TW202340171A - γ-內醯胺化合物及含有其之組成物 - Google Patents
γ-內醯胺化合物及含有其之組成物 Download PDFInfo
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- TW202340171A TW202340171A TW112102817A TW112102817A TW202340171A TW 202340171 A TW202340171 A TW 202340171A TW 112102817 A TW112102817 A TW 112102817A TW 112102817 A TW112102817 A TW 112102817A TW 202340171 A TW202340171 A TW 202340171A
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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- A—HUMAN NECESSITIES
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- A01P13/00—Herbicides; Algicides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- General Health & Medical Sciences (AREA)
- Insects & Arthropods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
本申請係對於2022年1月26日於日本申請的日本特願2022-010358號主張優先權及其權益者,並且其全部內容通過參照而納入本申請中。
本發明係關於γ-內醯胺化合物及含有該γ-內醯胺化合物之組成物。
至今為止,以防除雜草為目的,已檢討各種化合物並供給於實際使用中。
再者,已知某些化合物具有雜草防除效力(例如,參照專利文獻1及2)。
[先前技術文獻]
[專利文獻]
[專利文獻1]國際公開第02/44173號公報
[專利文獻2]國際公開第07/026834號公報
本發明之課題係提供一種對雜草具有優異之防除效力的化合物。
本發明係如下所述。
[1]一種式(I)所示之化合物(以下記載為本發明化合物),
[式中,
R1表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C6鏈式烴基、可具有1個以上鹵素原子的C3-C6脂環式烴基、OR4、或S(O)mR4,
m表示0、1或2,
R2及R3係相同或相異,表示氫原子、鹵素原子、氰基、或可具有1個以上鹵素原子的C1-C3烷基,
R4表示可具有1個以上鹵素原子的C1-C6鏈式烴基、或可具有1個以上鹵素原子的C3-6脂環式烴基,
X表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有獨立地選自由C1-C3烷基及鹵素原子所成群組中之1個以上的取代基之C3-C8脂環式烴基,
Y表示氫原子、鹵素原子、氰基、硝基、或可具有1個以上鹵素原子的C1-C3鏈式烴基,
Me表示甲基]。
[2]如[1]所述之化合物,其中,R2及R3分別為氫原子。
[3]如[1]或[2]所述之化合物,其中,Y為氫原子。
[4]如[1]至[3]中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C1-C8烷基、可具有1個以上鹵素原子的C2-C8烯基、可具有1個以上鹵素原子的C2-C8炔基、可具有1個以上鹵素原子的C3-C8環烷基、或可具有1個以上鹵素原子的C3-C8環烯基。
[5]如[1]至[3]中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C1-C8烷基、或可具有1個以上鹵素原子的C3-C8環烷基。
[6]如[1]至[3]中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C3-C6烷基、或可具有1個以上鹵素原子的C3-C6環烷基。
[7]如[1]至[6]中任一項所述之化合物,其中,R1為氫原子、鹵素原子、或可具有1個以上鹵素原子的C1-C6鏈式烴基。
[8]如[1]至[6]中任一項所述之化合物,其中,R1為氫原子、或鹵素原子。
[9]一種除草用組成物(以下記載為本發明組成物),其係含有[1]至[8]中任一項所述之化合物、及惰性載體。
[10]一種雜草的防除方法,其係包含對雜草或雜草生長的土壤施用[1]至[8]中任一項所述之化合物之步驟。
[11]一種[1]至[8]中任一項所述之化合物之用途,其係用以防除雜草。
[12]一種組成物,其係含有選自由下述群(d)及群(f)所成群組中之1個以上成分、以及[1]至[8]中任一項所述之化合物,
群(d):藥害減輕成分,
群(f):除草活性成分。
[13]一種式(II)所示之化合物(以下記載為中間物M),
[式中,
R1表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C6鏈式烴基、可具有1個以上鹵素原子的C3-C6脂環式烴基、OR4、或S(O)mR4,
m表示0、1或2,
R2及R3係相同或相異,表示氫原子、鹵素原子、氰基、或可具有1個以上鹵素原子的C1-C3烷基,
R4表示可具有1個以上鹵素原子的C1-C6鏈式烴基、或可具有1個以上鹵素原子的C3-6脂環式烴基,
X表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有獨立地選自由C1-C3烷基及鹵素原子所成群組中之1個以上的取代基之C3-C8脂環式烴基,
Y表示氫原子、鹵素原子、氰基、硝基、或可具有1個以上鹵素原子的C1-C3鏈式烴基,
Me表示甲基,
L表示鹵素原子、羥基、OR10、OC(O)R11、可具有1個以上鹵素原子的C1-C3烷基磺醯基氧基、或可具有C1-C3烷基的苯基磺醯基氧基,
R10表示C1-C3烷基、或可具有1個以上選自群X的取代基之苄基,
R11表示C1-C4烷基、或可具有1個以上選自群X的取代基之苯基,
群X:由鹵素原子、可具有1個以上鹵素原子的C1-C3烷基、以及可具有1個以上鹵素原子的C1-C3烷氧基所成群組]。
[14]一種式(III)所示之化合物(以下記載為中間物N),
[式中,
X3表示可具有1個以上鹵素原子的C2-C8鏈式烴基、或可具有獨立地選自由C1-C3烷基及鹵素原子所成群組中之1個以上的取代基之C3-C8脂環式烴基,
Z表示氧原子或NH]。
[15]一種式(IV)所示之化合物(以下記載為中間物P),
[式中,
Me表示甲基,
L1表示鹵素原子、可具有1個以上鹵素原子的C1-C3烷基磺醯基氧基、或可具有C1-C3烷基之苯基磺醯基氧基]。
根據本發明可防除雜草。
本發明之鹵素原子係指氟原子、氯原子、溴原子、或碘原子。
本說明書中,Me表示甲基。
本說明書中之「CX-CY」之記載係指碳原子數X至Y。例如「C1-C8」之記載係指碳原子數1至8。
本說明中之鏈式烴基係表示例如烷基、烯基或炔基。
烷基係可列舉例如:甲基、乙基、丙基、異丙基、1,1-二甲基丙基、1,2-二甲基丙基、1-乙基丙基、丁基、第二丁基、第三丁基、戊基、己基、及辛基。
烯基係可列舉例如:乙烯基、1-丙烯基、2-丙烯基、1-甲基-1-丙烯基、1-甲基-2-丙烯基、1,2-二甲基-1-丙烯基、1-乙基-2-丙烯基、3-丁烯基、4-戊烯基、5-己烯基、及7-辛烯基。
炔基係可列舉例如:乙炔基、1-丙炔基、2-丙炔基、1-甲基-2-丙炔基、1,1-二甲基-2-丙炔基、1-乙基-2-丙炔基、2-丁炔基、4-戊炔基、5-己炔基、及7-辛炔基。
烷氧基係可列舉例如:甲氧基、乙氧基、丙氧基、及異丙氧基等。
烷基磺醯基氧基係可列舉例如:甲基磺醯基氧基、乙基磺醯基氧基、丙基磺醯基氧基、及異丙基磺醯基氧基等。
本說明中之脂環式烴基係可列舉例如:環烷基或環烯基。
環烷基係可列舉例如:環丙基、環丁基、環戊基、環己基、環辛基、雙環[6.5.0]壬基、及雙環[6.6.0]癸基。
環烯基係可列舉例如:環戊烯基、環己烯基、及環辛烯基。
鏈式烴基、或脂環式烴基經2個以上選自特定群(例如,由C1-C8烷基及鹵素原子所成群組)之基或原子取代時,該等基或原子可各為相同或相異。
本發明之化合物存在1個以上的立體異構物。立體異構物係可列舉如:鏡像異構物、非鏡像異構物、構型異構物及幾何異構物。本發明中包含各立體異構物及任意比率之立體異構物的混合物。
本發明之化合物係有藉由與鹽酸、硫酸、硝酸、磷酸、乙酸或苯甲酸等酸混合,而形成鹽酸鹽、硫酸鹽、硝酸鹽、磷酸鹽、乙酸鹽或苯甲酸鹽等酸加成鹽之情形。
本發明化合物之態樣係可列舉下列化合物。
[態樣1]本發明化合物中,R2為氫原子、或鹵素原子的化合物。
[態樣2]本發明化合物中,R2為氫原子的化合物。
[態樣3]本發明化合物中,R3為氫原子、或鹵素原子的化合物。
[態樣4]本發明化合物中,R3為氫原子的化合物。
[態樣5]本發明化合物中,R2及R3相同或相異,為氫原子、或鹵素原子的化合物。
[態樣6]本發明化合物中,R2及R3分別為氫原子的化合物。
[態樣7]本發明化合物中,Y為氫原子、鹵素原子、或氰基的化合物。
[態樣8]本發明化合物中,Y為氫原子、或鹵素原子的化合物。
[態樣9]本發明化合物中,Y為氫原子的化合物。
[態樣10]本發明化合物中,R2、R3及Y相同或相異,為氫原子、或鹵素原子的化合物。
[態樣11]本發明化合物中,R2、R3、及Y分別為氫原子的化合物。
[態樣12]本發明化合物中,X為鹵素原子、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣13]本發明化合物中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣14]本發明化合物中,X為C1-C8烷基、C2-C8烯基、C2-C8炔基、C3-C8環烷基、或C3-C8環烯基的化合物。
[態樣15]本發明化合物中,X為C1-C8烷基、或C3-C8環烷基的化合物。
[態樣16]本發明化合物中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣17]本發明化合物中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣18]本發明化合物中,X為第三丁基的化合物。
[態樣19]態樣1至11中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣20]態樣1至11中,X為C1-C8烷基、C2-C8烯基、C2-C8炔基、C3-C8環烷基、或C3-C8環烯基的化合物。
[態樣21]態樣1至11中,X為C1-C8烷基、或C3-C8環烷基的化合物。
[態樣22]態樣1至11中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣23]態樣1至11中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣24]態樣1至11中,X為第三丁基的化合物。
[態樣25]本發明化合物中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C6烷基、可具有1個以上鹵素原子的C2-C6烯基、或可具有1個以上鹵素原子的C2-C6炔基的化合物。
[態樣26]本發明化合物中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣27]本發明化合物中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣28]本發明化合物中,R1為氫原子、或鹵素原子的化合物。
[態樣29]本發明化合物中,R1為氫原子、或氟原子的化合物。
[態樣30]態樣1至18中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣31]態樣1至18中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣32]態樣1至18中,R1為氫原子、或鹵素原子的化合物。
[態樣33]態樣1至18中,R1為氫原子、或氟原子的化合物。
[態樣34]態樣19中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣35]態樣20中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣36]態樣21中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣37]態樣22中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣38]態樣23中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣39]態樣24中,R1為氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1烷基、可具有1個以上鹵素原子的C2烯基、或可具有1個以上鹵素原子的C2炔基的化合物。
[態樣40]態樣19中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣41]態樣20中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣42]態樣21中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣43]態樣22中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣44]態樣23中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣45]態樣24中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣46]態樣19中,R1為氫原子、或鹵素原子的化合物。
[態樣47]態樣20中,R1為氫原子、或鹵素原子的化合物。
[態樣48]態樣21中,R1為氫原子、或鹵素原子的化合物。
[態樣49]態樣22中,R1為氫原子、或鹵素原子的化合物。
[態樣50]態樣23中,R1為氫原子、或鹵素原子的化合物。
[態樣51]態樣24中,R1為氫原子、或鹵素原子的化合物。
[態樣52]態樣19中,R1為氫原子、或氟原子的化合物。
[態樣53]態樣20中,R1為氫原子、或氟原子的化合物。
[態樣54]態樣21中,R1為氫原子、或氟原子的化合物。
[態樣55]態樣22中,R1為氫原子、或氟原子的化合物。
[態樣56]態樣23中,R1為氫原子、或氟原子的化合物。
[態樣57]態樣24中,R1為氫原子、或氟原子的化合物。
式(II)所示之化合物(中間物M)之態樣係可列舉下列化合物。
[態樣M1]中間物M中,R2及R3相同或相異,為氫原子、或鹵素原子的化合物。
[態樣M2]中間物M中,R2及R3分別為氫原子的化合物。
[態樣M3]中間物M中,Y為氫原子、鹵素原子、或氰基的化合物。
[態樣M4]中間物M中,Y為氫原子、或鹵素原子的化合物。
[態樣M5]中間物M中,Y為氫原子的化合物。
[態樣M6]中間物M中,R2、R3及Y相同或相異,為氫原子、或鹵素原子的化合物。
[態樣M7]中間物M中,R2、R3、及Y分別為氫原子的化合物。
[態樣M8]中間物M中,X為鹵素原子、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M9]中間物M中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M10]中間物M中,X為C1-C8烷基、C2-C8烯基、C2-C8炔基、C3-C8環烷基、或C3-C8環烯基的化合物。
[態樣M11]中間物M中,X為C1-C8烷基、或C3-C8環烷基的化合物。
[態樣M12]中間物M中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M13]中間物M中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M14]中間物M中,X為第三丁基的化合物。
[態樣M15]態樣M1中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M16]態樣M2中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M17]態樣M3中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M18]態樣M4中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M19]態樣M5中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M20]態樣M6中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M21]態樣M7中,X為可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有1個以上鹵素原子的C3-C8脂環式烴基的化合物。
[態樣M22]態樣M1中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M23]態樣M2中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M24]態樣M3中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M25]態樣M4中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M26]態樣M5中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M27]態樣M6中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M28]態樣M7中,X為C3-C6烷基、或C3-C6環烷基的化合物。
[態樣M29]態樣M1中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M30]態樣M2中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M31]態樣M3中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M32]態樣M4中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M33]態樣M5中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M34]態樣M6中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M35]態樣M7中,X為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣M36]態樣M1中,X為第三丁基的化合物。
[態樣M37]態樣M2中,X為第三丁基的化合物。
[態樣M38]態樣M3中,X為第三丁基的化合物。
[態樣M39]態樣M4中,X為第三丁基的化合物。
[態樣M40]態樣M5中,X為第三丁基的化合物。
[態樣M41]態樣M6中,X為第三丁基的化合物。
[態樣M42]態樣M7中,X為第三丁基的化合物。
[態樣M43]態樣M1中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M44]態樣M2中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M45]態樣M3中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M46]態樣M4中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M47]態樣M5中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M48]態樣M6中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M49]態樣M7中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M50]態樣M8中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M51]態樣M9中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M52]態樣M10中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M53]態樣M11中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M54]態樣M12中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M55]態樣M13中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M56]態樣M14中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M57]態樣M15中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M58]態樣M16中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M59]態樣M17中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M60]態樣M18中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M61]態樣M19中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M62]態樣M20中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M63]態樣M21中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M64]態樣M22中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M65]態樣M23中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M66]態樣M24中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M67]態樣M25中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M68]態樣M26中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M69]態樣M27中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M70]態樣M28中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M71]態樣M29中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M72]態樣M30中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M73]態樣M31中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M74]態樣M32中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M75]態樣M33中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M76]態樣M34中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M77]態樣M35中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M78]態樣M36中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M79]態樣M37中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M80]態樣M38中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M81]態樣M39中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M82]態樣M40中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M83]態樣M41中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M84]態樣M42中,R1為氫原子、鹵素原子、氰基、硝基、甲基、二氟甲基、三氟甲基、乙烯基、或乙炔基的化合物。
[態樣M85]態樣M1中,R1為氫原子、或鹵素原子的化合物。
[態樣M86]態樣M2中,R1為氫原子、或鹵素原子的化合物。
[態樣M87]態樣M3中,R1為氫原子、或鹵素原子的化合物。
[態樣M88]態樣M4中,R1為氫原子、或鹵素原子的化合物。
[態樣M89]態樣M5中,R1為氫原子、或鹵素原子的化合物。
[態樣M90]態樣M6中,R1為氫原子、或鹵素原子的化合物。
[態樣M91]態樣M7中,R1為氫原子、或鹵素原子的化合物。
[態樣M92]態樣M8中,R1為氫原子、或鹵素原子的化合物。
[態樣M93]態樣M9中,R1為氫原子、或鹵素原子的化合物。
[態樣M94]態樣M10中,R1為氫原子、或鹵素原子的化合物。
[態樣M95]態樣M11中,R1為氫原子、或鹵素原子的化合物。
[態樣M96]態樣M12中,R1為氫原子、或鹵素原子的化合物。
[態樣M97]態樣M13中,R1為氫原子、或鹵素原子的化合物。
[態樣M98]態樣M14中,R1為氫原子、或鹵素原子的化合物。
[態樣M99]態樣M15中,R1為氫原子、或鹵素原子的化合物。
[態樣M100]態樣M16中,R1為氫原子、或鹵素原子的化合物。
[態樣M101]態樣M17中,R1為氫原子、或鹵素原子的化合物。
[態樣M102]態樣M18中,R1為氫原子、或鹵素原子的化合物。
[態樣M103]態樣M19中,R1為氫原子、或鹵素原子的化合物。
[態樣M104]態樣M20中,R1為氫原子、或鹵素原子的化合物。
[態樣M105]態樣M21中,R1為氫原子、或鹵素原子的化合物。
[態樣M106]態樣M22中,R1為氫原子、或鹵素原子的化合物。
[態樣M107]態樣M23中,R1為氫原子、或鹵素原子的化合物。
[態樣M108]態樣M24中,R1為氫原子、或鹵素原子的化合物。
[態樣M109]態樣M25中,R1為氫原子、或鹵素原子的化合物。
[態樣M110]態樣M26中,R1為氫原子、或鹵素原子的化合物。
[態樣M111]態樣M27中,R1為氫原子、或鹵素原子的化合物。
[態樣M112]態樣M28中,R1為氫原子、或鹵素原子的化合物。
[態樣M113]態樣M29中,R1為氫原子、或鹵素原子的化合物。
[態樣M114]態樣M30中,R1為氫原子、或鹵素原子的化合物。
[態樣M115]態樣M31中,R1為氫原子、或鹵素原子的化合物。
[態樣M116]態樣M32中,R1為氫原子、或鹵素原子的化合物。
[態樣M117]態樣M33中,R1為氫原子、或鹵素原子的化合物。
[態樣M118]態樣M34中,R1為氫原子、或鹵素原子的化合物。
[態樣M119]態樣M35中,R1為氫原子、或鹵素原子的化合物。
[態樣M120]態樣M36中,R1為氫原子、或鹵素原子的化合物。
[態樣M121]態樣M37中,R1為氫原子、或鹵素原子的化合物。
[態樣M122]態樣M38中,R1為氫原子、或鹵素原子的化合物。
[態樣M123]態樣M39中,R1為氫原子、或鹵素原子的化合物。
[態樣M124]態樣M40中,R1為氫原子、或鹵素原子的化合物。
[態樣M125]態樣M41中,R1為氫原子、或鹵素原子的化合物。
[態樣M126]態樣M42中,R1為氫原子、或鹵素原子的化合物。
[態樣M127]態樣M1中,R1為氫原子、或氟原子的化合物。
[態樣M128]態樣M2中,R1為氫原子、或氟原子的化合物。
[態樣M129]態樣M3中,R1為氫原子、或氟原子的化合物。
[態樣M130]態樣M4中,R1為氫原子、或氟原子的化合物。
[態樣M131]態樣M5中,R1為氫原子、或氟原子的化合物。
[態樣M132]態樣M6中,R1為氫原子、或氟原子的化合物。
[態樣M133]態樣M7中,R1為氫原子、或氟原子的化合物。
[態樣M134]態樣M8中,R1為氫原子、或氟原子的化合物。
[態樣M135]態樣M9中,R1為氫原子、或氟原子的化合物。
[態樣M136]態樣M10中,R1為氫原子、或氟原子的化合物。
[態樣M137]態樣M11中,R1為氫原子、或氟原子的化合物。
[態樣M138]態樣M12中,R1為氫原子、或氟原子的化合物。
[態樣M139]態樣M13中,R1為氫原子、或氟原子的化合物。
[態樣M140]態樣M14中,R1為氫原子、或氟原子的化合物。
[態樣M141]態樣M15中,R1為氫原子、或氟原子的化合物。
[態樣M142]態樣M16中,R1為氫原子、或氟原子的化合物。
[態樣M143]態樣M17中,R1為氫原子、或氟原子的化合物。
[態樣M144]態樣M18中,R1為氫原子、或氟原子的化合物。
[態樣M145]態樣M19中,R1為氫原子、或氟原子的化合物。
[態樣M146]態樣M20中,R1為氫原子、或氟原子的化合物。
[態樣M147]態樣M21中,R1為氫原子、或氟原子的化合物。
[態樣M148]態樣M22中,R1為氫原子、或氟原子的化合物。
[態樣M149]態樣M23中,R1為氫原子、或氟原子的化合物。
[態樣M150]態樣M24中,R1為氫原子、或氟原子的化合物。
[態樣M151]態樣M25中,R1為氫原子、或氟原子的化合物。
[態樣M152]態樣M26中,R1為氫原子、或氟原子的化合物。
[態樣M153]態樣M27中,R1為氫原子、或氟原子的化合物。
[態樣M154]態樣M28中,R1為氫原子、或氟原子的化合物。
[態樣M155]態樣M29中,R1為氫原子、或氟原子的化合物。
[態樣M156]態樣M30中,R1為氫原子、或氟原子的化合物。
[態樣M157]態樣M31中,R1為氫原子、或氟原子的化合物。
[態樣M158]態樣M32中,R1為氫原子、或氟原子的化合物。
[態樣M159]態樣M33中,R1為氫原子、或氟原子的化合物。
[態樣M160]態樣M34中,R1為氫原子、或氟原子的化合物。
[態樣M161]態樣M35中,R1為氫原子、或氟原子的化合物。
[態樣M162]態樣M36中,R1為氫原子、或氟原子的化合物。
[態樣M163]態樣M37中,R1為氫原子、或氟原子的化合物。
[態樣M164]態樣M38中,R1為氫原子、或氟原子的化合物。
[態樣M165]態樣M39中,R1為氫原子、或氟原子的化合物。
[態樣M166]態樣M40中,R1為氫原子、或氟原子的化合物。
[態樣M167]態樣M41中,R1為氫原子、或氟原子的化合物。
[態樣M168]態樣M42中,R1為氫原子、或氟原子的化合物。
[態樣M169]態樣M1至態樣M168或中間物M之任一者中,L為鹵素原子、羥基、OR10、OC(O)R11、C1-C3烷基磺醯基氧基、或可具有甲基之苯基磺醯基氧基,R10為C1-C3烷基、或可具有甲氧基之苄基,R11為C1-C4烷基、或苯基的化合物。
[態樣M170]態樣M1至態樣M168或中間物M之任一者中,L為鹵素原子、羥基、甲氧基、異丙氧基、乙醯氧基、甲烷磺醯基氧基、三氟甲基磺醯基氧基、4-甲基苯基磺醯基氧基、或苯基磺醯基氧基的化合物。
[態樣M171]態樣M1至態樣M168或中間物M之任一者中,L為氯原子、溴原子、碘原子、羥基、甲烷磺醯基氧基、4-甲基苯基磺醯基氧基、或苯基磺醯基氧基的化合物。
[態樣M172]態樣M1至態樣M168或中間物M之任一者中,L為氯原子、溴原子、碘原子、甲烷磺醯基氧基、4-甲基苯基磺醯基氧基、或苯基磺醯基氧基的化合物。
[態樣M173]態樣M1至態樣M168或中間物M之任一者中,L為羥基的化合物。
式(III)所示之化合物(中間物N)的態樣係可列舉下列化合物。
[態樣N1]中間物N中,X3為可具有C2-C8烷基、或C1-C3烷基之C3-C8環烷基的化合物。
[態樣N2]中間物N中,X3為可具有C3-C6烷基、或C1-C3烷基之C3-C6環烷基的化合物。
[態樣N3]中間物N中,X3為1,1-二甲基丙基、1-乙基丙基、第三丁基、環丁基、甲基環丁基、環戊基、或甲基環戊基的化合物。
[態樣N4]中間物N中,X3為第三丁基的化合物。
[態樣N5]態樣N1至態樣N4或中間物N之任一者中,Z為氧原子的化合物。
[態樣N6]態樣N1至態樣N4或中間物N之任一者中,Z為NH的化合物。
式(IV)所示之化合物(中間物P)的態樣係可列舉下列化合物。
[態樣P1]中間物P中,L1為氯原子、溴原子、碘原子、甲烷磺醯基氧基、4-甲基苯基磺醯基氧基、或苯基磺醯基氧基的化合物。
[態樣P2]中間物P中,L1為氯原子、溴原子、或甲烷磺醯基氧基的化合物。
接著,針對本發明化合物之製造法進行說明。
製造法A-1
式(I-1)所示之化合物(以下記載為本發明化合物(I-1))係可藉由使式(A1)所示之(以下記載為化合物(A1))與式(M1)所示之(以下記載為化合物(M1))在二烷基偶氮二羧酸酯及三芳基膦之存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:甲苯、二甲苯、己烷等烴(以下記載為烴類);甲基第三丁基醚(以下記載為MTBE)、四氫呋喃(以
下記載為THF)、1,4-二噁烷等醚(以下記載為醚類);二氯甲烷、氯仿、氯苯等鹵化烴(以下記載為鹵化烴類);以及該等中2種以上之混合物。
反應中使用的二烷基偶氮二羧酸酯係可列舉例如:二乙基偶氮二羧酸酯等。
反應中使用的三芳基膦係可列舉例如:三苯基膦等。
反應中,相對於化合物(A1)1莫耳,化合物(M1)通常以1至10莫耳之比率使用,二烷基偶氮二羧酸酯通常以1至10莫耳之比率使用,三芳基膦通常以1至10莫耳之比率使用。
反應溫度通常係在-20至150℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法A-2
本發明化合物(I-1)亦可藉由混合化合物(M1)、亞硫醯氯及二異丙基乙基胺而調製出混合物,通過使該混合物與化合物(A1)反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;以及該等中2種以上之混合物。
反應中,相對於化合物(A1)1莫耳,化合物(M1)通常以1至10莫耳之比率使用,亞硫醯氯通常以1至10莫耳之比率使用,二異丙基乙基胺通常以1至10莫耳之比率使用。
反應溫度通常係在-20至150℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法B
本發明化合物(I-1)亦可藉由使式(A2)所示之化合物(以下記載為化合物(A2))與化合物(M1)在鹼的存在下反應而製造。
[式中,Q表示氯原子、溴原子、碘原子等鹵素原子;甲烷磺醯基氧基、三氟甲基磺醯基氧基等可具有1個以上鹵素原子的C1-C3烷基磺醯基氧基;或4-甲基苯基磺醯基氧基、苯基磺醯基氧基等可具有C1-C3烷基之苯基磺醯基氧基等脫離基,其他記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;N,N-二甲基甲醯胺(以下記載為DMF)等醯胺(以下記載為醯胺類);1,3-二甲基-2-咪唑啉酮等咪唑啉酮類;二甲基亞碸(以下記載為DMSO)等亞碸(以下記載為亞碸類);乙腈等腈(以下記載為腈類);水;以及該等2種以上之混合物。
反應中使用之鹼係可列舉例如:三乙基胺、二異丙基乙基胺、1,8-二氮雜雙環[5.4.0]十一碳-7-烯(DBU)、吡啶、4-(二甲基胺基)吡啶等有機鹼(以下記載為有機鹼類);碳酸鈉、碳酸鉀等鹼金屬碳酸鹽(以下記載為鹼金屬碳酸鹽類);碳酸鎂或碳酸鈣等鹼土金屬碳酸鹽(以下記載為鹼土金屬碳酸鹽類);碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽(以下記載為鹼金屬碳酸氫鹽類);乙酸鈉、乙酸鉀、乙酸鈣或乙酸鎂等金屬乙酸鹽等金屬羧酸鹽(以下記載為金屬羧酸鹽類);甲氧化鈉、乙氧化鈉、第三丁氧化鈉、甲氧化鉀或第三丁氧化鉀等金屬烷氧化物(以下記載為金屬烷氧化物類);氫氧化鈉、氫氧化鉀、氫氧化鈣或氫氧化鎂等金屬氫氧化物(以下記載為金屬氫氧化物類);氫化鋰、氫化鈉、氫化鉀或氫化鈣等金屬氫化物(以下記載為金屬氫化物類)等。
反應中,相對於化合物(A2)1莫耳,化合物(M1)通常以1至10莫耳之比率使用,鹼通常以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法C
式(I-2)所示之化合物(以下記載為本發明化合物(I-2))係可藉由使式(A3)所示之化合物(以下記載為化合物(A3))與式(M2)所示之化合物(以下記載為化合物(M2))在觸媒及鹼的存在下反應而製造。
[式中,W表示氯原子、溴原子、碘原子或三氟甲烷磺醯基氧基等取代基,M1表示B(OH)2、4,4,5,5-四甲基-1,3,2-二氧雜硼雜環戊烷-2-基等烷氧基硼烷基、或三氟硼酸鹽(BF3-K+),X1表示可具有1個以上鹵素原子的C2-C8烯基、或可具有1個以上鹵素原子的C3-C8環烯基,其他記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;乙酸乙酯等酯(以下記載為酯類);腈類;水;以及該等之2種以上的混合物。
反應中使用之觸媒係可列舉例如:肆(三苯基膦)鈀(0)、乙酸鈀(II)、參(二亞苄基丙酮)二鈀、及[1,1'-雙(二苯基膦基)二茂鐵]鈀(II)二氯化物等。
反應中使用之鹼係可列舉例如:有機鹼類、鹼金屬碳酸鹽類、鹼金屬碳酸氫鹽類、鹼土金屬碳酸鹽類、氟化鈉及磷酸三鉀。
反應中,相對於化合物(A3)1莫耳,化合物(M2)通常以1至10莫耳之比率使用,觸媒通常以0.01至1莫耳之比率使用,鹼通常以1至10莫耳之比率使用。
反應溫度通常係在0至150℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-2)。
化合物(A3)係可依據製造法A-1、製造法A-2或製造法B製造。
製造法D
式(I-3)所示之化合物(以下記載為本發明化合物(I-3))係可藉由使本發明化合物(I-2)與氫在氫化觸媒的存在下反應而製造。
[式中,X2表示可具有1個以上鹵素原子的C2-C8烷基或可具有1個以上鹵素原子的C3-C8環烷基,其他記號表示與上述同意義]
反應通常係在1至100大氣壓的氫環境下於溶劑中進行。反應中使用的溶劑係可列舉例如:甲醇、乙醇等醇(以下記載為醇類);酯類;鹵化烴類;醚類;烴類;水;以及該等之2種以上的混合物。
反應中使用之氫化觸媒係可列舉例如:鈀碳催化劑(Palladium on carbon)(Pd/C)、鉑碳催化劑(Platinum on carbon)(Pt/C)、雷氏鎳、氫氧化鈀等過渡金屬觸媒及其化合物。
反應亦可因應所需添加酸、或鹼等進行。酸係可列舉例如:乙酸、及鹽酸,鹼係可列舉例如:三乙基胺等三級胺類、及氧化鎂。
反應中,相對於本發明化合物(1-2)1莫耳,氫化觸媒通常以0.001至1莫耳之比率使用,氫通常以1莫耳以上之比率使用,在使用酸或鹼時,酸通常以0.001至10莫耳之比率使用,鹼通常以1至10莫耳之比率使用。
反應溫度通常係在-20至150℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,過濾觸媒後,藉由進行將有機層濃縮等後處理操作,而可單離本發明化合物(I-3)。
製造法E
本發明化合物(I-1)亦可藉由使式(A4)所示之化合物(以下記載為化合物(A4))在路易斯酸的存在下反應而製造。
[式中,記號表示與上述同意義]
反應亦可因應所需在溶劑中進行。溶劑係可列舉例如:烴類;醚類;醯胺類;咪唑啉酮類;亞碸類;以及該等之2種以上的混合物。
