TW202330511A - 稠合雜環衍生物及含有其作為有效成分的除草劑 - Google Patents
稠合雜環衍生物及含有其作為有效成分的除草劑 Download PDFInfo
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- TW202330511A TW202330511A TW111147851A TW111147851A TW202330511A TW 202330511 A TW202330511 A TW 202330511A TW 111147851 A TW111147851 A TW 111147851A TW 111147851 A TW111147851 A TW 111147851A TW 202330511 A TW202330511 A TW 202330511A
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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Abstract
本發明提供一種新穎的稠合雜環衍生物或其農業上可接受的鹽、以及含有其作為有效成分的除草劑。本發明提供一種通式[I]所示之稠合雜環衍生物或其鹽、以及含有其作為有效成分的除草劑:
通式[I]中,Q表示Q-1、Q-2或Q-3,R
6表示氫原子、鹵素原子、C
1~C
6鹵烷基、氰基等,A
1表示N或C-R
7,R
7表示氫原子、鹵素原子或氰基。
Description
本發明係關於一種新穎的稠合雜環衍生物或其農業上可接受的鹽、含有該衍生物作為有效成分的除草劑。
以往,作為稠合雜環衍生物等,如下所示者已為人所知(例如,參照專利文獻1~5)。
專利文獻1、2中記載了一種具有除草效果的嘧啶氧基稠合雜環衍生物。
專利文獻3~5中記載了一種具有除草效果的吡啶-2-基氧基-3,4-二氫-2H-1,4-苯并噁嗪酮衍生物。
[先前技術文獻]
[專利文獻]
[專利文獻1]國際公開第2018/204164號公報
[專利文獻2]國際公開第2021/094416號公報
[專利文獻3]日本特開平03-193768號公報
[專利文獻4]日本特開平05-004977號公報
[專利文獻5]日本特開平06-316568號公報
[發明所欲解決之課題]
專利文獻1、2中所記載的化合物,其除草效果等並不充分。
專利文獻3~5中所記載的化合物,其吡啶-2-基氧基僅限定於3,4-二氫-2H-1,4-苯并噁嗪酮環的第6位或第7位。
在有用植物的栽培中,各種雜草的出現會對植物體、收穫物、生產物的生產效率造成嚴重影響。因此,為了防治該等雜草,要求創造出更低藥量而具有優異特性的除草劑。又,在化學物質的安全性、對環境的影響方面的要求逐漸變高,而期望開發更安全的除草劑。
本發明係鑒於上述情況而完成,其目的在於提供一種對有用植物無藥害,具有能夠以低藥量防治旱地、果樹園、水田、非農耕地等所出現之各種雜草之除草活性的化合物;以及提供含有該化合物的除草劑。
[解決課題之手段]
本案發明人等為了達成上述目的而合成大量的稠合雜環衍生物,並對其除草活性與有用性進行深入研究。結果發現藉由預先對植物施用下列通式[I]所示之稠合雜環衍生物(以下稱為「本發明化合物」),可長期防治各種雜草,不會對植物造成藥害而呈現顯著的除草效果,進一步繼續研究而完成本發明。
亦即,本發明之主旨為具有如下特徵。
(1)一種通式[I]所示之稠合雜環衍生物或其農業上可接受的鹽;
[化學式1]
通式[I]中,
Q表示Q-1、Q-2或Q-3,
[化學式2]
R
1表示氫原子、C
1~C
6烷基(該基可經R
10單取代或多取代)、C
2~C
6烯基(該基可經R
10單取代或多取代)、C
2~C
6炔基(該基可經R
10單取代或多取代)、C
3~C
6環烷基(該基可經R
10單取代或多取代)、苯基(該基可經R
11單取代或多取代)或雜芳基(該基可經R
11單取代或多取代),
R
10表示鹵素原子、C
1~C
6烷基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、苯甲醯基(該基可經R
11單取代或多取代)、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、吡咯啶-1-基羰基(該基可經R
11單取代或多取代)、哌啶-1-基羰基(該基可經R
11單取代或多取代)、羥基、C
1~C
6烷氧基、C
3~C
6烯氧基、C
3~C
6炔氧基、C
1~C
6鹵烷氧基、C
3~C
6環烷氧基、C
3~C
6鹵環烷氧基、C
3~C
6環烷基C
1~C
6烷氧基、C
3~C
6鹵環烷基C
1~C
6烷氧基、苯氧基(該基可經R
11單取代或多取代)、苯基C
1~C
6烷氧基(該苯基可經R
11單取代或多取代)、硫醇基、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、C
3~C
6環烷硫基、C
3~C
6環烷基亞磺醯基、C
3~C
6環烷基磺醯基、C
3~C
6鹵環烷硫基、C
3~C
6鹵環烷基亞磺醯基、C
3~C
6鹵環烷基磺醯基、C
3~C
6環烷基C
1~C
6烷硫基、C
3~C
6環烷基C
1~C
6烷基亞磺醯基、C
3~C
6環烷基C
1~C
6烷基磺醯基、C
3~C
6鹵環烷基C
1~C
6烷硫基、C
3~C
6鹵環烷基C
1~C
6烷基亞磺醯基、C
3~C
6鹵環烷基C
1~C
6烷基磺醯基、苯硫基(該基可經R
11單取代或多取代)、苯基亞磺醯基(該基可經R
11單取代或多取代)、苯基磺醯基(該基可經R
11單取代或多取代)、胺基、C
1~C
6烷基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基(該胺基可經R
14取代)、C
1~C
6烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基羰基胺基(該胺基可經R
14取代)、C
3~C
6環烷基羰基胺基(該胺基可經R
14取代)、苯基羰基氨基(該苯基可經R
11單取代或多取代,該胺基可經R
14取代)、C
1~C
6烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基胺基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基磺醯基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基磺醯基胺基(該胺基可經R
14取代)、C
3~C
6環烷基磺醯基胺基(該胺基可經R
14取代)、苯基磺醯基胺基(該苯基可經R
11單取代或多取代,該胺基可經R
14取代)、三(C
1~C
6烷基)矽基、苯基(該基可經R
11單取代或多取代)、雜芳基(該基可經R
11單取代或多取代)、雜芳氧基(該基可經R
11單取代或多取代)、雜環烷基(該基可經R
11單取代或多取代)、基-S(=O)(=NR
16)R
15、五氟氫硫基、疊氮基、氰基、硝基或氰硫基,
R
11表示鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、硫醇基、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、氰基或硝基,
R
12表示氫原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、苯基(該基可經R
11單取代或多取代)或雜芳基(該基可經R
11單取代或多取代),
R
13表示氫原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基或C
3~C
6鹵環烷基,
R
14表示C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、C
3~C
6環烷基C
1~C
6烷基、C
1~C
6烷氧基C
1~C
6烷基、C
1~C
6鹵烷氧基C
1~C
6烷基、C
1~C
6烷硫基C
1~C
6烷基、C
1~C
6烷基亞磺醯基C
1~C
6烷基、C
1~C
6烷基磺醯基C
1~C
6烷基、C
1~C
6鹵烷硫基C
1~C
6烷基、C
1~C
6鹵烷基亞磺醯基C
1~C
6烷基、C
1~C
6鹵烷基磺醯基C
1~C
6烷基、氰基C
1~C
6烷基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、C
1~C
6烷基胺基羰基、C
1~C
6鹵烷基胺基羰基或苯甲醯基(該基可經R
11單取代或多取代),
R
15表示C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基或C
3~C
6鹵環烷基,
R
16表示氫原子、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基或氰基,
R
2及R
2’分別獨立表示氫原子、鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、雜芳氧基(該基可經R
11單取代或多取代)、三(C
1~C
6烷基)矽基氧基或氰基,又,R
2與R
2’可結合而形成側氧基(=O)或C1~C6烷氧基亞胺基,再者,R
2與R
2’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環,
R
3獨立表示鹵素原子、C
1~C
6烷基、C
1~C
6鹵烷基、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、氰基或硝基,
m表示0、1、2或3之整數,
R
4及R
4’分別獨立表示氫原子、鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、C
3~C
6環烷基C
2~C
6炔基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、雜芳氧基(該基可經R
11單取代或多取代)、三(C
1~C
6烷基)矽基氧基或氰基,又,R
4與R
4’可結合而形成側氧基(=O)或C1~C6烷氧基亞胺基,再者,R
4與R
4’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環,
R
5表示氫原子、鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、羥基、C
1~C
6烷氧基、C
3~C
6烯氧基、C
3~C
6炔氧基、C
1~C
6鹵烷氧基、C
3~C
6環烷氧基、C
3~C
6鹵環烷氧基、C
3~C
6環烷基C
1~C
6烷氧基、C
3~C
6鹵環烷基C
1~C
6烷氧基、苯基C
1~C
6烷氧基(該苯基可經R
11單取代或多取代)、雜芳氧基(該基可經R
11單取代或多取代)、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、胺基、C
1~C
6烷基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基(該胺基可經R
14取代)、C
1~C
6烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基羰基胺基(該胺基可經R
14取代)、C
3~C
6環烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基磺醯基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基磺醯基胺基(該胺基可經R
14取代)、C
3~C
6環烷基磺醯基胺基(該胺基可經R
14取代)、苯基(該基可經R
11單取代或多取代)、雜芳基(該基可經R
11單取代或多取代)、氰基或硝基,
R
6表示氫原子、鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、氰基或硝基,
A
1表示氮原子或C-R
7,
R
7表示氫原子、鹵素原子或氰基,
A
2表示氮原子或C-R
8,
R
8表示氫原子、鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、羥基、C
1~C
6烷氧基、C
3~C
6烯氧基、C
3~C
6炔氧基、C
1~C
6鹵烷氧基、C
3~C
6環烷氧基、C
3~C
6鹵環烷氧基、C
3~C
6環烷基C
1~C
6烷氧基、C
3~C
6鹵環烷基C
1~C
6烷氧基、苯基C
1~C
6烷氧基(該苯基可經R
11單取代或多取代)、雜芳氧基(該基可經R
11單取代或多取代)、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、胺基、C
1~C
6烷基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基(該胺基可經R
14取代)、C
1~C
6烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基羰基胺基(該胺基可經R
14取代)、C
3~C
6環烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基磺醯基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基磺醯基胺基(該胺基可經R
14取代)、C
3~C
6環烷基磺醯基胺基(該胺基可經R
14取代)、苯基(該基可經R
11單取代或多取代)、雜芳基(該基可經R
11單取代或多取代)、氰基或硝基,
Y表示氧原子或硫原子,
Z
1表示氧原子、硫原子(該硫原子可經n個側氧基(=O)取代)或亞胺基(該亞胺基可經R
9取代),
n表示0、1或2之整數,
Z
2表示氧原子、硫原子、亞甲基(該亞甲基可經R
2及R
2’取代)或亞胺基(該亞胺基可經R
9取代),
R
9表示C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、C
3~C
6環烷基C
1~C
6烷基、C
1~C
6烷氧基C
1~C
6烷基、C
1~C
6鹵烷氧基C
1~C
6烷基、氰基C
1~C
6烷基、C
1~C
6烷基羰基、C
1~C
6烷氧基羰基或C
1~C
6烷基磺醯基。
(2)一種農藥組成物,其含有如上述(1)之稠合雜環衍生物或其農業上可接受的鹽作為有效成分。
(3)如上述(2)之農藥組成物,其進一步含有界面活性劑。
(4)一種除草劑,其含有如上述(1)之稠合雜環衍生物或其農業上可接受的鹽作為活性成分。
(5)如上述(4)之除草劑,其對於在栽培具有農業用、園藝用及工業用之用途的有用植物的旱地、水田、果樹園、草坪、非農耕地、溫室、育苗設施或植物工廠中出現的雜草具有除草效果。
(6)如上述(5)之除草劑,其中,具有農業用、園藝用及工業用之用途的該有用植物係利用育種法或基因重組技術所栽培的形質植物。
[發明之效果]
本發明的通式[I]所示之稠合雜環衍生物或其農業上可接受的鹽,可防治在旱地、水田、果樹園、非農耕地等出現的各種雜草,更對有用植物等呈現高安全性等,作為農藥具有優異的作用效果。
針對本說明書所記載的記號及用語進行說明。
在本發明中,「鹵素原子」係表示氟原子、氯原子、溴原子、碘原子。
在本發明中,「C
1~C
6」等標記表示其後續取代基的碳數於此情況下為1~6。
在本發明中,若無特別限定,「C
1~C
6烷基」係表示碳數為1~6的直鏈或分支鏈狀之烷基,可舉例如:甲基、乙基、正丙基、異丙基、正丁基、第二丁基、異丁基、第三丁基、正戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、1-乙基丙基、1,1-二甲基丙基、1,2-二甲基丙基、新戊基、正己基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1-乙基丁基、2-乙基丁基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基或1-乙基-2-甲基丙基等基。
在本發明中,若無特別限定,「C
2~C
6烯基」係表示碳數為2~6的直鏈或分支鏈狀之烯基,可舉例如:乙烯基、1-丙烯基、異丙烯基、2-丙烯基、1-丁烯基、1-甲基-1-丙烯基、2-丁烯基、1-甲基-2-丙烯基、3-丁烯基、2-甲基-1-丙烯基、2-甲基-2-丙烯基、1,3-丁二烯基、1-戊烯基、1-乙基-2-丙烯基、2-戊烯基、1-甲基-1-丁烯基、3-戊烯基、1-甲基-2-丁烯基、4-戊烯基、1-甲基-3-丁烯基、3-甲基-1-丁烯基、1,2-二甲基-2-丙烯基、1,1-二甲基-2-丙烯基、2-甲基-2-丁烯基、3-甲基-2-丁烯基、1,2-二甲基-1-丙烯基、2-甲基-3-丁烯基、3-甲基-3-丁烯基、1,3-戊二烯基、1-乙烯-2-丙烯基、1-己烯基、1-丙基-2-丙烯基、2-己烯基、1-甲基-1-戊烯基、1-乙基-2-丁烯基、3-己烯基、4-己烯基、5-己烯基、1-甲基-4-戊烯基、1-乙基-3-丁烯基、1-(異丁基)乙烯基、1-乙基-1-甲基-2-丙烯基、1-乙基-2-甲基-2-丙烯基、1-(異丙基)-2-丙烯基、2-甲基-2-戊烯基、3-甲基-3-戊烯基、4-甲基-3-戊烯基、1,3-二甲基-2-丁烯基、1,1-二甲基-3-丁烯基、3-甲基-4-戊烯基、4-甲基-4-戊烯基、1,2-二甲基-3-丁烯基、1,3-二甲基-3-丁烯基、1,1,2-三甲基-2-丙烯基、1,5-己二烯基、1-乙烯-3-丁烯基或2,4-己二烯基等基。
在本發明中,若無特別限定,「C
2~C
6炔基」係表示碳數為2~6的直鏈或分支鏈狀之炔基,可舉例如:乙炔基、1-丙炔基、2-丙炔基、1-丁炔基、1-甲基-2-丙炔基、2-丁炔基、3-丁炔基、1-戊炔基、1-乙基-2-丙炔基、2-戊炔基、3-戊炔基、1-甲基-2-丁炔基、4-戊炔基、1-甲基-3-丁炔基、2-甲基-3-丁炔基、1-己炔基、1-(正丙基)-2-丙炔基、2-己炔基、1-乙基-2-丁炔基、3-己炔基、1-甲基-2-戊炔基、1-甲基-3-戊炔基、4-甲基-1-戊炔基、3-甲基-1-戊炔基、5-己炔基、1-乙基-3-丁炔基、1-乙基-1-甲基-2-丙炔基、1-(異丙基)-2-丙炔基、1,1-二甲基-2-丁炔基或2,2-二甲基-3-丁炔基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基」係表示碳數為3~6的環烷基,可舉例如:環丙基、環丁基、環戊基或環己基等基。
在本發明中,若無特別限定,「雜芳基」係表示除了碳原子以外,具有1~6個選自氮原子、氧原子及硫原子之雜原子的5員或6員之單環雜環,可舉例如:噻吩-2-基、噻吩-3-基、呋喃-2-基、呋喃-3-基、吡咯-1-基、吡咯-2-基、吡咯-3-基、噁唑-2-基、噁唑-4-基、噁唑-5-基、異噁唑-3-基、異噁唑-4-基、異噁唑-5-基、噻唑-2-基、噻唑-4-基、噻唑-5-基、異噻唑-3-基、異噻唑-4-基、異噻唑-5-基、咪唑-1-基、咪唑-2-基、咪唑-4-基、吡唑-1-基、吡唑-3-基、吡唑-4-基、吡唑-5-基、1,3,4-噁二唑-2-基、1,2,3-噁二唑-4-基、1,2,3-噁二唑-5-基、1,2,4-噁二唑-3-基、1,2,4-噁二唑-5-基、1,2,5-噁二唑-3-基、1,3,4-噻二唑-2-基、1,2,3-噻二唑-4-基、1,2,3-噻二唑-5-基、1,2,4-噻二唑-3-基、1,2,4-噻二唑-5-基、1,2,5-噻二唑-3-基、1,2,4-三唑-3-基、1,2,4-三唑-1-基、1,2,3-三唑-1-基、1,2,3-三唑-2-基、1,3,4-三唑-1-基、四唑-1-基、四唑-2-基、四唑-5-基、吡啶-2-基、吡啶-3-基、吡啶-4-基、嘧啶-2-基、嘧啶-4-基、嘧啶-5-基、噠嗪-3-基、噠嗪-4-基、吡嗪-2-基、1,3,5-三嗪-2-基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基」係表示由相同或不同的1至13個鹵素原子所取代的碳數1至6的直鏈或分支鏈之烷基,例如表示鹵烷基,可舉例如:氟甲基、二氟甲基、三氟甲基、氯甲基、二氯甲基、三氯甲基、溴甲基、二溴甲基、三溴甲基、碘甲基、氯二氟甲基、二氯氟甲基、1-氟乙基、2-氟乙基、1,1-二氟乙基、2,2-二氟乙基、2,2,2-三氟乙基、1,1,2,2-四氟乙基、五氟乙基、1-氯乙基、2-氯乙基、1,1-二氯乙基、2,2-二氯乙基、2,2,2-三氯乙基、1,1,2,2-四氯乙基、五氯乙基、1-溴乙基、2-溴乙基、2,2,2-三溴乙基、1-碘乙基、2-碘乙基、2-氯-2,2-二氟乙基、2,2-二氯-2-氟乙基、1-氟丙基、2-氟丙基、3-氟丙基、1,1-二氟丙基、2,2-二氟丙基、3,3-二氟丙基、3,3,3-三氟丙基、2,2,3,3,3-五氟丙基、1,1,2,3,3,3-六氟丙基、七氟丙基、1-氟丙烷-2-基、2-氟丙烷-2-基、1,1-二氟丙烷-2-基、1,2-二氟丙烷-2-基、1,3-二氟丙烷-2-基、1,2,3-三氟丙烷-2-基、1,1,3,3-四氟丙烷-2-基、1,1,1,3,3,3-六氟丙烷-2-基、七氟丙烷-2-基、1-氯丙基、2-氯丙基、3-氯丙基、1,1-二氯丙基、2,2-二氯丙基、3,3-二氯丙基、3,3,3-三氯丙基、2,2,3,3,3-五氯丙基、七氯丙基、1-氯丙烷-2-基、2-氯丙烷-2-基、1,1-二氯丙烷-2-基、1,2-二氯丙烷-2-基、1,3-二氯丙烷-2-基、1,2,3-三氯丙烷-2-基、1,1,3,3-四氯丙烷-2-基、1,1,1,3,3,3-六氯丙烷-2-基、七氯丙烷-2-基、1-溴丙基、2-溴丙基、3-溴丙基、1-溴丙烷-2-基、2-溴丙烷-2-基、1-碘丙基、2-碘丙基、3-碘丙基、1-碘丙烷-2-基、2-碘丙烷-2-基、1-氟丁基、2-氟丁基、3-氟丁基、4-氟丁基、4,4-二氟丁基、4,4,4-三氟丁基、4,4,4-三氟-3-甲基丁基、3,3,4,4,4-五氟丁基、2,2,3,4,4,4-六氟丁基、2,2,3,3,4,4,4-七氟丁基、九氟丁基、1,1,1-三氟丁烷-2-基、4,4,4-三氟丁烷-2-基、3,3,4,4,4-五氟丁烷-2-基、九氟丁烷-2-基、1,1,1,3,3,3-六氟-2-(三氟甲基)丙烷-2-基、3,4,4,4-四氟-3-(三氟甲基)丁基、1-氯丁基、2-氯丁基、3-氯丁基、4-氯丁基、4,4-二氯丁基、4,4,4-三氯丁基、九氯丁基、1,1,1-三氯丁烷-2-基、4,4,4-三氯丁烷-2-基、九氯丁烷-2-基、1-溴丁基、2-溴丁基、3-溴丁基、4-溴丁基、1-碘丁基、2-碘丁基、3-碘丁基、4-碘丁基、4-氯-1,1,2,2,3,3,4,4-八氟丁基、4-溴-1,1,2,2,3,3,4,4-八氟丁基、1-氟戊基、2-氟戊基、3-氟戊基、4-氟戊基、5-氟戊基、5,5-二氟戊基、5,5,5-三氟戊基、4,4,5,5,5-五氟戊基、3,3,4,4,5,5,5-七氟戊基、2,2,3,3,4,4,5,5-八氟戊基、2,2,3,3,4,4,5,5,5-九氟戊基、十一氟戊基、1-氯戊基、2-氯戊基、3-氯戊基、4-氯戊基、5-氯戊基、5,5,5-三氯戊基、4,4,5,5,5-五氯戊基、3,3,4,4,5,5,5-七氯戊基、2,2,3,3,4,4,5,5,5-九氯戊基、十一氯戊基、1-溴戊基、2-溴戊基、3-溴戊基、4-溴戊基、5-溴戊基、5-碘戊基、1-氟己基、2-氟己基、3-氟己基、4-氟己基、5-氟己基、6-氟己基、6,6,6-三氟己基、5,5,6,6,6-五氟己基、4,4,5,5,6,6,6-七氟己基、3,3,4,4,5,5,6,6,6-九氟己基、2,2,3,3,4,4,5,5,6,6,6-十一氟己基、2,2,3,3,4,4,5,5,6,6-十氟己基、十三氟己基、1-氯己基、2-氯己基、3-氯己基、4-氯己基、5-氯己基、6-氯己基、5-溴己基、6-溴己基、5-碘己基或6-碘己基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基」係表示由相同或不同的1~11個鹵素原子所取代的碳數為3~6之環烷基,可舉例如:1-氟環丙基、2-氟環丙基、2,2-二氟環丙基、2,2,3,3-四氟環丙基、1-氯環丙基、2-氯環丙基、2,2-二氯環丙基、2,2,3,3-四氯環丙基、2,2-二溴環丙基、2,2-二碘環丙基、1-氟環丁基、2-氟環丁基、3-氟環丁基、3,3-二氟環丁基、七氟環丁基、2-氯環丁基、3-氯環丁基、3,3-二氯環丁基、3,3-二溴環丁基、3,3-二碘環丁基、1-氟環戊基、2-氟環戊基、3-氟環戊基、2,2-二氟環戊基、3,3-二氟環戊基、九氟環戊基、2,2-二氯環戊基、3,3-二氯環戊基、2,2-二溴環戊基、3,3-二溴環戊基、2,2-二碘環戊基、3,3-二碘環戊基、1-氟環己基、2-氟環己基、3-氟環己基、4-氟環己基、2,2-二氟環己基、3,3-二氟環己基、4,4-二氟環己基、1-氯環己基、2-氯環己基、3-氯環己基、4-氯環己基、2,2-二氯環己基、3,3-二氯環己基、4,4-二氯環己基、3,3-二溴環己基、4,4-二溴環己基、3,3-二碘環己基或4,4-二碘環己基等基。
在本發明中,若無特別限定,「C
1~C
6烷基羰基」係表示烷基部分為上述含義的(C
1~C
6烷基)-C(=O)-基,可舉例如:乙醯基、丙醯基、2-甲基丙醯基、2,2-二甲基丙醯基、丁醯基、2-甲基丁醯基、3-甲基丁醯基、2-乙基丁醯基、2,2-二甲基丁醯基、2,3-二甲基丁醯基、3,3-二甲基丁醯基、戊醯基、2-甲基戊醯基、3-甲基戊醯基、4-甲基戊醯基或己醯基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基羰基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-C(=O)-基,可舉例如:氟乙醯基、二氟乙醯基、三氟乙醯基、氯乙醯基、三氯乙醯基、三溴乙醯基、3,3,3-三氟丙醯基、3,3-二氟丙醯基或4,4,4-三氟丁醯基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基羰基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-C(=O)-基,可舉例如:環丙烷羰基、環丁烷羰基、環戊烷羰基或環己烷羰基等基。
在本發明中,若無特別限定,「C
1~C
6烷氧基羰基」係表示烷氧基部分為上述含義的(C
1~C
6烷氧基)-C(=O)-基,可舉例如:甲氧基羰基、乙氧基羰基、正丙氧基羰基、異丙氧基羰基、正丁氧基羰基、異丁氧基羰基、第二丁氧基羰基、第三丁氧基羰基、正戊氧基羰基、1-甲基丁氧基羰基、2-甲基丁氧基羰基、3-甲基丁氧基羰基、1-乙基丙氧基羰基、1,1-二甲基丙氧基羰基、1,2-二甲基丙氧基羰基或2,2-二甲基丙氧基羰基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷氧基羰基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-O-C(=O)-基,可列舉:2-氟乙氧基羰基、2,2,2-三氟乙氧基羰基、2,2,2-三氯乙氧基羰基、五氟乙氧基羰基、3,3,3-三氟丙氧基羰基或七氟-2-丙氧基羰基等基。
在本發明中,若無特別限定,「C
1~C
6烷基胺基羰基」係表示烷基部分為上述含義的(C
1~C
6烷基)-NH-C(=O)-基,可舉例如:甲胺基羰基、乙胺基羰基、正丙胺基羰基、異丙胺基羰基、正丁胺基羰基、異丁胺基羰基、第二丁胺基羰基、第三丁胺基羰基、正戊胺基羰基、1-甲基丁基胺基羰基、2-甲基丁基胺基羰基、3-甲基丁基胺基羰基、1-乙基丙基胺基羰基、1,1-二甲基丙基胺基羰基、1,2-二甲基丙基胺基羰基、2,2-二甲基丙基胺基羰基或正己基胺基羰基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基胺基羰基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-NH-C(=O)-基,可舉例如:2-氟乙胺基羰基、2,2-二氟乙胺基羰基、2,2,2-三氟乙胺基羰基、2,2,2-三氯乙胺基羰基、五氟乙胺基羰基或1,1,1,3,3,3-六氟-2-丙胺基羰基等基。
在本發明中,若無特別限定,「C
1~C
6烷氧基」係表示烷基部分為上述含義的(C
1~C
6烷基)-O-基,可舉例如:甲氧基、乙氧基、正丙氧基、異丙氧基、正丁氧基、異丁氧基、第二丁氧基、第三丁氧基、正戊氧基、1-甲基丁氧基、2-甲基丁氧基、3-甲基丁氧基、1-乙基丙氧基、1,1-二甲基丙氧基、1,2-二甲基丙氧基或正己氧基等基。
在本發明中,若無特別限定,「C
3~C
6烯氧基」係表示烯基部分為上述含義的(C
3~C
6烯基)-O-基,可舉例如:2-丙烯氧基、1-甲基-2-丙烯氧基、2-甲基-2-丙烯氧基、2-丁烯氧基、3-丁烯氧基、3-甲基-2-丁烯氧基、4-甲基-3-丁烯氧基、4-戊烯氧基或5-己烯氧基等基。
在本發明中,若無特別限定,「C
3~C
6炔氧基」係表示炔基部分為上述含義的(C
3~C
6炔基)-O-基,可舉例如:2-丙炔氧基、1-甲基-2-丙炔氧基、1-乙基-2-丙炔氧基、2-丁炔氧基、3-丁炔氧基、1-甲基-2-丁炔氧基、2-戊炔氧基、4-戊炔氧基或4,4-二甲基-2-戊炔氧基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷氧基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-O-基,可舉例如:二氟甲氧基、二氯甲氧基、三氟甲氧基、三氯甲氧基、三溴甲氧基、氯二氟甲氧基、溴二氟甲氧基、2-氟乙氧基、1-氯乙氧基、2-氯乙氧基、1-溴乙氧基、2-溴乙氧基、2,2-二氟乙氧基、1,2-二氯乙氧基、2,2-二氯乙氧基、2,2,2-三氟乙氧基、2,2,2-三氯乙氧基、1,1,2,2-四氟乙氧基、五氟乙氧基、2-溴-2-氯乙氧基、2-氯-1,1,2,2-四氟乙氧基、1-氯-1,2,2,2-四氟乙氧基、1-氯丙氧基、2-氯丙氧基、3-氯丙氧基、2-溴丙氧基、3-溴丙氧基、2-溴-1-甲基乙氧基、3-碘丙氧基、2,3-二氯丙氧基、2,3-二溴丙氧基、3,3,3-三氟丙氧基、3,3,3-三氟-2-丙氧基、3,3,3-三氯丙氧基、3-溴-3,3-二氟丙氧基、2,2-二氟丙氧基、3,3-二氯-3-氟丙氧基、2,2,3,3-四氟丙氧基、1-溴-3,3,3-三氟丙氧基、2,2,3,3,3-五氟丙氧基、2,2,2-三氟-1-三氟甲基乙氧基、七氟丙氧基、七氟-2-丙氧基、1,2,2,2-四氟-1-三氟甲基乙氧基、1,1,2,3,3,3-六氟丙氧基、2-氯丁氧基、3-氯丁氧基、4-氯丁氧基、2-氯-1,1-二甲基乙氧基、4-溴丁氧基、3-溴-2-甲基丙氧基、2-溴-1,1-二甲基乙氧基、2,2-二氯-1,1-二甲基乙氧基、2-氯-1-氯甲基-2-甲基乙氧基、4,4,4-三氟丁氧基、3,3,3-三氟-1-甲基丙氧基、3,3,3-三氟-2-甲基丙氧基、2,3,4-三氯丁氧基、2,2,2-三氯-1,1-二甲基乙氧基、4-氯-4,4-二氟丁氧基、4,4-二氯-4-氟丁氧基、4-溴-4,4-二氟丁氧基、2,4-二溴-4,4-二氟丁氧基、3,4-二氯-3,4,4-三氟丁氧基、3,3-二氯-4,4,4-三氟丁氧基、4-溴-3,3,4,4-四氟丁氧基、4-溴-3-氯-3,4,4-三氟丁氧基、2,2,3,3,4,4-六氟丁氧基、2,2,3,4,4,4-六氟丁氧基、2,2,2-三氟-1-甲基-1-三氟甲基乙氧基、3,3,3-三氟-2-三氟甲基丙氧基、2,2,3,3,4,4,4-七氟丁氧基、3,3,4,4,4-五氟-2-丁氧基、2,3,3,3-四氟-2-三氟甲基丙氧基、1,1,2,2,3,3,4,4-八氟丁氧基、九氟丁氧基、全氟-第三丁氧基、4-氯-1,1,2,2,3,3,4,4-八氟丁氧基、5,5,5-三氟戊氧基、4,4,5,5,5-五氟戊氧基、3,3,4,4,5,5,5-七氟戊氧基、3,3,4,4,5,5,5-七氟-2-戊氧基、2,2,3,3,4,4,5,5,5-九氟戊氧基、2,2,3,3,4,4,5,5-八氟戊氧基、全氟戊氧基、4,4,5,5,5-五氟-2-丁氧基、2,2-雙(三氟甲基)丙氧基、2,2,3,3,4,4,5,5,6,6,6-十一氟己氧基、3,3,4,4,5,5,6,6,6-九氟己氧基、4,4,5,5,6,6,6-七氟己氧基、2,2,3,3,4,4,5,5,6,6-十氟己氧基、4,4,4-三氟-3,3-雙(三氟甲基)丁氧基或全氟己氧基等基。
在本發明中,若無特別限定,「C
3~C
6環烷氧基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-O-基,可舉例如:環丙氧基、環丁氧基、環戊氧基或環己氧基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷氧基」係表示鹵環烷基部分為上述含義的(C
3~C
6鹵環烷基)-O-基,可舉例如:2,2-二氟環丙氧基、2,2-二氯環丙氧基、3,3-二氟環丁氧基、3,3-二氯環丁氧基、3-氟環戊氧基、3,3-二氟環戊氧基、九氟環戊氧基、3,3-二氯環戊氧基、4,4-二氟環己氧基或4,4-二氯環己氧基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
1~C
6烷氧基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-(C
1~C
6烷基)-O-基,可舉例如:環丙基甲氧基、環丁基甲氧基、環戊基甲氧基、2-環丙基乙氧基、2-環丁基乙氧基或2-環戊基乙氧基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基C
1~C
6烷氧基」係表示鹵環烷基部分為上述含義的(C
3~C
6鹵環烷基)-(C
1~C
6烷基)-O-基,可舉例如:(1-氟環丙基)甲氧基、(2-氟環丙基)甲氧基、(2,2-二氟環丙基)甲氧基、(2-氯環丙基)甲氧基或(2,2-二氯環丙基)甲氧基等基。
在本發明中,若無特別限定,「苯基C
1~C
6烷氧基」係表示烷基部分為上述含義的苯基-(C
1~C
6烷基)-O-基,可舉例如:苯基甲氧基、1-苯基乙氧基、2-苯基乙氧基、1-苯基丙氧基、2-苯基丁氧基或1-苯基戊氧基等基。
在本發明中,若無特別限定,「C
1~C
6烷硫基」係表示烷基部分為上述含義的(C
1~C
6烷基)-S-基,可舉例如:甲硫基、乙硫基、正丙硫基、異丙硫基、正丁硫基、異丁硫基、第二丁硫基或第三丁硫基等基。
在本發明中,若無特別限定,「C
1~C
6烷基亞磺醯基」係表示烷基部分為上述含義的(C
1~C
6烷基)-S(=O)-基,可舉例如:甲基亞磺醯基、乙基亞磺醯基、正丙基亞磺醯基、異丙基亞磺醯基、正丁基亞磺醯基、異丁基亞磺醯基、第二丁基亞磺醯基或第三丁基亞磺醯基等基。
在本發明中,若無特別限定,「C
1~C
6烷基磺醯基」係表示烷基部分為上述含義的(C
1~C
6烷基)-S(=O)
2-基,可舉例如:甲磺醯基、乙磺醯基、正丙磺醯基、異丙磺醯基、正丁磺醯基、異丁磺醯基、第二丁磺醯基或第三丁磺醯基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷硫基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-S-基,可舉例如:氟甲硫基、二氟甲硫基、三氟甲硫基、三氯甲硫基、2,2,2-三氟乙硫基、五氟乙硫基、2,2,2-三氯乙硫基、3,3,3-三氟丙硫基、1,1,2,3,3,3-六氟丙硫基、七氟丙硫基、1,1,1,3,3,3-六氟丙烷-2-基硫基、七氟丙烷-2-基硫基或4,4,4-三氟丁硫基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基亞磺醯基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-S(=O)-基,可舉例如:二氟甲基亞磺醯基、三氟甲基亞磺醯基、三氯甲基亞磺醯基、2,2,2-三氟乙基亞磺醯基、2,2,2-三氯乙基亞磺醯基、五氟乙基亞磺醯基、3,3,3-三氟丙基亞磺醯基、七氟丙基亞磺醯基或七氟-2-丙基亞磺醯基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基磺醯基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-S(=O)
2-基,可舉例如:二氟甲磺醯基、三氟甲磺醯基、三氯甲磺醯基、2,2,2-三氟乙磺醯基、五氟乙磺醯基、3,3,3-三氟丙磺醯基、七氟丙磺醯基或七氟-2-丙磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6環烷硫基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-S-基,可舉例如:環丙硫基、環丁硫基、環戊硫基或環己硫基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基亞磺醯基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-S(=O)-基,可舉例如:環丙基亞磺醯基、環丁基亞磺醯基、環戊基亞磺醯基或環己基亞磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基磺醯基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-S(=O)
2-基,可舉例如:環丙磺醯基、環丁磺醯基、環戊磺醯基或環己磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷硫基」係表示鹵環烷基部分為上述含義的(C
3~C
6鹵環烷基)-S-基,可舉例如:2,2-二氟環丙硫基、2,2-二氯環丙硫基、3,3-二氟環丁硫基、3,3-二氟環戊硫基或4,4-二氟環己硫基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基亞磺醯基」係表示鹵環烷基部分為上述含義的(C
3~C
6鹵環烷基)-S(=O)-基,可舉例如:2,2-二氟環丙基亞磺醯基、2,2-二氯環丙基亞磺醯基、3,3-二氟環丁基亞磺醯基、3,3-二氟環戊基亞磺醯基或4,4-二氟環己基亞磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基磺醯基」係表示鹵環烷基部分為上述含義的(C
3~C
6鹵環烷基)-S(=O)
2-基,可舉例如:2,2-二氟環丙磺醯基、2,2-二氯環丙磺醯基、3,3-二氟環丁磺醯基、3,3-二氟環戊磺醯基或4,4-二氟環己磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
1~C
6烷硫基」係表示環烷基部分及烷基部分為上述含義的(C
3~C
6環烷基)-(C
1~C
6烷基)-S-基,可舉例如:環丙基甲硫基、2-環丙基乙硫基、3-環丙基丙硫基、4-環丙基丁硫基、5-環丙基戊硫基、環丁基甲硫基、環戊基甲硫基或環己基甲硫基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
1~C
6烷基亞磺醯基」係表示環烷基部分及烷基部分為上述含義的(C
3~C
6環烷基)-(C
1~C
6烷基)-S(=O)-基,可舉例如:(環丙基甲基)亞磺醯基、(環丁基甲基)亞磺醯基、(環戊基甲基)亞磺醯基、(2-環丙基乙基)亞磺醯基、(2-環丁基乙基)亞磺醯基或(2-環戊基乙基)亞磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
1~C
6烷基磺醯基」係表示環烷基部分及烷基部分為上述含義的(C
3~C
6環烷基)-(C
1~C
6烷基)-S(=O)
2-基,可舉例如:(環丙基甲基)磺醯基、(環丁基甲基)磺醯基、(環戊基甲基)磺醯基、(2-環丙基乙基)磺醯基、(2-環丁基乙基)磺醯基或(2-環戊基乙基)磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基C
1~C
6烷硫基」係表示鹵環烷基部分及烷基部分為上述含義的(C
3~C
6鹵環烷基)-(C
1~C
6烷基)-S-基,可舉例如:2,2-二氟環丙基甲硫基、2,2-二氯環丙基甲硫基、2-(2,2-二氟環丙基)乙硫基、2-(2,2-二氯環丙基)乙硫基、2,2-二氟環丁基甲硫基或4,4-二氟環己基甲硫基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基C
1~C
6烷基亞磺醯基」係表示鹵環烷基部分及烷基部分為上述含義的(C
3~C
6鹵環烷基)-(C
1~C
6烷基)-S(=O)-基,可舉例如:(1-氟環丙基)甲基亞磺醯基、(2-氟環丙基)甲基亞磺醯基、(2,2-二氟環丙基)甲基亞磺醯基、(2-氯環丙基)甲基亞磺醯基或(2,2-二氯環丙基)甲基亞磺醯基等基。
在本發明中,若無特別限定,「C
3~C
6鹵環烷基C
1~C
6烷基磺醯基」係表示鹵環烷基部分及烷基部分為上述含義的(C
3~C
6鹵環烷基)-(C
1~C
6烷基)-S(=O)
2-基,可舉例如:(1-氟環丙基)甲磺醯基、(2-氟環丙基)甲磺醯基、(2,2-二氟環丙基)甲磺醯基、(2-氯環丙基)甲磺醯基或(2,2-二氯環丙基)甲磺醯基等基。
在本發明中,若無特別限定,「C
1~C
6烷基胺基」係表示烷基部分為上述含義的(C
1~C
6烷基)-NH-基,可舉例如:甲胺基、乙胺基、正丙胺基或異丙胺基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基胺基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-NH-基,可舉例如:2-氟乙胺基、2,2-二氟乙胺基、2,2,2-三氟乙胺基、2,2,2-三氯乙胺基、五氟乙胺基、3,3,3-三氟丙胺基或1,1,1,3,3,3-六氟-2-丙胺基等基。
在本發明中,若無特別限定,「C
1~C
6烷基羰基胺基」係表示烷基部分為上述含義的(C
1~C
6烷基)-C(=O)-NH-基,可舉例如:乙醯基胺基、丙醯基胺基、丁醯基胺基或異丁醯基胺基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基羰基胺基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-C(=O)-NH-基,可舉例如:氟乙醯基胺基、二氟乙醯基胺基、三氟乙醯基胺基、氯乙醯基胺基、三氯乙醯基胺基、三溴乙醯基胺基、3,3,3-三氟丙醯基胺基、五氟丙醯基胺基或3,3-二氟丙醯基胺基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基羰基胺基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-C(=O)-NH-基,可舉例如:環丙基羰基胺基、環丁基羰基胺基、環戊基羰基胺基或環己基羰基胺基等基。
在本發明中,若無特別限定,「C
1~C
6烷氧基羰基胺基」係表示烷氧基部分為上述含義的(C
1~C
6烷氧基)-C(=O)-NH-基,可舉例如:甲氧基羰基胺基、乙氧基羰基胺基、異丙氧基羰基胺基、第三丁氧基羰基胺基或異丁氧基羰基胺基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷氧基羰基胺基」係表示鹵烷氧基部分為上述含義的(C
1~C
6鹵烷氧基)-C(=O)-NH-基,可舉例如:2-氟乙氧基羰基胺基、2,2,2-三氟乙氧基羰基胺基、2,2,2-三氯乙氧基羰基胺基、五氟乙氧基羰基胺基、3,3,3-三氟丙氧基羰基胺基或七氟-2-丙氧基羰基胺基等基。
在本發明中,若無特別限定,「C
1~C
6烷基胺基羰基胺基」係表示烷基部分為上述含義的(C
1~C
6烷基)-NH-C(=O)-NH-基,可舉例如:甲胺基羰基胺基、乙胺基羰基胺基、正丙胺基羰基胺基、異丙胺基羰基胺基或第三丁胺基羰基胺基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基胺基羰基胺基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-NH-C(=O)-NH-基,可舉例如:2-氟乙胺基羰基胺基、2,2,2-三氟乙胺基羰基胺基、2,2,2-三氯乙胺基羰基胺基、五氟乙胺基羰基胺基或1,1,1,3,3,3-六氟-2-丙胺基羰基胺基等基。
在本發明中,若無特別限定,「C
1~C
6烷基磺醯基胺基」係表示烷基部分為上述含義的(C
1~C
6烷基)-S(=O)
2-NH-基,可舉例如:甲磺醯基胺基、乙磺醯基胺基、正丙磺醯基胺基、異丙磺醯基胺基或第三丁磺醯基胺基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基磺醯基胺基」係表示鹵烷基部分為上述含義的(C
1~C
6鹵烷基)-S(=O)
2-NH-基,可舉例如:氟甲磺醯基胺基、二氟甲磺醯基胺基、三氟甲磺醯基胺基、氯甲磺醯基胺基、三氯甲磺醯基胺基、2,2,2-三氟乙磺醯基胺基、2,2-二氟乙磺醯基胺基或3,3,3-三氟丙磺醯基胺基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基磺醯基胺基」係表示環烷基部分為上述含義的(C
3~C
6環烷基)-S(=O)
2-NH-基,可舉例如:環丙磺醯基胺基、環丁磺醯基胺基、環戊磺醯基胺基或環己磺醯基胺基等基。
在本發明中,若無特別限定,「三(C
1~C
6烷基)矽基」係表示烷基部分為上述含義的(C
1~C
6烷基)
3-Si-基,3個烷基可為相同或互不相同,可舉例如:三甲基矽基、三乙基矽基、三異丙基矽基、二甲基異丙基矽基或第三丁基二甲基矽基等基。
在本發明中,若無特別限定,「雜芳氧基」係表示雜芳基部分為上述含義的(雜芳基)-O-基,可舉例如:(吡啶-2-基)氧基、(吡啶-3-基)氧基、(吡啶-4-基)氧基、(嘧啶-2-基)氧基、(嘧啶-4-基)氧基、(嘧啶-5-基)氧基、(噠嗪-3-基)氧基、(噠嗪-4-基)氧基、(吡嗪-2-基)氧基、(1,3,5-三嗪-2-基)氧基、(噻唑-2-基)氧基、(噻唑-4-基)氧基、(噻唑-5-基)氧基、(吡唑-1-基)氧基、(吡唑-3-基)氧基、(吡唑-4-基)氧基或(吡唑-5-基)氧基等基。
在本發明中,若無特別限定,「雜環烷基」表示除了碳原子以外,包含1個以上選自氧原子、氮原子、硫原子之原子的3員~6員之飽和雜環,可舉例如:氮雜環丁烷-1-基、吡咯啶-1-基、哌啶-1-基、氧雜環丁烷-2-基、氧雜環丁烷-3-基、四氫呋喃-2-基、四氫呋喃-3-基、四氫哌喃-2-基、四氫哌喃-3-基、四氫哌喃-4-基或1,3-二噁烷-5-基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
1~C
6烷基」係表示環烷基部分及烷基部分為上述含義的(C
3~C
6環烷基)-(C
1~C
6烷基)-基,可舉例如:環丙基甲基、環丁基甲基、環戊基甲基、環己基甲基、1-(環丙基)乙基、2-(環丙基)乙基或1-(環丙基)丙基等基。
在本發明中,若無特別限定,「C
3~C
6環烷基C
2~C
6炔基」係表示環烷基部分及炔基部分為上述含義的(C
3~C
6環烷基)-(C
2~C
6炔基)-基,可舉例如:環丙基乙炔基、環丁基乙炔基、環戊基乙炔基、環己基乙炔基或3-(環丙基)-2-丙炔基等基。
在本發明中,若無特別限定,「C
1~C
6烷氧基C
1~C
6烷基」係表示烷氧基部分及烷基部分為上述含義的(C
1~C
6烷氧基)-(C
1~C
6烷基)-基,可舉例如:甲氧基甲基、1-甲氧基乙基、2-甲氧基乙基、2-乙氧基乙基、2-甲氧基丙基、3-甲氧基丙基、2-乙氧基丙基、3-乙氧基丙基、1-甲基-3-甲氧基丁基或3-丁氧基丁基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷氧基C
1~C
6烷基」係表示鹵烷氧基部分及烷基部分為上述含義的(C
1~C
6鹵烷氧基)-(C
1~C
6烷基)-基,可舉例如:2-(二氟甲氧基)乙基、2-(三氟甲氧基)乙基、2-(2,2-二氟乙氧基)乙基、2-(2,2,2-三氟乙氧基)乙基、2-(3,3-二氟丙氧基)乙基、2-(3,3,3-三氟丙氧基)乙基、3-(二氟甲氧基)丙基、3-(三氟甲氧基)丙基、3-(2,2-二氟乙氧基)丙基、3-(2,2,2-三氟乙氧基)丙基、3-(3,3-二氟丙氧基)丙基、3-(3,3,3-三氟丙氧基)丙基、4-(三氟甲氧基)丁基或5-(三氟甲氧基)戊基等基。
在本發明中,若無特別限定,「C
1~C
6烷硫基C
1~C
6烷基」係表示烷硫基部分及烷基部分為上述含義的(C
1~C
6烷硫基)-(C
1~C
6烷基)-基,可舉例如:甲硫基甲基、乙硫基甲基、異丙硫基甲基、1-甲硫基乙基、2-甲硫基乙基、2-乙硫基乙基、2-甲硫基丙基、3-甲硫基丙基、2-乙硫基丙基或3-乙硫基丙基等基。
在本發明中,若無特別限定,「C
1~C
6烷基亞磺醯基C
1~C
6烷基」係表示烷基亞磺醯基部分及烷基部分為上述含義的(C
1~C
6烷基亞磺醯基)-(C
1~C
6烷基)-基,可舉例如:甲基亞磺醯基甲基、乙基亞磺醯基甲基、異丙基亞磺醯基甲基、1-甲基亞磺醯基乙基、2-甲基亞磺醯基乙基、2-乙基亞磺醯基乙基、2-甲基亞磺醯基丙基、3-甲基亞磺醯基丙基、2-乙基亞磺醯基丙基或3-乙基亞磺醯基丙基等基。
在本發明中,若無特別限定,「C
1~C
6烷基磺醯基C
1~C
6烷基」係表示烷基磺醯基部分及烷基部分為上述含義的(C
1~C
6烷基磺醯基)-(C
1~C
6烷基)-基,可舉例如:甲磺醯基甲基、乙磺醯基甲基、異丙磺醯基甲基、1-甲磺醯基乙基、2-甲磺醯基乙基、2-乙磺醯基乙基、2-甲磺醯基丙基、3-甲磺醯基丙基、2-乙磺醯基丙基或3-乙磺醯基丙基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷硫基C
1~C
6烷基」係表示鹵烷硫基部分及烷基部分為上述含義的(C
1~C
6鹵烷硫基)-(C
1~C
6烷基)-基,可舉例如:(二氟甲硫基)甲基、(三氟甲硫基)甲基、(2,2-二氟乙硫基)甲基、(2,2,2-三氟乙硫基)甲基、2-(二氟甲硫基)乙基、2-(三氟甲硫基)乙基、2-(2,2-二氟乙硫基)乙基、2-(2,2,2-三氟乙硫基)乙基、3-(二氟甲硫基)丙基、3-(三氟甲硫基)丙基、3-(2,2-二氟乙硫基)丙基或3-(2,2,2-三氟乙硫基)丙基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基亞磺醯基C
1~C
6烷基」係表示鹵烷基亞磺醯基部分及烷基部分為上述含義的(C
1~C
6鹵烷基亞磺醯基)-(C
1~C
6烷基)-基,可舉例如:(二氟甲基亞磺醯基)甲基、(三氟甲基亞磺醯基)甲基、(2,2-二氟乙基亞磺醯基)甲基、(2,2,2-三氟乙基亞磺醯基)甲基、2-(二氟甲基亞磺醯基)乙基、2-(三氟甲基亞磺醯基)乙基、2-(2,2-二氟乙基亞磺醯基)乙基、2-(2,2,2-三氟乙基亞磺醯基)乙基、3-(二氟甲基亞磺醯基)丙基、3-(三氟甲基亞磺醯基)丙基、3-(2,2-二氟乙基亞磺醯基)丙基或3-(2,2,2-三氟乙基亞磺醯基)丙基等基。
在本發明中,若無特別限定,「C
1~C
6鹵烷基磺醯基C
1~C
6烷基」係表示鹵烷基磺醯基部分及烷基部分為上述含義的(C
1~C
6鹵烷基磺醯基)-(C
1~C
6烷基)-基,可舉例如:(二氟甲磺醯基)甲基、(三氟甲磺醯基)甲基、(2,2-二氟乙磺醯基)甲基、(2,2,2-三氟乙磺醯基)甲基、2-(二氟甲磺醯基)乙基、2-(三氟甲磺醯基)乙基、2-(2,2-二氟乙磺醯基)乙基、2-(2,2,2-三氟乙磺醯基)乙基、3-(二氟甲磺醯基)丙基、3-(三氟甲磺醯基)丙基、3-(2,2-二氟乙磺醯基)丙基或3-(2,2,2-三氟乙磺醯基)丙基等基。
在本發明中,若無特別限定,「氰基C
1~C
6烷基」係表示烷基部分為上述含義的(氰基)-(C
1~C
6烷基)基,可舉例如:氰基甲基、1-氰基乙基、2-氰基乙基、1-氰基丙基、3-氰基丙基、2-氰基丙烷-2-基、1-氰基丁基、4-氰基丁基、5-氰基戊基或6-氰基己基等基。
在本發明中,若無特別限定,「三(C
1~C
6烷基)矽基氧基」係表示烷基部分為上述含義的(C
1~C
6烷基)
3-Si-O-基,3個烷基可為相同或互不相同,可舉例如:三甲基矽基氧基、三乙基矽基氧基、三異丙基矽基氧基或第三丁基二甲基矽基氧基等基。
在本發明中,若無特別限定,「C
1~C
6烷氧基亞胺基」係表示烷基部分為上述含義的(C
1~C
6烷基)-O-N=C-基,可舉例如:甲氧基亞胺基、乙氧基亞胺基或異丙氧基亞胺基等基。
在本發明中,所謂「R
2與R
2’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環」及「R
4與R
4’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環」,可舉例如:環丙烷、環丁烷、環戊烷、環己烷、環丙烯、環丁烯、環戊烯、環己烯、吡咯啶、四氫呋喃、哌啶、四氫哌喃、四氫噻吩、四氫噻喃-1-氧化物、四氫噻喃-1,1-二氧化物、硫雜環己烷(thiane)、哌嗪、𠰌啉、硫代嗎啉、二噁烷、二氧戊環(dioxolane)、二硫環己烷(dithiane)等,但並不限定於此。
在本發明中,「可經R
10單取代或多取代」意指「可經1或2以上的R
10取代」。經2個以上的R
10所取代的情況下,2個以上的R
10分別可為相同或不同,表示鹵素原子、C
1~C
6烷基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、C
1~C
6烷基羰基、C
1~C
6鹵烷基羰基、C
3~C
6環烷基羰基、苯甲醯基(該基可經R
11單取代或多取代)、基-C(R
12)=NOR
13、羧基、C
1~C
6烷氧基羰基、C
1~C
6鹵烷氧基羰基、胺基羰基、C
1~C
6烷基胺基羰基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基(該胺基可經R
14取代)、吡咯啶-1-基羰基(該基可經R
11單取代或多取代)、哌啶-1-基羰基(該基可經R
11單取代或多取代)、羥基、C
1~C
6烷氧基、C
3~C
6烯氧基、C
3~C
6炔氧基、C
1~C
6鹵烷氧基、C
3~C
6環烷氧基、C
3~C
6鹵環烷氧基、C
3~C
6環烷基C
1~C
6烷氧基、C
3~C
6鹵環烷基C
1~C
6烷氧基、苯氧基(該基可經R
11單取代或多取代)、苯基C
1~C
6烷氧基(該苯基可經R
11單取代或多取代)、硫醇基、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、C
3~C
6環烷硫基、C
3~C
6環烷基亞磺醯基、C
3~C
6環烷基磺醯基、C
3~C
6鹵環烷硫基、C
3~C
6鹵環烷基亞磺醯基、C
3~C
6鹵環烷基磺醯基、C
3~C
6環烷基C
1~C
6烷硫基、C
3~C
6環烷基C
1~C
6烷基亞磺醯基、C
3~C
6環烷基C
1~C
6烷基磺醯基、C
3~C
6鹵環烷基C
1~C
6烷硫基、C
3~C
6鹵環烷基C
1~C
6烷基亞磺醯基、C
3~C
6鹵環烷基C
1~C
6烷基磺醯基、苯硫基(該基可經R
11單取代或多取代)、苯基亞磺醯基(該基可經R
11單取代或多取代)、苯基磺醯基(該基可經R
11單取代或多取代)、胺基、C
1~C
6烷基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基(該胺基可經R
14取代)、C
1~C
6烷基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基羰基胺基(該胺基可經R
14取代)、C
3~C
6環烷基羰基胺基(該胺基可經R
14取代)、苯基羰基氨基(該苯基可經R
11單取代或多取代,該胺基可經R
14取代)、C
1~C
6烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷氧基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基胺基羰基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基胺基羰基胺基(該胺基可經R
14取代)、C
1~C
6烷基磺醯基胺基(該胺基可經R
14取代)、C
1~C
6鹵烷基磺醯基胺基(該胺基可經R
14取代)、C
3~C
6環烷基磺醯基胺基(該胺基可經R
14取代)、苯基磺醯基胺基(該苯基可經R
11單取代或多取代,該胺基可經R
14取代)、三(C
1~C
6烷基)矽基、苯基(該基可經R
11單取代或多取代)、雜芳基(該基可經R
11單取代或多取代)、雜芳氧基(該基可經R
11單取代或多取代)、雜環烷基(該基可經R
11單取代或多取代)、基-S(=O)(=NR
16)R
15、五氟氫硫基、疊氮基、氰基、硝基或氰硫基。
在本發明中,「可經R
11單取代或多取代」意指「可經1或2以上的R
11取代」。經2個以上的R
11所取代的情況下,2個以上的R
11分別可為相同或不同,表示鹵素原子、C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基、C
3~C
6鹵環烷基、甲醯基、羥基、C
1~C
6烷氧基、C
1~C
6鹵烷氧基、硫醇基、C
1~C
6烷硫基、C
1~C
6烷基亞磺醯基、C
1~C
6烷基磺醯基、C
1~C
6鹵烷硫基、C
1~C
6鹵烷基亞磺醯基、C
1~C
6鹵烷基磺醯基、氰基或硝基。
在本發明中,所謂「農業上可接受的鹽」,係指在通式[I]所示的本發明化合物中,其結構中存在羥基、羧基或胺基等的情況或存在吡啶環的氮原子,即為該等與金屬或有機鹼的鹽、或是與無機酸或有機酸的鹽。金屬可列舉:鈉或鉀等鹼金屬或鎂或鈣等鹼土金屬。有機鹼可列舉:三乙胺或二異丙胺等。無機酸可列舉:磷酸、鹽酸、氫溴酸、氫碘酸、硼酸或硫酸等。有機酸可列舉:甲酸、乙酸、乳酸、抗壞血酸、琥珀酸、富馬酸、馬來酸、草酸、檸檬酸、苯甲酸、柳酸、酒石酸、甲磺酸、4-甲苯磺酸或三氟甲磺酸酸等。
接著,通式[I]所示的本發明之稠合雜環衍生物所包含的化合物之代表性化合物例顯示於表1~表31。然而,本發明之衍生物所包含的化合物並不限定於此。又,表中的化合物編號亦供下述記載參照。
此外,本發明之稠合雜環衍生物所包含的化合物具有因取代基的種類而存在E-體及Z-體之幾何異構物的情況,本發明包含該等E-體、Z-體或以任意比例含有E-體及Z-體的混合物。又,本發明所包含的化合物具有因存在1個或2個以上之不對稱碳原子及不對稱硫原子而存在光學異構物的情況,本發明包含所有光學活性體、外消旋體或非鏡像異構物。
本說明書中,表中的下述標記例如分別表示如下相應的基。
Me :甲基;
Et :乙基;
n-Pr :正丙基;
i-Pr :異丙基;
n-Bu :正丁基;
t-Bu :第三丁基;
n-Pen :正戊基;
n-Hex :正己基;
c-Pr :環丙基;
c-Bu :環丁基;
c-Pen :環戊基;
c-Hex :環己基;
CHF
2:二氟甲基;
CF
3:三氟甲基;
Ph(4-CF
3) :4-三氟甲基苯基;
Ph(3,4-F
2) :3,4-二氟苯基;
c-Pr(2,2-F
2) :2,2-二氟環丙基;
【表1】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0001 | H | H | H | O | O | H | N | Cl |
A-0002 | n-Bu | H | H | O | O | H | N | Cl |
A-0003 | n-Pen | H | H | O | O | H | N | Cl |
A-0004 | CH 2CH 2CF 3 | H | H | O | O | H | N | Cl |
A-0005 | CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | Cl |
A-0006 | CH 2CH 2CH 2CF 2CF 3 | H | H | O | O | H | N | Cl |
A-0007 | CH 2CH 2CHF 2 | H | H | O | O | H | N | Cl |
A-0008 | CH 2CH 2CH 2CHF 2 | H | H | O | O | H | N | Cl |
A-0009 | CH 2CH 2CH 2CH 2CHF 2 | H | H | O | O | H | N | Cl |
A-0010 | CH 2CH 2CF 2CF 3 | H | H | O | O | H | N | Cl |
A-0011 | CH 2CH 2CF(CF 3)CF 3 | H | H | O | O | H | N | Cl |
