ChemicalBook > Product Catalog >Chemical pesticides >Insecticides >Organochlorine pesticides >AZINPHOS-ETHYL


AZINPHOS-ETHYL Basic information
Synonyms:S-(3,4-DIHYDRO-4-OXOBENZO[D]-[1,2,3]-TRIAZINE-3-YLMETHYL)O,O-DIETHYL PHOSPHORODITHIOATE;R 1513;O,O-DIETHYL-S-[4-OXO-1,2,3-BENZO TRIAZIN-3-[4H]-YLMETHYL]PHOSPHORODITHIOATE;,3-benzotriazin-4(3h)-one;3,4-Dihydro-4-oxo-3-benzotriazinylmethyl O,O-diethyl phosphorodithioate;Azinos;AZINPHOS-ETHYL;AZINUGEC E
Product Categories:A;A-BPesticides&Metabolites;AcaricidesAlphabetic;Alpha sort;AR to AZPesticides;Insecticides;Oeko-Tex Standard 100;OrganophorousMethod Specific;Pesticides;Pesticides&Metabolites
Mol File:2642-71-9.mol
AZINPHOS-ETHYL Chemical Properties
Melting point 45-47℃
Boiling point 111°C
density 1.43
vapor pressure 3.2 x 10-4 Pa (20 °C)
storage temp. 0-6°C
form Solid
Water Solubility 4.5 mg l-1(20 °C)
BRN 297468
CAS DataBase Reference2642-71-9(CAS DataBase Reference)
EPA Substance Registry SystemAzinphos-ethyl (2642-71-9)
Safety Information
Hazard Codes T+,N
Risk Statements 24-28-50/53
Safety Statements 28-36/37-45-60-61
WGK Germany 3
RTECS TD8400000
HazardClass 6.1(a)
PackingGroup II
Hazardous Substances Data2642-71-9(Hazardous Substances Data)
MSDS Information
AZINPHOS-ETHYL Usage And Synthesis
Chemical PropertiesAzinphos-ethyl forms colorless, clear crystals. It is insoluble in water, but soluble in most organic solvents. As an acaricide, azinphos-ethyl is used for the control of pests, such as, spider mites, aphids, caterpillars, potato bug, beetles, bollweevils, whitefl ies, bollworms, thrips, and other biting and sucking insects. Human exposures to azinphos-ethyl occur through absorption from the gastrointestinal tract, through the intact skin, and by inhalation of fi ne spray mist and dusts.
Azinphos-ethyl is a non-systemic organophosphorus insecticide, which is used against a relatively broad spectrum of insects. These include lepidopterous larvae, beetles and their larvae, aphids, jassids, and spider mites on various crops. And also crops of cotton, rice, sugar and fodder beets, fruits such as apples, pears, citrus-fruit, grapes; tobacco. Many countries around the world have stopped the use of this pesticide.
UsesAzinphos-ethyl is used to control both chewing and sucking pests on a wide range of crops.
General DescriptionColorless crystals. Used as a non-systemic insecticide with good ovicidal properties and long persistence. Used on cotton, citrus, vegetables, potatoes, tobacco, rice, and cereals to control caterpillars, beetles, aphids, spiders and many other insects. Not registered for use in the U.S.
Air & Water ReactionsNearly insoluble in water. What little amount is solubilized will readily hydrolyze.
Reactivity ProfileThe 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-ETHYL will decompose generating toxic gases.
Health HazardThe systemic effects of AZINPHOS-ETHYL are similar to parathion. It is an extremely potent systemic toxicant via ingestion, inhalation and skin contact. It may cause death or permanent injury after very short exposure to small quantities.
Health HazardAzinphos-ethyl as an organophosphate pesticide is very toxic to animals and humans, inhibiting the cholinesterase enzyme. Occupational workers exposed to azinphos-ethyl show symptoms of poisoning. On exposure through skin contact, inhalation of dust or spray, or accidental ingestion/swallowing, azinphos-ethyl is fatal. The early symptoms of toxicity include, but are not limited to, excessive sweating, headache, miosis, dyspnea, nausea, vomiting and diarrhea, blurred vision, muscle fasciculations, weakness, increased salivation, stomach pains, slurred speech. More severe poisoning leads to respiratory failure due to a combination of bronchorrhea, bronchoconstriction (muscarinic effects), paralysis of the respiratory muscles (nicotinic effects), and respiratory center paralysis (central effects), which all may eventually lead to shortness of breath, brain hypoxia, convulsions, and coma. Oral and dermal exposures to azinphos-ethyl cause a disturbed heart rate with chest pain. Hypotension (low blood pressure) may be observed, although hypertension (high blood pressure) is not uncommon. Exposed and poisoned occupational workers show respiratory symptoms, such as dyspnea, pulmonary edema, respiratory depression, and respiratory paralysis.
