(1R,3R)-2,2-ジメチル-3-(2-メチル-1-プロペニル)シクロプロパンカルボン酸(S)-2-メチル-4-オキソ-3-(2,4-ペンタジエニル)-2-シクロペンテン-1-イル 化学特性,用途語,生産方法
外観
黄色～褐色, 澄明の液体
解説
ピレスロイドとも。除虫菊の殺虫有効成分。化学的にはピレトリンI，II，シネリンI，IIなどからなる淡黄色粘稠(ねんちゅう)の油状物質。昆虫の気門や表皮から体内に入り神経を麻痺(まひ)させる。殺虫力は強いが人畜毒性はきわめて低い。残効が弱いのが欠点。蚊取線香のほか，粉剤，乳剤，エキスなどにして用いる。
株式会社平凡社 百科事典マイペディアについて 情報
用途
農薬
農薬用途
殺虫剤
使用上の注意
アルゴン封入
化学的特性
Pyrethrum , derived from extracts of the Chrysanthemum cinerariaefolinum plant, is a combination of six pyrethrin isomers, namely, pyrethrin 1, pyrethrin 2, cinerin 1, cinerin 2, jasmolin 1, and jasmolin 2. Pyrethroids are synthetically derived commercial compounds similar to pyrethrum. Pyrethrins and pyrethriods are insoluble in water and have a low vapor pressure. Pyrethrum is subject to photodegradation and is oxidized rapidly in the presence of air (U.S. EPA, 2006c; ATSDR, 2003).
使用
Pyrethrins are used to kill a number of different flying and crawling insects and arthropods. First registered in the 1950s, currently over 1350 end-use products containing pyrethrins are available for agricultural, commercial, residential, and public health areas. They are used as household insecticides, as grain protectants, and to control pests on edible products just prior to harvest in a variety of locations, including residential, public, and commercial buildings, animal houses, warehouses, fields, and green houses. Pyrethrins are also extensively used in the field of veterinary medicine (U.S. EPA, 2006c; ATSDR, 2003).
Commercially available pyrethroids include allethrin, bifenthrin, bioresmethrin, cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, esfenvalerate (fenvalerate), flucythrinate, flumethrin, fluvalinate, fenpropathrin, permethrin, phenothrin, resmethrin, tefluthrin, tetramethrin, and tralomethrin.
定義
Pyrethrolone ester of
chrysanthemummonocarboxylic acid. Most potent
insecticidal ingredient of pyrethrum flowers.
適応症
Pyrethrins, rapid-acting compounds, derived from chrysanthemum plants, are
the leading over-the-counter louse remedy. These compounds interfere with
neural transmission, leading to paralysis and death. Piperonyl butoxide (PBO)
potentiates the pyrethrins by inhibiting the hydrolytic enzymes responsible for
pyrethrin metabolism in arthropods.
空気と水の反応
Oxidize relatively rapidly in air. Water emulsifiable.
反応プロフィール
PYRETHRINS decompose rapidly in base; may generate heat with caustic solutions. May also react with acids to liberate heat. Generate flammable hydrogen with alkali metals and hydrides.
危険性
Toxic by ingestion and inhalation.
健康ハザード
Pyrethrum dust causes dermatitis
and occasionally sensitization.The primary effect in humans from exposure
to pyrethrum is dermatitis. The usual
lesion is a mild erythematous dermatitis with
vesicles, papules in moist areas, and intense
pruritis; a bullous dermatitis may develop.
Some persons exhibit sensitivity similar to
pollinosis, with sneezing, nasal discharge, and
nasal stuffiness.2 A few cases of asthma due to
pyrethrum mixtures have been reported; some
of the people involved had a previous history
of asthma with allergy to a wide spectrum of
substances.
火災危険
Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot.
薬理学
The chrysanthemates
(pyrethrin I, cinerin I, and jasmolin I) are generally
more potent for insecticidal kill, whereas the
pyrethrates (pyrethin II, cinerin II, and jasmolin II) cause
more rapid knockdown. When combined with synergists,
the pyrethrins are effective at low doses in causing knockdown
and kill of a wide variety of pests. Pyrethrins exert
their effects primarily by acting on sodium channels in
nerves to disturb nerve conductance . Two distinct
effects, referred to as type I and type II, have been defined
for pyrethrins.
臨床応用
Because of the high cost and rapid degradation of the pyrethrins, they usually are combined with piperonyI butoxide, a synergist. PiperonyI butoxide has no insecticidal activity in it own right but is thought to inhibit the cytochrome P450 enzyme of the insect, thus preventing an oxidative inactivation of the pyrethrins by the parasite. The combination is used in a 10:1 ratio of . piperonyl butoxide to pyrethrins. The mixture is used for treatment of Pedicul us humanus capitis, Pediculus humanus corporis, and Phthir'us pubis. Various dosage forms are available, including a gel, shampoo, and topical solution.
職業ばく露
Pyrethrins are used as an ingredient of
various contact insecticides. Those engaged in the isolation,
formulation, or application of these materials.
環境運命予測
If released to air, the relatively low vapor pressure indicates that the pyrethrins and pyrethroids will exist in both the vapor and particulate phases in the atmosphere. Vapor-phase compounds are rapidly degraded by direct photolysis and by reaction with photochemically produced hydroxyl radicals and ozone; the half-lives for these reactions in air are estimated to be 1.3 h and 17 min, respectively. Particulates may travel long distances and are removed from the atmosphere by wet or dry deposition (HSDB, 2013; ATSDR, 2003). Pyrethrins and pyrethroids are strongly adsorbed to the soil surfaces so they are not expected to be mobile. The compounds also strongly adsorb to suspended solids and sediment in the water column. Thus, partitioning to solids attenuates volatilization from soil and water surfaces. Pyrethrins and pyrethroids are often used indoors in sprays or aerosol bombs, and the volatilization rates from glass or floor surfaces may be significantly faster than from soils since these compounds are not likely to adsorb as strongly to these surfaces (ATSDR, 2003). These insecticides are readily biodegraded by microorganisms.
Pyrethrins and pyrethroids bioconcentrate in aquatic organisms, including fish, oysters, and insects. The bioconcentration factor for several commercial products in three species of fish ranged from 180 to 1200 depending on the amount of dissolved organic matter in the water column (ATSDR, 2003).
輸送方法
UN2902 Pesticides, liquid, toxic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required.
不和合性
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explo-
sions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Compounds of the car-
boxyl group react with all bases, both inorganic and
organic (i.e., amines) releasing substantial heat, water and a
salt that may be harmful. Incompatible with arsenic com-
pounds (releases hydrogen cyanide gas), diazo compounds,
dithiocarbamates, isocyanates, mercaptans, nitrides, and
sulfides (releasing heat, toxic and possibly flammable
gases), thiosulfates and dithionites (releasing hydrogen sul-
fate and oxides of sulfur).
(1R,3R)-2,2-ジメチル-3-(2-メチル-1-プロペニル)シクロプロパンカルボン酸(S)-2-メチル-4-オキソ-3-(2,4-ペンタジエニル)-2-シクロペンテン-1-イル 上流と下流の製品情報
原材料
準備製品