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Pirimiphos-ethyl (ISO)

Pirimiphos-Ethyl

HCID 31957
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
23505-41-1
Standard-SMILES
CCOP(=S)(OCC)Oc1cc(C)nc(N(CC)CC)n1
InChIKey
TZBPRYIIJAJUOY-UHFFFAOYSA-N
Summenformel
C13H24N3O3PS
Durchschnittliche Molmasse
333,39 g/mol
Monoisotopische Masse
333,12759926

Überblick

Straw colored liquid. Used as a pesticide. (EPA, 1998)

Namen und Bezeichner

Bevorzugter Name
Pirimiphos-Ethyl
IUPAC
4-diethoxyphosphinothioyloxy-N,N-diethyl-6-methylpyrimidin-2-amine
Lokaler Name
Pirimiphos-ethyl (ISO)
Englischer Name
Pirimiphos ethyl
Summenformel
C13H24N3O3PS
Molmasse
333.39

Namen und Synonyme

Pirimiphos-ethyl23505-41-1Pirimiphos ethylPrimicidPirimifosethylPrimotecSolgardDTXSID5042297R 42211Pyrimiphos-ethyl (ISO-French)PP211EPA Pesticide Chemical Code 108101
Weitere Namen anzeigen
pirimiphosfernexr42211Primoteprinicid
AI3-276983L26N84757DTXCID30222972-Diethylamino-6-methyl-4-pyrimidinyl diethyl phosphorothioate2-Diethylamino-6-methylpyrimidin-4-yl diethyl phosphorothionateO,O-Diethyl O-(2-(diethylamino)-6-methyl-4-pyrimidinyl) phosphorothioateO-(2-(Diethylamino)-6-methyl-4-pyrimidinyl)phosphorothioic acid O,O-diethyl esterpirimicid

Datenbank-Bezeichner

CAS
23505-41-1
PubChem CID
31957
DTXSID
DTXSID5042297
ChEMBL
CHEMBL1315977
ChEBI
CHEBI:82146
UNII
3L26N84757
EC Number
245-704-0

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,8
Polarare Oberfläche (TPSA)
88,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
9
Schwere Atome
21
Formalladung
0
Komplexität
335

Experimentelle und physikochemische Eigenschaften

pHWeakly basic
Pesticides · 6 Einträge

Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

Acaricides, Insecticides

Pesticide

Pesticide (Pirimiphos-ethyl) -> USDA PDB

LogP · 2 Einträge

log Kow = 5.0 un-ionized

4.85

OdorTechnical grade has a mercaptan-like odor
Density · 3 Einträge

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

1.14 at 20 °C

1.14 @ 20°C

Color/Form · 2 Einträge

Straw-colored liquid

Technical grade is a clear red-brown liquid

Solubility · 2 Einträge

In water, 2.3 mg/L at 25 °C

Miscible with most organic solvents

CorrosivityCorrosive to iron & unprotected tinplate

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P280, P301+P316, P302+P352, P317, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P280, P301+P316, P302+P352, P317, P321, P330, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 3 Einträge

2002/2076

Phosphorothioic acid, O-2-(diethylamino)-6-methyl-4-pyrimidinyl O,O-diethyl ester: Does not have an individual approval but may be used under an appropriate group standard

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 - Phosphorothioic acid, O-[2-(diethylamino)-6-methyl-4-pyrimidinyl] O,O-diethyl ester: Environment tier I assessment
DOT LabelPoison
Fire HazardsAs with other organophosphorus pesticides, container may explode in heat of fire. Heat may cause decomposition and evolution of highly toxic fumes of phosphorus oxides, nitrogen oxides and sulfur oxides. Decomposes above 266F. (EPA, 1998)
Health HazardsPirimifos-ethyl is an organophosphorus pesticide and is absorbed by the skin, as well as by the respiratory and gastrointestinal tracts. It is a cholinesterase inhibitor, acting on the nervous system. (EPA, 1998)
Hazards Summary

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 3 Einträge

Parathion & its relatives are known to inhibit the enzyme cholinesterase in all parts of the body by phosphorylating the active site. /Parathion & other cholinesterase inhibitor pesticides/

Organophosphorus derivatives act by combining with and inactivating the enzyme acetylcholinesterase. ... 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 ganglionc stimulation or blockade ... /Cholinesterase inhibitor pesticides/