A-0012 | CH 2CH 2CH 2CF 2CF 3 | H | H | O | O | H | N | Cl |
A-0013 | CH 2CH 2CF=CF 2 | H | H | O | O | H | N | Cl |
A-0014 | CH 2CH 2CH 2CF=CF 2 | H | H | O | O | H | N | Cl |
A-0015 | CH 2CH 2Ph(3-F) | H | H | O | O | H | N | Cl |
A-0016 | CH 2CH 2Ph(4-F) | H | H | O | O | H | N | Cl |
A-0017 | CH 2CH 2Ph(3,4-F 2) | H | H | O | O | H | N | Cl |
A-0018 | CH 2CH 2Ph(4-CF 3) | H | H | O | O | H | N | Cl |
A-0019 | CH 2CH 2Ph(4-CHF 2) | H | H | O | O | H | N | Cl |
A-0020 | CH 2CH 2Ph(4-OCF 3) | H | H | O | O | H | N | Cl |
A-0021 | CH 2CH 2Ph(4-OCHF 2) | H | H | O | O | H | N | Cl |
A-0022 | CH 2CH 2Ph(4-CN) | H | H | O | O | H | N | Cl |
A-0023 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0024 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0025 | CH 2CH 2(3-CClF 2-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0026 | CH 2CH 2(3-Cl-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0027 | CH 2CH 2(3-Br-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0028 | CH 2CH 2(3-CN-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0029 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | O | H | N | Cl |
A-0030 | 5-Cl-嘧啶-2-基 | H | H | O | O | H | N | Cl |
A-0031 | H | H | F | O | O | H | N | Cl |
A-0032 | n-Bu | H | F | O | O | H | N | Cl |
A-0033 | n-Pen | H | F | O | O | H | N | Cl |
A-0034 | CH 2CH 2CF 3 | H | F | O | O | H | N | Cl |
A-0035 | CH 2CH 2CH 2CF 3 | H | F | O | O | H | N | Cl |
A-0036 | CH 2CH 2CH 2CF 2CF 3 | H | F | O | O | H | N | Cl |
A-0037 | CH 2CH 2CHF 2 | H | F | O | O | H | N | Cl |
A-0038 | CH 2CH 2CH 2CHF 2 | H | F | O | O | H | N | Cl |
【表2】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0039 | CH 2CH 2CH 2CH 2CHF 2 | H | F | O | O | H | N | Cl |
A-0040 | CH 2CH 2CF 2CF 3 | H | F | O | O | H | N | Cl |
A-0041 | CH 2CH 2CF(CF 3)CF 3 | H | F | O | O | H | N | Cl |
A-0042 | CH 2CH 2CH 2CF 2CF 3 | H | F | O | O | H | N | Cl |
A-0043 | CH 2CH 2CF=CF 2 | H | F | O | O | H | N | Cl |
A-0044 | CH 2CH 2CH 2CF=CF 2 | H | F | O | O | H | N | Cl |
A-0045 | CH 2CH 2Ph(3-F) | H | F | O | O | H | N | Cl |
A-0046 | CH 2CH 2Ph(4-F) | H | F | O | O | H | N | Cl |
A-0047 | CH 2CH 2Ph(3,4-F 2) | H | F | O | O | H | N | Cl |
A-0048 | CH 2CH 2Ph(4-CF 3) | H | F | O | O | H | N | Cl |
A-0049 | CH 2CH 2Ph(4-CHF 2) | H | F | O | O | H | N | Cl |
A-0050 | CH 2CH 2Ph(4-OCF 3) | H | F | O | O | H | N | Cl |
A-0051 | CH 2CH 2Ph(4-OCHF 2) | H | F | O | O | H | N | Cl |
A-0052 | CH 2CH 2Ph(4-CN) | H | F | O | O | H | N | Cl |
A-0053 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0054 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0055 | CH 2CH 2(3-CClF 2-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0056 | CH 2CH 2(3-Cl-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0057 | CH 2CH 2(3-Br-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0058 | CH 2CH 2(3-CN-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0059 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | O | H | N | Cl |
A-0060 | H | F | F | O | O | H | N | Cl |
A-0061 | Me | F | F | O | O | H | N | Cl |
A-0062 | Et | F | F | O | O | H | N | Cl |
A-0063 | n-Pr | F | F | O | O | H | N | Cl |
A-0064 | i-Pr | F | F | O | O | H | N | Cl |
A-0065 | n-Bu | F | F | O | O | H | N | Cl |
A-0066 | n-Pen | F | F | O | O | H | N | Cl |
A-0067 | n-Hex | F | F | O | O | H | N | Cl |
A-0068 | CH 2CH 2CH(Me)CH 3 | F | F | O | O | H | N | Cl |
A-0069 | CH 2CH 2CH 2CH(Me)CH 3 | F | F | O | O | H | N | Cl |
A-0070 | CH 2CH 2(t-Bu) | F | F | O | O | H | N | Cl |
A-0071 | CH 2CH 2CH 2(t-Bu) | F | F | O | O | H | N | Cl |
A-0072 | CH 2CF=CH 2 | F | F | O | O | H | N | Cl |
A-0073 | CH 2CH 2CF=CH 2 | F | F | O | O | H | N | Cl |
A-0074 | CH 2CH 2CH 2CF=CH 2 | F | F | O | O | H | N | Cl |
A-0075 | CH 2CH=C(Me) 2 | F | F | O | O | H | N | Cl |
A-0076 | CH 2CH 2CH=C(Me) 2 | F | F | O | O | H | N | Cl |
A-0077 | CH 2CH 2CH 2CH=C(Me) 2 | F | F | O | O | H | N | Cl |
A-0078 | CH 2C≡CH | F | F | O | O | H | N | Cl |
A-0079 | CH 2CH 2C≡CH | F | F | O | O | H | N | Cl |
A-0080 | CH 2CH 2CH 2C≡CH | F | F | O | O | H | N | Cl |
A-0081 | CH 2C≡C(Me) | F | F | O | O | H | N | Cl |
A-0082 | CH 2CH 2C≡C(Me) | F | F | O | O | H | N | Cl |
【表3】
【表4】
【表5】
【表6】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0215 | CH 2CH 2Ph(4-F) | F | F | O | O | H | N | Cl |
A-0216 | CH 2CH 2Ph(3,4-F 2) | F | F | O | O | H | N | Cl |
A-0217 | CH 2CH 2Ph(3-Cl) | F | F | O | O | H | N | Cl |
A-0218 | CH 2CH 2Ph(4-Cl) | F | F | O | O | H | N | Cl |
A-0219 | CH 2CH 2Ph(3-Me) | F | F | O | O | H | N | Cl |
A-0220 | CH 2CH 2Ph(4-Me) | F | F | O | O | H | N | Cl |
A-0221 | CH 2CH 2Ph(3-C≡CH) | F | F | O | O | H | N | Cl |
A-0222 | CH 2CH 2Ph(4-C≡CH) | F | F | O | O | H | N | Cl |
A-0223 | CH 2CH 2Ph(3-CF 3) | F | F | O | O | H | N | Cl |
A-0224 | CH 2CH 2Ph(4-CF 3) | F | F | O | O | H | N | Cl |
A-0225 | CH 2CH 2Ph(3-CHF 2) | F | F | O | O | H | N | Cl |
A-0226 | CH 2CH 2Ph(4-CHF 2) | F | F | O | O | H | N | Cl |
A-0227 | CH 2CH 2Ph(3-OMe) | F | F | O | O | H | N | Cl |
A-0228 | CH 2CH 2Ph(4-OMe) | F | F | O | O | H | N | Cl |
A-0229 | CH 2CH 2Ph(3-OCF 3) | F | F | O | O | H | N | Cl |
A-0230 | CH 2CH 2Ph(4-OCF 3) | F | F | O | O | H | N | Cl |
A-0231 | CH 2CH 2Ph(3-OCHF 2) | F | F | O | O | H | N | Cl |
A-0232 | CH 2CH 2Ph(4-OCHF 2) | F | F | O | O | H | N | Cl |
A-0233 | CH 2CH 2Ph(3-CN) | F | F | O | O | H | N | Cl |
A-0234 | CH 2CH 2Ph(4-CN) | F | F | O | O | H | N | Cl |
A-0235 | CH 2CH 2CH 2Ph | F | F | O | O | H | N | Cl |
A-0236 | CH 2CH 2CH 2Ph(3-CF 3) | F | F | O | O | H | N | Cl |
A-0237 | CH 2CH 2CH 2Ph(4-CF 3) | F | F | O | O | H | N | Cl |
A-0238 | CH 2CF 2Ph(4-F) | F | F | O | O | H | N | Cl |
A-0239 | CH 2CF 2Ph(3,4,5-F 3) | F | F | O | O | H | N | Cl |
A-0240 | CH 2CF 2Ph(4-CF 3) | F | F | O | O | H | N | Cl |
A-0241 | CH 2{c-Pr[1-Ph(4-F)]} | F | F | O | O | H | N | Cl |
A-0242 | CH 2CH 2(3-CHF 2-吡咯-1-基) | F | F | O | O | H | N | Cl |
A-0243 | CH 2CH 2(吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0244 | CH 2CH 2[3-(t-Bu)-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0245 | CH 2CH 2[4-(t-Bu)-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0246 | CH 2CH 2[3-(c-Pr)-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0247 | CH 2CH 2[4-(c-Pr)-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0248 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0249 | CH 2CH 2(4-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0250 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0251 | CH 2CH 2(4-CHF 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0252 | CH 2CH 2(3-CClF 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0253 | CH 2CH 2(3-CBrF 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0254 | CH 2CH 2(3-CF 2CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0255 | CH 2CH 2(3-Cl-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0256 | CH 2CH 2(4-Cl-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0257 | CH 2CH 2(3-Br-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0258 | CH 2CH 2(4-Br-吡唑-1-基) | F | F | O | O | H | N | Cl |
【表7】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0259 | CH 2CH 2(3-CN-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0260 | CH 2CH 2(4-CN-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0261 | CH 2CH 2(3-CHO-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0262 | CH 2CH 2(4-CHO-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0263 | CH 2CH 2(3-NO 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0264 | CH 2CH 2(4-NO 2-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0265 | CH(Me)CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0266 | CH 2CH(Me)(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0267 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0268 | CH 2CH(Me)CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0269 | c-Pen[3-(3-CF 3-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0270 | c-Hex[4-(3-CF3-吡唑-1-基)] | F | F | O | O | H | N | Cl |
A-0271 | CH 2CH 2(1-Me-吡唑-4-基) | F | F | O | O | H | N | Cl |
A-0272 | CH 2CH 2(1-CH 2CF 3-吡唑-4-基) | F | F | O | O | H | N | Cl |
A-0273 | CH 2CH 2(4-CF 3-咪唑-1-基) | F | F | O | O | H | N | Cl |
A-0274 | CH 2CH 2(4-CHF 2-咪唑-1-基) | F | F | O | O | H | N | Cl |
A-0275 | CH 2CH 2(1,2,3-三唑-1-基) | F | F | O | O | H | N | Cl |
A-0276 | CH 2CH 2(4-CF 3-1,2,3-三唑-1-基) | F | F | O | O | H | N | Cl |
A-0277 | CH 2CH 2(4-CHF 2-1,2,3-三唑-1-基) | F | F | O | O | H | N | Cl |
A-0278 | CH 2CH 2(3-CF 3-1,2,4-三唑-1-基) | F | F | O | O | H | N | Cl |
A-0279 | CH 2CH 2(3-CHF 2-1,2,4-三唑-1-基) | F | F | O | O | H | N | Cl |
A-0280 | CH 2CH 2(4-CF 3-噁唑-2-基) | F | F | O | O | H | N | Cl |
A-0281 | CH 2CH 2(5-CF 3-噁唑-2-基 | F | F | O | O | H | N | Cl |
A-0282 | CH 2CH 2(5-CF 3-異噁唑-3-基) | F | F | O | O | H | N | Cl |
A-0283 | CH 2CH 2(3-CF 3-異噁唑-5-基) | F | F | O | O | H | N | Cl |
A-0284 | CH 2CH 2(3-CF 3-4,5-二氫異噁唑-5-基) | F | F | O | O | H | N | Cl |
A-0285 | CH 2(2-Cl-噻唑-5-基) | F | F | O | O | H | N | Cl |
A-0286 | CH 2CH 2(4-CF 3-噻唑-2-基) | F | F | O | O | H | N | Cl |
A-0287 | CH 2CH 2(3-CF 3-異噻唑-5-基) | F | F | O | O | H | N | Cl |
A-0288 | CH 2CH 2(5-CF 3-1,2,4-噁二唑-3-基) | F | F | O | O | H | N | Cl |
A-0289 | CH 2CH 2(5-CF 3-1,3,4-噁二唑-2-基) | F | F | O | O | H | N | Cl |
A-0290 | CH 2CH 2(5-CF 3-1,3,4-噻二唑-2-基) | F | F | O | O | H | N | Cl |
A-0291 | CH 2CH 2(6-Cl-吡啶-3-基) | F | F | O | O | H | N | Cl |
A-0292 | CH 2CH 2(6-CF 3-吡啶-3-基) | F | F | O | O | H | N | Cl |
A-0293 | CH 2CH 2(5-CF 3-吡啶-2-基) | F | F | O | O | H | N | Cl |
A-0294 | CH 2CH 2(6-CF 3-吡啶-2-基) | F | F | O | O | H | N | Cl |
A-0295 | CH 2CH 2(5-CF 3-吡啶-2-基) | F | F | O | O | H | N | Cl |
A-0296 | 5-Cl-嘧啶-2-基 | F | F | O | O | H | N | Cl |
A-0297 | CH 2CH 2(4-CF 3-嘧啶-2-基) | F | F | O | O | H | N | Cl |
A-0298 | CH 2CH 2(5-CF 3-嘧啶-2-基) | F | F | O | O | H | N | Cl |
A-0299 | CH 2CH 2(5-Cl-嘧啶-2-基) | F | F | O | O | H | N | Cl |
A-0300 | CH 2CH 2(2-CF 3-嘧啶-5-基) | F | F | O | O | H | N | Cl |
A-0301 | CH 2CH 2(2-CF 3-嘧啶-4-基) | F | F | O | O | H | N | Cl |
A-0302 | CH 2(2-CF 3-1,3-二氧雜環戊烷-2-基) | F | F | O | O | H | N | Cl |
【表8】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0303 | CH 2CH 2(2-CF 3-1,3-二氧雜環戊烷-2-基) | F | F | O | O | H | N | Cl |
A-0304 | CH 2(四氫呋喃-3-基) | F | F | O | O | H | N | Cl |
A-0305 | CH 2CH 2(四氫呋喃-3-基) | F | F | O | O | H | N | Cl |
A-0306 | CH 2CH 2(四氫呋喃-2-基) | F | F | O | O | H | N | Cl |
A-0307 | CH 2CH 2(四氫哌喃-4-基) | F | F | O | O | H | N | Cl |
A-0308 | CH 2CH 2(3,3-F 2-吡咯啶-1-基) | F | F | O | O | H | N | Cl |
A-0309 | CH 2CH 2(4,4-F 2-哌啶-1-基) | F | F | O | O | H | N | Cl |
A-0310 | CH 2CH 2CN | F | F | O | O | H | N | Cl |
A-0311 | CH 2CH 2CH 2CN | F | F | O | O | H | N | Cl |
A-0312 | CH 2CH 2SCN | H | F | O | O | H | N | Cl |
A-0313 | H | H | Me | O | O | H | N | Cl |
A-0314 | CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
A-0315 | CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
A-0316 | CH 2CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
A-0317 | CH 2CH 2Ph(4-F) | H | Me | O | O | H | N | Cl |
A-0318 | CH 2CH 2Ph(3,4-F 2) | H | Me | O | O | H | N | Cl |
A-0319 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | O | H | N | Cl |
A-0320 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | Me | O | O | H | N | Cl |
A-0321 | H | Me | Me | O | O | H | N | Cl |
A-0322 | CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
A-0323 | CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
A-0324 | CH 2CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
A-0325 | CH 2CH 2Ph(4-F) | Me | Me | O | O | H | N | Cl |
A-0326 | CH 2CH 2Ph(3,4-F 2) | Me | Me | O | O | H | N | Cl |
A-0327 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | O | H | N | Cl |
A-0328 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | Me | O | O | H | N | Cl |
A-0329 | H | H | Et | O | O | H | N | Cl |
A-0330 | CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
A-0331 | CH 2CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
A-0332 | CH 2CH 2CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
A-0333 | CH 2CH 2Ph(4-F) | H | Et | O | O | H | N | Cl |
A-0334 | CH 2CH 2Ph(3,4-F 2) | H | Et | O | O | H | N | Cl |
A-0335 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Et | O | O | H | N | Cl |
A-0336 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | Et | O | O | H | N | Cl |
A-0337 | H | H | CF 3 | O | O | H | N | Cl |
A-0338 | CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
A-0339 | CH 2CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
A-0340 | CH 2CH 2CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
A-0341 | CH 2CH 2Ph(4-F) | H | CF 3 | O | O | H | N | Cl |
A-0342 | CH 2CH 2Ph(3,4-F 2) | H | CF 3 | O | O | H | N | Cl |
A-0343 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
A-0344 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
A-0345 | H | Me | CF 3 | O | O | H | N | Cl |
A-0346 | CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
【表9】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0347 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
A-0348 | CH 2CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
A-0349 | CH 2CH 2Ph(4-F) | Me | CF 3 | O | O | H | N | Cl |
A-0350 | CH 2CH 2Ph(3,4-F 2) | Me | CF 3 | O | O | H | N | Cl |
A-0351 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
A-0352 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
A-0353 | H | H | c-Pr | O | O | H | N | Cl |
A-0354 | CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
A-0355 | CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
A-0356 | CH 2CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
A-0357 | CH 2CH 2Ph(4-F) | H | c-Pr | O | O | H | N | Cl |
A-0358 | CH 2CH 2Ph(3,4-F 2) | H | c-Pr | O | O | H | N | Cl |
A-0359 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | c-Pr | O | O | H | N | Cl |
A-0360 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | c-Pr | O | O | H | N | Cl |
A-0361 | H | H | C(=O)H | O | O | H | N | Cl |
A-0362 | CH 2CH 2CH 2CF 3 | H | C(=O)H | O | O | H | N | Cl |
A-0363 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)H | O | O | H | N | Cl |
A-0364 | H | Me | C(=O)H | O | O | H | N | Cl |
A-0365 | CH 2CH 2CH 2CF 3 | Me | C(=O)H | O | O | H | N | Cl |
A-0366 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)H | O | O | H | N | Cl |
A-0367 | H | H | C(=O)Me | O | O | H | N | Cl |
A-0368 | CH 2CH 2CH 2CF 3 | H | C(=O)Me | O | O | H | N | Cl |
A-0369 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)Me | O | O | H | N | Cl |
A-0370 | H | Me | C(=O)Me | O | O | H | N | Cl |
A-0371 | CH 2CH 2CH 2CF 3 | Me | C(=O)Me | O | O | H | N | Cl |
A-0372 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)Me | O | O | H | N | Cl |
A-0373 | H | H | C(=O)CF 3 | O | O | H | N | Cl |
A-0374 | CH 2CH 2CH 2CF 3 | H | C(=O)CF 3 | O | O | H | N | Cl |
A-0375 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)CF 3 | O | O | H | N | Cl |
A-0376 | H | Me | C(=O)CF 3 | O | O | H | N | Cl |
A-0377 | CH 2CH 2CH 2CF 3 | Me | C(=O)CF 3 | O | O | H | N | Cl |
A-0378 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)CF 3 | O | O | H | N | Cl |
A-0379 | H | H | C(=NOMe)Me | O | O | H | N | Cl |
A-0380 | CH 2CH 2CH 2CF 3 | H | C(=NOMe)Me | O | O | H | N | Cl |
A-0381 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=NOMe)Me | O | O | H | N | Cl |
A-0382 | H | Me | C(=NOMe)Me | O | O | H | N | Cl |
A-0383 | CH 2CH 2CH 2CF 3 | Me | C(=NOMe)Me | O | O | H | N | Cl |
A-0384 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=NOMe)Me | O | O | H | N | Cl |
A-0385 | H | H | C(=O)OH | O | O | H | N | Cl |
A-0386 | CH 2CH 2CH 2CF 3 | H | C(=O)OH | O | O | H | N | Cl |
A-0387 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)OH | O | O | H | N | Cl |
A-0388 | H | Me | C(=O)OH | O | O | H | N | Cl |
A-0389 | CH 2CH 2CH 2CF 3 | Me | C(=O)OH | O | O | H | N | Cl |
A-0390 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)OH | O | O | H | N | Cl |
【表10】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0391 | H | H | C(=O)OEt | O | O | H | N | Cl |
A-0392 | CH 2CH 2CH 2CF 3 | H | C(=O)OEt | O | O | H | N | Cl |
A-0393 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)OEt | O | O | H | N | Cl |
A-0394 | H | Me | C(=O)OEt | O | O | H | N | Cl |
A-0395 | CH 2CH 2CH 2CF 3 | Me | C(=O)OEt | O | O | H | N | Cl |
A-0396 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)OEt | O | O | H | N | Cl |
A-0397 | H | H | C(=O)NH 2 | O | O | H | N | Cl |
A-0398 | CH 2CH 2CH 2CF 3 | H | C(=O)NH 2 | O | O | H | N | Cl |
A-0399 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NH 2 | O | O | H | N | Cl |
A-0400 | H | Me | C(=O)NH 2 | O | O | H | N | Cl |
A-0401 | CH 2CH 2CH 2CF 3 | Me | C(=O)NH 2 | O | O | H | N | Cl |
A-0402 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NH 2 | O | O | H | N | Cl |
A-0403 | H | H | C(=O)NHMe | O | O | H | N | Cl |
A-0404 | CH 2CH 2CH 2CF 3 | H | C(=O)NHMe | O | O | H | N | Cl |
A-0405 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NHMe | O | O | H | N | Cl |
A-0406 | H | Me | C(=O)NHMe | O | O | H | N | Cl |
A-0407 | CH 2CH 2CH 2CF 3 | Me | C(=O)NHMe | O | O | H | N | Cl |
A-0408 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NHMe | O | O | H | N | Cl |
A-0409 | H | H | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0410 | CH 2CH 2CH 2CF 3 | H | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0411 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0412 | H | Me | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0413 | CH 2CH 2CH 2CF 3 | Me | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0414 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NHCH 2CF 3 | O | O | H | N | Cl |
A-0415 | H | CH 2CH 2 | O | O | H | N | Cl | |
A-0416 | CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | Cl | |
A-0417 | CH 2CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | Cl | |
A-0418 | CH 2CH 2CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | Cl | |
A-0419 | CH 2CH 2Ph(4-F) | CH 2CH 2 | O | O | H | N | Cl | |
A-0420 | CH 2CH 2Ph(3,4-F 2) | CH 2CH 2 | O | O | H | N | Cl | |
A-0421 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2 | O | O | H | N | Cl | |
A-0422 | CH 2CH 2(3-CHF 2-吡唑-1-基) | CH 2CH 2 | O | O | H | N | Cl | |
A-0423 | H | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0424 | CH 2CH-CF 3 | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0425 | CH 2CH 2CH 2CF 3 | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0426 | CH 2CH 2CH 2CH 2CF 3 | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0427 | CH 2CH 2Ph(4-F) | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0428 | CH 2CH 2Ph(3,4-F 2) | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0429 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0430 | CH 2CH 2(3-CHF 2-吡唑-1-基) | CH 2CH 2CH 2 | O | O | H | N | Cl | |
A-0431 | CH 2CH 2CH 2CF 3 | H | H | O | S | H | N | Cl |
A-0432 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | S | H | N | Cl |
A-0433 | CH 2CH 2CH 2CF 3 | H | F | O | S | H | N | Cl |
A-0434 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | S | H | N | Cl |
【表11】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0435 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | Cl |
A-0436 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0437 | CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
A-0438 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | O | H | N | Cl |
A-0439 | CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
A-0440 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | O | H | N | Cl |
A-0441 | CH 2CH 2CH 2CF 3 | H | H | S | O | H | N | Cl |
A-0442 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | S | O | H | N | Cl |
A-0443 | CH 2CH 2CH 2CF 3 | H | F | S | O | H | N | Cl |
A-0444 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S | O | H | N | Cl |
A-0445 | CH 2CH 2CH 2CF 3 | F | F | S | O | H | N | Cl |
A-0446 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S | O | H | N | Cl |
A-0447 | CH 2CH 2CH 2CF 3 | H | Me | S | O | H | N | Cl |
A-0448 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | S | O | H | N | Cl |
A-0449 | CH 2CH 2CH 2CF 3 | Me | Me | S | O | H | N | Cl |
A-0450 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | S | O | H | N | Cl |
A-0451 | CH 2CH 2CH 2CF 3 | H | H | S(=O) | O | H | N | Cl |
A-0452 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | S(=O) | O | H | N | Cl |
A-0453 | CH 2CH 2CH 2CF 3 | H | F | S(=O) | O | H | N | Cl |
A-0454 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S(=O) | O | H | N | Cl |
A-0455 | CH 2CH 2CH 2CF 3 | F | F | S(=O) | O | H | N | Cl |
A-0456 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S(=O) | O | H | N | Cl |
A-0457 | CH 2CH 2CH 2CF 3 | H | Me | S(=O) | O | H | N | Cl |
A-0458 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | S(=O) | O | H | N | Cl |
A-0459 | CH 2CH 2CH 2CF 3 | Me | Me | S(=O) | O | H | N | Cl |
A-0460 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | S(=O) | O | H | N | Cl |
A-0461 | CH 2CH 2CH 2CF 3 | H | H | S(=O) 2 | O | H | N | Cl |
A-0462 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | S(=O) 2 | O | H | N | Cl |
A-0463 | CH 2CH 2CH 2CF 3 | H | F | S(=O) 2 | O | H | N | Cl |
A-0464 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S(=O) 2 | O | H | N | Cl |
A-0465 | CH 2CH 2CH 2CF 3 | F | F | S(=O) 2 | O | H | N | Cl |
A-0466 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S(=O) 2 | O | H | N | Cl |
A-0467 | CH 2CH 2CH 2CF 3 | H | Me | S(=O) 2 | O | H | N | Cl |
A-0468 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | S(=O) 2 | O | H | N | Cl |
A-0469 | CH 2CH 2CH 2CF 3 | Me | Me | S(=O) 2 | O | H | N | Cl |
A-0470 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | S(=O) 2 | O | H | N | Cl |
A-0471 | CH 2CH 2CH 2CF 3 | H | H | NH | O | H | N | Cl |
A-0472 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | NH | O | H | N | Cl |
A-0473 | CH 2CH 2CH 2CF 3 | H | H | NMe | O | H | N | Cl |
A-0474 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | NMe | O | H | N | Cl |
A-0475 | CH 2CH 2CH 2CF 3 | H | H | NCH 2CF 3 | O | H | N | Cl |
A-0476 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | NCH 2CF 3 | O | H | N | Cl |
A-0477 | CH 2CH 2CH 2CF 3 | Me | Me | NH | O | H | N | Cl |
A-0478 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | NH | O | H | N | Cl |
【表12】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0479 | CH 2CH 2CH 2CF 3 | Me | Me | NMe | O | H | N | Cl |
A-0480 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | NMe | O | H | N | Cl |
A-0481 | CH 2CH 2CH 2CF 3 | Me | Me | NCH 2CF 3 | O | H | N | Cl |
A-0482 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | NCH 2CF 3 | O | H | N | Cl |
A-0483 | CH 2CH 2CH 2CF 3 | =O | NH | O | H | N | Cl | |
A-0484 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | NH | O | H | N | Cl | |
A-0485 | CH 2CH 2CH 2CF 3 | =O | NMe | O | H | N | Cl | |
A-0486 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | NMe | O | H | N | Cl | |
A-0487 | CH 2CH 2CH 2CF 3 | =O | NCH 2CF 3 | O | H | N | Cl | |
A-0488 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | NCH 2CF 3 | O | H | N | Cl | |
A-0489 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 6-F | N | Cl |
A-0490 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 7-F | N | Cl |
A-0491 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 8-F | N | Cl |
A-0492 | CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | F |
A-0493 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | O | H | N | F |
A-0494 | H | H | F | O | O | H | N | F |
A-0495 | H | H | F | O | O | H | N | Br |
A-0496 | CH 2CH 2CF 3 | H | F | O | O | H | N | F |
A-0497 | CH 2CH 2CH 2CF 3 | H | F | O | O | H | N | F |
A-0498 | CH 2CH 2CH 2CH 2CF 3 | H | F | O | O | H | N | F |
A-0499 | CH 2CH 2Ph(4-F) | H | F | O | O | H | N | F |
A-0500 | CH 2CH 2Ph(3,4-F 2) | H | F | O | O | H | N | F |
A-0501 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | O | H | N | F |
A-0502 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | O | H | N | Br |
A-0503 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | F | O | O | H | N | F |
A-0504 | H | F | F | O | O | H | N | F |
A-0505 | H | F | F | O | O | H | N | Br |
A-0506 | H | F | F | O | O | H | CH | Cl |
A-0507 | H | F | F | O | O | H | CH | CN |
A-0508 | H | F | F | O | O | H | CH | CHF 2 |
A-0509 | H | F | F | O | O | H | CF | Cl |
A-0510 | H | F | F | O | O | H | CCN | Cl |
A-0511 | n-Bu | F | F | O | O | H | N | F |
A-0512 | n-Pen | F | F | O | O | H | N | F |
A-0513 | CH 2CH 2CF 3 | F | F | O | O | H | N | F |
A-0514 | CH 2CH 2CF 3 | F | F | O | O | H | N | Br |
A-0515 | CH 2CH 2CF 3 | F | F | O | O | H | CH | Cl |
A-0516 | CH 2CH 2CF 3 | F | F | O | O | H | CH | CN |
A-0517 | CH 2CH 2CF 3 | F | F | O | O | H | CH | CHF 2 |
A-0518 | CH 2CH 2CF 3 | F | F | O | O | H | CF | Cl |
A-0519 | CH 2CH 2CF 3 | F | F | O | O | H | CCN | Cl |
A-0520 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | F |
A-0521 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | Br |
A-0522 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | CHF 2 |
【表13】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0523 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | CF 3 |
A-0524 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | N | CN |
A-0525 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | CH | Cl |
A-0526 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | CH | CN |
A-0527 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | CH | CHF 2 |
A-0528 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | CF | Cl |
A-0529 | CH 2CH 2CH 2CF 3 | F | F | O | O | H | CCN | Cl |
A-0530 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | N | F |
A-0531 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | N | Br |
A-0532 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | CH | Cl |
A-0533 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | CH | CN |
A-0534 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | CH | CHF 2 |
A-0535 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | CF | Cl |
A-0536 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | CCN | Cl |
A-0537 | CH 2CH 2CHF 2 | F | F | O | O | H | N | F |
A-0538 | CH 2CH 2CH 2CHF 2 | F | F | O | O | H | N | F |
A-0539 | CH 2CH 2CH 2CH 2CHF 2 | F | F | O | O | H | N | F |
A-0540 | CH 2CH 2CF 2CF 3 | F | F | O | O | H | N | F |
A-0541 | CH 2CH 2CF(CF 3)CF 3 | F | F | O | O | H | N | F |
A-0542 | CH 2CH 2CH 2CF 2CF 3 | F | F | O | O | H | N | F |
A-0543 | CH 2CH 2CF=CF 2 | F | F | O | O | H | N | F |
