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外観
白色～わずかにうすい黄色, 結晶性粉末
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溶解性
水64mg/l(20℃)。多くの有機溶媒に溶ける。ジクロロメタン, トルエン＞200,イソプロパノール50～100, ヘキサン5～10(全てg/l 20℃)。
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農薬用途
殺菌剤
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説明
Triadimefon has been a widely used fungicide on crops and
nonfood products since the early 1970s. The metabolite triadimenol
is also active and is registered separately for use as
seed treatment. Triadimenol has a broad regulatory toxicology
database, but its toxicity is considered to be encompassed in
that of triadimefon and therefore the same study was used by
the United States Environmental Protection Agency (US EPA)
in establishing regulatory levels for both pesticides. In
nontarget species, dopaminergic neurotoxicity is the primary
effect, but with chronic exposures its toxicities include hepatic,
carcinogenic, developmental, and reproductive effects.
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使用
Triadimefon is an triazole fungicide is used for the management of mango powdery mildew in South Gujarat.
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一般的な説明
Colorless to pale yellow crystalline solid with a slight odor.
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空気と水の反応
Insoluble in water.
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反応プロフィール
Triadimefon is incompatible with strong oxidizing agents and acids. Reacts with acid halides and anhydrides. Also reacts with most active hydrogen compounds .
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火災危険
Flash point data for Triadimefon are not available; however, Triadimefon is probably combustible.
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农业用途
Fungicide: Triadimefon is a systemic fungicide that is used to
control powdery mildews, rusts, and other fungi on coffee,
seed grasses, cereals, fruits, grapes, vegetables, vines,
pineapple, sugar cane, sugar beets, turf, shrubs, and trees.
Not approved for use in EU countries. Registered for
use in the U.S.
U.S. Maximum Allowable Residue Levels for Triadimefon
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製品名
ACCOST®; ACIZOL®; AMIRAL®;
BAY® 6681-F; BAYLETON®; BAY®-MEB-6447;
BAYER® 6681-F; BAYER® MEB-6447; MEB 6447®;
PRO-TEK®; ROFON®
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薬理学
Triadimefon (36) and its alcohol analog triadimenol
(37) have been intensively investigated to determine
the influence of their enantiomeric difference on
fungicidal activity. Between stereoisomeric triadimefon,
no significant difference is observed in their fungicidal
activity. However, triadimenol, which shows a much
higher fungicidal activity than triadimefon, exhibits a clear stereochemistry-dependent activity difference.
Greater fungicidal activity is possessed by the (1S,
2R)-isomer (28).
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安全性プロファイル
Poison by ingestion.
Mutation data reported. When heated to
decomposition it emits very toxic fumes of
Cland NOx. See also KETONES.
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環境運命予測
Soil. In a culture study, the microorganism Aspergillus niger degraded 32% of tri-
adimefon to triadimenol after 5 days (Clark et al., 1978).
Plant. In soils and plants, triadimefon degrades to triadimenol (Clark et al., 1978;
Rouchaud et al., 1981). In barley plants, triadimefon was metabolized to triadimenol and
p-chlorophenol (Rouchaud et al., 1981; Rouchaud, 1982). In the grains an
Photolytic. When triadimefon was subjected to UV light for one week, p-chlorophenol,
4-chlorophenyl methyl carbamate and a 1,2,4-triazole formed as products (Clark et al.,
1978).
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代謝経路
Enzymic reduction of triadimefon is an important pathway in plants, soils
and fungi and may be regarded as an activation process, which produces
fungicidally active triadimenol. Two diastereoisomers of triadimenol, A
and B [( 1RS,2SR)-l-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)
butan-2-ol is referred to as diastereoisomer A; 1RS,2RS- is referred to as
diastereoisomer β], are produced in different amounts by plants and fungi
and the proportions may differ within the plant. Similar metabolic pathways
are followed in mammals where reduction of the keto group yields
triadimenol as the principal metabolite and oxidation of the butyl group
gives alcohol and carboxylic acid derivatives.
