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

Azinphos-Ethyl

HCID 17531
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
2642-71-9
標準SMILES
CCOP(=S)(OCC)SCn1nnc2ccccc2c1=O
InChIKey
RQVGAIADHNPSME-UHFFFAOYSA-N
分子式
C12H16N3O3PS2
平均分子量
345.4 g/mol
単同位体質量
345.03707073

概要

Azinphos-ethyl appears as colorless 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. (EPA, 1998)

名称と識別子

優先名称
Azinphos-Ethyl
IUPAC
3-(diethoxyphosphinothioylsulfanylmethyl)-1,2,3-benzotriazin-4-one
現地名
ジチオりん酸O,O-ジエチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]
英語名
Azinphos-ethyl
分子式
C12H16N3O3PS2
分子量
345.38

名称と別名

Azinphos-ethylEthyl azinphos2642-71-9Azinphos ethylCotnion-ethylGusathion ABionexEthyl GusathionGusathion HGusathion KTriazotionCrysthion
名称をさらに表示
トリアゾチオングチオン-エチルアジンホスエチルジチオりん酸O,O-ジエチルS-[(4-オキソ-1,2,3-ベンゾトリアジン-3(4H)-イル)メチル]グサチオンAエチルグチオンアジンホス-エチルアジンホスエチル標準品アジンホスエチルTRIAZOTIONアジンホスエチル STANDARDアジンホス-エチル標準品アジノホスエチルアジンホスエチル Standard, 100 µg/mL in MeOHアジンホスエチル Standard, 1000 µg/mL in Hexaneアジンホス・エチルジチオりん酸O,O-ジエチルS-(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)O,O-ジエチル {[(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トリアゾチオン標準品R 1513B-16259sepizinlbay16255bay16259BAY 16255

物性

構造計算による物性

XLogP
3.4
極性表面積
121 Ų
水素結合供与体数
0
水素結合受容体数
7
回転可能結合数
7
重原子数
21
形式電荷
0
複雑度
439

実験および物理化学的性質

SpringerMaterials PropertiesFusion temperature
Pesticides · 4 件

Acaricides, Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

Pesticide (Azinphos ethyl) -> USDA PDB

LogP · 2 件

log Kow = 3.40

3.4

Density · 3 件

1.284 at 68 °F (EPA, 1998) - Denser than water; will sink

1.284 c/cu cm at 20 °C

1.284 @ 20°C

Color/Form · 2 件

Colorless needles

Needles

Solubility · 4 件

SOL IN ORG SOLVENTS EXCEPT PETROLEUM ETHER AND ALIPHATIC HYDROCARBONS

At 20 °C: n-hexane, 2-5 g/L; isopropanol, 20-50 g/L; dichloromethane, >1,000 g/L; toluene, >1,000 g/L

Soluble in 2-propanol.

In water, 10.5 mg/L at 20 °C

CorrosivityNon-corrosive
Boiling Point · 2 件

232 °F at 0.001 mmHg (EPA, 1998)

BP: 111 °C at 0.001 mm Hg

Decomposition

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 2 件

95/276/EC

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Phosphorodithioic acid, O,O-diethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] ester: Environment tier I assessment
DOT LabelPoison
Fire Hazards(Non-Specific -- Organophosphorus Pesticide, n.o.s.) When heated to decomposition, it emits very toxic fumes of sulfur, phosphorus and nitrogen oxides. Container may explode in heat of fire. (EPA, 1998)
Health Hazards · 1 件

The systemic effects of this compound 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. (EPA, 1998)

Hazards Summary · 1 件

Effects in high dose animal studies include depression of cholinesterase activity; [HSDB] Extremely toxic cholinesterase inhibitor that may cause death as a result of minor exposure to small amounts; [CAMEO] Toxic by ingestion, skin absorption, or inhalation; [INCHEM PDS: Azinphos-ethyl - 1994] May cause irritation; Effects in high dose animal studies include convulsions; [MSDSonline] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

化学と産業

薬理情報

Mechanism of Action · 5 件

Azinphos-ethyl inhibits acetylcholinesterase activity in plasma, erythrocyte, brain and submaxillary gland and a series of low doses causes the plasma activity of rats and dogs to fall rapidly to a stable level while erythrocyte acetylcholinesterase tends to fall more gradually over a longer period.