A-0544 | CH 2CH 2CH 2CF=CF 2 | F | F | O | O | H | N | F |
A-0545 | CH 2CH 2OCH 2CF 3 | F | F | O | O | H | N | F |
A-0546 | CH 2CH 2Ph(3-F) | F | F | O | O | H | N | F |
A-0547 | CH 2CH 2Ph(4-F) | F | F | O | O | H | N | F |
A-0548 | CH 2CH 2Ph(4-F) | F | F | O | O | H | N | Br |
A-0549 | CH 2CH 2Ph(4-F) | F | F | O | O | H | CH | Cl |
A-0550 | CH 2CH 2Ph(4-F) | F | F | O | O | H | CH | CN |
A-0551 | CH 2CH 2Ph(4-F) | F | F | O | O | H | CH | CHF 2 |
A-0552 | CH 2CH 2Ph(4-F) | F | F | O | O | H | CF | Cl |
A-0553 | CH 2CH 2Ph(4-F) | F | F | O | O | H | CCN | Cl |
A-0554 | CH 2CH 2Ph(3,4-F 2) | F | F | O | O | H | N | F |
A-0555 | CH 2CH 2Ph(4-CF 3) | F | F | O | O | H | N | F |
A-0556 | CH 2CH 2Ph(4-CHF 2) | F | F | O | O | H | N | F |
A-0557 | CH 2CH 2Ph(4-OCF 3) | F | F | O | O | H | N | F |
A-0558 | CH 2CH 2Ph(4-OCHF 2) | F | F | O | O | H | N | F |
A-0559 | CH 2CH 2Ph(4-CN) | F | F | O | O | H | N | F |
A-0560 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | F |
A-0561 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Br |
A-0562 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | I |
A-0563 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | Me |
A-0564 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | CHF 2 |
A-0565 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | CF 3 |
A-0566 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | c-Pr |
【表14】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0567 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | c-Pr(2,2-F 2) |
A-0568 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | CN |
A-0569 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | NO 2 |
A-0570 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | OMe |
A-0571 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | OCHF 2 |
A-0572 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | SMe |
A-0573 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | S(=O)Me |
A-0574 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | S(=O) 2Me |
A-0575 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | SCHF 2 |
A-0576 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | S(=O)CHF 2 |
A-0577 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | S(=O) 2CHF 2 |
A-0578 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | CH | Cl |
A-0579 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | CH | CN |
A-0580 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | CH | CHF 2 |
A-0581 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | CF | Cl |
A-0582 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | CCN | Cl |
A-0583 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | F |
A-0584 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | Br |
A-0585 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | CHF 2 |
A-0586 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | CF 3 |
A-0587 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | N | CN |
A-0588 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CH | Cl |
A-0589 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CH | CN |
A-0590 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CH | CHF 2 |
A-0591 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CF | Cl |
A-0592 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CCN | Cl |
A-0593 | CH 2CH 2(3-CClF 2-吡唑-1-基) | F | F | O | O | H | N | F |
A-0594 | CH 2CH 2(3-CBrF 2-吡唑-1-基) | F | F | O | O | H | N | F |
A-0595 | CH 2CH 2(3-Cl-吡唑-1-基) | F | F | O | O | H | N | F |
A-0596 | CH 2CH 2(3-Br-吡唑-1-基) | F | F | O | O | H | N | F |
A-0597 | CH 2CH 2(3-CN-吡唑-1-基) | F | F | O | O | H | N | F |
A-0598 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | F |
A-0599 | H | H | Me | O | O | H | N | F |
A-0600 | CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | F |
A-0601 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | O | H | N | F |
A-0602 | H | Me | Me | O | O | H | N | F |
A-0603 | CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | F |
A-0604 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | O | H | N | F |
A-0605 | H | H | CF 3 | O | O | H | N | F |
A-0606 | CH 2CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | F |
A-0607 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
A-0608 | H | Me | CF 3 | O | O | H | N | F |
A-0609 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | F |
A-0610 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
【表15】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0611 | H | H | c-Pr | O | O | H | N | F |
A-0612 | CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | F |
A-0613 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | c-Pr | O | O | H | N | F |
A-0614 | H | H | C(=O)H | O | O | H | N | F |
A-0615 | CH 2CH 2CH 2CF 3 | H | C(=O)H | O | O | H | N | F |
A-0616 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)H | O | O | H | N | F |
A-0617 | H | Me | C(=O)H | O | O | H | N | F |
A-0618 | CH 2CH 2CH 2CF 3 | Me | C(=O)H | O | O | H | N | F |
A-0619 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)H | O | O | H | N | F |
A-0620 | H | H | C(=O)Me | O | O | H | N | F |
A-0621 | CH 2CH 2CH 2CF 3 | H | C(=O)Me | O | O | H | N | F |
A-0622 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)Me | O | O | H | N | F |
A-0623 | H | Me | C(=O)Me | O | O | H | N | F |
A-0624 | CH 2CH 2CH 2CF 3 | Me | C(=O)Me | O | O | H | N | F |
A-0625 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)Me | O | O | H | N | F |
A-0626 | H | H | C(=O)CF 3 | O | O | H | N | F |
A-0627 | CH 2CH 2CH 2CF 3 | H | C(=O)CF 3 | O | O | H | N | F |
A-0628 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)CF 3 | O | O | H | N | F |
A-0629 | H | Me | C(=O)CF 3 | O | O | H | N | F |
A-0630 | CH 2CH 2CH 2CF 3 | Me | C(=O)CF 3 | O | O | H | N | F |
A-0631 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)CF 3 | O | O | H | N | F |
A-0632 | H | H | C(=NOMe)Me | O | O | H | N | F |
A-0633 | CH 2CH 2CH 2CF 3 | H | C(=NOMe)Me | O | O | H | N | F |
A-0634 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=NOMe)Me | O | O | H | N | F |
A-0635 | H | Me | C(=NOMe)Me | O | O | H | N | F |
A-0636 | CH 2CH 2CH 2CF 3 | Me | C(=NOMe)Me | O | O | H | N | F |
A-0637 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=NOMe)Me | O | O | H | N | F |
A-0638 | H | H | C(=O)OH | O | O | H | N | F |
A-0639 | CH 2CH 2CH 2CF 3 | H | C(=O)OH | O | O | H | N | F |
A-0640 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)OH | O | O | H | N | F |
A-0641 | H | Me | C(=O)OH | O | O | H | N | F |
A-0642 | CH 2CH 2CH 2CF 3 | Me | C(=O)OH | O | O | H | N | F |
A-0643 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)OH | O | O | H | N | F |
A-0644 | H | H | C(=O)OEt | O | O | H | N | F |
A-0645 | CH 2CH 2CH 2CF 3 | H | C(=O)OEt | O | O | H | N | F |
A-0646 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)OEt | O | O | H | N | F |
A-0647 | H | Me | C(=O)OEt | O | O | H | N | F |
A-0648 | CH 2CH 2CH 2CF 3 | Me | C(=O)OEt | O | O | H | N | F |
A-0649 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)OEt | O | O | H | N | F |
A-0650 | H | H | C(=O)NH 2 | O | O | H | N | F |
A-0651 | CH 2CH 2CH 2CF 3 | H | C(=O)NH 2 | O | O | H | N | F |
A-0652 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NH 2 | O | O | H | N | F |
A-0653 | H | Me | C(=O)NH 2 | O | O | H | N | F |
A-0654 | CH 2CH 2CH 2CF 3 | Me | C(=O)NH 2 | O | O | H | N | F |
【表16】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0655 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NH 2 | O | O | H | N | F |
A-0656 | H | H | C(=O)NHMe | O | O | H | N | F |
A-0657 | CH 2CH 2CH 2CF 3 | H | C(=O)NHMe | O | O | H | N | F |
A-0658 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NHMe | O | O | H | N | F |
A-0659 | H | Me | C(=O)NHMe | O | O | H | N | F |
A-0660 | CH 2CH 2CH 2CF 3 | Me | C(=O)NHMe | O | O | H | N | F |
A-0661 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NHMe | O | O | H | N | F |
A-0662 | H | H | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0663 | CH 2CH 2CH 2CF 3 | H | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0664 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0665 | H | Me | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0666 | CH 2CH 2CH 2CF 3 | Me | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0667 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | C(=O)NHCH 2CF 3 | O | O | H | N | F |
A-0668 | H | CH 2CH 2 | O | O | H | N | F | |
A-0669 | CH 2CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | F | |
A-0670 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2 | O | O | H | N | F | |
A-0671 | CH 2CH 2CH 2CF 3 | H | H | O | S | H | N | F |
A-0672 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | S | H | N | F |
A-0673 | CH 2CH 2CH 2CF 3 | H | F | O | S | H | N | F |
A-0674 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | O | S | H | N | F |
A-0675 | CH 2CH 2CH 2CF 3 | F | F | O | S | H | N | F |
A-0676 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | S | H | N | F |
A-0677 | CH 2CH 2CH 2CF 3 | H | Me | O | S | H | N | F |
A-0678 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | S | H | N | F |
A-0679 | CH 2CH 2CH 2CF 3 | Me | Me | O | S | H | N | F |
A-0680 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | S | H | N | F |
A-0681 | CH 2CH 2CH 2CF 3 | H | F | S | O | H | N | F |
A-0682 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S | O | H | N | F |
A-0683 | CH 2CH 2CH 2CF 3 | F | F | S | O | H | N | F |
A-0684 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S | O | H | N | F |
A-0685 | CH 2CH 2CH 2CF 3 | H | F | S(=O) | O | H | N | F |
A-0686 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S(=O) | O | H | N | F |
A-0687 | CH 2CH 2CH 2CF 3 | F | F | S(=O) | O | H | N | F |
A-0688 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S(=O) | O | H | N | F |
A-0689 | CH 2CH 2CH 2CF 3 | H | F | S(=O) 2 | O | H | N | F |
A-0690 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | F | S(=O) 2 | O | H | N | F |
A-0691 | CH 2CH 2CH 2CF 3 | F | F | S(=O) 2 | O | H | N | F |
A-0692 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | S(=O) 2 | O | H | N | F |
A-0693 | CH 2CH 2CH 2CH 2CF=CF 2 | F | F | O | O | H | N | F |
A-0694 | CH 2CH 2CH 2CF 3 | Me | C(=O)OMe | O | O | H | N | Cl |
A-0695 | CH 2CH 2CH(Me)CF 3 | F | F | O | O | H | N | F |
A-0696 | CH 2CH 2(t-Bu) | F | F | O | O | H | N | F |
A-0697 | CH 2CH 2Si(Me) 3 | F | F | O | O | H | N | F |
A-0698 | CH 2CH 2CH 2Si(Me) 3 | F | F | O | O | H | N | F |
【表17】
【表18】
化合物編號 | R 1 | R 2 | R 2’ | Z 1 | Y | (R 3)m | A 1 | R 6 |
A-0743 | CH 2CH 2S(=O) 2(c-Pr) | F | F | O | O | H | N | F |
A-0744 | CH 2CH 2ClCH 2SF 5 | F | F | O | O | H | N | Cl |
A-0745 | CH 2CH 2ClCH 2SF 5 | F | F | O | O | H | N | F |
A-0746 | CH 2CH=CH 2SF 5 | F | F | O | O | H | N | Cl |
A-0747 | CH 2CH=CH 2SF 5 | F | F | O | O | H | N | F |
A-0748 | CH 2CH 2N 3 | F | F | O | O | H | N | Cl |
A-0749 | CH 2CH 2N 3 | F | F | O | O | H | N | F |
A-0750 | CH 2Ph(3-F) | F | F | O | O | H | N | F |
A-0751 | CH 2CH 2Ph(3-CF 3) | F | F | O | O | H | N | F |
A-0752 | CH 2CH 2Ph(3-CF 3-4-F) | F | F | O | O | H | N | F |
A-0753 | CH 2CH 2Ph(3-OMe) | F | F | O | O | H | N | F |
A-0754 | CH 2CF 2Ph(4-F) | F | F | O | O | H | N | F |
A-0755 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | H | N | H |
A-0756 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 6-F | N | F |
A-0757 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 7-F | N | F |
A-0758 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | F | O | O | 8-F | N | F |
A-0759 | CH 2CH 2(3-CHF 2-吡唑-1-基) | F | F | O | O | H | CCN | F |
A-0760 | CH 2CH 2(4-CF 3-吡唑-1-基) | F | F | O | O | H | N | F |
A-0761 | CH 2CH 2(4-F-吡唑-1-基) | F | F | O | O | H | N | Cl |
A-0762 | CH 2CH 2(4-F-吡唑-1-基) | F | F | O | O | H | N | F |
A-0763 | CH 2CH 2(3-NO 2-吡唑-1-基) | F | F | O | O | H | N | F |
A-0764 | CH 2CH 2(3-CF 2CF 3-吡唑-1-基) | F | F | O | O | H | N | F |
A-0765 | CH 2CH 2(4-CF 3-咪唑-1-基) | F | F | O | O | H | N | F |
A-0766 | CH 2CH 2(4-CF 3-1,2,3-三唑-1-基) | F | F | O | O | H | N | F |
A-0767 | CH 2CH 2(3-CF 3-1,2,4-三唑-1-基) | F | F | O | O | H | N | F |
A-0768 | CH 2CH 2(噻吩-2-基) | F | F | O | O | H | N | Cl |
A-0769 | CH 2CH 2(噻吩-2-基) | F | F | O | O | H | N | F |
A-0770 | CH 2CH 2(四氫呋喃-3-基) | F | F | O | O | H | N | F |
A-0771 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | OH | O | O | H | N | Cl |
A-0772 | CH-CH 2CH 2CF 3 | H | OEt | O | O | H | N | Cl |
A-0773 | CH-CH 2CH 2CF 3 | H | OEt | O | O | H | N | F |
A-0774 | CH 2CH 2S(=O) 2Me | F | F | O | O | H | N | F |
A-0775 | CH 2CH 2CH 2S(=O)(=NH)CF 3 | F | F | O | O | H | N | Cl |
A-0776 | CH 2CH 2CH 2S(=O)(=NH)CF 3 | F | F | O | O | H | N | F |
A-0777 | CH 2CH 2(c-Bu) | F | F | O | O | H | N | F |
A-0778 | CH 2CH 2[c-Bu(3,3-F 2)] | F | F | O | O | H | N | Cl |
A-0779 | CH 2[c-Hex(4,4-F 2)] | F | F | O | O | H | N | F |
A-0780 | CH 2CH 2(噻吩-3-基) | F | F | O | O | H | N | Cl |
A-0781 | CH 2CH 2(噻吩-3-基) | F | F | O | O | H | N | F |
A-0782 | CH 2(四氫呋喃-3-基) | F | F | O | O | H | N | F |
A-0783 | CH 2CH 2(四氫哌喃-4-基) | F | F | O | O | H | N | F |
A-0784 | CH 2CH 2(1,3-二噁烷-5-基) | F | F | O | O | H | N | Cl |
A-0785 | CH 2CH 2(3-CF 3-吡咯啶-1-基) | F | F | O | O | H | N | Cl |
A-0786 | CH 2CH=CHCF 3 | F | F | O | O | H | N | Cl |
A-0787 | CH 2CH 2[c-Bu(3,3-F 2)] | F | F | O | O | H | N | F |
A-0788 | CH 2(氧雜環丁烷-3-基) | F | F | O | O | H | N | Cl |
A-0789 | CH 2CH 2(氧雜環丁烷-3-基) | F | F | O | O | H | N | F |
A-0790 | CH 2CH 2(氧雜環丁烷-3-基) | F | F | O | O | H | N | Cl |
A-0791 | CH 2(四氫呋喃-4-基) | F | F | O | O | H | N | Cl |
A-0792 | CH 2(四氫呋喃-4-基) | F | F | O | O | H | N | F |
A-0793 | CH 2CH 2(3,3-二氟氮雜環丁烷-1-基) | F | F | O | O | H | N | Cl |
A-0794 | CH 2CH 2(3,3-二氟氮雜環丁烷-1-基) | F | F | O | O | H | N | F |
【表19】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0001 | H | H | H | O | O | H | N | Cl |
B-0002 | CH 2CH 2CF 3 | H | H | O | O | H | N | Cl |
B-0003 | CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | Cl |
B-0004 | CH 2CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | Cl |
B-0005 | CH 2CH 2Ph(4-F) | H | H | O | O | H | N | Cl |
B-0006 | CH 2CH 2Ph(3,4-F 2) | H | H | O | O | H | N | Cl |
B-0007 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | O | H | N | Cl |
B-0008 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | H | O | O | H | N | Cl |
B-0009 | H | H | Me | O | O | H | N | Cl |
B-0010 | CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
B-0011 | CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
B-0012 | CH 2CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | Cl |
B-0013 | CH 2CH 2Ph(4-F) | H | Me | O | O | H | N | Cl |
B-0014 | CH 2CH 2Ph(3,4-F 2) | H | Me | O | O | H | N | Cl |
B-0015 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | O | H | N | Cl |
B-0016 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | Me | O | O | H | N | Cl |
B-0017 | H | Me | Me | O | O | H | N | Cl |
B-0018 | CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
B-0019 | CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
B-0020 | CH 2CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | Cl |
B-0021 | CH 2CH 2Ph(4-F) | Me | Me | O | O | H | N | Cl |
B-0022 | CH 2CH 2Ph(3,4-F 2) | Me | Me | O | O | H | N | Cl |
B-0023 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | O | H | N | Cl |
B-0024 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | Me | O | O | H | N | Cl |
B-0025 | H | H | Et | O | O | H | N | Cl |
B-0026 | CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
B-0027 | CH 2CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
B-0028 | CH 2CH 2CH 2CH 2CF 3 | H | Et | O | O | H | N | Cl |
B-0029 | CH 2CH 2Ph(4-F) | H | Et | O | O | H | N | Cl |
B-0030 | CH 2CH 2Ph(3,4-F 2) | H | Et | O | O | H | N | Cl |
B-0031 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Et | O | O | H | N | Cl |
B-0032 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | Et | O | O | H | N | Cl |
B-0033 | H | H | CF 3 | O | O | H | N | Cl |
B-0034 | n-Bu | H | CF 3 | O | O | H | N | Cl |
B-0035 | n-Pen | H | CF 3 | O | O | H | N | Cl |
B-0036 | CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0037 | CH 2CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0038 | CH 2CH 2CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | Cl |
【表20】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0039 | CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | Cl |
B-0040 | CH 2CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | Cl |
B-0041 | CH 2CH 2CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | Cl |
B-0042 | CH 2CH 2CF 2CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0043 | CH 2CH 2CF(CF 3)CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0044 | CH 2CH2CH 2CF 2CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0045 | CH 2CH 2CF=CF 2 | H | CF 3 | O | O | H | N | Cl |
B-0046 | CH 2CH 2CH 2CF=CF 2 | H | CF 3 | O | O | H | N | Cl |
B-0047 | CH 2CH 2Ph(3-F) | H | CF 3 | O | O | H | N | Cl |
B-0048 | CH 2CH 2Ph(4-F) | H | CF 3 | O | O | H | N | Cl |
B-0049 | CH 2CH 2Ph(3,4-F 2) | H | CF 3 | O | O | H | N | Cl |
B-0050 | CH 2CH 2Ph(4-CF 3) | H | CF 3 | O | O | H | N | Cl |
B-0051 | CH 2CH 2Ph(4-CHF 2) | H | CF 3 | O | O | H | N | Cl |
B-0052 | CH 2CH 2Ph(4-OCF 3) | H | CF 3 | O | O | H | N | Cl |
B-0053 | CH 2CH 2Ph(4-OCHF 2) | H | CF 3 | O | O | H | N | Cl |
B-0054 | CH 2CH 2Ph(4-CN) | H | CF 3 | O | O | H | N | Cl |
B-0055 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0056 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0057 | CH 2CH 2(3-CClF 2-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0058 | CH 2CH 2(3-Cl-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0059 | CH 2CH 2(3-Br-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0060 | CH 2CH 2(3-CN-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0061 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | Cl |
B-0062 | H | Me | CF 3 | O | O | H | N | Cl |
B-0063 | n-Bu | Me | CF 3 | O | O | H | N | Cl |
B-0064 | n-Pen | Me | CF 3 | O | O | H | N | Cl |
B-0065 | CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0066 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0067 | CH 2CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0068 | CH 2CH-CHF 2 | Me | CF 3 | O | O | H | N | Cl |
B-0069 | CH 2CH 2CH 2CHF 2 | Me | CF 3 | O | O | H | N | Cl |
B-0070 | CH 2CH 2CH 2CH 2CHF 2 | Me | CF 3 | O | O | H | N | Cl |
B-0071 | CH 2CH 2CF 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0072 | CH›CH 2CF(CF 3)CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0073 | CH 2CH 2CH 2CF 2CF 3 | Me | CF 3 | O | O | H | N | Cl |
B-0074 | CH 2CH 2CF=CF 2 | Me | CF 3 | O | O | H | N | Cl |
B-0075 | CH 2CH 2CH 2CF=CF 2 | Me | CF 3 | O | O | H | N | Cl |
B-0076 | CH 2CH 2Ph(3-F) | Me | CF 3 | O | O | H | N | Cl |
B-0077 | CH 2CH 2Ph(4-F) | Me | CF 3 | O | O | H | N | Cl |
B-0078 | CH 2CH 2Ph(3,4-F 2) | Me | CF 3 | O | O | H | N | Cl |
B-0079 | CH 2CH 2Ph(4-CF 3) | Me | CF 3 | O | O | H | N | Cl |
B-0080 | CH 2CH 2Ph(4-CHF 2) | Me | CF 3 | O | O | H | N | Cl |
B-0081 | CH 2CH 2Ph(4-OCF 3) | Me | CF 3 | O | O | H | N | Cl |
B-0082 | CH 2CH 2Ph(4-OCHF 2) | Me | CF 3 | O | O | H | N | Cl |
【表21】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0083 | CH 2CH 2Ph(4-CN) | Me | CF 3 | O | O | H | N | Cl |
B-0084 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0085 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0086 | CH 2CH 2(3-CClF 2-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0087 | CH 2CH 2(3-Cl-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0088 | CH 2CH 2(3-Br-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0089 | CH2CH 23-CN-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0090 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | Cl |
B-0091 | H | CH=CH 2 | CF 3 | O | O | H | N | Cl |
B-0092 | CH 2CH 2CH 2CF 3 | CH=CH 2 | CF 3 | O | O | H | N | Cl |
B-0093 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH=CH 2 | CF 3 | O | O | H | N | Cl |
B-0094 | H | C≡CH | CF 3 | O | O | H | N | Cl |
B-0095 | CH 2CH 2CH 2CF 3 | C≡CH | CF 3 | O | O | H | N | Cl |
B-0096 | CH 2CH 2(3-CF 3-吡唑-1-基) | C≡CH | CF 3 | O | O | H | N | Cl |
B-0097 | H | C≡C(C-Pr) | CF 3 | O | O | H | N | Cl |
B-0098 | CH 2CH 2CH 2CF 3 | C≡C(C-Pr) | CF 3 | O | O | H | N | Cl |
B-0099 | CH 2CH 2(3-CF 3-吡唑-1-基) | C≡C(C-Pr) | CF 3 | O | O | H | N | Cl |
B-0100 | H | H | CHF 2 | O | O | H | N | Cl |
B-0101 | CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | Cl |
B-0102 | CH 2CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | Cl |
B-0103 | CH 2CH 2CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | Cl |
B-0104 | CH 2CH 2Ph(4-F) | H | CHF 2 | O | O | H | N | Cl |
B-0105 | CH 2CH 2Ph(3,4-F 2) | H | CHF 2 | O | O | H | N | Cl |
B-0106 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CHF 2 | O | O | H | N | Cl |
B-0107 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | CHF 2 | O | O | H | N | Cl |
B-0108 | H | Me | CHF 2 | O | O | H | N | Cl |
B-0109 | CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | Cl |
B-0110 | CH 2CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | Cl |
B-0111 | CH 2CH 2CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | Cl |
B-0112 | CH 2CH 2Ph(4-F) | Me | CHF 2 | O | O | H | N | Cl |
B-0113 | CH 2CH 2Ph(3,4-F 2) | Me | CHF 2 | O | O | H | N | Cl |
B-0114 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CHF 2 | O | O | H | N | Cl |
B-0115 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | CHF 2 | O | O | H | N | Cl |
B-0116 | H | H | c-Pr | O | O | H | N | Cl |
B-0117 | CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
B-0118 | CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
B-0119 | CH 2CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | Cl |
B-0120 | CH 2CH 2Ph(4-F) | H | c-Pr | O | O | H | N | Cl |
B-0121 | CH 2CH 2Ph(3,4-F 2) | H | c-Pr | O | O | H | N | Cl |
B-0122 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | c-Pr | O | O | H | N | Cl |
B-0123 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | c-Pr | O | O | H | N | Cl |
B-0124 | H | Me | c-Pr | O | O | H | N | Cl |
B-0125 | CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | Cl |
B-0126 | CH 2CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | Cl |
【表22】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0127 | CH 2CH 2CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | Cl |
B-0128 | CH 2CH 2Ph(4-F) | Me | c-Pr | O | O | H | N | Cl |
B-0129 | CH 2CH 2Ph(3,4-F 2) | Me | c-Pr | O | O | H | N | Cl |
B-0130 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | c-Pr | O | O | H | N | Cl |
B-0131 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | c-Pr | O | O | H | N | Cl |
B-0132 | H | CH 2CH 2 | O | O | H | N | Cl | |
B-0133 | CH 2CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | Cl | |
B-0134 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2 | O | O | H | N | Cl | |
B-0135 | H | CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0136 | CH 2CH 2CH 2CF 3 | CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0137 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0138 | H | CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0139 | CH 2CH 2CH 2CF 3 | CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0140 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0141 | H | CH 2CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0142 | CH 2CH 2CH 2CF 3 | CH 2CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0143 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2CH 2CH 2CH 2 | O | O | H | N | Cl | |
B-0144 | CH 2CH 2CH 2CF 3 | H | H | O | S | H | N | Cl |
B-0145 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | S | H | N | Cl |
B-0146 | CH 2CH 2CH 2CF 3 | H | Me | O | S | H | N | Cl |
B-0147 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | S | H | N | Cl |
B-0148 | CH 2CH 2CH 2CF 3 | Me | Me | O | S | H | N | Cl |
B-0149 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | S | H | N | Cl |
B-0150 | CH 2CH 2CH 2CF 3 | H | CF 3 | O | S | H | N | Cl |
B-0151 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | S | H | N | Cl |
B-0152 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | S | H | N | Cl |
B-0153 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | S | H | N | Cl |
B-0154 | CH 2CH 2CH 2CF 3 | H | H | S | O | H | N | Cl |
B-0155 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | S | O | H | N | Cl |
B-0156 | CH 2CH 2CH 2CF 3 | H | Me | S | O | H | N | Cl |
B-0157 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | S | O | H | N | Cl |
B-0158 | CH 2CH 2CH 2CF 3 | Me | Me | S | O | H | N | Cl |
B-0159 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | S | O | H | N | Cl |
B-0160 | CH 2CH 2CH 2CF 3 | H | CF 3 | S | O | H | N | Cl |
B-0161 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | S | O | H | N | Cl |
B-0162 | CH 2CH 2CH 2CF 3 | Me | CF 3 | S | O | H | N | Cl |
B-0163 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | S | O | H | N | Cl |
B-0164 | CH 2CH 2CH 2CF 3 | H | H | NMe | O | H | N | Cl |
B-0165 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | NMe | O | H | N | Cl |
B-0166 | CH 2CH 2CH 2CF 3 | =O | NMe | O | H | N | Cl | |
B-0167 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | NMe | O | H | N | Cl | |
B-0168 | CH 2CH 2CH 2CF 3 | H | H | CH 2 | O | H | N | Cl |
B-0169 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | CH 2 | O | H | N | Cl |
B-0170 | CH 2CH 2CH 2CF 3 | H | H | C(Me) 2 | O | H | N | Cl |
【表23】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0171 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | C(Me) 2 | O | H | N | Cl |
B-0172 | CH 2CH 2CH 2CF 3 | H | H | CHCF 3 | O | H | N | Cl |
B-0173 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | CHCF 3 | O | H | N | Cl |
B-0174 | CH 2CH 2CH 2CF 3 | H | H | C(OMe)CF 3 | O | H | N | Cl |
B-0175 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | C(OMe)CF 3 | O | H | N | Cl |
B-0176 | CH 2CH 2CH 2CF 3 | H | H | C(OMe)CF 3 | O | H | N | Cl |
B-0177 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | C(OMe)CF 3 | O | H | N | Cl |
B-0178 | CH 2CH 2CH 2CF 3 | H | H | CFC(=O)OEt | O | H | N | Cl |
B-0179 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | CFC(=O)OEt | O | H | N | Cl |
B-0180 | CH 2CH 2CH 2CF 3 | H | H | CFC(=O)OEt | O | H | N | Cl |
B-0181 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | CFC(=O)OEt | O | H | N | Cl |
B-0182 | CH 2CH 2CH 2CF 3 | Me | Me | CH 2 | O | H | N | Cl |
B-0183 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | CH 2 | O | H | N | Cl |
