ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]

ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル] 化学構造式
86-50-0
CAS番号.
86-50-0
化学名:
ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]
别名:
ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル];メチルトリアゾチオン;アジンホスメチル;アジンホス-メチル;コトニオン-メチル;グサチオン;グチオン;アジンホス;アジンホスメチル標準品;ジチオりん酸O,O‐ジメチル‐S‐[(4‐オキソ‐1,2,3‐ベンゾトリアジン‐3(4H)‐イル)メチル];アジンホスメチル, 1000 µg/mL in Hexane;O,O-ジメチル {[(4-オキソ-3,4-ジヒドロ-1,2,3-ベンゾトリアジン-3-イル)メチル]スルファニル}ホスホノチオアート;アジンホス・メチル
英語名:
AZINPHOS-METHYL
英語别名:
Azinphos;AZIN;Guthion;s-ester;azinphose methyl;1,2,3-Benzotriazin-4(3H)-one, 3-(mercaptomethyl)-, O,O-dimethyl phosphorodithioate;R1582;ACIFON;Carfene;Cotneon
CBNumber:
CB0204970
化学式:
C10H12N3O3PS2
分子量:
317.32
MOL File:
86-50-0.mol
MSDS File:
SDS

ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル] 物理性質

融点 :
73℃
沸点 :
421.3±55.0 °C(Predicted)
比重(密度) :
1.44 g/cm3 (20℃)
蒸気圧:
5.0 x 10-7 Pa (20 °C)
屈折率 :
1.6115 (589.3 nm 76℃)
貯蔵温度 :
0-6°C
酸解離定数(Pka):
-2.60±0.20(Predicted)
水溶解度 :
28 mg l-1 (20 °C)
外見 :
個体
色:
結晶または茶色のワックス状の固体
Merck :
13,915
BRN :
280476
暴露限界値:
NIOSH REL: 0.2 mg/m3; OSHA PEL: TWA 0.2 mg/m3; ACGIH TLV: TWA 0.2 mg/m3.
InChIKey:
CJJOSEISRRTUQB-UHFFFAOYSA-N
LogP:
2.750
CAS データベース:
86-50-0(CAS DataBase Reference)
EPAの化学物質情報:
Azinphos-methyl (86-50-0)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  T+,N
Rフレーズ  24-26/28-43-50/53-28
Sフレーズ  28-36/37-45-60-61
RIDADR  2783
WGK Germany  3
RTECS 番号 TE1925000
国連危険物分類  6.1(a)
容器等級  II
有毒物質データの 86-50-0(Hazardous Substances Data)
毒性 LD50 in female rats (mg/kg): 11 orally; 220 dermally (Gaines)
IDLA 10 mg/m3
安衛法 57,57-2
絵表示(GHS) GHS hazard pictogramsGHS hazard pictograms
注意喚起語 危険
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H311 皮膚に接触すると有毒 急性毒性、経皮 3 危険 GHS hazard pictograms P280, P302+P352, P312, P322, P361,P363, P405, P501
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H410 長期的影響により水生生物に非常に強い毒性 水生環境有害性、慢性毒性 1 警告 GHS hazard pictograms P273, P391, P501
注意書き
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P273 環境への放出を避けること。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル] 化学特性,用途語,生産方法

用途

農薬(殺虫剤)

農薬用途

殺虫剤

化学的特性

Pure azinphos-methyl is a colorless-to-white odorless crystalline solid. Azinphos-methyl is subject to hydrolysis and decomposes with gas evolution at elevated temperatures.Soluble in methanol, ethanol, propylene glycol, xylene, and other organic solvents; slightly soluble in water (33 mg/L).

使用

Azinphos-methyl is used to control a wide range of both sucking and chewing insects and spider mites in a wide range of crops.

定義

ChEBI: A member of the class of benzotriazines that is 1,2,3-benzotriazine substituted by an oxo group at position 4 and a [(dimethoxyphosphorothioyl)sulfanyl]methyl group at position 3.

一般的な説明

Azinphos methyl is a colorless brown, waxy or white crystalline solid dissolved in a liquid carrier. AZINPHOS-METHYL is used as a pesticide. AZINPHOS-METHYL is added to water to create a water emulsifiable liquid. AZINPHOS-METHYL is toxic by inhalation, skin absorption, and/or ingestion. AZINPHOS-METHYL is heavier than and insoluble in water.
Technical-grade guthion is a cream to yellowbrown granular solid. Guthion is poorly soluble in water. Pure guthion is a colourless to white odourless crystalline solid. Technical-grade guthion is a cream to yellow-brown granular solid.

