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Home > Encyclopedia > Tefluthrin

Tefluthrin

Tefluthrin structure

Tefluthrin 

structure
  • CAS No:

    79538-32-2

  • Formula:

    C17H14ClF7O2

  • Chemical Name:

    Tefluthrin

  • Synonyms:

    Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethyl-,(2,3,5,6-tetrafluoro-4-methylphenyl)methyl ester,(1R,3R)-rel-;Cyclopropanecarboxylic acid,3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-,(2,3,5,6-tetrafluoro-4-methylphenyl)methyl ester,[1α,3α(Z)]-(±)-;Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethyl-,(2,3,5,6-tetrafluoro-4-methylphenyl)methyl ester,(1R,3R)-rel-;Force;Tefluthrin;PP 993;JF 6064;Force (pesticide);R 151993;Tefluthrin CS;Komet RP;Cyclopropanecarboxylic acid,3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-,(2,3,5,6-tetrafluoro-4-methylphenyl)methyl ester,[1α,3α(Z)]-;A 14974;Force 3G;Force CS;ProShield;76437-51-9;93907-48-3

  • Categories:

    Agrochemicals  >  Insecticides

Description

Pale Yellow Low Melting Solid

Tefluthrin Basic Attributes

418.73

418.73

1308068-626-2

DTXSID5032577

Colorless solid

2916209024

Characteristics

26.30000

5.55180

Colorless solid

1.48 g/cm3 @ Temp: 25 °C

44.6 °C

156 °C @ Press: 1 Torr

107.3ºC

0.02 mg l -1 (20 °C)

0-6°C

8×10 -3 Pa (20 °C)

LD50 technical grade in rats (mg/kg): 35 orally; 200-1000 dermally (Marrs, Gordon)

Henry's Law constant = 1.6X10-3 atm-cu m/mol at 25 °C (est)

MP: 44 °C; vapor pressure: 80 mPa at 20 °C; water solubility: 20 ug/L /Mixture of two isomers/|Hydroxyl radical reaction rate constant = 1.7X10-11 cu cm/molec-sec at 25 °C (est)|Ozone radical reaction rate constant = 1.6X10-18 cu cm/molec-sec at 25 °C (est)

Safety Information

I

6.1(a)

UN 3349

3

23/24-28

22-28-36/37/39-45

GZ1227850

T+

Stable for at least 9 months at 15-25 °C. Stable for >84 days at 50 °C. Stable to hydrolysis at pH 5-7 for >30 days. At pH 9, 28% hydrolysis in 30 days. At pH 7, 27-30% loss in aqueous solution exposed to sunlight for 31 days.

P261-P264-P273-P280-P301 + P310-P302 + P350

H300-H310-H331-H400

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.|Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal. /Residential uses/|Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it. /Residential uses/

|Danger|H300: Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P261, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P311, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 328 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P305+P351+P338, P307+P311, P310, P320, P321, P322, P330, P337+P313, P361, P363, P403+P233, P405, and P501

Chemical resistant gloves. Long-sleeved shirt and long pants. Shoes plus socks.

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/

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label./Residential uses/|After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash. /Residential uses/

Avoid skin contact or breathing dust. Wash thoroughly with soap, water after handling. Remove contaminated clothing and wash before reuse.|SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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: 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: 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.|For more Preventive Measures (Complete) data for Tefluthrin (8 total), please visit the HSDB record page.

...Some pyrethroids do cause distressing paresthesias when liquid or volatilized materials contact human skin. ...These symptoms are more common with exposure to the pyrethroids whose structures include cyano-groups. Sensations are described as stinging, burning, itching, and tingling, progressing to numbness. The skin of the face seems to be most commonly affected, but the face, hands, forearms, and neck are sometimes involved. Sweating, exposure to sun or heat, and application of water enhance the disagreeable sensations. Sometimes the effect is noted within minutes of exposure, but a 1-2 hour delay in appearance of symptoms is more common. /Pyrethroids/

During a field study at the Nelson Research farm in Mississippi, the maximum concentration of tefluthrin in runoff was measured as 0.64 ppb in the water-phase and 0.07 ppb in the sediment phase(1).

