5-基)胺甲酸酯(0.300克,1.02毫莫耳)於四氫呋喃(5.0毫升)中之經攪拌的溶液中,緩慢添加丁-3-炔-2-醇(0.120克,2.04毫莫耳)、三苯膦(0.530克,2.04毫莫耳)及二異丙基偶氮二醯亞胺(DIAD,0.410克,2.04毫莫耳)。在室溫及氬氣環境下攪拌該反應混合物16小時。用冷水(50毫升)將反應混合物驟冷,在減壓下濃縮,及用乙酸乙酯(3×50毫升)萃取。用鹽水(2×50毫升)清洗合併後的有機相。用無水硫酸鈉乾燥該層,在減壓下濃縮,及藉由急速管柱層析法進行純化,而得暗褐色膠狀的標題化合物(0.200克,58%):1H NMR(400MHz,CDCl3)δ 5.27-5.25(m,1H),2.31(d,J=2.0Hz,1H),2.23(s,3H),1.40(s,9H),1.34(d,J=7.2Hz,3H);IR(溴化鉀)3302,3265,2980,2931,1712,1564,1477,1454,
1415公分-1;ESIMS m/z 345([M+H]+).
依據例8中所揭露的程序,製備下列化合物:三級丁基(2-溴-4-甲基噻唑-5-基)(丁-2-炔-1-基)胺甲酸酯(化合物CA6)
分離出褐色膠狀的化合物CA6(0.20克,58%):1H NMR(400MHz,CDCl3)δ 4.22(s,2H),2.24(s,3H),1.80(s,3H),1.42(s,9H);IR(溴化鉀)2978,2922,2376,2345,2225,1716,1568,1541,1473公分-1;ESIMS m/z 345([M+H]+).
在室溫與氬氣環境下,在三級丁基(2,4-二氯噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(2.00克,6.50毫莫耳)於1,2-二甲氧基乙烷/水(比例為4:1)中之經攪拌的溶液中,依序添加
吡啶-3-基硼酸(0.958克,7.80毫莫耳)與碳酸鈉(2.08克,19.5毫莫耳)。用氬氣沖洗反應混合物;添加四(三苯基膦)鈀(Pd(PPh3)4,0.36克,0.32毫莫耳),及在110℃加熱5小時。在室溫中,將反應混合物冷卻,用水(50毫升)稀釋,及用乙酸乙酯(3×50毫升)萃取。用鹽水(2×20毫升)清洗合併後的有機相,用無水硫酸鈉乾燥,及在減壓下濃縮。藉由使用10至100%的乙酸乙酯/己烷作為洗提液之急速管柱層析法,純化粗製的殘餘物,而得白色固體狀的標題化合物(1.0克,產率為44%):熔點為69至72℃;1H NMR(400MHz,CDCl3)δ 9.11(d,J=2.0Hz,1H),8.69(dd,J=1.6,4.8Hz,1H),8.21(td,J=2.0,8.0Hz,1H),7.40(ddd,J=0.8,4.8,8.0Hz,1H),4.43(d,J=2.0Hz,2H),2.33(t,J=2.4Hz,1H),1.47(s,9H);ESIMS m/z 350([M+H]+).
依據例9所揭露的程序,製備下列分子:三級丁基(4-甲基-2-(吡啶-3-基)噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(化合物CA7)
分離出褐色膠狀的化合物CA7(1.3克,50%):1H NMR(400MHz,CDCl3)δ 9.10(s,1H),8.64(t,J=1.2Hz,1H),8.26-8.18(m,1H),7.36(q,J=8.0Hz,1H),4.35(s,2H),2.36
(s,3H),2.31(t,J=2.4Hz,1H),1.45(s,9H);IR(溴化鉀)1845,1707,1589,1560,1490,1475,1384,1278公分-1;ESIMS m/z 330([M+H]+).
三級丁基(2-(5-氟吡啶-3-基)-4-甲基噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(化合物CA8)
分離出灰白色固體狀的化合物CA8(1.20克,67%):1H NMR(400MHz,CDCl3)δ 8.89(s,1H),8.49(d,J=2.4Hz,1H),7.97-7.93(m,1H),4.35(s,2H),2.35(s,3H),2.31(t,J=2.4Hz,1H),1.45(s,9H);ESIMS m/z 350([M+H]+).
三級丁基(4-氯-2-(5-氟吡啶-3-基)噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(化合物CA9)
分離出白色固體狀的化合物CA9(1.0克,42%):熔點為81至83℃;1H NMR(400MHz,CDCl3)δ 8.90(s,1H),8.55(d,J=2.8Hz,1H),7.97(td,J=2.4,8.8Hz,1H),4.43(d,J=2.4
Hz,2H),2.34(t,J=2.4Hz,1H),1.47(s,9H);ESIMS m/z 368([M+H]+).
三級丁基(4-氯-2-(嘧啶-5-基)噻唑-5-基)(丙-2-炔-1-基)胺甲酸酯(化合物CA10)
分離出白色固體狀的化合物CA10(1.36克,60%):熔點為80至83℃;1H NMR(400MHz,CDCl3)δ 9.28(s,1H),9.22(s,2H),4.44(d,J=2.4Hz,2H),2.34(t,J=2.4Hz,1H),1.48(s,9H);ESIMS m/z 351([M+H]+).
三級丁基丁-2-炔-1-基(4-甲基-2-(吡啶-3-基)噻唑-5-基)胺甲酸酯(化合物C11)
分離出褐色膠狀的化合物CA11(0.45克,56%):1H NMR(400MHz,CDCl3)δ 9.10(s,1H),8.64(q,J=4.8Hz,1H),8.20-8.17(m,1H),7.36(q,J=8.0Hz,1H),4.30-4.29(m,2H),2.34(s,3H),1.81(s,3H),1.44(s,9H);IR(溴化鉀)
2978,2922,2858,2306,2225,1720,1699,1556,1487公分-1;ESIMS m/z 344([M+H]+).
三級丁基丁-3-炔-2-基(4-甲基-2-(吡啶-3-基)噻唑-5-基)胺甲酸酯(化合物CA12)
分離出褐色固體狀的化合物CA12(0.08克,38%):熔點為110至123℃;1H NMR(400MHz,CDCl3)δ 9.12(s,1H),8.64(q,J=4.8Hz,1H),8.22-8.19(m,1H),7.36(q,J=8.0Hz,1H),5.33-5.29(m,1H),2.35(s,1H),2.32(s,3H),1.42(s,9H),1.26(d,J=6.4Hz,3H);ESIMS m/z 344([M+H]+).
在室溫與氮氣環境下,在三級丁基丁-3-炔-2-基(4-甲基-2-(吡啶-3-基)噻唑-5-基)胺甲酸酯(0.780克,2.29毫
莫耳)於二氯甲烷(5.0毫升)中之一溶液中,添加TFA(5.0毫升)。在室溫中攪拌反應混合物3小時。在減壓下濃縮該反應混合物,用碳酸氫鈉溶液(25毫升)鹼化,及用乙酸乙酯(3×25毫升)萃取。用鹽水(2×50毫升)清洗合併後的有機相,用無水硫酸鈉乾燥,及在減壓下濃縮。用己烷(2×25毫升)研製粗製的殘餘物,及在真空中乾燥,而得黃色固體狀的標題化合物(0.55克,96%):ESIMS m/z 244([M+H]+)。粗製物質未經進一步純化即用於後續反應中。
依據例10中所揭露的程序,製備下列分子:4-甲基-N-(丙-2-炔-1-基)-2-(吡啶-3-基)噻唑-5-胺(化合物CA14)
分離出黃色固體狀的化合物CA14(0.85克,82%);ESIMS m/z 230([M+H]+)。粗製物質未經進一步純化即用於後續反應中。
2-(5-氟吡啶-3-基)-4-甲基-N-(丙-2-炔-1-基)噻唑-5-胺(化合物CA15)
分離出黃色固體狀的化合物CA15(0.85克,99%):ESIMS m/z 250([M+H]+)。粗製物質未經進一步純化即用於後續反應中。
N-(丁-2-炔-1-基)-4-甲基-2-(吡啶-3-基)噻唑-5-胺(化合物CA16)
分離出褐色膠狀的化合物CA16(0.60克,93%):ESIMS m/z 244([M+H]+)。粗製物質未經進一步純化即用於後續反應中。
在4-氯-N-(丙-2-炔-1-基)-2-(嘧啶-5-基)噻唑-5-胺鹽酸鹽(0.463克,1.85毫莫耳)與DMAP(0.563克,4.62毫莫耳)於1,2-二氯乙烷(15毫升)中之一溶液中,添加3-((3,3,3-三
氟丙基)硫代)丙醯氯(0.814克,3.70毫莫耳)。在室溫中攪拌所產生的混合物16小時,及用乙酸乙酯稀釋。用飽和的碳酸氫鈉水溶液與鹽水清洗該混合物,用硫酸鎂乾燥,加以過濾及在減壓下濃縮,而得一褐色膠。藉由使用乙酸乙酯/己烷作為洗提劑之急速管柱層析法純化該膠,而得褐色固體狀的標題化合物(0.225克,28%)。
依據例11中所揭露的程序,製備下列分子:N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲硫基)-N-(丙-2-炔-1-基)丙醯胺(化合物P1)
2-甲基-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲硫基)-N-(丙-2-炔-1-基)丙醯胺(化合物P2)
N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物P6)
3-(((2,2-二氟環丙基)甲基)硫代)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)丙醯胺(化合物P10)
N-(2-(5-氟吡啶-3-基)-4-甲基噻唑-5-基)-3-(甲硫基)-N-(丙-2-炔-1-基)丙醯胺(化合物FA4)
N-(2-(5-氟吡啶-3-基)-4-甲基噻唑-5-基)-2-甲基-3-(甲硫基)-N-(丙-2-炔-1-基)丙醯胺(化合物FA5)
N-(2-(5-氟吡啶-3-基)-4-甲基噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物P19)
3-(((2,2-二氟環丙基)甲基)硫代)-N-(2-(5-氟吡啶-3-基)-4-甲基噻唑-5-基)-N-(丙-2-炔-1-基)丙醯胺(化合物P22)
N-(丁-2-炔-1-基)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物P16)
N-(丁-2-炔-1-基)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲硫基)丙醯胺(化合物P17)
N-(丁-2-炔-1-基)-3-(((2,2-二氟環丙基)甲基)硫代)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)丙醯胺(化合物FA14)
N-(丁-3-炔-2-基)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(化合物P32)
N-(丁-3-炔-2-基)-3-(((2,2-二氟環丙基)甲基)硫代)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)丙醯胺(化合物P31)
在室溫,在N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(0.20克,0.46毫莫耳)於乙酸(AcOH,2.0毫升)中之一溶液中,添加過硼酸鈉四水合物(0.060克,0.46毫莫耳)及攪拌3小時。用乙酸乙酯(100毫升)稀釋反應混合物,用水(10毫升)、飽和的碳酸氫鈉水溶液(2×20毫升)及鹽水(2×20毫升)清洗。用無水硫酸鈉乾燥所分離的有機層,及在減壓下濃縮。藉由使用1至5%的甲醇/二氯甲烷之急速管柱層析法,純化粗製的殘餘物,而得褐色膠狀的標題化合物(0.074毫克,36%)。
