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디클로프루아니드 C화학적 특성, 용도, 생산
개요
Dichlofluanid is solid sparingly soluble in
water, soluble in most organic solvents, and decomposes
in alkaline media.
용도
Dichlofluanid is used to control a wide range of fungal diseases
including storage diseases on many crops.
정의
ChEBI: A member of the class of sulfamides that is sulfamide in which the hydrogens attached to one of the nitrogens are replaced by methyl groups, while those attached to the other nitrogen are replaced by a phenyl and a [dichloro(fluoro)methyl]sulfanediyl group
A fungicide introduced in 1965 and used in the cultivation of fruit and vegetables, as well as in wood preservatives, it is no longer approved for use in the European Union.
신진 대사 경로
Dichlofluanid contains an unstable dichlorofluoromethylthio (sulfenyl)
moiety that has been shown to undergo rapid hydrolytic and metabolic
degradation to N',N'-dimethyl-N-phenylsulfamide (2) (dimethylsulfanilide).
By analogy with captan, presumably the dichlorofluoromethylthio
moiety can be transferred to the sulfur atoms of cellular thiols such as
cysteine and glutathione. Thus in the presence of thiols, dichlofluanid
is probably cleaved at the N-S bond to form thiophosgene (3) or
its monofluoro analogue and other gaseous products such as hydrogen
sulfide, hydrogen chloride and carbonyl sulfide. Thiophosgene or its
monofluoro analogue is rapidly hydrolysed by water. The dichlorofluoromethylthio
group and thiophosgene may be intermediates in the
formation of addition products such as thiazolidine-2-thione-4-carboxylic
acid (4) by addition to cysteine. A thiazolidine derivative of glutathione
may also be formed (5).