Toxicity

...Many organophosphorus esters that are capable of inhibiting tissue esterases potentiate pyrethroid ester toxicity in a variety of species. /Pyrethroid esters/

LD50 Rat oral 35 mg/kg /technical grade/|LD50 Rat (male) oral 22 mg/kg (in corn oil)|LD50 Rat (female) oral 35 mg/kg (in corn oil)|LD50 Rat skin 148 mg/kg|For more Non-Human Toxicity Values (Complete) data for Tefluthrin (11 total), please visit the HSDB record page.

Tefluthrin'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).

TERRESTRIAL FATE: Based on a classification scheme(1), a Koc range of 11,202 to 28,491(2) indicates that tefluthrin is expected to be immobile in soil(SRC). Volatilization of tefluthrin from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.65X10-3 atm-cu m/mole(SRC), based upon its vapor pressure, 6.0X10-5 mm Hg(4), and water solubility, 2.0X10-2 mg/L(5). However, adsorption to soil is expected to attenuate volatilization(SRC). Tefluthrin is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Mineralization ranging from <0.1% up to 42% as CO2 during 180 days incubation in soil(6) suggests that biodegradation may be an important environmental fate process depending on soil conditions(SRC).|TERRESTRIAL FATE: Tefluthrin degradation involves both hydrolytic and oxidative processes, with a half-life of approx 1 month. In a field study conducted in Vicksburg, Mississippi, application of 800 g active ingredient/hectare as incorporated granules was followed by a 50% decline in extractable tefluthrin residues after approximately 1 month. After 9 months, the tefluthrin residues had fallen to 2% of that applied. Volatilization was not an important dissipation process(1).|AQUATIC FATE: Based on a classification scheme(1), a Koc range of 11,202 to 28,491(2) indicates that tefluthrin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.65X10-3 atm-cu m/mole(SRC), derived from its vapor pressure, 6.0X10-5 mm Hg(4), and water solubility, 2.0X10-2 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7 hours and 8 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 11 months if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 430(SRC), from its log Kow of 6.4(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is high, provided the compound is not metabolized by the organism(SRC). Mineralization ranging from <0.1% up to 42% as CO2 during 180 days incubation in soil(4) suggests that biodegradation may be an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tefluthrin, which has a vapor pressure of 6.0X10-5 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tefluthrin 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 23 hours(SRC), calculated from its estimated rate constant of 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase tefluthrin may be removed from the air by wet or dry deposition(SRC). In an aqueous solution at pH 7, a 27-30% loss of tefluthrin occurred after exposure to sunlight for 31 days(5). Therefore, tefluthrin may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of tefluthrin with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of tefluthrin with ozone has been estimated as 1.6X10-18 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 7 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). Tefluthrin was reported to be stable to hydrolysis at pH 5 and 7; a half-life greater than 30 days was reported at pH 9 at 25 °C(3). Photodegradation on soil is considered a slow process with a half-life of >31 days reported for C14-labelled tefluthrin on loam soil (5.0% organic matter; pH 6.5), applied at a rate of 600 g/hectare(4). However, in an aqueous solution at pH 7, a 27-30% loss of tefluthrin occurred after exposure to sunlight for 31 days(5). Therefore, tefluthrin may be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 430 was calculated in fish for tefluthrin(SRC), using a log Kow of 6.4(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). However, bioconcentration studies on compounds which are structurally similar suggest that bioconcentration may be lower due to the ability of aquatic organisms to readily metabolize this class of compounds(4).

The Koc of tefluthrin ranges from 11,202 to 28,491 in a silty clay loam soil(1). According to a classification scheme(2), the range of Koc values suggest that tefluthrin is expected to be immobile in soil(SRC). Tefluthrin was reported to sorb more strongly to minerals coated with aquatic humics than pure clay minerals; sorption increased with the quantity of humic material. The most aromatic substance, humic acid, was the strongest sorbent, followed by fulvic acid, hydrophilic macromolecular acid and natural coatings on estuarine suspended particles(3).