反應中使用之路易斯酸係可列舉例如:氯化鋁(III)、三甲基鋁、異丙氧化鋁等鋁化合物;四氯化錫等錫化合物;四氯化鈦、鈦酸四異丙酯等鈦化合物;三氟化硼乙醚錯合物、三溴化硼等硼化合物;三氟甲烷磺酸鈧(III)等鈧化合物;氯化鋯(IV)、四丙氧化鋯等鋯化合物;氯化銻(III)等銻化合物;三氯化鐵等鐵化合物;氯化鋅、溴化鋅等鋅化合物。
反應中,相對於化合物(A4)1莫耳,路易斯酸較佳係以0.01至10莫耳之比率使用。
反應溫度通常係在50至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法F
本發明化合物(I-1)亦可藉由使式(A5)所示之化合物(以下記載為化合物(A5))在鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
反應中,相對於化合物(A5)1莫耳,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法G
本發明化合物(I-1)亦可藉由使式(A6)所示之化合物(以下記載為化合物(A6))與式(A3)所示之化合物(以下記載為化合物(A3))反應而製造。
[式中,記號表示與上述同意義]
反應亦可在溶劑中進行。溶劑係可列舉例如:烴類;醚類;醯胺類;咪唑啉酮類;亞碸類;以及該等之2種以上的混合物。
反應亦可因應所需添加酸而進行。酸係可列舉例如:磺酸類;無機酸類;羧酸類等。添加酸進行反應時,相對於化合物(A6)1莫耳,酸較佳係以10莫耳以下之比率使用。
反應中,相對於化合物(A6)1莫耳,化合物(A3)通常係以1至10莫耳之比率使用。
反應溫度通常係在50至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
造法H
本發明化合物(I-1)亦可藉由使式(A7)所示之化合物(以下記載為化合物(A7))與式(M4)所示之化合物(以下記載為化合物(M4))在觸媒及鹼的存在下反應而製造。
[式中,Q1表示氯原子、溴原子、碘原子等鹵素原子,或或三氟甲烷磺醯基氧基等脫離基,其他記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;腈類;水;以及該等之2種以上的混合物。
反應中使用之觸媒係可列舉例如:肆(三苯基膦)鈀(0)、1,1'-雙(二苯基膦基)二茂鐵鈀(II)二氯化物、參(二亞苄基丙酮)二鈀(0)、乙酸鈀(II)等鈀觸媒;雙(環辛二烯)鎳(0)、氯化鎳(II)等鎳觸媒;及碘化銅(I)、氯化銅(I)等銅觸媒等。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
反應亦可因應所需使用配位基(ligand)。配位基係可列舉例如:三苯基膦、4,5-雙二苯基膦-9,9-二甲基氧雜蒽(Xantphos)、2,2'-雙(二苯基膦基)-1,1'-聯萘、1,1'-雙(二苯基膦基)二茂鐵、2-二環己基膦基-2',4',6'-三異丙基聯苯、2-二環己基膦基-2',6'-二甲氧基聯苯、1,2-雙(二苯基膦基)乙烷、N,N'-二甲基乙二胺、N,N,N'-三甲
基乙二胺、反式-N,N'-二甲基環己烷-1,2-二胺、2,2'-聯吡啶、2-胺基乙醇、8-羥基喹啉、以及1,10-啡啉等。反應中使用配位基時,相對於化合物(A7)1莫耳,配位基通常係以0.01至1莫耳之比率使用。
反應中,相對於化合物(A7)1莫耳,化合物(M4)通常係以1至10莫耳之比率使用,觸媒通常係以0.01至1莫耳之比率使用,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
製造法I
本發明化合物(I-1)亦可藉由使式(A4-2)所示之化合物(以下記載為化合物(A4-2))反應而製造。
[式中,L3表示羥基、或OC(O)R11,其他記號表示與上述同意義]
反應亦可因應所需在溶劑中進行。溶劑係可列舉例如:烴類;醚類;醯胺類;咪唑啉酮類;亞碸類;以及該等之2種以上的混合物。
反應亦可因應所需添加酸而進行。酸係可列舉例如:甲烷磺酸、對甲苯磺酸等磺酸(以下記載為磺酸類);鹽酸、硫酸等無機酸(以下記載為無機酸類);乙酸、
三氟乙酸等羧酸(以下記載為羧酸類)等。添加酸進行反應時,相對於化合物(A4-2)1莫耳,酸較佳係以10莫耳以下之比率使用。
反應溫度通常係在50至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(I-1)。
參考製造法1
式(A2-1)所示之化合物(以下記載為化合物(A2-1))係可藉由使化合物(M3)與式(M5)所示之化合物(以下記載為化合物(M5))在鹼的存在下反應而製造。
[式中,L2、Q2、及Q3係相同或相異,表示鹵素原子,其他記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
反應中,相對於化合物(M3)1莫耳,化合物(M5)通常係以1至10莫耳之比率使用,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A2-1)。
化合物(M3)及化合物(M5)可為市售化合物,或可依據習知方法製造。
參考製造法2
化合物(A2-1)所示之化合物(以下記載為化合物(A2-2))係可藉由使化合物(A1)與式(M6)所示之化合物(以下記載為化合物(M6))、或式(M7)所示之化合物(以下記載為化合物(M7))反應而製造。
[式中,Q4表示可具有1個以上鹵素原子的C1-C3烷基磺醯基、或可具有C1-C3烷基之苯基磺醯基,其他記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應亦可因應所需添加鹼而進行。鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類等。添加鹼進行反應時,相對於化合物(A1)1莫耳,鹼較佳係以10莫耳以下之比率使用。
反應中使用化合物(M6)時,相對於化合物(A1)1莫耳,化合物(M6)通常係以1至10莫耳之比率使用,使用化合物(M7)時,相對於化合物(A1)1莫耳,化合物(M7)通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A2-2)。
化合物(M6)及化合物(M7)可為市售化合物,或可依據習知方法製造。
參考製造法2
化合物(A2-2)亦可藉由使式(A8)所示之化合物(以下記載為化合物(A8))在鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
相對於化合物(A8)1莫耳,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A2-2)。
參考製造法4
化合物(A8)係可藉由使式(A9)所示之化合物(以下記載為化合物(A9))與化合物(M6)或化合物(M7)反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應亦可因應所需添加鹼而進行。鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類等。添加鹼進行反應時,相對於化合物(A9)1莫耳,鹼較佳係以10莫耳以下之比率使用。
反應中使用化合物(M6)時,相對於化合物(A9)1莫耳,化合物(M6)通常係以2至20莫耳之比率使用,使用化合物(M7)時,相對於化合物(A9)1莫耳,化合物(M7)通常係以2至20莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A8)。
參考製造法5
化合物(A9)係可藉由使式(A10)所示之化合物(以下記載為化合物(A10))與化合物(M3)反應而製造。
[式中,記號表示與上述同意義]
反應亦可因應所需在溶劑中進行。溶劑係可列舉例如:烴類;醚類;醯胺類;酯類;腈類;咪唑啉酮類;亞碸類;以及該等之2種以上的混合物。
反應亦可因應所需添加酸而進行。酸係可列舉例如:磺酸類;無機酸類;羧酸類等。添加酸進行反應時,相對於化合物(A10)1莫耳,酸較佳係以10莫耳以下之比率使用。
反應中,相對於化合物(A10)1莫耳,化合物(M3)通常係以1至10莫耳之比率使用。
反應溫度通常係在50至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A9)。
化合物(M10)為市售化合物,或可依據習知方法製造。
參考製造法6
化合物(A2-1)亦可藉由將式(A11)所示之化合物(以下記載為化合物(A11))在鹵化劑之存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;腈類;咪唑啉酮類;亞碸類;以及該等之2種以上的混合物。
反應亦可因應所需添加鹼而進行。鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類;二異丙基胺基鋰、六甲基二矽基胺基鉀等鹼金
屬有機鹼等。添加鹼進行反應時,相對於化合物(A11)1莫耳,鹼係以1至10莫耳之比率使用。
反應中使用之鹵化劑係可列舉例如:氯、溴、碘、N-氯琥珀醯亞胺、N-溴琥珀醯亞胺、N-碘琥珀醯亞胺、1,3-二溴-5,5-二甲基乙內醯脲、二溴異三聚氰酸等。
相對於化合物(A11)1莫耳,鹵化劑係以1至10莫耳之比率使用。
反應溫度通常係在-100至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A2-1)。
參考製造法7
化合物(A2-1)亦可藉由將式(A12)所示之化合物(以下記載為化合物(A12))在鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
相對於化合物(A12)1莫耳,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A2-1)。
化合物(M12)可為市售化合物,或可依據習知方法製造。
參考製造法8
化合物(A4-1)所示之化合物(以下記載為化合物(A4-1))係可藉由使化合物(A6)與化合物(M3)反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應亦可因應所需添加路易斯酸而進行。路易斯酸係可列舉例如:氯化鋁(III)、三甲基鋁、異丙氧化鋁等鋁化合物;四氯化錫等錫化合物;四氯化鈦、鈦酸四異丙酯等鈦化合物;三氟化硼乙醚錯合物、三溴化硼等硼化合物;三氟甲烷磺酸鈧(III)等鈧化合物;氯化鋯(IV)、四丙氧化鋯等鋯化合物;氯化銻(III)等銻化合物;三氯化鐵等鐵化合物;氯化鋅、溴化鋅等鋅化合物。添加路易斯酸進行反應時,相對於化合物(A6)1莫耳,路易斯酸較佳係以10莫耳以下之比率使用。
反應中,相對於化合物(A6)1莫耳,化合物(M3)通常係以1至10莫耳之比率使用。
反應溫度通常係在20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A4-1)。
化合物(A6)可為習知者,或可依據習知方法製造。
參考製造法9
化合物(A4)係可藉由使化合物(A4-1)與式(M8)所示之化合物(以下記載為化合物(M8))在鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
反應中,相對於化合物(A4-1)1莫耳,化合物(M8)通常係以1至10莫耳之比率使用,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A4)。
化合物(A8)可為市售化合物,或可依據習知方法製造。
參考製造法10
式(A5-1)所示之化合物(以下記載為化合物(A5-1))係可藉由使化合物(A4-1)與化合物(M6)或化合物(M7)反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應亦可因應所需添加鹼而進行。鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類等。添加鹼進行反應時,相對於化合物(A4-1)1莫耳,鹼較佳係以10莫耳以下之比率使用。
反應中使用化合物(M6)時,相對於化合物(A4-1)1莫耳,化合物(M6)通常係以1至10莫耳之比率使用,使用化合物(M7)時,相對於化合物(A4-1)1莫耳,化合物(M7)通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A5-1)。
參考製造法11
化合物(A6)及化合物(A7)係可藉由使化合物(A13)所示之化合物(以下記載為化合物(A13))與化合物(M1)在鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
反應通常係在溶劑中進行。反應中使用的溶劑係可列舉例如:烴類;醚類;鹵化烴類;醯胺類;酯類;咪唑啉酮類;亞碸類;腈類;水;以及該等之2種以上的混合物。
反應中使用之鹼係可列舉例如:有機鹼類;鹼金屬碳酸鹽類;鹼土金屬碳酸鹽類;鹼金屬碳酸氫鹽類;金屬羧酸鹽類;金屬烷氧化物類;金屬氫氧化物類;金屬氫化物類等。
反應中,相對於化合物(A13)1莫耳,化合物(M1)通常係以1至10莫耳之比率使用,鹼通常係以1至10莫耳之比率使用。
反應溫度通常係在-20至200℃之範圍內。反應時間通常係在0.1至120小時之範圍內。
反應結束後,將反應混合物與水混合後,以有機溶劑萃取,藉由將有機層進行乾燥、濃縮等後處理操作,而可單離本發明化合物(A6)或化合物(A7)。
化合物(A13)可為市售化合物,或可依據習知方法製造。
參考製造法12
化合物(A11)係可藉由使式(A14)所示之化合物(以下記載為化合物(A14))與化合物(M4)在觸媒及鹼的存在下反應而製造。
[式中,記號表示與上述同意義]
化合物(A11)係可使用化合物(A14)取代化合物(A7),並依據製造法H製造。
化合物(A14)可為市售化合物,或可依據習知方法製造。
化合物(A11)係依據例如WO94/13652號公報、WO95/33719號公報、WO97/19920號公報、WO97/20838號公報、WO97/28138號公報及WO00/21928號公報所記載之方法製造。
屬於吡唑衍生物之化合物(M1)可為市售者,或者可依據Comprehensive Heterocyclic Chemistry第5卷,第167-304頁(1984年)、Comprehensive Heterocyclic Chemistry第4卷,第1-141頁(2008年)、Organic Letters第9卷,第3733-3736頁(2007年),以及Tetrahedron Letters第67卷,第152843-152845頁(2021年)等文獻所記載之方法及該等而製造。
化合物(M2)可為市售品,或者可依據Chemical reviews,第95卷,第2457-2483頁(1995)等文獻所記載的方法及該等而製造。再者,可將前述反應中所得之硼酸酯衍生物因應所需藉由水解而製造硼酸酯衍生物。更且,亦可依據Accounts of Chemical Research第40卷,第275-286頁(2007年)等文獻記載的方法,藉由將上述硼酸酯氟化而得到三氟硼酸鹽(BF3-K+)。
本發明化合物係可將選自由下述群(a)、群(b)、群(c)、群(d)、群(e)及群(f)所成群組中之1種以上的成分(以下記載為本成分)混用或併用。
前述混用或併用係指將本發明化合物與本成分同時、分別或間隔時間使用。
在同時使用本發明的合物及本成分時,本發明化合物及本成分可分別包含在個別的製劑中,亦可包含在1個製劑中。
本發明之一面係含有1種以上選自由群(d)及群(f)所成群組中的成分以及本發明化合物之組成物。
群(a)係由下述者所成群組:乙醯膽鹼酯酶抑制劑(例如,胺甲酸鹽系殺蟲劑、有機磷系殺蟲劑)、GABA操作性氯離子通道阻斷劑(例如,苯基吡唑系殺蟲劑)、鈉通道調節劑(例如,擬除蟲菊酯殺蟲劑)、菸鹼型乙醯膽鹼受體競爭性調節劑(例如,新菸鹼類殺蟲劑)、菸鹼型乙醯膽鹼受體異位調節劑、麩胺酸操作性氯離子通道異位調節劑(例如,巨環內酯系殺蟲劑)、幼年賀爾蒙模擬劑、多位點抑制劑、弦音器TRPV通道調節劑(Chordotonal organ TRPV channel modulators)、蟎蟲類生長抑制劑、源自微生物的昆蟲中腸內壁破壞劑、粒線體ATP合成酶抑制劑,氧化磷酸化解聯劑,菸鹼型乙醯膽鹼受體通道阻斷劑(例如,沙蠶毒素系殺蟲劑)、幾丁質生物合成抑制劑、蛻皮抑制劑,蛻皮激素受體促效劑、章魚胺受體促效劑、粒線體電子傳遞系複合物I、II、III及IV的抑制劑、電壓門控鈉通道阻斷劑、乙醯輔酶A羧化酶抑制劑、蘭諾定(ryanodine)受體調節劑(例如,二醯胺系殺蟲劑)、弦音器官調節劑、微生物殺蟲劑,以及其他殺蟲活性成分、殺蟎活性成分及殺線蟲活性成分。該等係記載於根據IRAC的作用機制的分類中。
群(b)係由下述者所成群組:核酸合成抑制劑(例如,苯基醯胺系殺菌劑、醯基胺基酸系殺菌劑)、細胞分裂及細胞骨架抑制劑(例如,MBC殺菌劑)、呼吸抑制劑(例如,QoI殺菌劑、QiI殺菌劑)、胺基酸合成及蛋白質合成抑制劑(例如,苯胺吡啶系殺菌劑)、訊息傳遞抑制劑、脂質合成及膜合成抑制劑、固醇生合成抑制劑(例如,三唑系等DMI殺菌劑)、細胞壁生合成抑制劑、黑色素合成抑制劑、植物防禦誘導劑、多位點接觸活性殺菌劑、微生物殺菌劑、以及其他殺菌活性成分。該等係記載於根據FRAC作用機制的分類中。
群(c)係植物生長調整成分(包含菌根菌及根瘤菌)之群組。
群(d)係藥害減輕成分之群組。
群(e)係增效劑之群組。
群(f)係由下述者所成群組:乙醯輔酶A羧化酶(ACCase)抑制劑、乙醯乳酸合成酶(ALS)抑制劑、光合成(光化學II)抑制劑、光化學系I電子轉換劑、原紫質原氧化酶(PPO)抑制劑、八氫番茄紅素去飽和酶系(PDS)抑制劑、4-羥基苯基丙酮酸二氧酶(4-HPPD)抑制劑、類胡蘿蔔素生合成抑制劑、EPSP合成酶抑制劑、麩醯胺酸合成酶抑制劑、二氫喋酸(DHP)合成酶抑制劑、微管聚合抑制劑、有絲分裂/微管形成抑制劑、極長鏈脂肪酸(VLCFA)抑制劑、纖維素合成抑制劑、解偶聯劑、脂質合成抑制劑、吲哚乙酸類活性劑、生長素轉移抑制劑、及其他除草活性成分。該等係記載於根據HRAC作用機制的分類中。
以下記載本成分及本發明化合物之組合例。例如,棉鈴威(alanycarb)+SX表示棉鈴威(alanycarb)與SX之組合。
此外,縮寫SX表示選自實施例中記載之化合物群組SX1至SX31的任一本發明化合物。再者,以下所記載之本成分皆為習知成分,可從市售製劑獲得,或可依據習知方法製造。本成分為微生物時,亦可從菌寄存機關獲得。此外,括號內的數字表示CAS RN(註冊商標)。
上述群(a)之本成分與本發明化合物的組合:
阿巴汀(abamectin)+SX、歐殺松(acephate)+SX、亞醌蟎(acequinocyl)+SX、亞滅培(acetamiprid)+SX、乙醯蟲腈(acetoprole)+SX、阿納寧(acrinathrin)+SX、阿西非那比(acynonapyr)+SX、啶喃環丙蟲酯(afidopyropen)+SX、阿弗索拉納(afoxolaner)+SX、柑橘殺蟲劑(alanycarb)+SX、涕滅威(aldicarb)+SX、亞烈寧(allethrin)+SX、亞滅寧(alpha-cypermethrin)+SX、α-安殺番(alpha-endosulfan)+SX、
磷化鋁(aluminium phosphide)+SX、雙甲脒(amitraz)+SX、印楝素(azadirachtin)+SX、亞滅松(azamethiphos)+SX、乙基谷速松(azinphos-ethyl)+SX、谷速松(azinphos-methyl)+SX、亞環錫(azocyclotin)+SX、苦皮藤樹皮(bark of Celastrusangulatus)+SX、免敵克(bendiocarb)+SX、拜富寧(benfluthrin)+SX、免扶克(benfuracarb)+SX、免速達(bensultap)+SX、西脫蟎(benzoximate)+SX、苯吡莫賽(benzpyrimoxan)+SX、貝他-賽扶寧(beta-cyfluthrin)+SX、貝他-賽滅寧(beta-cypermethrin)+SX、必芬蟎(bifenazate)+SX、畢芬寧(bifenthrin)+SX、百亞列寧(bioallethrin)+SX、百列滅寧(bioresmethrin)+SX、雙三氟蟲脲(bistrifluron)+SX、硼砂(borax)+SX、硼酸(boric acid)+SX、溴蟲氟苯雙醯胺(broflanilide)+SX、新殺蟎(bromopropylate)+SX、布芬淨(buprofezin)+SX、佈嘉信(butocarboxim)+SX、丁酮碸威(butoxycarboxim)+SX、硫線磷(cadusafos)+SX、磷化鈣(calcium phosphide)+SX、加保利(carbaryl)+SX、加保扶(carbofuran)+SX、丁基加保扶(carbosulfan)+SX、培丹鹽酸鹽(cartap hydrochloride)+SX、培丹(cartap)+SX、蟎離丹(chinomethionat)+SX、剋安勃(chlorantraniliprole)+SX、氯丹(chlordane)+SX、氯氧磷(chlorethoxyfos)+SX、克凡派(chlorfenapyr)+SX、毒蟲畏(chlorfenvinphos)+SX、克福隆(chlorfluazuron)+SX、克美松(chlormephos)+SX、氯化苦(chloropicrin)+SX、陶斯松(chlorpyrifos)+SX、甲基陶斯松(chlorpyrifos-methyl)+SX、可芬諾(chromafenozide)+SX、克芬蟎(clofentezine)+SX、可尼丁(clothianidin)+SX、ConA(concanamycin A)+SX、濶馬磷(coumaphos)+SX、冰晶石(cryolite)+SX、氰乃松(cyanophos)+SX、賽安勃(cyantraniliprole)+SX、環溴蟲醯胺(cyclaniliprole)+SX、環丁三氟喃(cyclobutrifluram)+SX、乙氰菊酯(cycloprothrin)+SX、環氧蟲啶(cycloxaprid)+SX、賽派芬(cyenopyrafen)+SX、乙唑蟎腈(cyetpyrafen)+SX、賽芬蟎(cyflumetofen)+SX、
賽飛寧(cyfluthrin)+SX、氯氟氰蟲醯胺(cyhalodiamide)+SX、賽洛寧(cyhalothrin)+SX、錫蟎丹(cyhexatin)+SX、賽滅寧(cypermethrin)+SX、賽酚寧(cyphenothrin)+SX、環丙氟蟲胺(cyproflanilide)+SX、賽滅淨(cyromazine)+SX、棉隆(dazomet)+SX、溴氰菊酯(deltamethrin)+SX、滅賜松-S-甲基(demeton-S-methyl)+SX、汰芬隆(diafenthiuron)+SX、大利松(diazinon)+SX、敵敵畏(dichlorvos)+SX、二氯滅嗪(dicloromezotiaz)+SX、三氯殺蟎醇(dicofol)+SX、百治磷(dicrotophos)+SX、氟蟎嗪(diflovidazin)+SX、二福隆(diflubenzuron)+SX、四氟甲醚菊酯(dimefluthrin)+SX、樂果(dimethoate)+SX、二甲基芬松(二甲基vinphos)+SX、蟲唑醯胺(dimpropyridaz)+SX、呋蟲胺(dinotefuran)+SX、八硼酸二鈉(disodium octaborate)+SX、二硫松(disulfoton)+SX、DNOC(2-甲基-4,6-二硝基酚:2-methyl-4,6-dinitrophenol)+SX、多滅蟲(doramectin)+SX、歐洲鱗毛蕨乾葉乾燥葉(dried leaves of Dryopteris filix-mas)+SX、因滅汀(emamectin-benzoate)+SX、益避寧(empenthrin)+SX、安殺番(endosulfan)+SX、EPN(一品松:O-ethyl O-(4-nitrophenyl)phenylphosphonothioate)+SX、ε-甲氧苄氟菊酯(epsilon-metofluthrin)+SX、ε-滅伏靈(epsilon-momfluorothrin)+SX、益化利(esfenvalerate)+SX、愛芬克(ethiofencarb)+SX、愛殺松(ethion)+SX、益斯普(ethiprole)+SX、普伏松(ethoprophos)+SX、依芬寧(etofenprox)+SX、依殺蟎(etoxazole)+SX、中亞苦蒿萃取物(extract of Artemisia absinthium)+SX、印度苦楝樹萃取物(extract of Azadirachta indica)+SX、肉桂萃取物(extract of Cassia nigricans)+SX、蝶豆萃取物(extract of clitoriaternatea)+SX、聚合草萃取物(extract of Symphytum officinale)+SX、土荊芥萃取物(extract of Chenopodium ambrosioides)+SX、菊蒿萃取物(extract of Tanacetum vulgare)+SX、異株蕁麻萃取
物(extract of Urtica dioica)+SX、槲寄生萃取物(extract of Viscum album)+SX、芬殺松(famphur)+SX、芬滅松(fenamiphos)+SX、芬殺蟎(fenazaquin)+SX、芬佈賜(fenbutatin oxide)+SX、撲滅松(fenitrothion)+SX、介離子類殺蟲劑(fenmezoditiaz)+SX、仲丁威(fenobucarb)+SX、苯氧威(fenoxycarb)+SX、芬普寧(fenpropathrin)+SX、芬普蟎(fenpyroximate)+SX、芬殺松(fenthion)+SX、芬化利(fenvalerate)+SX、芬普尼(fipronil)+SX、弗美托奎(flometoquin)+SX、氟尼胺(flonicamid)+SX、福克毗(fluacrypyrim)+SX、三氟咪啶醯胺(fluazaindolizine)+SX、氟佐隆(fluazuron)+SX、氟大滅(flubendiamide)+SX、氟氯蟲雙醯胺(fluchlordiniliprole)+SX、氟環脲(flucycloxuron)+SX、護賽寧(flucythrinate)+SX、氟速芬(fluensulfone)+SX、氟芬普(flufenoprox)+SX、氟芬隆(flufenoxuron)+SX、丁烯氟蟲腈(flufiprole)+SX、氟美林(flumethrin)+SX、氟戊芬諾斯(flupentiofenox)+SX、氟吡呋喃酮(flupyradifurone)+SX、氟必靈(flupyrimin)+SX、氟嘧菌酯(flupyroxystrobin)+SX、弗雷拉納(fluralaner)+SX、福化利(fluvalinate)+SX、氟賽醯胺(fluxametamide)+SX、覆滅蟎(formetanate)+SX、福賽絕(fosthiazate)+SX、炔呋菊酯(furamethrin)+SX、呋線威(furathiocarb)+SX、伽瑪賽洛寧(gamma-cyhalothrin)+SX、GS-ω/κ HXTX-Hv1a肽(GS-omega/kappa HXTX-Hv1a peptide)+SX、合芬寧(halfenprox)+SX、氯蟲醯肼(halofenozide)+SX、七氟斯瑞(heptafluthrin)+SX、飛達松(heptenophos)+SX、六伏隆(hexaflumuron)+SX、合賽多(hexythiazox)+SX、啤酒花β酸之鉀鹽(potassium salt of hop beta acid)+SX、愛美松(hydramethylnon)+SX、烯蟲乙酯(hydroprene)+SX、新煙磷(imicyafos)+SX、益達胺(imidacloprid)+SX、氯噻咪(imidaclothiz)+SX、依普寧(imiprothrin)+SX、N-(1-甲基環丙基)-2-(3-吡啶基)-2H-吲唑-4-羧醯胺(indazapyroxamet)+SX、因得克
(indoxacarb)+SX、異唑蟲醯胺(isocycloseram)+SX、亞芬松(isofenphos)+SX、滅必蝨(isoprocarb)+SX、O-(甲氧基胺基硫磷醯基)水楊酸異丙酯(isopropyl-O-(methoxyaminothiophosphoryl)salicylate)+SX、加福松(isoxathion)+SX、伊維菌素(ivermectin)+SX、剋特寧(kadethrin)+SX、κ-七氟菊酯(kappa-tefluthrin)+SX、κ-畢芬寧(kappa-bifenthrin)+SX、烯蟲炔酯(kinoprene)+SX、λ-賽洛寧(lambda-cyhalothrin)+SX、雷普羅納(ledprona)、雷諾黴素(lenoremycin)+SX、雷皮菌素(lepimectin)+SX、石灰硫合劑(lime sulfur)+SX、樂地蘭(lotilaner)+SX、祿芬隆(lufenuron)+SX、機油(machine oil)+SX、馬拉松(malathion)+SX、滅加松(mecarbam)+SX、氯氟醚菊酯(meperfluthrin)+SX、美氟綜(metaflumizone)+SX、斯美地(metam)+SX、達馬松(methamidophos)+SX、滅大松(methidathion)+SX、滅賜克(methiocarb)+SX、納乃得(methomyl)+SX、美賜平(methoprene)+SX、甲氧滴滴涕(methoxychlor)+SX、滅芬諾(methoxyfenozide)+SX、溴甲烷(methylbromide)+SX、美特寧(metofluthrin)+SX、治滅蝨(metolcarb)+SX、惡蟲酮(metoxadiazone)+SX、美文松(mevinphos)+SX、密滅汀(milbemectin)+SX、密滅汀肟(milbemycin oxime)+SX、殺寄生蟲的二氫異噁唑化合物(mivorilaner)+SX、抗寄生蟲藥(modoflaner)+SX、滅伏靈(momfluorothrin)+SX、亞素靈(monocrotophos)+SX、莫西菌素(moxidectin)+SX、乃力松(naled)+SX、尼可氟酮(nicofluprole)+SX、尼古丁(nicotine)+SX、硫酸尼古丁(nicotine-sulfate)+SX、烯啶蟲胺(nitenpyram)+SX、諾伐隆(novaluron)+SX、諾福隆(noviflumuron)+SX、土荊芥籽油(oil of the seeds of Chenopodium anthelminticum)+SX、毆滅松(omethoate)+SX、毆殺滅(oxamyl)+SX、歐賽菲(oxazosulfyl)+SX、滅多松(oxydemeton-methyl)+SX、巴拉松(parathion)+SX、甲基巴拉松(parathion-methyl)+SX、百滅寧(permethrin)+SX、苯醚菊酯
(phenothrin)+SX、賽達松(phenthoate)+SX、福瑞松(phorate)+SX、裕必松(phosalone)+SX、益滅松(phosmet)+SX、福賜米松(phosphamidon)+SX、膦(phosphine)+SX、辛硫磷(phoxim)+SX、比加普(pirimicarb)+SX、亞特松(pirimiphos-methyl)+SX、普亞列寧(prallethrin)+SX、佈飛松(profenofos)+SX、丙氟菊酯(profluthrin)+SX、毆蟎多(propargite)+SX、撲達松(propetamphos)+SX、安丹(propoxur)+SX、海藻酸丙二醇酯(propylene glycol alginate)+SX、普硫松(prothiofos)+SX、吡氟丁胺(pyflubumide)+SX、派滅淨(pymetrozine)+SX、白克松(pyraclofos)+SX、除蟲菊精(pyrethrins)+SX、畢達本(pyridaben)+SX、啶蟲丙醚(pyridalyl)+SX、必芬松(pyridaphenthion)+SX、吡氟喹蟲唑(pyrifluquinazone)+SX、畢汰芬(pyrimidifen)+SX、嘧蟎胺(pyriminostrobin)+SX、吡利普(pyriprole)+SX、百利普芬(pyriproxyfen)+SX、拜裕松(quinalphos)+SX、列滅寧(resmethrin)+SX、魚藤酮(rotenone)+SX、魚尼丁(ryanodine)+SX、沙洛拉納(sarolaner)+SX、色拉菌素(selamectin)+SX、σ-賽滅寧(sigma-cypermethrin)+SX、矽護芬(silafluofen)+SX、硼酸鈉(sodium borate)+SX、偏硼酸鈉(sodium metaborate)+SX、速必滅特(spidoxamat)+SX、賜諾特(spinetoram)+SX、賜諾殺(spinosad)+SX、螺布地芬(spirobudifen)+SX、賜派芬(spirodiclofen)+SX、賜滅芬(spiromesifen)+SX、賜派酮(spiropidion)+SX、賜派滅(spirotetramat)+SX、氟蟲胺(sulfluramid)+SX、治螟磷(sulfotep)+SX、速殺氟(sulfoxaflor)+SX、硫(sulfur)+SX、磺醯氟(sulfuryl fluoride)+SX、吐酒石(tartar emetic)+SX、福化利(tau-fluvalinate)+SX、得芬諾(tebufenozide)+SX、得芬瑞(tebufenpyrad)+SX、丁基嘧啶磷(tebupirimfos)+SX、得福隆(teflubenzuron)+SX、七氟菊酯(tefluthrin)+SX、亞培松(temephos)+SX、托福松(terbufos)+SX、從土荊芥萃取之萜烯成分(terpene constituents of the extract of
chenopodium ambrosioides near ambrosioides)+SX、四氯安利普(tetrachlorantraniliprole)+SX、樂本松(tetrachlorvinphos)+SX、得脫蟎(tetradifon)+SX、治滅寧(tetramethrin)+SX、四氟醚菊酯(tetramethylfluthrin)+SX、四唑蟲醯胺(tetraniliprole)+SX、θ-賽滅寧(theta-cypermethrin)+SX、賽果培(thiacloprid)+SX、賽速安(thiamethoxam)+SX、硫賜安(thiocyclam)+SX、硫敵克(thiodicarb)+SX、硫伐隆(thiofanox)+SX、硫滅松(thiometon)+SX、殺蟲雙鈉(thiosultap-disodium)+SX、殺蟲單鈉(thiosultap-monosodium)+SX、提戈蘭(tigolaner)、噻蟲苯甲醯胺(tiorantraniliprole)、替奧沙芬(tioxazafen)+SX、脫芬瑞(tolfenpyrad)+SX、泰滅寧(tralomethrin)+SX、拜富寧(transfluthrin)+SX、唑蚜威(triazamate)+SX、三落松(triazophos)+SX、三氯松(trichlorfon)+SX、三氟殺線酯(trifluenfuronate)+SX、氟美派(triflumezopyrim)+SX、三福隆(triflumuron)+SX、混殺威(trimethacarb)+SX、吡啶菌醯胺(tyclopyrazoflor)+SX、阿福索拉納的對映異構物(umifoxolaner)+SX、繁米松(vamidothion)+SX、苦木萃取物(wood extract of Quassia amara)+SX、XMC(N-甲基胺甲酸3,5-二甲基苯酯)+SX、滅蟲霸(xylylcarb)+SX、ζ-賽滅寧(zeta-cypermethrin)+SX、磷化鋅(zinc phosphide)+SX、4-[5-(3,5-二氯苯基)-5-(三氟甲基)-4,5-二氫-1,2-唑-3-基]-2-甲基-N-(1-側氧基硫雜環丁烷-3-基)苯甲醯胺(1241050-20-3)+SX、3-甲氧基-N-(5-{5-(三氟甲基)-5-[3-(三氟甲基)苯基]-4,5-二氫-1,2-唑-3-基}二氫茚-1-基)丙醯胺(1118626-57-5)+SX、2-({2-氟-4-甲基-5-[(2,2,2-三氟乙基)亞磺醯基]苯基}亞胺基)-3-(2,2,2-三氟乙基)-1,3-四氫噻唑-4-酮(1445683-71-5)+SX、(2Z)-2-({2-氟-4-甲基-5-[(R)-(2,2,2-三氟乙基)亞磺醯基]苯基}亞胺基)-3-(2,2,2-三氟乙基)-1,3-四氫噻唑-4-酮(2377084-09-6)+SX、N-{4-氯-3-[(1-氰基環丙基)胺甲醯基]苯基}-1-甲基-4-(甲磺醯基)-3-
(1,1,2,2,2-五氟乙基)-1H-吡唑-3-羧醯胺(1400768-21-9)+SX、N-[3-氯-1-(吡啶-3-基)-1H-吡唑-4-基]-2-(甲磺醯基)丙醯胺(2396747-83-2)+SX、1,4-二甲基-2-[2-(吡啶-3-基)-2H-吲唑-5-基]-1,2,4-三唑啶-3,5-二酮(2171099-09-3)+SX、2-異丙基-5-[(3,4,4-三氟-3-丁烯-1-基)磺醯基]-1,3,4-噻二唑(2058052-95-0)+SX、N-({2-氟-4-[(2S,3S)-2-羥基-3-(3,4,5-三氯苯基)-3-(三氟甲基)吡咯啶-1-基]苯基}甲基)環丙烷羧醯胺+SX、7-氟-N-[1-(甲基硫基)-2-甲基丙烷-2-基]-2-(吡啶-3-基)-2H-吲唑-4-羧醯胺+SX、7-氟-N-[1-(甲亞磺醯基)-2-甲基丙烷-2-基]-2-(吡啶-3-基)-2H-吲唑-4-羧醯胺+SX、7-氟-N-[1-(甲磺醯基)-2-甲基丙烷-2-基]-2-(吡啶-3-基)-2H-吲唑-4-羧醯胺+SX、N-[1-(二氟甲基)環丙基]-2-(吡啶-3-基)-2H-吲唑-4-羧醯胺+SX、2,9-二氫-9-(甲氧基甲基)-2-(吡啶-3-基)-10H-吡唑并[3,4-f]吡啶并[2,3-b][1,4]氧雜氮雜環庚-10-酮(2607927-97-7)+SX、BT作物之蛋白質Cry1Ab(BT crop protein Cry1Ab)+SX、BT作物之蛋白質Cry1Ac(BT crop protein Cry1Ac)+SX、BT作物之蛋白質Cry1Fa(BT crop protein Cry1Fa)+SX、BT作物之蛋白質Cry1A.105(BT crop protein Cry1A.105)+SX、BT作物之蛋白質Cry2Ab(BT crop protein Cry2Ab)+SX、BT作物之蛋白質Vip3A(BT crop protein Vip3A)+SX、BT作物之蛋白質mCry3A(BT cropprotein mCry3A)+SX、BT作物之蛋白質Cry3Ab(BT crop protein Cry3Ab)+SX、BT作物之蛋白質Cry3Bb(BT cropprotein Cry3Bb)+SX、BT作物之蛋白質Cry34Ab1/Cry35Ab1(BT crop protein Cry34Ab1/Cry35Ab1)+SX、小角紋捲葉蛾顆粒病毒BV-0001株(Adoxophyes orana GV(granulovirus)strain BV-0001)+SX、黎豆夜蛾多衣殼核型多面體病毒(Anticarsia gemmatalis MNPV(multiple nucleocapsid nucleopolyhedrovirus))+SX、苜蓿銀紋夜蛾核型多面體病毒(Autographa californica MNPV)+SX、蘋果蠹蛾顆粒體病毒株V15株(Cydia
