188023-86-1CC(C)=CC1C(C(=O)OCc2cccc(Oc3ccccc3)c2)C1(C)CSBNFWQZLDJGRLK-UHFFFAOYSA-NPhenothrin is a pale yellow to yellow-brown liquid. Non corrosive. Used as an insecticide.
Agrochemicals -> Pesticide active substances
Active substance -> EU Pesticides database: Not approved
Pesticides -> Pyrethrins/Pyrethroids
Pesticide (Phenothrin) -> USDA PDB
1.06 at 20 °C
Relative density (water = 1): 1.06
Colorless liquid
Pale yellow to yellow-brown clear liquid
Soluble in xylene and acetone
In methanol, >5.0 g/mL; hexane, >4.96 g/mL at 25 °C
In water, <9.7 ug/L at 25 °C
Solubility in water: none
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。
This chemical does not meet GHS hazard criteria for 2.4% (8 of 332) of reports.
Warning
H302 (60.5%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 332 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard Traits - Environmental tox
d-Phenothrin (Sumithrin) is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)
2002/2076
Phenothrin: HSNO Approval: HSR003317 Approved with controls
d-Phenothrin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
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.)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Combustible. Liquid formulations containing organic solvents may be flammable.
P - Antiparasitic products, insecticides and repellents
QP - Antiparasitic products, insecticides and repellents
Following absorption through the chitinous exoskeleton of arthropods, pyrethrins stimulate the nervous system, apparently by competitively interfering with cationic conductances in the lipid layer of nerve cells, thereby blocking nerve impulse transmissions. Paralysis and death follow. /Pyrethrins/
Some synthetic pyrethroids given intravenously to rats cause either tremor (T-syndrome) or choreoathetosis with salivation (CS-syndrome). However, d-phenothrin (>600 mg/kg body weight) injected intravenously into the lateral tail vein caused neither T-syndrome nor CS syndrome, due to its very low acute toxicity. From a study involving intracerebral dosing with [1R,cis]- or [1R, trans]-phenothrin in mice, both compounds were classified as Type I pyrethroids based on the occurrence of tremors and on neurophysiological studies in cockroach cercal sensory nerves.
The effects of 4 different pyrethroid insecticides on sodium channel gating in internally perfused, cultured mouse neuroblastoma cells (N1E-115) were studied using the suction pipette, voltage clamp technique. Pyrethroids increased the amplitude of the sodium current, sometimes by more than 200%. Activation of the sodium current occurred at more hyperpolarized potentials than under control conditions. The declining phase of the sodium current during depolarization was markedly slowed down and after repolarization of the membrane a large, slowly decaying sodium tail current developed. Pyrethroids did not affect the sodium current reversal potential, steady-state sodium inactivation or recovery from sodium channel inactivation. The amplitude of the pyrethroid-induced slow tail current was always proportional to the sodium current at the end of the preceding depolarizing pulse. The rate of decay of the slow tail current strongly depended on pyrethroid structure and increased in the order deltamethrin, cyphenothrin, fenfluthrin and phenothrin. The rate of decay further depended on membrane potential and temperature. Below -85 m V the instantaneous current-voltage relationship of the slow tail current showed a negative slope conductance. The tail current decayed more slowly at low temperatures. Arrhenius plots indicated that the relaxation of open sodium channels to a closed state involved a higher energy barrier for pyrethroid-affected than for normal channels. The energy barrier was higher after deltamethrin than after the non-cyano pyrethroid fenfluthrin. It is concluded that in mammalian neuronal membrane pyrethroids selectively reduce the rate of closing of sodium channels both during depolarization and after repolarization of the nerve membrane.
読み込み中…
188023-86-1、26002-80-2、51186-88-0DTXSID7032688CHEMBL1322884CHEBI:349160.00000014 [mmHg]
1.43X10-7 mm Hg at 21 °C
Vapor pressure, Pa at 20 °C:
Phenothrin is a pale yellow to yellow-brown liquid. Non corrosive. Used as an insecticide.
Pale-yellow to yellow-brown liquid; [CAMEO]
PALE YELLOW-TO-YELLOW-BROWN LIQUID.