Organophosphates and their potent sulfoxidation ('-oxon') derivatives inhibit the enzyme acetylcholinesterase, allowing the accumulation of excessive acetylcholine at muscarinic receptors (cholinergic effector cells), at nicotinic receptors (skeletal neuromuscular junctions and autonomic ganglia), and in the central nervous system. Permanent damage to the acetylcholinesterase enzyme ('aging') may occur after a variable delay unless antidotal treatment with enzyme reactivator is given.

Organophosphorus derivatives act by combining with and inactivating the enzyme acetylcholinesterase (AChE). ... The inactivation of cholinesterase by cholinesterase inhibitor pesticides allows the accumulation of large amounts of acetylcholine, with resultant widespread effects that may be ... separated into 4 categories: (1) Potentiation of postganglionic parasympathetic activity. ... (2) Persistent depolarization of skeletal muscle ... (3) Initial stimulation following depression of cells of central nervous system ... (4) Variable ganglionic stimulation or blockade ... /Cholinesterase inhibitor pesticides/

The characteristic pharmacological effects of the anti-ChE agents are due primarily to the prevention of hydrolysis of ACh by AChE at sites of cholinergic transmission. Transmitter thus accumulates, and the response to ACh that is liberated by cholinergic impulses or that is spontaneously released from the nerve ending is enhanced. With most of the organophosphorus agents ... virtually all the acute effects of moderate doses are attributable to this action. /Anticholinesterase agents/

The cardiovascular actions of anticholinesterase agents are complex, since they reflect both ganglionic and postganglionic effects of accumulated ACh on the heart and blood vessels. The predominant effect on the heart from the peripheral action of accumulated ACh is bradycardia, resulting in a fall in cardiac output. Higher doses usually cause a fall in blood pressure, often as a consequence of effects of anticholinesterase agents on the medullary vasomotor centers of the CNS. /Anticholinesterase agents/

Metabolism/Metabolites · 4 件

In plants, metabolites identified include azinphos-ethyl-oxon, benzazimide, dimethylbenzazimide sulfide and dimethylbenzazimide disulfide.

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
AzinosGutexAthyl-gusathionAzinugec EGusation ASepizin LETHYL GUTHIONGuthion (ethyl)

データベース識別子

CAS
2642-71-9
PubChem CID
17531
DTXSID
DTXSID5037498
ChEMBL
CHEMBL1886341
ChEBI
CHEBI:38587
UNII
EA96NYT5J5
EC Number
220-147-6
Nikkaji
J7.641D
When heated to decomposition it emits very toxic fumes of /phosphorous oxides, sulfur oxides, and nitrogen oxides/.
Melting Point · 3 件

127 °F (EPA, 1998)

53 °C

53 °C

Vapor Pressure · 4 件

2.2e-07 mmHg at 68 °F (EPA, 1998)

0.0000024 [mmHg]

0.32 mPa /2.4X10-6 mm Hg/ at 20 °C

0.0000032 [mm Hg] @20 °C

Refractive Index · 2 件

Index of refraction: 1.5928 at 53 °C/D

Index of Refraction: 1.284 @ 20 °C

物理化学的性質

融点
45 · 45-47℃
沸点
111 °C · 111°C
比重(密度)
1.43 · 1.43
蒸気圧
3.2 x · 3.2 x 10-4 Pa (20 °C)
貯蔵温度
0 · 0-6°C
水溶解度
4.5 mg · 4.5 mg l-1 (20 °C)
酸解離定数(Pka)
-2.59 · -2.59±0.20(Predicted)
外見
個体
BRN
297468 · 297468
Henry's Law Constant
1 · 1.0×102 mol/(m3Pa) at 25℃, HSDB (2015)
主な用途
農業環境
InChI
1S/C12H16N3O3PS2/c1-3-17-19(20,18-4-2)21-9-15-12(16)10-7-5-6-8-11(10)13-14-15/h5-8H,3-4,9H2,1-2H3
InChIKey
RQVGAIADHNPSME-UHFFFAOYSA-N
SMILES
CCOP(=S)(OCC)SCN1N=Nc2ccccc2C1=O
CAS データベース
2642 · 2642-71-9(CAS DataBase Reference)
EPAの化学物質情報
Azinphos-ethyl (2642-71-9)
化学的性質 · 1 件

化学的特性Azinphos-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.