依據例12中所揭露的程序,製備下列分子:
N-(4-氯-2-(5-氟吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)亞磺醯基)丙醯胺(化合物FA7)
N-(4-氯-2-(嘧啶-5-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)亞磺醯基)丙醯胺(化合物FA8)
N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲基亞磺醯基)-N-(丙-2-炔-1-基)丙醯胺(化合物P3)
2-甲基-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲基亞磺醯基)-N-(丙-2-炔-1-基)丙醯胺(化合物P5)
N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)亞磺醯基)丙醯胺(化合物P7)
3-(((2,2-二氟環丙基)甲基)亞磺醯基)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)丙醯胺(化合物FA9)
在室溫,在N-(4-氯-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)硫代)丙醯胺(0.187克,0.430毫莫耳)於乙酸(2.0毫升)中之經攪拌的溶液中,添加過硼酸鈉四水合物(0.139克,1.07毫莫耳),及在60℃攪拌3小時。用乙酸乙酯(100毫升)稀釋反應混合物,用水(1×10毫升)、飽和的碳酸氫鈉水溶液(2×20毫升)及鹽水(1×20毫升)清洗。用無水硫酸鈉乾燥所分離的有機層,及在減壓下濃縮。藉由使用10至50%的乙酸乙酯/己烷作為洗提液之急速管柱層析法,純化粗製的殘餘物,而得淺褐色固體狀的標題化合物(0.0520克,23%)。
依據例13中所揭露的程序,製備下列分子:N-(4-氯-2-(5-氟吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)磺醯基)丙醯胺(化合物FA11)
N-(4-氯-2-(嘧啶-5-基)噻唑-5-基)-N-(丙-2-炔-1-
基)-3-((3,3,3-三氟丙基)磺醯基)丙醯胺(化合物FA12)
N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-3-(甲基磺醯基)-N-(丙-2-炔-1-基)丙醯胺(化合物P4)
N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)-3-((3,3,3-三氟丙基)磺醯基)丙醯胺(化合物P8)
3-(((2,2-二氟環丙基)甲基)磺醯基)-N-(4-甲基-2-(吡啶-3-基)噻唑-5-基)-N-(丙-2-炔-1-基)丙醯胺(化合物FA13)
表3顯示具化學式I的化合物之非限制性實例。依據例6製備化合物F2、F3、F6及F8。依據例5製備化合物F4、F5、F7、F9、FA1及FA2。依據例11製備化合物FA3、FA4、FA5、FA14、P1、P2、P6、P10、P19、P22、P16、P17、P32及P31。依據例12製備化合物FA6、FA7、FA8、FA9、P3、P5及P7。依據例13製備化合物FA10、FA11、FA12、FA13、P4及P8。
表4顯示具化學式I的化合物之其他非限制性實例。
表5顯示具化學式I的化合物之其他非限制性實
例。
雖然已在特定實施例中說明了本發明,可在本揭露內容的精神與範圍內進一步修飾本發明。因此,本申請案意欲涵蓋採用本發明的一般原理之任何變化、用途或修改。此外,當偏離本揭露內容之該等部分係出於本發明相關技藝的已知或慣用操作及位於所附專利申請範圍之範疇內時,本申請案意欲涵蓋該等偏離部分。
Claims (44)
- 一種殺蟲組成物,其包含具化學式I的化合物或其農業上可接受的任何鹽類:
- 如請求項1之組成物,其中R1、R2及R4為氫。
- 如請求項1之組成物,其中R3為氫、氟、氯、溴或碘。
- 如請求項1之組成物,其中R3為氫或氟。
- 如請求項1之組成物,其中R5係選自氟、氯、溴、碘或未經取代的C1-C6烷基。
- 如請求項1之組成物,其中R5為氯或CH3。
- 如請求項1之組成物,其中Y-C≡C-R6為CH2C≡CH或CH(CH3)C≡CH。
- 如請求項1之組成物,其中R7為(C1-C6)烷基-S(O)n-(C1-C6)烷基、(C1-C6)烷基-S(O)n-(C1-C6)鹵代烷基或(C1-C6)烷基-S(O)n-(C1-C6)烷基-(C3-C6)鹵代環烷基。
- 如請求項1之組成物,其中Q與X1係獨立地為氧(O)。
- 如請求項1之組成物,其中n為0或1。
- 如請求項1之組成物,其中Z為C-R3。
- 如請求項1之組成物,其進一步包含:(a)具有殺蟎、除藻、殺鳥、殺細菌、殺真菌、除草、殺昆蟲、殺螺、殺線蟲、殺鼠或殺病毒性質之一或多種化合物;或(b)作用為拒食劑、驅鳥劑、化學不育劑、除草劑安全劑、誘蟲劑、驅蟲劑、哺乳類動物驅除劑、交配干擾劑、植物活化劑、植物生長調節劑或協力劑的一或多種化合物;或(c)上述(a)與(b)。
- 如請求項1之組成物,其進一步包含選自下列之一或多種化合物:(3-乙氧基丙基)溴化汞、1,2-二氯丙烷、1,3-二氯丙烯、1-甲基環丙烯、1-萘酚、2-(辛硫基)乙醇、2,3,5-三碘苯甲酸、替拔草(2,3,6-TBA)、替拔草(2,3,6-TBA)二甲基銨鹽、替拔草(2,3,6-TBA)鋰鹽、替拔草(2,3,6-TBA)鉀鹽、替拔草(2,3,6-TBA)鈉鹽、2,4,5-T、2,4,5-T-2-丁氧基丙基酯、2,4,5-T-2-乙基己基酯、2,4,5-T-3-丁氧基丙基 酯、2,4,5-TB、2,4,5-T-丁氧甲基乙基酯、2,4,5-T-丁氧乙基酯、2,4,5-T-丁基酯、2,4,5-T-異丁基酯、2,4,5-T-異辛基酯、2,4,5-T-異丙基酯、2,4,5-T-甲基酯、2,4,5-T-戊基酯、2,4,5-T鈉鹽、2,4,5-T三乙基銨鹽、2,4,5-T-三乙醇胺鹽、2,4-D、2,4-D-2-丁氧基丙基酯、2,4-D-2-乙基己基酯、2,4-D-3-丁氧基丙基酯、2,4-D-銨鹽、2,4-DB、2,4-DB-丁基酯、2,4-DB-二甲基銨鹽、2,4-DB-異辛基酯、2,4-DB鉀鹽、2,4-DB鈉鹽、2,4-D-丁氧乙基酯、2,4-D-丁基酯、2,4-D二乙基銨鹽、2,4-D二甲基銨鹽、2,4-D二乙醇胺鹽、2,4-D十二烷基銨鹽、2,4-DEB、2,4-DEP、2,4-D-乙基酯、2,4-D庚基銨鹽、2,4-D-異丁基酯、2,4-D-異辛基酯、2,4-D-異丙基酯、2,4-D異丙基銨鹽、2,4-D鋰鹽、2,4-D-甲基庚基酯、2,4-D-甲基酯、2,4-D-辛基酯、2,4-D-戊基酯、2,4-D鉀鹽、2,4-D丙基酯、2,4-D鈉鹽、2,4-D-四氫呋喃甲基酯、2,4-D十四基銨鹽、2,4-D三乙基銨鹽、2,4-D參(2-羥基丙基)銨鹽、2,4-D三乙醇胺鹽、2iP、2-甲氧基乙基氯化汞、鄰苯基苯酚、3,4-DA、3,4-DB、3,4-DP、4-胺基吡啶、4-CPA、4-CPA鉀鹽、4-CPA鈉鹽、4-CPB、4-CPP、4-羥基苯乙醇、8-羥基喹啉硫酸鹽、8-苯基汞氧喹啉、阿巴汀(abamectin)、脫落酸、ACC、毆殺松(acephate)、亞醌蟎(acequinocyl)、亞滅培(acetamiprid)、家蠅磷(acethion)、乙草胺(acetochlor)、乙酯磷(acetophos)、乙醯蟲腈(acetoprole)、阿拉酸式苯(acibenzolar)、甲基阿拉酸式苯-S、亞喜芬(acifluorfen)、 甲基亞喜芬、亞喜芬鈉鹽、苯草醚(aclonifen)、己基(全氫-2-氧氮雜環庚三烯-1-基)甲基醚(acrep)、阿納寧(acrinathrin)、丙烯醛、丙烯腈、acypetacs、acypetacs銅鹽、acypetacs鋅鹽、拉草(alachlor)、棉鈴威(alanycarb)、阿苯達唑(albendazole)、得滅克(aldicarb)、aldimorph、涕滅碸威(aldoxycarb)、阿特靈(aldrin)、亞列寧(allethrin)、蒜素、二丙烯草胺(allidochlor)、阿洛胺菌素(allosamidin)、亞汰草(alloxydim)、亞汰草鈉鹽、烯丙醇、除害威(allyxycarb)、亞羅列克(alorac)、α-賽滅寧(cypermethrin)、α-安殺番(endosulfan)、辛唑嘧菌胺(ametoctradin)、胺酮(ametridione)、草殺淨(ametryn)、胺草酮(amibuzin)、胺唑草酮(amicarbazone)、拌種靈(amicarthiazol)、賽硫磷(amidithion)、磺胺蟎酯(amidoflumet)、醯嘧磺隆(amidosulfuron)、滅害威(aminocarb)、環丙嘧啶酸(aminocyclopyrachlor)、甲基環丙嘧啶酸(aminocyclopyrachlor-methyl)、環丙嘧啶酸鉀鹽、氯胺吡啶酸(aminopyralid)、氯胺吡啶酸鉀鹽、氯胺吡啶酸參(2-羥基丙基)銨鹽、甲基胺草磷(amiprofos-methyl)、胺草膦(amiprophos)、安美速(amisulbrom)、阿米通(amiton)、草酸阿米通、三亞蟎(amitraz)、殺草強(amitrole)、胺基磺酸銨、α-萘乙酸銨、銨乃浦(amobam)、1-胺基丙基磷酸(ampropylfos)、毒藜鹼、環丙嘧啶醇(ancymidol)、敵菌靈(anilazine)、莎稗磷(anilofos)、安尼速隆(anisuron)、蒽醌、安妥(antu)、環磷氮丙啶(apholate)、殺蟎特 (aramite)、氧化砷、福美砷(asomate)、阿司匹靈、磺草靈(asulam)、磺草靈鉀鹽、磺草靈鈉鹽、乙基殺撲磷(athidathion)、阿特拉通(atraton)、草脫淨(atrazine)、金色制黴素(aureofungin)、艾維激素(aviglycine)、艾維激素鹽酸鹽、氧環唑(azaconazole)、印楝素、草芬定(azafenidin)、亞滅松(azamethiphos)、四唑嘧磺隆(azimsulfuron)、乙基谷速松(azinphos-ethyl)、甲基谷速松、滅蘇民(aziprotryne)、塞侖(azithiram)、偶氮苯、亞環錫(azocyclotin)、偶氮磷(azothoate)、亞托敏(azoxystrobin)、菊乙胺酯(bachmedesh)、燕麥靈(barban)、六氟矽酸鋇、多硫化鋇、椒菊酯(barthrin)、BCPC、氟丁醯草胺(beflubutamid)、本達樂(benalaxyl)、本達樂-M、草除靈(benazolin)、草除靈二甲基銨鹽、乙基草除靈、草除靈鉀鹽、醯苯草酮(bencarbazone)、7-氯-1,2-苯並噻唑(benclothiaz)、免敵克(bendiocarb)、氟草胺(benfluralin)、免扶克(benfuracarb)、呋草黃(benfuresate)、麥鏽靈(benodanil)、免賴得(benomyl)、解草酮(benoxacor)、苯磷(benoxafos)、醌肟腙(benquinox)、免速隆(bensulfuron)、甲基免速隆、地散磷(bensulide)、免速達(bensultap)、1-(1,3-苯並噻唑-2-基)-異丙基尿素(bentaluron)、本達隆(bentazone)、本達隆鈉鹽、苯噻菌胺(benthiavalicarb)、異丙基苯噻菌胺、佈生(benthiazole)、苯草滅(bentranil)、苯甲醯胺氧乙酸(benzadox)、苯甲醯胺氧乙酸銨鹽、氯化烷基二甲基苄基銨、2-甲基丙基-2- 