化学的特性Pale yellow to yellow-brown liquid
Non-corrosive; [CAMEO] Pyrethroids have low toxicity to humans after dermal exposure. Of 573 dermal or ingestion poisoning cases in China, 51 patients had disturbed consciousness and 34 had seizures. Of those, only five were occupationally exposed. Seizures are more commonly related to exposures to fenvalerate, flucythrinate, cypermethrin, deltapermethrin, and fluvalinate. Seizures have not been reported after exposure to permethrin. Pyrethroids may also cause paresthesias after skin contact. Paresthesias (stinging and numbness) usually begin 1-2 hours after contact and resolve within 24 hours. [EPA Pesticides, p. 87-8] Pyrethrins cause liver injury when fed to animals at high doses. [EXTOXNET]
USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - d-Phenothrin. (September 2008). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of May 26, 2009: http://www.epa.gov/pesticides/reregistration/status.htm]
USEPA, Office of Prevention, Pesticides, and Toxic Substances; Revised HED Human Health Risk Assessment for d-Phenothrin (26002-80-2) (February 6, 2008). EPA Docket No.: EPA-HQ-OPP-2008-0140-0002.
California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries on Phenothrin (726002-80-2).[Available from, as of May 7, 2009: http://www.cdpr.ca.gov/docs/risk/toxsums/toxsumlist.htm]
WHO/FAO Data Sheet on Pesticides No. 85: d-Phenothrin (1994).[Available from, as of May 28, 2009: http://www.inchem.org/documents/pds/pds/pest85_e.htm]
International Program on Chemical Safety; Health and Safety Guide No. 32: d-Phenothrin (1989).[Available from, as of May 28, 2009: http://www.inchem.org/documents/hsg/hsg/hsg032.htm]
The Agency has previously indentified and required the submission of generic (i.e., active ingredient-specific) data required to support reregistration of products containing the active ingredient phenothrin. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing phenothrin. Based on the data, the Agency has sufficient information on the human health and ecological effects of phenothrin to make its decision on the reregistration process under FIFRA. The Agency has determined that products containing phenothrin will be eligible for reregistration provided that (i) required product specific data are submitted; (ii) the risk mitigation measures outlined in ... /the Reregistration Eligibility Decision/ document are adopted; and (iii) label amendments are made to reflect these measures. ... Based on its evaluation of phenothrin, the Agency has determined that products containing phenothrin, unless labeled and used as specified in this document, would present risks inconsistent with FIFRA. Accordingly, should a registrant fail to implement any of the label changes identified in ... /the Reregistration Eligibility Decisiion/ document, the Agency may take regulatory action to address the risk concerns from the use of phenothrin. If all changes outlined in this document are incorporated into the product labels, then all current risks of concern for phenothrin will be adequately mitigated for the purposes of this reregistration determination under FIFRA.
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. Phenothrin is found on List A, which contains most pesticides that are used on foods and, hence, have a high potential for human exposure. List A consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0426; Pesticide type: insecticide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Phenothrin; Data Call-in (DCI) Date(s): 10/13/95; AI Status: The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.
d-Phenothrin
Marine pollutant
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth.
Use carbon dioxide, foam, or dry chemical /on fires involving pyrethroids/. /Pyrethrum/
Fire-fighting: Self-contained breathing apparatus with a full facepiece operated in pressure-demand or other positive-pressure mode. /Pyrethrum/
Some solvents in pyrethroid formulations are highly flammable. DO NOT USE WATER to extinguish fires. Use dry powder, carbon dioxide, or alcohol-resistant foam, sand, or earth. Cool nearby drums with water spray.
Ventilate well. Store in closed drum in cool, dry place.
Pyrethrins with piperonyl butoxide topical preparations should be stored in well-closed containers at a temperature less than 40 °C, preferably between 15-30 °C. /Pyrethrins/
Store technical material and formulations away from heat, in a locked, well-ventilated area, preferably without drains, designated for insecticide storage only. Keep out of reach of children, unauthorized personnel, and away from animals. Store away from food and animal feed.
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 POTW is acceptable only after review by the governing authority. 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 meet Hazardous Material Criteria for disposal.
Spillage Keep spectators away from leaking or spilled product. Prohibit smoking and the use of naked flames in the immediate vicinity. Avoid exposure by wearing appropriate protective clothing and masks. Transfer any product remaining in damaged or leaking containers into a clean, empty drum, and label the drum. Absorb spillage and cover contaminated area with lime, damp sawdust, sand, or earth, and place in a secure container for safe disposal. Contain a large spillage by building a barrier of earth or sandbags. Prevent liquid from spreading to other cargo, vegetation, or waterways by containing it with the most readily available barrier material, e.g., earth or sand. Decontaminate empty, damaged, or leaking containers with a 10% sodium carbonate solution added at the rate of at least 1 L per 20-L drum. Puncture containers to prevent reuse.