Reactive GroupAmides and Imides
Special Reports · 3 件

Toxicology Review: Residue Reviews 51: 123 (1974)

Toxicology Review: Residue Reviews 63: 1 (1976)

WHO; Environ Health Criteria 63: Organophosphorus Insecticides: A General Introduction (1986)

Reactivity Profile · 1 件

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, it will decompose generating toxic gases.

DOT Emergency Guidelines · 5 件

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

For more DOT Emergency Guidelines (Complete) data for AZINPHOS ETHYL (16 total), please visit the HSDB record page.

DOT Hazard Classification · 2 件

Azinphos-ethyl

Severe marine pollutant

Air and Water ReactionsNearly insoluble in water. What little amount is solubilized will readily hydrolyze.

安全と保護具

Fire Fighting · 1 件

(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Stay upwind; keep out of low areas. Move containers from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Wear positive pressure breathing apparatus and special protective clothing.

First AidWarning: Effects may be delayed up to 12 hours. Caution is advised.
Exposure Control and Personal Protection · 1 件

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

Fire Fighting Procedures · 3 件

Self contained breathing apparatus with a full facepiece operated in pressure demand, or other positive pressure mode /should be used in firefighting/. /Parathion/

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic/

If material on fire or involved in fire: Use water in flooding quantities as fog. Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use foam, dry chemical, or carbon dioxide. /Organophosphorus pesticides, solid, toxic/

Storage Conditions · 4 件

Store in original container, preferably in locked storage, away from children, food, or feed.

Rooms used for storage only should be soundly constructed & fitted with secure locks. Floors should be kept clear & pesticides clearly identified. If repacking is carried out in storage rooms, adequate light should be available; floors should be impervious & sound ... /Pesticides/

Pesticides containers must be provided with labels indicating the degree of toxicity of the product they contain. The labels must not only give a short description of how to use the prepn, but also state basic precautions to be taken when applying it. /Organophosphorus pesticides/

Pesticides of any degree of toxicity should be transported in containers which are clearly labelled, leak-proof, and not easily damaged. They should never be transported /or stored/ beside, or above any type of food, and all spillages should be immediately reported. /Pesticides/

Cleanup Methods · 5 件

1. Ventilate area of spill or leak. 2. Collect for reclamation, or absorb in vermiculite, dry sand, earth, or a similar material. /parathion/

Spills of parathion on floors ... absorbed with an absorbing clay. Sweeping compound ... facilitate the removal of all visible traces of parathion contaminated clay. /Parathion/

Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Organophosphorus pesticides, liquid, flammable, toxic; Organophosphorus pesticides, liquid, toxic; Organophosphorus pesticides, solid, toxic/

Nonfire Spill Response(Non-Specific -- Organophosphorus Pesticide, n.o.s.) Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors.
Disposal Methods · 5 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Peer-review: This highly toxic material is rapidly hydrolyzed by cold alkali. Use 5 parts by volume 4% wt/vol sodium hydroxide soln to 1 volume of pesticide. Hydrolysis is improved by making the sodium hydroxide soln in 50% ethanol. Use much water to wash reaction mixture down to sewer. Large amt - incinerate in a unit with effluent gas scrubbing. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

Potential candidate for rotary kiln incineration, with a temperature range of 820 to 1,600 °C and a residence time of seconds. Also, a potential candidate for fluidized bed incineration, with a temperature range of 450 to 980 °C, and a residence time of seconds. Also, a potential candidate for liquid injection incineration with a temperature range of 650 to 1,600 °C, and a residence time of 0.1 to 2 seconds. /Parathion/

The following wastewater treatment technologies have been investigated for parathion: Reverse osmosis. /Parathion/

Preventive Measures · 5 件

A portion of even the most flammable materials is likely to be lost by vaporization. ... The smoke from an open fire used to destroy pesticides will contain some of the poison. Burning should be attempted only in an isolated place. Inhalation of smoke must be avoided. /Pesticides/

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

... Keep away from heat and open flame.