氰基-3-[甲基(苯基甲基)氨基]-2-丙烯酸酯(benzamacril)、2-甲基丙基-2-氰基-3-[甲基(苯基甲基)氨基]-2-丙烯酸異丁酯、抑菌啉(benzamorf)、雙苯嘧草酮(benzfendizone)、苄草胺(benzipram)、苯并雙環酮(benzobicyclon)、吡草酮(benzofenap)、氟草黃(benzofluor)、苯并羥肟酸、西脫蟎(benzoximate)、新燕靈(benzoylprop)、乙基新燕靈、苯噻隆(benzthiazuron)、苯甲酸苄酯、苄基腺嘌呤、小蘗鹼、氯化小蘗鹼、β-賽扶寧(cyfluthrin)、β-賽滅寧(cypermethrin)、比托沙(bethoxazin)、雙環哌哢、必芬蟎(bifenazate)、治草醚(bifenox)、畢芬寧(bifenthrin)、吡氟菌酯(bifujunzhi)、畢拉草(bilanafos)、畢拉草鈉鹽、百蟎克(binapacryl)、病氰硝(bingqingxiao)、百亞列寧(bioallethrin)、苄呋烯菊酯(bioethanomethrin)、生物氯菊酯(biopermethrin)、百列滅寧(bioresmethrin)、聯苯、硫化雙(吖環丙基)甲基胺基膦(bisazir)、葉枯唑(bismerthiazol)、雙草醚(bispyribac)、雙草醚鈉鹽、雙三氟蟲脲(bistrifluron)、比多農(bitertanol)、硫雙二氯酚(bithionol)、N-(3’,4’-二氯-5-氟聯苯-2-基)-3-(二氟甲基)-1-甲基吡唑-4-甲醯胺(bixafen)、保米黴素(blasticidin-S)、硼砂、波爾多(Bordeaux)混合液、硼酸、白克列(boscalid)、蕓苔素內酯、乙基蕓苔素內酯、西部松小蠹集合信息素(brevicomin)、可滅鼠(brodifacoum)、溴滅菊酯(brofenvalerate)、溴氟菊酯(brofluthrinate)、克草(bromacil)、克草鋰鹽、克草鈉鹽、撲滅鼠 (bromadiolone)、溴殺靈(bromethalin)、溴苄呋菊酯(bromethrin)、溴苯烯磷(bromfenvinfos)、溴乙醯胺、除草溴(bromobonil)、溴丁醯草胺(bromobutide)、保滿丹(bromocyclen)、溴-滴滴涕(DDT)、溴酚肟(bromofenoxim)、溴磷松(bromophos)、乙基溴磷松、新殺蟎(bromopropylate)、溴菌腈(bromothalonil)、溴苯腈(bromoxynil)、溴苯腈丁酸鹽、溴苯腈庚酸鹽、溴苯腈辛酸鹽、溴苯腈鉀鹽、溴莠敏(brompyrazon)、溴克座(bromuconazole)、溴硝醇(bronopol)、增效特(bucarpolate)、必克蝨(bufencarb)、1-丁基胺基環己基膦酸二丁酯(buminafos)、布瑞莫(bupirimate)、布芬淨(buprofezin)、勃根第(Burgundy)混合液、白消安(busulfan)、畜蟲威(butacarb)、丁基拉草(butachlor)、布芬草(butafenacil)、抑草磷(butamifos)、佈伏斯(butathiofos)、丁烯草胺(butenachlor)、苄烯菊酯(butethrin)、丁硫咪唑酮(buthidazole)、得滅多(buthiobate)、丁噻隆(buthiuron)、佈嘉信(butocarboxim)、布托酯(butonate)、避蚊酮(butopyronoxyl)、丁酮碸威(butoxycarboxim)、仲丁靈(butralin)、丁苯草酮(butroxydim)、炔草隆(buturon)、丁基胺、丁酸鹽、二甲基次砷酸、硫線磷(cadusafos)、苯酮唑(cafenstrole)、砷酸鈣、氯酸鈣、氰胺化鈣、石灰硫黃、敵敵鈣(calvinphos)、(苯基亞胺基)二-2,1-乙二基雙(3,6-二氯-2-甲氧基苯甲酸酯)(cambendichlor)、毒殺芬(camphechlor)、樟腦、四氯丹(captafol)、蓋普丹(captan)、 嗎菌威(carbamorph)、氯滅殺威(carbanolate)、胺甲(carbaryl)、除草隆(carbasulam)、貝芬替(carbendazim)、貝芬替苯磺酸鹽、貝芬替亞硫酸鹽、草長滅(carbetamide)、加保扶(carbofuran)、二硫化碳、四氯化碳、加芬松(carbophenothion)、丁基加保扶(carbosulfan)、5-三級丁基-1,2-唑基-3-基胺甲酸甲基酯(carboxazole)、環二混劑(carboxide)、萎鏽靈(carboxin)、克繁草(carfentrazone)、乙基克繁草、加普胺(carpropamid)、培丹(cartap)、培丹鹽酸鹽、香旱芹酚、香旱芹酮、CDEA、滅胞素(cellocidin)、CEPC、地中海果實蠅性誘劑(ceralure)、切欣特(Cheshunt)混合液、蟎離丹(chinomethionat)、聚葡萄胺糖、克氯綜(chlobenthiazone)、甲氧基護谷(chlomethoxyfen)、氯醛醣、克攔本(chloramben)、克攔本銨鹽、克攔本二乙醇胺鹽、甲基克攔本、克攔本甲基銨鹽、克攔本鈉鹽、氯胺磷、氯黴素(chloramphenicol)、雙胺靈(chloraniformethan)、克氯尼(chloranil)、丁醯草胺(chloranocryl)、剋安勃(chlorantraniliprole)、炔禾靈(chlorazifop)、炔丙基炔禾靈、氯阿淨(chlorazine)、氯殺蟎(chlorbenside)、滅幼脲(chlorbenzuron)、冰片丹(chlorbicyclen)、滅落寧(chlorbromuron)、氯草靈(chlorbufam)、可氯丹(chlordane)、十氯酮、氯苯甲脒(chlordimeform)、氯苯甲脒鹽酸鹽、氯烯炔菊酯(chlorempenthrin)、氯氧磷(chlorethoxyfos)、1-(3-氯-4-乙氧苯基)-3,3-二甲基脲(chloreturon)、伐草克 (chlorfenac)、伐草克銨鹽、伐草克鈉鹽、克凡派(chlorfenapyr)、2-(2-氯苯基)-1H-苯并咪唑(chlorfenazole)、殺蟎醇(chlorfenethol)、燕麥酯(chlorfenprop)、殺蟎酯(chlorfenson)、敵蟎丹(chlorfensulphide)、氯芬松(chlorfenvinphos)、克福隆(chlorfluazuron)、氟咪殺(chlorflurazole)、整形素(chlorfluren)、甲基整形素、整形醇(chlorflurenol)、甲基整形醇、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、乙基氯嘧磺隆、氯甲磷(chlormephos)、矮壯素(chlormequat)、克美素(chlormequat chloride)、氯乙靈(chlornidine)、全滅草(chlornitrofen)、克氯苯(chlorobenzilate)、氯二硝萘、氯仿、滅蟎脒(chloromebuform)、滅蟲脲(chloromethiuron)、二氯甲氧苯(chloroneb)、可伐鼠(chlorophacinone)、可伐鼠鈉鹽、氯化苦(chloropicrin)、三氯丙酸(chloropon)、克氯蟎(chloropropylate)、四氯異苯腈(chlorothalonil)、氯麥隆(chlorotoluron)、枯草龍(chloroxuron)、氯二甲酚(chloroxynil)、三丁氯苄膦(chlorphonium)、三丁氯苄膦氯鹽、氯辛硫磷(chlorphoxim)、滅蟲吡啶(chlorprazophos)、3-[(甲氧羰基)胺基]苯基N-[1-(氯甲基)丙基]胺甲酸酯(chlorprocarb)、克普芬(chlorpropham)、陶斯松(chlorpyrifos)、甲基陶斯松、四氯喹啉(chlorquinox)、氯磺隆(chlorsulfuron)、大克草(chlorthal)、二甲基大克草、單甲基大克草、草克樂(chlorthiamid)、克硫松 (chlorthiophos)、克氯得(chlozolinate)、氯化膽鹼、可芬諾(chromafenozide)、第I型瓜菊酯(cinerin)、第II型瓜菊酯、瓜菊酯類、乙基環醯草酯(cinidon)、環庚草醚(cinmethylin)、西速隆(cinosulfuron)、(RS)-2-氰基-2-苯基丁醯胺(ciobutide)、落草胺(cisanilide)、順式苄呋菊酯(cismethrin)、剋草同(clethodim)、甘寶素(climbazole)、2-氯-3,5-二碘吡啶-4-基乙酸酯(cliodinate)、炔草酯(clodinafop)、炔丙基炔草酯、除線威(cloethocarb)、殺雄酸(clofencet)、殺雄酸鉀鹽、克芬蟎(clofentezine)、氯貝酸(clofibric acid)、2-[4-(4-氯苯氧基)苯氧基]丙酸(clofop)、異丁基2-[4-(4-氯苯氧基)苯氧基]丙酸、可滅蹤(clomazone)、克普草(clomeprop)、果美生長素(cloprop)、氯丙殺草(cloproxydim)、畢克草(clopyralid)、甲基畢克草、畢克草乙醇胺鹽、畢克草鉀鹽、畢克草參(2-羥基丙基)銨鹽、(5-氯-8-喹啉氧基)乙酸(cloquintocet)、解毒喹(cloquintocet-mexyl)、氯酯磺草胺(cloransulam)、甲基氯酯磺草胺、氯氰碘柳胺(closantel)、可尼丁(clothianidin)、克黴唑(clotrimazole)、番茄美素(cloxyfonac)、番茄美素鈉鹽、CMA、反式-8-反式-10-十二碳二烯-1-醇(codlelure)、噻唑硫磷(colophonate)、乙酸銅、乙醯亞砷酸銅、砷酸銅、碳酸銅、鹼式氫氧化銅、萘酸銅、油酸銅、氯氧化銅、矽酸銅、硫酸銅、鉻酸銅鋅、氯殺鼠靈(coumachlor)、克滅鼠(coumafuryl)、蠅毒磷(coumaphos)、殺鼠迷(coumatetralyl)、畜蟲磷(coumithoate)、丁香菌酯 (coumoxystrobin)、CPMC、CPMF、CPPC、必滅草(credazine)、甲酚、鼠立死(crimidine)、克羅米通(crotamiton)、丁烯磷(crotoxyphos)、育畜磷(crufomate)、冰晶石、克蠅(cue-lure)、銅合浦單劑(cufraneb)、草隆(cumyluron)、福美銅氯(cuprobam)、氧化亞銅、薑黃氧烯醇(curcumenol)、氰醯胺、氰草淨(cyanatryn)、氰乃淨(cyanazine)、施力松(cyanofenphos)、氰乃松(cyanophos)、果蟲磷(cyanthoate)、氰蟲醯胺(cyantraniliprole)、賽座滅(cyazofamid)、2-三級丁基胺基-4-環丙胺基-6-甲硫基-1,3,5-三(cybutryne)、環菌胺(cyclafuramid)、環丙醯草胺、環戊烯菊酯(cyclethrin)、環草敵(cycloate)、環己醯亞胺、殺佈蟎(cycloprate)、乙氰菊酯(cycloprothrin)、環磺隆(cyclosulfamuron)、環殺草(cycloxydim)、環莠隆(cycluron)、唑蟎氰(cyenopyrafen)、賽芬胺(cyflufenamid)、賽芬蟎(cyflumetofen)、賽扶寧(cyfluthrin)、賽伏草(cyhalofop)、丁基賽伏草、賽洛寧(cyhalothrin)、錫蟎丹(cyhexatin)、蟎蜱胺(cymiazole)、蟎蜱胺鹽酸鹽、克絕(cymoxanil)、解草胺腈(cyometrinil)、伏賜丁(cypendazole)、賽滅寧(cypermethrin)、牧草快(cyperquat)、牧草快氯鹽、賽芬寧(cyphenothrin)、環丙津(cyprazine)、三環噻草胺(cyprazole)、環克座(cyproconazole)、賽普洛(cyprodinil)、酯菌胺(cyprofuram)、環草胺(cypromid)、啶醯菌胺(cyprosulfamide)、賽滅淨(cyromazine)、賽滅磷(cythioate)、汰草龍(daimuron)、得拉本(dalapon)、得 