pomonella GV strain V15)+SX、蘋果蠹蛾顆粒體病毒株V22株(Cydia pomonella GV strain V22)+SX、假蘋果蠹蛾顆粒體病毒(Cryptophlebia leucotreta GV)+SX、馬尾松枯葉蛾細胞質多面體病毒(Dendrolimus punctatus cypovirus)+SX、棉鈴實夜蛾核型多角體病毒株BV-0003株(Helicoverpa armigera NPV(nucleopolyhedrovirus)strain BV-0003)+SX、亞麻夜蛾核型多角體病毒(Helicoverpa zea NPV)+SX、舞毒蛾核型多角體病毒(Lymantria dispar NPV)+SX、甘藍夜蛾核型多角體病毒(Mamestra brassicae NPV)+SX、蓓帶夜蛾核型多角體病毒(Mamestra configurata NPV)+SX、苦瓜鋸木蠅核型多角體病毒(Neodiprion abietis NPV)+SX、紅頭新松葉蜂核型多角體病毒(Neodiprion lecontei NPV)+SX、歐洲松葉蜂核型多角體病毒(Neodiprion sertifer NPV)+SX、蝗蟲微孢子蟲(Nosema locustae)+SX、小白紋毒蛾核型多角體病毒(Orgyia pseudotsugata NPV)+SX、白粉蝶顆粒體病毒(Pieris rapae GV)+SX、印度穀蛾顆粒體病毒(Plodia interpunctella GV)+SX、甜菜斜紋夜蛾核型多角體病毒(Spodoptera exigua mNPV)+SX、棉花夜蛾核型多角體病毒(Spodoptera littoralis mNPV)+SX、斜紋夜盜蛾核型多角體病毒(Spodoptera litura NPV)+SX、指狀節叢孢菌(Arthrobotrys dactyloides)+SX、堅強芽孢桿菌株GB-126(Bacillus firmus strain GB-126)+SX、堅強芽孢桿菌株I-1582+SX、堅強芽孢桿菌株NCIM2637+SX、巨大芽孢桿菌株(Bacillus megaterium)+SX、枯草芽孢桿菌株AQ175(Bacillus sp.strain AQ175)+SX、枯草芽孢桿菌株AQ177+SX、枯草芽孢桿菌株AQ178+SX、球形芽孢桿菌株2362血清型H5a5b(Bacillus sphaericus strain 2362 serotype H5a5b)+SX、球形芽孢桿菌株ABTS1743(Bacillus sphaericus strain ABTS1743)+SX、蘇雲金芽孢桿菌株AQ52(Bacillus thuringiensis strain AQ52)+SX、蘇雲金芽孢桿菌株BD#32+SX、蘇
雲金芽孢桿菌株CR-371+SX、蘇雲金芽孢桿菌鮎澤亞種株ABTS-1857(Bacillus thuringiensis subsp.Aizawai strain ABTS-1857)+SX、蘇雲金芽孢桿菌鮎澤亞種株AM65-52+SX、蘇雲金芽孢桿菌鮎澤亞種株GC-91+SX、蘇雲金芽孢桿菌鮎澤亞種株NB200+SX、蘇雲金芽孢桿菌鮎澤亞種血清型株H-7(Bacillus thuringiensis subsp.Aizawai Serotype strain H-7)+SX、蘇雲金芽孢桿菌庫斯塔克亞種株ABTS351(Bacillus thuringiensis subsp.Kurstaki strain ABTS351)+SX、蘇雲金芽孢桿菌庫斯塔克亞種株BMP123+SX、蘇雲金芽孢桿菌庫斯塔克亞種株CCT1306)+SX、蘇雲金芽孢桿菌庫斯塔克亞種株EG2348+SX、蘇雲金芽孢桿菌庫斯塔克亞種株EG7841+SX、蘇雲金芽孢桿菌庫斯塔克亞種株EVB113-19+SX、蘇雲金芽孢桿菌庫斯塔克亞種株F810+SX、蘇雲金芽孢桿菌庫斯塔克亞種株HD-1+SX、蘇雲金芽孢桿菌庫斯塔克亞種株PB54+SX、蘇雲金芽孢桿菌庫斯塔克亞種株SA-11+SX、蘇雲金芽孢桿菌庫斯塔克亞種株SA-12+SX、蘇雲金芽孢桿菌殺蟲亞種株NB176(Bacillus thuringiensis subsp.Tenebriosis strain NB176)+SX、蘇雲金芽孢桿菌蘇雲金亞種株MPPL002(Bacillus thuringiensis subsp.Thuringiensis strain MPPL002)+SX、蘇雲金芽孢桿菌莫里森尼亞種(Bacillus thuringiensis subsp.morrisoni)+SX、蘇雲金芽孢桿菌科默爾變種(Bacillus thuringiensis var.colmeri)+SX、蘇雲金芽孢桿菌棲腸變種株24-91(Bacillus thuringiensis var.darmstadiensis strain 24-91)+SX、蘇雲金芽孢桿菌松蠋變種(Bacillus thuringiensis var.dendrolimus)+SX、蘇雲金芽孢桿菌臘螟變種(Bacillus thuringiensis var.galleriae)+SX、蘇雲金芽孢桿菌以色列變種株BMP144(Bacillus thuringiensis var.israelensis strain BMP144)+SX、蘇雲金芽孢桿菌以色列變種血清型株H-14(Bacillus thuringiensis var.israelensis serotype strain H-14)+SX、蘇雲金
芽孢桿菌日本變種株布依種(Bacillus thuringiensis var.japonensis strain buibui)+SX、蘇雲金芽孢桿菌聖地亞哥變種株M-7(Bacillus thuringiensis var.san diego strain M-7)+SX、蘇雲金芽孢桿菌變種7216(Bacillus thuringiensis var.7216)+SX、蘇雲金芽孢桿菌埃及變種株(Bacillus thuringiensis var.aegypti)+SX、蘇雲金芽孢桿菌變種T36(Bacillus thuringiensis var.T36)+SX、球孢白殭菌株ANT-03(Beauveria bassiana strain ANT-03)+SX、球孢白殭菌株ATCC74040+SX、球孢白殭菌株GHA+SX、布氏白殭菌(Beauveria brongniartii)+SX、里諾伯克氏菌株A396(Burkholderia rinojensis strain A396)+SX、活性紫色桿菌株PRAA4-1T(Chromobacterium subtsugae strain PRAA4-1T)+SX、橢圓孢矮小指狀孢菌(Dactyllela ellipsospora)+SX、陶瑪西指狀菌(Dactylaria thaumasia)+SX、明尼蘇達被毛孢黴+SX、洛斯里被毛孢黴(Hirsutella rhossiliensis)+SX、湯氏被毛孢黴(Hirsutella thompsonii)+SX、大鏈壺菌(Lagenidium giganteum)+SX、蠟蚧輪枝菌株(Lecanicillium lecanii strain)KV01+SX、蠟蚧輪枝菌分生孢子菌株(Lecanicillium lecanii conidia of strain)DAOM198499+SX、蠟蚧輪枝菌分生孢子菌株(Lecanicillium lecanii conidia of strain)DAOM216596+SX、蠟蚧輪枝菌株(Lecanicillium muscarium strain)Ve6+SX、黑殭菌株(Metarhizium anisopliae strain)F52+SX、黑殭菌變種蝗綠殭菌(Metarhizium anisopliae var.acridum)+SX、黑殭菌變種黑殭菌(Metarhizium anisopliae var.anisopliae)BIPESCO5/F52+SX、黃綠綠僵菌(Metarhizium flavoviride)+SX、瘤捕單頂孢(Monacrosporium phymatopagum)+SX、玫煙色擬青黴(Paecilomyces fumosoroseus)Apopka菌株97+SX、淡紫擬青黴菌株(Paecilomyces lilacinus strain)251+SX、細腳擬青黴菌株(Paecilomyces tenuipes strain)T1+SX、日本甲蟲類芽孢桿菌(Paenibacillus
popilliae)+SX、西澤巴斯德氏芽菌株(Pasteuria nishizawae strain)Pn1+SX、穿刺巴斯德氏芽菌株(Pasteuria penetrans)+SX、尤氏巴斯德氏芽菌(Pasteuria usgae+SX、多枝巴斯德氏芽菌(Pasteuria thornei)+SX、嗜蟲沙雷氏菌(Serratia entomophila)+SX、厚垣輪枝孢菌(Verticillium chlamydosporium)+SX、蠟蚧輪枝菌株(Verticillium lecani strain)NCIM1312+SX、沃爾巴克氏菌(Wolbachia pipientis)+SX。
上述群(b)之本成分與本發明化合物的組合:
阿拉酸式苯-S-甲酯(acibenzolar-S-methyl)+SX、十二嗎啉(aldimorph)+SX、滅脫定(ametoctradin)+SX、胺基吡芬(aminopyrifen)+SX、安美速(amisulbrom)+SX、敵菌靈(anilazine)+SX、阿扎康唑(azaconazole)+SX、亞托敏(azoxystrobin)+SX、鹼式硫酸銅(basic copper sulfate)+SX、本達樂(benalaxyl)+SX、benalaxyl M(benalaxyl-M)+SX、麥鏽靈(benodanil)+SX、免賴得(benomyl)+SX、苯噻菌胺(benthiavalicarb)+SX、苯噻菌胺-異丙酯(benthiavalicarb-isopropyl)+SX、苯丙烯氟菌唑(benzovindiflupyr)+SX、百蟎克(binapacryl)+SX、聯苯(biphenyl)+SX、比多農(bitertanol)+SX、必殺吩(bixafen)+SX、保米黴素S(blasticidin-S)+SX、波爾多液(Bordeaux mixture)+SX、白克列(boscalid)+SX、溴菌腈(bromothalonil)+SX、溴克座(bromuconazole)+SX、布瑞莫(bupirimate)+SX、四氯丹(captafol)+SX、蓋普丹(captan)+SX、貝芬替(carbendazim)+SX、萎銹靈(carboxin)+SX、加普胺(carpropamid)+SX、蟎離丹(chinomethionat)+SX、幾丁質(chitin)+SX、氯吲哚醯肼(chloroinconazide)+SX、地茂散(chloroneb)+SX、四氯異苯(chlorothalonil)+SX、克氯得(chlozolinate)+SX、炭疽菌素B(colletochlorinB)+SX、乙酸銅(II)(copper(II)acetate)+SX、氫氧化銅(II)(copper(II)hydroxide)+SX、鹼式氯化銅
(copper oxychloride)+SX、硫酸銅(II)(copper(II)sulfate)+SX、丁香菌酯(coumoxystrobin)+SX、賽座滅(cyazofamid)+SX、賽福芬胺(cyflufenamid)+SX、克絕(cymoxanil)+SX、環克座(cyproconazole)+SX、賽普洛(cyprodinil)+SX、二氯苯賽鐸(dichlobentiazox)+SX、益發靈(dichlofluanid)+SX、雙氯氰菌胺(diclocymet)+SX、達滅淨(diclomezine)+SX、大克爛(dicloran)+SX、乙黴威(diethofencarb)+SX、待克利(difenoconazole)+SX、二氟林(diflumetorim)+SX、菌核淨(dimethachlone)+SX、二甲嘧酚(dimethirimol)+SX、達滅芬(dimethomorph)+SX、醚菌胺(dimoxystrobin)+SX、達克利(diniconazole)+SX、達克利M(diniconazole-M)+SX、敵蟎普(dinocap)+SX、亞磷酸氫二鉀(dipotassium hydrogen phosphite)+SX、大芬滅替松(dipymetitrone)+SX、腈硫醌(dithianon)+SX、十二烷基苯磺酸雙乙二胺銅錯鹽(II)(dodecylbenzenesulphonic acid bisethylenediamine copper(II)salt)+SX、嗎菌靈(dodemorph)+SX、多寧(dodine)+SX、護粒松(edifenphos)+SX、烯肟菌酯(enoxastrobin)+SX、依普座(epoxiconazole)+SX、依康唑(etaconazole)+SX、噻唑菌胺(ethaboxam)+SX、依瑞莫(ethirimol)+SX、依得利(etridiazole)+SX、茶樹萃取物(extract of Melaleuca alternifolia)+SX、大薊草萃取物(extract of Reynoutria sachalinensis)+SX、羽扇豆幼苗的子葉萃取物(extract of the cotyledons of lupine plantlets("BLAD"))+SX、大蒜萃取物(extract of Allium sativum)+SX、問荊萃取物(extract of Equisetum arvense)+SX、金蓮花萃取物(extract of Tropaeolum majus)+SX、凡殺同(famoxadone)+SX、咪唑菌酮(fenamidone)+SX、烯肟菌胺(fenaminstrobin)+SX、芬瑞莫(fenarimol)+SX、芬克座(fenbuconazole)+SX、甲呋醯胺(fenfuram)+SX、環醯菌胺(fenhexamid)+SX、芬諾尼(fenoxanil)+SX、拌種咯(fenpiclonil)+SX、芬吡沙密(fenpicoxamid)+SX、苯銹啶
(fenpropidin)+SX、芬普福(fenpropimorph)+SX、胺苯吡菌酮(fenpyrazamine)+SX、乙酸三苯錫(fentin acetate)+SX、氯化三苯錫(fentin chloride)+SX、氫氧化三苯錫(fentinhydroxide)+SX、富爾邦(ferbam)+SX、富米綜(ferimzone)+SX、吡啶菌醯胺(florylpicoxamid)+SX、扶吉胺(fluazinam)+SX、氟苯醚醯胺(flubeneteram)+SX、護汰寧(fludioxonil)+SX、氟吩達散(flufenoxadiazam)+SX、氟菌蟎酯(flufenoxystrobin)+SX、氟茚唑菌胺(fluindapyr)+SX、氟滅速靈(flumetylsulforim)+SX、氟嗎啉(flumorph)+SX、氟比來(fluopicolide)+SX、氟派瑞(fluopyram)+SX、氟醚菌醯胺(fluopimomide)+SX、唑呋草(fluoroimide)+SX、氟密丙林(fluoxapiprolin)+SX、氟嘧菌酯(fluoxastrobin)+SX、氟特康唑(fluoxytioconazole)+SX、氟喹唑(fluquinconazole)+SX、護矽得(flusilazole)+SX、氟硫滅(flusulfamide)+SX、噻菌淨(flutianil)+SX、福多寧(flutolanil)+SX、護汰芬(flutriafol)+SX、氟克殺(fluxapyroxad)+SX、福爾培(folpet)+SX、福賽得(fosetyl)+SX、福賽得鋁(fosetyl-aluminium)+SX、麥穗靈(fuberidazole)+SX、呋霜靈(furalaxyl)+SX、福拉比(furametpyr)+SX、克熱淨(guazatine)+SX、菲克利(hexaconazole)+SX、殺紋寧(hymexazole)+SX、依滅列(imazalil)+SX、易胺座(imibenconazole)+SX、克熱淨(iminoctadine)+SX、三乙酸克熱淨(iminoctadine triacetate)+SX、應吡福安(inpyrfluxam)+SX、碘克(iodocarb)+SX、種菌唑(ipconazole)+SX、異芬三氟康唑(ipfentrifluconazole)+SX、氟醚菌醯胺(ipflufenoquin)+SX、丙基喜樂松(iprobenfos)+SX、依普同(iprodione)+SX、丙森鋅(iprovalicarb)+SX、異丙噻菌胺(isofetamid)+SX、異氟西波(isoflucypram)+SX、亞賜圃(isoprothiolane)+SX、亞派占(isopyrazam)+SX、亞汰尼(isotianil)+SX、春日黴素(kasugamycin)+SX、克收欣(kresoxim-methyl)+SX、昆布多醣(laminarin)+SX、
橡樹的樹葉及樹皮(leaves andbark of Quercus)+SX、鋅錳乃浦(mancozeb)+SX、曼戴克敏(mandestrobin)+SX、曼普胺(mandipropamid)+SX、錳乃浦(maneb)+SX、氯氟醚菌唑(mefentrifluconazole)+SX、滅派林(mepanipyrim)+SX、滅普寧(mepronil)+SX、敵蟎普(meptyldinocap)+SX、滅達樂(metalaxyl)+SX、右滅達樂M(metalaxyl-M)+SX、美特皮賽(metarylpicoxamid)+SX、滅特座(metconazole)+SX、滅速克(methasulfocarb)+SX、免得爛(metiram)+SX、甲特敏(metominostrobin)+SX、滅芬農(metrafenone)+SX、美地四普(metyltetraprole)+SX、邁克尼(myclobutanil)+SX、萘替芬(naftifine)+SX、尼瑞莫(nuarimol)+SX、辛噻酮(octhilinone)+SX、呋醯胺(ofurace)+SX、肟醚菌胺(orysastrobin)+SX、毆殺斯(oxadixyl)+SX、歐西比(oxathiapiprolin)+SX、快得寧(oxine-copper)+SX、歐索林酸(oxolinic acid)+SX、咪唑(oxpoconazole)+SX、咪唑富馬酸鹽(oxpoconazole fumarate)+SX、嘉保信(oxycarboxin)+SX、土黴素(oxytetracycline)+SX、披扶座(pefurazoate)+SX、平克座(penconazole)+SX、賓克隆(pencycuron)+SX、平氟芬(penflufen)+SX、平硫瑞(penthiopyrad)+SX、氯烯菌酯(phenamacril)+SX、亞磷酸(phosphorous acid)+SX、鄰苯二甲內酯(phthalide)+SX、四唑吡胺酯(picarbutrazox)+SX、啶氧菌酯(picoxystrobin)+SX、哌丙靈(piperalin)+SX、保粒黴素(polyoxins)+SX、碳酸氫鉀(potassium hydrogen carbonate)+SX、亞磷酸二氫鉀(potassium dihydrogen phosphite)+SX、撲殺熱(probenazole)+SX、撲克拉(prochloraz)+SX、撲滅寧(procymidone)+SX、丙氧苯脒(propamidine)+SX、普拔克(propamocarb)+SX、普克利(propiconazole)+SX、甲基鋅乃浦(propineb)+SX、普快淨(proquinazid)+SX、硫菌威(prothiocarb)+SX、丙硫菌唑(prothioconazole)+SX、派滅芬(pydiflumetofen)+SX、百克敏(pyraclostrobin)+SX、唑胺菌酯唑胺菌酯
(pyrametostrobin)+SX、唑菌酯(pyraoxystrobin)+SX、吡瑞普尼(pyrapropoyne)+SX、吡唑氟蟲胺(pyraziflumid)+SX、白粉松(pyrazophos)+SX、派本克(pyribencarb)+SX、稗草畏(pyributicarb)+SX、匹嗒括美地(pyridachlometyl)+SX、比芬諾(pyrifenox)+SX、派美尼(pyrimethanil)+SX、丁吡嗎啉(pyrimorph)+SX、哌瑞芬酮(pyriofenone)+SX、啶菌唑(pyrisoxazole)+SX、百快隆(pyroquilon)+SX、皂科植物萃取物(Quillaja extract)+SX、喹克座(quinconazole)+SX、快諾富美林(quinofumelin)+SX、快諾芬(quinoxyfen)+SX、五氯硝基苯(quintozene)+SX、藜麥之皂苷(Saponins of Chenopodium quinoa)+SX、辛菌胺(seboctylamine)+SX、環苯吡菌胺(sedaxane)+SX、矽噻菌胺(silthiofam)+SX、矽氟唑(simeconazole)+SX、碳酸氫鈉(sodium hydrogen carbonate)+SX、螺環菌胺(spiroxamine)+SX、鏈黴素(streptomycin)+SX、硫(sulfur)+SX、得克利(tebuconazole)+SX、異丁乙氧喹啉(tebufloquin)+SX、克枯爛(teclofthalam)+SX、四氯硝基苯(tecnazene)+SX、特比奈芬(terbinafine)+SX、四克利(tetraconazole)+SX、腐絕(thiabendazole)+SX、賽氟滅(thifluzamide)+SX、多保淨(thiophanate)+SX、甲基多保淨(thiophanate-methyl)+SX、得恩地(thiram)+SX、百里酚(thymol)+SX、噻醯菌胺(tiadinil)+SX、脫克松(tolclofos-methyl)+SX、脫芬瑞(tolfenpyrad)+SX、托普洛卡(tolprocarb)+SX、甲基益發靈(tolylfluanid)+SX、三泰芬(triadimefon)+SX、三泰隆(triadimenol)+SX、咪唑(triazoxide)+SX、氯啶菌酯(triclopyricarb)+SX、三賽唑(tricyclazole)+SX、三得芬(tridemorph)+SX、三氟敏(trifloxystrobin)+SX、賽福座(triflumizole)+SX、賽福寧(triforine)+SX、滅菌唑(triticonazole)+SX、維利黴素(validamycin)+SX、纈氨菌酯(valifenalate)+SX、免克寧(vinclozolin)+SX、黃芥末粉(yellow mustard powder)+SX、噻唑鋅(zinc thiazole)+SX、鋅乃浦(zineb)+SX、吉闌(ziram)+SX、座
賽胺(zoxamide)+SX、N’-[4-({3-[(4-氯苯基)甲基]-1,2,4-噻二唑-5-基}氧基)-2,5-二甲基苯基]-N-乙基-N-甲基甲脒(methanimidamide)(1202781-91-6)+SX、N’-{4-[(4,5-二氯噻唑-2-基)氧基]-2,5-二甲基苯基}-N-乙基-N-甲基甲脒(929908-57-6)+SX、N’-(2,5-二甲基-4-苯氧基苯基)-N-乙基-N-甲基甲脒(1052688-31-9)+SX、N’-[5-氯-4-(2-氟苯氧基)-2-甲基苯基]-N-乙基-N-甲基甲脒(2055589-28-9)+SX、N’-[2-氯-4-(2-氟苯氧基)-5-甲基苯基]-N-乙基-N-甲基甲脒(2055756-21-1)+SX、N’-(2-氯-4-苯氧基-5-甲基苯基)-N-乙基-N-甲基甲脒(2062599-39-5)+SX、N’-[4-(1-羥基-1-苯基-2,2,2-三氟乙基)-2-甲基-5-甲氧基苯基]-N-異丙基-N-甲基甲脒(2101814-55-3)+SX、N’-[5-溴-6-(1-甲基-2-丙氧基乙氧基)-2-甲基吡啶-3-基]-N-乙基-N-甲基甲脒(1817828-69-5)+SX、4-(2-溴-4-氟苯基)-N-(2-氯-6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺(1362477-26-6)+SX、2-[6-(3-氟-4-甲氧基苯基)-5-甲基吡啶-2-基]喹唑啉(1257056-97-5)+SX、(2Z)-3-胺基-2-氰基-3-苯基丙烯酸乙酯(39491-78-6)+SX、N-[(2-氯噻唑-5-基)甲基]-N-乙基-6-甲氧基-3-硝基吡啶-2-胺(1446247-98-8)+SX、5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1394057-11-4)+SX、(1R,2S,5S)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1801930-06-2)+SX、(1S,2R,5R)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1801930-07-3)+SX、2-(氯甲基)-5-(4-氟苯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1394057-13-6)+SX、(1R,2S,5S)-2-(氯甲基)-5-(4-氟苯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1801930-08-4)+SX、(1S,2R,5R)-2-(氯甲基)-5-(4-氟苯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-基甲基)環戊-1-醇(1801930-09-5)+SX、3-[(4-氯苯基)甲基]-2-羥基-1-甲基-2-(1H-1,2,4-三唑-1-基甲基)環戊-1-羧酸甲酯(1791398-02-1)+SX、1-(2,4-二氟苯
基)-2-(1H-1,2,4-三唑-1-基)-1-[1-(4-溴-2,6-二氟苯氧基)環丙基]乙醇(2019215-86-0)+SX、1-(2,4-二氟苯基)-2-(1H-1,2,4-三唑-1-基)-1-[1-(4-氯-2,6-二氟苯氧基)環丙基]乙醇(2019215-84-8)+SX、1-[2-(1-氯環丙基)-3-(2-氟苯基)-2-羥基丙基]-1H-咪唑-5-腈(2018316-13-5)+SX、1-[2-(1-氯環丙基)-3-(2,3-二氟苯基)-2-羥基丙基]-1H-咪唑-5-腈(2018317-25-2)+SX、2-[6-(4-溴苯氧基)-2-(三氟甲基)吡啶-3-基]-1-(1H-1,2,4-三唑-1-基)丙-2-醇(2082661-43-4)+SX、2-[6-(4-氯苯氧基)-2-(三氟甲基)吡啶-3-基]-1-(1H-1,2,4-三唑-1-基)丙-2-醇(2082660-27-1)+SX、({2-甲基-5-[1-(4-甲氧基-2-甲基苯基)-1H-吡唑-3-基]苯基}甲基)胺甲酸甲酯(1605879-98-8)+SX、2-(二氟甲基)-N-[1,1,3-三甲基-2,3-二氫-1H-茚-4-基]吡啶-3-羧醯胺(1616239-21-4)+SX、2-(二氟甲基)-N-[3-乙基-1,1-二甲基-2,3-二氫-1H-茚-4-基]吡啶-3-羧醯胺(1847460-02-9)+SX、2-(二氟甲基)-N-[3-丙基-1,1-二甲基-2,3-二氫-1H-茚-4-基]吡啶-3-羧醯胺(1847460-05-2)+SX、(2E,3Z)-5-{[1-(4-氯苯基)-1H-吡唑-3-基]氧基}-2-(甲氧基亞胺基)-N,3-二甲基戊-3-烯醯胺(1445331-27-0)+SX、(2E,3Z)-5-{[1-(2,4-二氯苯基)-1H-吡唑-3-基]氧基}-2-(甲氧基亞胺基)-N,3-二甲基戊-3-烯醯胺(1445331-54-3)+SX、5-氯-4-({2-[6-(4-氯苯氧基)吡啶-3-基]乙基}胺基)-6-甲基嘧啶(1605340-92-8)+SX、N-(1-苯甲基-1,3-二甲基丁基)-8-氟喹啉-3-甲醯胺(2132414-04-9)+SX、N-(1-苯甲基-3,3,3-三氟-1-甲基丙基)-8-氟喹啉-3-羧醯胺(2132414-00-5)+SX、4,4-二甲基-2-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)異唑啶-3-酮(2098918-25-1)+SX、5,5-二甲基-2-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)異唑啶-3-酮(2098918-26-2)+SX、N-乙基-2-甲基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、N,2-二甲氧基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、N-甲氧基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-
基]苯基}甲基)環丙烷羧醯胺+SX、N-甲氧基-N’-甲基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、N’-乙基-N-甲氧基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、N,N’-二甲氧基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、N-乙醯基-2-(乙烷磺醯基)-N-[2-(甲氧基羰基)-4-(三氟甲氧基)苯基]-4-(三氟甲基)苯甲醯胺(2043675-28-9)+SX、N-[(3-羥基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸3-(4-溴-7-氟吲哚-1-基)丁-2-基酯+SX、N-[(3-羥基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸3-(7-溴吲哚-1-基)丁-2-基酯+SX、N-[(3-羥基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸3-(7-溴-4-氟吲哚-1-基)丁-2-基酯+SX、N-[(3-羥基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸3-(3,5-二氯吡啶-2-基)丁-2-基酯+SX、N-{[3-(乙醯氧基甲氧基)-4-甲氧基吡啶-2-基]羰基}-L-丙胺酸3-(3,5-二氯吡啶-2-基)丁-2-基酯+SX、N-[(3-羥基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸(1S)-1-[1-(萘-1-基)環丙基]乙酯+SX、N-[(3-乙醯氧基-4-甲氧基吡啶-2-基)羰基]-L-丙胺酸(1S)-1-[1-(萘-1-基)環丙基]乙酯+SX、N-{[3-(乙醯氧基甲氧基)-4-甲氧基吡啶-2-基]羰基}-L-丙胺酸(1S)-1-[1-(萘-1-基)環丙基]乙酯+SX、N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)環丙烷羧醯胺+SX、N-烯丙基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)乙醯胺+SX、N-烯丙基-N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、N-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、3,3,3-三氟-N-({2-氟-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、3,3,3-三氟-N-({3-氟-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、3,3,3-三氟-N-({2,3-二氟-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丙醯胺+SX、N-({2,3-二氟-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)丁醯胺+SX、N-甲氧基-N-甲基-N’-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、N,N-
二乙基-N’-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、N-甲基-N’-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)脲+SX、1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)吡咯啶-2-酮+SX、1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)哌啶-2-酮+SX、4-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)嗎啉-3-酮+SX、2-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)異唑啶-3-酮+SX、3,3-二甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)哌啶-2-酮+SX、2-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1,2--3-酮+SX、1-({3-氟-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)氮雜環庚-2-酮+SX、4,4-二甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)吡咯啶-2-酮+SX、5-甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)吡咯啶-2-酮+SX、1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-吡唑-4-羧酸乙酯+SX、N-甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-吡唑-4-羧醯胺+SX、N-丙基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-吡唑-4-羧醯胺+SX、N-甲氧基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-吡唑-4-羧醯胺+SX、N-甲氧基-N-甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-吡唑-4-羧醯胺+SX、N,N-二甲基-1-({4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯基}甲基)-1H-1,2,4-三唑-3-胺+SX、N-甲基-4-[5-(三氟甲基)-1,2,4-噁二唑-3-基]苯甲醯胺+SX、2-[2-氯-4-(4-氯苯氧基)苯基]-2-羥基-3-(1H-1,2,4-三唑-1-基)丙酸甲酯+SX、2-[2-氯-4-(4-氯苯氧基)苯基]-2-羥基-3-(1H-1,2,4-三唑-1-基)丙酸乙酯+SX、2-[2-(三氟甲基)-4-(4-氯苯氧基)苯基]-2-羥基-3-(1H-1,2,4-三唑-1-基)丙酸甲酯+SX、1-(2,3-二甲基吡啶-5-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉+SX、1-[2-(二氟甲基)-3-甲基吡啶-5-基]-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉+SX、2,2-二氟-N-[6-({[1-(1-甲基
-1H-四唑-5-基)苯并咪唑-2-基]氧基}甲基)吡啶-2-基]-2-苯氧基乙醯胺+SX、1-[2-(1-氯環丙基)-3-(3-氯-2-氟苯基)-2-羥基丙基]-1H-咪唑-5-腈+SX、1-[(4-{[2-(三氟甲基)-1,3-二氧雜環戊-2-基]甲氧基}苯基)甲基]-1H-吡唑-4-羧酸乙酯+SX、1-[(4-{[(1Z)-2-乙氧基-3,3,3-三氟-1-丙烯-1-基]氧基}苯基)甲基]-1H-吡唑-4-羧酸乙酯+SX、6-氯-3-(3-環丙基-2-氟苯氧基)-N-[2-(2,4-二甲基苯基)-2,2-二氟乙基]-5-甲基嗒-4-羧醯胺+SX、6-氯-3-(3-環丙基-2-氟苯氧基)-N-[2-(3,4-二甲基苯基)-2,2-二氟乙基]-5-甲基嗒-4-羧醯胺+SX、6-氯-N-[2-(2-氯-4-甲基苯基)-2,2-二氟乙基]-3-(3-環丙基-2-氟苯氧基)-5-甲基嗒-4-羧醯胺+SX、2-[氰基(2,6-二氟吡啶-4-基)胺基]-N-(2,2-二甲基環丁基)-5-甲基噻唑-4-羧醯胺+SX、2-[氰基(2,6-二氟吡啶-4-基)胺基]-N-(螺[3.4]辛-1-基)-5-甲基噻唑-4-羧醯胺+SX、2-[氰基(2,6-二氟吡啶-4-基)胺基]-N-己基-5-甲基噻唑-4-羧醯胺+SX、2-[乙醯基(2,6-二氟吡啶-4-基)胺基]-N-(2,2-二甲基環丁基)-5-甲基噻唑-4-羧醯胺+SX、2-[(2-甲氧基乙醯基)(2,6-二氟吡啶-4-基)胺基]-N-(2,2-二甲基環丁基)-5-甲基噻唑-4-羧醯胺+SX、2-[(2-甲基丙醯基)(2,6-二氟吡啶-4-基)胺基]-N-(2,2-二甲基環丁基)-5-甲基噻唑-4-羧醯胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(2-氟苯基)乙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(2,6-二氟苯基)乙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(3,5-二氟苯基)乙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(6-氯吡啶-3-基)乙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(2-氟苯基)環丙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(2,6-二氟苯基)環丙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-N-[1-(2-氟-3-甲氧基苯基)環丙基]嘧啶-2-胺+SX、5-[5-(二氟甲基)-1,3,4-噁二唑-2-基]-2-{[1-(2,6-二氟苯基)環丙基]氧基}嘧啶+SX、3-[3-(3-環丙
基-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(2,4-二甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、(5S)-3-[3-(3-環丙基-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(2,4-二甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、3-[3-(3-氯-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(4-溴-2-甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、3-[3-(3-氯-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(2-氯-4-甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、(5S)-3-[3-(3-氯-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(2-氯-4-甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、(5R)-3-[3-(3-氯-2-氟苯氧基)-6-甲基嗒-4-基]-5-[(2-氯-4-甲基苯基)甲基]-5,6-二氫-4H-1,2,4-噁二+SX、N-((2S)-1-{3-[2-(5-氟-2-甲氧基苯基)-2-羥乙基]-5-[(E)-1-(異丙氧基亞胺基)乙基]-2,6-二側氧基-3,6-二氫嘧啶-1(2H)-基}-3-甲基丁-2-基)-2-甲基丙醯胺+SX、N-((2S)-1-{3-[2-(5-氟-2-甲氧基苯基)-2-羥乙基]-5-[(E)-1-(異丙氧基亞胺基)乙基]-2,6-二側氧基-3,6-二氫嘧啶-1(2H)-基}-3-甲基丁-2-基)-2,2-二甲基丙醯胺+SX、N-((2S)-1-{3-[2-(5-氟-2-甲氧基苯基)-2-羥乙基]-5-[(E)-1-(異丙氧基亞胺基)乙基]-2,6-二側氧基-3,6-二氫嘧啶-1(2H)-基}丙-2-基)-2-甲基丙醯胺+SX、N-((2S)-1-{3-[2-(2-甲氧基苯基)-2-羥乙基]-5-[(E)-1-(異丙氧基亞胺基)乙基]-2,6-二側氧基-3,6-二氫嘧啶-1(2H)-基}丙-2-基)-2-甲基丙醯胺+SX、N-((2S)-1-{3-[2-(5-氟-2-甲氧基苯基)-2-(2-氰基乙氧基)乙基]-5-[1-(異丙氧基亞胺基)乙基]-2,6-二側氧基-3,6-二氫嘧啶-1(2H)-基}丙-2-基)-2-甲基丙醯胺+SX、農桿菌放射性菌株(Agrobacterium radiobactor strain)K1026+SX、農桿菌放射性菌株(Agrobacterium radiobactor strain)K84+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)PTA-4838(Aveo(商標)EZ殺線蟲劑)+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)AT332+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)B3+SX、解澱粉芽孢桿菌株(Bacillus