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.
This pesticide is highly toxic to fish and aquatic invertebrates. Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollutant Discharge Eliminations System (NPDES) permit and the permitting authority has notified in writing prior to discharge.
Incineration would be an effective disposal procedure where permitted. ... /Pyrethrin products/
Disposal: Waste that contains d-phenothrin should be burnt in an appropriate high-temperature incinerator with effluent scrubbing. If no incinerator is available, contaminated absorbents or surplus products should be decomposed by hydrolysis at pH 12 or above. Contact with a suitable hydrolyzing agent is required to ensure degradation of the active ingredient to a safe level. For emulsifiable material, use 5% sodium hydroxide (caustic soda) solution or saturated (7-10%) sodium carbonate (washing soda) solution. For non-emulsifiable material, use a 1:1 mixture (by volume) of caustic soda or washing soda (as above) and a water/oil soluble solvent such as denatured alcohol, monoethylene glycol, hexylene glycol, or isopropylalcohol. Cover the material with a hydrolyzing agent and let it stand for 7 days. Before disposal, the waste must be analyzed to ensure that the active ingredient has been degraded to a safe level. Never pour untreated waste or surplus products into public sewers or where there is any danger of run-off or seepage to streams, water-courses, open waterways, ditches, fields with drainage systems, or to the catchment areas of boreholes, wells, springs, or ponds.
Do NOT wash away into sewer. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
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. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
Follow manufacturer's instructions for cleaning /and/ maintaining PPE. If no such instructions for washables exist, use detergent and hot water. Keep and wash PPE separately from other laundry.
For more Preventive Measures (Complete) data for PHENOTHRIN (16 total), please visit the HSDB record page.
Following oral exposure, the treatment is symptomatic and supportive and includes monitoring for the development of hypersensitivity reactions with respiratory distress. Provide adequate airway management when needed. Gastric decontamination is usually not required unless the pyrethrin product is combined with a hydrocarbon. Following inhalation exposure, move patient to fresh air. monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. If the contamination occurs through dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. A physician may need to examine the area if irritation or pain persists. Vitamin E topical application is highly effective in relieving parenthesis. (L363)
Pyrethroid effects typically include rapid onset of aggressive behavior and increased sensitivity to external stimuli, followed by fine tremor, prostration with coarse whole body tremor, elevated body temperature, coma, and death. Paresthesia, severe corneal damage, hypotension and tachycardia, associated with anaphylaxis, can also occur following pyrethriod poisoning. (L857)
LC50; Species: Anas platyrhynchos (Mallard duck, age 14 days) diet >5620 ppm for 8 days
LC50; Species: Colinus virginianus (Northern bobwhite, age 11 days) diet >5620 ppm for 8 days
LC50; Species: Colinus virginianus (Northern bobwhite) diet >5000 ppm for 8 days
LD50; Species: Colinus virginianus (Northern bobwhite, age 22 wk) oral via capsule >2510 mg/kg
For more Ecotoxicity Values (Complete) data for PHENOTHRIN (24 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.2X10+5(SRC), determined from a log Kow of 6.01(2) and a regression-derived equation(3), indicates that phenothrin is expected to be immobile in soil(SRC). Volatilization of phenothrin from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant, of 6.8X10-6 atm-cu m/mole(SRC), based upon its vapor pressure, 1.43X10-7 mm Hg(2), and water solubility, 9.7X10-3 mg/L(2). However, adsorption to soil is expected to attenuate volatilization(SRC). Phenothrin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.43X10-7 mm Hg(2). Although environmental biodegradation data specific to phenothrin were not available, the pyrethroid class of insecticides is readily degraded by environmental microorganisms(4,5).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.2X10+5(SRC), determined from a log Kow of 6.01(2) and a regression-derived equation(3), indicates that phenothrin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 6.8X10-6 atm-cu m/mole(2), based upon its vapor pressure, 1.43X10-7 mm Hg(2), and water solubility, 9.7X10-3 mg/L(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 days and 81 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 120 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 230(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high, provided the compound is not metabolized by the organism(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), phenothrin, which has a vapor pressure of 1.43X10-7 mm Hg at 21 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase phenothrin 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 4 hours(SRC), calculated from its rate constant of 1.06X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The half-life for the vapor-phase reaction of phenothrin with ozone has been estimated as about 38 minutes at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4). Particulate-phase phenthrin may be removed from the air by wet or dry deposition(SRC). Oxygen species are involved in the photodegradation of phenothrin on glass(5); suggesting that phenothrin may be susceptible to photodegradation by sunlight(SRC).