B-0184 | CH 2CH 2CH 2CF 3 | =O | CH 2 | O | H | N | Cl | |
B-0185 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | CH 2 | O | H | N | Cl | |
B-0186 | CH 2CH 2CH 2CF 3 | =O | C(Me) 2 | O | H | N | Cl | |
B-0187 | CH 2CH 2(3-CF 3-吡唑-1-基) | =O | C(Me) 2 | O | H | N | Cl | |
B-0188 | H | H | H | O | O | H | N | F |
B-0189 | CH 2CH 2CF 3 | H | H | O | O | H | N | F |
B-0190 | CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | F |
B-0191 | CH 2CH 2CH 2CH 2CF 3 | H | H | O | O | H | N | F |
B-0192 | CH 2CH 2Ph(4-F) | H | H | O | O | H | N | F |
B-0193 | CH 2CH 2Ph(3,4-F 2) | H | H | O | O | H | N | F |
B-0194 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | O | H | N | F |
B-0195 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | H | O | O | H | N | F |
B-0196 | H | H | Me | O | O | H | N | F |
B-0197 | CH 2CH 2CF 3 | H | Me | O | O | H | N | F |
B-0198 | CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | F |
B-0199 | CH 2CH 2CH 2CH 2CF 3 | H | Me | O | O | H | N | F |
B-0200 | CH 2CH 2Ph(4-F) | H | Me | O | O | H | N | F |
B-0201 | CH 2CH 2Ph(3,4-F 2) | H | Me | O | O | H | N | F |
B-0202 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | O | H | N | F |
B-0203 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | Me | O | O | H | N | F |
B-0204 | H | Me | Me | O | O | H | N | F |
B-0205 | CH 2CH 2CF 3 | Me | Me | O | O | H | N | F |
B-0206 | CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | F |
B-0207 | CH 2CH 2CH 2CH 2CF 3 | Me | Me | O | O | H | N | F |
B-0208 | CH 2CH 2Ph(4-F) | Me | Me | O | O | H | N | F |
B-0209 | CH 2CH 2Ph(3,4-F 2) | Me | Me | O | O | H | N | F |
B-0210 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | O | H | N | F |
B-0211 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | Me | O | O | H | N | F |
B-0212 | H | H | CF 3 | O | O | H | N | F |
B-0213 | n-Bu | H | CF 3 | O | O | H | N | F |
B-0214 | n-Pen | H | CF 3 | O | O | H | N | F |
【表24】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0215 | CH 2CH 2CF 3 | H | CF 3 | O | O | H | N | F |
B-0216 | CH 2CH 2CF 2CF 3 | H | CF 3 | O | O | H | N | F |
B-0217 | CH 2CH 2CF(CF 3)CF 3 | H | CF 3 | O | O | H | N | F |
B-0218 | CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | F |
B-0219 | CH 2CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | F |
B-0220 | CH 2CH 2CH 2CH 2CHF 2 | H | CF 3 | O | O | H | N | F |
B-0221 | CH 2CH 2CF 2CF 3 | H | CF 3 | O | O | H | N | F |
B-0222 | CH 2CH 2CF(CF 3)CF 3 | H | CF 3 | O | O | H | N | F |
B-0223 | CH 2CH 2CH 2CF 2CF 3 | H | CF 3 | O | O | H | N | F |
B-0224 | CH 2CH 2CF=CF 2 | H | CF 3 | O | O | H | N | F |
B-0225 | CH 2CH 2CH 2CF=CF 2 | H | CF 3 | O | O | H | N | F |
B-0226 | CH 2CH 2Ph(3-F) | H | CF 3 | O | O | H | N | F |
B-0227 | CH 2CH 2Ph(4-F) | H | CF 3 | O | O | H | N | F |
B-0228 | CH 2CH 2Ph(3,4-F 2) | H | CF 3 | O | O | H | N | F |
B-0229 | CH 2CH 2Ph(4-CF 3) | H | CF 3 | O | O | H | N | F |
B-0230 | CH 2CH 2Ph(4-CHF 2) | H | CF 3 | O | O | H | N | F |
B-0231 | CH 2CH 2Ph(4-OCF 3) | H | CF 3 | O | O | H | N | F |
B-0232 | CH 2CH 2Ph(4-OCHF 2) | H | CF 3 | O | O | H | N | F |
B-0233 | CH 2CH 2Ph(4-CN) | H | CF 3 | O | O | H | N | F |
B-0234 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0235 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | Br |
B-0236 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | CH | Cl |
B-0237 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | CH | CN |
B-0238 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | CH | CHF 2 |
B-0239 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | CF | Cl |
B-0240 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | CCN | Cl |
B-0241 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0242 | CH 2CH 2(3-CClF 2-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0243 | CH 2CH 2(3-Cl-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0244 | CH 2CH 2(3-Br-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0245 | CH2CH 23-CN-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0246 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | O | H | N | F |
B-0247 | H | Me | CF 3 | O | O | H | N | F |
B-0248 | n-Bu | Me | CF 3 | O | O | H | N | F |
B-0249 | n-Pen | Me | CF 3 | O | O | H | N | F |
B-0250 | CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | F |
B-0251 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | O | H | N | F |
B-0252 | CH 2CH 2CH 2CF 2CF 3 | Me | CF 3 | O | O | H | N | F |
B-0253 | CH 2CH 2CHF 2 | Me | CF 3 | O | O | H | N | F |
B-0254 | CH 2CH 2CH 2CHF 2 | Me | CF 3 | O | O | H | N | F |
B-0255 | CH 2CH 2CH 2CH 2CHF 2 | Me | CF 3 | O | O | H | N | F |
B-0256 | CH 2CH 2CF 2CF 3 | Me | CF 3 | O | O | H | N | F |
B-0257 | CH 2CH 2CF(CF 3)CF 3 | Me | CF 3 | O | O | H | N | F |
B-0258 | CH 2CH 2CH 2CF 2CF 3 | Me | CF 3 | O | O | H | N | F |
【表25】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0259 | CH 2CH 2CF=CF 2 | Me | CF 3 | O | O | H | N | F |
B-0260 | CH 2CH 2CH 2CF=CF 2 | Me | CF 3 | O | O | H | N | F |
B-0261 | CH 2CH 2Ph(3-F) | Me | CF 3 | O | O | H | N | F |
B-0262 | CH 2CH 2Ph(4-F) | Me | CF 3 | O | O | H | N | F |
B-0263 | CH 2CH 2Ph(3,4-F 2) | Me | CF 3 | O | O | H | N | F |
B-0264 | CH 2CH 2Ph(4-CF 3) | Me | CF 3 | O | O | H | N | F |
B-0265 | CH 2CH 2Ph(4-CHF 2) | Me | CF 3 | O | O | H | N | F |
B-0266 | CH 2CH 2Ph(4-OCF 3) | Me | CF 3 | O | O | H | N | F |
B-0267 | CH 2CH 2Ph(4-OCHF 2) | Me | CF 3 | O | O | H | N | F |
B-0268 | CH 2CH 2Ph(4-CN) | Me | CF 3 | O | O | H | N | F |
B-0269 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0270 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | Br |
B-0271 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | CH | Cl |
B-0272 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | CH | CN |
B-0273 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | CH | CHF 2 |
B-0274 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | CF | Cl |
B-0275 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | CCN | Cl |
B-0276 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0277 | CH 2CH 2(3-CClF 2-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0278 | CH 2CH 2(3-Cl-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0279 | CH 2CH 2(3-Br-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0280 | CH2CH 23-CN-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0281 | CH 2CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | O | H | N | F |
B-0282 | H | CH=CH 2 | CF 3 | O | O | H | N | F |
B-0283 | CH 2CH 2CH 2CF 3 | CH=CH 2 | CF 3 | O | O | H | N | F |
B-0284 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH=CH 2 | CF 3 | O | O | H | N | F |
B-0285 | H | C≡CH | CF 3 | O | O | H | N | F |
B-0286 | CH 2CH 2CH 2CF 3 | C≡CH | CF 3 | O | O | H | N | F |
B-0287 | CH 2CH 2(3-CF 3-吡唑-1-基) | C≡CH | CF 3 | O | O | H | N | F |
B-0288 | H | C≡C(C-Pr) | CF 3 | O | O | H | N | F |
B-0289 | CH 2CH 2CH 2CF 3 | C≡C(C-Pr) | CF 3 | O | O | H | N | F |
B-0290 | CH 2CH 2(3-CF 3-吡唑-1-基) | C≡C(C-Pr) | CF 3 | O | O | H | N | F |
B-0291 | H | H | CHF 2 | O | O | H | N | F |
B-0292 | CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | F |
B-0293 | CH 2CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | F |
B-0294 | CH 2CH 2CH 2CH 2CF 3 | H | CHF 2 | O | O | H | N | F |
B-0295 | CH 2CH 2Ph(4-F) | H | CHF 2 | O | O | H | N | F |
B-0296 | CH 2CH 2Ph(3,4-F 2) | H | CHF 2 | O | O | H | N | F |
B-0297 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CHF 2 | O | O | H | N | F |
B-0298 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | CHF 2 | O | O | H | N | F |
B-0299 | H | Me | CHF 2 | O | O | H | N | F |
B-0300 | CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | F |
B-0301 | CH 2CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | F |
B-0302 | CH 2CH 2CH 2CH 2CF 3 | Me | CHF 2 | O | O | H | N | F |
【表26】
化合物編號 | R 1 | R 4 | R 4’ | Z 2 | Y | (R 3)m | A 1 | R 6 |
B-0303 | CH 2CH 2Ph(4-F) | Me | CHF 2 | O | O | H | N | F |
B-0304 | CH 2CH 2Ph(3,4-F 2) | Me | CHF 2 | O | O | H | N | F |
B-0305 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CHF 2 | O | O | H | N | F |
B-0306 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | CHF 2 | O | O | H | N | F |
B-0307 | H | H | c-Pr | O | O | H | N | F |
B-0308 | CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | F |
B-0309 | CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | F |
B-0310 | CH 2CH 2CH 2CH 2CF 3 | H | c-Pr | O | O | H | N | F |
B-0311 | CH 2CH 2Ph(4-F) | H | c-Pr | O | O | H | N | F |
B-0312 | CH 2CH 2Ph(3,4-F 2) | H | c-Pr | O | O | H | N | F |
B-0313 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | c-Pr | O | O | H | N | F |
B-0314 | CH 2CH 2(3-CHF 2-吡唑-1-基) | H | c-Pr | O | O | H | N | F |
B-0315 | H | Me | c-Pr | O | O | H | N | F |
B-0316 | CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | F |
B-0317 | CH 2CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | F |
B-0318 | CH 2CH 2CH 2CH 2CF 3 | Me | c-Pr | O | O | H | N | F |
B-0319 | CH 2CH 2Ph(4-F) | Me | c-Pr | O | O | H | N | F |
B-0320 | CH 2CH 2Ph(3,4-F 2) | Me | c-Pr | O | O | H | N | F |
B-0321 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | c-Pr | O | O | H | N | F |
B-0322 | CH 2CH 2(3-CHF 2-吡唑-1-基) | Me | c-Pr | O | O | H | N | F |
B-0323 | H | CH 2CH 2 | O | O | H | N | F | |
B-0324 | CH 2CH 2CH 2CF 3 | CH 2CH 2 | O | O | H | N | F | |
B-0325 | CH 2CH 2(3-CF 3-吡唑-1-基) | CH 2CH 2 | O | O | H | N | F | |
B-0326 | CH 2CH 2CH 2CF 3 | H | H | O | S | H | N | F |
B-0327 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | H | O | S | H | N | F |
B-0328 | CH 2CH 2CH 2CF 3 | H | Me | O | S | H | N | F |
B-0329 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | Me | O | S | H | N | F |
B-0330 | CH 2CH 2CH 2CF 3 | Me | Me | O | S | H | N | F |
B-0331 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | Me | O | S | H | N | F |
B-0332 | CH 2CH 2CH 2CF 3 | H | CF 3 | O | S | H | N | F |
B-0333 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CF 3 | O | S | H | N | F |
B-0334 | CH 2CH 2CH 2CF 3 | Me | CF 3 | O | S | H | N | F |
B-0335 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CF 3 | O | S | H | N | F |
B-0336 | CH 2CH 2CH 2SCF 3 | H | CF 3 | O | O | H | N | Cl |
B-0337 | CH 2CH 2CH 2S(=O)CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0338 | CH 2CH 2CH 2S(=O) 2CF 3 | H | CF 3 | O | O | H | N | Cl |
B-0339 | CH 2CH 2CH 2SCF 3 | H | CF 3 | O | O | H | N | F |
B-0340 | CH 2CH 2CH 2S(=O)CF 3 | H | CF 3 | O | O | H | N | F |
B-0341 | CH 2CH 2CH 2S(=O) 2CF 3 | H | CF 3 | O | O | H | N | F |
B-0342 | CH 2CH=CCl 2 | H | CF 3 | O | O | H | N | Cl |
B-0343 | CH 2CH=CCl 2 | H | CF 3 | O | O | H | N | F |
B-0344 | CH 2CH 2CH(Me)CH 3 | H | CF 3 | O | O | H | N | Cl |
B-0345 | CH 2CH 2CH(Me)CH 3 | H | CF 3 | O | O | H | N | F |
B-0346 | CH 2CH 2[c-Pr(2,2-F 2)] | H | CF 3 | O | O | H | N | Cl |
B-0347 | CH 2CH 2[c-Bu(3,3-F 2)] | H | CF 3 | O | O | H | N | Cl |
B-0348 | CH 2CH 2[c-Bu(3,3-F 2)] | H | CF 3 | O | O | H | N | F |
B-0349 | CH 2[c-Hex(4,4-F 2)] | H | CF 3 | O | O | H | N | F |
B-0350 | CH 2CH 2Ph(3-CF 3) | H | CF 3 | O | O | H | N | F |
B-0351 | CH 2CH 2Ph(3-OCF 3) | H | CF 3 | O | O | H | N | F |
B-0352 | CH 2CH 2Ph(3-CN) | H | CF 3 | O | O | H | N | F |
B-0353 | CH 2CH 2(四氫呋喃-3-基) | H | CF 3 | O | O | H | N | F |
【表27】
化合物編號 | R 1 | R 5 | A 2 | Y | (R 3)m | A 1 | R 6 |
C-0001 | H | H | N | O | H | N | Cl |
C-0002 | CH 2CH 2CH 2CF 3 | H | N | O | H | N | Cl |
C-0003 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | N | O | H | N | Cl |
C-0004 | H | Cl | N | O | H | N | Cl |
C-0005 | CH 2CH 2CH 2CF 3 | Cl | N | O | H | N | Cl |
C-0006 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | N | O | H | N | Cl |
C-0007 | H | Br | N | O | H | N | Cl |
C-0008 | CH 2CH 2CH 2CF 3 | Br | N | O | H | N | Cl |
C-0009 | CH 2CH 2(3-CF 3-吡唑-1-基) | Br | N | O | H | N | Cl |
C-0010 | H | Me | N | O | H | N | Cl |
C-0011 | CH 2CH 2CH 2CF 3 | Me | N | O | H | N | Cl |
C-0012 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | N | O | H | N | Cl |
C-0013 | H | C(=O)Me | N | O | H | N | Cl |
C-0014 | CH 2CH 2CH 2CF 3 | C(=O)Me | N | O | H | N | Cl |
C-0015 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)Me | N | O | H | N | Cl |
C-0016 | H | C(Me)=NOMe | N | O | H | N | Cl |
C-0017 | CH 2CH 2CH 2CF 3 | C(Me)=NOMe | N | O | H | N | Cl |
C-0018 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(Me)=NOMe | N | O | H | N | Cl |
C-0019 | H | C(=O)OEt | N | O | H | N | Cl |
C-0020 | CH 2CH 2CH 2CF 3 | C(=O)OEt | N | O | H | N | Cl |
C-0021 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)OEt | N | O | H | N | Cl |
C-0022 | H | CN | N | O | H | N | Cl |
C-0023 | CH 2CH 2CH 2CF 3 | CN | N | O | H | N | Cl |
C-0024 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | N | O | H | N | Cl |
C-0025 | H | CF 3 | N | O | H | N | Cl |
C-0026 | CH 2CH 2CH 2CF 3 | CF 3 | N | O | H | N | Cl |
C-0027 | CH 2CH 2(3-CF 3-吡唑-1-基) | CF 3 | N | O | H | N | Cl |
C-0028 | H | CHF 2 | N | O | H | N | Cl |
C-0029 | CH 2CH 2CH 2CF 3 | CHF 2 | N | O | H | N | Cl |
C-0030 | CH 2CH 2(3-CF 3-吡唑-1-基) | CHF 2 | N | O | H | N | Cl |
C-0031 | H | OMe | N | O | H | N | Cl |
C-0032 | CH 2CH 2CH 2CF 3 | OMe | N | O | H | N | Cl |
C-0033 | CH 2CH 2(3-CF 3-吡唑-1-基) | OMe | N | O | H | N | Cl |
C-0034 | H | OCH 2CF 3 | N | O | H | N | Cl |
C-0035 | CH 2CH 2CH 2CF 3 | OCH 2CF 3 | N | O | H | N | Cl |
C-0036 | CH 2CH 2(3-CF 3-吡唑-1-基) | OCH 2CF 3 | N | O | H | N | Cl |
C-0037 | H | SMe | N | O | H | N | Cl |
C-0038 | CH 2CH 2CH 2CF 3 | SMe | N | O | H | N | Cl |
【表28】
化合物編號 | R 1 | R 5 | A 2 | Y | (R 3)m | A 1 | R 6 |
C-0039 | CH 2CH 2(3-CF 3-吡唑-1-基) | SMe | N | O | H | N | Cl |
C-0040 | H | S(=O)Me | N | O | H | N | Cl |
C-0041 | CH 2CH 2CH 2CF 3 | S(=O)Me | N | O | H | N | Cl |
C-0042 | CH 2CH 2(3-CF 3-吡唑-1-基) | S(=O)Me | N | O | H | N | Cl |
C-0043 | H | S(=O) 2Me | N | O | H | N | Cl |
C-0044 | CH 2CH 2CH 2CF 3 | S(=O) 2Me | N | O | H | N | Cl |
C-0045 | CH 2CH 2(3-CF 3-吡唑-1-基) | S(=O) 2Me | N | O | H | N | Cl |
C-0046 | H | NH 2 | N | O | H | N | Cl |
C-0047 | CH 2CH 2CH 2CF 3 | NH 2 | N | O | H | N | Cl |
C-0048 | CH 2CH 2(3-CF 3-吡唑-1-基) | NH 2 | N | O | H | N | Cl |
C-0049 | CH 2CH 2CH 2CF 3 | H | N | S | H | N | Cl |
C-0050 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | N | S | H | N | Cl |
C-0051 | CH 2CH 2CH 2CF 3 | Me | N | S | H | N | Cl |
C-0052 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | N | S | H | N | Cl |
C-0053 | CH 2CH 2CH 2CF 3 | CN | N | S | H | N | Cl |
C-0054 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | N | S | H | N | Cl |
C-0055 | CH 2CH 2CH 2CF 3 | CF 3 | N | S | H | N | Cl |
C-0056 | CH 2CH 2(3-CF 3-吡唑-1-基) | CF 3 | N | S | H | N | Cl |
C-0057 | CH 2CH 2CH 2CF 3 | CHF 2 | N | S | H | N | Cl |
C-0058 | CH 2CH 2(3-CF 3-吡唑-1-基) | CHF 2 | N | S | H | N | Cl |
C-0059 | H | H | CH | O | H | N | Cl |
C-0060 | CH 2CH 2CH 2CF 3 | H | CH | O | H | N | Cl |
C-0061 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CH | O | H | N | Cl |
C-0062 | H | F | CH | O | H | N | Cl |
C-0063 | CH 2CH 2CH 2CF 3 | F | CH | O | H | N | Cl |
C-0064 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | CH | O | H | N | Cl |
C-0065 | H | Cl | CH | O | H | N | Cl |
C-0066 | CH 2CH 2CH 2CF 3 | Cl | CH | O | H | N | Cl |
C-0067 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | CH | O | H | N | Cl |
C-0068 | H | Br | CH | O | H | N | Cl |
C-0069 | CH 2CH 2CH 2CF 3 | Br | CH | O | H | N | Cl |
C-0070 | CH 2CH 2(3-CF 3-吡唑-1-基) | Br | CH | O | H | N | Cl |
C-0071 | H | I | CH | O | H | N | Cl |
C-0072 | CH 2CH 2CH 2CF 3 | I | CH | O | H | N | Cl |
C-0073 | CH 2CH 2(3-CF 3-吡唑-1-基) | I | CH | O | H | N | Cl |
C-0074 | H | Me | CH | O | H | N | Cl |
C-0075 | CH 2CH 2CH 2CF 3 | Me | CH | O | H | N | Cl |
C-0076 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CH | O | H | N | Cl |
C-0077 | H | C(=O)Me | CH | O | H | N | Cl |
C-0078 | CH 2CH 2CH 2CF 3 | C(=O)Me | CH | O | H | N | Cl |
C-0079 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)Me | CH | O | H | N | Cl |
C-0080 | H | C(Me)=NOMe | CH | O | H | N | Cl |
C-0081 | CH 2CH 2CH 2CF 3 | C(Me)=NOMe | CH | O | H | N | Cl |
C-0082 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(Me)=NOMe | CH | O | H | N | Cl |
【表29】
化合物編號 | R 1 | R 5 | A 2 | Y | (R 3)m | A 1 | R 6 |
C-0083 | H | C(=O)OEt | CH | O | H | N | Cl |
C-0084 | CH 2CH 2CH 2CF 3 | C(=O)OEt | CH | O | H | N | Cl |
C-0085 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)OEt | CH | O | H | N | Cl |
C-0086 | H | CN | CH | O | H | N | Cl |
C-0087 | CH 2CH 2CH 2CF 3 | CN | CH | O | H | N | Cl |
C-0088 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | CH | O | H | N | Cl |
C-0089 | H | CF 3 | CH | O | H | N | Cl |
C-0090 | CH 2CH 2CH 2CF 3 | CF 3 | CH | O | H | N | Cl |
C-0091 | CH 2CH 2(3-CF 3-吡唑-1-基) | CF 3 | CH | O | H | N | Cl |
C-0092 | H | CHF 2 | CH | O | H | N | Cl |
C-0093 | CH 2CH 2CH 2CF 3 | CHF 2 | CH | O | H | N | Cl |
C-0094 | CH 2CH 2(3-CF 3-吡唑-1-基) | CHF 2 | CH | O | H | N | Cl |
C-0095 | H | OMe | CH | O | H | N | Cl |
C-0096 | CH 2CH 2CH 2CF 3 | OMe | CH | O | H | N | Cl |
C-0097 | CH 2CH 2(3-CF 3-吡唑-1-基) | OMe | CH | O | H | N | Cl |
C-0098 | H | OCH 2CF 3 | CH | O | H | N | Cl |
C-0099 | CH 2CH 2CH 2CF 3 | OCH 2CF 3 | CH | O | H | N | Cl |
C-0100 | CH 2CH 2(3-CF 3-吡唑-1-基) | OCH 2CF 3 | CH | O | H | N | Cl |
C-0101 | H | SMe | CH | O | H | N | Cl |
C-0102 | CH 2CH 2CH 2CF 3 | SMe | CH | O | H | N | Cl |
C-0103 | CH 2CH 2(3-CF 3-吡唑-1-基) | SMe | CH | O | H | N | Cl |
C-0104 | H | S(=O)Me | CH | O | H | N | Cl |
C-0105 | CH 2CH 2CH 2CF 3 | S(=O)Me | CH | O | H | N | Cl |
C-0106 | CH 2CH 2(3-CF 3-吡唑-1-基) | S(=O)Me | CH | O | H | N | Cl |
C-0107 | H | S(=O) 2Me | CH | O | H | N | Cl |
C-0108 | CH 2CH 2CH 2CF 3 | S(=O) 2Me | CH | O | H | N | Cl |
C-0109 | CH 2CH 2(3-CF 3-吡唑-1-基) | S(=O) 2Me | CH | O | H | N | Cl |
C-0110 | H | NH 2 | CH | O | H | N | Cl |
C-0111 | CH 2CH 2CH 2CF 3 | NH 2 | CH | O | H | N | Cl |
C-0112 | CH 2CH 2(3-CF 3-吡唑-1-基) | NH 2 | CH | O | H | N | Cl |
C-0113 | H | NO 2 | CH | O | H | N | Cl |
C-0114 | CH 2CH 2CH 2CF 3 | NO 2 | CH | O | H | N | Cl |
C-0115 | CH 2CH 2(3-CF 3-吡唑-1-基) | NO 2 | CCl | O | H | N | Cl |
C-0116 | H | H | CCl | O | H | N | Cl |
C-0117 | CH 2CH 2CH 2CF 3 | H | CCl | O | H | N | Cl |
C-0118 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CCl | O | H | N | Cl |
C-0119 | H | Cl | CCl | O | H | N | Cl |
C-0120 | CH 2CH 2CH 2CF 3 | Cl | CCl | O | H | N | Cl |
C-0121 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | CCl | O | H | N | Cl |
C-0122 | H | H | CBr | O | H | N | Cl |
C-0123 | CH 2CH 2CH 2CF 3 | H | CBr | O | H | N | Cl |
C-0124 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CBr | O | H | N | Cl |
C-0125 | H | H | CMe | O | H | N | Cl |
C-0126 | CH 2CH 2CH 2CF 3 | H | CMe | O | H | N | Cl |
【表30】
化合物編號 | R 1 | R 5 | A 2 | Y | (R 3)m | A 1 | R 6 |
C-0127 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CMe | O | H | N | Cl |
C-0128 | H | F | CMe | O | H | N | Cl |
C-0129 | CH 2CH 2CH 2CF 3 | F | CMe | O | H | N | Cl |
C-0130 | CH 2CH 2(3-CF 3-吡唑-1-基) | F | CMe | O | H | N | Cl |
C-0131 | H | Cl | CMe | O | H | N | Cl |
C-0132 | CH 2CH 2CH 2CF 3 | Cl | CMe | O | H | N | Cl |
C-0133 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | CMe | O | H | N | Cl |
C-0134 | H | Br | CMe | O | H | N | Cl |
C-0135 | CH 2CH 2CH 2CF 3 | Br | CMe | O | H | N | Cl |
C-0136 | CH 2CH 2(3-CF 3-吡唑-1-基) | Br | CMe | O | H | N | Cl |
C-0137 | H | I | CMe | O | H | N | Cl |
C-0138 | CH 2CH 2CH 2CF 3 | I | CMe | O | H | N | Cl |
C-0139 | CH 2CH 2(3-CF 3-吡唑-1-基) | I | CMe | O | H | N | Cl |
C-0140 | H | Me | CMe | O | H | N | Cl |
C-0141 | CH 2CH 2CH 2CF 3 | Me | CMe | O | H | N | Cl |
C-0142 | CH 2CH 2(3-CF 3-吡唑-1-基) | Me | CMe | O | H | N | Cl |
C-0143 | H | CN | CMe | O | H | N | Cl |
C-0144 | CH 2CH 2CH 2CF 3 | CN | CMe | O | H | N | Cl |
C-0145 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | CMe | O | H | N | Cl |
C-0146 | H | H | CCN | O | H | N | Cl |
C-0147 | CH 2CH 2CH 2CF 3 | H | CCN | O | H | N | Cl |
C-0148 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CCN | O | H | N | Cl |
C-0149 | H | H | CCF 3 | O | H | N | Cl |
C-0150 | CH 2CH 2CH 2CF 3 | H | CCF 3 | O | H | N | Cl |
C-0151 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CCF 3 | O | H | N | Cl |
C-0152 | H | Cl | CCF 3 | O | H | N | Cl |
C-0153 | CH 2CH 2CH 2CF 3 | Cl | CCF 3 | O | H | N | Cl |
C-0154 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | CCF 3 | O | H | N | Cl |
C-0155 | H | C(=O)OEt | CCF 3 | O | H | N | Cl |
C-0156 | CH 2CH 2CH 2CF 3 | C(=O)OEt | CCF 3 | O | H | N | Cl |
C-0157 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)OEt | CCF 3 | O | H | N | Cl |
C-0158 | H | CN | CCF 3 | O | H | N | Cl |
C-0159 | CH 2CH 2CH 2CF 3 | CN | CCF 3 | O | H | N | Cl |
C-0160 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | CCF 3 | O | H | N | Cl |
C-0161 | H | H | CCHF 2 | O | H | N | Cl |
C-0162 | CH 2CH 2CH 2CF 3 | H | CCHF 2 | O | H | N | Cl |
C-0163 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | CCHF 2 | O | H | N | Cl |
C-0164 | H | Cl | CCHF 2 | O | H | N | Cl |
C-0165 | CH 2CH 2CH 2CF 3 | Cl | CCHF 2 | O | H | N | Cl |
C-0166 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | CCHF 2 | O | H | N | Cl |
C-0167 | H | C(=O)OEt | CCHF 2 | O | H | N | Cl |
C-0168 | CH 2CH 2CH 2CF 3 | C(=O)OEt | CCHF 2 | O | H | N | Cl |
C-0169 | CH 2CH 2(3-CF 3-吡唑-1-基) | C(=O)OEt | CCHF 2 | O | H | N | Cl |
C-0170 | H | CN | CCHF 2 | O | H | N | Cl |
【表31】
化合物編號 | R 1 | R 5 | A 2 | Y | (R 3)m | A 1 | R 6 |
C-0171 | CH 2CH 2CH 2CF 3 | CN | CCHF 2 | O | H | N | Cl |
C-0172 | CH 2CH 2(3-CF 3-吡唑-1-基) | CN | CCHF 2 | O | H | N | Cl |
C-0173 | H | H | COMe | O | H | N | Cl |
C-0174 | CH 2CH 2CH 2CF 3 | H | COMe | O | H | N | Cl |
C-0175 | CH 2CH 2(3-CF 3-吡唑-1-基) | H | COMe | O | H | N | Cl |
C-0176 | H | Cl | COMe | O | H | N | Cl |
C-0177 | CH 2CH 2CH 2CF 3 | Cl | COMe | O | H | N | Cl |
C-0178 | CH 2CH 2(3-CF 3-吡唑-1-基) | Cl | COMe | O | H | N | Cl |
C-0179 | H | Br | COMe | O | H | N | Cl |
C-0180 | CH 2CH 2CH 2CF 3 | Br | COMe | O | H | N | Cl |
C-0181 | CH 2CH 2(3-CF 3-吡唑-1-基) | Br | COMe | O | H | N | Cl |
通式[I]所示之本發明化合物,可依照以下所示的製造法進行製造,但並不限定於該等方法。此外,以下,例如,「通式[I]所示之化合物」、「式[I]所示之化合物」及「化合物[I]」意為相同的化合物。
<製造方法1>
本發明化合物之中,通式[I-1]所示之化合物,可使用通式[II-1]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式3]
(式中,K表示K-1、K-2或K-3,
[化學式4]
L
1表示鹵素原子或甲磺醯基,R
1、R
2、R
2’、R
3、R
4、R
4’、R
5、R
6、m、Y、Z
1、Z
2、A
1及A
2與上述表示相同含義)。
亦即,通式[I-1]所示之化合物可藉由使通式[II-1]所示之化合物與化合物[IV-1]在適當的鹼存在下、適當的觸媒存在下或不存在下、適當的溶劑中進行反應而製造。
本反應中使用之化合物[IV-1]的使用量,只要相對於化合物[II-1] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~3.3莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[II-1] 1莫耳而適當選自1~5莫耳的範圍即可,較佳為1.0~2.0莫耳。
本反應中可使用的觸媒,可舉例如:氯化銅(I)、溴化銅(I)、碘化銅(I)、2-噻吩羧酸銅(I)、8-羥基喹啉銅、銅、甲烷亞磺酸鈉、苯亞磺酸鈉、4-甲苯亞磺酸鈉等。此外,觸媒的使用量,只要相對於化合物[II-1] 1莫耳而適當選自0.01~1莫耳的範圍即可,較佳為0.01~0.8莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚(monoglyme)等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;丙酮、2-丁酮、4-甲基-2-戊酮等酮類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[II-1] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.3~25公升。
本反應的反應溫度,只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在0℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~24小時。
反應結束後,將反應混合物注入水中,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-1]單離。單離之化合物[I-1]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法2>
通式[II-1]所示之化合物,可使用通式[II-2]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式5]
(式中,R
15表示甲基、乙醯基、甲氧基甲基、苄基或4-甲氧基苄基,R
1、R
3、m及K與上述表示相同含義)。
亦即,通式[II-1]所示之化合物可依據GREEN’S PROTECTIVE GROUPS in Organic Synthesis;第5版(John Wiley and Sons,2014年,Peter G.M. Wuts)所記載的方法,由化合物[II-2]進行製造。
化合物[II-1]亦可視需求藉由管柱層析法、再結晶、蒸餾等進一步純化。
<製造方法3>
本發明化合物之中,通式[I-3]所示之化合物,可使用通式[I-2]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式6]
(式中,R
1a表示C
1~C
6烷基(該基可經R
10單取代或多取代)、C
2~C
6烯基(該基可經R
10單取代或多取代)、C
2~C
6炔基(該基可經R
10單取代或多取代)、C
3~C
6環烷基(該基可經R
10單取代或多取代)、苯基(該基可經R
11單取代或多取代)或雜芳基(該基可經R
11單取代或多取代),R
16表示甲基、乙醯基、甲氧基甲基、苄基、4-甲氧基苄基。
[化學式7]
L
2表示鹵素原子、甲磺醯氧基、三氟甲磺醯氧基、九氟丁磺醯氧基、苯磺醯基氧基或4-甲苯磺醯氧基,R
3、R
6、R
10、R
11、m、A
1及K與上述表示相同含義)。
亦即,通式[I-3]所示之化合物可藉由使化合物[I-2]與化合物[IV-2]在適當的溶劑中、適當的鹼存在下、適當的觸媒存在下或不存在下進行反應而製造。
本反應中使用之化合物[IV-2]的使用量,只要相對於化合物[I-2] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[I-2] 1莫耳而適當選自1~5莫耳的範圍即可,較佳為1.0~1.5莫耳。
作為本反應中可使用的觸媒,可舉例如:溴化四正丁銨、碘化四正丁銨等。此外,觸媒的使用量,只要相對於化合物[I-2] 1莫耳而適當選自0.01~1莫耳的範圍即可,較佳為0.05~0.5莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;丙酮、2-丁酮、4-甲基-2-戊酮等酮類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[I-2] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在0℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-3]單離。單離之化合物[I-3]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法4>
本發明化合物之中,通式[I-4]所示之化合物,可使用通式[III-1]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式8]
(式中,R
17表示氫原子、甲基、乙醯基、甲氧基甲基、苄基、4-甲氧基苄基,
[化學式9]
L
3表示鹵素原子、C
1~C
6烷氧基,L
4表示鹵素原子、C
1~C
6烷氧基、羥基,R
1、R
2、R
2’、R
3、R
6、m、Z
1及A
1與上述表示相同含義)。
(步驟4-1)
亦即,通式[I-4]所示之化合物可藉由使化合物[III-1]與化合物[IV-3]在適當的溶劑中、適當的鹼存在下進行反應而製造。
本反應中使用之化合物[IV-3]的使用量,只要相對於化合物[III-1] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~3.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[III-1] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;丙酮、2-丁酮、4-甲基-2-戊酮等酮類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[III-1] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-70℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在-30℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-4]單離。單離之化合物[I-4]亦可視需求藉由管柱層析法、再結晶等進一步純化。
(步驟4-2)
亦即,通式[III-2]所示之化合物,L
4為鹵素原子、C
1~C
6烷氧基的情況下,可藉由使化合物[III-1]與化合物[IV-4]在適當的溶劑中、適當的鹼存在下或不存在下進行反應而製造。又,L
4為羥基的情況下,可依據Chem.Rev.,第111卷,第6557-6602頁(2011年)所記載的方法,藉由進行縮合反應而製造。
本反應中使用之化合物[IV-4]的使用量,只要相對於化合物[III-1] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~3.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[III-1] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;丙酮、2-丁酮、4-甲基-2-戊酮等酮類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[III-1] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-70℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在-30℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-4]單離。單離之化合物[I-4]亦可視需求藉由管柱層析法、再結晶等進一步純化。
(步驟4-3)
亦即,通式[I-4]所示之化合物可藉由使化合物[III-2]在適當的溶劑中、適當的鹼存在下進行反應而製造。
本反應中可使用的鹼、溶劑、反應溫度及反應時間與步驟4-2相同。
反應結束後,將反應混合物注入水中,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-4]單離。單離之化合物[I-4]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法5>
本發明化合物之中,通式[I-5]所示之化合物,可使用通式[III-3]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式10]
(式中,R
18表示C
1~C
6烷基,R
2、R
2’、R
3、R
17、m及Z
1與上述表示相同含義)。