amyloliquefaciens strain)D747+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)DB101+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)DB102+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)GB03+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)FZB24+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)FZB42+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)IN937a+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)MBI600+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)QST713+SX、解澱粉芽孢桿菌分離株(Bacillus amyloliquefaciens isolate strain)B246+SX、解澱粉芽孢桿菌株(Bacillus amyloliquefaciens strain)F727+SX、解澱粉芽孢桿菌亞種植物菌株(Bacillus amyloliquefaciens subsp.plantarum strain)D747+SX、地衣芽孢桿菌株(Bacillus licheniformis strain)HB-2+SX、地衣芽孢桿菌株(Bacillus licheniformis strain)SB3086+SX、短小芽孢桿菌株(Bacillus pumilus strain)AQ717+SX、短小芽孢桿菌株(Bacillus pumilus strain)BUF-33+SX、短小芽孢桿菌株(Bacillus pumilus strain)GB34+SX、短小芽孢桿菌株(Bacillus pumilus strain)QST2808+SX、單純芽孢桿菌株(Bacillus simplex strain)CGF2856+SX、枯草芽孢桿菌株(Bacillus subtilis strain)AQ153+SX、枯草芽孢桿菌株(Bacillus subtilis strain)AQ743+SX、枯草芽孢桿菌株(Bacillus subtilis strain)BU1814+SX、枯草芽孢桿菌株(Bacillus subtilis strain)D747+SX、枯草芽孢桿菌株(Bacillus subtilis strain)DB101+SX、枯草芽孢桿菌株(Bacillus subtilis strain)FZB24+SX、枯草芽孢桿菌株(Bacillus subtilis strain)GB03+SX、枯草芽孢桿菌株(Bacillus subtilis strain)HAI0404+SX、枯草芽孢桿菌株(Bacillus subtilis strain)IAB/BS03+SX、枯草芽孢桿菌株(Bacillus subtilis
strain)MBI600+SX、枯草芽孢桿菌株(Bacillus subtilis strain)QST30002/AQ30002+SX、枯草芽孢桿菌株(Bacillus subtilis strain)QST30004/AQ30004+SX、枯草芽孢桿菌株(Bacillus subtilis strain)QST713+SX、枯草芽孢桿菌株(Bacillus subtilis strain)QST714+SX、枯草芽孢桿菌變種解澱粉菌株(Bacillus subtilis var.Amyloliquefaciens strain)FZB24+SX、枯草芽孢桿菌株(Bacillus subtilis strain)Y1336+SX、洋蔥伯克霍爾德菌(Burkholderia cepacia)+SX、洋蔥伯克霍爾德菌威斯康星型菌株(Burkholderia cepacia type Wisconsin strain)J82+SX、洋蔥伯克霍爾德菌威斯康星型菌株(Burkholderia cepacia type Wisconsin strain)M54+SX、嗜油假絲酵母菌株(Candida oleophila strain)O+SX、白色念珠菌(Candida saitoana)+SX、角毛殼菌(Chaetomium cupreum)+SX、粉紅螺旋聚孢霉(Clonostachys rosea)+SX、盾殼黴菌株(Coniothyrium minitans strain)CGMCC8325+SX、盾殼黴菌株(Coniothyrium minitans strain)CON/M/91-8+SX、白色隱球菌(cryptococcus albidus)+SX、歐文氏菌胡蘿蔔亞種胡蘿蔔菌株(Erwinia carotovora subsp.carotovora strain)CGE234M403+SX、尖鐮孢菌株(Fusarium oxysporum strain)Fo47+SX、鏈孢黏帚黴菌株(Gliocladium catenulatum strain)J1446+SX、多黏類芽孢桿菌株(Paenibacillus polymyxa strain)AC-1+SX、多黏類芽孢桿菌株(Paenibacillus polymyxa strain)BS-0105+SX、成團泛菌株(Pantoea agglomerans strain)E325+SX、巨大顯絲菌株(Phlebiopsis gigantea strain)VRA1992+SX、金黃色假單胞菌株(Pseudomonas aureofaciens strain)TX-1+SX、綠葉假單胞菌株(Pseudomonas chlororaphis strain)63-28+SX、綠葉假單胞菌株(Pseudomonas chlororaphis strain)AFS009+SX、綠葉假單胞菌株(Pseudomonas chlororaphis
strain)MA342+SX、螢光假單胞菌株(Pseudomonas fluorescens strain)1629RS+SX、螢光假單胞菌株(Pseudomonas fluorescens strain)A506+SX、螢光假單胞菌株(Pseudomonas fluorescens strain)CL145A+SX、螢光假單胞菌株(Pseudomonas fluorescens strain)G7090+SX、假單胞菌株(Pseudomonas sp.strain)CAB-02+SX、丁香假單胞菌株(Pseudomonas syringae strain)742RS+SX、丁香假單胞菌株(Pseudomonas syringae strain)MA-4+SX、絮絨擬酵母菌株(Pseudozyma flocculosa strain)PF-A22UL+SX、羅得西亞假單胞菌株(Pseudomonas rhodesiae strain)HAI-0804+SX、真菌寄生性腐霉菌株(Pythium oligandrum strain)DV74+SX、真菌寄生性腐霉菌(Pythium oligandrum strain)M1+SX、鏈黴菌株(Streptomyces griseoviridis strain)K61+SX、利迪鏈黴菌株(Streptomyces lydicus strain)WYCD108US+SX、利迪鏈黴菌株(Streptomyces lydicus strain)WYEC108+SX、黃藍狀菌株(Talaromyces flavus strain)SAY-Y-94-01+SX、黃藍狀菌株(Talaromyces flavus strain)V117b+SX、木黴菌株(Trichoderma asperellum strain)ICC012+SX、木黴菌株(Trichoderma asperellum strain)SKT-1+SX、木黴菌株(Trichoderma asperellum strain)T25+SX、木黴菌株(Trichoderma asperellum strain)T34+SX、木黴菌株(Trichoderma asperellum strain)TV1+SX、深綠木黴菌株(trichoderma atroviride strain)CNCM 1-1237+SX、深綠木黴菌株(trichoderma atroviride strain)LC52+SX、深綠木黴菌株(trichoderma atroviride strain)IMI 206040+SX、深綠木黴菌株(trichoderma atroviride strain)SC1+SX、深綠木黴菌株(trichoderma atroviride strain)SKT-1+SX、深綠木黴菌株(trichoderma atroviride strain)T11+SX、蓋棘木黴菌株(Trichoderma gamsii strain)ICC080+SX、哈茲木霉株(Trichoderma harzianum strain)21+SX、哈茲木霉株(Trichoderma harzianum strain)DB104+SX、哈茲木霉株(Trichoderma harzianum
strain)DSM 14944+SX、哈茲木霉株(Trichoderma harzianum strain)ESALQ-1303+SX、哈茲木霉株(Trichoderma harzianum strain)ESALQ-1306+SX、哈茲木霉株(Trichoderma harzianum strain)IIHR-Th-2+SX、哈茲木霉株(Trichoderma harzianum strain)ITEM908+SX、哈茲木霉株(Trichoderma harzianum strain)kd+SX、哈茲木霉株(Trichoderma harzianum strain)MO1+SX、哈茲木霉株(Trichoderma harzianum strain)SF+SX、哈茲木霉株(Trichoderma harzianum strain)T22+SX、哈茲木霉株(Trichoderma harzianum strain)T39+SX、哈茲木霉株(Trichoderma harzianum strain)T78+SX、哈茲木霉株(Trichoderma harzianum strain)TH35+SX、多孢木黴菌株(Trichoderma polysporum strain)IMI206039+SX、子座木黴(trichoderma stromaticum)+SX、青綠黏帚黴菌株(Trichoderma virens strain)G-41+SX、青綠黏帚黴菌株(Trichoderma virens strain)GL-21+SX、綠木黴菌(Trichoderma viride)+SX、貪噬菌株(Variovorax paradoxus strain)CGF4526+SX、Harpin蛋白(Harpin protein)+SX。
上述群(c)之本成分與本發明化合物的組合:
1-甲基環丙烯(1-methyl cyclopropene)+SX、1,3-二苯基脲(1,3-diphenetylurea)+SX、2,3,5-三碘苯甲酸(2,3,5-triiodobenzoic acid)+SX、IAA((1H-吲哚-3-基)乙酸)+SX、IBA(4-(1H-吲哚-3-基)丁酸)+SX、MCPA(2-(4-氯-2-甲基苯氧基)乙酸)+SX、MCPB(4-(4-氯-2-甲基苯氧基)丁酸)+SX、4-CPA(4-氯苯氧基乙酸)+SX、5-胺乙醯丙酸鹽酸鹽(5-aminolevulinic acid hydrochloride)+SX、6-苯甲基胺嘌呤(6-benzylaminopurine)+SX、離層酸(abscisic acid)+SX、AVG(胺基乙氧基乙烯基甘胺酸(aminoethoxyvinylglycine))+SX、胺昔氟呤(anisiflupurin)+SX、嘧啶醇(ancymidol)+SX、比達寧(butralin)+SX、碳酸鈣(calcium carbonate)+SX、氯化鈣
(calcium chloride)+SX、甲酸鈣(calcium formate)+SX、過氧化鈣(calcium peroxide)+SX、多硫化鈣(calcium polysulfide)+SX、硫酸鈣(calcium sulfate)+SX、克美素(chlormequat-chloride)+SX、氯苯胺靈(chlorpropham)+SX、氯化膽鹼(choline chloride)+SX、調果酸(cloprop)+SX、氰胺(cyanamide)+SX、環丙酸醯胺(cyclanilide)+SX、亞拉生長素(daminozide)+SX、正癸醇(decan-1-ol)+SX、2,4-滴丙酸(dichlorprop)+SX、調呋酸(dikegulac)+SX、穫萎得(dimethipin)+SX、敵草快(diquat)+SX、益收生長素(ethephon)+SX、吲熟酯(ethychlozate)+SX、氟節胺(flumetralin)+SX、呋嘧醇(flurprimidol)+SX、福芬素(forchlorfenuron)+SX、芒柄花素(formononetin)+SX、吉貝素A(Gibberellin A)+SX、吉貝素A3(Gibberellin A3)+SX、抗倒胺(inabenfide)+SX、裂殖素(Kinetin)+SX、脂質幾丁寡糖(lipochitooligosaccharide)SP104+SX、順丁烯二醯肼(maleic hydrazide)+SX、氟磺醯草胺(mefluidide)+SX、縮節胺(mepiquat-chloride)+SX、氧化型麩胱甘肽(oxidized glutathione)+SX、巴克素(paclobutrazol)+SX、施得圃(pendimethalin)+SX、前調環酸鈣(prohexadione-calcium)+SX、茉莉酸丙酯(prohydrojasmon)+SX、乙基派芬草(pyraflufen-ethyl)+SX、殺雄啉(sintofen)+SX、1-萘乙酸鈉(sodium 1-naphthalene acetate)+SX、氰酸鈉(sodium cyanate)+SX、噻苯隆(thidiazuron)+SX、抑芽唑(triapenthenol)+SX、脫葉磷(tribufos)+SX、抗倒酯(trinexapac-ethyl)+SX、單克素P(uniconazole-P)+SX、2-(萘-1-基)乙醯胺(2-(naphthalen-1-yl)acetamide)+SX、〔4-側氧基-4-(2-苯基乙基)胺基〕酪酸+SX、5-(三氟甲基)苯并〔b〕噻吩-2-羧酸甲酯+SX、3-〔(6-氯-4-苯基喹唑啉-2-基)胺基〕-1-丙醇+SX、叢枝球囊黴菌(Claroideoglomus etunicatum)+SX、近明球囊黴菌(Claroideoglomus claroideum)+SX、摩西管柄囊黴菌(Funneliformis mosseae)+SX、珍珠巨孢囊黴菌
(Gigaspora margarita)+SX、紅巨囊黴菌(Gigaspora rosea)+SX、聚叢球囊黴菌(Glomus aggregatum)+SX、沙漠球囊黴菌(Glomus deserticola)+SX、單孢球囊黴(Glomus monosporum)+SX、巴西類球囊黴(Paraglomus brasillianum)+SX、明球囊黴(Rhizophagus clarus)+SX、根內球囊黴(Rhizophagus intraradices)RTI-801+SX、叢枝球囊黴菌(Rhizophagus irregularis)DAOM 197198+SX、基瘤固氮根瘤菌(Azorhizobium caulinodans)+SX、無乳固氮根瘤菌(Azospirillum amazonense)+SX、巴西固氮根瘤菌(Azospirillum brasilense)XOH+SX、巴西固氮根瘤菌(Azospirillum brasilense)Ab-V5+SX、巴西固氮根瘤菌(Azospirillum brasilense)Ab-V6+SX、蓬瘤固氮根瘤菌(Azospirillum caulinodans)+SX、高鹽固氮根瘤菌(Azospirillum halopraeferens)+SX、伊拉克固氮根瘤菌(Azospirillum irakense)+SX、生脂固氮根瘤菌(Azospirillum lipoferum)+SX、埃及慢生根瘤菌(Bradyrhizobium elkanii)SEMIA 587+SX、埃及慢生根瘤菌(Bradyrhizobium elkanii)SEMIA 5019+SX、日本大豆慢生根瘤菌(Bradyrhizobium japonicum)TA-11+SX、日本大豆慢生根瘤菌(Bradyrhizobium japonicum)USDA 110+SX、遼寧慢生根瘤菌(Bradyrhizobium liaoningense)+SX、羽扇豆慢根瘤菌(Bradyrhizobium lupin)+SX、代爾夫特食酸菌(Delftia acidovorans)RAY209+SX、鹰嘴豆中慢生根瘤菌(Mesorhizobium ciceri)+SX、華癸根中慢生根瘤菌(Mesorhizobium huakii)+SX、百脈根中慢生根瘤菌(Mesorhizobium loti)+SX、菜豆根瘤菌(Rhizobium etli)+SX、山羊豆根瘤菌(Rhizobium galegae)+SX、菜豆生物型豆科根瘤菌(Rhizobium leguminosarum bv.Phaseoli)+SX、三葉草生物型豆科根瘤菌(Rhizobium leguminosarum bv.Trifolii)+SX、蠶豆生物型豆科根瘤菌(Rhizobium leguminosarum bv.Viciae)+SX、三葉草根瘤菌(Rhizobium trifolii)+SX、熱帶根瘤
菌(Rhizobium tropici)+SX、費氏中華根瘤菌(Sinorhizobium fredii)+SX、草木樨中華根瘤菌(Sinorhizobium meliloti)+SX、西葫蘆黃色花葉病毒弱株(Zucchini Yellow Mosaik Virus weak strain)+SX。
上述群(d)之本成分與本發明化合物的組合:
草毒死(allidochlor)+SX、解草酮(benoxacor)+SX、解毒喹(cloquintocet)+SX、解草喹(cloquintocet-mexyl)+SX、解草胺腈(cyometrinil)+SX、環丙草磺胺(cyprosulfamide)+SX、二氯丙烯胺(dichlormid)+SX、二環酮(dicyclonone)+SX、大滅普(dimepiperate)+SX、二硫松(disulfoton)+SX、汰草龍(dymron)+SX、解草唑(fenchlorazole)+SX、解草唑乙酯(fenchlorazole-ethyl)+SX、解草啶(fenclorim)+SX、解草安(flurazole)+SX、呋喃解草唑(furilazole)+SX、氟草肟(fluxofenim)+SX、六亞甲基雙乙醯胺誘導蛋白1/2(hexim)+SX、雙苯噁唑酸(isoxadifen)+SX、雙苯噁唑酸乙酯(isoxadifen-ethyl)+SX、解草烷(Jiecaowan)+SX、解草烯(Jiecaoxi)+SX、氯苯氧丙酸(mecoprop)+SX、吡唑解(mefenpyr)+SX、吡唑解乙酯(mefenpyr-ethyl)+SX、吡唑解草酯(mefenpyr-diethyl)+SX、甲苯諾(mephenate)+SX、美卡芬(metcamifen)+SX、解草腈(oxabetrinil)+SX、1,8-萘二甲酸酐(1,8-naphthalic anhydride)+SX、辛-1,8-二胺(octane-1,8-diamine)+SX,AD-67(4-(二氯乙醯基)-1-氧雜-4-氮雜螺[4.5]癸烷)+SX、CL-304415(4-羧基-3,4-二氫-2H-1-苯并吡喃-4-乙酸)+SX、CSB(1-溴-4-[(氯甲基)磺醯基]苯)+SX、DKA-24(2,2-二氯-N-[2-側氧基-2-(2-丙烯基胺基)乙基]-N-(2-丙烯基)乙醯胺)+SX、MG191(2-(二氯甲基)-2-甲基-1,3-二氧戊環)+SX、MG-838(2-丙烯基1-氧雜-4-氮雜螺[4.5]癸烷-4-硫代碳酸酯)+SX、PPG-1292(2,2-二氯-N-(1,3-二噁烷-2-基甲基)-N-(2-丙烯基)乙醯胺)+SX、
R-28725(3-(二氯乙醯基)-2,2-二甲基-1,3-噁唑啶)+SX、R-29148(3-(二氯乙醯基)-2,2,5-三甲基-1,3-噁唑啶)+SX、TI-35(1-(二氯乙醯基)氮雜環庚烷)+SX。
上述群(e)之本成分與本發明化合物的組合:
1-十二烷基-1H-咪唑(1-dodecyl-1H-imidazole)+SX、N-(2-乙基己基)-8,9,10-三降莰-5-烯-2,3-二碳醯亞胺(N-(2-ethylhexyl)-8,9,10-trinorborn-5-ene-2,3-dicarboximide)+SX、增效特(bucarpolate)+SX、N,N-二丁基-4-氯苯磺醯胺(N,N-dibutyl-4-chlorobenzenesulfonamide)+SX、增效磷(dietholate)+SX、馬來酸二乙酯(diethylmaleate)+SX、甲基硝啉(Jiajizengxiaolin)+SX、八氯二丙醚(octachlorodipropyl ether)+SX、裴松林(perbutin)+SX、胡椒基丁氧化物(piperonyl butoxide)+SX、胡椒基環己烯酮(piperonyl cyclonene)+SX、增效醛(piprotal)+SX、增效酯(propyl isome)+SX、黃樟素(safroxan)+SX、增效菊(sesamex)+SX、芝麻林素(sesamolin)+SX、亞碸(sulfoxide)+SX、唯布汀(Verbutin)+SX、DMC(1,1-雙(4-氯苯基)乙醇)+SX、FDMC(1,1-雙(4-氯苯基)-2,2,2-三氟乙醇)+SX、ETN(1,2-環氧基-1,2,3,4-四氫萘+SX、ETP(1,1,1-三氯-2,3-環氧丙烷)+SX、水楊苷環膦酸苯基酯(PSCP:phenylsaligenin cyclic phosphate)+SX、脫葉磷(TBPT:S,S,S-tributyl phosphorotrithioate)+SX、磷酸三苯酯(TPP:triphenyl phosphate)+SX。
上述群(f)之本成分與本發明化合物的組合:
2,3,6-TBA(2,3,6-三氯苯甲酸)+SX、2,3,6-TBA二甲基銨(2,3,6-TBA-dimethylammonium)+SX、2,3,6-TBA鋰鹽(2,3,6-TBA-lithium)+SX、2,3,6-TBA鉀鹽(2,3,6-TBA-potassium)+SX、2,3,6-TBA鈉鹽(2,3,6-TBA-sodium)+SX、2,4-二氯苯氧乙酸(2,4-D)+SX、2,4-二氯苯氧乙酸膽鹼鹽(2,4-D choline salt)+SX、2,4-二氯苯氧乙酸-雙(3-胺基丙基)甲基銨(2,4-D-biproamine)+SX、2,4-二氯苯氧乙酸2-丁
氧丙酯(2,4-D-doboxyl)+SX、2,4-二氯苯氧乙酸2-乙基己酯(2,4-D-2-ethylhexyl)+SX、2,4-二氯苯氧乙酸3-丁氧丙酯(2,4-D-3-butoxypropyl)+SX、2,4-二氯苯氧乙酸銨(2,4-D-ammonium)+SX、2,4-二氯苯氧乙酸-2-丁氧基乙酯(2,4-D-butotyl)+SX、2,4-二氯苯氧乙酸丁酯(2,4-D-butyl)+SX、2,4-二氯苯氧乙酸二乙基銨(2,4-D-diethylammonium)+SX、2,4-二氯苯氧乙酸二甲基銨(2,4-D-dimethylammonium)+SX、2,4-二氯苯氧乙酸-二醇胺鹽(2,4-D-diolamine)+SX、2,4-二氯苯氧乙酸十二烷基銨(2,4-D-dodecylammonium)+SX、2,4-二氯苯氧乙酸乙酯(2,4-D-ethyl)+SX、2,4-二氯苯氧乙酸庚基銨(2,4-D-heptylammonium)+SX、2,4-二氯苯氧乙酸異丁酯(2,4-D-isobutyl)+SX、2,4-二氯苯氧乙酸異辛酯(2,4-D-isooctyl)+SX、2,4-二氯苯氧乙酸異丙酯(2,4-D-isopropyl)+SX、2,4-二氯苯氧乙酸異丙基銨(2,4-D-isopropylammonium)+SX、2,4-D二氯苯氧乙酸鋰鹽(2,4-D-lithium)+SX、2,4-二氯苯氧乙酸甲基庚酯(2,4-D-mepty)+SX、2,4-二氯苯氧乙酸甲酯(2,4-D-methyl)+SX、2,4-二氯苯氧乙酸辛酯(2,4-D-octyl)+SX、2,4-二氯苯氧乙酸戊酯(2,4-D-pentyl)+SX、2,4-二氯苯氧乙酸丙酯(2,4-D-propyl)+SX、2,4-二氯苯氧乙酸鈉鹽(2,4-D-sodium)+SX、2,4-二氯苯氧乙酸四氫糠醇酯(2,4-D-tefuryl)+SX、2,4-二氯苯氧乙酸十四烷基銨(2,4-D-tetradecylammonium)+SX、2,4-二氯苯氧乙酸三乙基銨(2,4-D-triethylammonium)+SX、2,4-二氯苯氧乙酸三(2-羥丙基)銨(2,4-D-tris(2-hydroxypropyl)ammonium)+SX、2,4-二氯苯氧乙酸-三乙醇胺鹽(2,4-D-trolamine)+SX、4-(2,4-二氯苯氧基)丁酸(2,4-DB)+SX,4-(2,4-二氯苯氧基)丁酸膽鹼鹽(2,4-DB choline salt)+SX、4-(2,4-二氯苯氧基)丁酸-雙(3-胺基丙基)甲基銨(2,4-DB-biproamine)+SX、4-(2,4-二氯苯氧基)丁酸丁酯(2,4-DB-butyl)+SX、4-(2,4-二氯苯氧基)丁酸二甲基銨(2,4-DB-二甲基ammonium)+SX、4-
(2,4-二氯苯氧基)丁酸異辛酯(2,4-DB-isoctyl)+SX、4-(2,4-二氯苯氧基)丁酸鉀鹽(2,4-DB-potassium)+SX、4-(2,4-二氯苯氧基)丁酸鈉鹽(2,4-DB-sodium)+SX、乙草胺(acetochlor)+SX、三氟羧草醚(acifluorfen)+SX、三氟羧草醚鈉鹽(acifluorfen-sodium)+SX、苯草醚(aclonifen)+SX、ACN(2-胺基-3-氯萘-l,4-二酮)+SX、甲草胺(alachlor)+SX、亞汰草(alloxydim)+SX、草殺淨(ametryn)+SX、胺唑草酮(amicarbazone)+SX、醯嘧磺隆(amidosulfuron)+SX、胺基環吡拉草(aminocyclopyrachlor)+SX、胺基環吡拉草甲基(aminocyclopyrachlor-methyl)+SX、胺基環吡拉草鉀鹽(aminocyclopyrachlor-potassium)+SX、氯胺吡啶酸(aminopyralid)+SX、氯胺吡啶酸膽鹼鹽(aminopyralid choline salt)+SX、氯胺吡啶酸鉀鹽(aminopyralid-potassium)+SX、氯胺吡啶酸三(2-羥丙基)銨(aminopyralid-tripromine)+SX、甲基胺草磷(amiprophos-methyl)+SX、殺草強(amitrole)+SX、莎稗磷(anilofos)+SX、亞速爛(asulam)+SX、草脫淨(atrazine)+SX、草芬定(azafenidin)+SX、四唑嘧磺隆(azimsulfuron)+SX、氟丁醯草胺(beflubutamid)+SX、草除靈乙酯(benazolin-ethyl)+SX、醯苯草酮(bencarbazone)+SX、氟草胺(benfluralin)+SX、呋草黃(benfuresate)+SX、喹草酮(benquitrione)+SX、免速隆(bensulfuron)+SX、甲基免速隆(bensulfuron-methyl)+SX、地散磷(bensulide)+SX、本達隆(bentazon)+SX、殺丹(benthiocarb)+SX、雙苯嘧草酮(benzfendizone)+SX、苯并雙環酮(benzobicyclon)+SX、吡草酮(benzofenap)+SX、苯噻隆(benzthiazuron)+SX、畢拉草(bialaphos)+SX、雙環吡喃酮(bicyclopyrone)+SX、必芬諾(bifenox)+SX、雙唑草酮(bipyrazone)+SX、雙草醚(bispyribac)+SX、雙草醚鈉鹽(bispyribac-sodium)+SX、必賜洛宗(bixlozone)+SX、克草(bromacil)+SX、溴芬諾(bromobutide)+SX、溴酚肟(bromofenoxim)+SX、溴苯腈(bromoxynil)+SX、辛醯
溴苯腈(bromoxynil-octanoate)+SX、丁基拉草(butachlor)+SX、布芬草(butafenacil)+SX、抑草磷(butamifos)+SX、丁苯草酮(butroxydim)+SX、拔敵草(butylate)+SX、唑草胺(cafenstrole)+SX、卡草胺(carbetamide)+SX、克繁草(carfentrazone)+SX、乙基克繁草(carfentrazone-ethyl)+SX、甲氧基護谷(chlomethoxyfen)+SX、草滅平(chloramben)+SX、氯草敏(chloridazon)+SX、氯嘧磺隆(chlorimuron)+SX、乙基氯嘧磺隆(chlorimuron-ethyl)+SX、氯溴隆(chlorobromuron)+SX、綠麥隆(chlorotoluron)+SX、枯草隆(chloroxuron)+SX、氯苯胺靈(chlorpropham)+SX、氯磺隆(chlorsulfuron)+SX、氯酞酸甲酯(chlorthal-dimethyl)+SX、氯硫醯草胺(chlorthiamid)+SX、環醯草酯(cinidon)+SX、乙基環醯草酯(cinidon-ethyl)+SX、環庚草醚(cinmethylin)+SX、西速隆(cinosulfuron)+SX、剋草同(clethodim)+SX、炔草酸(clodinafop)+SX、炔草酯(clodinafop-propargyl)+SX、可滅蹤(clomazone)+SX、克普草(clomeprop)+SX、畢克草(clopyralid)+SX、畢克草膽鹼鹽(clopyralid choline salt)+SX、畢克草畢克草(clopyralid-methyl)+SX、畢克草-醇胺(clopyralid-olamine)+SX、畢克草鉀鹽(clopyralid-potassium)+SX、畢克草三(2-羥丙基)銨(clopyralid-tris(2-hydroxypropyl)ammonium)+SX、氯酯磺草胺(cloransulam)+SX、甲基氯酯磺草胺(cloransulam-methyl)+SX、苄草隆(cumyluron)+SX、氰草津(cyanazine)+SX、草滅特(cycloate)+SX、環哌喃(cyclopyranil)+SX、比莫雷(cyclopyrimorate)+SX、環磺隆(cyclosulfamuron)+SX、環殺草(cycloxydim)+SX、賽伏草(cyhalofop)+SX、丁基賽伏草(cyhalofop-butyl)+SX、環吡氟草酮(cypyrafluone)+SX、得拉本(dalapon)+SX、邁隆(dazomet)+SX、甜菜靈(desmedipham)+SX、敵草淨(desmetryn)+SX、雙特松(di-allate)+SX、麥草畏(dicamba)+SX、麥草畏-膽鹼鹽
(dicamba choline salt)+SX、麥草畏-雙(3-胺基丙基)甲基銨(dicamba-biproamine)+SX、麥草畏-三乙醇胺鹽(dicamba-trolamine)+SX、麥草畏-二甘醇胺鹽(dicamba-diglycolamine)+SX、麥草畏-二甲基銨(dicamba-dimethylammonium)+SX、麥草畏-二乙醇胺鹽(dicamba-diolamine)+SX、麥草畏-異丙基銨(dicamba-isopropylammonium)+SX、麥草畏-甲基(dicamba-methyl)+SX、麥草畏-乙醇胺鹽(dicamba-olamine)+SX、麥草畏-鉀鹽(dicamba-potassium)+SX、麥草畏-鈉鹽(dicamba-sodium)+SX、二氯苯腈(dichlobenil)+SX、敵敵畏-膽鹼鹽(dichlorprop choline salt)+SX、2,4-二氯苯氧乙酸-雙(3-胺基丙基)甲基銨(dichlorprop-biproamine)+SX、2,4-二氯苯氧乙酸-2-乙基己酯(dichlorprop-2-ethylhexyl)+SX、2,4-二氯苯氧乙酸-2-丁氧基乙酯(dichlorprop-butotyl)+SX、2,4-二氯苯氧乙酸-二甲基銨(dichlorprop-dimethylammonium)+SX、2,4-二氯苯氧乙酸-乙基銨(dichlorprop-ethylammonium)+SX、2,4-二氯苯氧乙酸-異辛酯(dichlorprop-isoctyl)+SX、2,4-二氯苯氧乙酸-甲酯(dichlorprop-methyl)+SX、2,4-二氯苯氧乙酸-P(dichlorprop-P)+SX、2,4-二氯苯氧乙酸-P膽鹼鹽(dichlorprop-P choline salt)+SX、2,4-二氯苯氧乙酸-P-雙(3-胺基丙基)甲基銨(dichlorprop-P-biproamine)+SX、2,4-二氯苯氧乙酸-P-2-乙基己酯(dichlorprop-P-etexyl)+SX、2,4-二氯苯氧乙酸-P-二甲基銨(dichlorprop-P-二甲基ammonium)+SX、2,4-二氯苯氧乙酸-鉀鹽(dichlorprop-potassium)+SX、2,4-二氯苯氧乙酸-鈉鹽(dichlorprop-sodium)+SX、禾草靈(diclofop)+SX、甲基禾草靈(diclofop-methyl)+SX、雙氯磺草胺(diclosulam)+SX、枯莠隆(difenoxuron)+SX、雙苯唑快(difenzoquat)+SX、甲硫雙苯唑快(difenzoquat metilsulfate)+SX、吡氟草胺(diflufenican)+SX、氟吡草腙(diflufenzopyr)+SX、氟吡草腙-鈉鹽(diflufenzopyr-sodium)+SX、噁唑隆(dimefuron)+SX、哌草丹
(dimepiperate)+SX、雙甲磺胺(dimesulfazet)+SX、大滅草(dimethachlor)+SX、愛落殺(dimethametryn)+SX、汰草滅(dimethenamid)+SX、汰草滅-P(dimethenamid-P)+SX、撻乃安(dinitramine)+SX、達諾殺(dinoseb)+SX、特樂酚(dinoterb)+SX、芳醯基環己二酮類(dioxopyritrione)+SX、大芬滅(diphenamid)+SX、二溴敵草快(diquat-dibromide)+SX、DSMA(甲基胂酸二鈉:disodiummethylarsonate)+SX、汰硫草(dithiopyr)+SX、敵草隆(diuron)+SX、DNOC(2-甲基-4,6-二硝基酚:2-methyl-4,6-dinitrophenol)+SX、2-[6-[2-氯-4-氟-5-[2,6-二側氧基-3-甲基-4-(三氟甲基)-1,2,3,6-四氫嘧啶-1-基]苯氧基]-2-吡啶氧基]乙酸乙酯(epyrifenacil)+SX、戊草丹(esprocarb)+SX、乙丁烯氟靈(ethalfluralin)+SX、胺苯磺隆(ethametsulfuron)+SX、甲基胺苯磺隆(ethametsulfuron-methyl)+SX、磺噻隆(ethidimuron)+SX、益覆滅(ethofumesate)+SX、氯氟草醚(ethoxyfen-ethyl)+SX、亞速隆(ethoxysulfuron)+SX、乙氧苯草胺(etobenzanid)+SX、芬殺草(fenoxaprop)+SX、乙基芬殺草(fenoxaprop-ethyl)+SX、芬殺草-P(fenoxaprop-P)+SX、乙基芬殺草P(fenoxaprop-P-ethyl)+SX、芬諾沙風(fenoxasulfone)+SX、苯唑氟草酮(fenpyrazone)+SX、芬昆諾三酮(fenquinotrione)+SX、四唑醯草胺(fentrazamide)+SX、非草隆(fenuron)+SX、麥燕靈M(flamprop-M)+SX、伏速隆(flazasulfuron)+SX、雙氟磺草胺(florasulam)+SX、比拉芬(florpyrauxifen)+SX、平速比拉芬(florpyrauxifen-benzyl)+SX、伏寄普(fluazifop)+SX、丁基伏寄普(fluazifop-butyl)+SX、伏寄普-P(fluazifop-P)+SX、丁基伏寄普-P(fluazifop-P-butyl)+SX、異丙吡草酯(fluazolate)+SX、氟唑磺隆(flucarbazone)+SX、氟唑磺隆鈉鹽(flucarbazone-sodium)+SX、氟吡磺隆(flucetosulfuron)+SX、氟氯氨草酯(fluchloraminopyr)+SX、氟氯氨草酯-四氫糠酯(fluchloraminopyr-tefury1)+SX、氟噻草胺(flufenacet)+SX、氟草啶
(flufenoximacil)+SX、氟噠草酮(flufenpyr)+SX、乙基氟噠草酯(flufenpyr-ethyl)+SX、闊草清(flumetsulam)+SX、闊草清(flumetsulam)+SX、氟烯草酸(flumiclorac)+SX、戊基氟烯草酸(flumiclorac-pentyl)+SX、丙炔氟草胺(flumioxazin)+SX、氟草隆(fluometuron)+SX、乙羧氟草醚(fluoroglycofen-ethyl)+SX、氟胺草唑(flupoxam)+SX、四氟丙酸(flupropanate)+SX、氟啶嘧磺隆(flupyrsulfuron)+SX、氟啶嘧磺隆-甲基-鈉(flupyrsulfuron-methyl-sodium)+SX、芴丁酸(flurenol)+SX、氟啶酮(fluridone)+SX、氟咯草酮(flurochloridone)+SX、氟氯比(fluroxypyr)+SX、氟氯比-2-丁氧基-1-甲基乙基(fluroxypyr-butometyl)+SX、隴無藤(fluroxypyr-meptyl)+SX、呋草酮(flurtamone)+SX、氟碸草胺(flusulfinam)+SX、嗪草酸(fluthiacet)+SX、嗪草酸甲酯(fluthiacet-methyl)+SX、氟磺胺草醚(fomesafen)+SX、氟磺胺草醚-鈉(fomesafen-sodium)+SX、甲醯胺磺隆(foramsulfuron)+SX、殺木膦(fosamine)+SX、草銨膦(glufosinate)+SX、草銨膦-銨鹽(glufosinate-ammonium)+SX、草銨膦-P(glufosinate-P)+SX、草銨膦-P-銨鹽(glufosinate-P-ammonium)+SX、草銨膦-P-鈉鹽(glufosinate-P-sodium)+SX、草甘膦草甘膦(glyphosate)+SX、草甘膦膽鹼(glyphosate choline salt)+SX、草甘膦-異丙胺(glyphosate-isopropylammonium)+SX、草甘膦-雙(3-胺基丙基)甲基銨(glyphosate-biproamine)+SX、草甘膦銨鹽(glyphosate-ammonium)+SX、草甘膦二銨鹽(glyphosate-diammonium)+SX、草甘膦鉀鹽(glyphosate-potassium)+SX、草甘膦鈉鹽(glyphosate-sodium)+SX、草甘膦三甲基鋶鹽(glyphosate-trimesium)+SX、氟氯吡啶酯(halauxifen)+SX、氟氯吡啶苄酯(halauxifen-benzyl)+SX、氟氯吡啶甲酯(halauxifen-methyl)+SX、氟硝磺醯胺(halosafen)+SX、合速隆(halosulfuron)+SX、甲基合速隆(halosulfuron-methyl)+SX、合氯氟(haloxyfop)+SX、合氯氟-乙氧基乙