拉本鈣鹽、得拉本鎂鹽、得拉本鈉鹽、亞拉生長素(daminozide)、噠幼酮(dayoutong)、邁隆(dazomet)、邁隆鈉鹽、DBCP、d-樟腦、DCIP、DCPTA、滴滴涕(DDT)、咪菌威(debacarb)、癸磷錫(decafentin)、去甲基克百威(decarbofuran)、去氫乙酸、異丁草胺(delachlor)、第滅寧(deltamethrin)、甲基滅賜松(demephion)、甲基滅賜松-O、甲基滅賜松-S、內吸磷(demeton)、甲基內吸磷、內吸磷-O、甲基內吸磷-O、內吸磷-S、滅賜松(Demeton-S-methyl)、滅賜松碸、甜菜安(desmedipham)、敵草淨(desmetryn)、d-反式氯炔丙菊酯(fanshiluquebingjuzhi)、汰芬隆(diafenthiuron)、得拉松(dialifos)、二氯烯丹(di-allate)、O-苯基-N,N二甲基胺基磷酸酯(diamidafos)、矽藻土、大利松(diazinon)、鄰苯二甲酸二丁酯、琥珀酸二丁酯、汰克草(dicamba)、汰克草二甘醇胺鹽、汰克草二甲基銨鹽、汰克草二乙醇胺鹽、汰克草異丙基銨鹽、甲基汰克草、汰克草乙醇胺鹽、汰克草鉀鹽、汰克草鈉鹽、汰克草三乙醇胺鹽、異氯磷(dicapthon)、二氯苯腈(dichlobenil)、除線磷(dichlofenthion)、益發靈(dichlofluanid)、二氯萘醌(dichlone)、雙(三氯乙醛基)脲(dichloralurea)、除幼脲(dichlorbenzuron)、2,7-二氯-9-羥基茀-9-羧酸(dichlorflurenol)、2,7-二氯-9-羥基茀-9-羧酸甲酯、苄胺靈(dichlormate)、二氯丙烯胺(dichlormid)、二氯酚(dichlorophen)、2,4-滴丙酸(dichlorprop)、2-乙基己基2,4- 滴丙酸、2,4-滴丙酸丁氧基乙酯、2,4-滴丙酸二甲基銨鹽、2,4-滴丙酸乙基銨鹽、異辛基2,4-滴丙酸、甲基2,4-滴丙酸、2,4-滴丙酸-P、2-乙基己基2,4-滴丙酸-P、2,4-滴丙酸-P二甲基銨鹽、2,4-滴丙酸鉀鹽、2,4-滴丙酸鈉鹽、二氯松(dichlorvos)、賜克滅(dichlozoline)、苄氯三唑醇(diclobutrazol)、雙氯氰菌胺(diclocymet)、禾草靈(diclofop)、甲基禾草靈、達滅淨(diclomezine)、達滅淨鈉鹽、大克爛(dicloran)、雙氯磺草胺(diclosulam)、大克蟎(dicofol)、雙香豆素、甲苯酚基胺甲酸甲酯(dicresyl)、雙特松(dicrotophos)、環蟲腈(dicyclanil)、二環酮(dicyclonon)、地特靈(dieldrin)、得氯蟎(dienochlor)、1,1’-雙[2-(二乙氨基)-2-側氧乙基]-4,4’-聯吡啶(diethamquat)、1,1’-雙[2-(二乙氨基)-2-側氧乙基]-4,4’-聯吡啶二氯鹽、乙醯甲草胺(diethatyl)、乙基乙醯甲草胺、乙黴威(diethofencarb)、增效磷(dietholate)、焦碳酸二乙酯、待乙妥(diethyltoluamide)、鼠德克(difenacoum)、待克利(difenoconazole)、戊味禾草靈(difenopenten)、乙基戊味禾草靈、枯莠隆(difenoxuron)、野燕枯(difenzoquat)、甲硫野燕枯、達滅鼠(difethialone)、氟蟎(diflovidazin)、二福隆(diflubenzuron)、吡氟草胺(diflufenican)、氟吡草腙(diflufenzopyr)、氟吡草腙鈉鹽、二氟林(diflumetorim)、調呋酸(dikegulac)、調呋酸鈉鹽、二羥丙茶鹼(dilor)、P,P-雙(吖環丙烷-1-基)硫代磷醯胺(dimatif)、四氟甲醚菊酯(dimefluthrin)、甲氟磷(dimefox)、唑隆(dimefuron)、 哌草丹(dimepiperate)、菌核淨(dimetachlone)、地麥威(dimetan)、混滅威(dimethacarb)、二甲草胺(dimethachlor)、愛落殺(dimethametryn)、汰草滅(dimethenamid)、汰草滅-P、穫萎得(dimethipin)、二甲嘧酚(dimethirimol)、大滅松(dimethoate)、達滅芬(dimethomorph)、苄菊酯(dimethrin)、驅蚊靈(dimethyl carbate)、酞酸二甲酯、二甲基亞硝胺(dimethylvinphos)、敵蠅威(dimetilan)、草滅散(dimexano)、草噠酮(dimidazon)、醚菌胺(dimoxystrobin)、消蟎酚(dinex)、消蟎酚二環己銨鹽、啶菌唑(dingjunezuo)、達克利(diniconazole)、達克利-M、撻乃安(dinitramine)、大脫蟎(dinobuton)、白粉克(dinocap)、白粉克-4、白粉克-6、敵蟎消(dinocton)、地樂特(dinofenate)、硝戊酯(dinopenton)、硝丙酚(dinoprop)、戊硝酚(dinosam)、達諾殺(dinoseb)、達諾殺乙酸鹽、達諾殺銨鹽、達諾殺二乙醇胺鹽、達諾殺鈉鹽、達諾殺三乙醇胺鹽、硝辛酯殺蟎劑(dinosulfon)、達特南(dinotefuran)、特樂酚(dinoterb)、特樂酚乙酸鹽、硝丁酯(dinoterbon)、苯蟲醚(diofenolan)、殺力松(dioxabenzofos)、二氧威(dioxacarb)、大克松(dioxathion)、得伐鼠(diphacinone)、得伐鼠鈉鹽、大芬滅(diphenamid)、二苯碸、二苯胺、地樂靈(dipropalin)、異丙凈(dipropetryn)、雙硫氧吡啶(dipyrithione)、大刈特(diquat)、大刈特二溴鹽、舞毒蛾性誘劑(disparlure)、賽松(disul)、二硫龍(disulfiram)、二硫松(disulfoton)、賽松鈉鹽、普 得松(ditalimfos)、腈硫醌(dithianon)、3,4-二氯-N-(2-氰基苯基)-5-異噻唑甲醯胺(dithicrofos)、二硫醚、汰硫草(dithiopyr)、達有龍(diuron)、d-檸檬烯、DMPA、DNOC、DNOC銨鹽、DNOC鉀鹽、DNOC鈉鹽、十二環啉(dodemorph)、十二環啉乙酸鹽、十二環啉苯甲酸鹽、多地辛(dodicin)、多地辛鈉鹽酸鹽、多地辛鈉鹽、多寧(dodine)、4-(戊-4-戊炔基氧)苯基苯醚(dofenapyn)、穀蠹性誘劑(dominicalure)、多滅蟲(doramectin)、肼菌酮(drazoxolon)、DSMA、毒氟磷(dufulin)、EBEP、EBP、蛻皮甾酮(ecdysterone)、護粒松(edifenphos)、甘草津(eglinazine)、乙基甘草津、因滅汀(emamectin)、因滅汀苯甲酸鹽、EMPC、益避寧(empenthrin)、安殺番(endosulfan)、草多索(endothal)、草多索二銨鹽、草多索二鉀鹽、草多索二鈉鹽、因毒磷(endothion)、安特靈(endrin)、烯肟菌酯(enestroburin)、EPN、愛增美(epocholeone)、保幼醚(epofenonane)、依普座(epoxiconazole)、乙醯胺基阿維菌素(eprinomectin)、三唑磺(epronaz)、EPTC、抑草蓬(erbon)、麥角沈鈣醇、二氯己醯草胺、富右旋反式丙烯菊酯(esdépalléthrine)、益化利(esfenvalerate)、戊草丹(esprocarb)、乙烯矽(etacelasil)、乙環唑(etaconazole)、(RS)-[O-2,4-二氯苯基O-乙基S-硫代磷酸丙基酯](etaphos)、益地安(etem)、噻唑菌胺(ethaboxam)、克草胺(ethachlor)、乙丁烯氟靈(ethalfluralin)、胺苯磺隆(ethametsulfuron)、甲基胺苯磺 隆、殺草胺(ethaprochlor)、益收生長素(ethephon)、磺噻隆(ethidimuron)、愛芬克(ethiofencarb)、硫草敵(ethiolate)、愛殺松(ethion)、乙草酮(ethiozin)、乙蟲腈(ethiprole)、依瑞莫(ethirimol)、益硫磷(ethoate-methyl)、益覆滅(ethofumesate)、乙基己二醇、普伏松(ethoprophos)、氯氟草醚(ethoxyfen)、乙基氯氟草醚、乙氧基喹啉(ethoxyquin)、亞速隆(ethoxysulfuron)、吲熟酯(ethychlozate)、甲酸乙酯、α-萘乙酸乙酯、乙基滴滴滴(DDD)、乙烯、二溴化乙烯、二氯化乙烯、環氧乙烷、乙蒜素、2,3-二羥基丙基硫醇乙基汞、乙酸乙基汞、溴化乙基汞、氯化乙基汞、磷酸乙基汞、硝草酚(etinofen)、益尼普滅(etnipromid)、乙氧苯草胺(etobenzanid)、依芬寧(etofenprox)、依殺蟎(etoxazole)、依得利(etridiazole)、益多松(etrimfos)、丁香酚、EXD、凡殺同(famoxadone)、胺磺磷(famphur)、咪唑菌酮(fenamidone)、敵磺鈉(fenaminosulf)、芬滅松(fenamiphos)、咪菌腈(fenapanil)、芬瑞莫(fenarimol)、雙氧威(fenasulam)、抗蟎唑(fenazaflor)、芬殺蟎(fenazaquin)、芬克座(fenbuconazole)、芬佈賜(fenbutatin oxide)、解草唑(fenchlorazole)、乙基解草唑、樂乃松(fenchlorphos)、解草啶(fenclorim)、芬硫克(fenethacarb)、五氟苯菊酯(fenfluthrin)、甲呋醯胺(fenfuram)、環醯菌胺(fenhexamid)、種衣酯(fenitropan)、撲滅松(fenitrothion)、酚菌酮、丁基滅必蝨(fenobucarb)、2,4,5-涕丙酸(fenoprop)、3-丁氧基丙基2,4,5-涕丙酸酯、 2,4,5-涕丙酸丁氧基甲基乙酯、2,4,5-涕丙酸丁氧基乙酯、2,4,5-涕丙酸丁酯、2,4,5-涕丙酸異辛酯、2,4,5-涕丙酸甲酯、2,4,5-涕丙酸鉀鹽、芬硫克(fenothiocarb)、N-(3,4-二氯苯基)六氫-1,3-二甲基-2,4,6-三側氧-5-嘧啶甲醯胺(fenoxacrim)、芬諾尼(fenoxanil)、芬殺草(fenoxaprop)、乙基芬殺草、芬殺草-P、乙基芬殺草-P、2,5-二氯-4-乙氧苄基4,5-二氫-5,5-二甲基-1,2-唑-3-基碸(fenoxasulfone)、芬諾克(fenoxycarb)、拌種咯(fenpiclonil)、吡氯氰菊酯(fenpirithrin)、芬普寧(fenpropathrin)、苯鏽啶(fenpropidin)、芬普福(fenpropimorph)、胺苯吡菌酮(fenpyrazamine)、芬普蟎(fenpyroximate)、噠嗪酮酸(fenridazon)、噠嗪酮酸鉀鹽、噠嗪酮酸丙基酯、芬蟎酯(fenson)、繁福松(fensulfothion)、2-(2,4,5-三氯苯氧基)乙醇(fenteracol)、噻唑禾草靈(fenthiaprop)、乙基噻唑禾草靈、芬殺松(fenthion)、乙基芬殺松、三苯錫(fentin)、三苯錫乙酸鹽、三苯錫氯鹽、三苯羥錫、四唑醯草胺(fentrazamide)、芳氟胺(fentrifanil)、非草隆(fenuron)、非草隆TCA、芬化利(fenvalerate)、富爾邦(ferbam)、富米綜(ferimzone)、硫酸亞鐵、芬普尼(fipronil)、麥草氟酯(flamprop)、異丙基麥草氟酯、麥草氟酯-M、甲基麥草氟酯、異丙基麥草氟酯-M、甲基麥草氟酯-M、伏速隆(flazasulfuron)、伏滅鼠(flocoumafen)、2-乙基-3,7-二甲基-6-[4-(三氟甲氧基)苯氧基]-4-喹啉碳酸甲酯(flometoquin)、氟尼胺 (flonicamid)、雙氟磺草胺(florasulam)、嘧蟎酯(fluacrypyrim)、伏寄普(fluazifop)、丁基伏寄普、甲基伏寄普、伏寄普-P、丁基伏寄普-P、扶吉胺(fluazinam)、異丙吡草酯(fluazolate)、氟啶蜱脲(fluazuron)、氟蟲醯胺(flubendiamide)、氟苯并胺噻唑(flubenzimine)、氟酮磺隆(flucarbazone)、氟酮磺隆鈉鹽、氟吡磺隆(flucetosulfuron)、貝殺寧(fluchloralin)、氟氰戊菊酯(flucofuron)、氟蟎脲(flucycloxuron)、護賽寧(flucythrinate)、護汰寧(fludioxonil)、聯苯氟(fluenetil)、5-氯-1,3-噻唑-2-基3,4,4-三氟-3-烯-1-基碸(fluensulfone)、氟噻草胺(flufenacet)、嘧蟲胺(flufenerim)、2-(α,α,α-三氟-間甲苯氧基)煙醯苯胺(flufenican)、氟芬隆(flufenoxuron)、三氟醚菊酯(flufenprox)、氟噠草酯(flufenpyr)、乙基氟噠草酯、丁烯氟蟲腈(flufiprole)、氟氯苯菊酯(flumethrin)、氟醯菌胺(flumetover)、氟節胺(flumetralin)、闊草清(flumetsulam)、氟每淨(flumezin)、氟烯草酸(flumiclorac)、戊基氟烯草酸、丙炔氟草胺(flumioxazin)、炔草胺(flumipropyn)、氟啉(flumorph)、可奪草(fluometuron)、氟比來(fluopicolide)、氟吡菌醯胺(fluopyram)、氟殺蟎(fluorbenside)、增糖胺(fluoridamid)、氟乙醯胺、福泰芬(fluorodifen)、乙羧氟草醚(fluoroglycofen)、乙基乙羧氟草醚、氟里醚(fluoroimide)、唑啶草(fluoromidine)、氟除草醚(fluoronitrofen)、殺克丹(fluothiuron)、三氟苯唑 (fluotrimazole)、氟嘧菌酯(fluoxastrobin)、氟胺草唑(flupoxam)、氟異丙嘧草酯(flupropacil)、氟鼠啶(flupropadine)、氟丙酸(flupropanate)、氟丙酸鈉鹽、4-[(6-氯-3-吡啶基甲基)(2,2-二氟乙基)胺基]呋喃-2(5H)-酮(flupyradifurone)、氟啶嘧磺隆(flupyrsulfuron)、甲基氟啶嘧磺隆、甲基氟啶嘧磺隆鈉鹽、氟喹唑(fluquinconazole)、解草安(flurazole)、芴丁酯(flurenol)、丁基芴丁酯、甲基芴丁酯、氟啶草酮(fluridone)、氟咯草酮(flurochloridone)、氟氯比(fluroxypyr)、丁氧甲基乙基氟氯比、甲基庚基氟氯比、呋嘧醇(flurprimidol)、氟磺醯胺(flursulamid)、呋草酮(flurtamone)、護矽得(flusilazole)、氟硫滅(flusulfamide)、氟噻草酯(fluthiacet)、甲基氟噻草酯、(Z)-[3-(2-甲氧苯基)-1,3-四氫噻唑-2-亞基](α,α,α,4-四氟-間甲苯硫)乙腈(flutianil)、福多寧(flutolanil)、護汰芬(flutriafol)、福化利(fluvalinate)、氟唑菌醯胺(fluxapyroxad)、氟草肟(fluxofenim)、福爾培(folpet)、氟磺胺草醚(fomesafen)、氟磺胺草醚鈉鹽、大福松(fonofos)、甲醯胺磺隆(foramsulfuron)、福芬素(forchlorfenuron)、甲醛、覆滅蟎(formetanate)、覆滅蟎鹽酸鹽、福木松(formothion)、藻蟎威(formparanate)、藻蟎威鹽酸鹽、調節膦(fosamine)、調節膦銨鹽、三乙膦酸(fosetyl)、福賽得(fosetyl-aluminium)、丁苯硫磷(fosmethilan)、甲基氯吡磷(fospirate)、福賽絕(fosthiazate)、丁硫環磷(fosthietan)、南部松小蠹集合信 息素(frontalin)、麥穗寧(fuberidazole)、氟草淨(fucaojing)、氟草醚(fucaomi)、氟萘禾草靈(funaihecaoling)、呋苯硫脲(fuphenthiourea)、乙二醇縮糖醛(furalane)、呋霜靈(furalaxyl)、炔呋菊酯(furamethrin)、福拉比(furametpyr)、呋線威(furathiocarb)、二甲呋醯胺(furcarbanil)、呋菌唑(furconazole)、順式呋菌唑、糠醛菊酯(furethrin)、糠醛、解草唑(furilazole)、拌種胺(furmecyclox)、呋甲硫菌靈(furophanate)、呋氧草醚(furyloxyfen)、γ-賽洛寧(cyhalothrin)、γ-HCH、格蟎酯(genit)、赤黴酸、激勃素(gibberellin)類、伏鼠醇(gliftor)、固殺草(glufosinate)、固殺草銨鹽、固殺草-P、固殺草-P銨鹽、固殺草-P鈉鹽、固毆寧(glyodin)、乙二肟(glyoxime)、嘉磷塞(glyphosate)、嘉磷塞二銨鹽、嘉磷塞二甲基銨鹽、嘉磷塞異丙基銨鹽、嘉磷塞單銨鹽、嘉磷塞鉀鹽、嘉磷塞倍半鈉鹽、嘉磷塞三甲基硫鹽、草二甘膦(glyphosine)、棉蟲誘蟲酯(gossyplure)、棉象甲性誘劑(grandlure)、灰黃黴素(griseofulvin)、雙胍辛(guazatine)、雙胍辛乙酸鹽、丙烯酸喹啉酯(halacrinate)、合芬寧(halfenprox)、合芬隆(halofenozide)、5-(2-氯-α,α,α,6-四氟-對甲苯氧基)-N-乙磺醯基-2-硝基苯甲醯胺(halosafen)、合速隆(halosulfuron)、甲基合速隆、氟啶草(haloxydine)、合氯氟(haloxyfop)、乙氧基乙基合氯氟、甲基合氯氟、合氯氟-P、乙氧基乙基合氯氟-P、甲基合氯氟-P、合氯氟鈉鹽、HCH、六甲蜜胺(hemel)、六甲磷(hempa)、HEOD、 飛佈達(heptachlor)、飛達松(heptenophos)、增產肟(heptopargil)、速殺硫磷(heterophos)、六氯丙酮、六氯苯、六氯丁二烯、六氯酚、菲克利(hexaconazole)、六伏隆(hexaflumuron)、六氟鹽(hexaflurate)、棉紅蛉蟲性誘劑(hexalure)、六醯胺(hexamide)、菲殺淨(hexazinone)、(RS)-(O-環己基O,S-二乙基硫代磷酸酯)(hexylthiofos)、合賽多(hexythiazox)、HHDN、2-氯乙亞磺酸(holosulf)、環草肟、磺草靈、環菌唑、愛美隆(hydramethylnon)、汞加芬(hydrargaphen)、熟石灰、氫化氰、烯蟲乙酯(hydroprene)、殺紋寧(hymexazol)、5,6,7,8-四氫-2-甲基-4-喹啉基胺甲酸二甲酯(hyquincarb)、IAA、IBA、埃卡瑞丁(icaridin)、依滅列(imazalil)、依滅列硝酸鹽、依滅列硫酸鹽、咪草酸(imazamethabenz)、甲基咪草酸、咪草啶酸(imazamox)、咪草啶酸銨鹽、甲咪唑烟酸(imazapic)、甲咪唑烟酸銨鹽、依滅草(imazapyr)、依滅草異丙基銨鹽、滅草喹(imazaquin)、滅草喹銨鹽、甲基滅草喹、滅草喹鈉鹽、咪唑乙煙酸(imazethapyr)、咪唑乙煙酸銨鹽、依速隆(imazosulfuron)、易胺座(imibenconazole)、新煙鹼類(imicyafos)、益達胺(imidacloprid)、氯噻啉(imidaclothiz)、克熱淨(iminoctadine)、克熱淨三乙酸鹽、克熱淨烷苯磺酸鹽、依普寧(imiprothrin)、依納素(inabenfide)、茚草酮(indanofan)、N-[(1R,2S)-2,3-二氫-2,6-二甲基-1H-茚-1-基]-6-[(1RS)-1-氟乙基]-1,3,5-三-2,4-二胺(indaziflam)、 因得克(indoxacarb)、苯稻瘟淨(inezin)、4-氰基-2,6-二碘苯基2-丙烯-1-基碳酸酯(iodobonil)、3-碘-2-丙基丁基胺基甲酸酯(iodocarb)、碘甲烷、碘甲磺隆(iodosulfuron)、甲基碘甲磺隆、甲基碘甲磺隆鈉鹽、2-碘-N-[[(4-甲氧基-6-甲基-1,3,5-三-2-基)胺基]羰基]苯磺醯胺(iofensulfuron)、2-碘-N-[[(4-甲氧基-6-甲基-1,3,5-三-2-基)胺基]羰基]苯磺醯胺鈉鹽、碘苯腈(ioxynil)、碘苯腈辛酸鹽、碘苯腈鋰鹽、碘苯腈鈉鹽、抑草津(ipazine)、種菌唑(ipconazole)、鹵苯胺唑(ipfencarbazone)、丙基喜樂松(iprobenfos)、依普同(iprodione)、異丙菌威(iprovalicarb)、抑吡嘧丹(iprymidam)、齒小蠹二烯醇(ipsdienol)、齒小蠹烯醇(ipsenol)、IPSP、O-乙基S-[2-(甲基苯基胺基)-2-側氧基乙基]N-(1-甲基乙基)硫磷醯胺(isamidofos)、依殺松(isazofos)、碳氯靈(isobenzan)、草特靈(isocarbamid)、水胺硫磷(isocarbophos)、異草定(isocil)、異氯甲橋(isodrin)、亞芬松(isofenphos)、甲基亞芬松、異索威(isolan)、丁草酮(isomethiozin)、異草完隆(isonoruron)、異丙林特(isopolinate)、滅必蝨(isoprocarb)、異丙樂靈(isopropalin)、亞賜圃(isoprothiolane)、異丙隆(isoproturon)、3-(二氟甲基)-1-甲基-N-[1,2,3,4-四氫-9-(1-甲基乙基)-1,4-亞甲基萘-5-基]-1H-吡唑-4-甲醯胺(isopyrazam)、α-(4-氯苯基)-α-(1-甲基乙基)-5-嘧啶甲醇(isopyrimol)、獲賜松(isothioate)、異噻菌胺(isotianil)、愛速隆(isouron)、3-(3,5-二氯苯 基)-1-異戊醯基乙內醯脲(isovaledione)、異草胺(isoxaben)、異氯草酮(isoxachlortole)、雙苯唑酸(isoxadifen)、乙基雙苯唑酸、異唑草酮(isoxaflutole)、異草醚(isoxapyrifop)、加褔松(isoxathion)、依維菌素(ivermectin)、浸種磷(izopamfos)、日本麗金龜性誘劑(japonilure)、喃烯菊酯(japothrins)、第I型茉酮菊酯(jasmolin)、第II型茉酮菊酯、茉莉酸、甲磺蟲腙、甲基增效磷、甲香菌酯、解草烷、解草烯、護粒松(jodfenphos)、第I型青春激素、第II型青春激素、第III型青春激素、噻恩菊酯(kadethrin)、特胺靈(karbutilate)、2-(4-氯苯基)-1-乙基-1,4-二氫-6-甲基-4-側氧菸鹼酸(karetazan)、2-(4-氯苯基)-1-乙基-1,4-二氫-6-甲基-4-側氧菸鹼酸鉀、春日黴素、春日黴素鹽酸鹽、克菌磷、氯戊環(kelevan)、2-[(2,3-二氫-5,8-二甲基-1,1-二氧橋螺[4H-1-苯并噻喃-4,2’--[1,3]二烷]-6’-基)羰基]-1,3-環己二酮(ketospiradox)、2-[(2,3-二氫-5,8-二甲基-1,1-二氧橋螺[4H-1-苯并噻喃-4,2’--[1,3]二烷]-6’-基)羰基]-1,3-環己二酮鉀鹽、細胞裂殖素、烯蟲炔酯(kinoprene)、甲基烯蟲炔酯、喹草烯、乳氟禾草靈(lactofen)、λ-賽洛寧(cyhalothrin)、馬來西亞果實蠅性誘劑(latilure)、砷酸鉛、環草定(lenacil)、里琵菌素(lepimectin)、福賜松(leptophos)、靈丹(lindane)、三甲基二氧三環壬烷(lineatin)、理有龍(linuron)、丙嘧硫磷(lirimfos)、斜紋夜盜蛾性誘劑(litlure)、粉蚊夜蛾性誘劑 (looplure)、祿芬隆(lufenuron)、氯啶菌酯、氯醯草膦、噻唑磷(lythidathion)、MAA、馬拉松(malathion)、順丁烯二醯肼、特蟎腈(malonoben)、麥芽糊精、MAMA、代森錳銅(mancopper)、鋅錳乃浦(mancozeb)、曼普胺(mandipropamid)、錳乃浦(maneb)、苦參鹼、疊氮磷(mazidox)、MCPA、MCPA-2乙基己基酯、MCPA丁氧乙基酯、MCPA丁基酯、MCPA二甲基銨鹽、MCPA二乙醇胺鹽、MCPA乙基酯、MCPA異丁基酯、MCPA異辛基酯、MCPA異丙基酯、MCPA甲基酯、MCPA乙醇胺鹽、MCPA鉀鹽、MCPA鈉鹽、脫禾草(MCPA-thioethyl)、MCPA三乙醇胺鹽、MCPB、MCPB乙基酯、MCPB甲基酯、MCPB鈉鹽、巴斯丹(mebenil)、滅加松(mecarbam)、苯并威(mecarbinzid)、四甲磷(mecarphon)、2-甲-4-氯丙酸(mecoprop)、2-乙基己基2-甲-4-氯丙酸、2-甲-4-氯丙酸二甲基銨鹽、2-甲-4-氯丙酸二乙醇胺鹽、亞乙基2-甲-4-氯丙酸、異辛基2-甲-4-氯丙酸、甲基2-甲-4-氯丙酸、2-甲-4-氯丙酸-P、2-乙基己基2-甲-4-氯丙酸-P、2-甲-4-氯丙酸-P二甲基銨鹽、異丁基2-甲-4-氯丙酸-P、2-甲-4-氯丙酸鉀鹽、2-甲-4-氯丙酸-P鉀鹽、2-甲-4-氯丙酸鈉鹽、2-甲-4-氯丙酸三乙醇胺鹽、殺蟎脒(medimeform)、地樂施(medinoterb)、地樂施乙酸鹽、地中海果實蠅性誘劑(medlure)、滅芬草(mefenacet)、(RS)-1-(2,4-二氯苯基)-5-甲基-2-吡唑啉-3,5-二羧酸(mefenpyr)、吡唑解草酯(mefenpyr-diethyl)、美福泰(mefluidide)、美福泰二乙醇 胺鹽、美福泰鉀鹽、(Z,E)-十四碳-3,5-二烯酸(megatomoic acid)、美納松(menazon)、滅派林(mepanipyrim)、氯氟醚菊酯(meperfluthrin)、4-氯苯基胺甲酸甲酯(mephenate)、美福松(mephosfolan)、1,1-二甲哌啶鎓(mepiquat)、甲哌啶、甲哌啶五硼酸鹽、滅普寧(mepronil)、敵蟎普(meptyldinocap)、氯化汞、氧化汞、氯化亞汞、脫葉磷(merphos)、滅莠津(mesoprazine)、磺胺磺隆(mesosulfuron)、甲基磺胺磺隆、硝磺草酮(mesotrione)、甲硫酚(mesulfen)、倍硫磷亞碸(mesulfenfos)、美氟綜(metaflumizone)、滅達樂(metalaxyl)、右滅達樂(metalaxyl-M)、聚乙醛、斯美地(metam)、斯美地銨鹽、唑醯草胺(metamifop)、苯草酮(metamitron)、斯美地鉀鹽、斯美地鈉鹽、滅草胺(metazachlor)、雙醚氯吡嘧磺隆(metazosulfuron)、間氯敵菌酮(metazoxolon)、滅特座(metconazole)、不育胺(metepa)、二甲噠草伏(metflurazon)、甲基苯噻隆(methabenzthiazuron)、滅克松(methacrifos)、甲基丙樂靈(methalpropalin)、達馬松(methamidophos)、滅速克(methasulfocarb)、滅草唑(methazole)、呋菌胺(methfuroxam)、滅大松(methidathion)、甲殺丹(methiobencarb)、滅賜克(methiocarb)、甲硫嘧磺隆(methiopyrisulfuron)、甲硫涕巴(methiotepa)、美西除靈(methiozolin)、滅草恆(methiuron)、殺蟲乙烯磷(methocrotophos)、醚草通(methometon)、納乃得(methomyl)、美賜平(methoprene)、 格草净(methoprotryne)、喹啉羧酯(methoquin-butyl)、甲醚菊酯(methothrin)、甲氧滴滴涕(methoxychlor)、滅芬諾(methoxyfenozide)、開滅草(methoxyphenone)、甲基環磷氮丙啶(apholate)、溴甲烷、甲基丁香酚、碘甲烷、異硫氰酸甲酯、甲基乙酯磷(acetophos)、甲基氯仿、甲基殺草隆(methyldymron)、二氯甲烷、苯甲酸甲基汞、雙氰胺甲基汞、五氯酚甲基汞、2,2,2-三烷基-N-甲基乙醯胺、免得爛(metiram)、吡喃隆(metobenzuron)、撲奪草(metobromuron)、美特寧(metofluthrin)、莫多草(metolachlor)、治滅蝨(metolcarb)、苯氧菌胺(metominostrobin)、磺草唑胺(metosulam)、蟲酮(metoxadiazone)、甲氧隆(metoxuron)、滅芬農(metrafenone)、滅必淨(metribuzin)、噻菌胺(metsulfovax)、磺隆(metsulfuron)、甲基磺隆、美文松(mevinphos)、治克威(mexacarbate)、滅鼠安(mieshuan)、密滅汀(milbemectin)、倍脈心(milbemycin oxime)、代森環(milneb)、丙胺氟磷(mipafox)、滅蟻樂(mirex)、MNAF、蘑菇醇、稻得壯(molinate)、殺蟲單(molosultap)、庚醯草胺(monalide)、莫尼速隆(monisouron)、氯乙酸、亞素靈(monocrotophos)、綠谷龍(monolinuron)、單嘧磺隆(monosulfuron)、單嘧磺隆酯、滅草隆(monuron)、滅草隆TCA、伐草快(morfamquat)、伐草快二氯鹽、嗎啉胍(moroxydine)、嗎啉胍鹽酸鹽、茂硫磷(morphothion)、4-[雙(吖環丙-1-基)膦基硫醯基]嗎啉(morzid)、莫西菌素 (moxidectin)、MSMA、家蠅性誘劑(muscalure)、邁克尼(myclobutanil)、滅克寧(myclozolin)、N-(乙基汞)-對-甲苯磺醯胺苯、代森鈉(nabam)、萘肽磷(naftalofos)、乃力松(naled)、萘、萘乙醯胺、萘酐、萘氧乙酸、萘普草(naproanilide)、滅落脫(napropamide)、納得爛(naptalam)、納得爛鈉鹽、納他黴素(natamycin)、草不龍(neburon)、耐克螺(niclosamide)、耐克螺乙醇胺鹽、煙嘧磺隆(nicosulfuron)、菸鹼、伏蟻靈(nifluridide)、吡氯草胺(nipyraclofen)、烯啶蟲胺(nitenpyram)、硝乙脲噻唑(nithiazine)、滅殺草(nitralin)、三氯甲基吡啶(nitrapyrin)、戊氰威(nitrilacarb)、護谷(nitrofen)、三氟甲草醚(nitrofluorfen)、硝基苯乙烯、酞菌酯(nitrothal-isopropyl)、鼠特靈(norbormide)、氟草敏(norflurazon)、降菸鹼、草完隆(noruron)、諾伐隆(novaluron)、多氟脲(noviflumuron)、尼瑞莫(nuarimol)、OCH、八氯二丙醚、辛噻酮(octhilinone)、呋醯胺(ofurace)、歐滅松(omethoate)、坪草丹(orbencarb)、桃折心蟲性誘劑(orfralure)、鄰二氯苯、嘧苯胺磺隆(orthosulfamuron)、金龜子性誘劑(oryctalure)、肟醚菌胺(orysastrobin)、歐拉靈(oryzalin)、蛇床子素(osthol)、歐洲玉米螟性誘素(ostramone)、解草腈(oxabetrinil)、丙炔草酮(oxadiargyl)、樂滅草(oxadiazon)、毆殺斯(oxadixyl)、N,N-二乙基草胺酸己酯(oxamate)、歐殺滅(oxamyl)、草噠松(oxapyrazon)、草噠松(2-羥基乙基)二甲基銨鹽、草 噠松鈉鹽、環氧嘧磺隆(oxasulfuron)、草酮(oxaziclomefone)、快得寧(oxine-copper)、歐索林(oxolinic)酸、咪唑(oxpoconazole)、咪唑反丁烯二酸鹽、嘉保信(oxycarboxin)、滅多松(oxydemeton-methyl)、異亞碸磷(oxydeprofos)、碸拌磷(oxydisulfoton)、復祿芬(oxyfluorfen)、氧化苦參鹼(oxymatrine)、氧四環素、氧四環素鹽酸鹽、巴克素(paclobutrazol)、哌蟲啶、對二氯苯、對氟隆(parafluron)、巴拉刈(paraquat)、巴拉刈二氯鹽、巴拉刈硫酸二甲酯、巴拉松(parathion)、甲基巴拉松、氯苯吡啶(parinol)、克草猛(pebulate)、披扶座(pefurazoate)、壬酸、平克座(penconazole)、賓克隆(pencycuron)、施得圃(pendimethalin)、戊苯吡菌胺(penflufen)、氟幼脲(penfluron)、平速爛(penoxsulam)、五氯酚、甲氯醯草胺(pentanochlor)、吡噻菌胺(penthiopyrad)、戊烯氰氯菊酯(pentmethrin)、環戊草酮(pentoxazone)、佈福松(perfluidone)、百滅寧(permethrin)、烯草胺(pethoxamid)、氰烯菌酯(phenamacril)、葉枯淨(phenazine oxide)、棉胺寧(phenisopham)、芬硫磷(phenkapton)、甜菜寧(phenmedipham)、乙基甜菜寧、醯草隆(phenobenzuron)、酚丁滅寧(phenothrin)、苯蟎醚(phenproxide)、賽達松(phenthoate)、苯基汞基尿素、乙酸苯汞、氯化苯汞、鄰苯二酚的苯汞衍生物、硝酸苯汞、柳酸苯汞、福瑞松(phorate)、毒鼠磷(phosacetim)、裕必松(phosalone)、氯 瘟磷(phosdiphen)、硫環磷(phosfolan)、甲基硫環磷、甘胺硫磷(phosglycin)、益滅松(phosmet)、對氯硫磷(phosnichlor)、福賜米松(phosphamidon)、膦、磷克(phosphocarb)、磷、三磷錫(phostin)、巴賽松(phoxim)、甲基巴賽松、熱必斯(phthalide)、畢克爛(picloram)、2-乙基己基畢克爛、異辛基畢克爛、甲基畢克爛、畢克爛乙醇胺鹽、畢克爛鉀鹽、畢克爛三乙基銨鹽、畢克爛參(2-羥基丙基)銨鹽、氟吡醯草胺(picolinafen)、啶氧菌酯(picoxystrobin)、鼠完(pindone)、鼠完鈉鹽、唑啉草酯(pinoxaden)、哌丙靈(piperalin)、胡椒基丁氧化物、增效環(piperonyl cyclonene)、哌草磷(piperophos)、哌壯素(piproctanyl)、哌壯素溴鹽、增效醛(piprotal)、2-(二乙基胺基)-6-甲基-4-嘧啶基甲基甲基胺基磷酸酯(pirimetaphos)、比加普(pirimicarb)、嘧啶氧磷(pirimioxyphos)、必滅松(pirimiphos-ethyl)、亞特松(pirimiphos-methyl)、三氯殺蟲酯(plifenate)、代森福美鋅(polycarbamate)、保粒黴素(polyoxins)、保粒黴素丁(polyoxorim)、保粒黴素丁鋅鹽、多噻烷(polythialan)、亞砷酸鉀、疊氮化鉀、氰酸鉀、赤黴酸鉀、環烷酸鉀、聚硫化鉀、硫氰酸鉀、α-萘乙酸鉀、pp'-滴滴涕(DDT)、普亞烈寧(prallethrin)、第I型早熟素、第II型早熟素、第III型早熟素、普拉草(pretilachlor)、乙醯嘧啶磷(primidophos)、氟嘧磺隆(primisulfuron)、甲基氟嘧磺隆、撲殺熱(probenazole)、撲克拉(prochloraz)、撲克拉錳鹽、 