The Henry's Law constant for tefluthrin is estimated as 1.6X10-3 atm-cu m/mole(SRC) derived from its vapor pressure, 6.0X10-5 mm Hg(1), and water solubility, 2.0X10-2 mg/L(2). This Henry's Law constant indicates that tefluthrin is expected to volatilize from water surfaces(3). 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)(3) is estimated as 7 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 8 days(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 11 months if adsorption is considered(4). Tefluthrin's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Tefluthrin is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Tefluthrin was detected at a concentration range of 0.5-3.2 ng/g in 5 of 173 Japanese agricultural product samples(1).

Occupational exposure to tefluthrin may occur through inhalation and dermal contact with this compound at workplaces where tefluthrin is produced or used. Limited monitoring data indicate that the general population may be exposed to tefluthrin via ingestion of contaminated food. (SRC)

Drug Information

In both rats and dogs, when given either 1 or 10 mg/kg, most of the radioactivity was found in the feces unchanged and most urinary metabolites were conjugated. Approximately 30% of the administered dose was absorbed and excreted in the urine in both species. Single doses in both rats and dogs were excreted within 48 hours, 50-65% in feces and 20-30% in the urine. In rats, a biliary fistula experiment suggested that the radioactivity measured in the feces may be partially due to biliary excretion. Studies also suggest that oxidation precedes the ester body cleavage.

In a study with rat fat, half of the radioactive residues could be attributed to the parent and the remaining residues consisted of a mixture of fatty acid esters of hydroxylated parent metabolites.|Species susceptibility to pyrethroid ester toxicity would appear to be highly dependent on the nature of the tissue esterase, the level of activity detected, the substrate specificity, and rate of hydrolysis encountered in target and nontarget species. The microsomal monoxygenase system found in the tissues of almost all species is extensively involved in the detoxification of every pyrethroid ester in mammals and of some of these agents in insect and fish species. /Pyrethroid esters/

In rats, the half-life in the liver is 4.8 days, in the fat is 13.3 days and in the blood is 10.6 days.