亦即,通式[I-5]所示之化合物可依據實驗化學講座第4版(丸善)、第26卷的「還原一般項」所記載的方法,藉由將通式[III-3]所示之硝基化合物還原而製造。
化合物[I-5]亦可視需求藉由管柱層析法、再結晶、蒸餾等進一步純化。
<製造方法6>
通式[III-3]所示之化合物,可使用通式[III-4]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式11]
(式中,L
5表示鹵素原子,R
2、R
2’、R
3、R
17、R
18、m及Z
1與上述表示相同含義)。
亦即,通式[III-3]所示之化合物可藉由使化合物[III-4]與化合物[IV-5]在適當的溶劑中、適當的鹼存在下進行反應而製造。
本反應中使用之化合物[IV-5]的使用量,只要相對於化合物[III-4] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[III-4] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;丙酮、2-丁酮、4-甲基-2-戊酮等酮類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[III-4] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在0℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[III-3]單離。單離之化合物[III-3]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法7>
本發明化合物之中,通式[I-6]所示之化合物,可使用通式[III-5]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式12]
(式中,L
6表示鹵素原子、C
1~C
6烷氧基、苯氧基、1H-咪唑-1-基、-OCCl
3、-NH
2、-O(N-琥珀醯亞胺基)等基,R
3、R
4、R
4’、R
16、m及Z
2與上述表示相同含義)。
亦即,通式[I-6]所示之化合物可藉由使化合物[III-5]與化合物[IV-6]在適當的溶劑中、適當的鹼存在下或不存在下進行反應而製造。
本反應中使用之化合物[IV-6]的使用量,只要相對於化合物[III-5] 1莫耳而適當選自1~15莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[III-5] 1莫耳而適當選自1~5莫耳的範圍即可,較佳為1.0~1.5莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[III-5] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~80公升。
本反應的反應溫度,通常只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在0℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~24小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-6]單離。單離之化合物[I-6]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法8>
通式[III-5]所示之化合物,可使用通式[III-6]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式13]
(式中,R
3、R
4、R
4’、R
16、m及Z
2與上述表示相同含義)。
亦即,通式[III-5]所示之化合物可依據實驗化學講座第4版(丸善)、第26卷的「還原一般項」所記載的方法,藉由將通式[III-6]所示之硝基化合物還原而製造。
化合物[III-5]亦可視需求藉由管柱層析法、再結晶、蒸餾等進一步純化。
<製造方法9>
通式[III-8]及[III-9]所示之化合物,例如,可使用通式[III-7]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式14]
(式中,R
19表示C
1~C
6鹵烷基,R
20表示C
1~C
6烷基、C
2~C
6烯基、C
2~C
6炔基、C
1~C
6鹵烷基、C
3~C
6環烷基或C
3~C
6環烷基C
2~C
6炔基,X表示氯原子、溴原子或碘原子,R
3、R
4、R
4’、R
16及m與上述表示相同含義)。
(步驟9-1)
亦即,通式[III-8]所示之化合物可藉由使化合物[III-7]與化合物[IV-7]在適當的溶劑中、適當的觸媒存在下進行反應而製造。
本反應中使用之化合物[IV-7]的使用量,只要相對於化合物[III-7] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的觸媒,可舉例如:氟化四正丁銨、氟化四甲銨、氟化鈉、氟化鉀、氟化銫等。此外,觸媒的使用量,只要相對於化合物[III-7] 1莫耳而適當選自0.01~1莫耳的範圍即可,較佳為0.05~0.5莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;乙腈、丙腈等腈類;戊烷、己烷、環己烷、庚烷等脂肪族烴類或該等之混合溶劑等。此外,相對於化合物[III-7] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-70℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在-30℃~100℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[III-8]單離。單離之化合物[III-8]亦可視需求藉由管柱層析法、再結晶等進一步純化。
(步驟9-2)
亦即,通式[III-9]所示之化合物可藉由使化合物[III-7]與化合物[IV-8]在適當的溶劑中進行反應而製造。
本反應中使用之化合物[IV-8]的使用量,只要相對於化合物[III-7] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;戊烷、己烷、環己烷、庚烷等脂肪族烴類或該等之混合溶劑等。此外,相對於化合物[III-7] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-80℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在-80℃~100℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[III-9]單離。單離之化合物[III-9]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法10>
本發明化合物之中,通式[I-7]所示之化合物,例如,可使用通式[III-10]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式15]
(式中,R
1、R
3、R
5、R
16、m及L
4與上述表示相同含義)。
亦即,通式[I-7]所示之化合物可藉由使化合物[III-10]與化合物[IV-9]在適當的溶劑中、適當的酸存在下或不存在下、適當的鹼存在下或不存在下進行反應而製造。
本反應中使用之化合物[IV-9]的使用量,只要相對於化合物[III-10] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~5.0莫耳。
作為本反應中可使用的酸,可舉例如:鹽酸、氫溴酸、硫酸、硝酸、磷酸等無機酸類;乙酸、丙酸、三氟乙酸等羧酸類;甲磺酸、4-甲苯磺酸、三氟甲磺酸酸等磺酸類等。此外,酸的使用量,只要相對於化合物[III-10] 1莫耳而適當選自0.1至溶劑量相當莫耳的範圍即可,較佳為0.1~100.0莫耳。
作為本反應中可使用的鹼,可舉例如:氫氧化鋰、氫氧化鈉、氫氧化鉀等鹼金屬之氫氧化物類、氫氧化鈣、氫氧化鎂等鹼土金屬之氫氧化物類、碳酸鋰、碳酸鈉、碳酸鉀、碳酸銫等鹼金屬之碳酸鹽類、碳酸氫鈉、碳酸氫鉀等鹼金屬碳酸氫鹽類等無機鹼類;氫化鋰、氫化鈉、氫化鉀等金屬氫化物類;甲氧鈉、乙氧鈉、第三丁氧鉀等醇之金屬鹽類;或三乙胺、三丁胺、二異丙基乙胺、N,N-二甲基苯胺、吡啶、2,6-二甲吡啶、4-N,N-二甲胺基吡啶、1,8-二吖雙環[5.4.0]-7-十一烯等有機鹼類等。此外,鹼的使用量,只要相對於化合物[III-10] 1莫耳而適當選自1~5莫耳的範圍即可,較佳為1.0~3.0莫耳。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;原甲酸三甲酯、原甲酸三乙酯、原乙酸三甲酯、原乙酸三乙酯等原酸酯類或該等之混合溶劑等。此外,相對於化合物[III-10] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在-10℃~150℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~24小時。
反應結束後,將反應混合物直接濃縮或將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-7]單離。單離之化合物[I-7]亦可視需求藉由管柱層析法、再結晶等進一步純化。
<製造方法11>
本發明化合物之中,通式[I-8]所示之化合物,例如可使用通式[III-11]所示之化合物,依照由下述所例示之反應式構成的方法進行製造。
[化學式16]
(式中,R
1、R
3、R
5、R
8、R
17、m、L
3及L
4與上述表示相同含義)。
(步驟11-1)
亦即,通式[I-8]所示之化合物可藉由使化合物[III-11]與化合物[IV-10]在適當的溶劑中或無溶劑下、適當的酸存在下或不存在下進行反應而製造。
本反應中使用之化合物[IV-10]的使用量,只要相對於化合物[III-11] 1莫耳而適當選自1.0至溶劑量相當莫耳的範圍即可,較佳為1.0~50.0莫耳。
作為本反應中可使用的酸,可舉例如:鹽酸、氫溴酸、硫酸、硝酸、磷酸、多磷酸等無機酸類;乙酸、丙酸、三氟乙酸等羧酸類;甲磺酸、4-甲苯磺酸、三氟甲磺酸酸等磺酸類等。此外,酸的使用量,只要相對於化合物[III-11] 1莫耳而適當選自0.1至溶劑量相當莫耳的範圍即可。
作為本反應中可使用的溶劑,可舉例如:二乙醚、甲基第三丁醚、環戊基甲醚、四氫呋喃、2-甲基四氫呋喃、1,4-二噁烷、乙二醇二甲醚等醚類;苯、甲苯、二甲苯、均三甲苯、氯苯等芳香族烴類;二氯甲烷、氯仿、1,2-二氯乙烷等鹵化烴類;N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮、二甲亞碸、環丁碸、1,3-二甲基-2-咪唑啉酮等非質子性極性溶劑類;甲醇、乙醇、2-丙醇、第三丁醇、甲基賽路蘇等醇類;乙腈、丙腈等腈類;乙酸乙酯、乙酸丁酯、丙酸乙酯等酯類;戊烷、己烷、環己烷、庚烷等脂肪族烴類;吡啶、甲吡啶、二甲吡啶等吡啶類;三乙胺、三丁胺等三級胺類;水或該等之混合溶劑等。此外,相對於化合物[III-11] 1莫耳,溶劑的使用量可設為0.1~100公升,較佳為0.1~50公升。
本反應的反應溫度,通常只要選自-30℃至反應系中之迴流溫度的任意溫度範圍即可,較佳可在0℃~200℃的範圍內進行。
本反應的反應時間因反應溫度、反應基質、反應量等而異,但通常為10分鐘~36小時。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-8]單離。單離之化合物[I-8]亦可視需求藉由管柱層析法、再結晶等進一步純化。
(步驟11-2)
亦即,通式[III-12]所示之化合物,L
4為鹵素原子、C
1~C
6烷氧基的情況下,可藉由使化合物[III-11]與化合物[IV-11]在適當的溶劑中、適當的鹼存在下或不存在下進行反應而製造。又,L
4為羥基的情況下,可依據Chem.Rev.,第111卷,第6557-6602頁(2011年)所記載的方法,藉由進行縮合反應而製造。
本反應中使用之化合物[IV-11]的使用量,只要相對於化合物[III-11] 1莫耳而適當選自1~10莫耳的範圍即可,較佳為1.0~3.0莫耳。
本反應中可使用的鹼、溶劑、反應溫度及反應時間與步驟4-2相同。
反應結束後,將反應混合物注入水中等,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[III-12]單離。單離之化合物[III-12]亦可視需求藉由管柱層析法、再結晶等進一步純化。
(步驟11-3)
亦即,通式[I-8]所示之化合物可藉由使化合物[III-12]在適當的溶劑中、適當的酸存在下或不存在下進行反應而製造。
本反應中可使用的酸、溶劑、反應溫度及反應時間與步驟11-1相同。
反應結束後,將反應混合物注入水中,過濾取得析出之固體或以有機溶劑進行萃取後,再進行濃縮等操作,藉此可將化合物[I-8]單離。單離之化合物[I-8]亦可視需求藉由管柱層析法、再結晶等進一步純化。
[除草劑]
本發明之除草劑含有本發明之通式[I]所示之稠合雜環衍生物或其農業上可接受的鹽作為有效成分。本發明之除草劑具有優異的除草效果,且其中一些成分在有用植物與雜草之間呈現優異的選擇性,作為農地的農藥組成物,特別是除草劑十分有用。亦即,本發明之化合物在栽培有用植物的旱地或非農耕地等的莖葉處理、土壤處理、種子粉衣(seed coating)處理、土壤混和處理、播種前土壤處理、播種同時處理、播種後土壤處理、播種同時覆土混和處理等情況中,對各種雜草具有除草效果。
本發明之除草劑可視需求含有農藥製劑中通常使用的添加成分(載劑)。
作為該添加成分,可列舉:固體載劑或液體載劑等載劑、界面活性劑、黏結劑或賦黏劑、增黏劑、著色劑、擴展劑、延展劑、防凍劑、抗結塊劑、崩解劑、抗分解劑等,此外,可視需求將防腐劑或植物片等用於添加成分。又,該等添加成分可使用1種,亦可組合2種以上使用。
[添加成分]
以下對上述添加成分進行說明。
作為固體載劑,可舉例如:葉蠟石黏土、高嶺土、矽石黏土、滑石、矽藻土、沸石、膨潤土、酸性黏土、活性黏土、凹凸棒石黏土(attapulgus clay)、蛭石、珍珠岩、浮石、白碳(合成矽酸、合成矽酸鹽等)、二氧化鈦等礦物系載劑;木質粉、玉米莖、胡桃殼、果核、穀殼、鋸屑、麩、大豆粉、粉末纖維素、澱粉、糊精、糖類等植物性載劑;碳酸鈣、硫酸銨、硫酸鈉、氯化鉀等無機鹽類載劑;聚乙烯、聚丙烯、聚氯乙烯、聚乙酸乙烯酯、乙烯-乙酸乙烯酯共聚物、尿素-醛樹脂等高分子載劑等。
作為液體載劑,可舉例如:甲醇、乙醇、丙醇、2-丙醇、丁醇、環己醇等一元醇類;乙二醇、二乙二醇、丙二醇、己二醇、聚乙二醇、聚丙二醇、甘油等多元醇類;丙烯系二醇醚等多元醇衍生物類;丙酮、甲乙酮、甲基異丁酮、二異丁酮、環己酮、異佛爾酮等酮類;乙醚、1,4-二噁烷、賽路蘇、二丙醚、四氫呋喃等醚類;正烷烴、環烷烴、異烷烴、煤油(kerosene)、礦油等脂肪族烴類;甲苯、C
9-C
10烷基苯、二甲苯、溶劑石油腦、烷基萘、高沸點芳香族烴等芳香族烴類;1,2-二氯乙烷、氯仿、四氯化碳等鹵化烴類;乙酸乙酯、鄰苯二甲酸二異丙酯、鄰苯二甲酸二丁酯、鄰苯二甲酸二辛酯、己二酸二甲酯等酯類;γ-丁內酯等內酯類;N,N-二甲基甲醯胺、N,N-二乙基甲醯胺、N,N-二甲基乙醯胺、N-甲基-2-吡咯啶酮等醯胺類;乙腈等腈類;二甲亞碸等硫化物類;大豆油、菜籽油、棉籽油、椰子油、蓖麻油等植物油、源自該植物油的脂肪酸的低級烷酯;水等。
作為界面活性劑,可舉例如:山梨醇酐脂肪酸酯、聚氧乙烯山梨醇酐脂肪酸酯、蔗糖脂肪酸酯、聚氧乙烯脂肪酸酯、聚氧乙烯樹脂酸酯、聚氧乙烯脂肪酸二酯、聚氧乙烯烷醚、聚氧乙烯烷基苯基醚、聚氧乙烯二烷基苯基醚、聚氧乙烯烷基苯基醚福馬林縮合物、聚氧乙烯聚氧丙烯嵌段聚合物、烷基聚氧乙烯聚丙烯嵌段聚合物醚、聚氧乙烯烷胺、聚氧乙烯脂肪酸醯胺、聚氧乙烯脂肪酸雙苯基醚、聚伸烷基苄基苯基醚、聚氧伸烷基苯乙烯基苯基醚、乙炔二醇、聚氧伸烷基加成乙炔二醇、聚氧乙烯醚型聚矽氧、酯型聚矽氧、氟系界面活性劑、聚氧乙烯蓖麻油、聚氧乙烯硬化蓖麻油等非離子性界面活性劑;烷基硫酸鹽、聚氧乙烯烷醚硫酸鹽、聚氧乙烯烷基苯基醚硫酸鹽、聚氧乙烯苯乙烯基苯基醚硫酸鹽、烷基苯磺酸鹽、木質磺酸鹽、烷基磺基琥珀酸鹽、萘磺酸鹽、烷基萘磺酸鹽、萘磺酸的福馬林縮合物之鹽、烷基萘磺酸的福馬林縮合物之鹽、脂肪酸鹽、聚羧酸鹽、N-甲基-脂肪酸肌胺酸鹽、樹脂酸鹽、聚氧乙烯烷醚磷酸鹽、聚氧乙烯烷基苯基醚磷酸鹽等陰離子性界面活性劑;月桂胺鹽酸鹽、硬脂醯胺鹽酸鹽、油醯基胺鹽酸鹽、硬脂醯胺乙酸鹽、硬脂醯胺基丙胺乙酸鹽、氯化烷三甲銨、氯化烷基二甲基苄烷銨等烷胺鹽等陽離子界面活性劑;二烷基二胺基乙基甜菜鹼、烷基二甲基苄基甜菜鹼等甜菜鹼型、二烷基胺基乙基甘胺酸、烷基二甲基苄基甘胺酸等胺基酸型等兩性界面活性劑等。
作為黏結劑或賦黏劑,可舉例如:羧甲纖維素或其鹽、糊精、水溶性澱粉、黃原膠、瓜爾膠、蔗糖、聚乙烯吡咯啶酮、阿拉伯膠、聚乙烯醇、聚乙酸乙烯酯、聚丙烯酸鈉、聚乙二醇、聚環氧乙烷、天然磷脂質(例如,腦磷脂酸、卵磷脂等)等。
作為增黏劑,可舉例如:黃原膠、瓜爾膠、羧甲纖維素、聚乙烯吡咯啶酮、羧乙烯聚合物、丙烯酸系聚合物、澱粉衍生物、多糖類之類的水溶性高分子;高純度膨潤土、白碳之類的無機微粉、有機膨潤土等有機微粉等。
作為著色劑,可舉例如:氧化鐵、氧化鈦、普魯士藍(prussian blue)之類的無機顏料;茜素染料、偶氮染料、金屬酞花青染料之類的有機染料等。
作為擴展劑,可舉例如:聚矽氧系界面活性劑、纖維素粉末、糊精、加工澱粉、聚胺基羧酸螯合物、交聯聚乙烯吡咯啶酮、馬來酸/苯乙烯共聚物、甲基丙烯酸共聚物、多元醇之聚合物與二羧酸酐的半酯、聚苯乙烯磺酸之水溶性鹽、聚氧乙烯烷二醇類、聚氧乙烯炔二醇類、炔二醇類等。
作為延展劑,可舉例如:二烷基磺基琥珀酸鈉、聚氧乙烯烷醚、聚氧乙烯烷基苯基醚、聚氧乙烯脂肪酸酯等各種界面活性劑;石蠟、萜烯、聚醯胺樹脂、聚丙烯酸鹽、聚氧乙烯、蠟、聚乙烯烷醚、烷基酚福馬林縮合物、合成樹脂乳化液等。
作為防凍劑,可舉例如:乙二醇、二乙二醇、丙二醇、甘油等多元醇類等。
作為抗結塊劑,可舉例如:澱粉、褐藻酸、甘露糖、半乳糖等多糖類;聚乙烯吡咯啶酮、白碳、酯膠、石油樹脂等。
作為崩解劑,可舉例如:三聚磷酸鈉、六偏磷酸鈉、硬脂酸金屬鹽、纖維素粉末、糊精、甲基丙烯酸酯之共聚物、聚乙烯吡咯啶酮、聚胺基羧酸螯合物、磺化苯乙烯・異丁烯・馬來酸酐共聚物、澱粉・聚丙烯腈接枝共聚物等。
作為抗分解劑,可舉例如:沸石、生石灰、氧化鎂之類的乾燥劑;酚系、胺系、硫系、磷酸系等抗氧化劑;柳酸系、二苯甲酮系等紫外線吸收劑等。
作為防腐劑,可舉例如:山梨酸鉀、1,2-苯并噻唑-3-酮等。
作為植物片,可舉例如:鋸屑、椰子殼、玉米穂軸、菸莖等。
另一方面,在本發明之除草劑中,含有上述添加成分的情況下,關於其含有比例,以質量基準計,固體載劑或液體載劑等載劑通常選自5~95%、較佳為20~90%的範圍,界面活性劑通常選自0.1~30%、較佳為0.5~10%的範圍,其他添加劑選自0.1~30%、較佳為0.5~10%的範圍。
本發明之除草劑,可製劑成粉劑、粉粒劑、粒劑、水合劑、水溶劑、顆粒水合劑、錠劑、袋裝大粒劑(jumbo agent)、乳劑、油劑、液劑、水懸劑、油性懸浮劑、乳化劑、微乳化劑、懸浮乳化劑(suspoemulsion)、微量噴灑劑、微膠囊劑、袋裝大粒劑(jumbo agent)、MAMETSUBU<註冊商標>劑、煙熏劑、氣霧劑、餌劑(bait agent)、糊劑、泡沫劑、碳酸氣製劑、塗料、木材保護塗料、密封劑等任意劑型來使用。
在實際使用該等製劑時,可直接使用或以水等稀釋劑稀釋成預定濃度來使用。施用含有本發明之化合物的各種製劑或其稀釋物,通常可利用一般進行的施用方法、亦即噴灑(例如,噴霧(spraying)、噴薄霧(misting)、噴水霧(atomizing)、撒粉、撒顆粒物、水面施用、箱施用等)、土壤施用(例如,混入、灌注等)、表面施用(例如,塗布、粉衣、被覆等)、種子處理(例如,塗抹、粉衣處理等)、浸漬、毒餌、煙熏施用等來進行。
[農藥組成物]
本發明之農藥組成物可藉由莖葉噴灑、土壤施用或水面施用等來使用。本發明之農藥組成物,特別是除草劑係使用於土壤,特別是栽培有用植物的旱地或水田的農地。
本發明之農藥組成物中,有效成分的摻合比例可視需求適當選擇,形成粉劑或粒劑等的情況下,可適當選自0.01~10%(重量)、較佳為0.05~5%(重量)的範圍。形成乳劑及水合劑等的情況下,可適當選自1~50%(重量)、較佳為5~30%(重量)的範圍。又,形成水懸劑等的情況下,可適當選自1~40%(重量)、較佳為5~30%(重量)的範圍。
本發明之農藥組成物的施用量會因使用之化合物的種類、對象雜草、出現傾向、環境條件以及使用之劑型等而異。例如,將本發明之農藥組成物作為除草劑,如粉劑及粒劑等直接使用的情況,以有效成分計,可適當選自每1公頃1g~50kg、較佳為10g~10kg的範圍。又,如形成乳劑、水合劑及水懸劑等而以液態使用的情況,可適當選自0.1~50,000 ppm、較佳為10~10,000 ppm的範圍。
又,本發明之農藥組成物,除了本發明之化合物以外,亦可因應使用目的而與至少一種其他農藥活性成分,例如其他病害防治劑成分、殺蟲劑成分、殺蟎劑成分、殺線蟲劑成分、協力劑成分、誘引劑成分、驅蟲劑成分、除草劑成分、保護劑(safener)成分、微生物農藥成分、植物生長調節劑成分、肥料、土壤改良劑等製劑化而混用或併用。
與其他農藥活性成分或肥料混用或併用的情況下,在施用各單獨成分的製劑時,亦可混合使用。再者,可將各單獨成分的製劑分別逐次使用,或亦可隔開幾天施用。隔開幾天施用的情況下,因使用之其他成分而異,例如其間隔可隔開1天~40天左右的間隔進行處理。
本發明之農藥組成物中,將選自通式[I]所示之稠合雜環衍生物及農業上可接受的鹽之至少1種以上的化合物與選自其他農藥活性成分之至少1種以上進行混合而施用的情況下,通常係以100:1~1:100、較佳為20:1~1:20,特別是10:1~1:10的質量比施用。
本發明之農藥組成物中,有效成分的摻合比例(質量%)可視需求適當選擇。例如,形成粉劑、粉粒劑、微粒劑等的情況下,可適當選自0.01~20%、較佳為0.05~10%的範圍。形成粒劑等的情況下,可適當選自0.1~30%、較佳為0.5~20%的範圍。形成水合劑、顆粒水合劑等的情況下,可適當選自1~70%、較佳為5~50%的範圍。形成水溶劑、液劑等的情況下,可適當選自1~95%、較佳為10~80%的範圍。形成乳劑等的情況下,可適當選自5~90%、較佳為10~80%的範圍。形成油劑等的情況下,可適當選自1~50%、較佳為5~30%的範圍。形成水懸劑等的情況下,可適當選自5~60%、較佳為10~50%的範圍。形成乳化劑、微乳化劑、懸浮乳化劑等的情況下,可適當選自5~70%、較佳為10~60%的範圍。形成錠劑、餌劑、糊劑等的情況下,可適當選自1~80%、較佳為5~50%的範圍。形成煙熏劑等的情況下,可適當選自0.1~50%、較佳為1~30%的範圍。形成氣霧劑等的情況下,可適當選自0.05~20%、較佳為0.1~10%的範圍。
該等製劑,將其稀釋成適當濃度後噴灑或直接施用。
施用本發明之農藥組成物時,以稀釋劑稀釋後使用的情況下,一般係以0.1~5000 ppm的有效成分濃度進行。將製劑直接使用時每單位面積的施用量,以有效成分化合物計,每1 ha使用0.1~5000g,但並不限定於此。
此外,本發明之農藥組成物即使是將本發明之化合物單獨作為有效成分亦十分有效,此自不待言,但可視需求與其他農藥,例如殺蟲劑、殺蟎劑、殺線蟲劑、協力劑、殺菌劑、抗病毒劑、誘引劑、除草劑、植物生長調節劑等混用、併用。又,可與延展劑、其他農業材料、肥料等混用、併用,此情況下有時會呈現更優異的效果。
接著,以下例示可混用或併用的習知之除草劑化合物、除草活性成分或植物生長調節劑化合物,但並不限定於該等例子。
除草劑化合物或除草活性成分:
碘苯腈(ioxynil)(包含鋰鹽、鈉鹽、與辛酸等的鹽)、苯草醚(aclonifen)、丙烯醛(acrolein)、草芬定(azafenidin)、亞喜芬(acifluorfen)(包含與鈉等的鹽)、四唑嘧磺隆(azimsulfuron)、亞速爛(asulam)、乙草胺(acetochlor)、草脫淨(atrazine)、莎稗磷(anilofos)、氨唑草酮(amicarbazone)、醯嘧磺隆(amidosulfuron)、殺草強(amitrole)、氯丙嘧啶酸(aminocyclopyrachlor)、氯氨吡啶酸(aminopyralid)、甲基胺草磷(amiprofos-methyl)、草殺淨(ametryn)、蘿藦花葉病毒(Araujia Mosaic Virus)、甲草胺(alachlor)、損毀鏈格孢菌(Alternaria destruens)、亞汰草(alloxydim)(包含與鈉等的鹽)、嘧啶醇(ancymidol)、愛速隆(isouron)、異噁氯草酮(isoxachlortole)、異噁唑草酮(isoxaflutole)、異噁草胺(isoxaben)、乙氧基化異癸醇(Isodecylalkoholethoxylate)、異丙隆(isoproturon)、三唑醯草胺(ipfencarbazone)、異丙三唑吡啶(iptriazopyrid)、滅草喹(imazaquin)、甲咪唑煙酸(imazapic)(包含與胺等的鹽)、依滅草(imazapyr)(包含異丙胺等的鹽)、咪草酸(imazamethabenz)、咪草酸甲酯(imazamethabenz-methyl)、甲氧咪草煙(imazamox)、咪草煙(imazethapyr)、依速隆(imazosulfuron)、茚嗪氟草胺(indaziflam)、茚草酮(indanofan)、甘草津(eglinazine-ethyl)、戊草丹(esprocarb)、胺苯磺隆(ethametsulfuron-methyl)、丁氟消草(ethalfluralin)、磺噻隆(ethidimuron)、亞速隆(ethoxysulfuron)、氯氟草醚(ethoxyfen)、氯氟草醚乙酯(ethoxyfen-ethyl)、益覆滅(ethofumesate)、乙氧苯草胺(etobenzanid)、乙吡芬那希(epyrifenacil)、去甲斑蝥酸鈉(endothal-disodium)、樂滅草(oxadiazon)、丙炔噁草酮(oxadiargyl)、噁嗪草酮(oxaziclomefone)、環氧嘧磺隆(oxasulfuron)、復祿芬(oxyfluorfen)、歐拉靈(oryzalin)、老布達胡椒病毒(Obuda Pepper Virus)、嘧苯胺磺隆(orthosulfamuron)、坪草丹(orbencarb)、油酸(oleic acid)、唑草胺(cafenstrole)、羊羶酸(caprylic acid)、羊脂酸(capric acid)、乙基克繁草(carfentrazone-ethyl)、卡靈草(karbutilate)、卡草胺(carbetamide)、快伏草(quizalofop)、乙基快伏草(quizalofop-ethyl)、P-乙基快伏草(quizalofop-P-ethyl)、快伏草-P-提夫里(quizalofop-P-tefuryl)、十字花科黑腐病菌(Xanthomonas campestris)、莫克草(quinoclamine)、快克草(quinclorac)、喹草酸(quinmerac)、檸檬酸(citric acid)、芐草隆(cumyluron)、氯醯草膦(clacyfos)、嘉磷塞(glyphosate)(包含鈉、鉀、胺、丙胺、異丙胺、銨、異丙銨、胍、單乙醇胺、膽鹼、BAPMA(N,N-雙-(胺基丙基)甲胺)、二甲胺或三甲基硫鹽等的鹽)、固殺草(glufosinate)(包含胺或鈉等的鹽)、固殺草-P(glufosinate-P)、固殺草-P-鈉(glufosinate-P-sodium)、剋草同(clethodim)、炔草酯(clodinafop)、炔草酯(clodinafop-propargyl)、畢克草(clopyralid)(包含單乙醇胺鹽)、可滅蹤(clomazone)、甲氧基護谷(chlomethoxyfen)、克普草(clomeprop)、氯酯磺草胺(cloransulam-methyl)、草滅餵(chloramben)、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、乙基氯嘧磺隆(chlorimuron-ethyl)、氯磺隆(chlorsulfuron)、大克草(chlorthal-dimethyl)、草克樂(chlorthiamid)、氯酞亞胺(chlorphthalim)、甲基整形素(chlorflurenol-methyl)、克普芬(chlorpropham)、滅落寧(chlorbromuron)、枯草隆(chloroxuron)、綠麥隆(chlorotoluron)、酮螺氧(ketospiradox)(包含鈉、鈣或氨等的鹽)、瓜類炭疽病(Colletotrichum orbiculare)、芒果炭疽病(Colletotrichum gloeosporioides)、毛豆炭疽病(Colletotrichum truncatum)、銀葉病(Chondrostercum purpureum)、殺芬草(saflufenacil)、假蒟亭鹼(sarmentine)、氰乃淨(cyanazine)、氰胺(cyanamide)、達有龍(diuron)、滅草酯(diethatyl-ethyl)、二側氧基吡三酮(dioxopyritrione)、汰克草(dicamba)(包含胺、二乙胺、異丙胺、二甘醇胺、二甲銨、二乙醇胺、異丙銨、金胺、鉀、三乙醇胺(trolamine)、BAPMA(N,N-雙-(胺基丙基)甲胺)、膽鹼、鈉或鋰等的鹽、或甲酯等酯)、環草敵(cycloate)、環殺草(cycloxydim)、雙氯磺草胺(diclosulam)、環磺隆(cyclosulfamuron)、環吡寧(cyclopyranil)、環吡瑪瑞(cyclopyrimorate)、敵草腈(dichlobenil)、禾草靈(diclofop)、精禾草靈(diclofop-P-methyl)、甲基禾草靈(diclofop-methyl)、2,4-滴丙酸(dichlorprop)、精2,4-滴丙酸(dichlorprop-P)(包含二甲銨、鉀、鈉、膽鹼等的鹽或丁氧基乙酯、2-乙基己基酯、異辛酯、甲酯等酯)、敵草快(diquat)、二溴敵草快(diquat dibromide)、汰硫草(dithiopyr)、環草隆(siduron)、撻乃安(dinitramine)、吲哚酮草酯(cinidon-ethyl)、西速隆(cinosulfuron)、達諾殺(dinoseb)(包含乙酸鹽)、特樂酚(dinoterb)、賽伏草(cyhalofop)、丁基賽伏草(cyhalofop-butyl)、環吡氟草酮(cypyrafluone)、大芬滅(diphenamid)、野燕枯(difenzoquat)、吡氟醯草胺(diflufenican)、氟吡草腙(diflufenzopyr)、草滅淨(simazine)、二甲磺滋(dimesulfazet)、二甲草胺(dimethachlor)、愛落殺(dimethametryn)、汰草滅(dimethenamid)、精汰草滅(dimethenamid-P)、西草淨(simetryn)、哌草丹(dimepiperate)、噁唑隆(dimefuron)、螢光假單胞菌(Pseudomonas fluorescens)、環庚草醚(cinmethylin)、滅草靈(swep)、磺草酮(sulcotrione)、甲磺草胺(sulfentrazone)、硫復松(sulfosate)、磺醯磺隆(sulfosulfuron)、甲基甲嘧磺隆(sulfometuron-methyl)、西殺草(sethoxydim)、小菌核病菌(Scelerothinia minor)、特草定(terbacil)、汰草龍(daimuron)、薩克多敏A(thaxtominA)、菸草微綠嵌紋病毒(Tobacco Mild Green Mosaic Tobamovirus)、菸草脆裂病毒(Tobacco Rattle Virus)、得拉本(dalapon)、噻草啶(thiazopyr)、氟丙嘧草酯(tiafenacil)、噻酮磺隆(thiencarbazone)(包含鈉鹽、甲酯等)、仲草丹(tiocarbazil)、殺丹(thiobencarb)、噻二唑草胺(thidiaziminz)、噻苯隆(thidiazuron)、噻吩磺隆(thifensulfuron)、甲基噻吩磺隆(thifensulfuron-methyl)、甜菜安(desmedipham)、敵草淨(desmetryne)、特福披洛米(tetflupyrolimet)、欣克草(thenylchlor)、牧草胺(tebutam)、得匍隆(tebuthiuron)、得殺草(tepraloxydim)、呋喃磺草酮(tefuryltrione)、特丁津(terbuthylazine)、特丁淨(terbutryn)、甲氧去草淨(terbumeton)、環磺酮(tembotrione)、苯吡唑草酮(topramezone)、肟草酮(tralkoxydim)、三嗪氟草胺(triaziflam)、醚苯磺隆(triasulfuron)、氟酮磺草胺(triafamone)、野麥畏(tri-allate)、草達津(trietazine)、三氯吡(triclopyr)、三氯吡氧乙酸丁氧基乙酯(triclopyr-butotyl)、三氯吡三乙銨(triclopyr-triethylammonium)、三氟甲磺隆(tritosulfuron)、三唑磺草酮(tripyrasulfone)、三氟草嗪(trifludimoxazin)、甲基氟胺磺隆(triflusulfuron-methyl)、三福林(trifluralin)、三氟啶磺隆(trifloxysulfuron)(包含鈉等的鹽)、甲基苯磺隆(tribenuron-methyl)、硝黃草酮(tolpyralate)、鈉得爛(naptalam)(包含與鈉等的鹽)、萘普草(naproanilide)、滅落脫(napropamide)、滅落脫M(napropamide-M)、煙嘧磺隆(nicosulfuron)、乳酸(lactic acid)、草不隆(neburon)、氟草敏(norflurazon)、新型伯克氏菌(Barkholderia rinojensis)、萬隆(vernolate)、巴拉刈(paraquat)、巴拉刈二氯鹽(paraquat dichloride)、氟氯吡啶酯(halauxifen)、苯甲基氟氯吡啶酯(halauxifen-benzyl)、甲基氟氯吡啶酯(halauxifen-methyl)、伯克氏菌(Burkholderia rinojensis)、合氯氟(haloxyfop)、合氯氟P(haloxyfop-P)、氯氟乙禾靈(haloxyfop-etotyl)、甲基合氯氟(Haloxyfop-P-methyl)、鹵索芬(halosafen)、甲基合速隆(halosulfuron-methyl)、畢克斯隆索(bixlozone)、畢克爛(picloram)(包含與二氯銨、三乙醇胺(trolamine)等的鹽)、氟吡醯草胺(picolinafen)、氟吡草酮(bicyclopyrone)、雙草醚(bispyribac-sodium)、唑啉草酯(pinoxaden)、雙唑草酮(bipyrazone)、必芬諾(bifenox)、哌草磷(piperophos)、雙唑草腈(pyraclonil)、磺醯草吡唑(pyrasulfotole)、普芬草(pyrazoxyfen)、百速隆(pyrazosulfuron-ethyl)、苄草唑(pyrazolynate)、畢拉草(bilanafos)、派芬草(pyraflufen)、乙基派芬草(pyraflufen-ethyl)、吡啶達醇(pyridafol)、嘧草硫醚(pyrithiobac-sodium)、必汰草(pyridate)、環酯草醚(pyriftalid)、稗草丹(pyributicarb)、氟嘧啶草醚(pyriflubenzoxim)、嘧啶肟草醚(pyribenzoxim)、嘧啶硫蕃(pyrimisulfan)、嘧草醚(pyriminobac-methyl)、派羅克殺草(pyroxasulfone)、甲氧磺草胺(pyroxsulam)、棕櫚疫病菌(Phytophthora palmivora)、棉胺寧(phenisopham)、非草隆(fenuron)、苯磺噁唑草(fenoxasulfone)、芬殺草(fenoxaprop)(包含甲酯、乙酯、異丙酯)、芬殺草-P(fenoxaprop-P)(包含甲酯、乙酯、異丙酯)、芬昆諾三酮(fenquinotrione)、乙基噻唑禾草靈(fenthiaprop-ethyl)、拜田淨(fentrazamide)、苯唑氟草酮(fenpyrazone)、苯敵草(phenmedipham)、成諾莖點黴菌(Phoma chenopodicola)、草莖點黴菌(Phoma herbarum)、巨口莖點黴(Phoma macrostoma)、丁基拉草(butachlor)、布芬草(butafenacil)、抑草磷(butamifos)、拔敵草(butylate)、莎草柄鏽菌(Puccinia canaliculata)、菥蓂柄鏽菌(Puccinia thlaspeos)、丁烯草胺(butenachlor)、比達寧(butralin)、丁苯草酮(butroxydim)、伏速隆(flazasulfuron)、麥草伏(flamprop)(包含甲酯、乙酯、異丙酯)、麥草伏M(flamprop-M)(包含甲酯、乙酯、異丙酯)、氟嘧磺隆(primisulfuron)、甲基氟嘧磺隆(primisulfuron-methyl)、丁基伏寄普(fluazifop-butyl)、伏寄普P(fluazifop-P)、丁基伏寄普P(fluazifop-P-butyl)、異丙吡草酯(fluazolate)、氟草隆(fluometuron)、乙羧氟草乙醚(fluoroglycofen-ethyl)、氟酮磺隆鈉(flucarbazone-sodium)、氟氯氨草酯(fluchloraminopyr)、貝殺寧(fluchloralin)、氟吡磺隆(flucetosulfuron)、氟碸草胺(flusulfinam)、氟噻甲草酯(fluthiacet-methyl)、甲磺隆(flupyrsulfuron-methyl)(包含鈉、鈣或氨等的鹽)、氟噻草胺(flufenacet)、氟草啶(flufenoximacil)、氟噠嗪草酯(flufenpyr-ethyl)、氯丙酸(flupropanate)(包含鈉鹽)、氟胺草唑(flupoxame)、丙炔氟草胺(flumioxazin)、氟烯草酸戊酯(flumiclorac-pentyl)、唑嘧磺草胺(flumetsulam)、氟啶草酮(fluridone)、呋草酮(flurtamone)、氟氯比(fluroxypyr)(包含丁氧基甲基(butometyl)、甲基庚基(meptyl)等的酯體或鈉、鈣、氨等的鹽)、氟咯草酮(flurochloridone)、普拉草(pretilachlor)、丙苯磺隆(procarbazone)(包含與鈉等的鹽)、溴噁草松(broclozone)、氨基丙氟靈(prodiamine)、氟磺隆(prosulfuron)、芐草丹(prosulfocarb)、普拔草(propaquizafop)、毒草胺(propachlor)、普拔根(propazine)、除草靈(propanil)、戊炔草胺(propyzamide)、異丙草胺(propisochlor)、嗪咪唑嘧磺隆(propyrisulfuron)、苯胺靈(propham)、氟唑草胺(profluazol)、調環酸鈣(prohexadione-calcium)、丙苯磺隆(propoxycarbazone)、丙苯磺隆鈉鹽(propoxycarbazone-sodium)、環苯草酮(profoxydim)、克草(bromacil)、溴莠敏(brompyrazon)、佈滅淨(prometryn)、撲滅通(prometon)、溴苯腈(bromoxynil)(包含丁酸、辛酸或庚酸等的酯體)、殺草全(bromofenoxim)、溴芬諾(bromobutide)、雙氟磺草胺(florasulam)、氯氟吡啶酯(florpyrauxifen)、苯甲基氯氟吡啶酯(florpyrauxifen-benzyl)、菲殺淨(hexazinone)、烯草胺(pethoxamid)、草除靈(benazolin)、草除靈乙酯(benazolin-ethyl)、平速爛(penoxsulam)、香瓜茄嵌紋病毒(Pepino Mosaic Virus)、胺苯吡菌酮(heptamaloxyloglucan)、氟丁醯草胺(beflubutamid)、氟丁醯草胺M(beflubutamid-M)、克草敵(pebulate)、壬酸(pelargonic acid)、醯苯草酮(bencarbazone)、喹草酮(benquitrione)、雙苯嘧草酮(benzfendizone)、地散磷(bensulide)、免速隆(bensulfuron)、甲基免速隆(bensulfuron-methyl)、雙環磺草酮(benzobicyclon)、吡草酮(benzofenap)、本達隆(bentazone)、甲氯醯草胺(pentanochlor)、施得圃(pendimethalin)、環戊噁草酮(pentoxazone)、氟草胺(benfluralin)、呋草黃(benfuresate)、調節膦(fosamine)、氟磺胺草醚(fomesafen)、雙氟磺草胺(foramsulfuron)、氯吡脲(forchlorfenuron)、二甲四氯丙酸(mecoprop)(包含鈉、鉀、異丙胺、三乙醇胺(triethanolamine)、二甲胺、二乙醇胺、三乙醇胺(trolamine)、膽鹼等的鹽、或乙二酯、2-乙基己基酯、異辛酯、甲酯等酯)、精二甲四氯丙酸鉀鹽(mecoprop-P-potassium)、甲磺胺磺隆(mesosulfuron)(包含甲酯等酯體)、硝磺草酮(mesotrione)、滅草胺(metazachlor)、嗪吡嘧磺隆(metazosulfuron)、噻唑隆(methabenzthiazuron)、苯嗪草酮(metamitron)、噁唑醯草胺(metamifop)、威百畝(metam)(包含鈉等的鹽)、甲基砷酸二鈉(DSMA)、異噁唑啉(methiozolin)、苯丙隆(methyldymuron)、甲氧隆(metoxuron)、磺草唑胺(metosulam)、甲基甲磺隆(metsulfuron-methyl)、撲奪草(metobromuron)、吡喃隆(metobenzuron)、莫多草(metolachlor)、滅必淨(metribuzin)、縮節胺(mepiquat chloride)、滅芬草(mefenacet)、單嘧磺隆(monosulfuron)(包含甲酯、乙酯、異丙酯)、綠谷隆(monolinuron)、稻得壯(molinate)、碘磺隆(iodosulfuron)、碘甲磺隆鈉鹽(iodosulfulon-methyl-sodium)、碘芬磺隆(iofensulfuron)、碘芬磺隆鈉(iofensulfuron-sodium)、乳氟禾草靈(lactofen)、蘭蔻三酮(lancotrione)、理有龍(linuron)、泰莫西芬(rimisoxafen)、碸嘧磺隆(rimsulfuron)、環草定(lenacil)、2,2,2-三氯乙酸(TCA)(包含鈉、鈣或氨等的鹽)、2,3,6-三氯苯甲酸(2,3,6-TBA)、2,4,5-三氯苯氧基乙酸(2,4,5-T)、2,4-二氯苯氧基乙酸(2,4-D)(包含胺、二乙胺、三乙醇胺(triethanolamine)、異丙胺、二甲銨、二乙醇胺、十二銨、庚銨、十四銨、三乙銨、參(2-羥丙基)銨、三乙醇胺(trolamine)、膽鹼、鈉或鋰等的鹽、或丁氧基乙酯、2-丁氧基丙基酯、2-乙基己基酯、甲酯、乙酯、丁酯、異丁酯、辛酯、戊酯、丙酯、異辛酯、異丙酯、甲基庚酯、四氫糠酯等酯)、2,4-二氯苯氧丁酸(2,4-DB)(包含胺、二乙胺、三乙醇胺(triethanolamine)、異丙胺、二甲銨、膽鹼、鈉或鋰等的鹽、或異辛酯等酯)、2-胺基-3-氯-1,4-萘醌(ACN)、2-甲基-4-氯苯氧乙酸(MCPA)(包含鈉、二甲銨、膽鹼等的鹽、或2-乙基己基酯、異辛酯、乙酯等酯等)、2-甲基-4-氯苯氧丁酸(MCPB)(包含鈉鹽、乙酯等)、4-(2,4-二氯苯氧基)丁酸(2,4-DB)、4,6-二硝基-鄰甲酚(DNOC)(包含胺或鈉等的鹽)、(5S)-3-(3,5-二氟苯基)-N-[rel-(3R,5R)-5-(三氟甲磺醯基胺甲醯基)四氫呋喃-3-基]-5-乙烯基-4H-異噁唑-5-甲醯胺((5S)-3-(3,5-difluorophenyl)- N-[rel-(3R,5R)-5-(trifluoromethylsulfonylcarbamoyl)tetrahydrofuran-3-yl]-5-vinyl-4H-isoxazole-5-carboxamid)(化學名稱,CAS登錄號:2266183-40-6)(國際公開第2018/228986號公報、國際公開第2020/114934號公報)、N4-(2,6-二氟苯基)-6-(1-氟-1-甲基乙基)-1,3,5-三嗪-2,4-二胺(N4-(2,6-difluorophenyl)-6-(1-fluoro-1- methylethyl)-1,3,5-triazine-2,4-diamine)(化學名稱,CAS登錄號:1606999-43-2)(國際公開第2014/064094號公報、國際公開第2015/162164號公報)、(5S)-3-(3,5-二氟苯基)-N-[(3R)-5-(甲磺醯基胺甲醯基)-2,3-二氫呋喃-3-基]-5-乙烯基-4H-異噁唑-5-甲醯胺((5S)-3-(3,5-difluorophenyl)-N-[(3R)-5-(methylsulfonylcarbamoyl)- 2,3-dihydrofuran-3-yl]-5-vinyl-4H-isoxazole-5-carboxamid)(化學名稱,CAS登錄號:2266190-06-9)(國際公開第2018/228986號公報、國際公開第2020/114934號公報)、(5R)-3-(3,5-二氟苯基)-5-甲基-N-[rel-(3R,5R)-5-(甲磺醯基胺甲醯基)四氫呋喃-3-基]-4H-異噁唑-5-甲醯胺((5R)-3-(3,5-difluorophenyl)-5-methyl-N-[rel-(3R,5R)-5- (methylsulfonylcarbamoyl)tetrahydrofuran-3-yl]-4H-isoxazole-5-carboxamid)(化學名稱,CAS登錄號:2266164-36-5)(國際公開第2018/228986號公報、國際公開第2020/114934號公報)、(5R)-3-(3,5-二氟苯基)-N-[(3R)-5-(甲氧基胺甲醯基)-2,3-二氫呋喃-3-基]-5-甲基-4H-異噁唑-5-甲醯胺((5R)-3-(3,5-difluorophenyl)- N-[(3R)-5-(methoxycarbamoyl)-2,3-dihydrofuran-3-yl]-5-methyl-4H-isoxazole-5-carboxamid)(化學名稱,CAS登錄號:2266170-31-2)(國際公開第2018/228986號公報、國際公開第2020/114934號公報)、4-羥基-1-甲基-3-[4-(三氟甲基)-2-吡啶基]咪唑啶-2-酮(4-hydroxy-1-methyl-3-[4-(trifluoromethyl)-2-pyridyl]imidazolidin- 2-one)(化學名稱,CAS登錄號:1708087-22-2)(國際公開第2015/059262號公報、國際公開第2018/015476號公報)、6-(1-氟環戊基)-N4-(2,3,5,6-四氟苯基)-1,3,5-三嗪-2,4-二胺(6-(1-fluorocyclopentyl)-N4-(2,3,5,6-tetrafluorophenyl)-1,3,5-triazine- 2,4-diamine)(化學名稱,CAS登錄號:1820807-75-7)(國際公開第2015/162164號公報)、6-(1-氟-1-甲基乙基)-N4-(2,3,5,6-四氟苯基)-1,3,5-三嗪-2,4-二胺(6-(1-fluoro-1-methylethyl)-N4-(2,3,5,6-tetrafluorophenyl)-1,3,5-triazine-2,4-diamine)(化學名稱,CAS登錄號:1606999-21-6)(國際公開第2014/064094號公報、國際公開第2015/162164號公報)、(5S)-3-(3-氟-5-甲基苯基)-N-[rel-(3R,5R)-5-(甲氧基胺甲醯基)四氫呋喃-3-基]-5-乙烯基-4H-異噁唑-5-甲醯胺((5S)-3-(3-fluoro-5-methylphenyl)-N-[rel-(3R,5R)-5-(methoxycarbamoyl)tetrahydrofuran-3-yl]-5-vinyl-4H-isoxazole-5-carboxamid)(化學名稱,CAS登錄號:2266292-43-5)(國際公開第2018/228986號公報、國際公開第2020/114934號公報)、6-(1-甲基環丁基)-N4-(2,3,5,6-四氟苯基)-1,3,5-三嗪-2,4-二胺(6-(1-methylcyclobutyl)-N4-(2,3,5,6-tetrafluorophenyl)-1,3,5-triazine-2,4-diamine)(化學名稱,CAS登錄號:1607001-97-7)(國際公開第2014/064094號公報、國際公開第2015/162164號公報)、AE-F-150944 (代碼編號)、IR-6396 (代碼編號)、MCPA・硫乙基(MCPA-thioethyl)、SYP-298 (代碼編號)、SYP-300 (代碼編號)、S-乙基二丙硫基胺基甲酸酯(EPTC)、左旋莫多草(S-metolachlor)、S-9750 (代碼編號)、MSMA(MSMA)、HW-02 (代碼編號)。
植物生長調節劑:
1-萘乙醯胺(1-naphthylacetamide)、1-甲基環丙烯(1-methylcyclopropene)、1,3-二苯基脲(1,3-diphenylurea)、2,3,5-三碘苯甲酸(2,3,5-triiodobenzoic acid)、2-甲基-4-氯苯氧丁酸(MCPB)[包含鈉鹽、乙酯等]、2-(萘-1-基)乙醯胺(2-(naphthalene-1-yl)acetamide)、2,6-二異丙基萘(2,6-diisopropylnaphthalene)、3-[(6-氯-4-苯基喹唑啉-2-基)胺基]丙烷-1-醇(3-[(6-chloro-4-phenylquinazoline-2-yl)amino]propane-1-ol)、4-側氧-4-(2-苯基乙基)胺基丁酸(化學名稱,CAS登錄號:1083-55-2)、4-氯苯氧乙酸(4-CPA)、5-胺乙醯丙酸鹽酸鹽(5-aminolevulinic acid hydrochloride)、5-(三氟甲基)苯并[b]噻吩-2-羧酸甲酯(Methyl 5-(trifluoromethyl)benzo[b]thiofen-2-carboxylate)、AVG (aminoethoxyvinylglycine)、正癸醇(n-decanol)、茴香氟嘌呤(anisiflupurin)、艾維激素(aviglycine)、嘧啶醇(ancymidol)、脫落酸(abscisic acid)、亞賜圃(isoprothiolane)、依納素(inabenfide)、吲哚乙酸(indole acetic acid)、吲哚丁酸(indole butyric acid)、單克素(uniconazole)、單克素P(uniconazole-P)、艾各犁(Ecolyst)、吲熟酯(ethychlozate)、益收生長素(ethephon)、丙醯藝苔素內酯(epocholeone)、氯化鈣(calcium chloride)、氯化膽鹼(choline chloride)、8-羥喹啉硫酸鹽(oxine-sulfate)、激動素(kinetin)、過氧化鈣(calcium peroxide)、香旱芹酮(carvone)、甲酸鈣(calcium formate)、番茄美素(cloxyfonac)、番茄美素鉀鹽(cloxyfonac-potassium)、果美生長素(cloprop)、克美素(chlormequat)、矮壯素(chlormequat-chloride)、克普芬(chlorpropham)、膽鹼(choline)、細胞分裂素(cytokinins)、氧化型麩胱甘肽(oxydized glutathione)、氰胺(cyanamide)、氰酸鈉(sodium cyanate)、環丙酸醯胺(cyclanilide)、2,4-滴丙酸(dichlorprop)(包含二甲銨、鉀、鈉、膽鹼等的鹽、或丁氧基乙酯、2-乙基己基酯、異辛酯、甲酯等酯)、精2,4-滴丙酸(dichlorprop-P)(包含鈉、鉀、二甲銨等的鹽或2-乙基己基酯)、敵草快(diquat)、二溴敵草快(diquat dibromide)、調呋酸(dikegulac)、激勃酸(gibberellinic acid)、激勃素A4 (gibberellin A4)、激勃素A7 (gibberellin A7)、穫萎得(dimethipin)、殺雄啉(sintofen)、茉莉酮(jasmone)、順式茉莉酮(cis-jasmone)、茉莉酸(jasmonic acid)、茉莉酸甲酯(methyl jasmonate)、鏈黴素(streptomycin)、石灰硫黃(殺菌劑)(calcium polysulfide)、亞拉生長素(daminozide)、碳酸鈣(calcium carbonate)、噻苯隆(thidiazuron)、1-癸醇(decan-1-ol)、三十烷醇(triacontanol)、抑芽唑(triapenthenol)、抗倒酯(trinexapac-ethyl)、脫葉磷(tribufos)、巴克素(paclobutrazol)、石蠟(paraffin)、雙草醚(bispyribac-sodium)、殺紋寧(hymexazol)、比達寧(butralin)、氟噻甲草酯(fluthiacet-methyl)、乙基派芬草(pyraflufen-ethyl)、氟節胺(flumetralin)、呋嘧醇(flurprimidol)、芴丁酯(flurenol)、普羅尼替啶(pronitridine)、茉莉酸丙酯(prohydrojasmon)、調環酸鈣(prohexadione-calcium)、胺苯吡菌酮(heptamaloxyloglucan)、6-苄胺嘌呤(6-benzylaminopurine)、施得圃(pendimethalin)、氯吡脲(forchlorfenuron)、刺芒柄花素(formononetin)、順丁烯二醯肼(maleic hydrazide)、縮節胺(mepiquat chloride)、美福泰(mefluidide)、脂殼聚寡糖(lipochitooligosaccharides,例如,lipochitooligosaccharides SP104)、硫化鈣(calcium sulfate)。
接著,以下例示可混用或併用的習知之減輕藥害化合物。
減輕藥害化合物:
雙苯噁唑酸(isoxadifen)、雙苯噁唑酸乙酯(isoxadifen-ethyl)、解草腈(oxabetrinil)、1,8-辛二胺(octane-1,8-diamine)、解毒喹(cloquintocet)、解草酯(cloquintcet-mexyl)、增效磷(dietholate)、解草胺腈(cyometrinil)、二氯丙烯胺(dichlormid)、二環酮(dicyclonone)、環丙磺醯胺(cyprosulfamide)、汰草龍(daimuron)、1,8-萘二甲酸酐(1,8-Naphthalic Anhydride)、解草唑(fenchlorazole)、解草唑-O-乙基(fenchlorazole-O-ethyl)、解草啶(fenclorim)、解草噁唑(furilazole)、氟草肟(fluxofenim)、解草安(flurazole)、解草嗪(benoxacor)、美克麥芬(metcamifen)、美芬特(mephenate)、吡唑解草酸(mefenpyr)、乙基吡唑解草酸(mefenpyr-ethyl)、吡唑解草酯(mefenpyr-diethyl)、低級烷基取代苯甲酸、2,2-二氯-N-(1,3-二氧戊環-2-基甲基)-N-(2-丙烯基)乙醯胺(PPG-1292)、2-二氯甲基-2-甲基-1,3-二噁烷(MG-191)、3-二氯乙醯-2,2,5-三甲基-1,3-噁唑啶(R-29148)、4-二氯乙醯-1-氧雜-4-氮雜螺[4.5]癸烷(AD-67)、4-羧基-3,4-二氫-2H-1-苯并哌喃-4-乙酸(CL-304415,代碼編號)、MON4660 (代碼編號)、美克麥芬(metcamifen)、N1,N2-二烯丙基-N2-二氯乙醯甘胺酸醯胺(DKA-24,代碼編號)、1-溴-4-[(氯甲基)磺醯基]苯(CSB)、2-丙烯基 1-氧雜-4-氮雜螺[4,5]癸烷-4-碳二硫酸酯(MG-838,代碼編號)、3-(二氯乙醯)-2,2-二甲基-1,3-噁唑啶(R-28725,代碼編號)、R-29148 (代碼編號)、1-(二氯乙醯)氮𠰢(TI-35,代碼編號)。
接著,以下例示可混用或併用的習知之殺蟲劑(殺蟲活性成分)、殺蟎劑(殺蟎活性成分)、殺線蟲劑(殺線蟲活性成分)、協力劑化合物(協力活性成分)。
殺蟲活性成分、殺蟎活性成分、殺線蟲活性成分、協力活性成分:
阿納寧(acrinathrin)、印楝素(azadirachtin)、亞滅松(azamethiphos)、阿色挪那皮(acynonapyr)、乙基谷速松(azinphos-ethyl)、谷速松(azinphos-methyl)、亞醌蟎(acequinocyl)、亞滅培(acetamiprid)、乙醯蟲腈(acetoprole)、歐殺松(acephate)、亞環錫(azocyclotin)、阿巴汀(abamectin)、雙丙環蟲酯(afidopyropen)、阿弗索拉納(afoxolaner)、磺胺蟎酯(amidoflumet)、三亞蟎(amitraz)、棉鈴威(alanycarb)、得滅克(aldicarb)、涕滅碸威(aldoxycarb)、亞列寧(allethrin)[包含d-cis-trans式、d-trans式]、氯唑磷(isazophos)、衣胺磷(isamidofos)、水胺硫磷(isocarbophos)、加福松(isoxathion)、異環司拉(isocycloseram)、甲基亞芬松(isofenphos-methyl)、異丙威(isoprocarb)、ε-甲氧苄氟菊酯(epsilon-metofluthrin)、甲氧苄氟菊酯單體(epsilon-momfluorothrin)、害獲滅(ivermectin)、新菸磷(imicyafos)、益達胺(imidacloprid)、依普寧(imiprothrin)、吲唑唑菌醯胺(indazapyroxamet)、因得克(indoxacarb)、尤米氟拉納(umifoxolaner)、益化利(esfenvalerate)、愛芬克(ethiofencarb)、愛殺松(ethion)、乙蟲腈(ethiprole)、二溴乙烷(ethylene dibromide)、依殺蟎(etoxazole)、依芬寧(etofenprox)、普滅蝨(ethoprophos)、益多松(etrimfos)、因滅汀(emamectin)、因滅汀苯甲酸鹽(emamectin benzoate)、安殺番(endosulfan)、益避寧(empenthrin)、噁唑硫非(oxazosulfyl)、毆殺滅(oxamyl)、滅多松(oxydemeton-methyl)、異亞碸磷(oxydeprofos)、歐滅松(omethoate)、核多角體病毒(Nuclear polyhedrosis virus)、硫線磷(cadusafos)、七氟菊酯(kappa-tefluthrin)、聯苯菊酯(kappa-bifenthrin)、水黃皮素(karanjin)、培丹(cartap)、顆粒病病毒(Granulosis virus)、加保利(carbaryl)、丁基加保扶(carbosulfan)、加保扶(carbofuran)、靈丹(γ-BHC)、滅爾蝨(xylylcarb)、拜裕松(quinalphos)、烯蟲炔酯(kinoprene)、蟎離丹(chinomethionat)、急性麻痺病病毒(Entero virus)、牛壁逃(coumaphos)、冰晶石(cryolite)、可尼丁(clothianidin)、克芬蟎(clofentezine)、可芬諾(chromafenozide)、剋安勃(chlorantraniliprole)、氯氧磷(chlorethoxyfos)、可氯丹(chlordane)、氯化苦(chloropicrin)、陶斯松(chlorpyrifos)、甲基陶斯松(chlorpyrifos-methyl)、克凡派(chlorfenapyr)、氯芬松(chlorfenvinphos)、克福隆(chlorfluazuron)、氯甲硫磷(chlormephos)、右旋反式氯丙炔菊酯(chloroprallethrin)、昆蟲痘病毒(Entomopoxi virus)、虹彩病毒(Irido virus)、溴氰蟲醯胺(cyazypyr)、氰乃松(cyanophos)、汰芬隆(diafenthiuron)、二胺磷(diamidafos)、氰蟲醯胺(cyantraniliprole)、乙唑蟎腈(cyetpyrafen)、得氯蟎(dienochlor)、賽派芬(cyenopyrafen)、殺力松(dioxabenzofos)、苯蟲醚(diofenolan)、西格瑪病毒(Sigma virus)、環溴蟲醯胺(cyclaniliprole)、環氧蟲啶(cycloxaprid)、雙特松(dicrotophos)、除線磷(dichlofenthion)、環丁伏樂(cyclobutrifluram)、乙氰菊酯(cycloprothrin)、敵敵畏(dichlorvos)、敵克美施(dicloromezotiaz)、大克蟎(dicofol)、地昔尼爾(dicyclanil)、二硫松(disulfoton)、達特南(dinotefuran)、敵蟎通(dinobuton)、氯氟氰蟲醯胺(cyhalodiamide)、賽洛寧(cyhalothrin)[包含γ-型、λ-型]、賽酚寧(cyphenothrin)[包含(1R)-反式]、賽扶寧(cyfluthrin)[包含β-型]、二福隆(diflubenzuron)、賽芬蟎(cyflumetofen)、氟蟎嗪(diflovidazin)、環丙氟蟲胺(cyproflanilide)、鍚蟎丹(cyhexatin)、賽滅寧(cypermethrin)[包含α-型、β-型、θ-型、ζ-型]、嗪蟲唑酰胺(dimpropyridaz)、二甲基-2,2,2-三氯-1-羥乙基膦酸酯(DEP)、甲基毒蟲畏(dimethylvinphos)、大滅松(dimethoate)、四氟甲醚菊酯(dimefluthrin)、茉莉酮(jasmone)、順式茉莉酮(cis-jasmone)、茉莉酸(jasmonic acid)、茉莉酸甲酯(methyl jasmonate)、矽護芬(silafluofen)、賽滅淨(cyromazine)、小卷蛾斯氏線蟲(Steinernema carpocapsae)、串田氏線蟲(Steinernema kushidai)、格氏線蟲(Steinernema glaseri)、速必滅特(spidoxamat)、賜諾特(spinetoram)、賜諾殺(spinosad)、賜派芬(spirodiclofen)、賜派滅(spirotetramat)、施必樂迪翁(spiropidion)、螺蟎雙酯(spirobudifen)、季酮甲蟎酯(spiromesifen)、磺苯醚隆鈉(sulcofuron-sodium)、氟蟲胺(sulfluramid)、速殺氟(sulfoxaflor)、治螟磷(sulfotep)、大利松(diazinon)、賽果培(thiacloprid)、賽速安(thiamethoxam)、替噁殺芬(tioxazafen)、硫敵克(thiodicarb)、硫賜安(thiocyclam)、殺蟲雙(thiosultap)、治線磷(thionazin)、硫伐隆(thiofanox)、硫滅松(thiometon)、硫蟲醯胺(tiorantraniliprole)、替克樂比薩佛(tyclopyrazoflor)、塔格納(tigolaner)、四氯蟲醯胺(tetrachlorantraniliprole)、樂本松(tetrachlorvinphos)、得脫蟎(tetradifon)、氟氰蟲醯胺(tetraniliprole)、四氟醚菊酯(tetramethylfluthrin)、治滅寧(tetramethrin)、嘧丙磷(tebupirimfos)、得芬諾(tebufenozide)、得芬瑞(tebufenpyrad)、汰福寧(tefluthrin)、得福隆(teflubenzuron)、滅賜松(demeton-S-methyl)、亞倍松(temephos)、第滅寧(deltamethrin)、托福松(terbufos)、泰滅寧(tralomethrin)、四氟苯菊酯(transfluthrin)、唑蚜威(triazamate)、三落松(triazophos)、三氯松(trichlorfon)、棘孢木黴菌(Trichoderma asperellum)、擬青黴木黴菌(Trichoderma paecilomyces)、哈茨木黴菌(Trichoderma harzianum)、三福隆(triflumuron)、三氟殺線酯(trifluenfuronate)、三氟苯嘧啶(triflumezopyrim)、混殺威(trimethacarb)、脫芬瑞(tolfenpyrad)、乃力松(naled)、尼古丁(nicotine)、尼古氟若(nicofluprole)、烯啶蟲胺(nitenpyram)、尼莫克丁(nemadectin)、濃核病病毒(Denso virus)、諾伐隆(novaluron)、諾福隆(noviflumuron)、淡紫擬青黴菌(paecilomyces lilacinus)、洋蔥伯克氏菌(Barkholderia cepacia)、新型伯克氏菌(Barkholderia rinojensis)、臘蚧輪刺孢菌(Verticillium lecanii)、烯蟲乙酯(hydroprene)、巴斯德桿菌(Pasteuria nishizawae)、巴斯德芽孢菌(Pasteuria penetrans)、液化澱粉芽孢桿菌(Bacillus amyloliquefaciens)、堅強芽孢桿菌(Bacillus firmus)、圓形芽孢桿菌(Bacillus sphaericus)、枯草桿菌(Bacillus subtillis)、蘇力菌(Bacillus thuringiensis)、蘇力菌(Bacillus thuringiensis)所產生的昆蟲毒素、蘇力菌鮎澤亞種(Bacillus thuringiensis subsp. Aizawai)、蘇力菌以色列亞種(Bacillus thuringiensis subsp. Israelensis)、蘇力菌庫斯克亞種(Bacillus thuringiensis subsp. Kurstaki)、蘇力菌擬步行蟲亞種(Bacillus thuringiensis subsp. Tenebrionis)、日本金龜子芽孢桿菌(Bacillus popilliae)、地衣芽孢桿菌(Bacillus licheniformis)、繁米松(vamidothion)、巴拉松(parathion)、甲基巴拉松(parathion-methyl)、合芬寧(halfenprox)、氯蟲醯肼(halofenozide)、百亞列寧(bioallethrin)、百亞烈寧S-環戊烯基異構體(bioallethrin S-cyclopentenyl)、百列滅寧(bioresmethrin)、雙-(2-氯-1-甲基乙基)醚(DCIP)、雙三氟蟲脲(bistrifluron)、愛美松(hydramethylnon)、必芬蟎(bifenazate)、畢芬寧(bifenthrin)、派福佈麥(pyflubumide)、協力精(piperonyl butoxide)、派滅淨(pymetrozine)、白克松(pyraclofos)、吡嗪氟蟲腈(pyrafluprole)、必芬松(pyridaphenthion)、畢達本(pyridaben)、啶蟲丙醚(pyridalyl)、氟蟲吡喹(pyrifluquinazon)、吡啶氟蟲腈(pyriprole)、百利普芬(pyriproxyfen)、比加普(pirimicarb)、畢汰芬(pyrimidifen)、嘧蟎胺(pyriminostrobin)、亞特松(pirimiphos-methyl)、除蟲菊素(pyrethrine)、伐滅磷(famphur)、芬普尼(fipronil)、芬殺蟎(fenazaquin)、芬滅松(fenamiphos)、撲滅松(fenitrothion)、芬諾克(fenoxycarb)、芬硫克(fenothiocarb)、酚丁滅蝨(phenothrin)[包含(1R)-反式]、丁基滅必蝨(fenobucarb)、芬殺松(fenthion)、賽達松(phenthoate)、芬化利(fenvalerate)、芬普蟎(fenpyroximate)、芬佈賜(fenbutatin oxide)、芬普寧(fenpropathrin)、馮美迪施(fenmezoditiaz)、大福松(fonofos)、硫醯氟(sulfuryl fluoride)、丁酮威(butocarboxim)、丁酮碸威(butoxycarboxim)、布芬淨(buprofezin)、呋線威(furathiocarb)、普亞列寧(prallethrin)、嘧蟎酯(fluacrypyrim)、三氟咪啶醯胺(fluazaindolizine)、吡蟲隆(fluazuron)、氟速芬(fluensulfone)、氟吡菌醯胺(fluopyram)、氟乙酸鈉(sodium fluoroacetate)、氟米塔麥(fluxametamide)、氟氯蟲雙醯胺(fluchlordiniliprole)、氟環脲(flucycloxuron)、護賽寧(flucythrinate)、氟氯氰菊酯(fluthrin)、福化利(fluvalinate)[包含τ-型]、氟吡呋喃酮(flupyradifurone)、吡氟硫磷(flupyrazofos)、福拉庇力敏(flupyrimin)、flupyroxystrobin、丁烯氟蟲腈(flufiprole)、嘧蟲胺(flufenerim)、氟菌蟎酯(flufenoxystrobin)、氟芬隆(flufenoxuron)、福拉海色芬(fluhexafon)、氟大滅(flubendiamide)、氟戊芬諾斯(flupentiofenox)、氟氯苯菊酯(flumethrin)、弗雷拉納(fluralaner)、氟蟲芬(flurimfen)、普硫松(prothiofos)、普羅芬布特(protrifenbute)、氟尼胺(flonicamid)、加護松(propaphos)、毆蟎多(propargite)、茉莉酸丙酯(prohydrojasmon)、佈飛松(profenofos)、溴蟲氟苯雙醯胺(broflanilide)、丙氟菊酯(profluthrin)、撲達松(propetamphos)、安丹(propoxur)、氟奎因(flometoquin)、新殺蟎(bromopropylate)、合賽多(hexythiazox)、六伏隆(hexaflumuron)、細腳擬青黴(Pacilimyces tenuipes)、玫煙色擬青黴(Paecilomyces fumosoroceus)、淡紫擬青黴(Paecilomyces lilacinus)、禾他氟林(heptafluthrin)、飛達松(heptenophos)、百滅寧(permethrin)、異噻蟲唑(benclothiaz)、苯闢力莫山(benzpyrimoxan)、免速達(bensultap)、西脫蟎(benzoximate)、免敵克(bendiocarb)、免扶克(benfuracarb)、厚垣普奇尼亞菌(Pochonia chlamydosporia)、纖細白僵菌(Beauveria tenella)、巴氏蠶白僵菌(Beauveria bassiana)、布氏白僵菌(Beauveria brongniartii)、巴賽松(phoxim)、裕必松(phosalone)、福賽絕(fosthiazate)、吉福松(fosthietan)、福賜米松(phosphamidon)、益滅松(phosmet)、殺蹣黴素(polynactins)、覆滅鐵(formetanate)、福瑞松(phorate)、機油(machine oil)、馬拉松(malathion)、米伏拉納(mivorilaner)、密滅汀(milbemectin)、滅加松(mecarbam)、倍硫磷亞碸(mesulfenfos)、納乃得(methomyl)、聚乙醛(metaldehyde)、美氟綜(metaflumizone)、達馬松(methamidophos)、威百畝(metham)、滅賜克(methiocarb)、滅大松(methidathion)、異硫氰酸甲酯(methyl isothiocyanate)、溴甲烷(methyl bromide)、甲氧滴滴梯(methoxychlor)、滅芬諾(methoxyfenozide)、甲醚菊酯(methothrin)、美特寧(metofluthrin)、美賜平(methoprene)、治滅蝨(metolcarb)、美文松(mevinphos)、氯氟醚菊酯(meperfluthrin)、modoflaner、瘤捕單頂孢(Monacrosporium phymatophagum)、瘤捕單頂孢(Monacrosporium phymatophagum)、亞素靈(monocrotophos)、甲氧芐氟菊酯(momfluorothrin)、哈茨木黴菌(Trichoderma harzianum)、利露A(litlure-A)、利露B(litlure-B)、磷化鋁(aluminium phosphide)、磷化鋅(zinc phosphide)、磷化氫(phosphine)、祿芬隆(lufenuron)、紅圓蚧引誘劑(rescalure)、列滅寧(resmethrin)、列比美汀(lepimectin)、魚藤酮(rotenone)、細胞質核多角體病毒包埋體(Cytoplasmic polyhedrosis virus)、芬佈賜(fenbutatin oxide)、氰化鈣(calcium cyanide)、有機錫化合物(organotins)、硫酸菸鹼(nicotine-sulfate)、(Z)-11-十四烯基=乙酸酯、(Z)-11-十六烯醛、(Z)-11-十六烯基=乙酸酯、(Z)-9,12-十四碳二烯基=乙酸酯、(Z)-9-十四烯基-1-醇、(Z,E)-9,11-十四碳二烯基=乙酸酯、(Z,E)-9,12-十四碳二烯基=乙酸酯、1,1,1-三氯-2,2-雙(4-氯苯基)乙烷(DDT)、1,3-二氯丙烯(1,3-dichloropropene)、4,6-二硝基-鄰甲酚(DNOC)、Bt蛋白質(Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1)、甲基丁香油、克蠅(4-(p-acetoxyphenyl)-2-butanone)、(Z)-10-十四烯基=乙酸酯、(E,Z)-4,10-十四碳二烯基=乙酸酯、(Z)-8-十二烯基=乙酸酯、(Z)-11-十四烯基=乙酸酯、(Z)-13-二十烷-10-酮、14-甲基-1-十八烯基、AKD-1193 (代碼編號)、BCS-AA10147 (代碼編號)、CL900167 (代碼編號)、O,O-二乙基-O-[4-(二甲基胺磺醯基)苯基]-硫代磷酸酯(DSP)、O-乙基-O-4-(硝苯基)苯基硫代膦酸酯(EPN)、RU15525 (代碼編號)、XMC(XMC)、Z-13-二十烷-10-酮、ZXI8901 (代碼編號)、F4260 (代碼編號)。
接著,以下例示可混用或併用的習知之殺菌劑(殺菌活性成分)或病害防治劑化合物。
殺菌活性成分或病害防治劑化合物:
放射形農桿菌(Agrobacterium radiobacter)、阿扎康唑(azaconazole)、阿拉酸式苯-S-甲基(acibenzolar-S-methyl)、亞托敏(azoxystrobin)、敵菌靈(anilazine)、安美速(amisulbrom)、胺基吡芬(aminopyrifen)、滅脫定(ametoctradin)、4-十二烷基-2,6-二甲基嗎啉(aldimorph)、亞汰尼(isotianil)、亞派占(isopyrazam)、異丙噻菌胺(isofetamid)、異氟西波(isoflucypram)、亞賜圃(isoprothiolane)、種菌唑(ipconazole)、艾氟芬喹啉(ipflufenoquin)、抑吩伏唑(ipfentrifluconazole)、依普同(iprodione)、纈黴威(iprovalicarb)、丙基喜樂松(iprobenfos)、依滅列(imazalil)、克熱淨(烷苯磺酸鹽)(iminoctadine-albesilate)、克熱淨(醋酸鹽)(iminoctadine-triacetate)、易胺座(imibenconazole)、應吡福安(inpyrfluxam)、應普馬汀A(imprimatinA)、應普馬汀B(imprimatinB)、護粒松(edifenphos)、乙環唑(etaconazole)、韓樂寧(ethaboxam)、乙嘧酚(ethirimol)、乙氧基喹因(ethoxyquin)、依得利(etridiazole)、烯肟菌酯(enestroburin)、亞托敏(enoxastrobin)、依普座(epoxiconazole)、有機油(organic oils)、歐殺斯(oxadixyl)、噁嗪唑(oxazinylazole)、氟噻唑吡乙酮(oxathiapiprolin)、嘉保信(oxycarboxin)、快得寧(oxine-copper)、土黴素(oxytetracycline)、富馬酸噁咪唑(oxpoconazole-fumarate)、歐索林酸(oxolinic acid)、二辛酸銅(copper dioctanoate)、辛噻酮(octhilinone)、呋醯胺(ofurace)、肟醚菌胺(orysastrobin)、鄰苯基酚(o-phenylphenol)、嘉賜黴素(kasugamycin)、四氯丹(captafol)、加普胺(carpropamid)、貝芬替(carbendazim)、萎銹靈(carboxin)、香旱芹酮(carvone)、嗜油假絲酵母(Candida oleophila)、薩托安那假絲酵母(Candida saitoana)、快諾芬(quinoxyfen)、奎諾伏門林(quinofumelin)、蟎離丹(chinomethionat)、蓋普丹(captan)、奎諾抗唑(quinconazole)、五氯硝苯(quintozene)、克熱淨(guazatine)、銅合浦單劑(cufraneb)、甲香菌酯(coumethoxystrobin)、丁香菌酯(coumoxystrobin)、鏈孢黏帚黴(Gliocradium catenulatum)、淺白隱球菌(Cryptococcus albidus)、克收欣(kresoxim-methyl)、克拉康(clozylacon)、粉紅螺旋聚孢黴(Clonostachys rosea)、克氯得(chlozolinate)、氯吲哚醯肼(chloroinconazide)、四氯異苯腈(chlorothalonil)、地茂散(chloroneb)、角毛殼菌(Chaetomium cupreum)、盾殼黴(Coniothyrium minitans)、賽座滅(cyazofamid)、乙霉威(diethofencarb)、雙氯氰菌胺(diclocymet)、益發靈(dichlofluanid)、二氯苯賽鐸(dichlobentiazox)、達滅淨(diclomezine)、大克爛(dicloran)、二氯酚(dichlorophen)、腈硫醌(dithianon)、達克利(diniconazole)、達克利M(diniconazole-M)、鋅乃浦(zineb)、白粉克(dinocap)、迪庇美德松(dipymetitrone)、二苯胺(diphenylamine)、待克利(difenoconazole)、賽芬胺(cyflufenamid)、二氟林(diflumetorim)、環克座(cyproconazole)、賽普洛(cyprodinil)、矽氟唑(simeconazole)、二甲嘧酚(dimethirimol)、二硫二甲烷(dimethyl disulfide)、達滅芬(dimethomorph)、克絕(cymoxanil)、醚菌胺(dimoxystrobin)、絲狀擔子菌(Pseudozyma flocculosa)、致金色假單胞菌(Pseudomonas aureofaciens)、綠葉假單胞菌(Pseudomonas chlororaphis)、丁香假單胞菌(Pseudomonas syringae)、螢光假單胞菌(Pseudomonas flurorescens)、羅氏假單胞菌(Pseudomonas rhodesiae)、福美鋅(ziram)、矽噻菌胺(silthiofam)、矮南瓜黃化嵌紋病毒(Zucchini yellow mosaic virus)、鏈黴素(streptomycin)、灰綠鏈黴菌(Streptomyces griseoviridis)、利迪鏈黴菌(Streptomyces lygicus)、葚孢菌素(spiroxamine)、環丙吡菌胺(sedaxane)、辛菌胺(seboctylamine)、座賽胺(zoxamide)、苯并烯氟菌唑(solatenol)、邁隆(dazomet)、黃藍狀菌(Talaromyces flavus)、噻醯菌胺(tiadinil)、腐絕(thiabendazole)、得恩地(thiram)、多保淨(thiophanate)、甲基多保淨(thiophanate-methyl)、賽氟減(thifluzamide)、得恩地(thiram)、四氯硝基苯(tecnazene)、克枯爛(tecloftalam)、四克利(tetraconazole)、咪菌威(debacarb)、得克利(tebuconazole)、異丁乙氧喹啉(tebufloquin)、特比奈芬(terbinafine)、多寧(dodine)、嗎菌靈(dodemorph)、三泰隆(triadimenol)、三泰芬(triadimefon)、咪唑嗪(triazoxide)、水楊菌胺(trichlamide)、氯啶菌酯(triclopyricarb)、棘孢木黴菌(Trichoderma asperellum)、深綠木黴菌(Trichoderma atroviride)、蓋棘木黴菌(Trichoderma gamsii)、子座木黴菌(Trichoderma stromaticum)、擬青黴木黴菌(Trichoderma paecilomyces)、哈茨木黴菌(Trichoderma harzianum)、綠色木黴菌(Trichoderma viride)、根益旺(Trichoderma virens)、多孢木黴菌(Trichoderma polysporum)、哈氏木黴菌(Trichoderma harzianum rifai)、木素木黴菌(Trichoderma lignorum)、三賽唑(tricyclazole)、滅菌唑(triticonazole)、三得芬(tridemorph)、賽福座(triflumizole)、三氟敏(trifloxystrobin)、賽福寧(triforine)、甲基益發靈(tolylfluanid)、脫克松(tolclofos-methyl)、甲磺菌胺(tolnifanide)、三氟甲氧威(tolprocarb)、那班(nabam)、納他黴素(natamycin)、萘替芬(naftifine)、三氯甲基吡啶(nitrapyrin)、酞菌酯(nitrothal-isopropyl)、尼瑞莫(nuarimol)、亞納銅(copper nonyl phenol sulphonate)、多黏類芽孢桿菌(Paenibacillus polymyxa)、洋蔥伯克氏菌(Barkholderia cepacia)、液化澱粉芽孢桿菌(Bacillus amyloliquefaciens)、簡單芽胞桿菌(Bacillus simplex)、枯草桿菌(Bacillus subtilis)、短小芽孢桿菌(Bacillus pumilus)、蕈狀芽孢桿菌(Bacillus mycoides)、地衣芽孢桿菌(Bacillus licheniformis)、超敏蛋白(harpin protein)、爭論貪噬菌(Variovorax paradoxus)、維利黴素(validamycin)、纈菌胺(valifenalate)、成團泛菌(Pantoea agglomerans)、皮卡布西(picarbutrazox)、聯苯吡菌胺(bixafen)、啶氧菌酯(picoxystrobin)、寡雄腐黴(Pythium oligandrum)、氟唑菌醯羥胺(pydiflumetofen)、比多農(bitertanol)、百蟎克(binapacryl)、檜木醇(hinokitiol)、非病原性歐文氏菌(Erwinia carotovora)、非病原性葡萄根瘤菌(Rhizobium vitis)、聯苯(biphenyl)、哌丙靈(piperalin)、殺紋寧(hymexazol)、唑菌酯(pyraoxystrobin)、百克敏(pyraclostrobin)、吡蚜酮(pyraziflumid)、白粉松(pyrazophos)、派普依(pyrapropoyne)、唑胺菌酯(pyrametostrobin)、必伏農(pyriofenone)、啶菌噁唑(pyrisoxazole)、必噠克緹(pyridachlometyl)、比芬諾(pyrifenox)、稗草丹(pyributicarb)、吡唎苯卡布(pyribencarb)、吡菌苯威(pyrimethanil)、百快隆(pyroquilon)、免克寧(vinclozolin)、富爾邦(ferbam)、凡殺同(famoxadone)、葉枯淨(phenazine oxide)、咪唑菌酮(fenamidone)、烯肟菌胺(fenaminstrobin)、芬瑞莫(fenarimol)、芬諾尼(fenoxanil)、富米綜(ferimzone)、拌種咯(fenpiclonil)、芬吡克咪德(fenpicoxamid)、胺苯吡菌酮(fenpyrazamine)、芬克座(fenbuconazole)、酚菌氟來(fenfuram)、苯鏽啶(fenpropidin)、芬普福(fenpropimorph)、環醯菌胺(fenhexamid)、福爾培(folpet)、酞內酯(phthalide)、尖鐮胞菌(Fusarium oxysporum)、布瑞莫(bupirimate)、麥穗寧(fuberidazole)、保米黴素(blasticidin-S)、福拉比(furametpyr)、呋霜靈(furalaxyl)、呋喃甲酸(furancarboxylic acid)、扶吉胺(fluazinam)、氟吲達芬(fluindapyr)、氟嘧菌酯(fluoxastrobin)、氟派保林(fluoxapiprolin)、氟特康唑(fluoxytioconazole)、氟比來(fluopicolide)、氟醚菌醯胺(fluopimomide)、氟吡菌醯胺(fluopyram)、唑呋草(fluoroimide)、氟克殺(fluxapyroxad)、氟喹唑(fluquinconazole)、呋醚唑(furconazole)、順式呋醚唑(furconazole-cis)、護汰寧(fludioxonil)、護矽得(flusilazole)、氯硫滅(flusulfamide)、氟噻菌淨(flutianil)、福多寧(flutolanil)、護汰芬(flutriafol)、氟吩達散(flufenoxadiazam)、氟菌蟎酯(flufenoxystrobin)、氟苯醚醯胺(flubeneteram)、氟滅速靈(flumetylsulforim)、氟聯苯菌(flumetover)、氟嗎啉(flumorph)、巨大顯絲菌(Phlebiopsis gigantea)、普快淨(proquinazid)、撲克拉(prochloraz)、撲滅寧(procymidone)、硫菌威(prothiocarb)、丙硫菌唑(prothioconazole)、溴硝醇(bronopol)、普拔克(propamocarb-hydrochloride)、普克利(propiconazole)、甲基鋅乃浦(propineb)、撲殺熱(probenazole)、溴克座(bromuconazole)、孚蟎喹(flometoquin)、氟洛薩米(florylpicoxamid)、菲克利(hexaconazole)、本達樂(benalaxyl)、右本達樂(benalaxyl-M)、麥銹靈(benodanil)、免賴得(benomyl)、披扶座(pefurazoate)、平克座(penconazole)、賓克隆(pencycuron)、苯并烯氟菌唑(benzovindiflupyr)、佈生(benthiazole)、苯噻菌胺(benthiavalicarb-isopropyl)、吡噻菌胺(penthiopyrad)、平氟芬(penflufen)、白克列(boscalid)、福賽得(fosetyl)(包含鋁、鈣、鈉等的鹽)、保粒黴素(polyoxin)、聚胺甲酸鹽(polycarbamate)、波爾多液(Bordeaux mixture)、代森錳銅(mancopper)、鋅錳乃浦(mancozeb)、曼普胺(mandipropamid)、曼德斯托賓(mandestrobin)、錳乃浦(maneb)、邁克尼(myclobutanil)、礦物油(mineral oils)、滅粉黴素(mildiomycin)、滅速克(methasulfocarb)、威百畝(metam)、滅達樂(metalaxyl)、右滅達樂(metalaxyl-M)、美特皮賽(metarylpicoxamid)、免得爛(metiram)、美特洛(metyltetraprole)、滅特座(metconazole)、苯氧菌胺(metominostrobin)、滅芬農(metrafenone)、滅派林(mepanipyrim)、氯氟醚菌唑(mefentrifluconazole)、硝苯菌酯(meptyldinocap)、滅普寧(mepronil)、碘卡佈(iodocarb)、昆布醣(laminarin)、ledprona、亞磷酸及鹽(phosphorous acid and salts)、鹼性氯氧化銅(copper oxychloride)、銀(silver)、硫酸銅(copper (II) sulfate)、氧化亞銅(cuprous oxide)、氫氧化銅(copper hydroxide)、碳酸氫鉀(potassium bicarbonate)、碳酸氫鈉(sodium bicarbonate)、硫(sulfur)、硫酸氧基喹啉(oxyquinoline sulfate)、硫酸銅(copper sulfate)、UK-2A(代碼編號)、十二烷基苯磺酸雙乙二胺銅錯鹽[II](DBEDC)、乙酸三苯錫(TPTA)、氯化三苯錫(TPTC)、氫氧化三苯錫(TPTH)。
接著,以下例示可混用或併用的習知之生物農藥。
生物農藥:
簡管薊馬(Haplothrips brevitubus)、細腰兇薊馬(Franklinothrips vespiformis)、豌豆潛蠅姬小蜂(Diglyphus isaea)、麗蚜小蜂(Encarsia formosa)、胡瓜捕植蟎(Amblyseius cucumeris)、粉蚧玉棒跳小蜂(Pseudaphycus malinus)、溫氏捕植蟎(Amblyseius womersleyi)、粗脊蚜繭蜂(Aphidius colemani)、漿角蚜小蜂(Eretmocerus eremicus)、食蚜癭蚊(Aphidoletes aphidimyza)、斯氏鈍綏蟎(Amblyseius swirskii)、南方小花蝽(Orius strigicollis)、智利小植綏蟎(Phytoseiulus persimilis)、退變鈍綏蟎(Amblyseius degenerans)、智利小植綏蟎(Phytoseiulus persimilis)、小黑花椿象(Orius sauteri)、反顎繭蜂(Dacnusa sibirica)、加州捕植蟎(Amblyseius californicus)、日本通草蛉(Chrysoperla nipponensis)、紅蠟蚧扁角跳小蜂(Anicetus beneficus)。
接著,以下例示可混用或併用的習知之農業材料。
農業材料:
乙烯、次氯酸水(僅限於將鹽酸或氯化鉀水溶液進行電解而得者)、碳酸氫鈉、食醋、腐植質、腐植酸、富烯酸、海藻萃取物、多糖類、胺基酸、微生物材料、源自動植物之功能性成分、微生物代謝物、微生物活化材料、土壤延展劑、土壤滲透性調節材料、土壤保水材料等、生物刺激素。
接著,以下例示可混用或併用的習知之農業用肥料成分。肥料有無機物肥料與有機質肥料等。
農業用肥料成分:
氯化銨、硫酸銨、硝酸銨、磷酸二氫銨、尿素硝酸銨、尿素、氰化鈣、硝酸鉀、過磷酸鈣、重過磷酸鈣、磷酸二氫鉀、氯化鉀、硫酸鉀、碳酸鉀、矽酸鉀、亞磷酸鉀、油粕、魚粉、米糠、蝙蝠糞肥、發酵雞糞肥。
本發明之除草劑,藉由使其同時或分開作用於有用植物、或是欲繁殖或正在繁殖有用植物的場所、或是非農耕地,可控制相對於有用植物而言無用的植物或土地等的管理上不想要之植物的生長。
此外,本發明中所謂有用植物包含旱田作物或水田作物、園藝作物(蔬菜類、果樹類)、觀賞用木本(花木類、行道樹類)、結縷草類、花卉類、觀葉植物類、藥用植物、木材類,可舉例如下,但並不限定於此。
旱田作物或水田作物:
玉米、稻、小麥、杜蘭小麥、大麥、黑麥、黑小麥、斯卑爾脫小麥、密穗小麥、燕麥、高粱、棉花、大豆、苜蓿草、花生(落花生)、菜豆(四季豆)、利馬豆、紅豆、長豇豆、綠豆、黑豆、多花菜豆、米豆、烏頭葉菜豆、寬葉菜豆、蠶豆、豌豆、鷹嘴豆、金麥豌豆、羽扇豆、木豆、蕎麥、甜菜、油菜籽、芥菜籽、向日葵、甘蔗、木薯、薯蕷、油棕櫚、麻風樹、麻、亞麻、藜麥、紅花、茶樹、桑樹、菸草、亞麻薺、畫眉草、銀菊膠、巴西橡膠樹等。
園藝作物(蔬菜類):
茄科蔬菜(茄子、番茄、甜椒、辣椒、馬鈴薯等)、瓜科蔬菜(黃瓜、南瓜、筍瓜、西瓜、甜瓜、櫛瓜等)、十字花科蔬菜(蘿蔔、大頭菜、辣根、球莖甘藍、山東白菜、高麗菜、芥菜、青花菜、花椰菜等)、菊科蔬菜(牛蒡、茼蒿、菜薊、萵苣等)、百合科蔬菜(蔥、洋蔥、大蒜、蘆筍等)、繖形花科蔬菜(紅蘿蔔、香菜、芹菜、美國食用芹菜等)、藜科蔬菜(菠菜、莙薘菜等)、唇形科蔬菜(紫蘇、薄荷、羅勒、薰衣草等)、草莓、番薯、山藥、芋頭、芝麻等。
園藝作物(果樹類):
仁果類(蘋果、西洋梨、沙梨、鴨梨、木瓜、榅桲等)、核果類(桃、李、油桃、梅、櫻桃、杏、乾果李等)、柑橘類(溫州蜜橘、橙、檸檬、萊姆、葡萄柚等)、堅果類(板栗、核桃、榛子(Asian Hazel)、杏仁、榛子(hazelnut)、開心果、腰果、澳洲胡桃、胡桃等)、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、海棗、椰子、油棕櫚等。
觀賞用木本(花木類、行道樹類):
梣樹、樺木、山茱萸、桉樹、銀杏、紫丁香、楓香樹、橡樹、楊樹、紫荊、楓樹、法國梧桐、櫸樹、金鐘柏、日本冷杉、日本鐵杉、杜松、松樹、雲杉、紫杉、榆樹、日本七葉樹、珊瑚樹、短葉土杉、柳杉、扁柏、變葉木、冬青衛矛、石楠等。
結縷草類:
結縷草類(日本結縷草、溝葉結縷草等)、狗牙根類(百慕達草等)、小糠草類(匍匐性小糠草、匍匐翦股穎、纖細剪股穎等)、早熟禾類(長葉草、普通早熟禾等)、羊茅類(葦狀羊茅、細羊茅、匍匐紫羊茅等)、黑麥草類(義大利黑麥草、多年生毒麥等)、果園草、絹絲草等。
花卉類、觀葉植物類:
薔薇、康乃馨、菊花、土耳其桔梗、滿天星、非洲菊、萬壽菊、鼠尾草、矮牽牛、馬鞭草、鬱金香、紫菀、龍膽、百合、三色菫、仙客來、蘭花、鈴蘭、薰衣草、紫羅蘭(stock)、葉牡丹、報春花、一品紅、唐菖蒲、嘉德麗亞蘭、雛菊、馬鞭草、蕙蘭、秋海棠等。
藥用植物類:
洋甘菊類、甘草、薑黃、人參、黃連、芍藥、罌粟等。
木材類:
庫頁冷杉類、日本魚鱗松類、赤松類、柏木、杉木、扁柏、桉樹等。
又,本發明中所謂有用植物亦包含已藉由傳統育種法以及基因重組技術賦予對下述除草劑之耐性的植物:異噁唑草酮等4-羥苯基丙酮酸雙氧合酶(4-HPPD)抑制劑、咪草煙(imazethapyr)、甲基噻吩磺隆等乙醯乳酸合成酶(ALS)抑制劑、嘉磷塞(glyphosate)等5-烯醇丙酮酸莽草酸-3-磷酸(EPSP)合成酶抑制劑、固殺草(glufosinate)等麩醯胺合成酶抑制劑、西殺草(sethoxydim)等乙醯輔酶A羧化酶(ACCace)抑制劑、丙炔氟草胺(flumioxazin)、乙吡芬那希(epyrifenacil)等原紫質原氧化酶(PPO)抑制劑、溴苯腈(bromoxynil)等光系統II抑制劑、汰克草(dicamba)及2,4-D等。
已藉由傳統育種法賦予耐性的「有用植物」的例子有對咪草煙等二氮雜戊烯類(imidazolinone)ALS抑制性除草劑具有耐性的油菜籽、小麥、向日葵、稻、玉米,其中已以Clearfield<註冊商標>的商品名進行販售。
同樣,有一種利用傳統育種法而對甲基噻吩磺隆等磺醯脲系ALS抑制性除草劑具有耐性的大豆,已以STS大豆的商品名進行販售。同樣,利用傳統育種法而對磺醯脲系乙醯乳酸合成酶(ALS)抑制性除草劑具有耐性的高粱已進行販售。同樣,利用傳統育種法而對於抗噻酮磺隆之乙醯乳酸合成酶(ALS)抑制性除草劑具有耐性的甜菜已進行販售。同樣,已藉由傳統育種法賦予對三酮肟系、芳氧基苯氧基丙酸系除草劑等乙醯輔酶A羧化酶(ACCace)抑制劑之耐性的有用植物之例子有SR玉米或抗快伏草小麥等。已賦予對乙醯輔酶A羧化酶(ACCace)抑制劑之耐性的有用植物記載於Proceedings of the National Academy of Sciences of the United States of America(Proc. Natl. Acad. Sci. USA)第87卷,第7175~7179頁(1990年)等。又,對乙醯輔酶A羧化酶(ACCace)抑制劑具有耐性的變異乙醯輔酶A羧化酶(ACCace)已揭示於Weed Science第53卷,第728~746頁(2005年)等,藉由基因重組技術將這種變異乙醯輔酶A羧化酶基因導入植物或將有關賦予抗性之變異導入作物乙醯輔酶A羧化酶(ACCace),藉此可製造出對乙醯輔酶A羧化酶抑制劑具有耐性的植物。再者,將嵌合修復技術(Chimeraplasty Technique)(Gura T. 1999. Repairing the Genome’s Spelling Mistakes. Science 285:316-318)所代表的導入鹼基取代變異之核酸導入植物細胞內以在作物(乙醯輔酶A羧化酶(ACCace)/除草劑標的)基因中產生定點胺基酸取代變異,藉此可製造出對乙醯輔酶A羧化酶(ACCace)抑制劑/除草劑具有耐性的植物。
已藉由基因重組技術賦予耐性之有用植物的例子有抗嘉磷塞的玉米、大豆、棉花、油菜籽、甜菜、苜蓿草品種,其中已以Roundup Ready<註冊商標>、Roundup Ready 2<註冊商標>、Agrisure GT<註冊商標>等商品名進行販售。同樣,有利用基因重組技術而對固殺草具有耐性的玉米、大豆、棉花、油菜籽品種,已以LibertyLink<註冊商標>等商品名進行販售。同樣,利用基因重組技術而對溴苯腈具有耐性的棉花已以BXN的商品名進行販售。同樣,利用基因重組技術而對HPPD抑制劑具有耐性的大豆,作為對硝磺草酮及固殺草具有耐性的品種,已以Herbicide-tolerant Soybean line的商品名進行販售,又,作為對HPPD抑制劑、嘉磷塞及固殺草具有耐性的品種,已以Credenz<註冊商標>等商品名進行販售。同樣,利用基因重組技術而對2,4-D或ACCase抑制劑具有耐性的玉米、大豆、棉花已以Enlist<註冊商標>等商品名進行販售。同樣,利用基因重組技術而能夠抗汰克草的大豆,作為對汰克草及嘉磷塞具有耐性的品種,已以Roundup Ready 2 Xtend<註冊商標>等商品名進行販售。同樣,利用基因重組技術而對HPPD抑制劑具有耐性,藉此對異噁唑草酮等HPPD抑制劑具有耐性且對線蟲亦具有耐性的大豆品種已以GMB151於美國完成註冊。
對除草劑之耐性經改變的更多植物已廣為人知,例如,對嘉磷塞具有耐性的苜蓿草、蘋果、大麥、桉樹、亞麻、葡萄、扁豆、油菜籽、豌豆、馬鈴薯、稻、甜菜、向日葵、菸草、番茄、草坪草及小麥(例如,參照US5188642、US4940835、US5633435、US5804425、US5627061),對汰克草具有耐性的豆、棉花、大豆、豌豆、馬鈴薯、向日葵、番茄、菸草、玉米、高粱及甘蔗(例如,參照WO2008/051633、US7105724及US5670454),對固殺草具有耐性的大豆、甜菜、馬鈴薯、番茄及菸草(例如,參照US6376754、US5646024、US5561236),對2,4-D具有耐性的棉花、胡椒類、蘋果、番茄、向日葵、菸草、馬鈴薯、玉米、黃瓜、小麥、大豆、高粱及穀類(例如,參照US6153401、US6100446、WO2005/107437WO、US5608147U及US5670454),對ALS抑制除草劑(例如,磺醯脲系除草劑或二氮雜戊烯類除草劑)具有耐性的芥菜籽、玉米、日本粟、大麥、棉花、芥菜、萵苣、金麥豌豆、甜瓜、稷、燕麥、紅刀豆、馬鈴薯、稻、黑麥、高粱、大豆、甜菜、向日葵、菸草、番茄及小麥(例如,參照US5013659、WO2006/060634、US4761373、US5304732、US6211438、US6211439及US6222100),特別是對二氮雜戊烯類除草劑具有耐性的稻已為人所知,可列舉:乙醯乳酸合成酶基因具有特定變異(例如,S653N、S654K、A122T、S653(At)N、S654(At)K、A122(At)T的稻(例如,參照US2003/0217381、WO2005/020673),對HPPD抑制除草劑(例如,異噁唑草酮等異噁唑系除草劑、磺草酮、硝磺草酮等三酮系除草劑及苄草唑等吡唑系除草劑)或異噁唑草酮之分解產物的二酮腈(diketonitrile)具有耐性的大麥、甘蔗、稻、玉米、菸草、大豆、棉花、油菜籽、甜菜、小麥及馬鈴薯(例如,參照WO2004/055191、WO1996/38567、WO1997/049816及US6791014),以及對PPO抑制除草劑具有耐性的小麥、大豆、棉花、甜菜、油菜籽、稻、玉米、高粱、甘蔗及甜菜(例如,參照US2002/0073443、US2008/0052798、Pest Management Science,61,2005,277-285)。
作為已藉由傳統型的品種改良技術或基因體育種技術賦予除草劑耐性的植物,可舉例如:對咪草煙、甲氧咪草煙等二氮雜戊烯類ALS抑制性除草劑具有耐性的稻「Clearfield<註冊商標>Rice」、小麥「Clearfield<註冊商標>Wheat」、向日葵「Clearfield<註冊商標>Sunflower」、金麥豌豆「Clearfield<註冊商標>lentils」及芥菜籽「Clearfield<註冊商標>canola」、對甲基噻吩磺隆等磺醯脲系ALS抑制性除草劑具有耐性的大豆「STS soybean」、對三酮肟系除草劑、芳氧基苯氧基丙酸系除草劑等乙醯輔酶A羧化酶抑制劑具有耐性的玉米「SR corn」(亦作為「PoastProtected<註冊商標>corn」而為人所知)、對苯磺隆酸(Tribenuron)等磺醯脲系除草劑具有耐性的向日葵「ExpressSun<註冊商標>」、對快伏草等乙醯輔酶A羧化酶抑制劑具有耐性的稻「Provisia<註冊商標> Rice」及對光系統II抑制劑具有耐性的芥菜籽「Triazine Tolerant Canola」、對二氮雜戊烯類除草劑具有耐性的高粱「Igrowth<註冊商標>」。
作為已藉由基因體編輯技術賦予除草劑耐性的植物,可列舉:對使用快速性狀開發系統(Rapid Trait Development System,RTDS<註冊商標>)的磺醯脲系除草劑具有耐性的芥菜籽「SU Canola(<註冊商標>」。RTDS<註冊商標>相當於基因體編輯技術的導入寡核苷酸定點突變(ODM,oligonucleotide-directed mutagenesis),係透過基因修復寡核苷酸(Gene Repair Oligonucleotide,GRON)亦即DNA與RNA的嵌合寡核苷酸,可不切斷植物中的DNA而導入變異的技術。作為其他例子,可列舉:藉由使用鋅指核酸酶使內在基因IPK1缺失來降低除草劑耐性及植酸含量的玉米(例如,參照Nature 459,437-441 2009年);已使用常間回文重複序列叢集關聯蛋白(Clustered Regularly Interspaced Short Palindromic Repeat/ CRISPR associated protein 9)賦予除草劑耐性的稻(例如,參照Rice,7,5 2014年)。
作為已藉由新育種技術賦予除草劑耐性的植物,可舉例如:使用利用嫁接之品種改良技術,將GM砧木所具有之性質賦予接穗而成的大豆。具體而言,可列舉:將對嘉磷塞具有耐性的Roundup Ready<註冊商標>大豆用作砧木,將嘉磷塞耐性賦予非基因改造大豆接穗而成的大豆(參照Weed Technology 2013,27,412.)。
上述「有用植物」亦包含可使用基因重組技術合成例如於桿菌屬中已知的選擇性毒素等的植物。
作為於這種基因重組植物中表現的殺蟲毒素,可舉例如:源自仙人掌桿菌(Bacillus cereus)或日本甲蟲芽孢桿菌(Bacillus popilliae)的殺蟲蛋白;源自蘇力菌(Bacillus thuringiensis)的Cry1Ab、Cry1Ac、Cry1F、Cry1Fa2、Cry14Ab-1、Cry2Ab、Cry3A、Cry3Bb1或Cry9C等δ-內毒素、VIP1、VIP2、VIP3或VIP3A等殺蟲蛋白;源自線蟲的殺蟲蛋白;蠍毒素、蜘蛛毒素、蜜蜂毒素或昆蟲特異性神經毒素等由動物所產生之毒素;黴菌類毒素;植物凝集素;凝集素;胰蛋白酶抑制劑、絲胺酸蛋白酶抑制劑、馬鈴薯糖蛋白、胱蛋白、木瓜蛋白酶抑制劑等蛋白酶抑制劑;蓖麻毒蛋白、玉米-RIP、雞母珠毒蛋白、皂草毒素蛋白、瀉根毒蛋白(briodin)等核糖體失活蛋白(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;保幼激素酯酶;利尿激素受體;芪合成酶;聯苄合成酶;幾丁質酶;聚葡萄糖酶等。
又,於這種基因重組植物中表現的毒素亦包含Cry1Ab、Cry1Ac、Cry1F、Cry1Fa2、Cry14Ab-1、Cry2Ab、Cry3A、Cry3Bb1、Cry9C、Cry34A、Cry34Ab或Cry35Ab等δ-內毒素蛋白、VIP1、VIP2、VIP3或VIP3A等殺蟲蛋白之雜合性毒素、部分缺失性毒素、修飾性毒素。雜合性毒素係使用重組技術,藉由該等蛋白之不同結構域的新組合而製作。作為部分缺失性毒素,缺失一部分胺基酸序列之Cry1Ab已為人所知。作為修飾性毒素,天然毒素的1個或多個胺基酸經取代。
該等毒素的例子及可合成該等毒素的重組植物,例如記載於EP-A-0374753、WO93/07278、WO95/34656、EP-A-0427529、EP-A-451878、WO03/052073等專利文獻。該等重組植物所包含之毒素,特別可賦予植物對鞘翅目害蟲、雙翅目害蟲、鱗翅目害蟲的耐性。
又,包含1個或多個殺蟲性害蟲抗性基因且表現1個或多個毒素的基因重組植物已為人所知,有一些已在市面上販售。作為該等基因重組植物的例子,可列舉:YieldGard<註冊商標>(表現Cry1Ab毒素之玉米品種)、YieldGard Rootworm<註冊商標>(表現Cry3Bb1毒素之玉米品種)、YieldGard Plus<註冊商標>(表現Cry1Ab與Cry3Bb1毒素之玉米品種)、Herculex I<註冊商標>(表現膦絲菌素(phosphinothricine) N-乙醯轉移酶(PAT)之玉米品種,其用以賦予對Cry1Fa2毒素與固殺草之耐性)、NuCOTN33B<註冊商標>(表現Cry1Ac毒素之棉花品種)、Bollgard I<註冊商標>(表現Cry1Ac毒素之棉花品種)、Bollgard II<註冊商標>(表現Cry1Ac與Cry2Ab毒素之棉花品種)、VIPCOT<註冊商標>(表現VIP毒素之棉花品種)、NewLeaf<註冊商標>(表現Cry3A毒素之馬鈴薯品種)、NatureGard<註冊商標>Agrisure<註冊商標>GT Advantage(GA21嘉磷塞耐性特徵)、Agrisure<註冊商標> CB Advantage(Bt11玉米蛀蟲(CB)特徵)、Protecta<註冊商標>等。
上述有用植物亦包含已使用基因重組技術賦予產生具有選擇性作用之抗病原性物質之能力的植物。
作為抗病原性物質,可舉例如:PR蛋白(記載於PRPs、EP-A-0392225);鈉通道抑制劑、鈣通道抑制劑(病毒所產生之KP1、KP4、KP6毒素等已為人所知)等離子通道抑制劑;芪合成酶;聯苄合成酶;幾丁質酶;聚葡萄糖酶;胜肽抗生素、具有雜環之抗生素、植物病害抗性有關的蛋白因子(稱為植物病害抗性基因,記載於WO03/000906)等微生物所產生之物質等。此類抗病原性物質及產生該物質之基因重組植物記載於EP-A-0392225、WO95/33818、EP-A-0353191等。
上述有用植物亦包含已使用基因重組技術賦予油糧成分改良或胺基酸含量強化特徵等有利特徵而成的作物。作為例子,可列舉:VISTIVE<註冊商標>(降低亞麻酸含量而成之低亞麻酸大豆)或高離胺酸(高油)玉米(增加離胺酸或含油量而成之玉米)等。
上述有用植物亦包含已使用基因重組技術賦予抗乾燥性等有利特徵以維持、增加產量而成的作物。作為例子,可列舉:DroughtGard<註冊商標>(已賦予抗乾燥性之玉米)等。
本發明之除草劑對於已對既有的除草劑產生抗性的上述所例示之有害生物等亦呈現防治效果。又,本發明之除草劑亦可用於利用基因重組、人工交配等而獲得害蟲耐性、病害耐性、除草劑耐性等特性的植物。
本發明的「已藉由育種法或基因重組技術賦予耐性的植物」,不僅包含利用傳統的品種交配賦予耐性、利用基因重組技術賦予耐性,亦包含藉由組合分子生物學方法與目前既有的交配技術而成的新育種技術(New Plant Breeding Techniques,NBTs)賦予耐性的植物。新育種技術(NBTs)記載於書籍「理解新植物育種技術」(國際文獻社,大澤良、江面浩 著)、評論記事「Genome Editing Tools in Plants」(Genes 2017,8, 399,Tapan Kumar Mohanta、Tufail Bashir、Abeer Hashem、Elsayed Fathi Abd_Allah 及Hanhong Bae 著)等。作為上述新育種技術,可舉例如:基因體育種技術、基因體編輯技術。基因體育種技術係使用基因體資訊以使育種效率化的技術,其包含DNA標記(亦稱為基因標記或遺傳標記)育種技術及基因體選種。例如,DNA標記育種係使用作為特定的有利特徵基因之基因體上的存在位置之標記的DNA序列、即DNA標記,從大量的交配後代選出具有目標之有利特徵基因的後代的方法。藉由在幼苗時使用DNA標記分析交配後代,而具有可有效地縮短育種所需時間的特徵。
又,基因體選種係從預先取得的表現型(phenotype)與基因體資訊製成預測公式,不進行表現型的評價而從預測公式與基因體資訊預測特性的方法,其係有助於育種之效率化的技術。新育種技術(new breeding techniques)係將分子生物學的方法組合而成的品種改良(育種)技術的統稱。例如有同源基因改造/內源基因改造(cisgenesis/intragenesis)、寡核苷酸定點突變導入、RNA依賴性DNA甲基化、基因體編輯、對GM砧木或接穗的嫁接、反向育種(reverse breeding)、農桿菌滲入(agro-infiltration)、種子生產技術(Seed Production Technology,SPT)等技術。基因體編輯技術係以序列特異性改變遺傳資訊的技術,可進行鹼基序列的缺失、胺基酸序列的取代、外來基因的導入等。作為其手段,可舉例如:可切斷序列特異性的鋅指核酸酶(Zinc-Finger Nucleases,ZFN,ZFNs)、類轉錄活化因子核酸酶(TALEN)、常間回文重複序列叢集關聯蛋白(CRISPR/Cas9)、CRISPER/Cpf1及巨核酸酶(Meganuclease)。又,具有改變上述手段所製成的Cas9 Nickase及Target-AID等序列特異性的基因體修飾技術。
再者,亦包含對於上述傳統上的除草劑特徵或除草劑耐性基因、有害昆蟲抗性基因、抗病原性物質產生基因、油糧成分改良、胺基酸含量強化特徵、抗乾燥性特徵等有利特徵,將該等多種組合而成的堆疊變種。
作為本發明之除草劑及包含本發明之除草劑的農藥組成物之使用場地的非農耕地意指例如:堤防之斜坡、河床、道路之路肩及斜坡、鐵路併用軌道、公園綠地、廣場、停車場、機場、工廠及儲藏設備等工業設施用地、休耕地或市區之閒置土地等必須控制雜草生育之非農耕地、或果樹園、放牧地、草地、森林、河川、水道、運河、儲水池等。
如上所述,本發明之除草劑及包含本發明之除草劑的農藥組成物對各種雜草具有除草效果。以下例示該雜草,但並不限定於該等例子。
蕁麻科雜草(Urticaceae):
歐蕁麻(Urtica urens)。
蓼科雜草(Polygonaceae):
卷莖蓼(Polygonum convolvulus)、酸模葉蓼(Polygonum lapathifolium)、美國蓼(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)、小酸模(Rumex acetosella)、尼泊爾蓼(Persicaria nepalensis)。
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)、天蓬草(Stellaria alsine)。
粟米草科雜草(Molluginaceae):
光葉栗米草(Mollugo verticillata)。
莧科雜草(Amaranthaceae):
反枝莧(Amaranthus retroflexus)、皺果莧(Amaranthus viridis)、凹葉野莧菜(Amaranthus lividus)、刺莧(Amaranthus spinosus)、綠穗莧(Amaranthus hybridus)、長芒莧(Amaranthus palmeri)、青莧(Amaranthus patulus)、糙果莧(Amaranthus tuberculatus=Amaranthus rudis=Amaranthus tamariscinus)、北美莧(Amaranthus blitoides)、大果莧(Amaranthus deflexus)、野生莧(Amaranthus quitensis)、刺莧(Amaranshus spinosus)、空心蓮子草(Alternanthera philoxeroides)、蓮子草(Alternanthera sessilis)、紅莧草(Alternanthera tenella)、鮑氏莧(Amaranthus powelii)、西部莧(Amaranthus rudis)、白莧(Amaranthus albus)、皺果莧(Amaranthus viridis)、凹葉野莧菜(Amaranthus lividus)、青莧(Amaranthus patulus)、藜(Chenopodium album)、臭杏(Chenopodium ambrosioides)、地膚(Kochia scoparia)、刺沙蓬(Salsola kali)、濱藜屬(Atriplex spp.)。
罌粟科雜草(Papaveraceae):
虞美人草(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)、野歐白芥(Sinapis arvensis)、薺菜(Capsella bursa-pastoris)、芥菜(Brassica juncea)、西洋油菜(Brassica napus)、蕓薹(Brassica rapa)、羽葉播娘蒿(Descurainia pinnata)、沼生蔊菜(Rorippa islandica)、歐亞蔊菜(Rorippa sylvestris)、菥蓂(Thlaspi arvense)、皺果薺(Myagrum rugosum)、北美獨行菜(Lepidium virginicum)、臭獨行菜(Coronopus didymus)、播娘蒿(Descurarinia sophia)、印度蔊菜(Rorippa indica)、鑽果大蒜芥(Sisymnrium officinale)、彎曲碎米薺(Cardamine flexuosa)、西洋菜(Nasturtium officinale)、葶藶(Draba nemorosa)。
山柑科雜草(Capparaceae):
醉蝶花屬親緣種(Cleome affinis)。
豆科雜草(Fabaceae):
合萌(Aeschynomene indica)、野生合萌(Aeschynomene rudis)、鋸齒荊芥(Aeschynomene denticulate)、合萌草(Aeschynomene rudis)、田菁(Sesbania exaltata)、決明(Cassia obtusifolia)、望江南(Cassia occidentalis)、南美山螞蝗(Desmodium tortuosum)、攀援山螞蝗(Desmodium adscendens)、伊利諾斯蜱三葉草(Desmodium illinoense)、白三葉草(Trifolium repens)、大葛藤(Pueraria lobata)、窄葉野豌豆(Vicia angustifolia)、毛木藍(Indigofera hirsuta)、假藍靛(Indigofera truxillensis)、豇豆(Vigna sinensis)、圓葉豬屎豆(Crotalaria incana)、救荒野豌豆(Vicia sativa)、天藍苜蓿(Medicago lupulina)、小巢菜(Vicia hirsuta);雞眼草(Kummerowia striata)、南苜蓿(Medicago polymorpha)。
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)、柔弱酢漿草(Oxalis debilis)。
牻牛兒苗科雜草(Geraniaceae):
野老鸛草(Geranium carolinense)、芹葉牻牛兒苗(Erodium cicutarium)、Dove’s Foot Crane’s-bill (Geranium molle,柔毛牻牛兒苗)、Hedgerow Crabe’s-bill (Geranium pyrenaicum,天竺葵)。
大戟科雜草(Euphorbiaceae):
澤漆(Euphorbia helioscopia)、斑地錦(Euphorbia maculata)、地錦(Euphorbia humistrata)、乳漿大戟(Euphorbia esula)、白苞猩猩草(Euphorbia heterophylla)、巴西大戟(Euphorbia brasiliensis)、鐵莧菜(Acalypha australis)、腺巴豆(Croton glandulosus)、巴豆葉(Croton lobatus)、五蕊油柑(Phyllanthus corcovadensis)、蓖麻(Ricinus communis)、裂葉巴豆(Astraea lobata)、飛揚草(Chamaesyce hirta)、紫斑大戟(Chamaesyce hyssopifolia)。
錦葵科雜草(Malvaceae):
莔麻(Abutilon theophrasti)、白背黃花稔(Sida rhombiforia)、心葉黃花稔(Sida cordifolia)、刺金午時花(Sida spinosa)、南部黃花稔(Sida glaziovii)、Sida santaremnensis、黃花稔(Sida urens)、野西瓜苗(Hibiscus trionum)、冠萼蔓錦葵(Anoda cristata)、賽葵(Malvastrum coromandelianum)、刺蒴麻(Triumfetta rhomboidea)。
柳葉菜科雜草(Onagraceae):
假柳葉菜(Ludwigia epilobioides)、水丁香(Ludwigia octovalvis)、Ludwigia decurre、細果草龍(Ludwigia leptocarpa)、月見草(Oenothera biennis)、裂葉月見草(Oenothera laciniata)。
梧桐科雜草(Sterculiaceae):
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(Cucurbitaceae):
刺果瓜(Sicyos angulatus)、刺囊瓜(Echinocystis lobata)、苦瓜(Momordica charantia)。
千屈菜科雜草(Lythraceae):
多花水莧(Ammannia multiflora)、耳葉水莧菜(Ammannia auriculata)、長葉水莧菜(Ammannia coccinea)、千屈菜(Lythrum salicaria)、節節菜(Rotala indica)。
溝繁縷科雜草(Elatinaceae):
短柄花溝繁縷(Elatine triandra)、加利福尼亞州溝繁縷(Elatine californica)。