Organophosphate insecticides ... are potent cholinesterase enzyme inhibitors that act by interfering with the metabolism of acetylcholine, which results in accumulation of acetylcholine at neuroreceptor transmission sites. Exposure produces a broad spectrum of clinical effects indicative of massive overstimulation of the chlorinergic system, including muscarinic effects (parasympathetic), nicotinic effects (sympathetic and motor), and CNS effects. These effects present clinically as feeling of headache, weakness, dizziness, blurred vision, psychosis, respiratory difficulty, paralysis, convulsions, and coma. Typical findings are given by the mnemonic "SLUD." which stands for salivation, lacrimation, urination, and defecation. A small percentage of patients may fail to demonstrate miosis, a classic diagnostic hallmark. Onset of clinical manifestation of organophosphate poisoning usually occurs within 12 hr of exposure. /Organophosphate insecticides/

Absorption, Distribution and Excretion · 3 Einträge

The rate of dermal absorption /of organophosphorus pesticides/ may be ... influenced by the solvent used. /Organophosphorus pesticides/

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

Following their absorption, most organophosphorus cmpd are excreted ... as hydrolysis products in the urine. /Organophosphorus anticholinesterase agents/

Verwendung und Herstellung

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Nikkaji
J3.793A
Flash Point
113 °F, 45 °C (Pensky-Martin closed cup)
DecompositionWhen heated to decomposition it emits very toxic fumes of /nitrogen, phoshorous, and sulfur oxides/.
Melting Point15-18 °C /technical grade/
Vapor Pressure · 4 Einträge

0.00029 mmHg at 77 °F (EPA, 1998)

0.00029 [mmHg]

2.9X10-4 mm Hg at 25 °C

0.00029 [mm Hg] @25 °C

Physikochemische Eigenschaften

Schmelzpunkt
15 · 15-18 °C
Siedepunkt
414.1 · 414.1±55.0 °C(Predicted)
Dichte
20 · d20 1.14
Brechungsindex
25 · nD25 1.520
storage temp.
4 °C · APPROX 4°C
Löslichkeit
soluble in No Data available
pka
4.85 · 4.85±0.10(Predicted)
Wasserlöslichkeit
3.967 mg/L · 3.967mg/L(20 ºC)
Merck
13 · 13,7580
BRN
7141373 · 7141373
Henry's Law Constant
1.8 · 1.8×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application
agricultureenvironmental
InChI
1S/C13H24N3O3PS/c1-6-16(7-2)13-14-11(5)10-12(15-13)19-20(21,17-8-3)18-9-4/h10H,6-9H2,1-5H3
InChIKey
TZBPRYIIJAJUOY-UHFFFAOYSA-N
SMILES
CCOP(=S)(OCC)Oc1cc(C)nc(n1)N(CC)CC
CAS Datenbank
23505 · 23505-41-1(CAS DataBase Reference)
NIST chemische Informationen
Pirimiphos ethyl(23505-41-1)
EPA chemische Informationen
Pirimiphos-ethyl (23505-41-1)
· 1 Eintrag

A cholinesterase inhibitor; Can be absorbed through skin; [CAMEO] No effects observed besides inhibition of cholinesterase in 90 day animal feeding studies; No skin irritation or sensitization observed in rabbits; [HSDB] 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]

Reactive GroupAmines, Phosphines, and Pyridines
FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Pirimiphos-ethyl is found on List B. Case No: 2530; Pesticide type: insecticide; Case Status: No products containing the pesticide are actively registered. Therefore, we are characterizing the case as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): O-[2-(Diethylamino)-6-methyl-4-pyrimidinyl] O,O-diethyl phosphorothioate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity Profile · 1 Eintrag

Organophosphates, such as PIRIMIFOS-ETHYL, 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.

DOT Hazard Classification · 2 Einträge

Pirimiphos-ethyl

Severe marine pollutant

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
CERCLA Reportable Quantities · 1 Eintrag

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. Pirimifos-ethyl is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000 lbs.

Sicherheit und Schutzausrüstung

Fire FightingUse procedures for organophosphorus pesticides.
First AidWarning: Effects may be delayed up to 12 hours. Caution is advised.
Exposure Control and Personal Protection · 1 Eintrag

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 · 2 Einträge

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. 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, carbon dioxide or dry chemical. /Organophosphorus pesticides, liquid, NOS/

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

Storage Conditions · 3 Einträge

Pesticides of any degree of toxicity should be transported in containers which are ... leak-proof & not easily damaged. /Pesticides/

Rooms used for storage only should be soundly constructed & fitted with secure locks. Floors should be kept clear & pesticides clearly identified. If repacking is carred 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 basis precautions to be taken when applying it. /Organophosphorus pesticides/

Nonfire Spill ResponseAs with other organophosphorus pesticides, 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 · 3 Einträge

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.

