2-(トリクロロメチルチオ)-2H-イソインドール-1,3-ジオン 化学特性,用途語,生産方法
外観
白色の結晶性粉末
溶解性
アセトンに溶け、水にほとんど溶けない。水～1mg/l(室温)。有機溶媒にわずかに溶ける。クロロホルム87,ベンゼン22, イソプロパノール12.5(全てg/l 20℃)。
用途
殺菌剤(失効農薬)
農薬用途
殺菌剤
説明
Folpet is practically insoluble in water. It is a protective leaf fungicide. Its mode of action
inhibits normal cell division of a broad spectrum of microorganisms. It is used to control
cherry leaf spot, rose mildew, rose black spot, and apple scab. It is used on berries, flowers,
ornamentals, fruits, and vegetables and for seedand plant-bed treatment. It is also used
as a fungicide in paints and plastics and for treatment of internal and external structural
surfaces of buildings. It is incompatible with strongly alkaline preparations, such as
lime sulphur.
化学的特性
Off-White to Pale Yellow Solid
使用
Folpet is used to control downy mildews, powdery mildews, leaf
spot diseases, scab and rots in fruit, ornamentals and vegetables.
定義
ChEBI: A member of the class of phthalimides that is phthalimide in which the hydrogen attached to the nitrogen is replaced by a trichloromethylthio group. An agricultural fungicide, it has been used to control mildew, leaf spot, and other diseases in crops sice
he 1950s.
一般的な説明
White crystals. Used as a fungicide. Insoluble in water.
空気と水の反応
Insoluble in water. Hydrolyzed in alkaline solution. Hydrolysis products are corrosive to many metals.
反応プロフィール
A halogenated phthalimide.
接触アレルゲン
Folpet is a pesticide, fungicide agent of thiophthalim ide group. Occupational exposure occurs mostly in
agricultural workers or in florists. Photosensitivity has
been reported.
安全性プロファイル
Moderately toxic by
ingestion. Questionable carcinogen with
experimental tumorigenic and teratogenic
data. Experimental reproductive effects.
Human mutation data reported. When
heated to decomposition it emits very toxic
fumes of Cl-, NOx, and SOx. Used as a
fungicide.
発がん性
An NCI bioassay of technicalgrade
captan was conducted to determine carcinogenicity by
administering captan in the feed to Osborne–Mendel rats and
B6C3F1 mice. The major outcome was that tumors of the
duodenum of B6C3F1 mice were associated with the captan
treatment. There was no evidence that the tumors observed in
Osborne–Mendel rats were treatment-related.
In the NCI study, groups of 50 rats of each sex were fed
average doses of 2520 or 6050 ppm captan in the diet for
80 weeks. Groups of 50 mice of each sex were fed 8000 or
16,000 ppm captan in the diet for 80 weeks. These doses are
approximately 250 (male) and 450 (female) mg/kg/day (high
dose) and 50 (male) to 100 (female) mg/kg/day (low dose) in
rats. In mice, these doses are approximately 2100 mg/kg/day
(high dose) and 1000 mg/kg/day (low dose).
環境運命予測
Folpet rapidly degrades in both aquatic and terrestrial environments,
with a reported half-life ranging from 2.6 h to
2 days. The dissipation of folpet in the environment is
considered to be dependent on its hydrolysis in water and on
microbial-mediated degradation. Its rate of hydrolysis is greatly
influenced by pH, with more rapid hydrolysis observed at
higher, more alkaline pH levels.
代謝経路
Folpet contains an unstable trichloromethylthio (sulfenyl) moiety that has
been shown to undergo rapid hydrolytic and metabolic degradation to
phthalimide (2). By analogy with captan, presumably the trichloromethylthio
moiety can be transferred to the sulfur atoms of thiols such
as cysteine and glutathione. Thus in the presence of thiols such as glutathione,
folpet is probably cleaved at the N-S bond to form thiophosgene
(3) and other gaseous products such as hydrogen sulfide, hydrogen
chloride and carbonyl sulfide. Thiophosgene (3) is rapidly hydrolysed by
water. The trichloromethylthio group and thiophosgene are believed to be
intermediates in the formation of thiazolidine-2-thione-4-carboxylica cid
(4) which is an addition product with cysteine. A thiazolidine derivative
of glutathione may also be formed (5). Folpet is metabolised in plants and
animals to phthalimide (2) and further to phthalamic acid (6) and phthalic
acid (7) (see Scheme 1).
2-(トリクロロメチルチオ)-2H-イソインドール-1,3-ジオン 上流と下流の製品情報
原材料
準備製品