酯(haloxyfop-etotyl)+SX、甲基合氯氟(haloxyfop-methyl)+SX、合氯氟-P(haloxyfop-P)+SX、合氯氟-P-乙氧基乙酯(haloxyfop-P-etotyl)+SX、甲基合氯氟-P(haloxyfop-P-methyl)+SX、菲殺淨(hexazinone)+SX、咪草酸(imazamethabenz)+SX、咪草酸甲酯(imazamethabenz-methyl)+SX、甲氧咪草煙(imazamox)+SX、甲氧咪草煙-銨鹽(imazamox-ammonium)+SX、甲氧咪草煙-鈉鹽(imazamox-sodium)+SX、依滅比(imazapic)+SX、依滅比-銨鹽(imazapic-ammonium)+SX、依滅草(imazapyr)+SX、依滅草-銨鹽(imazapyr-ammonium)+SX、依滅草異丙基銨鹽(imazapyr-isopropylammonium)+SX、咪唑喹啉酸(imazaquin)+SX、咪唑喹啉酸-銨鹽(imazaquin-ammonium)+SX、依滅草(imazethapyr)+SX、依滅草-銨鹽(imazethapyr-ammonium)+SX、依速隆(imazosulfuron)+SX、茚草酮(indanofan)+SX、茚氟草胺(indaziflam)+SX、吲哚吡啶酸(indolauxipyr)+SX、吲哚吡啶酸蟲酯(indolauxipyr-cyanomethyl)+SX、碘磺隆(iodosulfuron)+SX、甲基碘磺隆-鈉鹽(iodosulfuron-methyl-sodium)+SX、碘芬磺隆(iofensulfuron)+SX、碘芬磺隆-鈉鹽(iofensulfuron-sodium)+SX、碘苯腈(ioxynil)+SX、碘苯腈辛酸酯(ioxynil-octanoate)+SX、艾繁草(ipfencarbazone)+SX、異丙唑啉(iptriazopyrid)+SX、異丙隆(isoproturon)+SX、愛速隆(isouron)+SX、異噁草胺(isoxaben)+SX、異噁氯脫(isoxachlortole)+SX、異噁唑草酮(isoxaflutole)+SX、克闊樂(lactofen)+SX、環草定(lenacil)+SX、利谷隆(linuron)+SX、抑芽素(maleic hydrazide)+SX、MCPA膽鹼鹽(MCPA choline salt)+SX、MCPA-雙(3-胺基丙基)甲基銨(MCPA-biproamine)+SX、MCPA-2-乙基己酯(MCPA-etexyl)+SX、MCPA-2-丁氧基乙酯(MCPA-butotyl)+SX、MCPA-丁酯(MCPA-butyl)+SX、MCPA-二甲基銨(MCPA-dimethylammonium)+SX、MCPA-二
乙醇胺鹽(MCPA-diolamine)+SX、MCPA-乙酯(MCPA-ethyl)+SX、MCPA-異丁酯(MCPA-isobutyl)+SX、MCPA-異辛酯(MCPA-isoctyl)+SX、MCPA-異丙酯(MCPA-isopropyl)+SX、MCPA-甲酯(MCPA-methyl)+SX、MCPA-乙醇胺鹽(MCPA-olamine)+SX、MCPA-鈉鹽(MCPA-sodium)+SX、MCPA-三乙醇胺鹽(MCPA-trolamine)+SX、MCPB(4-(4-chloro-2-methylphenoxy)butanoic acid)+SX、MCPB-膽鹼鹽(MCPB choline salt)+SX、MCPB-雙(3-胺基丙基)甲基銨(MCPB-biproamine)+SX、MCPB-乙酯(MCPB-ethyl)+SX、MCPB-甲酯(MCPB-methyl)+SX、MCPB鈉鹽(MCPB-sodium)+SX、氯苯氧丙酸-膽鹼鹽(mecoprop choline salt)+SX、氯苯氧丙酸-雙(3-胺基丙基)甲基銨(mecoprop-biproamine)+SX、氯苯氧丙酸-2-乙基己酯(mecoprop-2-ethylhexyl)+SX、氯苯氧丙酸-二甲基銨(mecoprop-dimethylammonium)+SX、氯苯氧丙酸-二醇胺鹽(mecoprop-diolamine)+SX、氯苯氧丙酸-乙二酯(mecoprop-ethadyl)+SX、氯苯氧丙酸-異辛酯(mecoprop-isoctyl)+SX、氯苯氧丙酸-甲酯(mecoprop-methyl)+SX、氯苯氧丙酸-鉀鹽(mecoprop-potassium)+SX、氯苯氧丙酸-鈉鹽(mecoprop-sodium)+SX、氯苯氧丙酸-三乙醇胺鹽(mecoprop-trolamine)+SX、氯苯氧丙酸-P(mecoprop-P)+SX、氯苯氧丙酸-P-膽鹼鹽(mecoprop-P choline salt)+SX、氯苯氧丙酸-P-2-乙基己酯(mecoprop-P-2-ethylhexyl)+SX、氯苯氧丙酸-P-二甲基銨(mecoprop-P-dimethylammonium)+SX、氯苯氧丙酸-P-異丁酯(mecoprop-P-isobutyl)+SX、氯苯氧丙酸-P-鉀鹽(mecoprop-P-potassium)+SX、滅芬草(mefenacet)+SX、磺胺磺隆(mesosulfuron)+SX、磺胺磺隆-甲酯(mesosulfuron-methyl)+SX、甲基磺草酮(mesotrione)+SX、威百畝(metam)+SX、噁唑醯草胺(metamifop)+SX、苯嗪草酮(metamitron)+SX、滅草胺(metazachlor)+SX、美速隆(metazosulfuron)+SX、甲基苯
噻隆(methabenzthiazuron)+SX、麥瑟唑林(methiozolin)+SX、甲基殺草隆(methyldymron)+SX、撲奪草(metobromuron)+SX、莫多草(metolachlor)+SX、磺草唑胺(metosulam)+SX、甲氧隆(metoxuron)+SX、滅必淨(metribuzin)+SX、甲磺隆(metsulfuron)+SX、甲磺隆-甲酯(metsulfuron-methyl)+SX、稻得壯(molinate)+SX、單利谷隆(monolinuron)+SX殺萘丹(naproanilide)+SX、滅落脫(napropamide)+SX、滅落脫-M(napropamide-M)+SX、鈉得爛(naptalam)+SX、草不隆(neburon)+SX、煙嘧磺隆(nicosulfuron)+SX、氟草敏(norflurazon)+SX、油酸(oleic acid)+SX、坪草丹(orbencarb)+SX、嘧苯胺磺隆(orthosulfamuron)+SX、歐拉靈(oryzalin)+SX、丙炔噁草酮(oxadiargyl)+SX、樂滅草(oxadiazon)+SX、環氧嘧磺隆(oxasulfuron)+SX、去稗安(oxaziclomefone)+SX、復祿芬(oxyfluorfen)+SX、巴拉刈(paraquat)+SX、巴拉刈二氯鹽(paraquat-dichloride)+SX、克草猛(pebulate)+SX、壬酸(pelargonic acid)+SX、施得圃(pendimethalin)+SX、平速爛(penoxsulam)+SX、甲氯醯草胺(pentanochlor)+SX、環戊噁草酮(pentoxazone)+SX、烯草胺(pethoxamid)+SX、棉胺寧(phenisopham)+SX、苯敵草(phenmedipham)+SX、畢克爛(picloram)+SX、比克里那芬(picolinafen)+SX、唑啉草酯(pinoxaden)+SX、哌草磷(piperophos)+SX、普拉草(pretilachlor)+SX、氟嘧磺隆(primisulfuron)+SX、氟嘧磺隆-甲酯(primisulfuron-methyl)+SX、氨氟樂靈(prodiamine)+SX、氟唑草胺(profluazol)+SX、環苯草酮(profoxydim)+SX、撲滅通(prometon)+SX、佈滅淨(prometryn)+SX、雷蒙得(propachlor)+SX、除草靈(propanil)+SX、普拔草(propaquizafop)+SX、普拔根(propazine)+SX、苯胺靈(propham)+SX、異丙草胺(propisochlor)+SX、丙苯磺隆(propoxycarbazone)+SX、丙苯磺隆-鈉鹽(propoxycarbazone-sodium)+SX、普速隆(propyrisulfuron)+SX、戊炔草胺(propyzamide)+SX、苄草丹(prosulfocarb)+SX、氟
磺隆(prosulfuron)+SX、雙唑草腈(pyraclonil)+SX、磺醯草吡唑(pyrasulfotole)+SX、吡唑特(pyrazolynate)+SX、百速隆(pyrazosulfuron)+SX、百速隆-乙酯(pyrazosulfuron-ethyl)+SX、普芬草(pyrazoxyfen)+SX、嘧啶肟草醚(pyribenzoxim)+SX、稗草畏(pyributicarb)+SX、噠草福(pyridafol)+SX、必汰草(pyridate)+SX、氟嘧啶草醚(pyriflubenzoxim)+SX、派伏利(pyriftalid)+SX、嘧草醚(pyriminobac)+SX、嘧草醚甲酯(pyriminobac-methyl)+SX、嘧氟磺草胺(pyrimisulfan)+SX、嘧硫草醚(pyrithiobac)+SX、嘧硫草醚-鈉鹽(pyrithiobac-sodium)+SX、派羅克殺草碸(pyroxasulfone)+SX、甲氧磺草胺(pyroxsulam)+SX、快克草(quinclorac)+SX、氯甲喹啉酸(quinmerac)+SX、快伏草(quizalofop)+SX、快伏草-乙酯(quizalofop-ethyl)+SX、快伏草-四氫糠酯(quizalofop-tefuryl)+SX、快伏草-P(quizalofop-P)+SX、快伏草-P-乙酯(quizalofop-P-ethyl)+SX、快伏草-P-四氫糠酯(quizalofop-P-tefuryl)+SX、利米沙芬(音譯)(rimisoxafen)+SX、碸嘧磺隆(rimsulfuron)+SX、殺芬草(saflufenacil)+SX、西殺草(sethoxydim)+SX、EPTC(S-N,N-二丙基硫代胺基甲酸乙酯:S-ethyl N,N-dipropylcarbamothioate)+SX、環草隆(siduron)+SX、西瑪津(simazine)+SX、西草淨(simetryn)+SX、左旋莫多草(S-metolachlor)+SX、MSMA(sodium hydrogen methylarsonate)+SX、磺草酮(sulcotrione)+SX、甲磺草胺(sulfentrazone)+SX、嘧磺隆(sulfometuron)+SX、甲嘧磺隆(sulfometuron-methyl)+SX、磺醯磺隆(sulfosulfuron)+SX、滅草靈(swep)+SX、TCA(2,2,2-三氯乙酸:2,2,2-trichloroacetic acid)+SX、TCA-銨(TCA-ammonium)+SX、TCA-鈣(TCA-calcium)+SX、TCA-乙二酯(TCA-ethadyl)+SX、TCA-鎂(TCA-magnesium)+SX、TCA-鈉(TCA-sodium)+SX、牧草胺(tebutam)+SX、丁噻隆(tebuthiuron)+SX、特糠酯酮(tefuryltrione)+SX、環磺酮(tembotrione)+SX、
得殺草(tepraloxydim)+SX、特草定(terbacil)+SX、特丁通(terbumeton)+SX、特丁津(terbuthylazine)+SX、特丁淨(terbutryn)+SX、四氟吡咯啶(tetflupyrolimet)+SX、薩克多敏A(thaxtomin A)+SX、欣克草(thenylchlor)+SX、噻草啶(thiazopyr)+SX、噻二唑草胺(thidiazimin)+SX、噻吩咔巴腙(thiencarbazone)+SX、噻吩咔巴腙-甲基(thiencarbazone-methyl)+SX、噻吩磺隆(thifensulfuron)+SX、甲基噻吩磺隆(thifensulfuron-methyl)+SX、氟丙嘧草酯(tiafenacil)+SX、仲草丹(tiocarbazil)+SX、托吡拉特(tolpyralate)+SX、托普美隆(topramezone)+SX、肟草酮(tralkoxydim)+SX、氟酮磺草胺(triafamone)+SX、野麥畏(tri-allate)+SX、醚苯磺隆(triasulfuron)+SX、三嗪氟草胺(triaziflam)+SX、苯磺隆(tribenuron)+SX、苯磺隆-甲基(tribenuron-methyl)+SX、綠草定(triclopyr)+SX、綠草定-2-丁氧基乙酯(triclopyr-butotyl)+SX、綠草定-乙基(triclopyr-ethyl)+SX、綠草定-三乙基銨(triclopyr-triethylammonium)+SX、三地芬(tridiphane)+SX、草達津(trietazine)+SX、三氟啶磺隆(trifloxysulfuron)+SX、三氟啶磺隆鈉鹽(trifloxysulfuron-sodium)+SX、三氟草嗪(trifludimoxazin)+SX、三福林(trifluralin)+SX、氟胺磺隆(triflusulfuron)+SX、氟胺磺隆-甲酯(triflusulfuron-methyl)+SX、三唑磺草酮(tripyrasulfone)+SX、三氟甲磺隆(tritosulfuron)+SX、拔敵草(vernolate)+SX、4-(4-氟苯基)-6-[(2-羥基-6-側氧基-1-環己烯-1-基)羰基]-2-甲基-1,2,4-三 -3,5(2H,4H)-二酮+SX、2-氯-N-(1-甲基-1H-四唑-5-基)-3-(甲硫基)-4-(三氟甲基)苯甲醯胺+SX、2-甲基-N-(5-甲基-1,3,4-噁二唑-2-基)-3-(甲磺醯基)-4-(三氟甲基)苯甲醯胺+SX、4-胺基-3-氯-5-氟-6-(7-氟-1H-吲哚-6-基)吡啶-2-羧酸+SX、氰基甲基-4-胺基-3-氯-5-氟-6-(7-氟-1H-吲哚-6-基)吡啶-2-羧酸酯(2251111-18-7)+SX、甲基(2R,4R)-4-({[(5S)-3-(3,5-二氟苯基)-5-乙烯基-4,5-二氫異噁唑-5-基]羰基}胺基)四氫呋喃-2-羧酸酯+SX、甲基(2S,4S)-4-
({[(5R)-3-(3,5-二氟苯基)-5-乙烯基-4,5-二氫異噁唑-5-基]羰基}胺基)四氫呋喃-2-羧酸酯+SX、1-{2-氯-6-[(5-氯嘧啶-2-基)氧基]苯基}-4,4,4-三氟丁-1-酮(2052297-97-7)+SX、5-氯-2-{3-氯-2-[5-(二氟甲基)異噁唑-3-基]苯氧基}嘧啶(1801862-60-1)+SX。
上述群(f)之本成分與本發明化合物的組合並無特別限定,惟更佳係可列舉例如下述組合。另外,括號內的數字係代表各藥量每公頃(ha)的處理藥量(g)之較佳藥量,惟並不限於該等:
依速隆+溴芬諾+SX(90+900+20、90+900+200)、普速隆+溴芬諾+SX(90+900+20、90+900+200)、美速隆+溴芬諾+SX(100+900+20、100+900+200)、氟酮磺草胺+溴芬諾+SX(50+900+20、50+900+200)、嘧氟磺草胺+溴芬諾+SX(75+900+20、75+900+200)、甲基免速隆+溴芬諾+SX(51+900+20、51+900+200、75+900+20、75+900+200)、乙基克繁草+依速隆+SX(90+90+20、90+90+200)、苄草隆+依速隆+SX(1500+90+20、1500+90+200)、克普草+依速隆+SX(350+90+20、350+90+200)、環哌喃+依速隆+SX(100+90+20、100+90+200)、比莫雷+依速隆+SX(300+90+20、300+90+200)、第滅寧+依速隆+SX(30+90+20、30+90+200)、殺草隆+依速隆+SX(450+90+20、450+90+200)、特糠酯酮+依速隆+SX(300+90+20、300+90+200)、雙唑草腈+依速隆+SX(200+90+20、200+90+200)、普芬草+依速隆+SX(1000+90+20、1000+90+200)、吡唑特+依速隆+SX(3000+90+20、3000+90+200)、芬昆諾三酮+依速隆+SX(300+90+20、300+90+200)、平速比拉芬+依速隆+SX(50+90+20、50+90+200)、異丙唑啉+依速隆+SX(150+90+20、150+90+200)、苯并雙環酮+依速隆+SX(200+90+20、200+90+200)、吡草酮+依速隆+SX(800+90+20、800+90+200)、呋草黃+依速隆
+SX(500+90+20、500+90+200)、甲基磺草酮+依速隆+SX(90+90+20、90+90+200)、藍三酮鈉鹽(Lancotrione sodium salt)+依速隆+SX(210+90+20、210+90+200)、乙基克繁草+普速隆+SX(90+90+20、90+90+200)、苄草隆+普速隆+SX(1500+90+20、1500+90+200)、克普草+普速隆+SX(350+90+20、350+90+200)、環哌喃+普速隆+SX(100+90+20、100+90+200)、比莫雷+普速隆+SX(300+90+20、300+90+200)、第滅寧+普速隆+SX(30+90+20、30+90+200)、殺草隆+普速隆+SX(450+90+20、450+90+200)、特糠酯酮+普速隆+SX(300+90+20、300+90+200)、雙唑草腈+普速隆+SX(200+90+20、200+90+200)、普芬草+普速隆+SX(1000+90+20、1000+90+200)、吡唑特+普速隆+SX(3000+90+20、3000+90+200)、芬昆諾三酮+普速隆+SX(300+90+20、300+90+200)、平速比拉芬+普速隆+SX(50+90+20、50+90+200)、異丙唑啉+普速隆+SX(150+90+20、150+90+200)、苯并雙環酮+普速隆+SX(75200+90+20、200+90+200)、吡草酮+普速隆+SX(800+90+20、800+90+200)、呋草黃+普速隆+SX(500+90+20、500+90+200)、甲基磺草酮+普速隆+SX(90+90+20、90+90+200)、藍三酮鈉鹽+普速隆+SX(210+90+20、210+90+200)、乙基克繁草+美速隆+SX(90+100+20、90+100+200)、苄草隆+美速隆+SX(1500+100+20、1500+100+200)、克普草+美速隆+SX(350+100+20、350+100+200)、環哌喃+美速隆+SX(100+100+20、100+100+200)、比莫雷+美速隆+SX(300+100+20、300+100+200)、第滅寧+美速隆+SX(30+100+20、30+100+200)、殺草隆+美速隆+SX(450+100+20、450+100+200)、特糠酯酮+美速隆+SX(300+100+20、300+100+200)、雙唑草腈+美速隆+SX(200+100+20、200+100+200)、普芬草+美速隆+SX(1000+100+20、1000+100+200)、吡唑特+美速隆+SX(3000+100+20、3000+100+200)、芬昆諾三酮+美速隆+SX(300+100+20、
300+100+200)、平速比拉芬+美速隆+SX(50+100+20、50+100+200)、異丙唑啉+美速隆+SX(150+100+20、150+100+200)、苯并雙環酮+美速隆+SX(200+100+20、200+100+200)、吡草酮+美速隆+SX(800+100+20、800+100+200)、呋草黃+美速隆+SX(500+100+20、500+100+200)、甲基磺草酮+美速隆+SX(90+100+20、90+100+200)、藍三酮鈉鹽+美速隆+SX(210+100+20、210+100+200)、乙基克繁草+氟酮磺草胺+SX(90+50+20、90+50+200)、苄草隆+氟酮磺草胺+SX(1500+50+20、1500+50+200)、克普草+氟酮磺草胺+SX(350+50+20、350+50+200)、環哌喃+氟酮磺草胺+SX(100+50+20、100+50+200)、比莫雷+氟酮磺草胺+SX(300+50+20、300+50+200)、第滅寧+氟酮磺草胺+SX(30+50+20、30+50+200)、殺草隆+氟酮磺草胺+SX(450+50+20、450+50+200)、特糠酯酮+氟酮磺草胺+SX(300+50+20、300+50+200)、雙唑草腈+氟酮磺草胺+SX(200+50+20、200+50+200)、普芬草+氟酮磺草胺+SX(1000+50+20、1000+50+200)、吡唑特+氟酮磺草胺+SX(3000+50+20、3000+50+200)、芬昆諾三酮+氟酮磺草胺+SX(300+50+20、300+50+200)、平速比拉芬+氟酮磺草胺+SX(50+50+20、50+50+200)、異丙唑啉+氟酮磺草胺+SX(150+50+20、150+50+200)、苯并雙環酮+氟酮磺草胺+SX(200+50+20、200+50+200)、吡草酮+氟酮磺草胺+SX(800+50+20、800+50+200)、呋草黃+氟酮磺草胺+SX(500+50+20、500+50+200)、甲基磺草酮+氟酮磺草胺+SX(90+50+20、90+50+200)、藍三酮鈉鹽+氟酮磺草胺+SX(210+50+20、210+50+200)、乙基克繁草+嘧氟磺草胺+SX(90+75+20、90+75+200)、苄草隆+嘧氟磺草胺+SX(1500+75+20、1500+75+200)、克普草+嘧氟磺草胺+SX(350+75+20、350+75+200)、環哌喃+嘧氟磺草胺+SX(100+75+20、100+75+200)、比莫雷+嘧氟磺草胺+SX(300+75+20、
300+75+200)、第滅寧+嘧氟磺草胺+SX(30+75+20、30+75+200)、殺草隆+嘧氟磺草胺+SX(450+75+20、450+75+200)、特糠酯酮+嘧氟磺草胺+SX(300+75+20、300+75+200)、雙唑草腈+嘧氟磺草胺+SX(200+75+20、200+75+200)、普芬草+嘧氟磺草胺+SX(1000+75+20、1000+75+200)、吡唑特+嘧氟磺草胺+SX(3000+75+20、3000+75+200)、芬昆諾三酮+嘧氟磺草胺+SX(300+75+20、300+75+200)、平速比拉芬+嘧氟磺草胺+SX(50+75+20、50+75+200)、異丙唑啉+嘧氟磺草胺+SX(150+75+20、150+75+200)、苯并雙環酮+嘧氟磺草胺+SX(200+75+20、200+75+200)、吡草酮+嘧氟磺草胺+SX(800+75+20、800+75+200)、呋草黃+嘧氟磺草胺+SX(500+75+20、500+75+200)、甲基磺草酮+嘧氟磺草胺+SX(90+75+20、90+75+200)、藍三酮鈉鹽+嘧氟磺草胺+SX(210+75+20、210+75+200)、乙基克繁草+甲基免速隆+SX(90+51+20、90+51+200、90+75+20、90+75+200)、苄草隆+甲基免速隆+SX(1500+51+20、1500+51+200、1500+75+20、1500+75+200)、克普草+甲基免速隆+SX(350+51+20、350+51+200、350+75+20、350+75+200)、環哌喃+甲基免速隆+SX(100+51+20、100+51+200、100+75+20、100+75+200)、比莫雷+甲基免速隆+SX(300+51+20、300+51+200、300+75+20、300+75+200)、第滅寧+甲基免速隆+SX(30+51+20、30+51+200、30+75+20、30+75+200)、殺草隆+甲基免速隆+SX(450+51+20、450+51+200、450+75+20、450+75+200)、特糠酯酮+甲基免速隆+SX(300+51+20、300+51+200、300+75+20、300+75+200)、雙唑草腈+甲基免速隆+SX(200+51+20、200+51+200、200+75+20、200+75+200)、普芬草+甲基免速隆+SX(1000+51+20、1000+51+200、1000+75+20、1000+75+200)、吡唑特+甲基免速隆+SX(3000+51+20、3000+51+200、3000+75+20、3000+75+200)、芬昆諾三酮+甲
基免速隆+SX(300+51+20、300+51+200、300+75+20、300+75+200)、平速比拉芬+甲基免速隆+SX(50+51+20、50+51+200、50+75+20、50+75+200)、異丙唑啉+甲基免速隆+SX(150+51+20、150+51+200、150+75+20、150+75+200)、苯并雙環酮+甲基免速隆+SX(200+51+20、200+51+200、200+75+20、200+75+200)、吡草酮+甲基免速隆+SX(800+51+20、800+51+200、800+75+20、800+75+200)、呋草黃+甲基免速隆+SX(500+51+20、500+51+200、500+75+20、500+75+200)、甲基磺草酮+甲基免速隆+SX(90+51+20、90+51+200、90+75+20、90+75+200)、藍三酮鈉鹽+甲基免速隆+SX(210+51+20、210+51+200、210+75+20、210+75+200)、乙基克繁草+溴芬諾+SX(90+900+20、90+900+200)、苄草隆+溴芬諾+SX(1500+900+20、1500+900+200)、克普草+溴芬諾+SX(350+900+20、350+900+200)、環哌喃+溴芬諾+SX(100+900+20、100+900+200)、比莫雷+溴芬諾+SX(300+900+20、300+900+200)、第滅寧+溴芬諾+SX(30+900+20、30+900+200)、殺草隆+溴芬諾+SX(450+900+20、450+900+200)、特糠酯酮+溴芬諾+SX(300+900+20、300+900+200)、雙唑草腈+溴芬諾+SX(200+900+20、200+900+200)、普芬草+溴芬諾+SX(1000+900+20、1000+900+200)、吡唑特+溴芬諾+SX(3000+900+20、3000+900+200)、芬昆諾三酮+溴芬諾+SX(300+900+20、300+900+200)、平速比拉芬+溴芬諾+SX(50+900+20、50+900+200)、異丙唑啉+溴芬諾+SX(150+900+20、150+900+200)、苯并雙環酮+溴芬諾+SX(200+900+20、200+900+200)、吡草酮+溴芬諾+SX(800+900+20、800+900+200)、呋草黃+溴芬諾+SX(500+900+20、500+900+200)、甲基磺草酮+溴芬諾+SX(90+900+20、90+900+200)、藍三酮鈉鹽+溴芬諾+SX(210+900+20、210+900+200)、乙基克繁草+依速隆+溴芬諾+SX(90+90+900+20、90+90+900+200)、苄草隆+依速隆+溴芬
諾+SX(1500+90+900+20、1500+90+900+200)、克普草+依速隆+溴芬諾+SX(350+90+900+20、350+90+900+200)、環哌喃+依速隆+溴芬諾+SX(100+90+900+20、100+90+900+200)、比莫雷+依速隆+溴芬諾+SX(300+90+900+20、300+90+900+200)、第滅寧+依速隆+溴芬諾+SX(30+90+900+20、30+90+900+200)、殺草隆+依速隆+溴芬諾+SX(450+90+900+20、450+90+900+200)、特糠酯酮+依速隆+溴芬諾+SX(300+90+900+20、300+90+900+200)、雙唑草腈+依速隆+溴芬諾+SX(200+90+900+20、200+90+900+200)、普芬草+依速隆+溴芬諾+SX(1000+90+900+20、1000+90+900+200)、吡唑特+依速隆+溴芬諾+SX(3000+90+900+20、3000+90+900+200)、芬昆諾三酮+依速隆+溴芬諾+SX(300+90+900+20、300+90+900+200)、平速比拉芬+依速隆+溴芬諾+SX(50+90+900+20、50+90+900+200)、異丙唑啉+依速隆+溴芬諾+SX(150+90+900+20、150+90+900+200)、苯并雙環酮+依速隆+溴芬諾+SX(200+90+900+20、200+90+900+200)、吡草酮+依速隆+溴芬諾+SX(800+90+900+20、800+90+900+200)、呋草黃+依速隆+溴芬諾+SX(500+90+900+20、500+90+900+200)、甲基磺草酮+依速隆+溴芬諾+SX(90+90+900+20、90+90+900+200)、藍三酮鈉鹽+依速隆+溴芬諾+SX(210+90+900+20、210+90+900+200)、乙基克繁草+普速隆+溴芬諾+SX(90+90+900+20、90+90+900+200)、苄草隆+普速隆+溴芬諾+SX(1500+90+900+20、1500+90+900+200)、克普草+普速隆+溴芬諾+SX(350+90+900+20、350+90+900+200)、環哌喃+普速隆+溴芬諾+SX(100+90+900+20、100+90+900+200)、比莫雷+普速隆+溴芬諾
+SX(300+90+900+20、300+90+900+200)、第滅寧+普速隆+溴芬諾+SX(30+90+900+20、30+90+900+200)、殺草隆+普速隆+溴芬諾+SX(450+90+900+20、450+90+900+200)、特糠酯酮+普速隆+溴芬諾+SX(300+90+900+20、300+90+900+200)、雙唑草腈+普速隆+溴芬諾+SX(200+90+900+20、200+90+900+200)、普芬草+普速隆+溴芬諾+SX(1000+90+900+20、1000+90+900+200)、吡唑特+普速隆+溴芬諾+SX(3000+90+900+20、3000+90+900+200)、芬昆諾三酮+普速隆+溴芬諾+SX(300+90+900+20、300+90+900+200)、平速比拉芬+普速隆+溴芬諾+SX(50+90+900+20、50+90+900+200)、異丙唑啉+普速隆+溴芬諾+SX(150+90+900+20、150+90+900+200)、苯并雙環酮+普速隆+溴芬諾+SX(200+90+900+20、200+90+900+200)、吡草酮+普速隆+溴芬諾+SX(800+90+900+20、800+90+900+200)、呋草黃+普速隆+溴芬諾+SX(500+90+900+20、500+90+900+200)、甲基磺草酮+普速隆+溴芬諾+SX(90+90+900+20、90+90+900+200)、藍三酮鈉鹽+普速隆+溴芬諾+SX(210+90+900+20、210+90+900+200)、乙基克繁草+美速隆+溴芬諾+SX(90+100+900+20、90+100+900+200)、苄草隆+美速隆+溴芬諾+SX(1500+100+900+20、1500+100+900+200)、克普草+美速隆+溴芬諾+SX(350+100+900+20、350+100+900+200)、環哌喃+美速隆+溴芬諾+SX(100+100+900+20、100+100+900+200)、比莫雷+美速隆+溴芬諾+SX(300+100+900+20、300+100+900+200)、第滅寧+美速隆+溴芬諾+SX(30+100+900+20、30+100+900+200)、殺草隆+美速隆+溴芬諾+SX(450+100+900+20、450+100+900+200)、特糠酯酮+美速隆+溴芬諾
+SX(300+100+900+20、300+100+900+200)、雙唑草腈+美速隆+溴芬諾+SX(200+100+900+20、200+100+900+200)、普芬草+美速隆+溴芬諾+SX(1000+100+900+20、1000+100+900+200)、吡唑特+美速隆+溴芬諾+SX(3000+100+900+20、3000+100+900+200)、芬昆諾三酮+美速隆+溴芬諾+SX(300+100+900+20、300+100+900+200)、平速比拉芬+美速隆+溴芬諾+SX(50+100+900+20、50+100+900+200)、異丙唑啉+美速隆+溴芬諾+SX(150+100+900+20、150+100+900+200)、苯并雙環酮+美速隆+溴芬諾+SX(200+100+900+20、200+100+900+200)、吡草酮+美速隆+溴芬諾+SX(800+100+900+20、800+100+900+200)、呋草黃+美速隆+溴芬諾+SX(500+100+900+20、500+100+900+200)、甲基磺草酮+美速隆+溴芬諾+SX(90+100+900+20、90+100+900+200)、藍三酮鈉鹽+美速隆+溴芬諾+SX(210+100+900+20、210+100+900+200)、乙基克繁草+氟酮磺草胺+溴芬諾+SX(90+50+900+20、90+50+900+200)、苄草隆+氟酮磺草胺+溴芬諾+SX(1500+50+900+20、1500+50+900+200)、克普草+氟酮磺草胺+溴芬諾+SX(350+50+900+20、350+50+900+200)、環哌喃+氟酮磺草胺+溴芬諾+SX(100+50+900+20、100+50+900+200)、比莫雷+氟酮磺草胺+溴芬諾+SX(300+50+900+20、300+50+900+200)、第滅寧+氟酮磺草胺+溴芬諾+SX(30+50+900+20、30+50+900+200)、殺草隆+氟酮磺草胺+溴芬諾+SX(450+50+900+20、450+50+900+200)、特糠酯酮+氟酮磺草胺+溴芬諾+SX(300+50+900+20、300+50+900+200)、雙唑草腈+氟酮磺草胺+溴芬諾+SX(200+50+900+20、200+50+900+200)、普芬草+氟酮磺草胺+溴芬諾+SX(1000+50+900+20、1000+50+900+200)、吡唑特+氟酮磺草胺+溴芬諾
+SX(3000+50+900+20、3000+50+900+200)、芬昆諾三酮+氟酮磺草胺+溴芬諾+SX(300+50+900+20、300+50+900+200)、平速比拉芬+氟酮磺草胺+溴芬諾+SX(50+50+900+20、50+50+900+200)、異丙唑啉+氟酮磺草胺+溴芬諾+SX(150+50+900+20、150+50+900+200)、苯并雙環酮+氟酮磺草胺+溴芬諾+SX(200+50+900+20、200+50+900+200)、吡草酮+氟酮磺草胺+溴芬諾+SX(800+50+900+20、800+50+900+200)、呋草黃+氟酮磺草胺+溴芬諾+SX(500+50+900+20、500+50+900+200)、甲基磺草酮+氟酮磺草胺+溴芬諾+SX(90+50+900+20、90+50+900+200)、藍三酮鈉鹽+氟酮磺草胺+溴芬諾+SX(210+50+900+20、210+50+900+200)、乙基克繁草+嘧氟磺草胺+溴芬諾+SX(90+75+900+20、90+75+900+200)、苄草隆+嘧氟磺草胺+溴芬諾+SX(1500+75+900+20、1500+75+900+200)、克普草+嘧氟磺草胺+溴芬諾+SX(350+75+900+20、350+75+900+200)、環哌喃+嘧氟磺草胺+溴芬諾+SX(100+75+900+20、100+75+900+200)、比莫雷+嘧氟磺草胺+溴芬諾+SX(300+75+900+20、300+75+900+200)、第滅寧+嘧氟磺草胺+溴芬諾+SX(30+75+900+20、30+75+900+200)、殺草隆+嘧氟磺草胺+溴芬諾+SX(450+75+900+20、450+75+900+200)、特糠酯酮+嘧氟磺草胺+溴芬諾+SX(300+75+900+20、300+75+900+200)、雙唑草腈+嘧氟磺草胺+溴芬諾+SX(200+75+900+20、200+75+900+200)、普芬草+嘧氟磺草胺+溴芬諾+SX(1000+75+900+20、1000+75+900+200)、吡唑特+嘧氟磺草胺+溴芬諾+SX(3000+75+900+20、3000+75+900+200)、芬昆諾三酮+嘧氟磺草胺+溴芬諾+SX(300+75+900+20、300+75+900+200)、平速比拉芬+嘧氟磺草胺+溴芬諾+SX(50+75+900+20、50+75+900+200)、異丙唑啉+嘧氟磺草胺+溴芬諾
+SX(150+75+900+20、150+75+900+200)、苯并雙環酮+嘧氟磺草胺+溴芬諾+SX(200+75+900+20、200+75+900+200)、吡草酮+嘧氟磺草胺+溴芬諾+SX(800+75+900+20、800+75+900+200)、呋草黃+嘧氟磺草胺+溴芬諾+SX(500+75+900+20、500+75+900+200)、甲基磺草酮+嘧氟磺草胺+溴芬諾+SX(90+75+900+20、90+75+900+200)、藍三酮鈉鹽+嘧氟磺草胺+溴芬諾+SX(210+75+900+20、210+75+900+200)、乙基克繁草+甲基免速隆+溴芬諾+SX(90+51+900+20、90+51+900+200、90+75+900+20、200+75+900+200)、苄草隆+甲基免速隆+溴芬諾+SX(1500+51+900+20、1500+51+900+200、1500+75+900+20、200+75+900+200)、克普草+甲基免速隆+溴芬諾+SX(350+51+900+20、350+51+900+200、350+75+900+20、200+75+900+200)、環哌喃+甲基免速隆+溴芬諾+SX(100+51+900+20、100+51+900+200、100+75+900+20、200+75+900+200)、比莫雷+甲基免速隆+溴芬諾+SX(300+51+900+20、300+51+900+200、300+75+900+20、200+75+900+200)、第滅寧+甲基免速隆+溴芬諾+SX(30+51+900+20、30+51+900+200、30+75+900+20、200+75+900+200)、殺草隆+甲基免速隆+溴芬諾+SX(450+51+900+20、450+51+900+200、450+75+900+20、200+75+900+200)、特糠酯酮+甲基免速隆+溴芬諾+SX(300+51+900+20、300+51+900+200、300+75+900+20、200+75+900+200)、雙唑草腈+甲基免速隆+溴芬諾+SX(200+51+900+20、200+51+900+200、200+75+900+20、200+75+900+200)、普芬草+甲基免速隆+溴芬諾+SX(1000+51+900+20、1000+51+900+200、1000+75+900+20、200+75+900+200)、吡唑特+甲基免速隆+溴芬諾+SX(3000+51+900+20、3000+51+900+200、3000+75+900+20、200+75+900+200)、芬昆諾三酮+甲基免速