Special aircraft should preferably be used for spraying or dusting toxic organophosphorus pesticides. ... Aerial spraying or dusting gives rise to clouds which spread over larger surfaces than clouds produced by ground application. Aerial spraying should therefore be carried out on windless days only. Residential areas, water supply sources, etc must be avoided. ... When aircraft approaches, signalmen /guiding the aircraft/ should leave the windward side. ... The local population should be informed about the site & time of aerial pesticide treatment. Access of unauthorized persons & especially children to the area to be treated must be ... forbidden. Warning signs should be placed at the limits of the area. Ground spraying must be carried out with compressed-air spraying equipment towed by tractors with closed cabs. /Organophosphorus pesticides/

For more Preventive Measures (Complete) data for AZINPHOS ETHYL (14 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:
Protective Action Criteria (PAC) · 3 件

0.075 [mg/m3]

0.83 [mg/m3]

5.0 [mg/m3]

Personal Protective Equipment (PPE) · 6 件

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Rubber gloves, gas mask or respirator, rubber boots, thick long-sleeved shirt/jacket, long pants.

NEOPRENE COATED GLOVES; RUBBER WORKSHOES OR OVERSHOES; LATEX RUBBER APRON; GOGGLES; RESPIRATOR OR MASK APPROVED FOR TOXIC DUSTS & ORGANIC VAPORS. /PARATHION/

Employees should be provided with and required to use impervious clothing, gloves, face shields (eight inch minimum), and other appropriate protective clothing necessary to prevent repeated, or prolonged skin contact with parathion. /Parathion/

Respiratory protection (supplied-air respirator with full facepiece or self-contained breathing apparatus) should be available where these compounds are manufactured or used and should be worn in case of emergency and overexposure. /Phosphorus compounds/

For more Personal Protective Equipment (PPE) (Complete) data for AZINPHOS ETHYL (6 total), please visit the HSDB record page.

毒性情報

Interactions · 5 件

Pretreatment with piperonyl butoxide (400 mg/kg) 1 hr prior to challenge potentiates the toxicity of ethyl guthion.

Some phenothiazines may antagonize & some may potentiate the toxic anticholinesterase effects of ... /organophosphorus insecticides/. /Organophosphate cholinesterase inhibitors/

In long term therapy, adrenocorticoids antagonize the antiglaucoma effects of anticholinesterases (incr ocular pressure). ... Anticholinergics antagonize the miotic (antiglaucoma) & other muscarinic effects of anticholinesterases on the autonomic & central nervous systems. Tricyclic antidepressants (anticholinergic effects) antagonize the antiglaucoma (miotic) effects of anticholinesterases in glaucoma. ... Antihistamines with anticholinergic effects antagonize the miotic (antiglaucoma) & CNS effects of anticholinesterases. Anticholinesterases potentiate tranquilizing & behavioral changes induced by antihistamines. The actions of anticholinesterase agents on autonomic effector cells, & to some extent those on CNS, are antagonized by atropine, an antidote of choice. Barbiturates are potentiated by anticholinesterases. ... Dexpanthenol potentiates the effects of anticholinesterases. Fluorophosphate insecticides potentiate the effects of other anticholinesterases. /Anticholinesterases/

Barbiturates are potentiated by anticholinesterases. Although barbiturates may be used cautiously in treating convulsions, extreme care is essential in handling poisonings due to anticholinesterases, particularly organophosphorus pesticides. Echothiophate, a cholinesterase inhibitor used as miotic, potentiates other such inhibitors... used for other purposes (additive effects) or possibly synergistic. Those exposed to organophosphate insecticides must take strict precautions. ...Organophosphorus insecticides: additive anticholinesterase effects. Hazardous. Patients on anticholinesterases (even topical, such as eye drops) should avoid areas where organophosphorus insecticides... recently... used. /Anticholinesterase/

For more Interactions (Complete) data for AZINPHOS ETHYL (8 total), please visit the HSDB record page.

Ecotoxicity Values · 5 件

EC50; Species: Daphnia magna (Water Flea) 1st instar larvae; Conditions: freshwater, static, 21 °C, pH 7.1, hardness 44 mg/L CaCO3; Concentration: 4 ug/L for 48 hr (95% confidence interval: 3-5.3 ug/L); Effect: intoxication, immobilization /88% purity technical material/

EC50; Species: Simocephalus (Water Flea), first instar; Conditions: Static bioassay without aeration, 15 °C, pH 7.2-7.5, water hardness 40-50 mg/L as calcium carbonate and alkalinity of 30-35 mg/L; Concentration: 4.2 ug/L for 48 hr (95% confidence limit 2.9-6.1 ug/L); Effect: immobilization /Technical, 88%/