丙氯醇(proclonol)、環丙腈津(procyazine)、撲滅寧(procymidone)、氨氟樂靈(prodiamine)、佈飛松(profenofos)、氟唑草胺(profluazol)、環丙氟靈(profluralin)、丙氟菊酯(profluthrin)、氯苯噻草酮(profoxydim)、甘撲津(proglinazine)、乙基甘撲津、調環酸(prohexadione)、調環酸鈣鹽、茉莉酸丙酯(prohydrojasmon)、蜱虱威(promacyl)、普滅克(promecarb)、撲滅通(prometon)、佈滅淨(prometryn)、滅鼠肼(promurit)、雷蒙得(propachlor)、普羅帕脒(propamidine)、普羅帕脒二鹽酸鹽、霜黴威(propamocarb)、普拔克(propamocarb hydrochloride)、除草靈(propanil)、加護松(propaphos)、普拔草(propaquizafop)、毆蟎多(propargite)、甲呋炔菊酯(proparthrin)、普拔根(propazine)、撲達松(propetamphos)、苯胺靈(propham)、普克利(propiconazole)、甲基鋅乃浦(propineb)、普樂寶(propisochlor)、安丹(propoxur)、丙苯磺隆(propoxycarbazone)、丙苯磺隆鈉鹽、增效酯(propyl isome)、咪唑嘧磺隆(propyrisulfuron)、戊炔草胺(propyzamide)、丙氧喹啉(proquinazid)、補骨內酯(prosuler)、甲硫磺樂靈(prosulfalin)、苄草丹(prosulfocarb)、三氟丙磺隆(prosulfuron)、乙噻唑磷(prothidathion)、胺丙威(prothiocarb)、胺丙威鹽酸鹽、丙硫菌唑(prothioconazole)、普硫松(prothiofos)、飛克松(prothoate)、4-[4-(4-氯苯基)-4-環丙丁基]-1-氟-2-苯氧基 苯(protrifenbute)、撲滅生(proxan)、撲滅生鈉鹽、拔地草(prynachlor)、吡達農(pydanon)、派滅淨(pymetrozine)、賜加落(pyracarbolid)、白克松(pyraclofos)、雙唑草腈(pyraclonil)、百克敏(pyraclostrobin)、派芬草(pyraflufen)、乙基派芬草、1-[2,6-二氯-4-(三氟甲基)苯基]-4-[(氟甲基)硫代]-5-[(吡基甲基)胺基]-1H-吡唑-3-甲腈(pyrafluprole)、嘧啶威(pyramat)、唑胺菌酯(pyrametostrobin)、唑菌酯(pyraoxystrobin)、磺醯草吡唑(pyrasulfotole)、苄草唑(pyrazolynate)、白粉松(pyrazophos)、百速隆(pyrazosulfuron)、乙基百速隆、吡硫磷(pyrazothion)、匹唑芬(pyrazoxyfen)、5-苄基-3-呋喃基甲基(E)-(1R,3R)-3-(2-甲氧羰基丙-1-烯基)-2,2-二甲基環丙烷羧酸酯(pyresmethrin)、第I型除蟲菊精、第II型除蟲菊精、除蟲菊精類、異丙酯草醚(pyribambenz)、丙酯草醚、甲基{2-氯-5-[(1E)-1-(6-甲基-2-吡啶基甲氧亞胺基)乙基]芐基}胺基甲酸酯(pyribencarb)、嘧啶肟草醚(pyribenzoxim)、稗草丹(pyributicarb)、三氯吡啶醇(pyriclor)、畢達本(pyridaben)、噠草福(pyridafol)、啶蟲丙醚(pyridalyl)、必芬松(pyridaphenthion)、必汰草(pyridate)、雙滴保(pyridinitril)、比芬諾(pyrifenox)、1-乙醯基-1,2,3,4-四氫-3-[(3-吡啶基甲基)胺基]-6-[1,2,2,2-四氟-1-(三氟甲基)乙基]喹唑啉-2-酮(pyrifluquinazon)、環酯草醚(pyriftalid)、派美尼(pyrimethanil)、畢汰芬(pyrimidifen)、嘧草醚(pyriminobac)、甲基嘧草醚、嘧啶 硫蕃(pyrimisulfan)、嘧硫磷(pyrimitate)、必滅鼠(pyrinuron)、(5-氯-2-甲氧基-4-甲基-3-吡啶基)(4,5,6-三甲氧基-鄰甲苯基)甲酮(pyriofenone)、1-[2,6-二氯-4-(三氟甲基)苯基]-4-[(二氟甲基)硫代]-5-[(2-吡啶基甲基)胺基]-1H-吡唑-3-甲腈(pyriprole)、吡啶醇(pyripropanol)、百利普芬(pyriproxyfen)、嘧硫草醚(pyrithiobac)、嘧硫草醚鈉鹽、吡唑威(pyrolan)、百快隆(pyroquilon)、吡唑碸(pyroxasulfone)、吡唑磺草胺(pyroxsulam)、氯甲氧吡啶(pyroxychlor)、氯吡根呋醚(pyroxyfur)、苦木(quassia)、喹烯酮(quinacetol)、喹烯酮硫酸鹽、拜裕松(quinalphos)、甲基拜裕松、醌菌腙(quinazamid)、快克草(quinclorac)、氟喹唑(fluquinconazole)、氯甲喹啉酸(quinmerac)、莫克草(quinoclamine)、克藻胺(quinonamid)、畜寧磷(quinothion)、快諾芬(quinoxyfen)、喹硫磷(quintiofos)、五氯硝苯(quintozene)、快伏草(quizalofop)、乙基快伏草、快伏草-P、乙基快伏草-P、四氫呋喃甲基快伏草-P、驅蚊酯、驅蠅啶、吡咪唑(rabenzazole)、碘醚柳胺(rafoxanide)、N,N-二乙基苯甲醯胺(rebemide)、列滅寧(resmethrin)、硫氰苯胺(rhodethanil)、第III型鬧羊花素(rhodojaponin)、三氮唑核苷(ribavirin)、碸嘧磺隆(rimsulfuron)、魚藤酮、蘭尼汀(ryania)、嘧啶肟草醚(saflufenacil)、噻菌茂、噻森銅、柳醯胺苯、血根鹼、山道寧(santonin)、八甲焦磷醯胺(schradan)、海葱葡苷、另丁津(sebuthylazine)、仲丁通(secbumeton)、N-[2-[1,1’- 雙環丙基]-2-基苯基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺(sedaxane)、色拉菌素(selamectin)、單甲脒(semiamitraz)、單甲脒鹽酸鹽、增效菊(sesamex)、芝麻林素(sesamolin)、西殺草(sethoxydim)、雙甲胺草磷、環草隆(siduron)、誘蟲環(siglure)、矽護芬(silafluofen)、毒鼠矽(silatrane)、矽膠劑、矽噻菌胺(silthiofam)、草滅淨(simazine)、矽氟唑(simeconazole)、西瑪通(simeton)、西草淨(simetryn)、殺雄啉(sintofen)、SMA、左旋莫多草(S-metolachlor)、亞砷酸鈉、疊氮化鈉、氯酸鈉、氟化鈉、氟乙酸鈉、六氟矽酸鈉、環烷酸鈉、鄰苯基苯氧化鈉、五氯苯氧化鈉、聚硫化鈉、硫氰酸鈉、α-萘乙酸鈉、蘇硫磷(sophamide)、賜諾特(spinetoram)、賜諾殺(spinosad)、螺甲蟎酯(spiromesifen)、螺蟲乙酯(spirotetramat)、螺環菌胺(spiroxamine)、鏈黴素、鏈黴素倍半硫酸鹽、番木虌鹼、食菌甲誘醇(sulcatol)、5-氯-2-[4-氯-2-[[[(3,4-二氯苯基)胺基]羰基]苯氧基]苯磺酸(sulcofuron)、5-氯-2-[4-氯-2-[[[(3,4-二氯苯基)胺基]羰基]苯氧基]苯磺酸鈉鹽、磺草酮(sulcotrione)、草克死(sulfallate)、氟磺唑草胺(sulfentrazone)、舒非侖(sulfiram)、氟蟲胺(sulfluramid)、嘧磺隆(sulfometuron)、甲基嘧磺隆、磺醯磺隆(sulfosulfuron)、治螟磷(sulfotep)、氟啶蟲胺腈(sulfoxaflor)、亞碸、硫肟醚(sulfoxime)、硫黃、硫酸、磺醯氟、氮雜環庚-1-基羰基甲基胺磺酸甲酯(sulglycapin)、硫丙磷(sulprofos)、戊苯碸(sultropen)、 滅草靈(swep)、τ-福化利(fluvalinate)、稗草烯(tavron)、噻蟎威(tazimcarb)、TCA、TCA銨鹽、TCA鈣鹽、亞乙基TCA、TCA鎂鹽、TCA鈉鹽、TDE、得克利(tebuconazole)、得芬諾(tebufenozide)、得芬瑞(tebufenpyrad)、6-三級丁基-8-氟-2,3-二甲基-4-喹啉乙酸(tebufloquin)、丁基嘧啶磷(tebupirimfos)、牧草胺(tebutam)、得匍隆(tebuthiuron)、克枯爛(tecloftalam)、四氯硝基苯(tecnazene)、福美雙聯(tecoram)、得福隆(teflubenzuron)、汰福寧(tefluthrin)、四氫呋喃甲基三酮、田寶三酮(tembotrione)、亞培松(temephos)、三吖啶基氧化磷(tepa)、TEPP、得殺草(tepraloxydim)、環戊烯丙菊酯(terallethrin)、特草定(terbacil)、特草靈(terbucarb)、特丁草胺(terbuchlor)、托福松(terbufos)、特丁通(terbumeton)、草凈津(terbuthylazine)、特丁淨(terbutryn)、四環唑(tetcyclacis)、四氯乙烷、樂本松(tetrachlorvinphos)、四克利(tetraconazole)、得脫蟎(tetradifon)、四氟隆(tetrafluron)、治滅寧(tetramethrin)、四氟醚菊酯(tetramethylfluthrin)、毒鼠強(tetramine)、殺蟎黴素(tetranactin)、殺蟎硫醚(tetrasul)、硫酸亞鉈、欣克草(thenylchlor)、θ-賽滅寧(cypermethrin)、腐絕(thiabendazole)、賽果培(thiacloprid)、N,N’-[3-(4-氯苯基)-2-(甲亞胺)-4,5-四氫噻唑二亞基]雙[1,1,1-三氟甲胺](thiadifluor)、賽速安(thiamethoxam)、噻丙腈(thiapronil)、噻氟隆(thiazafluron)、噻草啶(thiazopyr)、 