空気と水の反応

Insoluble in water. What little amount is solubilized will readily hydrolyze.

反応プロフィール

The BPS Pesticide incident in Helena resulted in an explosion and death of three firemen. The burning of a 1,000 pound sack of Azinphos Methyl or the flashing of Maneb which was present on the facility may have caused the explosion. Azinphos Ethyl may behave similarly. At elevated temperatures, AZINPHOS-METHYL will decompose generating toxic gases.

危険性

A poison, cholinesterase inhibitor. Absorbed by skin. Questionable carcinogen.

健康ハザード

Acute: extremely toxic. Probable oral lethal dose in humans is 5-50 mg/kg, or between 7 drops and 1 teaspoon for a 70 kg (150 lb.) person. A potent cholinesterase inhibitor which can cause death.

火災危険

Some of the formulations may burn, but none of them ignite easily. Container may explode in the heat of the fire. Rapidly hydrolyzed by cold alkali or cold acid. Unstable at temperatures above 390F.

农业用途

Insecticide, Acaricide: Not approved for use in EU countries. Azinphosmethyl liquids with a concentration greater than 13.5% are classified as a U.S. Restricted Use Pesticides (RUP) Insecticide used to control certain chewing and sucking insects in forestry settings, on fruits and fruit trees, vines, nuts, vegetables, cereals, maize, cotton, ornamentals, soy beans, tobacco, rice, coffee, sugar cane, and other crops. Also used as an intermediate in the manufacture, formulation and application of insecticides and acaricides. There are 31 global suppliers.

製品名

ACIFON®; AZINPHOS-METHYL GUTHION®; BAY 9027®; BAYER 17147®; CARFENE®; COTNION-METHYL®; CRYSTHION 2 L®; CRYSTHYON®; DBD®; GOTHNION®; GUSATHION®; GUSATHION M®; GUTHION®; R 1582®

安全性プロファイル

Poison by inhalation, ingestion, skin contact, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. See also PARATHION and ESTERS. When heated to decomposition it emits very toxic fumes of POx, SOx, and NOx.

発がん性

In a 2 year study dogs received azinphos-methyl technical (purity not stated) in the diet at 0, 5, 20, or 50 ppm . After 36 weeks, the 20 ppm and 50 ppm dose groups were given 50 and 100 ppm, respectively, upon lack of toxic symptoms. After 57 weeks, the 100 ppm dose group was elevated to 150 ppmand after 84weeks to 300 ppm. No evidence of carcinogenicity was observed.When azinphos-methyl was fed to mice at 0, 5, 20, or 40 ppm (about 0.79, 3.49, 11.33 (males); 0.98, 4.12, 14.30 (females)) for 2 years, no compound-related toxicity or evidence of cancer occurred .

環境運命予測

Biological. Mixed cultures of microorganisms obtained from soil, raw sewage, acti vated sludge, and settled sludge were all able to degrade azinphosmethyl. When this dithioate pesticide was incubated in a stirred flask containing a mixed culture for 4 days, the concentration decreased from 99 to 40 mg/L (Barik et al., 1984).
Soil. The principal degradation products in soil and by selected soil microorganisms are benzazimide, thiomethylbenzazimide, bis(benzazimidylmethyl)disulfide and anthra nilic acid. Benzazimide is further transformed only by Pseudomonas sp. DSM 50
When radiolabeled azinphos-methyl was incubated in soil, 50 and 93% of the applied amount degraded to carbon dioxide after 44 and 197 days, respectively (Engelhardt et al., 1984). The presence of benzamide, salicylic acid and 14CO2 from [carbonyl-14C]- an
In a dry soil (2–3% moisture content), the half-lives were 484, 88 and 32 days at 6, 25 and 40°C, respectively. In a soil containing 50% moisture, the half-lives were much shorter, i.e., 64, 13 and 5 days at 6, 25 and 40°C, respectively (Yaron et al., 1974).
Azinphos-methyl will not leach to any great extent in soil (Helling, 1971). Staiff et al. (1975) studied the persistence of azinphos-methyl in a test plot over an 8-year period. At the end of the eighth year, virtually no azinphos-methyl was detected 30 c

代謝経路

In the apple tree, 14C-azinphos methyl is metabolized to a small degree and, by the cell culture, 71% of the applied activity consists of unchanged azinphos methyl and its oxon is identified as a metabolite in a small amount. Two major metabolites are identified in the aqueous phase of the peel extract and in the cell extracts of the cell cultures. The major one is a conjugate of mercaptomethylbenzazimide with 2-(1- glucopyranosyl)propionic acid, and the minor one is monodesmethylazinphos methyl. In rats, following the administration of a single dose of azinphos methyl, the major radioactivity is eliminated in the expired air within 48 h. The metabolites in the urine result from the cleavage of P-S-C and P-O-CH3 bonds yielding O,O-dimethyl phosphorothioic acid together with mercaptomethylbenzamide and mono-O- demethylated azinphos methyl, respectively.