EC50; Species: Daphnia pulex (Water Flea), first instar; Conditions: Static bioassay without aeration, 15 °C, pH 7.2-7.5, water hardness 40-50 mg/L as calcium carbonate and alkalinity of 30-35 mg/L; Concentration: 3.2 ug/L for 48 hr (95% confidence limit 1.8-5.8 ug/L); Effect: immobilization /Technical, 88%/

LC50; Species: Pteronarcys(Stonefly), second year class; Conditions: Static bioassay without aeration, 15 °C, pH 7.2-7.5, water hardness 40-50 mg/L as calcium carbonate and alkalinity of 30-35 mg/L; Concentration: 1.5 ug/L for 96 hr (95% confidence limit 0.8-2.7 ug/l) /Technical, 88%/

For more Ecotoxicity Values (Complete) data for AZINPHOS ETHYL (10 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that azinphos ethyl is expected to have moderate mobility in soil(SRC). Volatilization of azinphos ethyl from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 9.9X10-8 atm-cu m/mole(SRC), based upon its vapor pressure, 2.4X10-6 mm Hg(3), and water solubility, 10.5 mg/L(4). Azinphos ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Degradation of organophosphorothioate pesticides by photooxidation under ultraviolet or sunlight radiation at the soil surface may result in the formation of sulfoxides and trialkyl phosphorothioates(5). The methyl analogue, azinphos methyl, biodegraded in laboratory tests and in soil(6,7) which suggests that azinphos ethyl would also be degraded in the environment(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that azinphos ethyl is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 9.9X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 2.4X10-6 mm Hg(4), and water solubility, 10.5 mg/L(5). According to a classification scheme(6), an estimated BCF of 80(SRC), from its log Kow of 3.40(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Hydrolysis half-life for azinphos ethyl was measured as 173 days at pH 6.1 and 22 °C(9). Photodegradation in aqueous environmental conditions is expected to be the most important process based on studies showing the half-life of azinphos ethyl in river water (pH 7.3) and in seawater (pH 8.1) was 9 and 11 days, respectively, when exposed to light; at 22 °C in the dark half-lives were 65 and 58 days, respectively(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), azinphos ethyl, which has a vapor pressure of 2.4X10-6 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase azinphos ethyl is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 2 hours(SRC), calculated from its rate constant of 1.9X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase azinphos ethyl may be removed from the air by wet or dry deposition(SRC). Azinphos ethyl contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 件

Azinphos ethyl residues were not found on 13,960 food samples analyzed by state agencies in 6 states in 1988(1). Azinphos ethyl residue was detected on 6 of 13,085 (0.045%) samples of food analyzed by state agencies in 10 states in 1989(1). A small sample of the food analyzed was imported from Mexico, Central America, and the Caribbean(1) and since azinphos ethyl is not sold in the US, it is presumed that the residues were found on the imported food. Azinphos ethyl was detected in 20 pasta samples collected in Rome, Italy in 1990 at an average concentration of 0.9 ug/kg (range not detected to 4.5 ug/kg)(2). Azinphos ethyl was not detected (detection limit 0.05 mg/kg) in 10 ready-to-eat packed table olive samples or 30 commercially packed olive oil samples analyzed from 1991-1992 in Greece(3). Azinphos ethyl was detected 2 of 2223 fruit and vegetable samples at 0.05 to 1.00 mg/kg (positive detections were in cucumber and green bean), samples were collected from Brazilian Sao Paulo General Storage and Wholesale over the period of Jan 1994 to Dec 2001(4). Azinphos ethyl was not detected (detection limit 5 ug/kg) in 298 raw milk samples obtained directly from tank trucks during delivery at nine Italian dairy plants, sampling took place Oct 2004, Jan and May 2005(5).

Adverse EffectsOther Poison - Organophosphate
Milk Concentrations · 2 件

Azinphos ethyl was not detected (detection limit 5 ug/kg) in 298 raw milk samples obtained directly from tank trucks during delivery at nine Italian dairy plants; sampling took place Oct 2004, Jan and May 2005(1).