The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Inhalation (L857); oral (L857); dermal (L857) ; eye contact (L857).
Both type I and type II pyrethroids exert their effect by prolonging the open phase of the sodium channel gates when a nerve cell is excited. They appear to bind to the membrane lipid phase in the immediate vicinity of the sodium channel, thus modifying the channel kinetics. This blocks the closing of the sodium gates in the nerves, and thus prolongs the return of the membrane potential to its resting state. The repetitive (sensory, motor) neuronal discharge and a prolonged negative afterpotential produces effects quite similar to those produced by DDT, leading to hyperactivity of the nervous system which can result in paralysis and/or death. Other mechanisms of action of pyrethroids include antagonism of gamma-aminobutyric acid (GABA)-mediated inhibition, modulation of nicotinic cholinergic transmission, enhancement of noradrenaline release, and actions on calcium ions. They also inhibit calium channels and Ca2+, Mg2+-ATPase. (T10, T18, L857)
/FIELD STUDIES/ Synthetic pyrethroids have been shown to be toxic for fish, aquatic arthropods, and honeybees in laboratory tests. But, in practical usage, no serious adverse effects have been noticed because of the low rates of application and lack of persistence in the environment. The toxicity of synthetic pyrethroids in birds and domestic animals is low. /Pyrethroids/
Redness.
Following oral exposure, severe fine tremor, marked reflex hyperexcitability, sympathetic activation can occur. Nausea, vomiting and abdominal pain commonly occur and develop following ingestion. Sudden bronchospasm, swelling of oral and laryngeal mucous membranes, and anaphylactoid reactions have been reported after inhalation. Hypersensitivity reactions characterized by pneumonitis, cough, dyspnea, wheezing, chest pain, and bronchospasm may occur too . Dermatitis is the main effect of a dermal exposure to phenothrin. (T36)
The Agency has previously indentified and required the submission of generic (i.e., active ingredient-specific) data required to support reregistration of products containing the active ingredient phenothrin. The Agency has completed its review of these generic data, and has determined that the data are sufficient to support reregistration of all products containing phenothrin. Based on the data, the Agency has sufficient information on the human health and ecological effects of phenothrin to make its decision on the reregistration process under FIFRA. The Agency has determined that products containing phenothrin will be eligible for reregistration provided that (i) required product specific data are submitted; (ii) the risk mitigation measures outlined in ... /the Reregistration Eligibility Decision/ document are adopted; and (iii) label amendments are made to reflect these measures. ... Based on its evaluation of phenothrin, the Agency has determined that products containing phenothrin, unless labeled and used as specified in this document, would present risks inconsistent with FIFRA. Accordingly, should a registrant fail to implement any of the label changes identified in ... /the Reregistration Eligibility Decisiion/ document, the Agency may take regulatory action to address the risk concerns from the use of phenothrin. If all changes outlined in this document are incorporated into the product labels, then all current risks of concern for phenothrin will be adequately mitigated for the purposes of this reregistration determination under FIFRA.
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. Phenothrin is found on List A, which contains most pesticides that are used on foods and, hence, have a high potential for human exposure. List A consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA '88. Case No: 0426; Pesticide type: insecticide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Phenothrin; Data Call-in (DCI) Date(s): 10/13/95; AI Status: The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.
The synthetic pyrethroids delay closure of the sodium channel, resulting in a sodium tail current that is characterized by a slow influx of sodium during the end of depolarization. Apparently the pyrethroid molecule holds the activation gate in the open position. Pyrethroids with an alpha-cyano group (e.g., fenvalerate) produce more prolonged sodium tail currents than do other pyrethroids (eg, permethrin, bioresmethrin). The former group of pyrethroids causes more cutaneous sensations than the latter. /Synthetic pyrethroids/
For more Mechanism of Action (Complete) data for PHENOTHRIN (11 total), please visit the HSDB record page.