Concentrates of pirimiphos-ethyl should be first diluted and then treated by alkalis.

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.

Preventive Measures · 5 Einträge

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Organophosphorus pesticides, liquid, NOS/

Personnel protection: Keep upwind. Wear appropriate chemical protective gloves, boots and goggles. Do not handle broken packages unless wearing appropriate personal protective equipment. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Organophosphorus pesticides, liquid, NOS/

If material not on fire and not involved in fire: Keep sparks, flames, and othersources of ignition away. Keep material out of water sources and sewers. /Organophosphorus pesticides, solid, NOS/

Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Avoid bodily contact with the material. Wear appropriate chemical protective gloves, boots and goggles. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. If contact with the material anticipated, wear appropriate protective clothing. /Organophosphorus pesticides, solid, NOS/

For more Preventive Measures (Complete) data for PIRIMIPHOS-ETHYL (10 total), please visit the HSDB record page.

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

2.3 [mg/m3]

25 [mg/m3]

28 [mg/m3]

Personal Protective Equipment (PPE) · 3 Einträge

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)

Workers ... must be given personal protective equipment comprising overalls made of a tight fabric or polyvinyl chloride, gloves & rubber boots. They must wear a respirator with an activated-carbon gas filter cartridge affording protection for a determined number of hours. The eyes should be protected by goggles. /Organophosphorus pesticides/

Skin decontamination ... In patients ... Attendants should wear rubber gloves as vinyl provides no protection against skin absorption. /Organophosphate pesticides/

Toxikologische Informationen

Ecotoxicity Values · 4 Einträge

LD50; Species: Anas platyrhynchos (Mallard duck) oral 2.5 mg/kg

LD50; Species: Colinus virginianus (Bobwhite quail) oral 10-20 mg/kg

LC50; Species: /Cyprinus carpio/ (Common carp); Concentration: 0.22 mg/kg for 96 hr /Conditions of bioassay not specified/

LC50; Species: /Salmo trutta/ (Brown trout); Concentration: 0.02 mg/L for 96 hr /Conditions of bioassay not specified/

Environmental Fate · 4 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), estimated Koc values of 300 to 64,925(2), indicate that pirimiphos-ethyl is expected to have moderate to no mobility in soil(SRC). Volatilization of pirimiphos-ethyl from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.5X10-5 atm-cu m/mole(SRC), based upon its vapor pressure, 2.9X10-4 mm Hg(3), and water solubility, 2.3 mg/L(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Pirimiphos-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation of pirimiphos-ethyl in soil may be important based on reported aerobic half-lives of 21-70 days at pH 6.0-7.5 with organic matter of 1.8-6.3%(3).

TERRESTRIAL FATE: When applied in September pirimiphos-ethyl persisted for a longer period than when applied in May(1). Degradation was slower while the mean soil temperature at 100 mm depth remained below 6-7 °C. Rising soil temperature in the spring rapidly increased the degradation of pirimiphos-ethyl residues(1). However, in another field study, pirimiphos-ethyl did not rapidly degrade following repeated field applications(2).

AQUATIC FATE: Based on a classification scheme(1), estimated Koc values of 300 to 64,925(2), indicate that pirimiphos-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 5.5X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 2.9X10-4 mm Hg(4), and water solubility, 2.3 mg/L(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.4 and 16 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 30 days to 114 months if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 925(SRC), from its log Kow of 5.0(4) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Pirimiphos-ethyl is hydrolyzed by acid and base giving a degradation half-life of 52-1200 days at 25 °C and pH range of 5.5-8.5(4). Pirimiphos-ethyl is most stable at pH 7-8(4). Pirimiphos-ethyl may biodegrade in water based on reported aerobic half-lives in soil of 21-70 days at pH 6.0-7.5 with organic matter of 1.8-6.3%(4).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pirimiphos-ethyl, which has a vapor pressure of 2.9X10-4 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase pirimiphos-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 pirimofos-ethyl may be removed from the air by wet or dry deposition(SRC). Pirimiphos-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 Eintrag