Voltage-gated sodium channels are important sites for the neurotoxic actions of pyrethroid insecticides in mammals. The pore-forming alpha subunits of mammalian sodium channels are encoded by a family of 9 genes, designated Nav1.1-Nav1.9. Native sodium channels in the adult central nervous system (CNS) are heterotrimeric complexes of one of these 9 alpha subunits and two auxiliary (beta) subunits. Here ... the functional properties and pyrethroid sensitivity of the rat and human Nav1.3 isoforms, which are abundantly expressed in the developing CNS /are compared/. Coexpression of the rat Nav1.3 and human Nav1.3 alpha subunits in combination with their conspecific beta1 and beta2 subunits in Xenopus laevis oocytes gave channels with markedly different inactivation properties and sensitivities to the pyrethroid insecticide tefluthrin. Rat Nav1.3 channels inactivated more slowly than human Nav1.3 channels during a depolarizing pulse. The rat and human channels also differed in their voltage dependence of steady-state inactivation. Exposure of rat and human Nav1.3 channels to 100 uM tefluthrin in the resting state produced populations of channels that activated, inactivated and deactivated more slowly than unmodified channels. For both rat and human channels, application of trains of depolarizing prepulses enhanced the extent of tefluthrin modification approximately twofold; this result implies that tefluthrin may bind to both the resting and open states of the channel. Modification of rat Nav1.3 channels by 100 uM tefluthrin was fourfold greater than that measured in parallel assays with human Nav1.3 channels. Human Nav1.3 channels were also less sensitive to tefluthrin than rat Nav1.2 channels, which are considered to be relatively insensitive to pyrethroids. These data provide the first direct comparison of the functional and pharmacological properties of orthologous rat and human sodium channels and demonstrate that orthologous channels with a high degree of amino acid sequence conservation differ in both their functional properties and their sensitivities to pyrethroid insecticides.|Both type I and type II esters modify the gating kinetics of sodium channels involved in the inward flow of sodium ions, producing the action potential in cells that are normally closed at the resting potential. The pyrethroids affect both the activation (opening) and inactivation (closing) of the channel, resulting in a hyperexcitable state as a consequence of a prolonged negative afterpotential that is raised to the threshold membrane potential and producing abnormal repetitive discharges. The observed differences between the type I and type II esters lie in the fact that the former hold sodium channels open for a relatively short time period (milliseconds), whereas type II esters keep the channel open for a prolonged time period (up to seconds). Although the repetitive discharges could occur in any region of the nervous system, those at presynaptic nerve terminals would have the most dramatic effect on synaptic transmission (i.e., on the CNS and peripheral sensory and motor ganglia), giving rise to the /following signs of toxicity in rats: hyperexcitability, sparring, aggressiveness, enhanced startle response, whole-body tremor, and prostration/... . The depolarizing action would have a dramatic effect on the sensory nervous system because such neurons tend to discharge when depolarized even slightly, resulting in an increased number of discharges and accounting for the ingling and/or burning sensation felt on the skin and observed in particular with type II esters. /Pyrethroids/|The biological actions of different pyrethroid esters at sodium channels is highly variable in that (1) cis and trans stereospecificity exists, the cis isomers being as much as 10-fold more toxic than trans isomers; (2) an additional chiral center is produced if a cyano-substitute is added to the alcohol, giving rise to eight possible isomers ; (3) the binding of cis and trans isomers differs, being competitive at one site and noncompetitive at another; (4) tetrodotoxin-resistant sodium channels are 10-fold more sensitive to pyrethroids than are tetrodotoxin-sensitive channels; (5) affinity to sodium channels is dependent on the variable alpha-subunit composition of the 10 or more different channels identified to date; (6) insect sodium channels are 100-fold more sensitive than mammalian channels, thereby in part explaining species susceptibility; (7) low temperature (25 °C) exerts a greater inhibitory effect of pyrethroid esters (on sodium channels) than a higher (37 °C) temperature due to increased current flow at low temperature. ...The most important factor that causes differential toxicity is the sodium channel of the nervous system. /Pyrethroids/|Other sites of action have been noted for pyrethroid esters... . Calcium channels have been proposed targets, particularly in insects at levels of 10X-7 M. Mammalian calcium channels appear to be less sensitive, with effects being seen only with type I esters. /Synthetic pyrethroids/

Skin decontamination. Wash skin promptly with soap and water... . If irritant or paresthetic effects occur, obtain treatment by a physician. Because volatilization of pyrethroids apparently accounts for paresthesia affecting the face, strenuous measures should be taken (ventilation, protective face mask and hood) to avoid vapor contact with the face and eyes. Vitamin E oil preparations (dL-alpha tocopheryl acetate) are uniquely effective in preventing and stopping the paresthetic reaction. They are safe for application to the skin under field conditions. Corn oil is somewhat effective, but possible side effects with continuing use make it less suitable. Vaseline is less effective than corn oil. Zinc oxide actually worsens the reaction. /Pyrethroids/|Eye contamination. Some pyrethroid compounds can be very corrosive to the eyes. Extraordinary measures should be taken to avoid eye contamination. The eye should be treated immediately by prolonged flushing of the eye with copious amounts of clean water or saline. If irritation persists, obtain professional ophthalmologic care. /Pyrethroids/|Gastrointestinal decontamination. If large amounts of pyrethroids, especially the cyano-pyrethroids, have been ingested and the patient is seen soon after exposure, consider gastrointestinal decontamination... . Based on observations in laboratory animals and humans, large ingestions of allethrin, cismethrin, fluvalinate, fenvalerate, or deltamethrin would be the most likely to generate neurotoxic manifestations. If only small amounts of pyrethroid have been ingested, or if treatment has been delayed, oral administration of activated charcoal and cathartic probably represents optimal management. Do not give cathartic if patient has diarrhea or an ileus. /Pyrethroids/|Several drugs are effective in relieving the pyrethroid neurotoxic manifestations observed in deliberately poisoned laboratory animals, but none has been tested in human poisonings. Therefore, neither efficacy nor safety under these circumstances is known. Furthermore, moderate neurotoxic symptoms and signs are likely to resolve spontaneously if they do occur. /Pyrethroids/|For more Antidote and Emergency Treatment (Complete) data for Tefluthrin (7 total), please visit the HSDB record page.