(14)C-Phenothrin ... was orally admin at ... 200 mg/kg to male Sprague-Dawley rats. ... Urine contained low levels of 3-phenoxybenzoic acid and its glycine conjugate and some ether and water sol material. In addn ... 3-(4'-hydroxyphenoxy)benzoic acid was present and accounted for 42.3% of radioactivity ... This cmpd was ... major metab in feces but accounted for only 11.9% of ... radioactivity. In addn to unchanged phenothrin and unidentified water and ether solubles, feces contained 3-phenoxybenzoic acid and the glycine conjugate. 3-phenoxybenzyl alcohol was not observed in urine or feces.
Dermal and oral admin of (+)trans- and (+)cis-phenothrin to male rats from dust or emulsifiable concentrate produced nearly the same metabolites. Major metabolites from (+)trans-isomer were 3-phenoxybenzoic acid and its glycine conjugate and (3,4'-hydroxyphenoxy)benzoic acid and its sulfate. The cis-isomer gave larger amounts of ester metabolites.
When [1R,trans]-phenothrin was given to rats at 4, 10, or 200 mg/kg body weight (oral single dose) or 4 mg/kg body weight (repetitive oral dose for 14 days), the sulfate conjugate of 4'-OH-phenoxy benzoic acid was predominant, accounting for 28, 43, 28, and 55%, respectively, of the dose. In addition, phenoxy benzoic acid (4, 10, 5, and 6%), its glycine conjugate (1,3,2, and 2%) and glucuronide (2,3,1, and 3%), and free 4'-OH-phenoxybenzoic acid (2,11,3, and 3%) were found. The sulfate conjugate of 3-(2'-hydroxyphenoxy)benzoic acid (2'-OH-PBacid) was also found as a minor metabolite.
When Sprague Dawley rats were administered a single oral dose of [1R,trans]-phenothrin at 4 or 200 mg/kg body weight level or given an oral dose of 4 mg/kg body weight per day for 14 days, unmetabolized compound was found in the feces (44-45, 44-60, and 14-16% of the dose, respectively). An ester-form metabolite, the 4'-hydroxy phenoxy benzoic acid derivative of trans-phenothrin, was also detected (0.4-0.6%).
For more Metabolism/Metabolites (Complete) data for PHENOTHRIN (14 total), please visit the HSDB record page.
d-Phenothrin is a fast acting insecticide, effective by contact and stomach action. It is rapidly metabolized and excreted by humans and has low human toxicity. For both cis- and trans- isomers, the product was metabolized by hydrolysis, oxidation and conjugation and a large part of d-Phenothrin is excreted unchanged in the urine and the faeces. Following oral administration of the (1R)- trans - isomer, the urine is the major excretory route. The isomer is extensively metabolized to oxidative and conjugated derivatives of the hydrolysed ester. Oxidative and conjugated derivatives of the (1R)- cis -isomer are also observed but hydrolysis of the ester linkage is a minor metabolic pathway. With this isomer the faeces is the major excretory route. The metabolic profiles aree similar following dermal application, although the rates of excretion for each isomer showed some differences between the two routes of administration. The major metabolite is 3-phenoxybenzyl alcohol (PBalc). Smaller amounts of PBacid and trace amounts of 4'-OH-PBacid are also found. It is stable to storage in the dark; d-Phenothrin is relatively unstable to sunlight or ultra violet irradiation, or in alkaline media. (L866, A561)
Dermal adsorption of (+)trans- and (+)cis-phenothrin into body of male rats from dust or emulsifiable concentrate (EC) was estimated to be 3-7% and 8-17%. The rate of absorption was 4-5 times faster with EC than with dust and T/2 in blood was 2-3 times longer.
(14)C-phenothrin labeled at the hydroxymethyl group of the alcohol moiety was orally admin at ... 200 mg/kg to male Sprague-Dawley rats. Absorption and elimination was rapid. About 60% of radioactivity was eliminated in urine and 40% in feces in 3 days. In addn to phenothrin, 3-phenoxybenzyl alcohol and 3-phenoxybenzoic acid were found in brain, liver, kidney, and blood. Unidentified water and ether solubles were also present.
Dermal adsorption of (+)trans- and (+)cis-phenothrin into body of male rats from dust or emulsifiable concentrate (EC) was estimated to be 3-7% and 8-17%. Rate of absorption was 4-5 times faster with EC than with dust. Amount absorbed through skin was almost completely excreted into urine and feces within 6 days. When admin once orally, at rate of 2 mg/kg (either isomer), about 96% of dose was recovered in excreta during following 6 days. A larger amt of (+)cis-isomer was excreted in feces than (+)trans-isomer and a larger amt of (+)trans-isomer was excreted in urine than (+)-cis-isomer.