貯蔵

Azinphos methyl only should be handled by trained occupational workers/personnel wearing proper protective clothing. Azinphos methyl should always be stored and transported in clearly labeled impermeable containers under lock and key. Its storage area should be secure from access by unauthorized persons and children. Occupational workers must be properly informed that no food or drink should be stored in the storage areas.

予防処置

Heptachlor decomposes on heating above 160°C, producing toxic fumes including hydro- gen chloride. It reacts with strong oxidants and attacks metal. During use and handling of liquid and powder formulations of heptachlor, occupational workers should wear protec- tive neoprene or PVC gloves, cotton overalls, rubber boots, and a face shield or dust mask. Heptachlor should be kept stored in locked buildings.

ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル] 上流と下流の製品情報

原材料

準備製品


ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]  スペクトルデータ(1HNMR、13CNMR、IR1、IR2、MS)


86-50-0(ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル])キーワード:


  • 86-50-0
  • S-(3,4-DIHYDRO-4-OXOBENZO[D]-[1,2,3]-TRIAZINE-3-YL-METHYL)O,O-DIMETHYL PHOSPHORODITHIOATE
  • O,O-DIMETHYL-S-[4-OXO-1,2,3-BENZOTRIAZIN-3(4H)-YLMETHYL]PHOPHORODITHIOATE
  • O,O-DIMETHYL-S-[4-OXO-1,2,3-BENZOTRIAZIN-3(4H)-YLMETHYL]PHOSPHORODITHIOATE
  • R1582
  • 3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-ylmethyl O,O-dimethyl phosphorodithioate
  • AZINPHOS-METHYL PESTANAL, 250 MG
  • GUTHION, 1GM, NEAT
  • BAYER 17147
  • BARBEN(R)
  • AZINPHOS-METHYL
  • GUSATHION M
  • GUSATHION M(R)
  • GUTHION (TM)
  • azinphos-methyl (bsi,iso)
  • azinphosmethyl (esa)
  • GUTHION2S
  • DIMETHYLBENZOTRIAZINE-DITHIOPHOSPHATE
  • METHYLAZINOFOS
  • AZINPHOS-ME
  • 1,2,3-benzotriazin-4(3h)-one,3-(mercaptomethyl)-,o,o-dimethylphosphorodith
  • 1,2,3-benzotriazin-4(3h)-one,3-(mercaptomethyl)-,o,o-dimethylphosphorodithio
  • 2,3-benzotriazin-4(3h)-one
  • 3-(Mercaptomethyl)-1,2,3-benzotriazin-4(3H)-one O,O-dimethyl phosphorodithioate S-ester
  • 3-(mercaptomethyl)-1,2,3-benzotriazin-4(3h)-oneo,o-dimethylphosphorodithioa
  • benzotriazinedithiophosphoricaciddimethoxyester
  • benzotriazinedithiophosphoricaciddimethylester
  • Carfene
  • Cotneon
  • Cotnion
  • Cotnion methyl
  • ジチオりん酸O,O-ジメチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]
  • メチルトリアゾチオン
  • アジンホスメチル
  • アジンホス-メチル
  • コトニオン-メチル
  • グサチオン
  • グチオン
  • アジンホス
  • アジンホスメチル標準品
  • ジチオりん酸O,O‐ジメチル‐S‐[(4‐オキソ‐1,2,3‐ベンゾトリアジン‐3(4H)‐イル)メチル]
  • アジンホスメチル, 1000 µg/mL in Hexane
  • O,O-ジメチル {[(4-オキソ-3,4-ジヒドロ-1,2,3-ベンゾトリアジン-3-イル)メチル]スルファニル}ホスホノチオアート
  • アジンホス・メチル
  • 有機リン系殺虫剤
  • 農薬類,殺虫剤および除草剤など
  • 生活関係標準物質
  • 食料品
  • 有機標準物質
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