Reports have shown that azinphos-ethyl causes the inhibition of acetylcholinesterase activity in plasma, erythrocytes, the brain and sub-maxillary gland. Studies have indicated that multiple doses of azinphos-ethyl in low doses cause the plasma activity of rats and dogs to fall rapidly to a stable level, while the activity of the erythrocyte acetylcholinesterase falls more gradually.
Health HazardA highly toxic substance by all routes ofentry, especially ingestion and skin contact;inhalation hazard may be low because ofvery low vapor pressure [2.2* 10 -7 torr at20 °C (68 °F)]; the systemic effects are sim-ilar to parathion and azinphos methyl; thetoxic effects are nausea followed by vomit-ing, abdominal pain, diarrhea, salivation, andsecretion of excessive mucus in mouth andnose; headache, giddiness, weakness, slur-ring of speech, tightness in the chest, tear-ing, eye muscle pain and blurring of vision,breathing difficulty, convulsion, and coma(Gosselin 1976); ingestion of a small quan-tity can be fatal.
Oral LD50 (rat): 7 mg/kg.
Fire Hazard(Non-Specific -- Organophosphorus Pesticide, n.o.s.) When heated to decomposition, AZINPHOS-ETHYL emits very toxic fumes of sulfur, phosphorus and nitrogen oxides. Container may explode in heat of fire.
Safety ProfilePoison by ingestion, inhalation, skin contact, and intraperitoneal route. A cholinesterase inhibitor type of insecticide. When heated to decomposition it emits toxic fumes of SOx, POx,, and NOx. See also PARATHION.
Metabolic pathwayAlthough the metabolism of azinphos-ethyl has been studied much less than that of azinphos-methyl, the biotransformations which have been reported appear to be totally analogous.
DegradationAzinphos-ethyl is rapidly hydrolysed in alkaline and acid media but is fairly stable under neutral conditions. The DT50 values at pH values 4, 7 and 9 were 3 hours, 270 days and 11 days, respectively (PM). The photolytic degradation of 1% azinphos-ethyl in chloroform solution irradiated in a Pyrex photoreactor at λ> 313 nm was investigated by Abdou ef al. (1987) who purified the products by silica gel column chromatography and identified them by MS and 1H NMR spectroscopy. Four metabolites were identified: 3-methylbenzazimide (2), benzazimide (3), both of which were identified by Liang and Lichtenstein (1972) as photolysis products of azinphos-methyl. Two additional products also identified were N-methylanthranilic acid (4) and the rearranged phosphate triester, O,O-diethyl O-(3-methylbenzo[d-l,2,3]-triazine-4-yl) phosphate (5) (Scheme 1).
PrecautionsAzinphos-ethyl is an organophosphorus compound that inhibits cholinesterase enzymes. It is very toxic and occupational workers should be very careful during use, storage, and waste disposal of it.
AZINPHOS-ETHYL Preparation Products And Raw materials
Raw materialsMethyl anthranilate
Tag:AZINPHOS-ETHYL(2642-71-9) Related Product Information
Diethylphosphorodithioate BENFURESATE AZINPHOS-ETHYL D10 O,O-Diethyl S-methyl dithiophosphate 2-AMINOBENZHYDRAZIDE Dimethylphosphorodithioate Ammonium O,O-dimethyl dithiophosphate 1-BENZYL-1-METHYLHYDRAZINE 1,2,3-BENZOTRIAZIN-4(3H)-ONE 1-(2-AMINOBENZOYL)-1-METHYLHYDRAZINE O,O,S-TRIMETHYLDITHIOPHOSPHATE AZINPHOS-ETHYL O,O-Diethyl Dithiophosphate AMMoniuM Salt AZINPHOS-METHYL