The tissue residues in rats 7 days after a single oral dose of (14)C-(1R,cis)- or (14)C-(1R,trans)-phenothrin at 10 mg/kg body weight were generally very low although the fat showed somewhat higher residue levels (1-2.5 mg/kg). Similarly, high 14C residue levels (up to 23 mg/kg) were found in the fat, 7 days after a single oral dose of the [1R,cis] isomer at 200 mg/kg body weight.
For more Absorption, Distribution and Excretion (Complete) data for PHENOTHRIN (13 total), please visit the HSDB record page.
Pyrethrins are insecticides used mainly in households; Also used to kill insects on pets and in grain storage bins and poultry pens. Dusts containing 0.3% to 0.5% pyrethrins are used on crops. [EXTOXNET]
Farming (Pesticides) [Category: Industry]
For phenothrin (USEPA/OPP Pesticide Code: 069005) ACTIVE products with label matches. /SRP: Registered for 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./
Phenothrin is an insecticide used in commercial and industrial settings, in animal kennels (as a spray), medical institutions, and other institutional settings. Phenothrin is formulated for use in greenhouses, homes, and gardens, and in recreational areas. Additionally, phenothrin has public health uses, specifically its use for vector control for mosquitoes. It is formulated both for indoor and outdoor use for mosquito control.
Insecticide for stored grain, sanitary uses, insect control for industrial locations and outdoor use.
Used to control injurious and nuisance insects of public health.
3-Phenoxybenzyl alcohol + (1RS)-cis/trans-chrysanthemic acid (esterification)
Preparation of racemic mixture: N. Itaya et al., DE 1926433 corresponding to US 3666789 (1969, 1972 to Sumitomo).
Phenothrin is available as a ready-to-use (RTU) indoor spray and carpet powder, pressurized concentrate, emulsifiable concentrate, and is formulated for use in pet spot-on and stripe-on flea and tick treatments. Formulations for pet use often contain other active ingredients in addition to phenothrin. Phenothrin is also formulated for use with ultra-low volume (ULV) sprayers and indoor foggers.
Emulsifiable concentrate, aerosol, oil liquid, powder.
USEPA/OPP Pesticide Code 069005; Trade Names: Forte, Phenothrin (26002-80-2), Phenoxythrin, S-2539, Sumithrin, Phenothrin, Fenothrin.
d-Phenothrin is a synthetic pyrethroid insecticide. Racemic phenothrin was invented in 1969. It is a mixture of four stereoisomers. d-Phenothrin is a mixture of the two isomers that have the highest activity and is the only technical product commercially available. The technical grade is 92.5-94.5% pure.
For more Formulations/Preparations (Complete) data for PHENOTHRIN (201 total), please visit the HSDB record page.
Information on 92 consumer products that contain Sumithrin in the following categories is provided:
Information on 7 consumer products that contain d-Phenothrin in the following categories is provided:
The WHO Recommended Classification of Pesticides by Hazard identifies Sumithrin (Phenothrin) as unlikely to present an acute hazard in normal use; Main Use: Insecticide.
Phenothrin is often formulated with piperonyl butoxide (or PBO), as a synergist which increases the effectiveness of phenothrin as an insect knockdown agent.
Phenothrin has strong activity against Hemiptera, Lepidoptera, and Diptera, and was highly effective against insects resistant to chlorinated hydrocarbons, organophosphates, and carbamates.
Phenothrin applied to wheat stored for 52 wk had a half-life of 72 and 29 wk at 25 °C (12% moisture) and 35 °C (15% moisture).
For more General Manufacturing Information (Complete) data for PHENOTHRIN (9 total), please visit the HSDB record page.
説明Phenothrin is pale yellow to yellow–brown clear liquid with a faint characteristic odor.
使用Phenothrin is an insecticide used in commercial and industrial settings, medical institutions, and other institutional settings. Phenothrin is formulated for use in greenhouses, homes, and gardens, and in recreational areas. Additionally, phenothrin has public health uses, specifically its use for vector control for mosquitoes both indoor and outdoor.
一般的な説明Pale yellow to yellow-brown liquid. Non corrosive. Used as an insecticide.