隆+溴芬諾+SX(300+51+900+20、300+51+900+200、300+75+900+20、200+75+900+200)、平速比拉芬+甲基免速隆+溴芬諾+SX(50+51+900+20、50+51+900+200、50+75+900+20、50+75+900+200)、異丙唑啉+甲基免速隆+溴芬諾+SX(150+51+900+20、150+51+900+200、150+75+900+20、150+75+900+200)、苯并雙環酮+甲基免速隆+溴芬諾+SX(200+51+900+20、200+51+900+200、200+75+900+20、200+75+900+200)、吡草酮+甲基免速隆+溴芬諾+SX(800+51+900+20、800+51+900+200、800+75+900+20、200+75+900+200)、呋草黃+甲基免速隆+溴芬諾+SX(500+51+900+20、500+51+900+200、500+75+900+20、200+75+900+200)、甲基磺草酮+甲基免速隆+溴芬諾+SX(90+51+900+20、90+51+900+200、90+75+900+20、200+75+900+200)、藍三酮鈉鹽+甲基免速隆+溴芬諾+SX(210+51+900+20、210+51+900+200、210+75+900+20、200+75+900+200)、乙基克繁草+依速隆+雙甲磺胺+SX(90+90+150+20、90+90+150+200)、苄草隆+依速隆+雙甲磺胺+SX(1500+90+150+20、1500+90+150+200)、克普草+依速隆+雙甲磺胺+SX(350+90+150+20、350+90+150+200)、環哌喃+依速隆+雙甲磺胺+SX(100+90+150+20、100+90+150+200)、比莫雷+依速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、第滅寧+依速隆+雙甲磺胺+SX(30+90+150+20、30+90+150+200)、殺草隆+依速隆+雙甲磺胺+SX(450+90+150+20、450+90+150+200)、特糠酯酮+依速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、雙唑草腈+依速隆+雙甲磺胺+SX(200+90+150+20、200+90+150+200)、普芬草+依速隆+雙甲磺胺+SX(1000+90+150+20、1000+90+150+200)、吡唑特+依速隆+雙甲磺胺
+SX(3000+90+150+20、3000+90+150+200)、芬昆諾三酮+依速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、平速比拉芬+依速隆+雙甲磺胺+SX(50+90+150+20、50+90+150+200)、異丙唑啉+依速隆+雙甲磺胺+SX(150+90+150+20、150+90+150+200)、苯并雙環酮+依速隆+雙甲磺胺+SX(200+90+150+20、200+90+150+200)、吡草酮+依速隆+雙甲磺胺+SX(800+90+150+20、800+90+150+200)、呋草黃+依速隆+雙甲磺胺+SX(500+90+150+20、500+90+150+200)、甲基磺草酮+依速隆+雙甲磺胺+SX(90+90+150+20、90+90+150+200)、藍三酮鈉鹽+依速隆+雙甲磺胺+SX(210+90+150+20、210+90+150+200)、乙基克繁草+普速隆+雙甲磺胺+SX(90+90+150+20、90+90+150+200)、苄草隆+普速隆+雙甲磺胺+SX(1500+90+150+20、1500+90+150+200)、克普草+普速隆+雙甲磺胺+SX(350+90+150+20、350+90+150+200)、環哌喃+普速隆+雙甲磺胺+SX(100+90+150+20、100+90+150+200)、比莫雷+普速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、第滅寧+普速隆+雙甲磺胺+SX(30+90+150+20、30+90+150+200)、殺草隆+普速隆+雙甲磺胺+SX(450+90+150+20、450+90+150+200)、特糠酯酮+普速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、雙唑草腈+普速隆+雙甲磺胺+SX(200+90+150+20、200+90+150+200)、普芬草+普速隆+雙甲磺胺+SX(1000+90+150+20、1000+90+150+200)、吡唑特+普速隆+雙甲磺胺+SX(3000+90+150+20、3000+90+150+200)、芬昆諾三酮+普速隆+雙甲磺胺+SX(300+90+150+20、300+90+150+200)、平速比拉芬+普速隆+雙甲磺胺+SX(50+90+150+20、50+90+150+200)、異丙唑啉+普速隆+雙甲磺胺
+SX(150+90+150+20、150+90+150+200)、苯并雙環酮+普速隆+雙甲磺胺+SX(200+90+150+20、200+90+150+200)、吡草酮+普速隆+雙甲磺胺+SX(800+90+150+20、800+90+150+200)、呋草黃+普速隆+雙甲磺胺+SX(500+90+150+20、500+90+150+200)、甲基磺草酮+普速隆+雙甲磺胺+SX(90+90+150+20、90+90+150+200)、藍三酮鈉鹽+普速隆+雙甲磺胺+SX(210+90+150+20、210+90+150+200)、乙基克繁草+美速隆+雙甲磺胺+SX(90+100+150+20、90+100+150+200)、苄草隆+美速隆+雙甲磺胺+SX(1500+100+150+20、1500+100+150+200)、克普草+美速隆+雙甲磺胺+SX(350+100+150+20、350+100+150+200)、環哌喃+美速隆+雙甲磺胺+SX(100+100+150+20、100+100+150+200)、比莫雷+美速隆+雙甲磺胺+SX(300+100+150+20、300+100+150+200)、第滅寧+美速隆+雙甲磺胺+SX(30+100+150+20、30+100+150+200)、殺草隆+美速隆+雙甲磺胺+SX(450+100+150+20、450+100+150+200)、特糠酯酮+美速隆+雙甲磺胺+SX(300+100+150+20、300+100+150+200)、雙唑草腈+美速隆+雙甲磺胺+SX(200+100+150+20、200+100+150+200)、普芬草+美速隆+雙甲磺胺+SX(1000+100+150+20、1000+100+150+200)、吡唑特+美速隆+雙甲磺胺+SX(3000+100+150+20、3000+100+150+200)、芬昆諾三酮+美速隆+雙甲磺胺+SX(300+100+150+20、300+100+150+200)、平速比拉芬+美速隆+雙甲磺胺+SX(50+100+150+20、50+100+150+200)、異丙唑啉+美速隆+雙甲磺胺+SX(150+100+150+20、150+100+150+200)、苯并雙環酮+美速隆+雙甲磺胺+SX(200+100+150+20、200+100+150+200)、吡草酮+美速隆+雙甲磺胺+SX(800+100+150+20、800+100+150+200)、呋草黃+美速隆+雙甲磺胺
+SX(500+100+150+20、500+100+150+200)、甲基磺草酮+美速隆+雙甲磺胺+SX(90+100+150+20、90+100+150+200)、藍三酮鈉鹽+美速隆+雙甲磺胺+SX(210+100+150+20、210+100+150+200)、乙基克繁草+氟酮磺草胺+雙甲磺胺+SX(90+50+150+20、90+50+150+200)、苄草隆+氟酮磺草胺+雙甲磺胺+SX(1500+50+150+20、1500+50+150+200)、克普草+氟酮磺草胺+雙甲磺胺+SX(350+50+150+20、350+50+150+200)、環哌喃+氟酮磺草胺+雙甲磺胺+SX(100+50+150+20、100+50+150+200)、比莫雷+氟酮磺草胺+雙甲磺胺+SX(300+50+150+20、300+50+150+200)、第滅寧+氟酮磺草胺+雙甲磺胺+SX(30+50+150+20、30+50+150+200)、殺草隆+氟酮磺草胺+雙甲磺胺+SX(450+50+150+20、450+50+150+200)、特糠酯酮+氟酮磺草胺+雙甲磺胺+SX(300+50+150+20、300+50+150+200)、雙唑草腈+氟酮磺草胺+雙甲磺胺+SX(200+50+150+20、200+50+150+200)、普芬草+氟酮磺草胺+雙甲磺胺+SX(1000+50+150+20、1000+50+150+200)、吡唑特+氟酮磺草胺+雙甲磺胺+SX(3000+50+150+20、3000+50+150+200)、芬昆諾三酮+氟酮磺草胺+雙甲磺胺+SX(300+50+150+20、300+50+150+200)、平速比拉芬+氟酮磺草胺+雙甲磺胺+SX(50+50+150+20、50+50+150+200)、異丙唑啉+氟酮磺草胺+雙甲磺胺+SX(150+50+150+20、150+50+150+200)、苯并雙環酮+氟酮磺草胺+雙甲磺胺+SX(200+50+150+20、200+50+150+200)、吡草酮+氟酮磺草胺+雙甲磺胺+SX(800+50+150+20、800+50+150+200)、呋草黃+氟酮磺草胺+雙甲磺胺+SX(500+50+150+20、500+50+150+200)、甲基磺草酮+氟酮磺草胺+雙甲磺胺+SX(90+50+150+20、90+50+150+200)、藍三酮鈉鹽+氟酮磺草胺+雙甲磺胺+SX(210+50+150+20、210+50+150+200)、乙基克繁草+嘧氟磺草胺+雙甲磺胺
+SX(90+75+150+20、90+75+150+200)、苄草隆+嘧氟磺草胺+雙甲磺胺+SX(1500+75+150+20、1500+75+150+200)、克普草+嘧氟磺草胺+雙甲磺胺+SX(350+75+150+20、350+75+150+200)、環哌喃+嘧氟磺草胺+雙甲磺胺+SX(100+75+150+20、100+75+150+200)、比莫雷+嘧氟磺草胺+雙甲磺胺+SX(300+75+150+20、300+75+150+200)、第滅寧+嘧氟磺草胺+雙甲磺胺+SX(30+75+150+20、30+75+150+200)、殺草隆+嘧氟磺草胺+雙甲磺胺+SX(450+75+150+20、450+75+150+200)、特糠酯酮+嘧氟磺草胺+雙甲磺胺+SX(300+75+150+20、300+75+150+200)、雙唑草腈+嘧氟磺草胺+雙甲磺胺+SX(200+75+150+20、200+75+150+200)、普芬草+嘧氟磺草胺+雙甲磺胺+SX(1000+75+150+20、1000+75+150+200)、吡唑特+嘧氟磺草胺+雙甲磺胺+SX(3000+75+150+20、3000+75+150+200)、芬昆諾三酮+嘧氟磺草胺+雙甲磺胺+SX(300+75+150+20、300+75+150+200)、平速比拉芬+嘧氟磺草胺+雙甲磺胺+SX(50+75+150+20、50+75+150+200)、異丙唑啉+嘧氟磺草胺+雙甲磺胺+SX(150+75+150+20、150+75+150+200)、苯并雙環酮+嘧氟磺草胺+雙甲磺胺+SX(200+75+150+20、200+75+150+200)、吡草酮+嘧氟磺草胺+雙甲磺胺+SX(800+75+150+20、800+75+150+200)、呋草黃+嘧氟磺草胺+雙甲磺胺+SX(500+75+150+20、500+75+150+200)、甲基磺草酮+嘧氟磺草胺+雙甲磺胺+SX(90+75+150+20、90+75+150+200)、藍三酮鈉鹽+嘧氟磺草胺+雙甲磺胺+SX(210+75+150+20、210+75+150+200)、乙基克繁草+甲基免速隆+雙甲磺胺+SX(90+51+150+20、90+51+150+200、90+75+150+20、200+75+150+200)、苄草隆+甲基免速隆+雙甲磺胺+SX(1500+51+150+20、1500+51+150+200、1500+75+150+20、200+75+150+200)、克普草+甲基免速隆+雙甲磺胺
+SX(350+51+150+20、350+51+150+200、350+75+150+20、200+75+150+200)、環哌喃+甲基免速隆+雙甲磺胺+SX(100+51+150+20、100+51+150+200、100+75+150+20、200+75+150+200)、比莫雷+甲基免速隆+雙甲磺胺+SX(300+51+150+20、300+51+150+200、300+75+150+20、200+75+150+200)、第滅寧+甲基免速隆+雙甲磺胺+SX(30+51+150+20、30+51+150+200、30+75+150+20、200+75+150+200)、殺草隆+甲基免速隆+雙甲磺胺+SX(450+51+150+20、450+51+150+200、450+75+150+20、200+75+150+200)、特糠酯酮+甲基免速隆+雙甲磺胺+SX(300+51+150+20、300+51+150+200、300+75+150+20、200+75+150+200)、雙唑草腈+甲基免速隆+雙甲磺胺+SX(200+51+150+20、200+51+150+200、200+75+150+20、200+75+150+200)、普芬草+甲基免速隆+雙甲磺胺+SX(1000+51+150+20、1000+51+150+200、1000+75+150+20、200+75+150+200)、吡唑特+甲基免速隆+雙甲磺胺+SX(3000+51+150+20、3000+51+150+200、3000+75+150+20、200+75+150+200)、芬昆諾三酮+甲基免速隆+雙甲磺胺+SX(300+51+150+20、300+51+150+200、300+75+150+20、200+75+150+200)、平速比拉芬+甲基免速隆+雙甲磺胺+SX(50+51+150+20、50+51+150+200、50+75+150+20、50+75+150+200)、異丙唑啉+甲基免速隆+雙甲磺胺+SX(150+51+150+20、150+51+150+200、150+75+150+20、150+75+150+200)、苯并雙環酮+甲基免速隆+雙甲磺胺+SX(200+51+150+20、200+51+150+200、200+75+150+20、200+75+150+200)、吡草酮+甲基免速隆+雙甲磺胺+SX(800+51+150+20、800+51+150+200、800+75+150+20、200+75+150+200)、呋草黃+甲基免速隆+雙甲磺胺+SX(500+51+150+20、500+51+150+200、500+75+150+20、200+75+150+200)、甲
基磺草酮+甲基免速隆+雙甲磺胺+SX(90+51+150+20、90+51+150+200、90+75+150+20、200+75+150+200)、藍三酮鈉鹽+甲基免速隆+雙甲磺胺+SX(210+51+150+20、210+51+150+200、210+75+150+20、200+75+150+200)、依速隆+比莫雷+特糠酯酮+SX(90+300+300+20、90+300+300+200)、普速隆+比莫雷+特糠酯酮+SX(90+300+300+20、90+300+300+200)、美速隆+比莫雷+特糠酯酮+SX(100+300+300+20、100+300+300+200)、氟酮磺草胺+比莫雷+特糠酯酮+SX(50+300+300+20、50+300+300+200)、嘧氟磺草胺+比莫雷+特糠酯酮+SX(75+300+300+20、75+300+300+200)、甲基免速隆+比莫雷+特糠酯酮+SX(51+300+300+20、51+300+300+200、75+300+300+20、200+300+300+200)、依速隆+比莫雷+甲基磺草酮+SX(90+300+90+20、90+300+90+200)、普速隆+比莫雷+甲基磺草酮+SX(90+300+90+20、90+300+90+200)、美速隆+比莫雷+甲基磺草酮+SX(100+300+90+20、100+300+90+200)、氟酮磺草胺+比莫雷+甲基磺草酮+SX(50+300+90+20、50+300+90+200)、嘧氟磺草胺+比莫雷+甲基磺草酮+SX(75+300+90+20、75+300+90+200)、甲基免速隆+比莫雷+甲基磺草酮+SX(51+300+90+20、51+300+90+200、75+300+90+20、200+300+90+200)、依速隆+比莫雷+苯并雙環酮+SX(90+300+200+20、90+300+200+200)、普速隆+比莫雷+苯并雙環酮+SX(90+300+200+20、90+300+200+200)、美速隆+比莫雷+苯并雙環酮+SX(100+300+200+20、100+300+200+200)、氟酮磺草胺+比莫雷+苯并雙環酮+SX(50+300+200+20、50+300+200+200)、嘧氟磺草胺+比莫雷+苯并雙環酮+SX(75+300+200+20、75+300+200+200)、甲基免速隆+比莫雷+苯并雙環酮+SX(51+300+200+20、51+300+200+200、75+300+200+20、200+300+200+200)、依速隆+比莫雷+芬昆諾三酮+SX(90+300+300+20、90+300+300+200)、普速隆+比
莫雷+芬昆諾三酮+SX(90+300+300+20、90+300+300+200)、美速隆+比莫雷+芬昆諾三酮+SX(100+300+300+20、100+300+300+200)、氟酮磺草胺+比莫雷+芬昆諾三酮+SX(50+300+300+20、50+300+300+200)、嘧氟磺草胺+比莫雷+芬昆諾三酮+SX(75+300+300+20、75+300+300+200)、甲基免速隆+比莫雷+芬昆諾三酮+SX(51+300+300+20、51+300+300+200、75+300+300+20、200+300+300+200)、依速隆+比莫雷+吡唑特+SX(90+300+3000+20、90+300+3000+200)、普速隆+比莫雷+吡唑特+SX(90+300+3000+20、90+300+3000+200)、美速隆+比莫雷+吡唑特+SX(100+300+3000+20、100+300+3000+200)、氟酮磺草胺+比莫雷+吡唑特+SX(50+300+3000+20、50+300+3000+200)、嘧氟磺草胺+比莫雷+吡唑特+SX(75+300+3000+20、75+300+3000+200)、甲基免速隆+比莫雷+吡唑特+SX(51+300+3000+20、51+300+3000+200、75+300+3000+20、200+300+3000+200)、依速隆+比莫雷+藍三酮鈉鹽+SX(90+300+210+20、90+300+210+200)、普速隆+比莫雷+藍三酮鈉鹽+SX(90+300+210+20、90+300+210+200)、美速隆+比莫雷+藍三酮鈉鹽+SX(100+300+210+20、100+300+210+200)、氟酮磺草胺+比莫雷+藍三酮鈉鹽+SX(50+300+210+20、50+300+210+200)、嘧氟磺草胺+比莫雷+藍三酮鈉鹽+SX(75+300+210+20、75+300+210+200)、甲基免速隆+比莫雷+藍三酮鈉鹽+SX(51+300+210+20、51+300+210+200、75+300+210+20、200+300+210+200)。
本發明化合物之防除對象可具體列舉例如下述者,惟並不限於該等。
蕁麻科雜草(Urticaceae):歐蕁麻(Urtica urens);
蓼科雜草(Polygonaceae):卷莖蓼(Polygonum convolvulus)、早苗蓼(Polygonum lapathifolium)、賓州蓼(Polygonum pensylvanicum)、春蓼(Polygonum persicaria)、長鬃蓼(Polygonum longisetum)、萹蓄(Polygonum aviculare)、伏地蓼(Polygonum arenastrum)、虎杖(Polygonum cuspidatum)、羊蹄(Rumex japonicus)、皺葉酸模(Rumex crispus)、鈍葉酸模(Rumex obtusifolius)、酸模(Rumex acetosa);
馬齒莧科雜草(Portulacaceae):馬齒莧(Portulaca oleracea);
石竹科雜草(Caryophyllaceae):繁縷(Stellaria media)、鵝兒腸(Stellaria aquatica)、喜泉卷耳(Cerastium holosteoides)、球序卷耳(Cerastium glomeratum)、大爪草(Spergula arvensis)、蠅子草(Silene gallica);
粟米草科雜草(Molluginaceae):光葉栗米草(Mollugo verticillata);
藜科雜草(Chenopodiaceae):藜(Chenopodium album)、土荊芥(Chenopodium ambrosioides)、地膚(Kochia scoparia)、刺沙蓬(Salsola kali)、濱藜屬(Atriplex spp.);
莧科雜草(Amaranthaceae):反枝莧(Amaranthus retroflexus)、皺果莧(Amaranthus viridis)、凹頭莧(Amaranthus lividus)、刺莧(Amaranthus spinosus)、綠穗莧(Amaranthus hybridus)、長芒莧(Amaranthus palmeri)、青莧(Amaranthus patulus)、水麻(Amaranthus tuberculatus=Amaranthus rudis=Amaranthus tamariscinus)、北美莧(Amaranthus blitoides)、毛葉莧(Amaranthus deflexus)、青莧(Amaranthus quitensis)、空心蓮子草(Alternanthera philoxeroides)、蓮子草(Alternanthera sessilis)、法國莧(Alternanthera tenella);
罌粟科雜草(Papaveraceae):虞美人(Papaver rhoeas)、長莢罌粟(Papaver dubium)、薊罌粟(Argemone mexicana);
十字花科雜草(Brassicaceae):野蘿蔔(Raphanus raphanistrum)、蘿蔔(Raphanus sativus)、野芥菜(Sinapis arvensis)、薺菜(Capsella bursa-pastoris)、芥菜(Brassica juncea)、大油菜(Brassica napus)、羽葉播娘蒿(Descurainia pinnata)、沼生蔊菜(Rorippa islandica)、歐亞葶藶(Rorippa sylvestris)、菥蓂(Thlaspi arvense)、皺果薺(Myagrum rugosum)、北美獨行菜(Lepidium virginicum)、臭薺(Coronopus didymus);
山柑科雜草(Capparaceae):白花菜(Cleome affinis);
豆科雜草(Fabaceae):合萌(Aeschynomene indica)、印度合萌(Aeschynomene rudis)、田菁(Sesbania exaltata)、鈍葉決明(Cassia obtusifolia)、望江南(Cassia occidentalis)、南美山螞蝗(Desmodium tortuosum)、攀援山螞蝗(Desmodium adscendens)、伊利諾伊蜱三葉草(Desmodium illinoense)、白三葉草(Trifolium repens)、葛藤(Pueraria lobata)、窄葉野豌豆(Vicia angustifolia)、毛木藍(Indigofera hirsuta)、野青樹(Indigofera truxillensis)、豇豆(Vigna sinensis);
酢漿草科雜草(Oxalidaceae):酢漿草(Oxalis corniculata)、直酢漿草(Oxalis strica)、紫葉酢漿草(Oxalis oxyptera);
牻牛兒苗科雜草(Geraniaceae):野老鸛草(Geranium carolinense)、芹葉牻牛兒苗(Erodium cicutarium);
大戟科雜草(Euphorbiaceae):澤漆(Euphorbia helioscopia)、斑地錦(Euphorbia maculate)、大戟(Euphorbia humistrata)、乳漿大戟(Euphorbia esula)、柳葉大戟(Euphorbia heterophylla)、紫斑大戟(Euphorbia brasiliensis)、鐵莧菜(Acalypha australis)、腺巴豆(Croton glandulosus)、裂葉巴豆(Croton lobatus)、長柄小蜜柑草(Phyllanthus corcovadensis)、蓖麻(Ricinus communis);
錦葵科雜草(Malvaceae):茼麻(Abutilontheophrasti)、單芒金午時花(Sida rhombiforia)、圓葉金午時花(Sida cordifolia)、刺金午時花(Sidaspinose)、南部黃花稔(Sida glaziovii)、(Sida santaremnensis)、野西瓜苗(Hibiscus trionum)、冠萼蔓錦葵(Anoda cristata)、賽葵(Malvastrum coromandelianum);
柳葉菜科雜草(Onagraceae):假柳葉菜(Ludwigia epilobioides)、水丁香(Ludwigia octovalvis)、翼莖水丁香(Ludwigia decurrens)、月見草(Oenothera biennis)、裂葉月見草(Oenothera laciniata);
桐科(Sterculiaceae)雜草:蛇婆子(Waltheria indica);
堇菜科雜草(Violaceae):野生堇菜(Viola arvensis)、三色菫(Viola tricolor);
葫蘆科雜草:刺果瓜(Sicyos angulatus)、刺囊瓜(Echinocystis lobate)、苦瓜(Momordica charantia);
千屈菜科雜草(Lythraceae):多花水莧菜(Ammannia multiflora)、耳葉水莧菜(Ammannia auriculata)、長葉水莧菜(Ammannia coccinea)、千屈菜(Lythrum salicaria)、印度節節菜(Rotala indica);
溝繁縷科雜草(Elatinaceae):短柄花溝繁縷(Elatine triandra)、加利福尼亞溝繁縷(Elatine californica);
繖形科雜草(Apiaceae):水芹(Oenanthe javanica)、野胡蘿蔔(Daucus carota)、毒參(Conium maculatum);
五加科雜草(Araliaceae):天胡荽(Hydrocotyle sibthorpioides)、漂浮雷公根(Hydrocotyle ranunculoides);
金魚藻科雜草(Ceratophyllaceae):金魚藻(Ceratophyllum demersum);
蓴菜科雜草(Cabombaceae):白花穗蓴(Cabomba caroliniana);
小二仙草科雜草(Haloragaceae):粉綠狐尾藻(Myriophyllum aquaticum)、狐尾藻(Myriophyllum verticillatum)、大聚藻類(water Milfoil)(聚藻(Myriophyllum spicatum)、異葉狐尾藻(Myriophyllum heterophyllum)等);
無患子科雜草(Sapindaceae):倒地鈴(Cardiospermum halicacabum);
報春花科雜草(Primulaceae):琉璃繁縷(Anagallis arvensis);
蘿藦科雜草(Asclepiadaceae):敘利亞馬利筋(Asclepias syriaca)、蜜藤馬利筋(honeybine milk weed)(Ampelamus albidus);
茜草科雜草(Rubiaceae):原拉拉藤(Galium aparine)、八重葎(Galium spurium var.echinospermon)、闊葉鴨舌癀舅(Spermacoce latifolia)、巴西擬鴨舌癀(Richardia brasiliensis)、闊葉豐花草(Borreria alata);
旋花科雜草(Convolvulaceae):牽牛花(Ipomoea nil)、碗仔花(Ipomoea hederacea)、紫花牽牛(Ipomoea purpurea)、裂葉牽牛(Ipomoea hederacea var.integriuscula)、圓葉牽牛(Ipomoea lacunosa)、紅花野牽牛(Ipomoea triloba)、銳葉牽牛(Ipomoea acuminata)、心葉蔦蘿(Ipomoea hederifolia)、橙紅蔦蘿(Ipomoea coccinea)、蔦蘿松(Ipomoea quamoclit)、大葉番薯(Ipomoea grandifolia)、馬兜鈴(Ipomoea aristolochiaefolia)、五爪金龍(Ipomoea cairica)、田旋花(Convolvulus arvensis)、打碗花(Calystegia hederacea)、日本打碗花(Calystegia japonica)、卵葉姬旋花(Merremia hederacea)、毛木玫瑰(Merremia aegyptia)、蔓生菜欒藤(Merremia cissoides)、長梗毛娥房藤(Jacquemontia tamnifolia);
紫草科雜草(Boraginaceae):勿忘草(Myosotis arvensis);
唇形科雜草(Lamiaceae):圓齒野芝麻(Lamium purpureum)、寶蓋草(Lamium amplexicaule)、荊芥葉草(Leonotis nepetaefolia)、山香(Hyptis suaveolens)、(Hyptis lophantha)、白花益母草(Leonurus sibiricus)、田野水蘇(Stachys arvensis);
茄科雜草(Solanaceae):曼陀羅(Datura stramonium)、龍葵(Solanum nigrum)、光果龍葵(Solanum americanum)、東方龍葵(Solanum ptycanthum)、毛龍葵(Solanum sarrachoides)、壺萼刺茄(Solanum rostratum)、刺茄(Solanum aculeatissimum)、擬刺茄(Solanum sisymbriifolium)、北美刺龍葵(Solanum carolinense)、苦蘵(Physalis angulata)、線葉酸漿(Physalis subglabrata)、假酸漿(Nicandra physalodes);
玄參科雜草(Scrophulariaceae):常春藤婆婆纳(Veronica hederaefolia)、阿拉伯婆婆納(Veronica persica)、直立婆婆納(Veronica arvensis)、陌上草(Lindernia procumbens)、美洲母草(Lindernia dubia)、狹葉母草(Lindernia angustifolia)、圓葉假馬齒莧(Bacopa rotundifolia)、虻眼草(Dopatrium junceum)、白花水八角(Gratiola japonica);
車前科雜草(Plantaginaceae):車前草(Plantago asiatica)、長葉車前(Plantago lanceolata)、大車前草(Plantago major)、沼生水馬齒(Callitriche palustris);
菊科雜草(Asteraceae):賓州蒼耳(Xanthium pensylvanicum)、西方蒼耳(Xanthium occidentale)、蒼耳(Xanthium italicum)、向日葵(Helianthus annuus)、德國洋甘菊(Matricaria chamomilla)、淡甘菊(Matricaria perforata)、孔雀菊(Chrysanthemum segetum)、同花母菊(Matricaria matricarioides)、魁蒿(Artemisia princeps)、北艾(Artemisia vulgaris)、南艾蒿(Artemisia verlotorum)、北美一枝黃花(Solidago altissima)、西洋蒲公英(Taraxacum officinale)、睫毛牛膝菊(Galinsoga
ciliata)、小米菊(Galinsoga parviflora)、歐洲黃菀(Senecio vulgaris)、巴西千里光(Senecio brasiliensis)、節葉千里光(Senecio grisebachii)、香絲草(Conyza bonariensis)、蘇門白酒草(Conyza sumatrensis)、加拿大蓬(Conyza canadensis)、豬草(Ambrosia artemisiifolia)、三裂葉豬草(Ambrosia trifida)、狼杷草(Bidens tripartita)、咸豐草(Bidenspilosa)、大狼杷草(Bidens frondosa)、南美鬼針草(Bidens subalternans)、絲路薊(Cirsium arvense)、翼薊(Cirsium vulgare)、水飛薊(Silybum marianum)、垂花飛廉(Carduus nutans)、野萵苣(Lactuca serriola)、苦苣菜(Sonchus oleraceus)、鬼苦苣菜(Sonchus asper)、螺蜞菊葉(Wedelia glauca)、貫葉美蘭菊(Melampodium perfoliatum)、紫背草(Emilia sonchifolia)、萬壽菊(Tagetes minuta)、百能葳(Blainvillea latifolia)、長柄菊(Tridax procumbens)、葩葩洛(Porophyllum ruderale)、刺苞果(Acanthospermum australe)、毛葉刺苞果(Acanthospermum hispidum)、倒地鈴(Cardiospermum halicacabum)、藿香薊(Ageratum conyzoides)、貫葉澤蘭(Eupatorium perfoliatum)、饑荒草(Erechtites hieracifolia)、裏白鼠麴草(Gamochaeta spicata)、裏白鼠麴草(Gnaphalium spicatum)、虎耳草(Jaegeria hirta)、銀膠菊(Parthenium hysterophorus)、豨薟(Siegesbeckia orientalis)、翅果假吐金菊(Soliva sessilis)、鱧腸(Eclipta prostrata)、旱蓮草(Eclipta alba)、石胡荽(Centipeda minima);
澤瀉科雜草(Alismataceae):矮慈菇(Sagittaria pygmaea)、野慈菇(Sagittaria trifolia)、慈菇(Sagittaria sagittifolia)、蒙特登慈菇(Sagittaria montevidensis)、狹葉慈菇(Sagittaria aginashi)、窄葉慈菇(Alisma canaliculatum)、澤瀉(Alisma plantago-aquatica);
黃花藺科雜草(Limnocharitaceae):黃花藺(Limnocharis flava);
水鱉科雜草(Hydrocharitaceae):美洲水鱉(Limnobium spongia)、水王孫(Hydrilla verticillata)、小竹節(Najas guadalupensis);
天南星科雜草(Araceae):水芙蓉(Pistia stratiotes);
浮萍科雜草(Lemnaceae):青萍(Lemna aoukikusa、Lemna paucicostata、Lemna aequinoctialis)、紫萍(Spirodela polyrhiza)、無根萍屬(Wolffia spp.);
眼子菜科雜草(Potamogetonaceae):眼子菜(Potamogeton distinctus)、水中雜草類(馬藻(Potamogeton crispus)、伊利諾斯池塘草(Potamogeton illinoensis)、龍鬚草(Stuckenia pectinate)等);
百合科雜草(Liliaceae):加拿大蔥(Allium canadense)、野蒜(Allium vineale)、小根蒜(Allium macrostemon);
雨久花科雜草(Pontederiaceae):布袋蓮(Eichhornia crassipes)、沼生異蕊花(Heteranthera limosa)、雨久花(Monochoria korsakowii)、鴨舌草(Monochoria vaginalis);
鴨跖草科雜草(Commelinaceae):鴨跖草(Commelina communis)、圓葉鴨跖草(Commelina benghalensis)、直立鴨跖草(Commelina erecta)、水竹葉(Murdannia keisak);
禾本科雜草(Poaceae):稗(Echinochloa crus-galli)、稻稗(Echinochloa oryzicola)、台灣野稗(Echinochloa crus-galli var.formosensis)、水田稗(Echinochloa oryzoides)、光頭稗(Echinochloa colona)、孔雀稗(Echinochloa crus-pavonis)、狗尾草(Setaria viridis)、大狗尾草(Setaria faberi)、金色狗尾草(Setaria glauca)、莠狗尾草(Setaria geniculata)、升馬唐(Digitaria ciliaris)、馬唐(Digitaria sanguinalis)、螃蟹草(Digitaria horizontalis)、兩耳草(Digitaria insularis)、牛筋草
(Eleusine indica)、早熟禾(Poa annua)、粗莖早熟禾(Poatrivialis)、草地早熟禾(Poa pratensis)、看麥娘(Alopecurus aequalis)、大穗看麥娘(Alopecurus myosuroides)、野燕麥(Avena fatua)、石茅(Sorghum halepense)、高粱(Sorghum vulgare)、偃麥草(Agropyron repens)、多花黑麥草(Lolium multiflorum)、多年生黑麥草(Lolium perenne)、黑麥草(Lolium rigidum)、大扁雀麥(Bromus catharticus)、貧育雀麥(Bromus sterilis)、雀麥(Bromus japonicus)、黑麥狀雀麥(Bromus secalinus)、早雀麥(Bromus tectorum)、芒穎大麥草(Hordeum jubatum)、圓柱山羊草(Aegilops cylindrica)、鷸草(Phalaris arundinacea)、小加拿麗鷸草(Phalaris minor)、阿披拉草(Apera spica-venti)、洋野黍(Panicum dichotomiflorum)、德克薩斯黍(Panicum texanum)、天竺草(Panicum maximum)、臂形草(Brachiaria platyphylla)、巴拉草(Brachiaria ruziziensis)、車前狀臂形草(Brachiaria plantaginea)、俯仰臂形草(Brachiaria decumbens)、信號草(Brachiaria brizantha)、濕生臂形草(Brachiaria humidicola)、蒺藜草(Cenchrus echinatus)、少花蒺藜草(Cenchrus pauciflorus)、野黍(Eriochloa villosa)、牧地狼尾草(Pennisetum setosum)、羅滋草(Chloris gayana)、虎尾草(Chloris virgata)、畫眉草(Eragrostis pilosa)、紅毛草(Rhynchelytrum repens)、龍爪茅(Dactyloctenium aegyptium)、田間鴨嘴草(Ischaemum rugosum)、柳葉箬(Isachne globosa)、野生稻(Oryza sativa)、百喜草(Paspalum notatum)、海濱雀稗草(Paspalum maritimum)、雙穗雀稗(Paspalum distichum)、舖地狼尾草(Pennisetum clandestinum)、山野狼尾草(Pennisetum setosum)、羅氏草(Rottboellia cochinchinensis)、千金子(Leptochloa chinensis)、團穗千金子(Leptochloa fascicularis)、機子草(Leptochloa filiformis)、類黍千金子(Leptochloa panicoides)、假稻(Leersia japonica)、秕殼草(Leersia sayanuka)、蓉草(Leersia oryzoides)、浮谷