繖形花科雜草(Apiaceae):
水芹(Oenanthe javanica)、野胡蘿蔔(Daucus carota)、毒參(Conium maculatum)、薄葉芹菜(Cyclospermum leptophyllum)。
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(Cabom baceae):
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)、日本綠千層(Myriophyllum matogrossense)、聚藻類(聚藻(Myriophyllum spicatum)、異葉狐尾草(Myriophyllum heterophyllum)等)。
無患子科雜草(Sapindaceae):
倒地鈴(Cardiospermum halicacabum)。
報春花科雜草(Prim ulaceae):
琉璃繁縷(Anagallis arvensis)。
蘿摩科雜草(Asclepiadaceae):
敘利亞馬利筋(Asclepias syriaca)、馬利筋省藤(Ampelamus albidus)。
茜草科雜草(Rubiaceae):
原拉拉藤(Galium aparine)、豬殃殃艾知諾斯特孟變種(Galium spurium var. echinospermon)、闊葉鴨舌廣舅(Spermacoce latifolia)、鈕扣草(Diodella teres)、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)、圓葉牽牛(Ipomoea purpurea)、全緣葉牽牛花(Ipomoea hederacea var. integriuscula)、白星薯(Ipomoea lacunosa)、三裂葉薯(Ipomoea triloba)、銳葉牽牛(Ipooea acuminata)、心葉蔦蘿(Ipomoea hederifolia)、橙紅蔦蘿(Ipomoea coccinea)、蔦蘿松(Ipomoea quamoclit)、小花野牽牛(Ipomoea grandifolia)、番仔藤(Ipomoea aristolochiafolia)、槭葉牽牛(Ipomoea cairica)、田旋花(Convolvulus arvensis)、打碗花(Calystegia hederacea)、 日本打碗花(Calystegia japonica)、籬欄網 (Merremia hedeacea)、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)、野勿忘草(Myosotis arvensis)、小花紫草(Lithospermum officinale)、車前葉藍薊(Echium plantagineum)、大尾搖(Heliotropium indicum)。
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)、穗花香苦草(Hyptis lophanta)、細葉益母草(Leonurus sibiricus)、田野水蘇(Stachys arvensis)、細葉益母草(Leonurus sibiricus)、Marsypianthes chamaedrys。
茄科雜草(Solanaceae):
曼陀羅花(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)、喀西茄(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 physaloides)。
母草科雜草(Linderniaceae):
陌上草(Lindernia procumbens)、美洲母草(Lindernia dubia)、狹葉母草(Lindernia angustifolia)。
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)、石龍尾(Limnophila sessiliflora)、虻眼(Dopatrium junceum)、白花水八角(Gratiola japonica)、 圓葉虎耳(Bacopa rotundifolia)、睫毛婆婆納(Veronica hederaefolia)、阿拉伯婆婆納(Veronica persica)、直立婆婆納(Veronica arvensis)、北水苦蕒(Veronica anagallis-aquatica)、大葉車前草(Plantago tomentosa)。
菊科雜草(Asteraceae):
賓州蒼耳(Xanthium pensylvanicum)、西方蒼耳(Xanthium occidentale)、意大利蒼耳(Xanthium italicum)、向日葵(Helianthus annuus)、德國洋甘菊(Matricaria chamomilla)、無味母菊(Matricaria perforata)、南茼蒿(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)、粗毛牛膝菊(Galinsoga ciliata)、牛膝菊(Galinsoga parviflora)、歐洲千里光(Senecio vulgaris)、巴西千里光(Senecio brasiliensis)、格氏蒲兒根(Senecio grisebachii)、香絲草(Conyza bonariensis)、蘇門白酒草(Conyza sumatrensis)、加拿大蓬(Conyza canadensis)、豚草(Ambrosia artemisiifolia)、三裂葉豚草(Ambrosia trifida)、狼杷草(Bidens tripartita)、鬼針草(Bidens pilosa)、大狼把草(Bidens frondosa)、三葉鬼針草(Bidens subalternans)、絲路薊(Cirsium arvense)、翼薊(Cirsium vulgare)、水飛蓟(Silybum marianum)、垂花飛廉(Carduus nutans)、野萵苣(Lactuca serriola)、苦菜(Sonchus oleraceus)、花葉滇苦菜(Sonchus asper)、蟛蜞菊葉(Wedelia glauca)、貫葉美蘭菊(Melampodium perfoliatum)、一點紅(Emilia sonchifolia)、纓絨花(Emilia fosbergii)、印加孔雀草(Tagetes minuta)、百能葳(Blainvillea latifolia)、Blainvillea dichotoma、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)、旱蓮草(Eclipta alba)、梁子菜(Erechtites hieracifolia)、鼠麴草(Gamochaeta spicata)、裏白鼠麴草(Gnaphalium spicatum)、Jaegeria hirta、銀膠菊(Parthenium hysterophorus)、豨薟(Siegesbeckia orientalis)、翅果假吐金菊(Soliva sessilis)、鱧腸(Eclipta prostrata)、石胡荽(Centipeda minima)、臭春黃菊(Anthemis cotula)、刺兒菜(Cirsium setosum)、矢車菊(Centurea cyanus)、劍葉金雞菊(Coreopsis lanceolata)、黑心金光菊(Rudbeckia hirta)、金光菊(Rudbeckia laciniata)、重瓣金光菊(Rudbeckia laciniata var. hortensis Bailey)、Bidens subaltemans、光冠水菊(Gymnocoronis spilanthoides)、智利貓耳菊(Hypochaeris chillensis)、翼莖闊苞菊(Pluchea sagittalis)。
澤瀉科雜草(Alismataceae):
矮慈姑(Sagittaria pygmaea)、野慈姑(Sagittaria trifolia)、茨菰(Sagittaria sagittifolia)、大慈菇(Sagittaria montevidensis)、長葉慈姑(Sagittaria aginashi)、窄葉澤瀉(Alisma canaliculatum)、澤瀉(Alisma plantago- aquatica)。
沼鳖科雜草(Limnocharitaceae):
黃花藺(Limnocharis flava)。
水鱉科雜草(Hydrocharitaceae):
南美海綿(Limnobium spongia)、水王孫(Hydrilla verticillata)、瓜達魯帕茨藻(Najas guadalupensis)、水蘊草(Egeria densa)。
天南星科雜草(Araceae):
大薸(Pistia stratiotes)。
浮萍科雜草(Lemnaceae):
青萍(Lemna aoukikusa)、紫萍(Spirodela polyrhiza)、無根萍(Wolffia globosa)。
眼子菜科雜草(Potamogetonaceae):
異匙葉藻(Potamogeton distinctus)、眼子菜類(菹草(Potamogeton crispus)、小眼子菜(Potamogeton illinoensis)、篦齒眼子菜(Stuckenia pectinata)等)。
百合科雜草(Liliaceae):
野蒜(Allium canadense)、葡萄蔥(Allium vineale)、小根蒜(Allium macrostemon)。
雨久花科雜草:
布袋蓮(Eichhornia crassipes)、沼生異蕊花(Heteranthera limosa)、雨久花(Monochoria korsakowii)、鴨舌草(Monochoria vaginalis)、腎形異蕊花(Heterandera reniformis)。
鴨跖草科雜草(Commelinaceae):
鴨跖草(Commelina communis)、圓葉鴨跖草 (Commelina bengharensis)、直立鴨跖草(Commelina erecta)、疣草(Murdannia keisak)、裸花水竹葉(Murdannia nudiflora)。
禾本科雜草(Poaceae):
稗草(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)、平枝馬唐(Digitaria horizontalis)、兩耳草(Digitaria insularis)、牛筋草(Eleusine indica)、早熟禾(Poa annua)、普通早熟禾(Poa trivialis)、長葉草(Poa pratensis)、看麥娘(Alospecurus aequalis)、大穗看麥娘 (Alopecurus myosuroides)、野燕麥(Avena fatua)、石茅(Sorghum halepense)、高粱(Sorghum vulgare)、葦狀高粱(Sorghum arundinaceum)、偃麥草(Agropyron repens)、義大利黑麥草(Lolium multiflorum)、黑麥草(Lolium perenne)、硬直黑麥草(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)、絹雀麥(Bromus tectorum)、芒穎大麥草(Hordeum jubatum)、圓柱山羊草(Aegilops cylindrica)、鷸草(Phalaris arundinacea)、細鷸草(Phalaris minor)、丹麥草(Apera spica-venti)、洋野黍(Panicum dichotomiflorum)、德州黍(Panicum texanum)、大黍(Panicum maximum)、寬葉臂形草(Brachiaria platyphylla)、剛果臂形草(Brachiaria ruziziensis)、巴拉草(Brachiaria plantaginea)、俯仰臂形草(Brachiaria decumbens)、信號草(Brachiaria brizantha)、濕生臂形草(Brachiaria humidicola)、尾稃草屬(Urochloa mutica)、蒺藜草(Cenchrus echinatus)、少花蒺藜草(Cenchrus pauciflorus)、野黍(Eriochloa villosa)、羅滋草(Chloris gayana)、虎尾草(Chloris virgata)、畫眉草(Eragrostis pilosa)、Eragrostis plana、紅毛草(Rhynchelitrum repens)、龍爪茅 (Dactyloctenium aegyptium)、田間鴨嘴草(Ischaemum rugosum)、柳葉箬(Isachne globosa)、稻(Oryza sativa)、百喜草(Paspalum notatum)、海濱雀稗草(Paspalum maritimum)、雙穗雀稗(Paspalum distichum)、鋪地狼尾草(Pennisetum clandestinum)、牧地狼尾草(Pennisetum setosum)、羅氏草(Rottboellia cochinchinensis)、千金子(Leptochloa chinensis)、叢生千金子(Leptochloa fascicularis)、蟣子草(Leptochloa panicea)、細葉千金子(Leptochloa filiformis)、類黍千金子(Leptochloa panicoides)、假稻(Leersia japonica)、李氏禾(Leersia hexandra)、秕殼草(Leersia sayanuka)、蓉草(Leersia oryzoides)、細根莖甜茅(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)、鐵線草(Cynodon dactylon)、鴨茅(Dactylis glomerata)、假儉草(Eremochloa ophiuroides)、葦狀羊茅(Festuca arundinacea)、紫羊茅(Festuca rubra)、白茅(Imperata cylindrica)、芒草(Miscanthus sinensis)、柳枝稷(Panicum virgatum)、結縷草(Zoysia japonica)、Luziola peruviana、紅毛草(Melinis repens)、大米草(Spartina anglica)。
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)、綠穗莎草(Cyperus flaccidus)、球穗莎草(Cyperus globosus)、白鱗莎草(Cyperus nipponics)、斷節莎(Cyperus odoratus)、水莎草(Cyperus serotinus)、香附子(Cyperus rotundus)、油莎草(Cyperus esculentus)、無剌鱗水蜈蚣(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)、螢藺(Schoenoplectiella hotarui)、犬螢藺(Schoenoplectiella juncoides)、豬毛草(Schoenoplectiella wallichii)、水毛花(Schoenoplectiella mucronatus)、三翅水毛花(Schoenoplectiella triangulatus)、日本水毛花(Schoenoplectiella nipponicus)、三棱水蔥(Schoenoplectiella triqueter)、扁稈藨草(Bolboschoenus koshevnikovii)、河三稜草(Bolboschoenus fluviatilis)、水葱(Scirpus tabernaemontani)。
木賊科雜草(Equisetaceae):
問荊(Equisetum arvense)、犬問荊(Equiset umpalustre)。
槐葉苹科雜草(Salviniaceae):
槐葉蘋(Salvinia natans)。
滿江紅科雜草(Azollaceae):
日本滿江紅(Azolla japonica)、滿江紅(Azolla imbricata)、槐葉蘋(Salvinia natanas)、美國滿江紅(Azolla cristata)。
蘋科雜草(Marsileaceae):
蘋(Marsilea quadrifolia)。
錢蘚科雜草(Ricciaceae):
浮苔(Ricciocarpus natans)。
薔薇科雜草(Rosaceae):
羽衣草(Alchemilla monticola)。
毛茛科雜草(Ranunculaceae):
刺果毛茛(Ranunculus muricatus)、歐毛茛(Ranunculus sardous)。
荷包牡丹亞科雜草(Fumarioideae):
球果紫菫(Fumaria officinalis)。
輪藻科雜草(Characeae):
布氏輪藻(Chara braunii)。
穀精草科雜草(Eriocaulaceae):
白藥穀物草(Eriocaulon cinereum)。
雙星藻科雜草(Zygnemataceae):
水綿(Spirogyra arcla)。
其他:
剛毛藻類(Pithophora、Cladophora)、蘚類、苔類、角蘚類、藍菌、蕨類、多年生作物(仁果類、核果類、漿果類、堅果類、柑橘類、啤酒花、葡萄等)的徒長枝(sucker)。
關於上述雜草,並非特別限定於種內變異。亦即,亦包含已對特定除草劑的敏感性降低(亦稱為呈現抗性)者。敏感性降低可為標的部位具有突變(作用點變異)者,亦可由非作用點變異的主因所引起(非作用點變異)。關於作用點變異,包含由於與蛋白質的胺基酸序列對應的核酸序列部分(開讀框)的變異,而在作為標的部位的蛋白質中發生胺基酸取代者;及由於啟動子區域中的抑制子(suppressor)序列的缺失、強化子(enhancer)序列的增加或基因複製數量的增加、減少等變異,而表現標的部位的蛋白質過剩或減少者。非作用點變異有代謝強化、吸收不全、易位不全、系外排出等。作為代謝強化的主因,可列舉細胞色素P450單氧化酶、芳香醯胺酵素(aryl acylamidase)、酯酶、麩胱甘肽S-轉移酶之類的代謝酶之活性提高者。作為系外排出,可列舉利用ABC載體蛋白輸送至液胞。
作為除草劑抗性雜草的例子,可列舉:嘉磷塞等5-烯醇丙酮酸莽草酸-3-磷酸(EPSP)合成酶抑制劑抗性、2,4-D或汰克草等荷爾蒙作用擾亂型除草劑抗性、乙醯乳酸合成酶(ALS)抑制劑抗性、乙醯輔酶A羧化酶(ACCace)抑制劑抗性、原紫質原氧化酶(PPO)抑制劑抗性、生長素系除草劑抗性、4-羥苯基丙酮酸雙氧合酶(4-HPPD)抑制劑抗性、光系統II抑制劑抗性、光系統Ⅰ電子轉換劑抗性、類胡蘿蔔素生合成抑制劑抗性、麩醯胺合成酶抑制劑抗性、八氫番茄烴去飽和酶系(PDS)抑制劑抗性、脂肪酸生合成抑制劑抗性、超長鏈脂肪酸延長合成酶(VLCFAE)抑制劑抗性、生長素運輸抑制劑抗性、二氫喋酸(DHP)合成酶抑制劑抗性、纖維素合成酶抑制劑抗性、微管聚合酶抑制劑抗性、有絲分裂/微管形成抑制劑抗性等。
抗性雜草即使是對於上述群組之中2個以上的群組(任意選擇之2個群組、任意選擇之3個群組、任意選擇之4個群組、任意選擇之5個群組、6個群組、7個群組、8個群組)一併具有抗性(堆疊後)的抗性雜草,亦可被有效防治。作為堆疊後之抗性雜草的例子,對乙醯乳酸合成酶(ALS)抑制劑、原紫質原氧化酶(PPO)抑制劑、4-羥苯基丙酮酸雙氧合酶(4-HPPD)抑制劑、光系統II抑制劑及2,4-D皆具有抗性的糙果莧已為人所知,其亦可被有效防治。上述堆疊可由作用點變異的組合所引起,亦可由非作用點變異的組合所引起,亦可由作用點變異與非作用點變異的組合所引起。
將本發明之除草劑及包含本發明之除草劑的農藥組成物同時或分開施用於有用植物、或是欲繁殖或正在繁殖有用植物的場所、或是非農耕地的情況下係單次或多次進行施用。可為植物或植物的栽培地中已出現雜草,亦可為出現雜草之前。
作為將本發明之除草劑及包含本發明之除草劑的農藥組成物同時或分開施用於有用植物、或是欲繁殖或正在繁殖有用植物的場所、或是非農耕地的方法,可舉例如:莖葉處理、土壤處理、根部處理、沖淋處理、煙熏處理、水面處理、種子處理及水耕液處理。
作為莖葉處理,可舉例如將本發明之除草劑及包含本發明之除草劑的農藥組成物對莖葉、樹幹、果實、花(包含開花前、開花中,開花後)、穂或植物整個表面進行處理的方法。
作為土壤處理,可舉例如:土壤噴灑、土壤混和及對土壤灌注化學液。又,作為進行土壤處理的場所,可舉例如:植穴、條溝、植穴附近、條溝附近、栽培地的整個表面、植物根部、植株之間、樹幹下、主幹畦部、培土、育苗箱、育苗盤、苗床等。作為處理時期,可舉例如:播種前、播種時、播種後,育苗期、定植前、定植時及定植後的生育期等。又,在上述土壤處理中,亦可將本發明之除草劑及包含本發明之除草劑的農藥組成物混合至灑水液,可舉例如:注入灑水設備(灑水軟管(tube)、灑水硬管(pipe)、灑水器等)、混入條溝間漫灌液、混入水耕液等。又,可預先將灑水液與有效成分混合,例如,使用上述灑水方法及其以外的噴灑、漫灌等適當的灑水方法進行處理。
作為根部處理,可舉例如:將根部浸漬於含有本發明之除草劑及包含本發明之除草劑的農藥組成物的化學液的方法、及使含有本發明之除草劑及包含本發明之除草劑的農藥組成物的固體製劑附著於植物根部的方法。
作為沖淋處理,可舉例如:對植物的莖葉部等沖淋本發明之除草劑及包含本發明之除草劑的農藥組成物的稀釋液的方法。
作為煙熏處理,可舉例如:使本發明之除草劑及包含本發明之除草劑的農藥組成物的稀釋液呈霧狀而在空氣中飛散,以附著於植物莖葉部等的方法。
作為水面處理,可舉例如:對漫灌狀態的水田噴灑含有本發明之除草劑及包含本發明之除草劑的農藥組成物的化學液或固體製劑的方法。
作為種子處理,可舉例如:對種子或榮養繁殖器官進行本發明之除草劑及包含本發明之除草劑的農藥組成物的處理。上述榮養繁殖器官尤其為種薯(seed potato)。
作為水耕液處理,可舉例如:將含有本發明之除草劑及包含本發明之除草劑的農藥組成物的化學液或固體製劑混和或混入至水耕液的方法(水耕液混和處理、水耕液混入處理等)等。
亦可藉由局部處理(spot treatment)施用本發明之除草劑及包含本發明之除草劑的農藥組成物。局部處理係相對於將本發明之除草劑及包含本發明之除草劑的農藥組成物統一處理的概念而言,意指選擇性地對出現雜草之場所或可能出現雜草之場所噴灑本發明之除草劑及包含本發明之除草劑的農藥組成物的處理。「對場所進行處理」意指對已出現或可能出現雜草的植物或土壤進行處理。又,並非僅將一片栽培地中已出現雜草之場所或可能出現雜草之場所全部經選擇性地處理的情況視為局部處理。亦即,即使是栽培地的一部分經過表面處理的情況、或是已出現雜草之場所或可能出現雜草之場所的一部分未經本發明之除草劑及包含本發明之除草劑的農藥組成物進行處理的情況,只要一片栽培地中存在經過局部處理的場所,則包含於局部處理。
[實施例]
接著,以下述實施例詳細說明本發明化合物的製造方法、製劑方法以及用途,但本發明並不受該等實施例的任何限制。
此外,本發明化合物之物理性質的熔點係以Yanaco製MP-00V微量熔點測量裝置進行測量。折射率係使用ATAGO製阿貝折射計進行測量。
1H NMR光譜係使用日本電子製JNM-LA400 (400MHz)或JNM-ECS300 (300MHz),以四甲基矽烷(TMS)作為內部標準進行測量。
又,亦一併記載本發明化合物之製造中間體的製造例。
[實施例1]
5-[(5-氯嘧啶-2-基)氧基]-2,2-二氟-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮(本發明之化合物編號:A-0248)的製造:
(1) 2-溴-2,2-二氟-N-[2-羥基-6-(甲氧基甲氧基)苯基]乙醯胺的製造:
在冰冷下於2-胺基-3-(甲氧基甲氧基)苯酚11.1 g (65.6 mmol)、溴二氟乙酸乙酯14.6 g (71.9 mmol)、N,N-二甲基甲醯胺65 mL的混合物中加入氫化鈉3.14 g (72.0 mmol,含量:55%),一邊保持為該溫度一邊攪拌3小時。反應結束後,加入1N鹽酸使其為酸性後,以乙酸乙酯進行萃取。將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=1:1)進行純化,得到12.5 g (產率:58%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.76 (1H, br s), 8.52 (1H, s), 7.14 (1H, t), 6.77 - 6.73 (2H, m), 5.25 (2H, s), 3.51 (3H, s)。
(2) 2,2-二氟-5-(甲氧基甲氧基)-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將氫化鈉3.14 g (72.0 mmol,含量:55%)以正己烷清洗3次後,加入N,N-二甲基甲醯胺16 mL。在冰冷下加入2-溴-2,2-二氟-N-[2-羥基-6-(甲氧基甲氧基)苯基]乙醯胺11.5 g (35.3 mmol)、N,N-二甲基甲醯胺16 mL的混合物,在室溫下攪拌1小時。反應結束後,加入1N鹽酸使其為酸性後,以乙酸乙酯進行萃取。將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,得到7.39 g (產率:85%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.26 (1H, br s), 7.08 - 6.96 (2H, m), 6.86 (1H, dd), 5.26 (2H, s), 3.52 (3H, s)。
(3) 2,2-二氟-5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將2,2-二氟-5-(甲氧基甲氧基)-2H-苯并[b][1,4]噁嗪-3(4H)-酮3.69 g (15.1 mmol)、1-(2-溴乙基)-3-(三氟甲基)-1H-吡唑4.39 g (18.1 mmol)、碳酸鉀2.50 g (18.1 mmol)、N,N-二甲基甲醯胺30 mL的混合物以40℃攪拌6小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=3:1)進行純化,得到4.06 g (產率:66%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.42 (1H, d), 7.13 - 7.06 (2H, m), 6.85 (1H, dd), 6.42 (1H, d), 5.35 (2H, s), 4.65 - 4.53 (4H, m), 3.57 (3H, s)。
(4) 2,2-二氟-5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將2,2-二氟-5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮4.06 g (9.97 mmol)、3N鹽酸33.2 mL (99.6 mmol)、四氫呋喃20 mL的混合物以60℃攪拌8小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=3:1至1:1)進行純化,得到3.28 g (產率:91%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.04 (1H, br s), 7.50 (1H, d), 6.94 (1H, t), 6.72 (1H, dd), 6.66 (1H, dd), 6.49 (1H, d), 4.73 - 4.64 (4H, m)。
(5) 5-[(5-氯嘧啶-2-基)氧基]-2,2-二氟-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮(本發明之化合物編號:A-0248)的製造:
將2,2-二氟-5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮0.30 g (0.83 mmol)、2,5-二氯嘧啶0.14 g (0.94 mmol)、碳酸鉀0.13 g (0.94 mmol)、N,N-二甲基甲醯胺4.2 mL的混合物以80℃攪拌2小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=10:1至3:2)進行純化,得到0.36 g (產率:92%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.53 (2H, s), 7.39 (1H, d), 7.22 (1H, t), 7.14 (1H, dd), 6.99 (1H, dd), 6.39 (1H, d), 4.54 - 4.43 (4H, m)。
[實施例2]
5-[(5-氯吡啶-2-基)氧基]-2,2-二氟-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮(本發明之化合物編號:A-0578)的製造:
將2,2-二氟-5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮0.15 g (0.41 mmol)、5-氯-2-氟吡啶0.081 g (0.62 mmol)、碳酸鉀0.086 g (0.62 mmol)、N,N-二甲基甲醯胺0.8 mL的混合物以100℃攪拌12小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=5:2至1:1)進行純化,得到0.054 g (產率:28%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.12 (1H, d), 7.75 (1H, dd), 7.36 (1H, d), 7.20 - 7.06 (3H, m), 6.89 (1H, dd), 6.41 (1H, d), 4.49 (4H, s)。
[實施例3]
5-[(5-氯嘧啶-2-基)氧基]-2-氟-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮(本發明之化合物編號:A-0053)的製造:
(1) 2-氟-5-(甲氧基甲氧基)-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將氫化鈉0.52 g (12 mmol,含量:55%)以正己烷清洗3次後,加入N,N-二甲基甲醯胺30 mL。在冰冷下加入2-胺基-3-(甲氧基甲氧基)苯酚1.0 g (5.9 mmol)、溴氟乙酸乙酯1.2 g (6.5 mmol),一邊保持為該溫度一邊攪拌3小時。反應結束後,加入1N鹽酸使其為酸性後,以乙酸乙酯進行萃取。將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,將所得到之殘渣以正己烷進行清洗,得到1.1 g (產率:82%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.13 (1H, br s), 7.00 (1H, t), 6.93 (1H, dd), 6.84 (1H, dd), 6.03 (1H, dd), 5.25 (2H, s), 3.51 (3H, s)。
(2) 2-氟-5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將2-氟-5-(甲氧基甲氧基)-2H-苯并[b][1,4]噁嗪-3(4H)-酮1.07 g (4.71 mmol)、1-(2-溴乙基)-3-(三氟甲基)-1H-吡唑1.37 g (5.64 mmol)、碳酸鉀0.78 g (5.65 mmol)、N,N-二甲基甲醯胺9.4 mL的混合物以40℃攪拌20小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到1.20 g (產率:65%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.41 (1H, d), 7.09 - 7.00 (2H, m), 6.83 (1H, dd), 6.43 (1H, d), 6.00 (1H, d), 5.35 (2H, dd), 4.61 - 4.49 (4H, m), 3.56 (3H, s)。
(3) 2-氟-5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮的製造:
將2-氟-5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮1.20 g (3.08 mmol)、3N鹽酸10.3 mL (30.9 mmol)、四氫呋喃15 mL的混合物以60℃攪拌4小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:3至1:1)進行純化,得到0.92 g (產率:86%)的目標物。
1H-NMR數據(300MHz,DMSO-d
6/TMS δ (ppm)): 10.62 (1H, s), 7.78 (1H, d), 6.98 (1H, t), 6.73 (1H, dd), 6.67 (1H, dd), 6.59 (1H, d), 6.24 (1H, d), 4.68 - 4.36 (4H, m)。
(4) 5-[(5-氯嘧啶-2-基)氧基]-2-氟-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮(本發明之化合物編號:A-0053)的製造:
將2-氟-5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-2H-苯并[b][1,4]噁嗪-3(4H)-酮0.20 g (0.58 mmol)、2,5-二氯嘧啶0.095 g (0.64 mmol)、碳酸鉀0.088 g (0.64 mmol)、N,N-二甲基甲醯胺2.9 mL的混合物在室溫下攪拌16小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=4:1至3:2)進行純化,得到0.25 g (產率:94%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.52 (2H, s), 7.38 (1H, d), 7.18 (1H, t), 7.11 (1H, dd), 6.93 (1H, dd), 6.39 (1H, d), 5.99 (1H, d), 4.55 - 4.34 (4H, m)。
[實施例4]
5-[(5-氯嘧啶-2-基)氧基]-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮(本發明之化合物編號:A-0421)的製造:
(1) 1-[3-(甲氧基甲氧基)-2-硝基苯氧基]環丙烷-1-羧酸甲酯的製造:
在冰冷下於1-氟-3-(甲氧基甲氧基)-2-硝苯3.00 g (14.9 mmol)、1-羥基環丙烷-1-羧酸甲酯2.08 g (17.9 mmol)、N,N-二甲基甲醯胺30 mL的混合物中加入氫化鈉0.78 g (17.9 mmol,含量:55%),在室溫下攪拌16小時。將1-羥基環丙烷-1-羧酸甲酯1.73 g (14.9 mmol)、氫化鈉0.65 g (14.9 mmol,含量:55%)追加至反應混合物中,再於室溫下攪拌4小時。反應結束後,加入1N鹽酸使其為酸性後,以乙酸乙酯進行萃取。將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=4:1至3:2)進行純化,得到1.11 g (產率:25%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.27 (1H, t), 6.88 (1H, dd), 6.71 (1H, dd), 5.22 (2H, s), 3.74 (3H, s), 3.48 (3H, s), 1.65 - 1.60 (2H, m), 1.38 - 1.34 (2H, m)。
(2) 5-(甲氧基甲氧基)螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮的製造:
將1-[3-(甲氧基甲氧基)-2-硝基苯氧基]環丙烷-1-羧酸甲酯1.11 g (3.73 mmol)、10%鈀碳0.110g、甲醇19 mL的混合物在氫氣環境下、室溫下攪拌4小時。反應結束後,將反應混合物以矽藻土過濾,並將濾液在減壓下進行濃縮,得到0.920g 的1-[2-胺基-3-(甲氧基甲氧基)苯氧基]環丙烷-1-羧酸甲酯與目標物的混合物。於所得到之混合物中加入甲苯10 mL,並加熱迴流2小時。反應結束後,將反應混合物以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=4:1至3:2)進行純化,得到0.760 g (產率:87%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.84 (1H, br s), 6.87 (1H, t), 6.80 (1H, dd), 6.55 (1H, dd), 5.22 (2H, s), 3.51 (3H, s), 1.47 - 1.42 (2H, m), 1.25 - 1.21 (2H, m)。
(3) 5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮的製造:
將5-(甲氧基甲氧基)螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮0.76 g (3.2 mmol)、1-(2-溴乙基)-3-(三氟甲基)-1H-吡唑0.94 g (3.9 mmol)、碳酸鉀0.54 g (3.9 mmol)、N,N-二甲基甲醯胺6 mL的混合物以40℃攪拌22小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到0.64 g (產率:50%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.42 (1H, d), 6.97 - 6.91 (2H, m), 6.61 - 6.55 (1H, m), 6.40 (1H, d), 5.33 (2H, s), 4.58 - 4.45 (4H, m), 3.56 (3H, s), 1.35 - 1.26 (2H, m), 1.25 - 1.16 (2H, m)。
(4) 5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮的製造:
將5-(甲氧基甲氧基)-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮0.64 g (1.6 mmol)、3N鹽酸5.4 mL (16 mmol)、四氫呋喃16 mL的混合物以60℃攪拌4小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,得到0.57 g (產率:100%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.46 (1H, d), 6.83 (1H, t), 6.76 (1H, br s), 6.51 (1H, dd), 6.48 (1H, dd), 6.42 (1H, d), 4.60 (4H, br s), 1.30 - 1.23 (2H, m), 1.21 - 1.13 (2H, m)。
(5) 5-[(5-氯嘧啶-2-基)氧基]-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮(本發明之化合物編號:A-0421)的製造:
將5-羥基-4-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}螺[苯并[b][1,4]噁嗪-2,1’-環丙烷]-3(4H)-酮0.20 g (0.57 mmol)、2,5-二氯嘧啶0.093 g (0.62 mmol)、碳酸鉀0.086 g (0.62 mmol)、N,N-二甲基甲醯胺2.8 mL的混合物在室溫下攪拌16小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=3:1至1:1)進行純化,得到0.22 g (產率:83%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.52 (2H, s), 7.38 (1H, d), 7.06 (1H, t), 6.86 - 6.82 (2H, m), 6.38 (1H, d), 4.51 (2H, t), 4.33 (2H, t), 1.35 - 1.19 (4H, m)。
[實施例5]
8-[(5-氯嘧啶-2-基)氧基]-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮(本發明之化合物編號:B-0055)的製造:
(1) 2,2,2-三氟-1-(3-甲氧基-2-硝苯基)乙烷-1-醇的製造:
在冰冷下於3-甲氧基-2-硝基苯甲醛6.69 g (36.9 mmol)、(三氟甲基)三甲基矽烷6.30 g (44.3 mmol)、四氫呋喃74 mL的混合物中加入氟化四丁銨3.69 mL (1 mol/L四氫呋喃溶液,3.69 mmol),在室溫下攪拌3小時。反應結束後,加入1N鹽酸使其為酸性後,以乙酸乙酯進行萃取。將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,得到9.42 g (產率:定量的)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.52 (1H, t), 7.36 (1H, d), 7.12 (1H, d), 5.20 (1H, q), 3.92 (3H, s), 3.17 (1H, br s)。
(2) 1-(2-胺基-3-甲氧基苯基)-2,2,2-三氟乙烷-1-醇的製造:
將2,2,2-三氟-1-(3-甲氧基-2-硝苯基)乙烷-1-醇5.00 g (19.9 mmol)、10%鈀碳0.250g、甲醇20 mL的混合物在氫氣環境下、室溫下攪拌6小時。反應結束後,將反應混合物以矽藻土過濾,並將濾液在減壓下進行濃縮,得到4.17 g (產率:95%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 6.88 - 6.82 (3H, m), 5.07 (1H, q), 3.87 (3H, s)。
(3) 8-甲氧基-4-(三氟甲基)-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮的製造:
將1-(2-胺基-3-甲氧基苯基)-2,2,2-三氟乙烷-1-醇4.17 g (18.9 mmol)、1,1’-羰基二咪唑3.67 g (22.6 mmol)、四氫呋喃38 mL的混合物進行加熱迴流6小時。加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,將所得到之殘渣以二異丙醚進行清洗,得到1.80 g (產率:39%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.48 (1H, br s), 7.08 (1H, t), 6.94 (1H, d), 6.85 (1H, d), 5.62 (1H, q), 3.92 (3H, s)。
(4) 8-甲氧基-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮的製造:
將8-甲氧基-4-(三氟甲基)-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮1.0 g (4.1 mmol)、1-(2-溴乙基)-3-(三氟甲基)-1H-吡唑1.2 g (4.9 mmol)、碳酸鉀0.84 g (6.1 mmol)、N,N-二甲基甲醯胺4 mL的混合物以80℃攪拌16小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至3:2)進行純化,得到0.43 g (產率:26%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.49 (1H, d), 7.17 (1H, t), 7.03 (1H, d), 6.85 (1H, d), 6.48 (1H, d), 5.41 (1H, q), 4.64 (2H, t), 4.46 - 4.30 (2H, m), 3.97 (3H, s)。
(5) 8-羥基-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮的製造:
在冰冷下於8-甲氧基-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮0.43 g (1.1 mmol)、二氯甲烷3 mL的混合物中加入三溴化硼2.1 mL (1 mol/L二氯甲烷溶液,2.1 mmol),在密封管中以40℃攪拌4小時。反應結束後,加入1N鹽酸,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=3:1至1:1)進行純化,得到0.34 g (產率:82%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.73 (1H, br s), 7.57 (1H, d), 7.02 (1H, t), 6.93 (1H, d), 6.78 (1H, d), 6.53 (1H, d), 5.37 (1H, q), 4.88 - 4.78 (1H, m), 4.68 - 4.55 (2H, m), 4.43 - 4.36 (1H, m)。
(6) 8-[(5-氯嘧啶-2-基)氧基]-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮(本發明之化合物編號:B-0055)的製造:
將8-羥基-4-(三氟甲基)-1-{2-[3-(三氟甲基)-1H-吡唑-1-基]乙基}-1,4-二氫-2H-苯并[d][1,3]噁嗪-2-酮0.34 g (0.86 mmol)、2,5-二氯嘧啶0.14 g (0.94 mmol)、碳酸鉀0.13 g (0.94 mmol)、N,N-二甲基甲醯胺4.3 mL的混合物在室溫下攪拌16小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到0.35 g (產率:80%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.53 (2H, s), 7.50 (1H, d), 7.29 - 7.18 (3H, m), 6.42 (1H, d), 5.53 (1H, q), 4.67 - 4.52 (2H, m), 4.33 - 4.19 (2H, m)。
[實施例6]
8-[(5-氯嘧啶-2-基)氧基]-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮(本發明之化合物編號:C-0026)的製造:
(1) 8-甲氧基-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮的製造:
將依據國際公開第2021/094416號公報記載的方法所製造之6-甲氧基-N
1-(4,4,4-三氟丁基)苯-1,2-二胺3.89 g (15.7 mmol)、三氟丙酮酸乙酯5.33 g (31.3 mmol)、三乙胺1.59 g (15.7 mmol)、甲苯80 mL的混合物以100℃攪拌9.5小時。在室溫下冷卻後,在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到粗製生成物。將所得到之粗製生成物以二異丙醚、正己烷進行清洗,得到的目標物1.84 g (產率:33%)。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.61 (1H, d), 7.37 (1H, t), 7.23 (1H, d), 4.65 (2H, t), 3.99 (3H, s), 2.36 - 2.07 (4H, m)。
(2) 8-羥基-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮的製造:
在冰冷下於8-甲氧基-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮1.13 g (3.19 mmol)、二氯甲烷10 mL的混合物中加入三溴化硼7.97 mL (1 mol/L二氯甲烷溶液,7.97 mmol),在室溫下攪拌6小時。再於反應混合物中加入三溴化硼7.97 mL (1 mol/L二氯甲烷溶液,7.97 mmol),在室溫下攪拌65小時。反應結束後,將反應溶液注入冰水中,過濾取得析出之固體。將所得到之固體以水、正己烷依序清洗,得到的目標物0.81 g (產率:75%)。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.61 (1H, d), 7.27 (1H, t), 7.11 (1H, d), 5.99 (1H, s), 4.70 (2H, t), 2.31 - 2.12 (4H, m)。
(3) 8-[(5-氯嘧啶-2-基)氧基]-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮(本發明之化合物編號:C-0026)的製造:
將8-羥基-1-(4,4,4-三氟丁基)-3-(三氟甲基)喹噁啉-2(1H)-酮0.25 g (0.73 mmol)、2,5-二氯嘧啶0.13 g (0.87 mmol)、碳酸鉀0.15 g (1.1 mmol)、N,N-二甲基乙醯胺3 mL的混合物以80℃攪拌7.5小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到0.26 g (產率:78%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.54 (2H, s), 7.98 - 7.93 (1H, m), 7.46 - 7.43 (2H, m), 4.47 (2H, t), 2.27 - 2.11 (2H, m), 2.01 - 1.90 (2H, m)。
[實施例7]
8-[(5-氯嘧啶-2-基)氧基]-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮(本發明之化合物編號:C-0150)的製造:
(1) 4,4,4-三氟-N-(2-甲氧基苯基)-3-側氧基丁醯胺的製造:
將2-甲氧基苯胺2.36 g (19.2 mmol)、4,4,4-三氟乙醯乙酸乙酯3.53 g (19.2 mmol)、三乙胺3.88 g (38.3 mmol)、甲苯16 mL的混合物進行加熱迴流5小時。反應結束後,加入2N鹽酸,以二氯甲烷進行萃取,將所得到之有機層以飽和碳酸氫鈉水溶液、飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,得到3.50 g (產率:70%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.30 (1H, d), 7.80 (1H, br s), 7.12 (1H, t), 6.99 (1H, t), 6.91 (1H, d), 5.67 (1H, s), 3.91 (3H, s)。
(2) 8-甲氧基-4-(三氟甲基)喹啉-2(1H)-酮的製造:
將4,4,4-三氟-N-(2-甲氧基苯基)-3-側氧基丁醯胺3.50 g (13.4 mmol)、多磷酸8.30 mL的混合物以90℃攪拌6小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和碳酸氫鈉水溶液進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,得到2.90 g (產率:89%)的粗製之目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 9.32 (1H, br s), 7.41 (1H, d), 7.23 (1H, t), 7.08 - 7.06 (2H, m), 4.01 (3H, s)。
(3) 8-甲氧基-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮的製造:
將8-甲氧基-4-(三氟甲基)喹啉-2(1H)-酮0.90 g (3.7 mmol)、1,1,1-三氟-4-碘丁烷1.3 g (5.5 mmol)、碳酸鉀0.77 g (5.6 mmol)、N,N-二甲基甲醯胺30 mL的混合物在室溫下攪拌7小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到0.45 g (產率:34%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 7.48 (1H, d), 7.27 (1H, t), 7.18 (1H, d), 7.10 (1H, s), 4.56 (2H, t), 3.97 (3H, s), 2.28 - 2.11 (4H, m)。
(4) 8-羥基-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮的製造:
在冰冷下於8-甲氧基-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮0.21 g (0.59 mmol)、二氯甲烷1 mL的混合物中加入三溴化硼(1 mol/L二氯甲烷溶液)4.8 mL,在室溫下攪拌24小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=3:1至1:1)進行純化,得到0.20 g (產率:99%)的目標物。
(5) 8-[(5-氯嘧啶-2-基)氧基]-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮(本發明之化合物編號:C-0150)的製造:
將8-羥基-1-(4,4,4-三氟丁基)-4-(三氟甲基)喹啉-2(1H)-酮0.31 g (0.91 mmol)、2,5-二氯嘧啶0.15 g (1.0 mmol)、碳酸鉀0.15 g (1.1 mmol)、N,N-二甲基乙醯胺10 mL的混合物以60℃攪拌4小時。反應結束後,加入水,以乙酸乙酯進行萃取,將所得到之有機層以飽和食鹽水進行清洗,並以無水硫酸鎂進行乾燥。在減壓下餾去溶劑,以矽膠管柱層析法(展開溶劑,正己烷:乙酸乙酯=7:1至2:1)進行純化,得到0.12 g (產率:29%)的目標物。
1H-NMR數據(300MHz, CDCl
3/TMS δ (ppm)): 8.53 (2H, s), 7.83 - 7.79 (1H, m), 7.35 (2H, d), 7.14 (1H, s), 4.44 (2H, t), 2.26 - 2.10 (2H, m), 2.01 - 1.90 (2H, m)。
將依據前述實施例所合成之本發明化合物[I]的物理性質包含前述實施例中的值顯示於以下表32~表38。此外,表中的化合物編號及記號表示與前述相同的含義。
【表32】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
A-0001 | 176-177 | |
A-0005 | 146-148 | |
A-0023 | 135-138 | |
A-0030 | 227-230 | |
A-0035 | 1.5418 | |
A-0053 | 1.5483 | |
A-0060 | 153-154 | |
A-0065 | 65-67 | |
A-0066 | 72-74 | |
A-0068 | 70-72 | |
A-0069 | 1.5425 | |
A-0070 | 98-101 | |
A-0072 | 92-94 | |
A-0073 | 70-73 | |
A-0076 | 86-89 | |
A-0079 | 84-87 | |
A-0089 | 85-87 | |
A-0090 | 76-78 | |
A-0091 | 78-80 | |
A-0093 | 99-102 | |
A-0096 | 72-74 | |
A-0098 | 67-70 | |
A-0102 | 1.4986 | |
A-0104 | 1.5049 | |
A-0106 | 92-95 | |
A-0109 | 89-91 | |
A-0110 | 1.5320 | |
A-0111 | 1.5254 | |
A-0113 | 67-69 | |
A-0115 | 77-80 | |
A-0116 | 98-101 | |
A-0118 | 1.5403 | |
A-0120 | 172-175 | |
A-0153 | 1.5238 | |
A-0154 | 1.5310 | |
A-0170 | 150-153 | |
A-0171 | 110-111 | |
A-0172 | 125-128 | |
A-0173 | 121-123 | |
A-0174 | 1.5358 | |
A-0176 | 80-83 | |
A-0177 | 102-105 | |
A-0178 | 147-149 |
【表33】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
A-0209 | 1.5412 | |
A-0210 | 1.5355 | |
A-0248 | 93-95 | |
A-0249 | 85-88 | |
A-0250 | 1.5501 | |
A-0252 | 89-91 | |
A-0254 | 111-114 | |
A-0255 | 117-119 | |
A-0259 | 93-96 | |
A-0263 | 130-131 | |
A-0273 | 58-61 | |
A-0276 | 89-91 | |
A-0277 | 109-111 | |
A-0278 | 124-127 | |
A-0304 | 123-126 | |
A-0305 | 84-87 | |
A-0306 | 116-118 | |
A-0307 | 108-110 | |
A-0327 | 1.5467 | |
A-0351 | 1.5199 | |
A-0395 | 1.5226 | |
A-0413 | 80-83 | |
A-0421 | 119-121 | |
A-0442 | 187-189 | |
A-0446 | 135-136 | |
A-0462 | 207-210 | |
A-0466 | 147-150 | |
A-0489 | 127-130 | |
A-0490 | 103-106 | |
A-0491 | 126-129 | |
A-0497 | 1.5216 | |
A-0501 | 111-113 | |
A-0502 | 1.5532 | |
A-0512 | 83-85 | |
A-0520 | 114-116 | |
A-0530 | 96-99 | |
A-0538 | 98-100 | |
A-0544 | 1.5166 | |
A-0545 | 1.5047 | |
A-0547 | 1.5632 | |
A-0554 | 108-111 | |
A-0555 | 135-136 | |
A-0560 | 109-111 |
【表34】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
A-0561 | 81-84 | |
A-0563 | 87-90 | |
A-0564 | 114-116 | |
A-0565 | 99-102 | |
A-0568 | 125-126 | |
A-0571 | 75-78 | |
A-0578 | 72-74 | |
A-0579 | 147-150 | |