Many of /the organophosphorus insecticides/ are excreted in the milk ... /Organophosphorus insecticides/

Average Daily IntakeThe average dietary intake of azinphos ethyl for people living in Rome, Italy in 1990 was 0.03 ug/man/day(1). This was derived from the average dietary intake of pasta which had an average concentration of azinphos ethyl of 0.9 ug/kg(1).
Plant ConcentrationsAzinphos ethyl residues were not detected (detection limit 0.01 ppm) in whole grains, leaves, and stalks of rice plants at harvest time (day 120) that were treated with azinphos ethyl at 5, 15, 45, and 60 days after planting(1).
Animal ConcentrationsAzinphos ethyl was detected in 2% of honeybee samples at concentrations of 0.020 to 0.094 mg/kg, dead bee samples were collected in bags suspended under beehives (only worker bees were analyzed) in the district of Bologna, Italy(1).
Acute Toxicity LinkChemical: AZINPHOS-ETHYL
Medical Surveillance · 5 件

Workers handling & applying pesticides must undergo an annual medical examination at the beginning of each agricultural season. Contraindications /meaning further clinical evaluations/ for work with /organophosphorus pesticides/ are organic diseases of the central nervous system, mental disorders & epilepsy, pronounced endocrine & vegetative disorders, pulmonary tuberculosis, bronchial asthma, chronic respiratory diseases, cardiovascular diseases & circulatory disorders, gastrointestinal diseases (peptic ulcer), gastroenterocolitis, diseases of liver & kidneys, eye diseases (chronic conjunctivitis & keratitis). The blood cholinesterase activity must be determined before work starts. In the event of prolonged work periods, this activity should be determined at intervals of 3-4 days. Persons exhibiting a fall in cholinesterase activity of 25% or more must be transferred to other work where they are not exposed to organophosphorus pesticides until this activity is completely restored. Persons with initial signs of indisposition should /be protected from exposure from/ pesticides. /Organophosphorus pesticides/

... Surveillance of workers could be carried out through measurement of blood or urinary levels of the cmpd to which they are exposed, or through measurement of a metabolite. /Organic phosphorus pesticides/

The assessment of exposure to the organophosphate pesticides, bromophos and dicrotophos can be accomplished through measurement of these compounds in the blood. However, since organophosphate pesticides are rapidly cleared from the blood, it is difficult to be able to detect the pesticides in blood unless very large quantities have been absorbed. This test may be useful for identification of the compound in cases of severe exposure, although documented tests for measurement of specific organophosphate pesticides in blood are very limited. Whole Blood Reference Ranges: Normal - none detected; Exposed - not established; Toxic -not established. Serum or Plasma Reference Ranges: Normal - not established; Exposed - not established; Toxic - not established. Urine Reference Ranges: Normal - not established; Exposed - not established; Toxic - not established. /Organophosphate pesticides/

Pulmonary Function Tests: The tests that have been found to be practical for population monitoring include: Spirometry and expiratory flow-volume curves; Determination of lung volumes; Diffusing capacity for carbon monoxide; Single-breath nitrogen washout; Inhalation challenge tests; Serial measurements of peak expiratory flow; Exercise testing. /Organophosphate pesticides/

For more Medical Surveillance (Complete) data for AZINPHOS ETHYL (7 total), please visit the HSDB record page.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of azinphos ethyl can be estimated to be 170(SRC). According to a classification scheme(2), this estimated Koc value suggests that azinphos ethyl is expected to have moderate mobility in soil. Using a lysimeter to measure the leachability of various pesticides, azinphos ethyl was not detected in leachate from 3,000 individual analyses conducted from 1977-1986 (detection limit 0.001 mg/L)(3). These tests were conducted using 1-1.3 m in height by 0.5 sq m of top soil with a catch base of 1 sq m(3). For soil material, loamy or silty sand with a low humus content was used where the sum of clay and silt amounted to a maximum of 30% (clay below 10%) and the content of organic bound carbon did not exceed 1.5%(3).

法規制情報

CERCLA Reportable Quantities · 1 件

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Azinphos-ethyl is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... .

安全データ

wgk
3
rtecs
TD8400000
ridadr
2783
risk_code
24-28-50/53
hazard_code
T+,N
safety_code
28-36/37-45-60-61
hazard_class
6.1(a)
packing_group
II
Hazard Classifications
Acute Tox. 2 OralAcute Tox. 3 DermalAquatic Acute 1Aquatic Chronic 1
ストレージクラス
6.1A - Combustible, acute toxic Cat. 1 and 2very toxic hazardous materials
有毒物質データの
2642-71-9(Hazardous Substances Data)

In mammals, following oral administration, ...the major metabolites are the monodesethyl compound and benzazimide.