苯噻乙硫磷(thicrofos)、噻菌腈(thicyofen)、噻二唑草胺(thidiazimin)、噻苯隆(thidiazuroh)、酮脲磺草吩酯(thiencarbazone)、甲基酮脲磺草吩酯、噻吩磺隆(thifensulfuron)、甲基噻吩磺隆、賽氟滅(thifluzamide)、殺丹(thiobencarb)、抗蟲威(thiocarboxime)、硫氯苯亞胺(thiochlorfenphim)、硫賜安(thiocyclam)、硫賜安鹽酸鹽、硫賜安草酸鹽、噻菌銅(thiodiazole-copper)、硫敵克(thiodicarb)、硫伐隆(thiofanox)、硫氟肟醚(thiofluoximate)、六甲基硫代磷酸三醯胺(thiohempa)、硫柳汞(thiomersal)、硫滅松(thiometon)、治線磷(thionazin)、多保淨(thiophanate)、甲基多保淨、克殺蟎(thioquihox)、硫半卡肼、殺蟲雙(thiosultap)、殺蟲雙二銨鹽、殺蟲雙二鈉鹽、殺蟲雙單鈉鹽、噻替哌(thiotepa)、得恩地(thiram)、蘇力菌素(thuringiensin)、噻醯菌胺(tiadinil)、調節安(tiaojiean)、仲草丹(tiocarbazil)、6-氯-5-(甲基硫代基)嘧啶-2,4-二胺(tioclorim)、5-異硫氰酸-N,N,3-三甲基-o-對甲氧苯甲醯胺(tioxymid)、環線威(tirpate)、脫克松(tolclofos-methyl)、脫芬瑞(tolfenpyrad)、甲基益發靈(tolylfluanid)、乙酸甲苯基汞、吡草磺(topramezone)、三甲苯草酮(tralkoxydim)、溴氯氰菊酯(tralocythrin)、泰滅寧(tralomethrin)、4-溴-2-(4-氯苯基)-5-三氟甲基-1H-吡咯-3-甲腈(tralopyril)、拜富寧(transfluthrin)、反式百滅寧(transpermethrin)、曲他胺(tretamine)、三十醇、三泰芬(triadimefon)、三泰隆 (triadimenol)、2’-[(4,6-二甲氧基-1,3,5-三-2-基)羰基]-1,1,6’-三氟-N-甲基甲磺醯苯胺(triafamone)、燕麥畏(tri-allate)、三唑磷胺(triamiphos)、抑芽唑(triapenthenol)、三苯噻蟎吩(triarathene)、嘧菌醇(triarimol)、醚苯磺隆(triasulfuron)、唑蚜威(triazamate)、丁三唑(triazbutil)、三氟草胺(triaziflam)、三落松(triazophos)、唑菌(triazoxide)、苯磺隆(tribenuron)、甲基苯磺隆、脫葉磷(tribufos)、氧化三丁基錫、殺草畏(tricamba)、水楊菌胺(trichlamide)、三氯松(trichlorfon)、樂乃松(trichlormetaphos)-3、毒壤膦(trichloronat)、三氯比(triclopyr)、三氯比丁氧基乙酯、乙基三氯比、三氯比三乙基銨鹽、三賽唑(tricyclazole)、三得芬(tridemorph)、三地芬(tridiphane)、草達津(trietazine)、殺螺嗎啉(trifenmorph)、三氯丙氧磷(trifenofos)、三氟敏(trifloxystrobin)、三氟啶磺隆(trifloxysulfuron)、三氟啶磺隆鈉鹽、賽福座(triflumizole)、三福隆(triflumuron)、三福林(trifluralin)、氟胺磺隆(triflusulfuron)、甲基氟胺磺隆、2-[4-[4-(三氟甲基)苯氧基]苯氧基]丙酸(trifop)、甲基2-[4-[4-(三氟甲基)苯氧基]苯氧基]丙酸、丙酮(R)-O-{2-[4-(α,α,α-三氟-對甲苯氧基)苯氧基]丙醯基}肟(trifopsime)、賽福寧(triforine)、氰尿酸、誘蠅羧酯(trimedlure)、混殺威(trimethacarb)、三甲隆(trimeturon)、抗倒酯(trinexapac)、乙基抗倒酯、烯蟲硫酯(triprene)、1-(6-異丙基-1,1,4-三甲基二氫茚-5-基)丙-1-酮 (tripropindan)、雷公藤甲素(triptolide)、草達克(tritac)、滅菌唑(triticonazole)、三氟甲磺隆(tritosulfuron)、大穀蠹聚集信息素(trunc-call)、烯效唑(uniconazole)、單克素(uniconazole-P)、福美甲胂(urbacide)、烏瑞替派(uredepa)、戊酸鹽、維利黴素(validamycin)、N-[(1-甲基乙氧基)羰基]-L-纈胺醯基-3-(4-氯苯基)-β-胺基丙酸甲酯(valifenalate)、殺鼠酮(valone)、繁米松(vamidothion)、抑黴胺(vangard)、(E)-1-(2,6-二氯-α,α,α-三氟-對甲苯基)-5-(4-羥基-3-甲氧苯亞甲基胺基)-4-三氟甲基硫吡唑-3-甲腈(vaniliprole)、萬隆(vernolate)、免克寧(vinclozolin)、殺鼠靈(warfarin)、殺鼠靈鉀鹽、殺鼠靈鈉鹽、硝蟲硫磷、辛菌胺、烯肟菌胺、XMC、二甲苯草胺(xylachlor)、二甲苯酚類、滅爾蝨(xylylcarb)、抑食肼、氰菌胺(zarilamid)、玉米素、增效胺、ζ-賽滅寧(cypermethrin)、環烷酸鋅、磷化鋅、噻唑鋅、鋅乃浦(zineb)、福美鋅(ziram)、O-乙基S-[(3-甲基-5-異唑基)甲基]S-二硫代磷酸丙酯O-乙基S-[(3-甲基-5-異唑基)甲基]S-二硫代磷酸丙酯(zolaprofos)、座賽胺(zoxamide)、唑嘧磺隆、3-氯-1,2-丙二醇、α-蛻皮激素、α-5-乙基-2,4-二甲基-6,8-二氧雜雙環[3.2.1]辛烷(multistriatin)及α-萘乙酸。
- 如請求項1之組成物,其進一步包含一種農業上可接受的載劑。
- 如請求項1之組成物,其中該化合物係呈一種殺蟲上可 接受的酸加成鹽類、鹽類衍生物或水合物之形式。
- 如請求項1之組成物,其中該化合物係一種解析立體異構體。
- 如請求項1之組成物,其中該化合物係呈一種多晶型晶體之形式。
- 如請求項1之組成物,其中該化合物包含用以取代1氫之2氫,或包含用以取代12碳之13碳,或包含二者。
- 如請求項1之組成物,其進一步包含一種生物性殺蟲劑。
- 如請求項1之組成物,其進一步包含下列化合物中之至少一者:(a)3-(4-氯-2,6-二甲基苯基)-4-羥基-8-氧雜-1-氮雜螺[4,5]癸-3-烯-2-酮;(b)3-(4’-氯-2,4-二甲基[1,1’-聯苯基]-3-基)-4-羥基-8-氧雜-1-氮雜螺[4,5]癸-3-烯-2-酮;(c)4-[[(6-氯-3-吡啶基)甲基]甲基胺基]-2(5H)-呋喃酮;(d)4-[[(6-氯-3-吡啶基)甲基]環丙基胺基]-2(5H)-呋喃酮;(e)3-氯-N2-[(1S)-1-甲基-2-(甲基磺醯基)乙基]-N1-[2-甲基-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]苯基]-1,2-苯二甲醯胺;(f)2-氰基-N-乙基-4-氟-3-甲氧基-苯磺醯胺;(g)2-氰基-N-乙基-3-甲氧基-苯磺醯胺;(h)2-氰基-3-二氟甲氧基-N-乙基-4-氟-苯磺醯胺; (i)2-氰基-3-氟甲氧基-N-乙基-苯磺醯胺;(j)2-氰基-6-氟-3-甲氧基-N,N-二甲基-苯磺醯胺;(k)2-氰基-N-乙基-6-氟-3-甲氧基-N-甲基-苯磺醯胺;(l)2-氰基-3-二氟甲氧基-N,N-二甲基苯磺醯胺;(m)3-(二氟甲基)-N-[2-(3,3-二甲基丁基)苯基]-1-甲基-1H-吡唑-4-甲醯胺;(n)N-乙基-2,2-二甲基丙醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙;(o)N-乙基-2,2-二氯-1-甲基環丙烷-甲醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙菸鹼;(p)O-{(E-)-[2-(4-氯-苯基)-2-氰基-1-(2-三氟甲基苯基)-乙烯基]}S-甲基硫碳酸酯;(q)(E)-N1-[(2-氯-1,3-噻唑-5-基甲基)]-N2-氰基-N1-甲基乙脒;(r)1-(6-氯吡啶-3-基甲基)-7-甲基-8-硝基-1,2,3,5,6,7-六氫-咪唑并[1,2-a]吡啶-5-醇;(s)4-[4-氯苯基-(2-亞丁基-亞肼基)甲基)]苯基甲磺酸酯;及(t)N-乙基-2,2-二氯-1-甲基環丙烷甲醯胺-2-(2,6-二氯-α,α,α-三氟-對甲苯基)腙。
- 如請求項1之組成物,其進一步包含具有下列一或多種作用模式之一化合物:乙醯膽鹼酶抑制劑;鈉通道調控劑;幾丁質生物合成作用抑制劑;GABA與麩胺酸鹽門控型氯離子通道拮抗劑;GABA與麩胺酸鹽門控型氯離 子通道促效劑;乙醯膽鹼受體促效劑;乙醯膽鹼受體拮抗劑;第I型MET抑制劑;鎂刺激型ATP酶抑制劑;菸鹼性乙醯膽鹼受體;中腸膜破壞劑;氧化磷酸化作用破壞劑;及蘭諾定(Ryanodine)受體(RyRs)。
- 如請求項1之組成物,其進一步包含一種子。
- 如請求項1之組成物,其進一步包含經基因改造而表現一或多種特殊性狀之一種子。
- 如請求項1之組成物,其中該組成物係封裝在一膠囊中或置於其表面。
- 如請求項1之組成物,其中該組成物係封裝在一膠囊中或置於其表面,其中該膠囊的直徑係約100微米至約900奈米或約10微米至約900微米。
- 如請求項1之組成物,其進一步包含硫酸銨。
- 一種防治有害生物之方法,其包括在一區域施用如請求項26之組成物以防治一有害生物,其施用量係足以防治該有害生物。
- 一種方法,其包括在一區域施用如請求項1之組成物以防治一有害生物,其施用量係足以防治該有害生物。
- 如請求項28之方法,其中該有害生物係選自甲蟲、蠼螋、蟑螂、蒼蠅、蚜蟲、介殼蟲、粉蝨、葉蟬、螞蟻、黃蜂、白蟻、蛾、蝴蝶、蝨、蚱蜢、蝗蟲、螻蛄、跳蚤、薊馬、蠹蟲、蟎、蜱、線蟲及蜈蚣。
- 如請求項28之方法,其中該有害生物係來自圓形動物門(Nematoda)或節肢動物門(Arthropoda)。
- 如請求項28之方法,其中該有害生物係來自螯肢動物亞門(Chelicerata)、多足亞門(Myriapoda)或六足亞門(Hexapoda)。
- 如請求項28之方法,其中該有害生物係來自蛛形綱(Arachnida)、綜合綱(Symphyla)或昆蟲綱(Insecta)。
- 如請求項28之方法,其中該有害生物係來自蝨目(Anoplura)、鞘翅目(Coleoptera)、革翅目(Dermaptera)、蜚蠊目(Blattaria)、雙翅目(Diptera)、半翅目(Hemiptera)、膜翅目(Hymenoptera)、等翅目(Isoptera)、鱗翅目(Lepidoptera)、食毛目(Mallophaga)、直翅目(Orthoptera)、隱翅目(Siphonaptera)、櫻翅目(Thysanoptera)、櫻尾目(Thysanura)、蟎蜱目(Acarina)或綜合目(Symphyla)。
- 如請求項28之方法,其中該有害生物為桃蚜(MYZUPE)或甘藷粉蝨遊走若蟲(BEMITA)。
- 如請求項28之方法,其包括施用每公頃約0.01克至每公頃約5000克的組成物。
- 如請求項28之方法,其包括施用每公頃約0.1克至每公頃約500克的組成物。
- 如請求項28之方法,其包括施用每公頃約1克至每公頃約50克的組成物。
- 如請求項28之方法,其中待防治一有害生物之該區域係蘋果、玉米、棉花、大豆、油菜、小麥、稻米、高粱、大麥、燕麥、馬鈴薯、柑橘、苜蓿、萵苣、草莓、番茄、胡椒、十字花科蔬菜、梨、菸草、杏仁、甜菜或豆類生 長或待栽種其種子之一區域。
- 一種方法,其包括在一種經基因改造而表現一或多種特殊性狀的基因改造植物上施用如請求項1之組成物。
- 一種用於製備如請求項1的組成物之方法,該方法包括:
- 一種用於製備如請求項1的組成物之方法,該方法包括:將具化學式2-1的三級丁氧基胺甲酸酯化合物與一鹼反應,接著與具化學式2-2的一種親電子劑反應,而得具化學式2-3的化合物;用一種酸處理具化學式2-3的化合物,而得具化學式2-4的對應鹽類;及將具化學式2-4的鹽類與其中n'為1或2之具化學式2-5的一種酸氯化物反應,而得具化學式2-6的化合物,其中R5、R6、n'及Z係如請求項1所界定
- 一種防治有害生物之方法,其包括在有害生物群體附近施用如請求項1之殺蟲組成物。
- 如請求項42之方法,其中該殺蟲組成物進一步包含一種植物學上可接受的惰性載劑。
- 如請求項42之方法,其中該殺蟲組成物進一步包含選自由表面活性劑、安定劑、催吐劑、崩散劑、消泡劑、潤 濕劑、分散劑、黏合劑、染料或填料所組成之群組之一種添加劑。
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