A-0581 | 95-96 | |
A-0582 | 138-141 | |
A-0584 | 104-107 | |
A-0593 | 107-110 | |
A-0595 | 128-130 | |
A-0596 | 117-120 | |
A-0597 | 153-156 | |
A-0570 | 146-148 | |
A-0684 | 117-120 | |
A-0688 | 169-171 | |
A-0692 | 139-142 | |
A-0693 | 1.5165 | |
A-0694 | 1.5308 | |
A-0695 | 86-88 | |
A-0696 | 90-93 | |
A-0697 | 96-99 | |
A-0698 | 84-87 | |
A-0699 | 57-59 | |
A-0700 | 88-91 | |
A-0701 | 81-83 | |
A-0702 | 101-102 | |
A-0703 | 97-100 | |
A-0704 | 80-83 | |
A-0705 | 91-94 | |
A-0706 | 1.5643 | |
A-0707 | 80-82 | |
A-0708 | 76-78 | |
A-0709 | 100-102 | |
A-0710 | 1.5436 | |
A-0711 | 93-96 | |
A-0712 | 124-126 | |
A-0713 | 83-85 | |
A-0714 | 159-161 | |
A-0715 | 82-84 | |
A-0716 | 115-118 |
【表35】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
A-0717 | 105-108 | |
A-0718 | 144-146 | |
A-0719 | 120-123 | |
A-0720 | 1.5367 | |
A-0721 | 104-107 | |
A-0722 | 102-103 | |
A-0723 | 53-56 | |
A-0724 | 112-115 | |
A-0725 | 95-97 | |
A-0726 | 77-79 | |
A-0727 | 124-127 | |
A-0728 | 138-141 | |
A-0729 | 64-66 | |
A-0730 | 83-86 | |
A-0731 | 87-89 | |
A-0732 | 1.5205 | |
A-0733 | 86-88 | |
A-0734 | 113-116 | |
A-0735 | 76-79 | |
A-0736 | 123-126 | |
A-0737 | 110-113 | |
A-0738 | 75-78 | |
A-0739 | 107-110 | |
A-0740 | 135-138 | |
A-0741 | 65-68 | |
A-0742 | 139-141 | |
A-0743 | 137-140 | |
A-0744 | 114-116 | |
A-0745 | 106-108 | |
A-0746 | 125-128 | |
A-0747 | 165-168 | |
A-0748 | 99-101 | |
A-0749 | 81-83 | |
A-0750 | 170-173 | |
A-0751 | 80-83 | |
A-0752 | 95-98 | |
A-0753 | 1.4950 | |
A-0754 | 103-105 | |
A-0755 | 110-113 | |
A-0757 | 121-122 | |
A-0758 | 134-137 | |
A-0759 | 105-106 | |
A-0760 | 94-96 |
【表36】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
A-0761 | 137-140 | |
A-0762 | 118-119 | |
A-0763 | 157-160 | |
A-0764 | 122-125 | |
A-0765 | 137-139 | |
A-0766 | 116-118 | |
A-0767 | 133-136 | |
A-0768 | 127-129 | |
A-0769 | 133-135 | |
A-0770 | 100-103 | |
A-0771 | 204-207 | |
A-0772 | 1.5368 | |
A-0773 | 1.5235 | |
A-0774 | 165-168 | |
A-0775 | 110-113 | |
A-0776 | 116-119 | |
A-0777 | 116-118 | |
A-0778 | 91-94 | |
A-0779 | 153-156 | |
A-0780 | 128-131 | |
A-0781 | 122-125 | |
A-0782 | 116-118 | |
A-0783 | 130-133 | |
A-0784 | 171-173 | |
A-0785 | 1.5300 | |
A-0786 | 93-96 | |
A-0787 | 78-81 | |
A-0788 | 121-124 | |
A-0789 | 1.5646 | |
A-0790 | 100-103 | |
A-0791 | 114-116 | |
A-0792 | 164-167 | |
A-0793 | 75-78 | |
A-0794 | 1.5270 |
【表37】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
B-0003 | 162-164 | |
B-0037 | 147-150 | |
B-0055 | 1.5249 | |
B-0084 | 140-143 | |
B-0095 | 140-143 | |
B-0096 | 125-127 | |
B-0154 | 1.5086 | |
B-0166 | 118-120 | |
B-0167 | 152-155 | |
B-0216 | 105-108 | |
B-0226 | 168-170 | |
B-0227 | 148-150 | |
B-0228 | 160-163 | |
B-0229 | 141-144 | |
B-0234 | 137-139 | |
B-0269 | 120-122 | |
B-0286 | 124-127 | |
B-0339 | 1.5589 | |
B-0342 | 167-170 | |
B-0343 | 160-163 | |
B-0344 | 97-100 | |
B-0345 | 111-114 | |
B-0346 | 120-123 | |
B-0347 | 122-124 | |
B-0348 | 119-122 | |
B-0349 | 145-148 | |
B-0350 | 147-149 | |
B-0351 | 154-157 | |
B-0352 | 168-170 | |
B-0353 | 112-115 |
【表38】
化合物編號 | 物理性質 | |
熔點(℃) | 折射率(n D 20) | |
C-0026 | 116-119 | |
C-0059 | 258-260 | |
C-0060 | 227-229 | |
C-0090 | 146-147 | |
C-0150 | 154-157 |
接著,針對使用以上述方式所製造的本發明之稠合雜環衍生物或其農業上可接受的鹽的本發明之除草劑的製劑例進行具體說明。然而,化合物、添加劑的種類及摻合比例並不僅限於此,而可廣範圍地進行變更。又,在以下的說明中,「份」意為質量份。
[製劑例1] 乳劑
表1~表31及表32~表38所記載的各化合物 10份
環己酮 30份
聚氧乙烯烷基芳基醚 11份
烷基苯磺酸鈣 4份
甲萘 45份
將以上成分均勻地溶解而形成乳劑。
[製劑例2] 水合劑
表1~表31及表32~表38所記載的各化合物 10份
萘磺酸福馬林縮合物鈉鹽 0.5份
聚氧乙烯烷基芳基醚 0.5份
矽藻土 24份
黏土 65份
將以上成分均勻地混合粉碎而形成水合劑。
[製劑例3] 粉劑
表1~表31及表32~表38所記載的各化合物 2份
矽藻土 5份
黏土 93份
將以上成分均勻地混合粉碎而形成粉劑。
[製劑例4] 粒劑
表1~表31及表32~表38所記載的各化合物 5份
月桂醇硫酸酯之鈉鹽 2份
木質磺酸鈉 5份
羧甲纖維素 2份
黏土 86份
將以上成分均勻地混合粉碎。於該混合物中加入相當於20份水的量並進行揉合,使用擠製式造粒機加工成14~32網目的粒狀後,使其乾燥而形成粒劑。
[製劑例5] 水懸劑
表1~表31及表32~表38所記載的各化合物 20份
聚氧乙烯苯乙烯化苯基醚硫酸鹽 4份
乙二醇 7份
聚矽氧AF-118N(旭化成工業股份有限公司製) 0.02份
水 68.98份
以高速攪拌機將以上成分混合30分鐘後,以濕式粉碎機進行粉碎而形成水懸劑。
[製劑例6] 顆粒水合劑
表1~表31及表32~表38所記載的各化合物 10份
木質磺酸鈉 5份
聚氧乙烯烷基芳基醚 1份
多羧酸鈉 3份
白碳 5份
預糊化澱粉 1份
碳酸鈣 65份
水 10份
將以上成分混合揉合而造粒。以流動層乾燥機使所得到之粒狀物乾燥,得到顆粒水合劑。
接著,針對使用將以上述方式所製造的本發明之稠合雜環衍生物或其農業上可接受的鹽作為有效成分之製劑的本發明之除草劑的除草活性進行具體說明。
[試驗例1]土壤處理中對於稗草的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種稗草的種子。將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量噴灑於土壤整個表面。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
土壤處理中,對稗草具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0060、A-0065、A-0066、A-0068、A-0069、A-0070、A-0072、A-0073、A-0076、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0154、A-0170、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0560、A-0561、A-0563、A-0564、A-0565、A-0571、A-0578、A-0579、A-0581、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0696、A-0697、A-0700、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0709、A-0710、A-0711、A-0712、A-0713、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0741、A-0745、A-0746、A-0747、A-0748、A-0749、A-0751、A-0752、A-0755、A-0757、A-0758、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0770、A-0772、A-0773、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0786、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0154、B-0167、B-0216、B-0227、B-0228、B-0234、B-0342、B-0343、B-0344、B-0345、B-0346、B-0349、B-0350、B-0353、C-0026。
[試驗例2]土壤處理中對於義大利黑麥草的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種義大利黑麥草的種子。將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量噴灑於土壤整個表面。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
土壤處理中,對義大利黑麥草具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0060、A-0065、A-0066、A-0068、A-0069、A-0070、A-0072、A-0073、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0154、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0578、A-0581、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0709、A-0710、A-0711、A-0712、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0728、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0741、A-0745、A-0746、A-0747、A-0748、A-0749、A-0751、A-0752、A-0755、A-0757、A-0758、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0770、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0786、A-0788、A-0791、B-0003、B-0037、B-0055、B-0154、B-0167、B-0216、B-0226、B-0227、B-0228、B-0234、B-0269、B-0344、B-0345、B-0346、B-0349、B-0350、B-0353、C-0026。
[試驗例3]土壤處理中對於莔麻的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種莔麻的種子。將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量噴灑於土壤整個表面。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
土壤處理中,對莔麻具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0060、A-0065、A-0066、A-0068、A-0072、A-0073、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0118、A-0153、A-0154、A-0170、A-0171、A-0172、A-0174、A-0176、A-0177、A-0178、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0560、A-0561、A-0563、A-0564、A-0565、A-0571、A-0578、A-0581、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0699、A-0701、A-0702、A-0703、A-0704、A-0705、A-0710、A-0711、A-0712、A-0713、A-0717、A-0718、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0745、A-0746、A-0747、A-0748、A-0749、A-0751、A-0752、A-0755、A-0757、A-0758、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0770、A-0772、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0782、A-0783、A-0786、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0154、B-0167、B-0216、B-0234、B-0342、B-0343、B-0344、B-0346、B-0349、B-0353。
[試驗例4]土壤處理中對於反枝莧的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種反枝莧的種子。將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量噴灑於土壤整個表面。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
土壤處理中,對反枝莧具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0060、A-0065、A-0066、A-0068、A-0069、A-0070、A-0072、A-0073、A-0076、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0154、A-0170、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0209、A-0210、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0442、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0568、A-0571、A-0578、A-0579、A-0581、A-0582、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0696、A-0697、A-0699、A-0700、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0708、A-0709、A-0710、A-0711、A-0712、A-0713、A-0714、A-0715、A-0716、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0728、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0741、A-0742、A-0743、A-0744、A-0745、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0754、A-0755、A-0757、A-0758、A-0759、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0771、A-0772、A-0774、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0784、A-0785、A-0786、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0084、B-0096、B-0154、B-0166、B-0167、B-0216、B-0226、B-0227、B-0228、B-0234、B-0269、B-0342、B-0343、B-0344、B-0345、B-0346、B-0349、B-0350、B-0353、C-0026、C-0090。
[試驗例5]莖葉處理中對於稗草的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種稗草的種子,於溫室內進行栽培。約2星期後,將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量對盆內的雜草進行莖葉噴灑。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
莖葉處理中,對稗草具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0065、A-0066、A-0068、A-0073、A-0089、A-0090、A-0091、A-0093、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0153、A-0154、A-0171、A-0172、A-0174、A-0176、A-0177、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0560、A-0561、A-0563、A-0564、A-0565、A-0578、A-0579、A-0581、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0701、A-0702、A-0703、A-0704、A-0705、A-0709、A-0710、A-0711、A-0712、A-0717、A-0718、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0744、A-0746、A-0747、A-0748、A-0749、A-0751、A-0752、A-0755、A-0757、A-0758、A-0760、A-0761、A-0763、A-0764、A-0765、A-0767、A-0768、A-0770、A-0775、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0786、A-0788、A-0791、B-0003、B-0037、B-0055、B-0167、B-0216、B-0234、B-0342、B-0346、B-0349、B-0353、C-0026。
[試驗例6]莖葉處理中對於義大利黑麥草的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種義大利黑麥草的種子,於溫室內進行栽培。約2星期後,將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量對盆內的雜草進行莖葉噴灑。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
莖葉處理中,對義大利黑麥草具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0065、A-0066、A-0068、A-0073、A-0089、A-0090、A-0091、A-0093、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0118、A-0153、A-0154、A-0171、A-0172、A-0174、A-0176、A-0177、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0278、A-0304、A-0305、A-0306、A-0307、A-0351、A-0421、A-0446、A-0466、A-0490、A-0491、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0560、A-0561、A-0563、A-0564、A-0565、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0701、A-0704、A-0705、A-0710、A-0711、A-0712、A-0717、A-0718、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0732、A-0734、A-0735、A-0736、A-0738、A-0746、A-0748、A-0749、A-0751、A-0752、A-0755、A-0757、A-0758、A-0760、A-0763、A-0764、A-0765、A-0767、A-0770、A-0775、A-0777、A-0778、A-0780、A-0781、A-0782、A-0786、A-0788、A-0791、B-0003、B-0055、B-0216、B-0234、B-0342、B-0349、C-0026。
[試驗例7]莖葉處理中對於莔麻的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種莔麻的種子,於溫室內進行栽培。約2星期後,將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量對盆內的雜草進行莖葉噴灑。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
莖葉處理中,對莔麻具有除草效果的化合物為化合物A-0023、A-0035、A-0053、A-0065、A-0066、A-0068、A-0069、A-0070、A-0072、A-0073、A-0076、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0154、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0209、A-0210、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0421、A-0442、A-0446、A-0462、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0571、A-0578、A-0579、A-0581、A-0582、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0696、A-0697、A-0698、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0708、A-0709、A-0710、A-0711、A-0712、A-0713、A-0715、A-0717、A-0718、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0741、A-0744、A-0745、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0753、A-0755、A-0757、A-0758、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0771、A-0772、A-0775、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0785、A-0786、A-0788、A-0791、A-0792、B-0037、B-0055、B-0166、B-0167、B-0216、B-0227、B-0228、B-0234、B-0342、B-0344、B-0346、C-0026。
[試驗例8]莖葉處理中對於反枝莧的除草活性確認試驗:
在容量約340 cm
3的塑膠盆中填充旱地土壤,以播種深度1 cm播種反枝莧的種子,於溫室內進行栽培。約2星期後,將依據製劑例2所製備的水合劑以供試化合物的藥量每1公頃為1000 g的方式用水稀釋,以小型噴霧器將相當於每1公頃1000公升的噴灑水量對盆內的雜草進行莖葉噴灑。之後於溫室內繼續培育,在處理後約20天後確認除草效果。
莖葉處理中,對反枝莧具有除草效果的化合物為化合物A-0001、A-0023、A-0035、A-0053、A-0060、A-0065、A-0066、A-0068、A-0069、A-0070、A-0072、A-0073、A-0076、A-0079、A-0089、A-0090、A-0091、A-0093、A-0096、A-0098、A-0102、A-0104、A-0106、A-0109、A-0110、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0154、A-0170、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0209、A-0210、A-0248、A-0249、A-0250、A-0252、A-0254、A-0255、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0351、A-0395、A-0413、A-0421、A-0442、A-0446、A-0462、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0512、A-0520、A-0530、A-0538、A-0544、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0568、A-0571、A-0578、A-0579、A-0581、A-0582、A-0584、A-0593、A-0595、A-0596、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0695、A-0696、A-0697、A-0698、A-0699、A-0700、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0708、A-0709、A-0710、A-0711、A-0712、A-0713、A-0715、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0728、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0738、A-0739、A-0740、A-0741、A-0742、A-0743、A-0744、A-0745、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0753、A-0754、A-0755、A-0757、A-0758、A-0759、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0771、A-0774、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0784、A-0785、A-0786、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0084、B-0095、B-0096、B-0154、B-0166、B-0167、B-0216、B-0226、B-0227、B-0228、B-0234、B-0269、B-0342、B-0343、B-0344、B-0345、B-0346、B-0349、B-0350、B-0353、C-0026、C-0090、C-0150。
[試驗例9]水面施用中對於稻稗的除草活性確認試驗:
在50 cm
2塑膠盆中填充水田土壤,碎土整平後,播種稻稗的種子,並漫灌至水深3 cm。第二天,將依據製劑例2所製備的水合劑用水稀釋,並滴至水面。之後,於溫室內進行培育,在處理後約第21天檢查除草效果。
水面施用中,對稻稗具有除草效果的化合物為A-0023、A-0035、A-0053、A-0060、A-0065、A-0069、A-0072、A-0073、A-0079、A-0089、A-0090、A-0091、A-0096、A-0098、A-0106、A-0109、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0248、A-0249、A-0250、A-0254、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0421、A-0446、A-0466、A-0489、A-0490、A-0491、A-0497、A-0501、A-0502、A-0520、A-0530、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0578、A-0581、A-0584、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0699、A-0700、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0708、A-0709、A-0710、A-0711、A-0712、A-0713、A-0714、A-0715、A-0716、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0737、A-0738、A-0739、A-0740、A-0741、A-0743、A-0744、A-0745、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0753、A-0754、A-0755、A-0757、A-0758、A-0759、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0771、A-0774、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0096、B-0154、B-0166、B-0167、B-0216、B-0234、B-0269、B-0342、B-0343、B-0344、B-0345、C-0026。
[試驗例10]水面施用中對於鴨舌草的除草活性確認試驗:
在50 cm
2塑膠盆中填充水田土壤,碎土整平後,播種鴨舌草的種子,並漫灌至水深3 cm。第二天,將依據製劑例2所製備的水合劑用水稀釋,並滴至水面。之後,於溫室內進行培育,在處理後約第21天檢查除草效果。
水面施用中,對鴨舌草具有除草效果的化合物為A-0001、A-0023、A-0035、A-0053、A-0060、A-0065、A-0069、A-0072、A-0073、A-0079、A-0089、A-0090、A-0091、A-0096、A-0098、A-0106、A-0109、A-0111、A-0113、A-0115、A-0116、A-0118、A-0120、A-0153、A-0170、A-0171、A-0172、A-0173、A-0174、A-0176、A-0177、A-0178、A-0248、A-0249、A-0250、A-0254、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0421、A-0446、A-0466、A-0489、A-0490、A-0491、A-0497、A-0501、A-0502、A-0520、A-0530、A-0545、A-0547、A-0554、A-0555、A-0560、A-0561、A-0563、A-0564、A-0565、A-0568、A-0571、A-0578、A-0579、A-0581、A-0582、A-0584、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0699、A-0700、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0707、A-0708、A-0709、A-0710、A-0711、A-0712、A-0713、A-0714、A-0715、A-0717、A-0718、A-0719、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0737、A-0738、A-0739、A-0740、A-0741、A-0742、A-0743、A-0744、A-0745、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0753、A-0754、A-0755、A-0757、A-0758、A-0759、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0771、A-0772、A-0773、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0785、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0096、B-0154、B-0166、B-0167、B-0216、B-0234、B-0269、B-0342、B-0343、B-0344、B-0345、C-0026。
[試驗例11]水面施用中對犬螢藺的除草活性確認試驗:
在50 cm
2塑膠盆中填充水田土壤,碎土整平後,播種犬螢藺的種子,並漫灌至水深3 cm。第二天,將依據製劑例2所製備的水合劑用水稀釋,並滴至水面。之後,於溫室內進行培育,在處理後約第21天檢查除草效果。
水面施用重,對犬螢藺具有除草效果的化合物為A-0023、A-0035、A-0053、A-0060、A-0065、A-0079、A-0090、A-0091、A-0109、A-0111、A-0113、A-0115、A-0118、A-0120、A-0153、A-0171、A-0172、A-0173、A-0174、A-0176、A-0178、A-0248、A-0249、A-0250、A-0254、A-0259、A-0263、A-0273、A-0276、A-0277、A-0278、A-0304、A-0305、A-0306、A-0307、A-0327、A-0421、A-0446、A-0466、A-0490、A-0491、A-0497、A-0501、A-0502、A-0520、A-0530、A-0545、A-0547、A-0554、A-0560、A-0561、A-0563、A-0564、A-0565、A-0581、A-0584、A-0597、A-0670、A-0684、A-0688、A-0692、A-0693、A-0701、A-0702、A-0703、A-0704、A-0705、A-0706、A-0708、A-0711、A-0712、A-0713、A-0717、A-0718、A-0720、A-0721、A-0722、A-0723、A-0724、A-0725、A-0726、A-0727、A-0729、A-0730、A-0731、A-0732、A-0733、A-0734、A-0735、A-0736、A-0737、A-0738、A-0739、A-0740、A-0746、A-0747、A-0748、A-0749、A-0750、A-0751、A-0752、A-0754、A-0755、A-0757、A-0758、A-0760、A-0761、A-0762、A-0763、A-0764、A-0765、A-0766、A-0767、A-0768、A-0769、A-0770、A-0772、A-0775、A-0776、A-0777、A-0778、A-0779、A-0780、A-0781、A-0782、A-0783、A-0788、A-0791、A-0792、B-0003、B-0037、B-0055、B-0154、B-0167、B-0216、B-0234、B-0343、C-0026。
[試驗例12]水耕試驗中對於稗草的除草活性確認試驗:
在容量60 mL的塑膠杯中鋪上棉,並將依據製劑例2所製備的水合劑以供試化合物的濃度成為200 ppm的方式用水稀釋而成者注入8 mL後,在棉表面播種稗草的種子。封蓋後,利用螢光燈照射,在12小時明期/12小時暗期、約20℃的條件下繼續培育,在處理後約7天後確認除草效果。
水耕試驗中,對稗草具有除草效果的化合物為化合物A-0023、A-0091、A-0116、A-0174、A-0259、A-0305、A-0490、A-0491、A-0530、A-0547、A-0554、A-0597、A-0693、A-0709、A-0712、A-0713、A-0714、A-0715、A-0716、A-0730、A-0731、A-0732、A-0733、A-0734、A-0742、A-0743、A-0753、A-0757、A-0758、A-0768、A-0769、A-0770、B-0234、B-0286、C-0059。
[試驗例13]水耕試驗中對於義大利黑麥草的除草活性確認試驗:
在容量60 mL的塑膠杯中鋪上棉,並將依據製劑例2所製備的水合劑以供試化合物的濃度成為200 ppm的方式用水稀釋而成者注入8 mL後,在棉表面播種義大利黑麥草的種子。封蓋後,利用螢光燈照射,在12小時明期/12小時暗期、約20℃的條件下繼續培育,在處理後約7天後確認除草效果。
水耕試驗中,對義大利黑麥草具有除草效果的化合物為化合物A-0023、A-0091、A-0116、A-0174、A-0259、A-0305、A-0489、A-0490、A-0491、A-0530、A-0547、A-0554、A-0597、A-0693、A-0709、A-0712、A-0713、A-0714、A-0715、A-0716、A-0730、A-0731、A-0732、A-0733、A-0734、A-0742、A-0743、A-0753、A-0757、A-0758、A-0768、A-0769、A-0770、B-0234。
[試驗例14]水耕試驗中對於萵苣的除草活性確認試驗:
在容量60 mL的塑膠杯中鋪上棉,並將依據製劑例2所製備的水合劑以供試化合物的濃度成為200 ppm的方式用水稀釋而成者注入8 mL後,在棉表面播種萵苣的種子。封蓋後,利用螢光燈照射,在12小時明期/12小時暗期、約20℃的條件下繼續培育,在處理後約7天後確認除草效果。
水耕試驗中,對萵苣具有除草效果的化合物為化合物A-0005、A-0023、A-0030、A-0091、A-0174、A-0259、A-0305、A-0490、A-0491、A-0530、A-0547、A-0554、A-0597、A-0693、A-0712、A-0713、A-0714、A-0715、A-0716、A-0730、A-0731、A-0732、A-0733、A-0734、A-0742、A-0743、A-0757、A-0758、A-0768、A-0769、A-0770、B-0234、C-0059。
[試驗例15]水耕試驗中對於反枝莧的除草活性確認試驗:
在容量60 mL的塑膠杯中鋪上棉,並將依據製劑例2所製備的水合劑以供試化合物的濃度成為200 ppm的方式用水稀釋而成者注入8 mL後,在棉表面播種反枝莧的種子。封蓋後,利用螢光燈照射,在12小時明期/12小時暗期、約20℃的條件下繼續培育,在處理後約7天後確認除草效果。
水耕試驗中,對反枝莧具有除草效果的化合物為化合物A-0005、A-0023、A-0030、A-0091、A-0116、A-0174、A-0259、A-0305、A-0489、A-0490、A-0491、A-0530、A-0547、A-0554、A-0597、A-0693、A-0709、A-0712、A-0713、A-0714、A-0715、A-0716、A-0730、A-0731、A-0732、A-0733、A-0734、A-0742、A-0743、A-0753、A-0757、A-0758、A-0768、A-0769、A-0770、B-0234、B-0286、C-0059、C-0060。
[試驗例16]水耕試驗中對於犬螢藺的除草活性確認試驗:
在容量60 mL的塑膠杯中鋪上棉,並將依據製劑例2所製備的水合劑以供試化合物的濃度成為200 ppm的方式用水稀釋而成者注入8 mL後,在棉表面播種犬螢藺的種子。封蓋後,利用螢光燈照射,在12小時明期/12小時暗期、約20℃的條件下繼續培育,在處理後約7天後確認除草效果。
水耕試驗中,對犬螢藺具有除草效果的化合物為化合物A-0023、A-0091、A-0116、A-0174、A-0259、A-0305、A-0489、A-0490、A-0491、A-0530、A-0547、A-0597、A-0554、A-0693、A-0709、A-0712、A-0713、A-0714、A-0715、A-0716、A-0730、A-0731、A-0732、A-0733、A-0734、A-0742、A-0743、A-0753、A-0757、A-0758、A-0768、A-0769、A-0770、B-0234、C-0059、C-0060。
[產業上的可利用性]
本發明提供一種具有優異除草活性的新穎化合物及其製造中間體,在農藥領域、農業領域中十分有用,具有產業上的可利用性。
Claims (6)
- 一種通式[I]所示之稠合雜環衍生物或其農業上可接受的鹽; [化學式1] 通式[I]中, Q表示Q-1、Q-2或Q-3, [化學式2] R 1表示氫原子、C 1~C 6烷基(該基可經R 10單取代或多取代)、C 2~C 6烯基(該基可經R 10單取代或多取代)、C 2~C 6炔基(該基可經R 10單取代或多取代)、C 3~C 6環烷基(該基可經R 10單取代或多取代)、苯基(該基可經R 11單取代或多取代)或雜芳基(該基可經R 11單取代或多取代), R 10表示鹵素原子、C 1~C 6烷基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、甲醯基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 3~C 6環烷基羰基、苯甲醯基(該基可經R 11單取代或多取代)、基-C(R 12)=NOR 13、羧基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、胺基羰基、C 1~C 6烷基胺基羰基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基(該胺基可經R 14取代)、吡咯啶-1-基羰基(該基可經R 11單取代或多取代)、哌啶-1-基羰基(該基可經R 11單取代或多取代)、羥基、C 1~C 6烷氧基、C 3~C 6烯氧基、C 3~C 6炔氧基、C 1~C 6鹵烷氧基、C 3~C 6環烷氧基、C 3~C 6鹵環烷氧基、C 3~C 6環烷基C 1~C 6烷氧基、C 3~C 6鹵環烷基C 1~C 6烷氧基、苯氧基(該基可經R 11單取代或多取代)、苯基C 1~C 6烷氧基(該苯基可經R 11單取代或多取代)、硫醇基、C 1~C 6烷硫基、C 1~C 6烷基亞磺醯基、C 1~C 6烷基磺醯基、C 1~C 6鹵烷硫基、C 1~C 6鹵烷基亞磺醯基、C 1~C 6鹵烷基磺醯基、C 3~C 6環烷硫基、C 3~C 6環烷基亞磺醯基、C 3~C 6環烷基磺醯基、C 3~C 6鹵環烷硫基、C 3~C 6鹵環烷基亞磺醯基、C 3~C 6鹵環烷基磺醯基、C 3~C 6環烷基C 1~C 6烷硫基、C 3~C 6環烷基C 1~C 6烷基亞磺醯基、C 3~C 6環烷基C 1~C 6烷基磺醯基、C 3~C 6鹵環烷基C 1~C 6烷硫基、C 3~C 6鹵環烷基C 1~C 6烷基亞磺醯基、C 3~C 6鹵環烷基C 1~C 6烷基磺醯基、苯硫基(該基可經R 11單取代或多取代)、苯基亞磺醯基(該基可經R 11單取代或多取代)、苯基磺醯基(該基可經R 11單取代或多取代)、胺基、C 1~C 6烷基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基(該胺基可經R 14取代)、C 1~C 6烷基羰基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基羰基胺基(該胺基可經R 14取代)、C 3~C 6環烷基羰基胺基(該胺基可經R 14取代)、苯基羰基氨基(該苯基可經R 11單取代或多取代,該胺基可經R 14取代)、C 1~C 6烷氧基羰基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷氧基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷基胺基羰基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷基磺醯基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基磺醯基胺基(該胺基可經R 14取代)、C 3~C 6環烷基磺醯基胺基(該胺基可經R 14取代)、苯基磺醯基胺基(該苯基可經R 11單取代或多取代,該胺基可經R 14取代)、三(C 1~C 6烷基)矽基、苯基(該基可經R 11單取代或多取代)、雜芳基(該基可經R 11單取代或多取代)、雜芳氧基(該基可經R 11單取代或多取代)、雜環烷基(該基可經R 11單取代或多取代)、基-S(=O)(=NR 16)R 15、五氟氫硫基、疊氮基、氰基、硝基或氰硫基, R 11表示鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、甲醯基、羥基、C 1~C 6烷氧基、C 1~C 6鹵烷氧基、硫醇基、C 1~C 6烷硫基、C 1~C 6烷基亞磺醯基、C 1~C 6烷基磺醯基、C 1~C 6鹵烷硫基、C 1~C 6鹵烷基亞磺醯基、C 1~C 6鹵烷基磺醯基、氰基或硝基, R 12表示氫原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、苯基(該基可經R 11單取代或多取代)或雜芳基(該基可經R 11單取代或多取代), R 13表示氫原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基或C 3~C 6鹵環烷基, R 14表示C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、C 3~C 6環烷基C 1~C 6烷基、C 1~C 6烷氧基C 1~C 6烷基、C 1~C 6鹵烷氧基C 1~C 6烷基、C 1~C 6烷硫基C 1~C 6烷基、C 1~C 6烷基亞磺醯基C 1~C 6烷基、C 1~C 6烷基磺醯基C 1~C 6烷基、C 1~C 6鹵烷硫基C 1~C 6烷基、C 1~C 6鹵烷基亞磺醯基C 1~C 6烷基、C 1~C 6鹵烷基磺醯基C 1~C 6烷基、氰基C 1~C 6烷基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、C 1~C 6烷基胺基羰基、C 1~C 6鹵烷基胺基羰基或苯甲醯基(該基可經R 11單取代或多取代), R 15表示C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基或C 3~C 6鹵環烷基, R 16表示氫原子、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基或氰基, R 2及R 2’分別獨立表示氫原子、鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、甲醯基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 3~C 6環烷基羰基、基-C(R 12)=NOR 13、羧基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C 1~C 6烷基胺基羰基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基(該胺基可經R 14取代)、羥基、C 1~C 6烷氧基、C 1~C 6鹵烷氧基、雜芳氧基(該基可經R 11單取代或多取代)、三(C 1~C 6烷基)矽基氧基或氰基,又,R 2與R 2’可結合而形成側氧基(=O)或C1~C6烷氧基亞胺基,再者,R 2與R 2’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環, R 3獨立表示鹵素原子、C 1~C 6烷基、C 1~C 6鹵烷基、羥基、C 1~C 6烷氧基、C 1~C 6鹵烷氧基、氰基或硝基, m表示0、1、2或3之整數, R 4及R 4’分別獨立表示氫原子、鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、C 3~C 6環烷基C 2~C 6炔基、甲醯基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 3~C 6環烷基羰基、基-C(R 12)=NOR 13、羧基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C 1~C 6烷基胺基羰基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基(該胺基可經R 14取代)、羥基、C 1~C 6烷氧基、C 1~C 6鹵烷氧基、雜芳氧基(該基可經R 11單取代或多取代)、三(C 1~C 6烷基)矽基氧基或氰基,又,R 4與R 4’可結合而形成側氧基(=O)或C1~C6烷氧基亞胺基,再者,R 4與R 4’可互相鍵結而與該等所鍵結的碳原子一起形成3~6員碳環、或具有1~4個選自氮原子、氧原子及硫原子(該硫原子可經n個側氧基(=O)取代)之雜原子的3~6員雜環, R 5表示氫原子、鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、甲醯基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 3~C 6環烷基羰基、基-C(R 12)=NOR 13、羧基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C 1~C 6烷基胺基羰基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基(該胺基可經R 14取代)、羥基、C 1~C 6烷氧基、C 3~C 6烯氧基、C 3~C 6炔氧基、C 1~C 6鹵烷氧基、C 3~C 6環烷氧基、C 3~C 6鹵環烷氧基、C 3~C 6環烷基C 1~C 6烷氧基、C 3~C 6鹵環烷基C 1~C 6烷氧基、苯基C 1~C 6烷氧基(該苯基可經R 11單取代或多取代)、雜芳氧基(該基可經R 11單取代或多取代)、C 1~C 6烷硫基、C 1~C 6烷基亞磺醯基、C 1~C 6烷基磺醯基、C 1~C 6鹵烷硫基、C 1~C 6鹵烷基亞磺醯基、C 1~C 6鹵烷基磺醯基、胺基、C 1~C 6烷基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基(該胺基可經R 14取代)、C 1~C 6烷基羰基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基羰基胺基(該胺基可經R 14取代)、C 3~C 6環烷基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷氧基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷基磺醯基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基磺醯基胺基(該胺基可經R 14取代)、C 3~C 6環烷基磺醯基胺基(該胺基可經R 14取代)、苯基(該基可經R 11單取代或多取代)、雜芳基(該基可經R 11單取代或多取代)、氰基或硝基, R 6表示氫原子、鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、羥基、C 1~C 6烷氧基、C 1~C 6鹵烷氧基、C 1~C 6烷硫基、C 1~C 6烷基亞磺醯基、C 1~C 6烷基磺醯基、C 1~C 6鹵烷硫基、C 1~C 6鹵烷基亞磺醯基、C 1~C 6鹵烷基磺醯基、氰基或硝基, A 1表示氮原子或C-R 7, R 7表示氫原子、鹵素原子或氰基, A 2表示氮原子或C-R 8, R 8表示氫原子、鹵素原子、C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、甲醯基、C 1~C 6烷基羰基、C 1~C 6鹵烷基羰基、C 3~C 6環烷基羰基、基-C(R 12)=NOR 13、羧基、C 1~C 6烷氧基羰基、C 1~C 6鹵烷氧基羰基、胺基羰基、胺基硫羰基、C 1~C 6烷基胺基羰基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基羰基(該胺基可經R 14取代)、羥基、C 1~C 6烷氧基、C 3~C 6烯氧基、C 3~C 6炔氧基、C 1~C 6鹵烷氧基、C 3~C 6環烷氧基、C 3~C 6鹵環烷氧基、C 3~C 6環烷基C 1~C 6烷氧基、C 3~C 6鹵環烷基C 1~C 6烷氧基、苯基C 1~C 6烷氧基(該苯基可經R 11單取代或多取代)、雜芳氧基(該基可經R 11單取代或多取代)、C 1~C 6烷硫基、C 1~C 6烷基亞磺醯基、C 1~C 6烷基磺醯基、C 1~C 6鹵烷硫基、C 1~C 6鹵烷基亞磺醯基、C 1~C 6鹵烷基磺醯基、胺基、C 1~C 6烷基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基胺基(該胺基可經R 14取代)、C 1~C 6烷基羰基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基羰基胺基(該胺基可經R 14取代)、C 3~C 6環烷基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷氧基羰基胺基(該胺基可經R 14取代)、C 1~C 6烷基磺醯基胺基(該胺基可經R 14取代)、C 1~C 6鹵烷基磺醯基胺基(該胺基可經R 14取代)、C 3~C 6環烷基磺醯基胺基(該胺基可經R 14取代)、苯基(該基可經R 11單取代或多取代)、雜芳基(該基可經R 11單取代或多取代)、氰基或硝基, Y表示氧原子或硫原子, Z 1表示氧原子、硫原子(該硫原子可經n個側氧基(=O)取代)或亞胺基(該亞胺基可經R 9取代), n表示0、1或2之整數, Z 2表示氧原子、硫原子、亞甲基(該亞甲基可經R 2及R 2’取代)或亞胺基(該亞胺基可經R 9取代), R 9表示C 1~C 6烷基、C 2~C 6烯基、C 2~C 6炔基、C 1~C 6鹵烷基、C 3~C 6環烷基、C 3~C 6鹵環烷基、C 3~C 6環烷基C 1~C 6烷基、C 1~C 6烷氧基C 1~C 6烷基、C 1~C 6鹵烷氧基C 1~C 6烷基、氰基C 1~C 6烷基、C 1~C 6烷基羰基、C 1~C 6烷氧基羰基或C 1~C 6烷基磺醯基。
- 一種農藥組成物,其含有如請求項1所述之稠合雜環衍生物或其農業上可接受的鹽作為有效成分。
- 如請求項2所述之農藥組成物,其進一步含有界面活性劑。
- 一種除草劑,其含有如請求項1所述之稠合雜環衍生物或其農業上可接受的鹽作為活性成分。
- 如請求項4所述之除草劑,其對於在栽培具有農業用、園藝用及工業用之用途的有用植物的旱地、水田、果樹園、草坪、非農耕地、溫室、育苗設施或植物工廠中出現的雜草具有除草效果。
- 如請求項5所述之除草劑,其中,具有農業用、園藝用及工業用之用途的該有用植物係利用育種法或基因重組技術所栽培的形質植物。
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AR (1) | AR127882A1 (zh) |
TW (1) | TW202330511A (zh) |
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JP2996475B2 (ja) * | 1989-12-22 | 1999-12-27 | サントリー株式会社 | ベンズオキサジノン誘導体及びそれを有効成分として含有する除草剤 |
JP3119681B2 (ja) * | 1990-10-04 | 2000-12-25 | サントリー株式会社 | ベンズオキサジン誘導体及びそれを有効成分として含有する除草剤 |
JPH06316568A (ja) * | 1990-12-21 | 1994-11-15 | Suntory Ltd | ベンズオキサジン誘導体およびベンズチアジン誘導体並びにそれを有効成分として含有する除草剤 |
JPH05339239A (ja) * | 1991-07-15 | 1993-12-21 | Suntory Ltd | キノリン誘導体及びそれを有効成分として含有する除草剤 |
JPH0725857A (ja) * | 1992-07-03 | 1995-01-27 | Kumiai Chem Ind Co Ltd | 縮合ヘテロ環誘導体及び除草剤 |
JP4099622B2 (ja) * | 1999-11-02 | 2008-06-11 | 日本農薬株式会社 | 置換アミノキナゾリノン(チオン)誘導体又はその塩類、その中間体化合物及び有害生物防除剤並びに防除方法 |
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