Pirimiphos-ethyl was detected in pesticide residue studies by the FDA in foods for the years 1983-1986 (unreported concentrations)(1). In a 1995 monitoring program in Egypt pirimiphos-ethyl was not detected in cauliflower, carrot, courgette, cucumber, eggplant, green beans, green peas, lettuce, onion, pepper, tomato, apple, cantaloupe, grape, guava, mango, peach or strawberry samples(2). Pirimiphos-ethyl was detected in 1 of 5 cabbage samples at 0.32 mg/kg in the same 1995 monitoring program(2). In a 1996 monitoring program in Egypt pirimiphos-ethyl was not detected in any of the samples (cabbage, grape leaf, lettuce, melokhia, spinach, watercress, artichoke, broad bean, cauliflower, cantaloupe, cucumber, eggplant, green beans, green peas, okra, onion, pepper, squash, tomato, carrot, sweet potato, taro, apple, apricot, banana, dates, fig, grape, guava, lemon lime, mango, peach, pear, plum, strawberry)(3). Pirimiphos-ethyl was not detected in cabbage, carrots, cauliflower, chicory, cucumber, leek, lemon, lettuce, pumpkin, spinach, tangerine, tomatoes, apples, gooseberry or pear, but was detected in oranges at a concentration of <10 ug/kg in Greece between March and April 1998(4). Pirimiphos-ethyl was not detected in grapefruit, lemon, mandarin/clementine, orange, apple, pear, quince, apricot, cherries, peach, nectarine, plum, grape, strawberry, blackberry, hip, boysenberry, elderberry, raspberry, rowanberry, bilberry, red and black current, gooseberry, banana, fig, kiwi, pomegranate, beetroot, carrot, celeriac, horseradish, parsnip, parsley root, radish, garlic, onion, spring onion, tomato, pepper, eggplant, cucumber, melon, watermelon, squash, sweet corn, broccoli, cauliflower, Brussel sprout, white, red, spring, Oxheart or Chinese cabbage, kale, lettuce, spinach, chive, dill, marjoram, oregano, parsley, rosemary, thyme, bean, pea, celery, leek, rhubarb, mushroom, sunflower seed or potato in the 1995-1996 Danish national pesticide monitoring program(5).

Adverse EffectsOther Poison - Organophosphate
Animal ConcentrationsPirimiphos-ethyl was detected in 33% of honeybee samples at concentrations of 0.001 to 0.030 mg/kg, dead bee samples were collected in bags suspended under beehives (only worker bees were analyzed) in the district of Bologna, Italy(1).
Medical Surveillance · 1 Eintrag

Workers handling & applying pesticides must undergo an annual medical examination at the beginning of each agricultural season. /Medical conditions of concern/ for work with OPP /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 OPP until this activity is completely restored. Persons with initial signs of indisposition should cease work with pesticides. /Organophosphorus pesticides/

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of pirimiphos-ethyl can be estimated to be 1240(SRC). Other calculated Koc values reported are 300, 25,893 and 64,925(2). According to a classification scheme(3), this Koc value range suggests that pirimiphos-ethyl is expected to have moderate to no mobility in soil.

Human Toxicity Excerpts · 3 Einträge

/SIGNS AND SYMPTOMS/ The symptoms of chronic poisoning due to organophosphorus pesticides include headache, weakness, feeling of heaviness in head, decline of memory, quick onset of fatigue, disturbed sleep, loss of appetite, & loss of orientation. Psychic disorders, nystagmus, trembling of the hands & other nervous system disorders can be observed in certain cases. Sometimes neuritis, paresis & paralysis develop. /Organophosphorus pesticides/

/SIGNS AND SYMPTOMS/ Nausea is often the first symptom, followed by vomiting, abdominal cramps, diarrhea, and excessive salivation (sialorrhea). Hypothermia has been reported in animals and at least once in man as an early sign. Headache, giddiness, vertigo, and weakness. Rhinorrhea and a sensation of tightness in the chest are common in inhalation exposures. Blurring or dimness of vision, miosis (with fixed pinpoint pupils), tearing, ciliary muscle spasm, loss of accommodation, and ocular pain. None of these eye effects are diagnostically dependable except in primary ocular exposures. Indeed, mydriasis is sometimes seen, probably due to sympatho-adrenal discharge. Bradycardia or tachycardia. Varying degrees of arterial/venous heart block are described, as well as atrial arrhythmias. Loss of muscle coordination, slurring of speech, fasciculations and twitching of muscles (particularly of the tongue and eyelids), and generalized profound weakness. Mental confusion, disorientation, and drowsiness. Difficulty in breathing, excessive secretion of saliva and of respiratory tract mucus, oronasal frothing, cyanosis, pulmonary rales and rhonchi, and hypertension presumably due to asphyxia). Random jerky movements, incontinence, convulsions and coma. Death primarily due to respiratory arrest arising from failure of the respiratory muscles, intense bronchoconstriction, or all three. /Parathion; reference congener/