(Glyceria leptorrhiza)、甜茅(Glyceria acutiflora)、水甜茅(Glyceria maxima)、巨序剪股穎(Agrostis gigantea)、匍匐翦股穎(Agrostis stolonifera)、狗牙根(Cynodon dactylon)、鴨茅(Dactylis glomerata)、假儉草(Eremochloa ophiuroides)、葦狀羊茅(Festuca arundinacea)、紫羊茅(Festuca rubra)、白茅根(Imperata cylindrica)、白背芒(Miscanthus sinensis)、柳枝稷(Panicum virgatum)、結縷草(Zoysia japonica);
莎草科雜草(Cyperaceae):具芒碎米莎草(Cyperus microiria)、碎米莎草(Cyperus iria)、扁穗莎草(Cyperus compressus)、異花莎草(Cyperus difformis)、雛莎草(Cyperus flaccidus)、球穗莎草(Cyperus globosus)、白鱗莎草(Cyperus nipponicus)、斷節莎(Cyperus odoratus)、水莎草(Cyperus serotinus)、香附子(Cyperus rotundus)、油莎草(Cyperus esculentus)、無刺鱗水蜈蚣(Kyllinga gracillima)、短葉水蜈蚣(Kyllinga brevifolia)、水虱草(Fimbristylis miliacea)、兩歧飄拂草(Fimbristylis dichotoma)、牛毛顫(Eleocharis acicularis)、野荸薺(Eleocharis kuroguwai)、螢火蟲(Schoenoplectiella hotarui)、螢藺(Schoenoplectiella juncoides)、台灣水莞(Schoenoplectiella wallichii)、水毛花(Schoenoplectiella mucronatus)、台水毛花(Schoenoplectiella triangulatus)、石嘴(Schoenoplectiella nipponicus)、三棱水蔥(Schoenoplectiella triqueter)、扁稈藨草(Bolboschoenus koshevnikovii)、河三稜草(Bolboschoenus fluviatilis);
木賊科雜草(Equisetaceae):問荊(Equisetum arvense)、犬問荊(Equisetum palustre);
槐葉蘋科雜草(Salviniaceae):槐葉蘋(Salvinia natans);
滿江紅科雜草(Azollaceae):日本滿江紅(Azolla japonica)、滿江紅(Azolla pinnata);
蘋科雜草(Marsileaceae):田字草(Marsilea quadrifolia);
其他:絲狀藻類(黑孢藻屬(Pithophora)、剛毛藻屬(Cladophora))、蘚類、苔類、角蘚類、藍綠菌、蕨類、多年生作物(梨果類、核果類、漿果類、堅果類、柑橘類、蛇麻、葡萄等)之吸盤(sucker)。
對於上述雜草,種內突變並無特別限制。亦即,亦包含對特定除草劑敏感性降低(亦稱為抗性)者。敏感性降低可對標的部位具有突變(作用點突變)者,也可為由非作用點突變之因素所致。作用點突變係包含:因對應蛋白質的胺基酸序列的核酸序列部分(open reading frame)的突變而導致屬於標的部位之蛋白質發生胺基酸置換者;以及由於啟動子區域中抑制序列(suppressor sequence)的缺失、強化子序列的擴增或基因的拷貝數增加等突變而導致標的部位的蛋白質過度地表現者。非作用點突變係有代謝增強、吸收不良、移行失敗及排出系統外等。代謝增強的因素係可列舉如:細胞色素P450單氧化酶、芳醯基醯胺酶、酯酶及麩胱甘肽S-轉移酶等增加代謝酶之活性者。排出系統外係可列舉如:經由ABC轉運子運輸到液泡。
標的部位之胺基酸置換係可列舉例如下列者。
ALS:A122T、A122V、A122Y、P197S、P197H、P197T、P197R、P197L、P197Q、P197A、P197I、A205V、A205F、D376E、R377H、W574L、W574G、W574M、S653T、S653N、S653I、G654E或G654D;
ACCase:I1781L、I1781V、I1781T、W1999C、W1999L、A2004V、W2027C、I2041N、I2041V、D2078G或C2088R、G2096A、G2096S;
PPX2:G210Δ、R98L、R98M、R98G、R98H、G399A;
EPSP:T102I、P106S、P106A或P106L。
本發明化合物可防除的雜草也可具有複數的上述胺基酸置換。此時,複數的胺基酸置換可在相同的蛋白質亦可在不同的蛋白質。再者,也可具有複數個非作用點突變及作用點突變。
具有作用點突變之雜草係可列舉例如下列者。
在PPX2具有G210Δ、R98M、R98G或G399A之胺基酸置換的長芒莧;
在PPX2具有G210Δ、R98M、R98G或G399A之胺基酸置換的水麻;
在PPX2具有R98L之胺基酸置換的豬草;
在PPX2具有R98H之胺基酸置換的黑麥草;
在EPSP具有T102I、P106S、P106A或P106L之胺基酸置換的牛筋草;
在EPSP具有T102I、P106S、P106A或P106L之胺基酸置換的黑麥草;
在EPSP具有T102I、P106S、P106A或P106L之胺基酸置換的兩耳草;
在EPSP具有T102I、P106S、P106A或P106L之胺基酸置換的水麻;
在EPSP具有T102I、P106S、P106A或P106L之胺基酸置換的光頭稗;
在ALS具有A122G、A122N、A122V、A122T、A205V、W574L或W574R之胺基酸置換的稗;
在ALS具有P197S或W574L之胺基酸置換的稻稗;
在ALS具有P197S、P197T、P197A、P197R、P197H、P197L、D376E或W574L之胺基酸置換的螢藺;
在ALS具有P197H或W574L之胺基酸置換的水毛花;
在ALS具有P197H之胺基酸置換的異花莎草;
在ALS具有W574L之胺基酸置換的碎米莎草;
在ALS具有W574L之胺基酸置換的香附子;
在ALS具有P197S、P197H、P197L、P197A、P197T、A205V或D376E之胺基酸置換的鴨舌草;
在ALS具有P197S、P197L、P197A或D376E之胺基酸置換的雨久花;
在ALS具有P197S、P197L、P197H、P197T、P197A或W574L之胺基酸置換的澤瀉;
在ALS具有P197A之胺基酸置換的R型美洲母草(Lindernia dubia var.dubia);
在ALS具有P197S之胺基酸置換的美洲母草;
在ALS具有P197S或P197Q之胺基酸置換的陌上草;
在ALS具有P197S或P197Q之胺基酸置換的狹葉母草;
在ACCase具有D2078E之胺基酸置換的稗;
在ACCase具有W2027C或D2078G之胺基酸置換的類黍千金子;
在ACCase具有I1781L、W1999C、W2027C、W2027S或I2041N之胺基酸置換的千金子。
在PPX2具有上述作用點突變之長芒莧、水麻及豬草係對闊樂(lactofen)、氟磺胺草醚(fomesafen)、丙炔氟草胺(flumioxazin)等PPO抑制劑表現出抗性。
具有複數個上述胺基酸置換之雜草係可列舉例如:具有T102I及P106S之胺基酸置換的草甘膦(glyphosate)抗性之牛筋草、多花黑麥草、黑麥草、兩耳草、糙果莧(Amaranthus tuberculatus)、光頭稗。
再者,其他雜草係可列舉下列。
由於EPSP基因的過度表現,對草甘膦的敏感性降低之長芒莧、水麻、地膚;
由於醛酮還原酶的表現增加,對草甘膦的敏感性降低之光頭稗;
對ABC轉運子相關的草甘膦之敏感性降低的具有抗性之加拿大蓬、蘇門白酒草、香絲草;
細胞色素P450單氧化酶的表現增加,對甲基禾草靈(diclofop-methyl)、肟草酮((tralkoxydim))、唑啉草酯(pinoxaden)等ACCase抑制劑以及甲基免速隆(bensulfuron-methyl)、平速爛(penoxsulam)等ALS抑制劑、或對可滅蹤(clomazone)敏感性降低之稻稗。
本發明化合物或本發明組成物通常係將固體載體、液體載體、氣體載體等惰性載體與界面活性劑等混合,並因應所需添加黏合劑、分散劑、穩定劑等製劑用輔劑,而製劑化成成水性懸浮製劑、油性懸浮製劑、油劑、乳劑、乳液製劑、微乳液製劑、微膠囊製劑、可濕性粉劑、可濕性顆粒劑、粉劑、粒劑、片劑、氣霧劑、樹脂製劑等而使用。不限定為該等製劑,亦可製劑化成Manual on development and use of FAO and WHO Specifications for pesticides,FAO Plant Production and Protection Papers-271至276,prepared by the FAO/WHO Joint Meeting on Pesticide Specifications,2016,ISSN:0259-2517所記載之劑型使用。
該等製劑通常含有0.0001至99重量%之本發明化合物或本發明組成物。
固體載體係可列舉例如:黏土(葉蠟石黏土、高嶺土等)、滑石、碳酸鈣、矽藻土、沸石、膨潤土、酸性白土、鎂鋁海泡石、白碳、硫酸銨、蛭石、珍珠岩、浮石、矽砂、化肥(硫酸銨、磷酸銨、硝酸銨、尿素、氯化銨等)之粉末及粒狀物;以及樹脂(聚乙烯、聚丙烯、聚酯、聚胺酯、聚醯胺、聚氯乙烯等)。
液體載體係可列舉例如:水、醇類(乙醇、環己醇、苯甲醇、丙二醇、聚乙二醇等)、酮類(丙酮、環己酮等)、芳香族烴(二甲苯、苯基二甲苯基乙
烷、甲基萘等)、脂肪族烴類(己烷、環己烷等)、酯類(乙酸乙酯、油酸甲酯、碳酸伸丙酯等)、腈類(乙腈等)、醚類(乙二醇二甲基醚等)、醯胺類(N,N-二甲基甲醯胺、N,N-二甲基辛醯胺等)、亞碸類(二甲基亞碸等)、內醯胺類(N-甲基吡咯啶酮、N-辛基吡咯啶酮等)、脂肪酸類(油酸等)、植物油(大豆油等)。
氣體載體係可列舉例如:氟碳化物、丁烷氣、LPG(液化石油氣)、二甲基醚、氮及二氧化碳。
界面活性劑係可列舉例如:非離子界面活性劑(聚氧伸乙基烷基醚、聚氧伸乙基烷基芳基醚、聚乙二醇脂肪酸酯等)及陰離子界面活性劑(烷基磺酸鹽、烷基芳基磺酸鹽、烷基硫酸鹽等)。
其他製劑用輔劑係可列舉例如:黏合劑、分散劑、著色劑及穩定劑等,具體可列舉例如:多糖類(澱粉、阿拉伯膠、纖維素衍生物、藻酸等)、木質素衍生物、合成水溶性高分子(聚乙烯醇、聚乙烯吡咯啶酮、聚丙烯酸類等)、酸性磷酸異丙酯及二丁基羥基甲苯。
再者,亦可使用佐劑作為提高或輔助有效成分之持續效力的成分。具體可列舉如:Nimbus(註冊商標)、Assist(註冊商標)、Aureo(註冊商標)、Iharol(註冊商標)、Silwet L-77(註冊商標)、BreakThru(註冊商標)、SundanceII(註冊商標)、Induce(註冊商標)、Penetrator(註冊商標)、AgriDex(註冊商標)、Lutensol A8(註冊商標)、NP-7(註冊商標)、Triton(註冊商標)、Nufilm(註冊商標)、Emulgator NP7(註冊商標)、Emulad(註冊商標)、TRITON X 45(註冊商標)、AGRAL 90(註冊商標)、AGROTIN(註冊商標)、ARPON(註冊商標)、EnSpray N(註冊商標)以及BANOLE(註冊商標)等。
本發明化合物係可使用在栽培有用植物之農地等,以防除該農地中的雜草。
上述有用植物係可列舉例如:玉米、水稻、小麥、大麥、黑麥、燕麥、高粱、棉花、大豆、花生、甜菜、油菜籽、向日葵、甘蔗、煙草、啤酒花;
茄科蔬菜(茄子、番茄、青椒、辣椒、馬鈴薯等)、葫蘆科蔬菜(小黃瓜、南瓜、櫛瓜、西瓜、香瓜、甜瓜等)、十字花科蔬菜(蘿蔔、蕪菁、辣根、大頭菜、大白菜、高麗菜、芥菜、青花菜、花椰菜等)、菊科蔬菜(牛蒡、茼蒿、朝鮮薊、生菜等)、百合科蔬菜(蔥、洋蔥、大蒜、蘆筍等)、香芹科蔬菜(洋芹、芹菜、蒲芹蘿蔔等)、藜科蔬菜(菠菜、莙薘菜等)、唇形科蔬菜(紫蘇、薄荷、羅勒等)、豆科作物(豌豆、菜豆、紅豆、蠶豆、鷹嘴豆等)、草莓、番薯、山藥、芋頭、魔芋、生薑、秋葵;
梨果類(蘋果、梨、西洋梨、榠樝、榅桲等)、核果類(桃、李、油桃、梅、櫻桃、杏、黑棗等)、柑橘類(溫州柑橘、橙、檸檬、萊姆、葡萄柚等)、堅果類(栗子、核桃、榛子、杏仁、開心果、腰果、夏威夷果等)、漿果類(藍莓、蔓越莓、黑莓、樹莓等)、葡萄、柿子、橄欖、枇杷、香蕉、咖啡、椰棗、椰子、油棕櫚等。
上述有用的植物亦包含藉由傳統育種法、基因組編輯或基因重組技術賦予對下述抑制劑的耐受性之植物,該等抑制劑係:丙炔氟草胺等PPO抑制劑;異噁唑草酮等4-HPPD抑制劑;依滅草、甲基噻吩磺隆等ALS抑制劑、草甘膦等EPSP合成酶抑制劑;草銨膦等麩醯胺合成酶抑制劑;2,4-二氯苯氧乙酸(2,4-D)、麥草畏等吲哚乙酸類之活化劑;西殺草等ACCase抑制劑;溴苯腈等光化學系統II抑制劑。
經由傳統育種法使植物具有耐受性之例係有甲基噻吩磺隆等磺醯脲系ALS抑制型除草劑耐受性之STS大豆。同樣地經由傳統育種法使植物被賦予耐受性之例包含:咪唑啉酮系ALS抑制劑耐受性之水稻、小麥、玉米、油菜籽、向日葵,並以CLearfield(註冊商標)、Express(註冊商標)等商品名稱販售。同樣地經由傳統育種法使植物被賦予耐受性之例包含:ACCase抑制劑耐受性的玉米、水稻,並有PoastProtected(註冊商標)、Provisia(註冊商標)等商品。經由傳統育種法使植物被賦予耐受性之例係有:光化學系統II抑制劑耐受性之TriazineTolerant油菜籽。
再者,藉由基因重組技術獲得之耐受性的植物之例包含:草甘膦耐受性之大豆、玉米、棉花、油菜籽,已經以RoundupReady(註冊商標)、Gly-Tol(註冊商標)等商品名稱販售。同樣地藉由基因重組技術亦有草銨膦耐受性的大豆,已經以LibertyLink(註冊商標)等商品名稱販售。Optimum(註冊商標)GAT(註冊商標)之商品名稱的大豆、玉米品種係對草甘膦及ALS抑制劑兩者皆具有耐受性。同樣地藉由基因重組技術而具有咪唑啉酮系ALS抑制劑耐受性的大豆,正以Cultivance之名稱開發中。同樣地藉由基因重組技術而對草甘膦及麥草畏兩者具有耐受性的大豆係有RoundupReadyExtend(註冊商標)之商品名稱的大豆品種。
導入編碼芳氧基烷羧酸二氧化酶(aryloxyalkanoate dioxygenase)的基因,而可作成對2,4-D、MCPA、2-(2,4-二氯苯氧基)丙酸(dichlorprop,2,4-DP)、氯苯氧丙酸等苯氧酸系除草劑;及快伏草、合氯氟、伏寄普、禾草靈、芬殺草、噁唑醯草胺、賽伏草、炔草酸等芳氧基苯氧基丙酸系除草劑具有耐受性的作物,包含Enlist E3之商品名稱的大豆品種。
上述有用植物亦包含使用基因重組技術,而可合成例如芽胞桿菌屬已知的選擇性毒素之植物。
在如此之基因重組植物中表現的毒素係可列舉如:源自仙人掌桿菌(Bacillus cereus)及芽孢桿菌(Bacillus popilliae)之殺蟲蛋白;源自蘇力菌(Bacillus thuringiensis)之Cry1Ab、Cry1Ac、Cry1F、Cry1Fa2、Cry2Ab、Cry3A、Cry3Bb1、Cry9C等δ-內毒素、VIP1、VIP2、VIP3、VIP3A等殺蟲蛋白;源自線蟲的殺蟲蛋白;由蝎子毒素、蜘蛛毒素、蜜蜂毒素或昆蟲特有的神經毒素等動物所產生的毒素;絲狀真菌類毒素;植物凝集素;凝集素;胰蛋白酶抑制劑、絲胺酸蛋白酶抑制劑、儲存蛋白(patatin)、胱蛋白、木瓜酶抑制劑等蛋白酶抑制劑;離胺酸、玉米-RIP、相思豆毒素、魯芬(rufin)、皂素、異株瀉根毒蛋白等核醣體失活蛋白(RIP);3-羥基類固醇氧化酶、蛻皮激素-UDP-葡萄糖基轉移酶、膽固醇氧化酶等類固醇代謝酶;蛻皮激素抑制劑;HMG-COA還原酶;鈉通道抑制劑、鈣通道抑制劑等離子通道抑制劑;青春荷爾蒙酯酶;保幼激素酯酶;利尿激素受體;二苯乙烯合成酶;聯苄合成酶;幾丁質酶;聚葡萄糖酶等。
再者,在如此之基因重組作物中表現的毒素亦包含:CRY1Ab、CRY1Ac、CRY1F、CRY1Fa2、CRY2Ab、CRY3A、CRY3Bb1、CRY9C、CRY34Ab、CRY35Ab等δ-內毒素蛋白;VIP1、VIP2、VIP3、VIP3A等殺蟲蛋白雜交毒素;以及部分缺損之毒素及經修飾的毒素。雜交毒素係使用重組技術,藉由該等蛋白質的不同結構域之新組合而製作。部分缺損之毒素已知有胺基酸序列的部分缺失之CRY1Ab。經修飾的毒素係取代天然毒素的1個或複數個胺基酸。該等毒素之例以及可合成該等毒素的重組植物係記載於歐洲專利申請公開第0374753號說明書、國際公開第93/07278號、國際公開第95/34656號、歐洲專利申請公開第
0427529號說明書、歐洲專利申請公開第451878號說明書、國際公開第03/052073號等之中。該等重組植物中所含的毒素,特別是對植物賦予鞘翅目害蟲、雙翅目害蟲及鱗翅目害蟲的抗性。
該等基因重組植物之例係可列舉如:Intacta(註冊商標)、YieldGard(註冊商標)、BollGard(註冊商標)、Agrisure(註冊商標)CB/RW、SmartStax(註冊商標)等。本發明中使用的有用植物亦可列舉例如:導入有Rag1(Resistance Aphid Gene 1)基因的大豆等經賦予對蚜蟲的耐受性之植物。
再者,本發明中使用的有用植物亦包含使用傳統育種方法或基因重組技術而被賦予對線蟲的耐受性者。賦予線蟲抗性的基因重組技術可列舉如RNAi。
上述有用植物亦包含使用基因重組技術,而被賦予產生具有選擇性作用之抗病原性物質的能力者。抗病原性物質之例已知有PR蛋白質等(PRPS,歐洲專利申請公開第0392225號說明書)。如此之抗病原性物質與產生該抗病原性物質的基因重組植物係記載於歐洲專利申請公開第0392225號說明書、國際公開第95/33818號、歐洲專利申請公開第0353191號說明書等中。在如此之基因重組植物中表現的抗病原性物質之例係可列舉例如:鈉通道抑制劑、鈣通道抑制劑(已知有病毒所產生的KP1、KP4、KP6毒素等)等離子通道抑制劑;二苯乙烯合成酶;聯苄合成酶;幾丁質酶;聚葡萄糖酶;PR蛋白;肽抗生素、具有雜環之抗生素、參與植物病害抗性的蛋白因子(亦記載為植物病害抗性基因,記載於國際公開03/000906號)等微生物所產生的抗病原性物質。
上述有用植亦包含使用基因重組技術,而經賦予油糧成分改質、胺基酸含量增強性狀等有用性狀的植物。其例可列舉如:VISTIVE(註冊商標)(亞麻油含量經
降低的低亞麻油大豆)等。再者,上述有用植物亦包含經賦予病害抗性、乾燥壓力抗性、增加糖含量之性狀等植物。其例可列舉如:DroughtGard(註冊商標)等。
更且,對於上述傳統除草劑性狀或耐除草劑性狀基因、殺蟲性害蟲抗性基因、抗病原性物質產生基因、油糧成分改質及胺基酸含量增強性狀等有用物質,亦包含該等經複數組合成的複合性狀(stacked)品種。亦包含使用基因組編輯技術取代基因重組者。
本發明之雜草的防除方法係包含對雜草或雜草生長或將要生長的場所施用有效量的本發明化合物之步驟者。在本發明之雜草的防除方法中,每10000m2之防除雜草面積係使用5至5000g,較佳係使用10至1000g的本發明化合物。在施用本發明化合物、或含有本發明化合物及選自本成分之1個以上化合物之除草用組成物(以下記載為本發明之除草用組成物)時,可使用撒布機器。施用時所使用的機器係可列舉例如:手搖撒布機、動力噴霧機、騎乘式插秧機附帶的噴桿式噴霧機、有人飛機(載人直升機等)、無人飛機(遙控直升機、無人機等)、曳引機、種植機等。再者,也可不使用撒布機器而以手進行施用。
本發明之雜草的防除方法通常係以本發明之除草用組成物之型態使用。本發明之雜草的防除方法係可列舉例如:將本發明之除草用組成物對雜草進行莖葉處理的方法、將本發明的除草用組成物對雜草生長或將要生長的土壤表面進行處理的方法、將本發明的除草用組成物與雜草生長的土壤進行混合處理的方法、以及將本發明的除草用組成物對淹沒雜草生長或將要生長的場所之水田的表面水進行處理的方法。
本發明之除草用組成物的施用方係可列舉如:均勻地進行面處理的方法、或進行選擇性地散布之局部處理的方法。即使將本發明的除草組成物多少散布在
因飛散或蒸散作用等而無雜草生長的場所或沒有雜草生長之虞之場所時,若不是均勻地面處理,則包含在局部處理中。再者,在有用植物的連續栽培地中,並非僅所有雜草生長或將生長的場所皆進行選擇性處理的情形被視為局部處理。亦即,當栽培地的一部分被面處理時,或者是雜草生長的地方或有雜草生長之虞的場所的一部分未進行由本發明的除草組成物所致之處理的情況中,若在有用植物的連續種植地中存在經局部處理的場所,則包含在局部處理中。局部處理係可一邊避開有用植物一邊實施,亦可僅以與有用植物的位置無關的雜草的位置為基準進行實施。
以下列舉局部處理之方法的具體例。在有用植物的栽培地中,撒布者可一邊行走、或撒布者乘坐於地面上行駛的裝置或飛行裝置,一邊使用手持式噴嘴或機械臂噴嘴以目視撒布本發明之除草組成物,藉此進行局部處理。進一步,事先繪製雜草生長或有生長之虞的場所之地圖,並可根據地圖資訊,將本發明化合物、或含有本發明化合物及選自本成分的1種以上化合物的本發明之除草組成物進行散布,藉此進行局部處理。在根據地圖資訊的撒布中,除了上述方法之外,亦可在撒布機的行駛或飛行中,根據撒布機的位置情報(通過GPS等取得)與該地圖情報,以自動或手動開關噴桿上的噴頭或機械臂上的噴頭等而進行局部處理。該地圖情報係可根據以有人或無人飛行物體等所拍攝之圖像情報等來製作,亦可由行走於地面上的觀察者、乘坐在行駛於地面上的裝置上之觀察者、或乘坐在飛行裝置上的觀察者以目視製作。更且,行駛或飛行的撒布機係具備檢測雜草生長之場所或有生長之虞的場所之功能,並可一邊進行實時映射一邊通過吊桿或機械臂進行局部處理。該技術係記載於專利文獻(例如,WO2018001893、WO2018036909)、及非專利文獻(例如,Crop Protection 26,270-
277,Weed Technology 17,711-717,Applied Engineering in Agriculture.30,143-152)中。該等技術係被稱為精密農業、智能農業或數位農業等新興農業之一型態,經由前述局部處理產生的不均勻撒布樣式係在該新興農業中之術語亦稱為VRA(可變速率技術:Variable rate application)。
有雜草生長之虞的場所係可根據過去生育時期,該雜草形成的植被斑塊之事實進行估算,亦可從埋藏種子的分佈進行估算。埋藏種子的分佈係可藉由土壤取樣調查,也可藉由遙測估算。
[實施例]
以下,由製造例、參考製造例、製劑例及試驗例等對本發明進行更詳細的說明,惟本發明並不僅限於該等例。
首先,呈示本發明化合物及其製造中間物之製造例。
參考製造例1
在冰冷下,將5.7mL的2,4-二溴丁醯氯滴入5.0g之4-氟-3,5-二甲基苯胺、120mL的DMF及14.9g之碳酸鉀的混合物中。在室溫下攪拌23小時後添加水,濾取所生成之固體。以水及1N鹽酸洗淨,使其乾燥,得到6.0g的下式所示之3-溴-1-(4-氟-3,5-二甲基苯基)吡咯啶-2-酮(以下記載為中間物B)。
中間物B:1H-NMR(CDCl3)δ:7.26(1H,s),7.24(1H,s),4.57(1H,dd),4.03-3.96(1H,m),3.80-3.75(1H,m),2.76-2.67(1H,m),2.47-2.41(1H,m),2.27(3H,s),2.26(3H,s).
參考製造例1-1
依據參考製造例1所記載之方法等合成下式所示之化合物。
參考製造例2
將3.0g之4-氟-3,5-二甲基苯胺與2.2g之α-羥基-γ-丁內酯之混合物在150℃下攪拌24小時。將所得之混合物冷卻至室溫後,進行矽膠管柱層析,得到1.5g的下式所示之1-(4-氟-3,5-二甲基苯基)-3-羥基吡咯啶-2-酮。
1-(4-氟-3,5-二甲基苯基)-3-羥基吡咯啶-2-酮:1H-NMR(CDCl3)δ:7.26(1H,s),7.24(1H,s),4.45(1H,dd),3.76-3.72(2H,m),3.02(1H,brd),2.61-2.57(1H,m),2.27(3H,s),2.27(3H,s),2.10-2.07(1H,m).
參考製造例3
在冰冷下,將0.10mL之甲磺醯氯滴入223mg之1-(4-氟-3,5-二甲基苯基)-3-羥基吡咯啶-2-酮、5.0mL之THF與0.17mL之三乙基胺的混合物中,在室溫攪拌30分鐘。在所得混合物中添加1N鹽酸並以MTBE萃取。將所得有機層以飽和碳酸氫鈉水溶液及飽和食鹽水洗淨。以無水硫酸鎂乾燥後,在減壓下進行濃縮,
得到256mg之下式所示之甲烷磺酸1-(4-氟-3,5-二甲基苯基)-2-側氧基吡咯啶-3-基酯(以下記載為中間物C)。
中間物C:1H-NMR(CDCl3)δ:7.23(1H,s),7.22(1H,s),5.34(1H,t),3.90-3.76(2H,m),3.32(3H,s),2.75-2.68(1H,m),2.41-2.37(1H,m),2.28(3H,s),2.27(3H,s).
參考製造例3-1
參考製造例3中,可使用對甲苯磺醯氯取代甲磺醯氯,而合成4-甲基苯磺酸1-(4-氟-3,5-二甲基苯基)-2側氧基吡咯啶-3-基酯。
4-甲基苯磺酸1-(4-氟-3,5-二甲基苯基)-2側氧基吡咯啶-3-基酯
參考製造例4
將20.0g之4-氟-3,5-二甲基苯胺、16.2g之α-羥基-γ-丁內酯與80g之甲苯的混合物在100℃下攪拌18小時。從所得之混合物濾取固體,以甲苯洗淨並使其乾燥,得到19.1g之下式所示之N-(4-氟-3,5-二甲基苯基)-2,4-二羥基丁醯胺。
N-(4-氟-3,5-二甲基苯基)-2,4-二羥基丁醯胺:1H-NMR(CDCl3)δ:8.59(1H,s),7.25(1H,s),7.24(1H,s),4.44(1H,dd),4.08-3.98(2H,m),2.29-2.21(1H,m),2.26(3H,s),2.25(3H,s),2.09-2.01(1H,m).
參考製造例5
在冰冷下,將0.12mL之甲磺醯氯滴入177mg之N-(4-氟-3,5-二甲基苯基)-2,4-二羥基丁醯胺、3.7mL之THF與0.21mL之三乙基胺的混合物中,在室溫攪拌1.5小時。在所得混合物中添加1N鹽酸並以MTBE萃取。將所得有機層以飽和碳酸氫鈉水溶液、飽和食鹽水洗淨。以無水硫酸鎂乾燥後,在減壓下進行濃縮,得到261mg之下式所示之二甲烷磺酸4-((4-氟-3,5-二甲基苯基)胺基)-4-側氧基丁烷-1,3-二酯。
二甲烷磺酸4-((4-氟-3,5-二甲基苯基)胺基)-4-側氧基丁烷-1,3-二基酯:1H-NMR(CDCl3)δ:8.05(1H,s),7.19(1H,s),7.18(1H,s),5.27(1H,dd),4.48-4.38(2H,m),3.25(3H,s),3.06(3H,s),2.61-2.57(1H,m),2.44-2.35(1H,m),2.25(3H,s),2.25(3H,s).
參考製造例6
在冰冷下,將115mg之碳酸鉀添加至300mg之二甲烷磺酸4-((4-氟-3,5-二甲基苯基)胺基)-4-側氧基丁烷-1,3-二基酯與5.7mL之THF的混合物中,在室溫攪拌2小時、在50℃攪拌1小時、在回流下攪拌6小時。在所得混合物中添加水並以MTBE萃取。將所得有機層以1N鹽酸、飽和碳酸氫鈉水溶液及飽和食鹽
水洗淨。以無水硫酸鎂乾燥後在減壓下濃縮。將所得殘渣供給至矽膠管柱層析,得到261mg之中間物C。
參考製造例7
在冰冷下,將133mg之60%氫化鈉(油狀)添加至414mg之3-(1,1-二甲基乙基)-1H-吡唑與40mL之DMF的混合物中,在冰冷下攪拌30分鐘。於冰冷下,在該混合物中添加500mg之3-溴二氫呋喃-2(3H)-酮,在室溫下攪拌1小時。在所得混合物中添加水並以MTBE萃取。將所得有機層以1N氯化氫水、水及飽和食鹽水洗淨,並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣供給至矽膠管柱層析,得到430mg之下式所示之3-(3-(第三丁基)-1H-吡唑-1-基)二氫呋喃-2(3H)-酮(以下記載為中間物D)。
中間物D:1H-NMR(CDCl3)δ:7.42(1H,d),6.16(1H,d),5.02(1H,t),4.66(1H,td),4.42(1H,ddt),2.91-2.88(1H,m),2.83-2.75(1H,m),1.28(9H,s).
參考製造例8
在室溫下,將0.36mL之三甲基鋁(2mol/L己烷溶液)滴入150mg之4-氟-3,5-二甲基苯胺與1.2mL之甲苯的混合物中,在室溫下攪拌30分鐘。在室溫下,於該混合物中添加中間物D與1.2mL之甲苯的混合物,並在室溫下攪拌1小時。在所得混合物中添加1N鹽酸,並以乙酸乙酯萃取。將所得有機層以水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣供給至矽膠管柱層析,得到133mg之下式所示之2-(3-(第三丁基)-1H-吡唑-1-基)-N-(4-氟-3,5-二甲基苯基)-4-羥基丁醯胺。
2-(3-(第三丁基)-1H-吡唑-1-基)-N-(4-氟-3,5-二甲基苯基)-4-羥基丁醯胺:1H-NMR(CDCl3)δ:9.26(1H,s),7.43(1H,d),7.11(1H,s),7.10(1H,s),6.18(1H,d),5.04(1H,t),3.79-3.74(1H,m),3.55-3.49(1H,m),2.47-2.42(2H,m),2.23(3H,s),2.22(3H,s),1.37(9H,s).
參考製造例9
使用128mg之2-(3-(第三丁基)-1H-吡唑-1-基)-N-(4-氟-3,5-二甲基苯基)-4-羥基丁醯胺取代1-(4-氟-3,5-二甲基苯基)-3-羥基吡咯啶-2-酮,並依據參考製造例3記載之方法,得到165mg之下式所示之甲烷磺酸3-(3-(第三丁基)-1H-吡唑-1-基)-4-((4-氟-3,5-二甲基苯基)胺基)-4-側氧基丁基酯(以下記載為中間物E)。
中間物E:1H-NMR(CDCl3)δ:11.11(1H,s),8.46(1H,d),7.38(1H,s),7.36(1H,s),6.55(1H,d),4.78-4.72(1H,m),4.66-4.59(1H,m),4.47-4.41(1H,m),3.51(1H,dd),3.22-3.15(1H,m),2.89(3H,s),2.88(3H,s)1.45(9H,s).
參考製造例10
將500mg之5-溴-2-氟-1,3-二甲基苯、12mL之1,4-二噁烷、2.5g之吡咯啶-2-酮、469mg之碘化銅(I)、1.02g之碳酸鉀以及434mg之N,N'-二甲基乙二胺的混合物在回流下攪拌3小時。在所得混合物中添加水並以乙酸乙酯萃取。將所得
有機層以水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析,得到459mg之下式所示之1-(4-氟-3,5-二甲基苯基)吡咯啶-2-酮。
1-(4-氟-3,5-二甲基苯基)吡咯啶-2-酮:1H-NMR(CDCl3)δ:7.22(1H,s),7.20(1H,s),3.81(2H,t),2.59(2H,t),2.26(3H,s),2.26(3H,s),2.18-2.11(2H,m).
參考製造例11
在78℃下,將0.72mL之鋰雙(三甲基矽基)醯胺(1.0mol/L-THF溶液)滴入150mg之1-(4-氟-3,5-二甲基苯基)吡咯啶-2-酮與2.4mL之THF的混合物中,攪拌1小時。在78℃下,在所得混合物中添加129mg之N-溴琥珀醯亞胺並攪拌30分鐘。在所得混合物中添加飽和氯化銨水溶液並以MTBE萃取。將所得有機層以水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析,得到14mg之中間物B。
參考製造例12
在冰冷下,將44mg之60%氫化鈉(油狀)添加至367mg之2,4-二溴-N-(4-氟-3,5-二甲基苯基)丁醯胺(以下記載為中間物G)與5.0mL之DMF的混合物中,在室溫下攪拌5小時。在所得混合物中添加1N鹽酸並以MTBE萃取。將所得有機層以飽和碳酸氫鈉水溶液及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析,得到195mg之中間物B。
中間物G
製造例1
在冰冷下,將45mg之60%氫化鈉(油狀)添加至140mg之3-(1,1-二甲基乙基)-1H-吡唑與3.0mL之DMF混合物中,在室溫下攪拌30分鐘。在冰冷下,將250mg之3-溴-1-(3,5-二甲基苯基)吡咯啶-2-酮(以下記載為中間物A)添加該混合物中,室溫下攪拌30分鐘。在所得混合物中添加水並以MTBE萃取。將所得有機層以1N氯化氫水、水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析(己烷:乙酸乙酯=1:1),得到150mg之下式所示之本發明化合物7。
本發明化合物7:1H-NMR(CDCl3)δ:7.48(1H,d),7.28(2H,s),6.84(1H,s),6.15(1H,d),5.02(1H,t),4.05-4.02(1H,m),3.89-3.86(1H,m),2.81-2.68(2H,m),2.33(6H,s),1.29(9H,s).
製造例2
將500mg之本發明化合物1、240mg之1-環戊烯基硼酸、90mg之[1,1'-雙(二苯基膦基)二茂鐵]鈀(II)二氯化物、430mg之碳酸鉀、6.0mL之1,4-二噁烷及1.5mL之水的混合物在回流下攪拌8小時。將所得混合物冷卻至室溫後,添加飽和氯化銨水並以MTBE萃取。將所得有機層依序以水及飽和食鹽水洗淨,再以無水硫
酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析(乙酸乙酯:己烷=1:1),得到329mg之下式所示之本發明化合物。
本發明化合物50:1H-NMR(CDCl3)δ:7.54(1H,d),7.29(2H,s),6.84(1H,s),6.37(1H,d),6.14(1H,t),5.06(1H,t),4.04-4.01(1H,m),3.93-3.87(1H,m),2.85-2.81(1H,m),2.77-2.70(3H,m),2.50-2.48(2H,m),2.33(6H,s),1.98(2H,m).
製造例3
在氫環境下,將240mg之本發明化合物50、50mg之鈀-碳(鈀10%、55%濕品)及7.0mL之乙醇的混合物於室溫下攪拌5小時。將混合物過濾並將所得的有機層在減壓下濃縮。將所得殘渣進行矽膠管柱層析(乙酸乙酯:己烷=1:1),得到220mg之下式所示之本發明化合物54。
本發明化合物54:1H-NMR(CDCl3)δ:7.51(1H,d),7.28(2H,s),6.84(1H,s),6.12(1H,d),5.02(1H,t),4.02-3.98(1H,m),3.91-3.87(1H,m),3.14-3.06(1H,m),2.85-2.78(1H,m),2.76-2.68(1H,m),2.32(6H,s),2.06-2.04(2H,m),1.74-1.73(2H,m),1.70-1.59(4H,m).
製造例4
在冰冷下,將587mg之60%氫化鈉(油狀)添加至1.8g之3-(1,1-二甲基乙基)-1H-吡唑與40mL之DMF的混合物中,在冰冷下攪拌30分鐘。在冰冷下將3.5g
之中間物B添加至該混合物中,在室溫下攪拌30分鐘。在所得混合物中添加水並以MTBE萃取。將所得有機層以1N氯化氫水、水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析,得到2.2g之本發明化合物26。
本發明化合物26:1H-NMR(CDCl3)δ:7.47(1H,d),7.29(2H,d),6.15(1H,d),5.00(1H,t),4.02-3.99(1H,m),3.86-3.83(1H,m),2.81-2.66(2H,m),2.26(6H,d),1.29(9H,s).
製造例5
依據製造例4記載之方法等,使用190mg之中間物C取代中間物B,得到152mg之本發明化合物26。
製造例6
將150mg之中間物D與300mg之二甲苯的混合物在加熱回流下攪拌8小時。將所得混合物冷卻至室溫後,進行矽膠管柱層析,得到59mg之本發明化合物26。
製造例7
在冰冷下,將18mg之60%氫化鈉(油狀)添加至165mg之中間物E與1.8mL之DMF的混合物中,在室溫下攪拌1小時。在所得混合物中添加水並以MTBE萃取。將所得有機層以水及飽和食鹽水洗淨並以無水硫酸鎂乾燥,在減壓下濃縮。將所得殘渣進行矽膠管柱層析,得到11mg之本發明化合物26。
製造例8
將41mg之5-溴-2-氟-1,3-二甲基苯、1.4mL之二甲苯、38mg之3-(3-(第三丁基)-1H-吡唑-1-基)吡咯啶-2-酮(中間物F)、4mg之碘化銅(I)、55mg之碳酸鉀及44mg之N,N,N'-三甲基乙二胺的混合物在回流下攪拌7小時。將所得混合物以液相層析進行分析之結果,確認以15%的產率生成本發明化合物26。液相層析(以下記載為LC)之條件係如下述。
[LC條件]
管柱:X-Bridge(註冊商標)C18,內徑4.6mm,長度150mm,粒徑3.5μm(Waters公司製造)
烘箱溫度:40℃
UV測定波長:210nm
移動相:A液:0.1%磷酸水溶液、B液:乙腈
流速:1.0mL/分鐘
泵:LC-10AD(島津製作所製造)
梯度條件:以[表LC1]中記載之濃度梯度進行輸液。
製造例9
將消旋體之本發明化合物26進行掌性管柱層析,分離為屬於各自的鏡像異構物之本發明化合物26A及本發明化合物26B。
[管柱層析條件]
管柱:CHIRALFLASE(註冊商標)IA、內徑30mm、長度100mm、粒徑20μm(Daicel股份有限公司製造)
UV測定波長:254nm
移動相:己烷:乙醇=90:10
流速:7.0mL/分鐘
泵:EPCLC-W-Prep 2XY No.580D(山善股份有限公司製造)
本發明化合物26A:1H-NMR(CDCl3)δ:7.47(1H,d),7.29(2H,d),6.15(1H,d),5.00(1H,t),4.02-3.99(1H,m),3.86-3.83(1H,m),2.81-2.66(2H,m),2.26(6H,d),1.29(9H,s),[α]D25.5=+41.2(CHCl3,c=1.0g‧mL-1)
本發明化合物26B:1H-NMR(CDCl3)δ:7.47(1H,d),7.29(2H,d),6.15(1H,d),5.00(1H,t),4.02-3.99(1H,m),3.86-3.83(1H,m),2.81-2.66(2H,m),2.26(6H,d),1.29(9H,s),[α]D 25.5=-33.5(CHCl3,c=1.0g‧mL-1)
製造例10
將依據製造法或製造例所記載之方法等製造的化合物及其物性值呈示如下。
式(A-1)所示之化合物中,R1、R2、R3、X及Y之組合為[表2A]至[表4A]中記載的任一組合之化合物。
[表2A]至[表4A]中記載之Comp係指本發明化合物編號。
X表示[表1A]中記載之取代基編號1至167之任一者。
例如,[表2A]中記載之Comp(本發明化合物編號)為7之化合物,亦即,本發明化合物7係指X為[表1A]中記載之取代基編號33之基,R1、R2、R3、及Y分別為氫原子之化合物。本發明化合物7具體係下述結構之化合物。
本發明化合物1:1H-NMR(CDCl3)δ:7.49(1H,d),7.26(2H,s),6.85(1H,s),6.48(1H,d),5.05(1H,t),4.03-3.99(1H,m),3.94-3.88(1H,m),2.90-2.85(1H,m),2.78-2.70(1H,m),2.32(6H,s).
