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메타미도포스

메타미도포스
메타미도포스 구조식 이미지
카스 번호:
10265-92-6
한글명:
메타미도포스
동의어(한글):
메타미도포스;메타아미도포스
상품명:
Methamidophos
동의어(영문):
Tam;GIANT;Prodex;re9006;ckb1220;Hamidop;Filitox;Nitofol;MTD-600;MONITOR
CBNumber:
CB3454363
분자식:
C2H8NO2PS
포뮬러 무게:
141.13
MOL 파일:
10265-92-6.mol

메타미도포스 속성

녹는점
44.5°C
밀도
d44.5 1.31
증기압
2.3×10-3Pa (25°C)
굴절률
nD40 1.5092
인화점
212 °C
저장 조건
0-6°C
수용성
>200 g l-1 (20°C)
물리적 상태
solid
안정성
Stable. Incompatible with strong oxidizing agents, copper, copper alloys.
CAS 데이터베이스
10265-92-6(CAS DataBase Reference)
NIST
Phosphoramidothioic acid, o,s-dimethyl ester(10265-92-6)
EPA
Phosphoramidothioic acid, O,S-dimethyl ester(10265-92-6)

안전

위험품 표기 T+;N,N,T+,Xn,F
위험 카페고리 넘버 24-26/28-50-36-20/21/22-11
안전지침서 1/2-28-36/37-45-61-26
유엔번호(UN No.) 2783
RTECS 번호 TB4970000
위험 등급 6.1(a)
포장분류 II
유해 물질 데이터 10265-92-6(Hazardous Substances Data)
독성 LD50 in adult male, female rats (mg/kg): 25, 27 orally (Gaines, Linder)

메타미도포스 C화학적 특성, 용도, 생산

화학적 성질

Methamidophos is a colourless crystalline solid with a pungent odour. It is readily soluble in water, alcohols, ketones, and aliphatic chlorinated hydrocarbons but sparingly soluble in ether and practically insoluble in petroleum ether. Methamidophos is also a breakdown product of another OP, namely, acephate. Methamidophos is slightly corrosive to mild steel and copper alloys.

화학적 성질

Methamidophos is a colorless crystalline solid with a pungent odor. It is readily soluble in water, alcohols, ketones, and aliphatic chlorinated hydrocarbons, but sparingly soluble in ether and practically insoluble in petroleum ether. It is highly toxic, systemic with properties of an insecticide, acaricide, and avicide. The US EPA has grouped methamidophos as an RUP, meaning use and handling of this chemical substance requires qualifi ed, certifi ed, and trained workers. Methamidophos is effective against chewing and sucking insects and is used to control aphids, fl ea beetles, worms, white-fl ies, thrips, cabbage loopers, Colorado potato beetles, potato tube-worms, army-worms, mites, leafhoppers, and many others. Crop uses include broccoli, brussels sprouts, caulifl ower, grapes, celery, sugar beets, cotton, tobacco, and potatoes. It is used on many vegetables, hops, corn, peaches, and other crops. Methamidophos is also a breakdown product of another OP, namely, acephate. Methamidophos is slightly corrosive to mild steel and copper alloys.

화학적 성질

Methamidophos is an off-white crystalline solid.

용도

Insecticide and acaricide.

용도

Metamidophos is an organophosphate insecticide used in great quantities in rice fields in rice-producing countries.

용도

Insecticide; acaricide.

용도

Methamidophos is used to control a wide range of insects and mites in a very large number of crops.

일반 설명

Crystalline solid, technical product is off-white with a pungent odor. Used as an insecticide on a number of vegetables and on cotton.

반응 프로필

Organophosphates, such as Methamidophos, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Avoid strong acids or alkalis. [EPA, 1998].

건강위험

Methamidophos is harmful or fatal if swallowed, inhaled, or absorbed through the skin.

건강위험

Methamidophos is highly toxic to mammals. Inhalation of methamidophos causing weakness, tightness in the chest, wheezing, headache, blurred vision, pinpoint pupils, tearing,and runny nose are common early symptoms. On accidental ingestion and with severe poisoning, methamidiophos causes nausea, vomiting, diarrhea, and cramps, sweating and twitching, weakness, shakiness, blurred vision, pinpoint pupils, dyspnea (shortness of breath), tightness in the chest, sweating, confusion, changes in heart rate, convulsions, coma, respiratory failure, and death. People with health disorders, such as high blood pressure, problems of the gastrointestinal, heart, liver, lung, or nervous system, have been reported to be more sensitive to methamidophos-induced toxicity. Reports have indicated that occupational workers exposed to methamidophos who developed poisoning with symptoms such as pain (needle type) in the feet, legs, and hands, high blood pressure, gastrointestinal disorders, heart, liver, lung, or nervous system problems, may be more sensitive to methamidophos.