Plasma and tissue enzymes are responsible for hydrolysis /of organophosphorus compounds/ to the corresponding phosphoric and phosphonic acids. However, oxidative enzymes are also involved in the metabolism of some organophosphorus compounds. /Anticholinesterase agents/

The organophosphorus anticholinesterase agents are hydrolyzed in the body by a group of enzymes known as A-esterases or paraoxonases. These enzymes are found in the plasma and liver and hydrolyze a large number of organophosphorus compounds ... by cleaving the phosphoester, anhydride, P-F, or P-CN bonds. /Anticholinesterase agents/

Absorption, Distribution and Excretion · 4 件

In mammals, following oral administration, >90% is eliminated in the urine and feces within 2 days.

...Absorption of azinphos ethyl is possible through intact skin, from the GI tract, and by mist and dust inhalation.

Following oral and IV administration of 14C-labelled azinphos-ethyl to male rats in doses of 0.1 or 2 mg/kg bw, about 60% of the activity was excreted in urine and 30% in feces in 48 hours. Approximately 30% of a 2 mg/kg dose was eliminated in bile within 24 hours; <0.1% was eliminated in expired air, indicating that the benzotriazine ring does not undergo extensive degradation. Approximately 6% of activity was present in the body 48 hours after administration, the mean concentration in tissues being equivalent to 0.1 ppm. The highest equivalent concentration (0.2-0.3 ppm (0.00002%-0.00003%)) was found in blood and 0.15-0.2 ppm (0.000015%-0.00002%) was found in lungs, liver and kidneys.

Many of /the organophosphorus insecticides/ are excreted in the milk ... /Organophosphorus insecticides/

用途と製造

Uses · 6 件

Used as a non-systemic insecticide and acaricide to protect fruits, vegetables, cotton, tobacco, ornamentals, other crops, and forestry; [HSDB]

No longer used or produced in the US or Canada (high toxicicity); [HSDB]

Farming (Pesticides) [Category: Industry]

For azinphos-ethyl (USEPA/OPP Pesticide Code: (058002) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Insecticide; acaricide

Control of chewing and sucking insects and spider mites on fruit trees (including citrus), vines, hops, nuts, vegetables, potatoes, beet, oilseed rape, maize, cereals, tobacco, cotton, coffee, rice, ornamentals, forestry, and other crops.

U.S. Production · 3 件

(1972) LESS THAN 4.54X10+5 G

(1975) LESS THAN 4.54X10+5 G

Due to its high toxicity, it is no longer produced or used in the United States or Canada.

Methods of Manufacturing · 3 件

Azinphos-ethyl can be made by reaction of N-chloromethylbenzazimide with O,O-diethyldithiophosphoric acid in the presence of a base.

Benzazimide + formaldehyde + O,O-diethyl dithiophosphoric acid (chloromethylation/dehydrochlorination)

... Obtained by reacting N-halogenomethyl-benzazimides, which may be substituted in the benzene nucleus with the salts of dialkyldithio-phosphoric acids. The reaction is preferably carried out in an inert diluent.

Formulations/Preparations · 3 件

Dust, emulsifiable concentrate, ULV, wettable powder.

Mixtures: (azinphos-ethyl +) azinphos-methyl; dicofol; dimethoate.

Trade name: Azinugec E

Use ClassificationINSECTICIDES
General Manufacturing Information · 5 件

The WHO Recommended Classification of Pesticides by Hazard identifies azinphos-ethyl (technical grade) as Class IB: highly hazardous; Main Use: insecticide.

Azinphos-ethyl was introduced in 1953 by Bayer AG as a nonsystemic insecticide and acaricide.

US Patent 2,758,115; West German Patent 927,270.

USA: Not marketed.

Non-phytotoxic when used as directed. Russetting is possible on some fruit varieties with the emulsifiable concentrate formulation.

応用分野 · 2 件

使用Azinphos-ethyl is used to control both chewing and sucking pests on a wide range of crops.

一般的な説明Colorless 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.

上流・下流製品情報

上流原料

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