本發明化合物2:1H-NMR(CDCl3)δ:7.51(1H,d),7.29(2H,s),6.84(1H,s),6.13(1H,d),5.02(1H,t),4.02-3.99(1H,m),3.91-3.88(1H,m),3.03-2.96(1H,m),2.83-2.71(2H,m),2.32(6H,s),1.27-1.25(6H,d).
本發明化合物3:1H-NMR(CDCl3)δ:7.51(1H,d),7.28(2H,s),6.83(1H,s),6.09(1H,d),5.02(1H,t),4.01-3.98(1H,m),3.91-3.88(1H,m),2.85-2.68(2H,m),2.51(2H,brd),2.32(6H,s),1.97-1.86(1H,m),0.93(6H,d).
本發明化合物4:1H-NMR(CDCl3)δ:7.51(1H,t),7.28(2H,brs),6.84(1H,s),6.10(1H,d),5.03(1H,t),4.02-3.99(1H,m),3.92-3.86(1H,m),2.89-2.68(3H,m),2.32(6H,s),1.53-1.44(2H,m),1.38-1.25(2H,m),1.23(3H,d),0.88(3H,t).
本發明化合物5:1H-NMR(CDCl3)δ:7.52(1H,d),7.27(2H,s),6.84(1H,s),6.07(1H,d),5.04(1H,t),4.01-3.98(1H,m),3.90-3.86(1H,m),2.81-2.68(2H,m),2.54-2.52(1H,m),2.32(6H,s),1.71-1.61(2H,m),1.60-1.50(2H,m),0.83(6H,t).
本發明化合物6:1H-NMR(CDCl3)δ:7.51(1H,d),7.27(2H,s),6.83(1H,s),6.06(1H,d),5.02(1H,t),4.01-3.98(1H,m),3.89-3.86(1H,m),2.77-2.67(3H,m),2.32(6H,s),1.60-1.47(4H,m),1.27-1.20(4H,m),0.86-0.84(6H,m).
本發明化合物8:1H-NMR(CDCl3)δ:7.50(1H,d),7.27(2H,s),6.83(1H,s),6.08(1H,d),5.03(1H,t),4.01-3.99(1H,m),3.91-3.87(1H,m),2.83-2.69(2H,m),2.54-2.50(2H,m),2.32(6H,s),0.93(9H,s).
本發明化合物9:1H-NMR(CDCl3)δ:7.49(1H,d),7.28(2H,s),6.84(1H,s),6.12(1H,d),5.03(1H,t),4.05-4.02(1H,m),3.89-3.86(1H,m),2.75-2.69(2H,m),2.33(6H,s),1.60(2H,q),1.25(6H,s),0.76(3H,t).
本發明化合物10:1H-NMR(CDCl3)δ:7.49(1H,d),7.27(2H,s),6.84(1H,s),6.09(1H,d),5.02(1H,t),4.05-4.02(1H,m),3.88-3.85(1H,m),2.72-2.68(2H,m),2.32(6H,s),1.73-1.62(2H,m),1.58-1.53(2H,m),1.20(3H,s),0.74(6H,t).
本發明化合物11:1H-NMR(CDCl3)δ:7.57(1H,d),7.28(2H,s),6.85(1H,brd),6.36(1H,d),5.05(1H,t),4.05-4.02(1H,m),3.93-3.87(1H,m),2.86-2.79(1H,m),2.75-2.71(1H,m),2.33(6H,s),1.74(6H,d).
本發明化合物12:1H-NMR(CDCl3)δ:7.53(1H,d),7.27(2H,s),6.85(1H,s),6.20(1H,d),5.01(1H,t),4.06-4.03(1H,m),3.90-3.87(1H,m),3.72(1H,d),3.67(1H,d),2.83-2.66(2H,m),2.33(6H,s),1.39(6H,s).
本發明化合物13:1H-NMR(CDCl3)δ:7.48(1H,d),7.28(2H,s),6.83(1H,s),5.92(1H,d),4.98(1H,t),4.01-3.99(1H,m),3.91-3.88(1H,m),2.85-2.80(1H,m),2.75-2.66(1H,m),2.32(6H,s),1.99-1.92(1H,m),0.92-0.88(2H,m),0.71-0.69(2H,m).
本發明化合物14:1H-NMR(CDCl3)δ:7.47(1H,d),7.28(2H,s),6.84(1H,s),6.04(1H,d),4.99(1H,t),4.02-4.00(1H,m),3.91-3.85(1H,m),2.81-2.77(1H,m),2.72-2.67(1H,m),2.32(6H,s),1.43(3H,s),0.97-0.93(2H,m),0.72-0.68(2H,m).
本發明化合物15:1H-NMR(CDCl3)δ:7.51(0.5H,d),7.49(0.5H,d),7.27(2H,d),6.83(1H,s),6.04(0.5H,d),6.01(0.5H,d),5.01(0.5H,t),4.99(0.5H,t),4.01-3.99(1H,m),3.91-3.87(1H,m),2.82-2.78(1H,m),2.74-2.66(1H,m),2.32(6H,s),1.84-1.78(1H,m),1.18(3H,s),0.94(1.5H,s),0.93(1.5H,s),0.82-0.78(2H,m).
本發明化合物16:1H-NMR(CDCl3)δ:7.49(1H,d),7.26(2H,s),6.83(1H,s),6.07(1H,d),4.99(1H,t),4.04-4.01(1H,m),3.90-3.86(1H,m),2.82-2.65(2H,m),2.32(6H,s),1.45(1H,s),1.21(6H,s),1.06(6H,s),1.05(6H,s).
本發明化合物17:1H-NMR(CDCl3)δ:7.53(1H,d),7.28(2H,s),6.83(1H,s),6.22(1H,d),5.02(1H,t),4.01-3.98(1H,m),3.91-3.88(1H,m),3.61-3.53(1H,m),2.86-2.78(1H,m),2.76-2.67(1H,m),2.34(6H,s),2.39-2.29(2H,m),2.25-2.13(2H,m),2.05-1.83(2H,m).
本發明化合物18:1H-NMR(CDCl3)δ:7.50(1H,d),7.29(2H,s),6.84(1H,s),6.16(1H,d),5.05(1H,t),4.04-4.01(1H,m),3.90-3.87(1H,m),2.83-2.68(2H,m),2.47-2.42(2H,m),2.33(6H,s),2.05-1.85(4H,m),1.50(3H,s).
本發明化合物19:1H-NMR(CDCl3)δ:7.48(1H,d),7.28(2H,s),6.84(1H,s),6.14(1H,d),5.02(1H,t),4.05-4.02(1H,m),3.89-3.86(1H,m),2.80-2.67(2H,m),2.33(6H,s),2.03-2.01(2H,m),1.71-1.69(4H,m),1.64-1.61(2H,m),1.31(3H,s).
本發明化合物20:1H-NMR(CDCl3)δ:7.48(1H,d),7.27(2H,d),6.49(1H,d),5.04(1H,t),4.00-3.97(1H,m),3.91-3.87(1H,m),2.91-2.86(1H,m),2.78-2.70(1H,m),2.26(6H,d).
本發明化合物21:1H-NMR(CDCl3)δ:7.50(1H,d),7.29(2H,d),6.13(1H,d),5.01(1H,t),3.99-3.96(1H,m),3.88-3.85(1H,m),3.00-2.97(1H,m),2.86-2.78(1H,m),2.76-2.67(1H,m),2.26(6H,d),1.26(6H,d).
本發明化合物22:1H-NMR(CDCl3)δ:7.51(1H,d),7.29(2H,d),6.09(1H,d),5.01(1H,t),3.98-3.95(1H,m),3.89-3.85(1H,m),2.86-2.78(1H,m),2.76-2.68(1H,m),2.50(2H,brd),2.26(6H,d),1.96-1.86(1H,m),0.95-0.91(6H,d).
本發明化合物23:1H-NMR(CDCl3)δ:7.50(1H,t),7.28(2H,m),6.10(1H,d),5.01(1H,t),3.99-3.96(1H,m),3.88-3.84(1H,m),2.89-2.67(3H,m),2.26(6H,d),1.50-1.47(2H,m),1.36-1.25(2H,m),1.23(3H,d),0.88(3H,t).
本發明化合物24:1H-NMR(CDCl3)δ:7.52(1H,d),7.28(2H,d),6.07(1H,d),5.02(1H,t),3.98-3.96(1H,m),3.87-3.84(1H,m),2.82-2.68(2H,m),2.54-2.52(1H,m),2.26(6H,d),1.71-1.50(4H,m),0.83(6H,t).
本發明化合物25:1H-NMR(CDCl3)δ:7.50(1H,d),7.28(2H,d),6.06(1H,d),5.01(1H,t),3.99-3.96(1H,m),3.87-3.83(1H,m),2.80-2.67(3H,m),2.26(6H,d),1.61-1.46(4H,m),1.27-1.22(4H,m),0.86-0.84(6H,m).
本發明化合物27:1H-NMR(CDCl3)δ:7.50(1H,d),7.28(2H,d),6.08(1H,d),5.01(1H,t),3.99-3.96(1H,m),3.88-3.85(1H,m),2.82-2.68(2H,m),2.54-2.50(2H,m),2.26(6H,d),0.93(9H,s).
本發明化合物28:1H-NMR(CDCl3)δ:7.48(1H,d),7.28(2H,d),6.12(1H,d),5.00(1H,t),4.02-4.00(1H,m),3.86-3.83(1H,m),2.78-2.65(2H,m),2.26(6H,d),1.60(2H,q),1.25(6H,s),0.75(3H,t).
本發明化合物29:1H-NMR(CDCl3)δ:7.48(1H,d),7.27(2H,d),6.09(1H,d),5.01(1H,t),4.04-3.98(1H,m),3.87-3.81(1H,m),2.72-2.68(2H,m),2.26(6H,d),1.70-1.65(2H,m),1.62-1.52(2H,m),1.20(3H,s),0.74(6H,t).
本發明化合物30:1H-NMR(CDCl3)δ:7.52(1H,d),7.28(2H,d),6.20(1H,d),4.99(1H,t),4.03-4.01(1H,m),3.88-3.84(1H,m),3.72(1H,d),3.67(1H,d),2.82-2.66(2H,m),2.27(6H,d),1.39(6H,s).
本發明化合物31:1H-NMR(CDCl3)δ:7.47(1H,d),7.29(2H,d),5.92(1H,d),4.97(1H,t),3.98-3.96(1H,m),3.90-3.84(1H,m),2.86-2.81(1H,m),2.72-2.68(1H,m),2.26(6H,d),1.99-1.92(1H,m),0.93-0.88(2H,m),0.71-0.70(2H,m).
本發明化合物32:1H-NMR(CDCl3)δ:7.47(1H,d),7.28(2H,d),6.04(1H,d),4.97(1H,t),4.00-3.97(1H,m),3.86-3.84(1H,m),2.83-2.76(1H,m),2.74-2.64(1H,m),2.26(6H,d),1.43(3H,s),0.96-0.94(2H,m),0.70(2H,m).
本發明化合物33:1H-NMR(CDCl3)δ:7.50(0.5H,d),7.48(0.5H,d),7.29(2H,d),6.04(0.5H,d),6.01(0.5H,d),4.99(0.5H,t),4.98(0.5H,d),3.98-3.96(1H,m),3.88-3.85(1H,m),2.83-2.80(1H,m),2.75-2.67(1H,m),2.26(6H,s),1.84-1.78(1H,m),1.18(3H,s),0.94(1.5H,s),0.93(1.5H,s),0.83-0.80(2H,m).
本發明化合物34:1H-NMR(CDCl3)δ:7.52(1H,d),7.29(2H,d),6.22(1H,d),5.01(1H,t),3.98-3.95(1H,m),3.88-3.85(1H,m),3.61-3.52(1H,m),2.85-2.81(1H,m),2.77-2.67(1H,m),2.37-2.29(2H,m),2.28-2.24(6H,d),2.23-2.13(2H,m),2.04-1.93(1H,m),1.92-1.83(1H,m).
本發明化合物35:1H-NMR(CDCl3)δ:7.50(1H,d),7.29(2H,d),6.16(1H,d),5.03(1H,t),4.02-3.99(1H,m),3.88-3.84(1H,m),2.84-2.68(2H,m),2.46-2.43(2H,m),2.26(6H,d),2.05-1.85(4H,m),1.50(3H,s).
本發明化合物36:1H-NMR(CDCl3)δ:7.50(1H,d),7.40(2H,s),6.09(1H,d),5.01(1H,t),3.99-3.97(1H,m),3.87-3.84(1H,m),2.88-2.68(2H,m),2.51(2H,brd),2.38(6H,s),1.96-1.86(1H,m),0.93(6H,d).
本發明化合物37:1H-NMR(CDCl3)δ:7.51(1H,d),7.40(2H,s),6.07(1H,d),5.02(1H,t),4.01-3.97(1H,m),3.90-3.82(1H,m),2.84-2.69(2H,m),2.55-2.51(1H,m),2.38(6H,s),1.72-1.50(4H,m),0.83(6H,t).
本發明化合物38:1H-NMR(CDCl3)δ:7.47(1H,d),7.41(2H,S),6.15(1H,d),5.01(1H,t),4.04-4.01(1H,m),3.88-3.85(1H,m),2.83-2.67(2H,m),2.38(6H,s),1.29(9H,s).
本發明化合物39:1H-NMR(CDCl3)δ:7.48(1H,d),7.40(2H,s),6.12(1H,d),5.01(1H,t),4.04-4.01(1H,m),3.89-3.80(1H,m),2.81-2.66(2H,m),2.38(6H,s),1.60(2H,q),1.25(6H,s),0.75(3H,t).
本發明化合物40:1H-NMR(CDCl3)δ:7.48(1H,d),7.39(2H,s),6.10(1H,d),5.01(1H,t),4.04-4.02(1H,m),3.87-3.84(1H,m),2.76-2.67(2H,m),2.38(6H,s),1.72-1.49(4H,m),1.20(3H,s),0.73(6H,m).
本發明化合物41:1H-NMR(CDCl3)δ:7.49(1H,d),7.41(2H,s),6.16(1H,d),5.03(1H,t),4.03-4.01(1H,m),3.88-3.83(1H,m),2.86-2.79(1H,m),2.77-2.68(1H,m),2.47-2.42(2H,m),2.39(6H,S),2.07-1.85(4H,m),1.49(3H,s).
本發明化合物42:1H-NMR(CDCl3)δ:7.50(1H,d),7.41(2H,s),6.09(1H,d),5.01(1H,t),3.99-3.97(1H,m),3.90-3.86(1H,m),2.88-2.68(2H,m),2.51-2.50(2H,m),2.41(6H,s),1.96-1.86(1H,m),0.93(6H,d).
本發明化合物43:1H-NMR(CDCl3)δ:7.51(1H,d),7.40(2H,s),6.07(1H,d),5.02(1H,t),4.00-3.98(1H,m),3.87-3.84(1H,m),2.85-2.69(2H,m),2.62-2.49(1H,m),2.42(6H,s),1.71-1.50(4H,m),0.83(6H,t).
本發明化合物44:1H-NMR(CDCl3)δ:7.47(1H,d),7.41(2H,s),6.15(1H,d),5.01(1H,t),4.04-4.01(1H,m),3.88-3.85(1H,m),2.84-2.67(2H,m),2.42(6H,s),1.30-1.28(9H,m).
本發明化合物45:1H-NMR(CDCl3)δ:7.48(1H,d),7.40(2H,s),6.12(1H,d),5.01(1H,t),4.04-4.02(1H,m),3.87-3.84(1H,m),2.81-2.66(2H,m),2.42(6H,s),1.60(2H,q),1.25(6H,s),0.75(3H,t).
本發明化合物46:1H-NMR(CDCl3)δ:7.48(1H,d),7.40(2H,s),6.10(1H,d),5.01(1H,t),4.05-4.02(1H,m),3.87-3.84(1H,m),2.75-2.69(2H,m),2.42(6H,s),1.72-1.61(2H,m),1.60-1.50(2H,m),1.20(3H,s),0.74-0.72(6H,m).
本發明化合物47:1H-NMR(CDCl3)δ:7.51(1H,d),7.27(2H,s),6.06(1H,d),5.02(1H,t),3.99-3.97(1H,m),3.88-3.84(1H,m),2.72-2.70(3H,m),2.29(6H,s),2.15(3H,s),1.61-1.47(4H,m),1.30-1.17(4H,m),0.86-0.84(6H,m).
本發明化合物48:1H-NMR(CDCl3)δ:7.48(1H,d),7.29(2H,s),6.14(1H,d),5.02(1H,t),4.03-4.00(1H,m),3.88-3.84(1H,m),2.79-2.67(2H,m),2.29(6H,s),2.15(3H,s),1.29(9H,s).
本發明化合物49:1H-NMR(CDCl3)δ:7.48(1H,d),7.29(2H,s),6.15(1H,d),5.01(1H,t),4.02-4.00(1H,m),3.87-3.83(1H,m),3.70(3H,s),2.76-2.69(2H,m),2.29(6H,s),1.29(9H,s).
本發明化合物51:1H-NMR(CDCl3)δ:7.53(1H,d),7.28(2H,s),6.84(1H,s),6.34(1H,d),6.31-6.30(1H,m),5.03(1H,t),4.04-4.01(1H,m),3.91-3.88(1H,m),2.84-2.80(1H,m),2.76-2.67(1H,m),2.45-2.42(2H,m),2.32(6H,s),2.19-2.18(2H,m),1.75-1.72(2H,m),1.66-1.63(2H,m).
本發明化合物52:1H-NMR(CDCl3)δ:7.54(1H,d),7.29(2H,d),6.37(1H,d),6.14(1H,t),5.04(1H,t),4.01-3.99(1H,m),3.89-3.86(1H,m),2.84-2.79(1H,m),2.74-2.70(3H,m),2.50-2.48(2H,m),2.26(6H,d),1.98(2H,m).
本發明化合物53:1H-NMR(CDCl3)δ:7.52(1H,d),7.29(2H,d),6.34(1H,d),6.31-6.30(1H,m),5.01(1H,t),4.02-3.98(1H,m),3.89-3.85(1H,m),2.85-2.80(1H,m),2.75-2.67(1H,m),2.45-2.42(2H,m),2.26(6H,d),2.20-2.16(2H,m),1.74-1.72(2H,m),1.68-1.60(2H,m).
本發明化合物55:1H-NMR(CDCl3)δ:7.50(1H,d),7.28(2H,s),6.83(1H,s),6.11(1H,d),5.02(1H,t),4.01-3.98(1H,m),3.91-3.87(1H,m),2.85-2.77(1H,m),2.76-2.62(2H,m),2.32(6H,s),1.98(2H,M),1.80-1.78(2H,m),1.71-1.70(1H,m),1.45-1.31(4H,m),1.26-1.21(1H,m).
本發明化合物56:1H-NMR(CDCl3)δ:7.50(1H,d),7.29(2H,d),6.12(1H,d),5.00(1H,t),3.98-3.96(1H,m),3.88-3.85(1H,m),3.14-3.06(1H,m),2.86-2.79(1H,m),2.77-2.67(1H,m),2.26(6H,d),2.07-2.02(2H,m),1.74-1.73(2H,m),1.68-1.61(2H,m).
本發明化合物57:1H-NMR(CDCl3)δ:7.50(1H,d),7.29(2H,d),6.11(1H,d),5.01(1H,t),3.98-3.95(1H,m),3.89-3.83(1H,m),2.86-2.78(1H,m),2.76-2.63(2H,m),2.26(6H,d),2.02-1.94(2H,m),1.83-1.75(2H,m),1.70(1H,brd),1.47-1.30(4H,m),1.22-1.20(1H,m).
依據上述製造法及製造例所製造的本發明化合物之例呈示於下。
式(I)所示之化合物中,R1、R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX1)。
式(I)所示之化合物中,R1為氟原子,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX2)。
式(I)所示之化合物中,R1為氯原子,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX3)。
式(I)所示之化合物中,R1為溴原子,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX4)。
式(I)所示之化合物中,R1為碘原子,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX5)。
式(I)所示之化合物中,R1為氰基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX6)。
式(I)所示之化合物中,R1為硝基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX7)。
式(I)所示之化合物中,R1為甲基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX8)。
式(I)所示之化合物中,R1為二氟甲基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX9)。
式(I)所示之化合物中,R1為三氟甲基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX10)。
式(I)所示之化合物中,R1為乙烯基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX11)。
式(I)所示之化合物中,R1為乙炔基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX12)。
式(I)所示之化合物中,R1為甲氧基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX13)。
式(I)所示之化合物中,R1為二氟甲氧基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX14)。
式(I)所示之化合物中,R1為三氟甲氧基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX15)。
式(I)所示之化合物中,R1為甲硫基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX16)。
式(I)所示之化合物中,R1為三氟甲基甲硫基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX17)。
式(I)所示之化合物中,R1為甲基亞碸基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX18)。
式(I)所示之化合物中,R1為三氟甲基甲基亞碸基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX19)。
式(I)所示之化合物中,R1為甲基磺醯基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX20)。
式(I)所示之化合物中,R1為三氟甲磺醯基,R2、R3及Y分別為氫原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX21)。
式(I)所示之化合物中,R1、R2及R3分別為氫原子,Y為氟原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX22)。
式(I)所示之化合物中,R1、R2及R3分別為氫原子,Y為氯原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX23)。
式(I)所示之化合物中,R1、R2及R3分別為氫原子,Y為溴原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX24)。
式(I)所示之化合物中,R1、R2及R3分別為氫原子,Y為碘原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX25)。
式(I)所示之化合物中,R1、R2及R3分別為氫原子,Y為甲基,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX26)。
式(I)所示之化合物中,R1為氟原子,R2及R3分別為氫原子,Y為氟原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX27)。
式(I)所示之化合物中,R1為氟原子,R2及R3分別為氫原子,Y為氯原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX28)。
式(I)所示之化合物中,R1為氟原子,R2及R3分別為氫原子,Y為溴原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX29)。
式(I)所示之化合物中,R1為氟原子,R2及R3分別為氫原子,Y為碘原子,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX30)。
式(I)所示之化合物中,R1為氟原子,R2及R3分別為氫原子,Y為甲基,X為[表1A]中記載之任一者的化合物(以下記載為化合物群SX31)。
接著,呈示本發明化合物之製劑例。此外,份表示重量份。再者,本發明化合物S表示化合物群SX1至SX31中記載之化合物。
製劑例1
藉由將35份之聚氧伸乙基烷基醚硫酸銨鹽與氧化矽的混合物(重量比1:1)、10份之本發明化合物S的任一者以及55份之水混合,以濕式粉碎法進行微粉碎而得製劑。
製劑例2
藉由將50份之本發明化合物S的任一者、3份之木質素磺酸鈣、2份之月桂基硫酸鈉以及45份之氧化矽進行粉碎混合而得製劑。
製劑例3
藉由將5份之本發明化合物S的任一者、9份之聚氧伸乙基苯乙烯基苯基醚、5份之聚氧伸乙基癸基醚(環氧乙烷加成數:5)、6份之十二烷基苯磺酸鈣以及75份之二甲苯混合而得製劑。
製劑例4
藉由將2份之本發明化合物S的任一者、1份之氧化矽、2份之木質素磺酸鈣、30份之膨潤土以及65份之高嶺土粉碎混合,添加適量水並加以揉捏,再用造粒機造粒後乾燥而得製劑。
製劑例5
藉由將10份之本發明化合物S的任一者、與18份之苯甲醇與9份之DMSO的混合物混合,並在此添加6.3份之GERONOL(註冊商標)TE250、2.7份之Ethylan(註冊商標)NS-500LQ以及54份之溶劑石腦油加以混合而得製劑。
製劑例6
藉由將0.1份之本發明化合物S的任一者及39.9份之煤油混合溶解後裝入氣霧劑容器中,再填入60份之液化石油氣(丙烷、丁烷及異丁烷之混合物;飽和蒸氣壓:0.47MPa(25℃))而得製劑。
製劑例7
藉由將0.2份之本發明化合物S的任一者、50份之除蟲菊浸膏粉、30份之香粉及19.8份之木粉混合,添加適量水並加以揉捏後,以擠壓機擠出成板狀片,再用沖孔機作成螺旋狀而得製劑。
接著,以試驗例呈示本發明化合物之除草效力。下述試驗例中,除草效力之評估係將調查時供試雜草的萌芽或生長狀態與未處理區相比完全沒有或幾乎沒有差異者設為「0」,供試雜草完全枯死、或完全抑制萌芽或生長者設為「10」,將其區分成0至10。
未處理區係指除了不使用供試化合物以外,其餘進行與處理區相同的操作之區。
試驗法1對水田雜草的除草效力試驗
將稻稗(Echinochloa oryzicola)播種在填充了經蒸氣殺菌的土壤之直徑9cm、深10cm的罐中,並在溫室內培育至單葉期。接著,將預定量的供試化合物溶解於1mL之含有2%鋪展劑的DMF溶液中,在此添加18mL之水而調製稀釋液。將該稀釋液以成為預定處理量之方式均勻地撒在罐中。隔天淹至3cm後,將植物在溫室中培育20天並評估除草效力。
試驗例1-1
將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法1進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:1、2、3、4、5、6、7、8、9、10、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、26A、26B、27、28、29、30、31、
32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、52、54、55、56、57
試驗例1-2
使用千金子(Leptochloa chinensis)取代稻稗,並將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法1進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:2、3、4、5、6、7、8、9、10、12、13、14、15、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、54、55、56、57
試驗例1-3
使用陌上草(Lindernia procumbens)取代稻稗,並將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法1進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:1、2、3、4、5、6、7、8、9、10、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、26A、26B、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、52、53、54、55、56、57
試驗例1-4
使用螢藺(Schoenoplectiella juncoides)取代稻稱,並將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法1進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:2、3、4、5、7、8、9、10、12、13、14、15、17、18、19、20、21、22、23、24、26、26A、27、28、30、31、32、33、34、35、37、48、54、56、57
試驗法2針對水田雜草的除草效力試驗
在1/10000的白罐中填充經蒸氣殺菌之水田土壤,於此添加水並進行耖田(puddling),播種稻稗(Echinochloa oryzicola),並在溫室內培育至二葉期。接著,將預定量的供試化合物溶解於2mL之包含2%鋪展劑的丙酮溶液中,在此中以使丙酮濃度達到20容積%之方式添加水而調製稀釋液。將罐淹至3至5cm,以始該稀釋液成為預定處理量之方式滴入罐的水面。然後,將植物在溫室中培育21至28天並評估除草效力。
試驗例2-1
將預定量設為2mg(處理量125g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法2進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:2、3、4、5、6、7、8、9、10、12、13、14、17、18、19、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、41、43、54、55、56、57
試驗例2-2
使用鴨舌草(Monochoria vaginalis)取代稻稗,並將預定量設為2mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法2進行試驗,其除草效力為9以上。
試驗例2-3
使用陌上草(Lindernia procumbens)取代稻稗,並將預定量設為2mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法2進行試驗,其除草效力為9以上。
試驗例2-4
使用矮慈菇(Sagittaria pygmaea)取代稻稗,並將預定量設為2mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法2進行試驗,其除草效力為9以上。
試驗例2-5
使用螢藺(Schoenoplectiella juncoides)取代稻稗,並將預定量設為2mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法2進行試驗,其除草效力為9以上。
試驗法3針對農田萌芽前土壤處理試驗
將經蒸氣殺菌之市售盆栽土填滿罐中,在此播撒稗(Echinochloa crus-galli)種子並覆蓋約0.5cm的土壤。接著,將預定量的供試化合物溶解於1mL之包含2%鋪展劑的DMF溶液中,在此添加18mL之水而調製稀釋液。將以使該稀釋液成為預定處理量之方式均勻地撒在土壤上。然後,將植物在溫室中培育21天並評估除草效力。
試驗例3-1
將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法3進行試驗之結果,下述記載之本發明化合物的除草效力為9以上。
本發明化合物:2、3、4、5、6、7、8、9、10、12、13、14、15、17、18、19、20、21、22、23、24、25、26、26A、27、28、29、30、31、32、33、34、35、36、37、39、41、42、44、45、48、54、55、56、57
試驗例3-2
使用多花黑麥草(Lolium multiflorum)取代稗,並將預定量設為19mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法3進行試驗,其除草效力為9以上。
試驗例3-3
使用水麻(Amaranthus tuberculatus)取代稗,並將預定量設為19mg(處理量1,000g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法3進行試驗,其除草效力為9以上。
本發明化合物:1、2、3、4、5、6、7、8、9、10、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、26A、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、52、53、54、55、56、57
試驗例3-4
使用茼麻(Abutilon theophrasti)取代稗,並將預定量設為19mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法3進行試驗,其除草效力為9以上。
試驗法4針對農田萌芽前土壤處理試驗
將經蒸氣殺菌之市售盆栽土填滿罐中,在此播撒長芒莧(Amaranthus palmeri)種子並覆蓋約0.5cm的土壤。接著,將預定量的供試化合物溶解於0.95mL之包
含2%鋪展劑的DMF溶液中,在此添加8.5mL之水而調製稀釋液。以使該稀釋液成為預定處理量之方式均勻地撒在土壤上。然後,將植物在溫室中培育21天並評估除草效力。
試驗例4-1
將預定量設為2.375mg(處理量125g/10,000m2),使用下述本發明化合物作為供試化合物並按照試驗法4進行試驗之結果,下述記載之本發明化合物的除草效力均為9以上。
本發明化合物:1、2、3、4、5、6、7、8、9、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、38、40、44、45、48、54、56、57
試驗例4-2
使用地膚(Kochia scoparia)取代長芒莧,並將預定量設為19mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法4進行試驗,其除草效力為9以上。
試驗例4-3
使用水麻(Amaranthus tuberculatus)取代長芒莧,並將預定量設為19mg(處理量1,000g/10,000m2),使用本發明化合物作為供試化合物並按照試驗法4進行試驗,其除草效力為9以上。
試驗例5
分別將WO2007/026834中記載的下式化合物(以下記載為比較化合物A)、本發明化合物7以及本發明化合物26供給至與試驗例2-1相同之試驗(處理量16g/10,000m2)並將結果呈示於[表5A]。
試驗例6
分別將比較化合物A、WO2002/44173中記載的下式化合物(以下記載為比較化合物B)、下式化合物(以下記載為比較化合物C)、本發明化合物7以及本發明化合物26供給至與試驗例2-2相同之試驗(處理量16g/10,000m2)並將結果呈示於[表5A]。
試驗例7
分別將比較化合物B、比較化合物C、本發明化合物7以及本發明化合物26供給至與試驗例2-3相同之試驗(處理量16g/10,000m2)並將結果呈示於[表5A]。
試驗例8
分別將比較化合物A、比較化合物B、比較化合物C、WO2002/44173中記載的下式化合物(以下記載為比較化合物D)、WO2002/44173中記載的下式化合
物(以下記載為比較化合物E)、本發明化合物7以及本發明化合物26供給至與試驗例2-4相同之試驗(處理量32g/10,000m2)並將結果呈示於[表5A]。
試驗例9
分別將比較化合物A、比較化合物B、比較化合物C、比較化合物D、比較化合物E、本發明化合物7以及本發明化合物26進行與試驗例2-5相同之試驗(處理量32g/10,000m2)並將結果呈示於[表5A]。
試驗例10
分別將比較化合物A、比較化合物B、比較化合物C、比較化合物D、比較化合物E、本發明化合物7以及本發明化合物26進行與試驗例4-1相同之試驗(處理量16g/10,000m2)並將結果呈示於[表5A]。
[產業上之可利用性]
本發明化合物係具有雜草防除效力。
Claims (15)
- 一種式(I)所示之化合物,式中,R1表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C6鏈式烴基、可具有1個以上鹵素原子的C3-C6脂環式烴基、OR4、或S(O)mR4,m表示0、1或2,R2及R3係相同或相異,表示氫原子、鹵素原子、氰基、或可具有1個以上鹵素原子的C1-C3烷基,R4表示可具有1個以上鹵素原子的C1-C6鏈式烴基、或可具有1個以上鹵素原子的C3-6脂環式烴基,X表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有獨立地選自由C1-C3烷基及鹵素原子所成群組中之1個以上的取代基之C3-C8脂環式烴基,Y表示氫原子、鹵素原子、氰基、硝基、或可具有1個以上鹵素原子的C1-C3鏈式烴基,Me表示甲基。
- 如請求項1所述之化合物,其中,R2及R3分別為氫原子。
- 如請求項1或2所述之化合物,其中,Y為氫原子。
- 如請求項1至3中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C1-C8烷基、可具有1個以上鹵素原子的C2-C8烯基、可具有1個以上鹵素原子的C2-C8炔基、可具有1個以上鹵素原子的C3-C8環烷基、或可具有1個以上鹵素原子的C3-C8環烯基。
- 如請求項1至3中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C1-C8烷基、或可具有1個以上鹵素原子的C3-C8環烷基。
- 如請求項1至3中任一項所述之化合物,其中,X為可具有1個以上鹵素原子的C3-C6烷基、或可具有1個以上鹵素原子的C3-C6環烷基。
- 如請求項1至6中任一項所述之化合物,其中,R1為氫原子、鹵素原子、或可具有1個以上鹵素原子的C1-C6鏈式烴基。
- 如請求項1至6中任一項所述之化合物,其中,R1為氫原子、或鹵素原子。
- 一種除草用組成物,其係含有請求項1至8中任一項所述之化合物、與惰性載體。
- 一種雜草的防除方法,其係包含對雜草或雜草生長的土壤施用請求項1至8中任一項所述之化合物之步驟。
- 一種請求項1至8中任一項所述之化合物之用途,其係用以防除雜草。
- 一種組成物,其係含有選自由下述群(d)及群(f)所成群組中之1個以上成分、以及請求項1至8中任一項所述之化合物,群(d):藥害減輕成分,群(f):除草活性成分。
- 一種式(II)所示之化合物,式中,R1表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C6鏈式烴基、可具有1個以上鹵素原子的C3-C6脂環式烴基、OR4、或S(O)mR4,m表示0、1或2,R2及R3係相同或相異,表示氫原子、鹵素原子、氰基、或可具有1個以上鹵素原子的C1-C3烷基,R4表示可具有1個以上鹵素原子的C1-C6鏈式烴基、或可具有1個以上鹵素原子的C3-6脂環式烴基,X表示氫原子、鹵素原子、氰基、硝基、可具有1個以上鹵素原子的C1-C8鏈式烴基、或可具有獨立地選自由C1-C3烷基及鹵素原子所成群組中之1個以上的取代基之C3-C8脂環式烴基,Y表示氫原子、鹵素原子、氰基、硝基、或可具有1個以上鹵素原子的C1-C3鏈式烴基,Me表示甲基,L表示鹵素原子、羥基、OR10、OC(O)R11、可具有1個以上鹵素原子的C1-C3烷基磺醯基氧基、或可具有C1-C3烷基的苯基磺醯基氧基,R10表示C1-C3烷基、或可具有1個以上選自群X的取代基之苄基,R11表示C1-C4烷基、或可具有1個以上選自群X的取代基之苯基,群X:由鹵素原子、可具有1個以上鹵素原子的C1-C3烷基、以及可具有1個以上鹵素原子的C1-C3烷氧基所成群組。
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