/GENOTOXICITY/ Lymphocytes obtained from 5 healthy donors were incubated with a mixture of 15 pesticides commonly found in foods of central Italy (dithiocarbamates (20.7%), benomyl (19.6%), thiabendazole (14.9%), diphenylamine (14.4%), chlorothalonil (13.1%), procymidone (8.0%), methidathion (2.3%), chlorpyrifos-ethyl (2%), fenarimol (1.9%), parathion-methyl (1%), chlorpropham, parathion, vinchlozolin, chlorfenvinphos and pirimiphos-ethyl (< 1%)). The percent of each pesticide in the mixture was proportional to its average concentration in foods. Incubated with the lymphocytes at a concentration of 1-20 mug/ml the pesticide mixture did not induce significant variations in the number of hypodiploid, hyperdiploid and polyploid cells or in the number of chromosome and chromatid aberrations. On the contrary, /investigators/ observed a dose-dependent increase in the number of nonsynchronous centromeric separations which reached the level of 37.9% at 20 mug/mL of pesticide mixture in the incubation media.

Artificial Pollution SourcesPirimiphos-ethyl's production may result in its release to the environment through various waste streams; its use as an insecticide(1) will result in its direct release to the environment(SRC).
Environmental BiodegradationAEROBIC: Pirimiphos-ethyl has reported aerobic half-lives in soil of 21-70 days at pH 6.0-7.5 with organic matter of 1.8-6.3%(1).
Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 925 was calculated in fish for pirimiphos-ethyl(SRC), using a log Kow of 5.0(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC), provided the compound is not metabolized by the organism(SRC).

Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for pirimiphos-ethyl is estimated as 5.5X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 2.9X10-4 mm Hg(1), and water solubility, 2.3 mg/L(1). This Henry's Law constant indicates that pirimiphos-ethyl is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 1.4 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 16 days(SRC). Pirimiphos-ethyl's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 30 days to 114 months if adsorption is considered(3). Pirimiphos-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Regulatorische Informationen

FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Pirimiphos-ethyl is found on List B. Case No: 2530; Pesticide type: insecticide; Case Status: No products containing the pesticide are actively registered. Therefore, we are characterizing the case as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): O-[2-(Diethylamino)-6-methyl-4-pyrimidinyl] O,O-diethyl phosphorothioate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

CERCLA Reportable Quantities · 1 Eintrag

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. Pirimifos-ethyl is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 1,000 lbs.

Sicherheitsdaten

wgk
3
ridadr
3018
RTECS-Nr.
TF1610000
risk_code
21-25-50/53
Toxizität
LD50 in rats, mice, guinea pigs (mg/kg); 140-200, 105, 50-150 orally; dermally in rats: 1000-2000 mg/kg (Bullock)
hazard_code
T,N
safety_code
23-36/37-45-60-61
hazard_class
6.1(b)
packing_group
III
Speicherklasse
6.1C - Combustible, acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Giftige Stoffe Daten
23505-41-1(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
Uses · 6 Einträge

Used as broad spectrum contact and fumigant insecticide and veterinary ectoparasiticide; [Merck Index] Used for fruits, ornamentals, turf, vegetables, and other crops; Also used in combination with fungicides for seed treatment; [HSDB]

Cancelled--no longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Broad-spectrum control of Diptera and Coleoptera soil pests and some foliar pests on bananas and other fruit, field crops, ornamentals, turf, vegetables, etc.

... Used as a seed treatment, and in compost to control sciarid and phorid flies on mushrooms.

Methods of ManufacturingPirimiphos-ethyl may be made from N,N-diethylguanidine, which is condensed with ethyl acetoacetate & then reacted with O,O-diethyl phosphorochloridothioate.
Formulations/Preparations · 4 Einträge

Emulsifiable concentrate, granules.

Formulation types: Powder for dry seed treatment

Fernex (Zeneca); Primicid (Zeneca); Ologard (Zeneca).

Technical material is 95% pure.

Use ClassificationAcaricides, Insecticides
General Manufacturing InformationThe WHO Recommended Classification of Pesticides by Hazard identifies pirimiphos-ethyl as an active ingredient believed to be obsolete or discontinued for use as a pesticide.

Anwendungen

VerwendenPirimiphos Ethyl is a pesticide used in the protection of crops. Insecticide.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Xylol, IsomerengemischEthylacetoacetatEthanolToluolN,N-DiethylethanaminDiethylamin, in wässriger LösungSalpetersure

Anbieter57 Anbieter

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