화재위험

(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. (Non-Specific -- Phosphoramidothioic Acid, O-Ethyl S-Methyl Ester) Emits very toxic fumes of nitrogen oxides, phosphorus oxides, and sulfur oxides when heated to decomposition. Stable at neutral pH. Avoid strong acids or alkalis.

농업용

Insecticide, Miticide: Methamidophos is a highly active, systemic, resid-ual organophosphate insecticide/acaricide/avicide with contact and stomach action. Its mode of action in insects and mammals is by decreasing the activity of an enzyme important for nervous system function called acetylcholinesterase. This enzyme is essential in the normal transmission of nerve impulses. Methamidophos is a potent acetylcholinesterase inhibitor. It is effective against chewing and sucking insects and is used to control aphids, flea beetles, worms, whiteflies, thrips, cabbage loopers, Colorado potato beetles, potato tubeworms, armyworms, mites, leafhoppers, and many others. Crop uses include broccoli, Brussels sprouts, cauliflower, grapes, celery, sugar beets, cotton, tobacco, and potatoes. It is used abroad for many vegetables, hops, corn, peaches, and other crops. Generally, methamidophos is not considered phytotoxic if used as directed, but defoliation has occurred when applied as foliar spray to deciduous fruit. It is compatible with many other pesticides, but do not use with alkaline materials. Methamidophos is slightly corrosive to mild steel and copper alloys. This compound is highly toxic to mammals, birds, and bees. Do not graze treated areas, and be sure to wear protective clothing including respirator, chemical goggles, rubber gloves, and impervious protective clothing. A U.S. EPA restricted Use Pesticide (RUP). Not approved for use in EU countries .

상품명

ACEPHATE-MET®; BAY 71625®; BAYER 71628®; CHEVRON 9006®; CHEVRON ORTHO 9006®; FILITOX®; GS-13005®; HAMIDOP®; METAFOS®; MONITOR®; MTD®; NITOFOL®; NURATRON®; ORTHO 9006®; PATROLE®; PILLARON®; SRA 5172®; SUPRACIDE®; SWIPE®; TAHMABON®; TAMARON®; VITARON®

Safety Profile

Poison by ingestion, inhalation, sh contact, subcutaneous, and intraperitoneal routes. Human systemic effects by ingestion: fasciculations, pupdlary constriction, and sweating. A cholinesterase inhbitor type of insecticide. When heated to decomposition it emits very toxic fumes of NOx, POx, and SOx. See also PARATHION.

잠재적 노출

A potential danger to those involved in the manufacture, formulation, and application of this insecticide on vegetables and cotton

환경귀착

Chemical/Physical. Emits toxic fumes of phosphorus, nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987).

신진 대사 경로

Methamidophos is a contact insecticide which is particularly effective against caterpillars and aphids. It also has some systemic action although much less than acephate. There is some uncertainty concerning the nature of the leaving group when the compound inhibits acetylcholinesterase although most evidence suggests that it is methanethiolate. There are claims that it requires metabolic activation to a more active inhibitor (Eto et al., 1977) and yet other evidence that it does not (Khasawinah et al., 1978). Most studies which have examined the biotransformation of acephate have identified methamidophos as one of its metabolites and the latter is considered to be the active metabolite. The main route of biotransformation in soil is through deamination. In mammals, metabolism involves de-O-methylation, de-S-methylation and deamination, with de- O-methylation in the liver probably being the most important route. There is no evidence as to whether demethylation is hydrolytic or oxidative. Methamidophos and its metabolites are highly polar and no conjugates have been identified. There is some evidence that the compound can lead to delayed neurological degeneration in mammals through inhibition of 'neuropathy target esterase'.

운송 방법

UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Degradation

Methamidophos is stable at pH 3-8 but it is hydrolysed in acids and alkalis. Photodegradation is of minor importance (PM). The physicochemical, electronic and molecular-orbital properties of methamidophos have recently been described and the compound is apparently nonionised at physiological pH (Singh et al., 1998).
The alkaline hydrolysis of methamidophos and its two N-methylated derivatives was examined by Fahmy et al. (1972). In aqueous KOH the main product was S-methyl phosphoramidothioate (2), whereas in less polar media such as aqueous MeOH or acetone the route was via de-Smethylation to give methyl phosphoramidate (3). It was concluded that the two competing mechanisms for methamidophos hydrolysis were (i) addition-elirnination on phosphorus leading to P-O bond cleavage, loss of methoxide and formation of product 2, (ii) an elimination reaction involving the amido proton to give P-S bond cleavage, loss of methanethiolate and formation of product 3. Proposed routes for the hydrolysis of methamidophos are shown in Scheme 1.

비 호환성

Incompatible with strong acids or alkali. Attacks mild steel and copper-containing alloys (technical grade)

폐기물 처리

In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

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