/SIGNS AND SYMPTOMS/ Spilling these agents on the head, face, and eyes resulted in pain, lacrimation, photophobia, congestion, and edema of the conjunctiva and eyelids. Ingestion of pyrethroid esters caused epigastric pain, nausea and vomiting, headache, dizziness, anorexia, fatigue, tightness in the chest, blurred vision, paresthesia, palpitations, coarse muscular fasciculations in the large muscles of the extremities, and disturbances of consciousness. In severe poisonings, convulsive attacks persisting from 30-120 sec were accompanied by flexion of the upper limbs and extension of the lower limbs, with opisthotonos and loss of consciousness. The frequency of these seizures was on the order of 10-30 times a day in the first week after exposure, gradually decreasing in incidence, with recovery within 2-3 weeks. The signs and symptoms of acute intoxication appear to be reversible and no chronic toxicity has been reported to date. /Pyrethroids/|/SIGNS AND SYMPTOMS/ ...Signs and symptoms of toxicity include abnormal facial sensation, dizziness, salivation, headache, fatigue, vomiting, diarrhea, and irritability to sound and touch. In more severe cases, pulmonary edema and muscle fasciculations can develop. ...Pyrethroids are not cholinesterase inhibitors. However, there have been some cases in which pyrethroid poisoning has been misdiagnosed as organophosphate poisoning, due to some of the similar presenting signs, and some patients have died from atropine toxicity. /Pyrethroids/|/OTHER TOXICITY INFORMATION/ In the current review, EPA used a weight of evidence approach to determine whether an association exists between pyrethrins/pyrethroid exposure and asthma and allergies. The current review included data from both animals and humans. The Agency considered animal data regarding: Mode of action Target organ of toxicity Acute inhalation and dermal irritation Sensitization The Agency also considered human data including incident data from several sources and human epidemiology studies. In the weight of evidence analysis, EPA considered consistency, reproducibility, temporal and dose concordance, and biological plausibility of the effects reported in each data set and across all data sets. Comparisons of health effects profiles were also conducted between pyrethrins/pyrethroid products and other insecticides when possible to determine whether exposure to this class of pesticides elicits a heightened or unique respiratory/dermal response compared to other insecticides. The animal data do not indicate that exposure to pyrethrins or pyrethroid products is associated with the development or exacerbation of asthma. Data indicate that pyrethrins/pyrethroids have low acute toxicity via oral, dermal and inhalation routes of exposure and are not skin sensitizers. The pyrethrins/pyrethroid incident data do not consistently show an effects profile that would indicate respiratory effects to be significantly heightened or biologically different from other insecticides. If this relationship were strong, a clear and consistent pattern of effects reported across multiple human incident databases, with higher percentages of respiratory illnesses and dermal responses would be expected. ... Available human epidemiological data do not consistently show results/outcomes that indicate pyrethrins or pyrethroids cause allergic and/or asthmatic responses, nor do they provide robust evidence that pyrethrins/pyrethroids trigger an allergic and/or asthmatic response. Overall, the existing data did not support a positive relationship between pyrethrins/pyrethroid products and asthma/allergy effects. /Pyrethrins and pyrethroids/

2,3,5,6-tetrafluoro-4-methylbenzyl (Z)-(1RS)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate

Tefluthrin Use and Manufacturing

Methods of Manufacturing

Using CH2=CHC (CH3)2CH2COOC2H5 and CF3CCl3 as raw materials, it is synthesized through the steps of addition, cyclization, dehydrochlorination, hydrolysis, chlorination and esterification.

Uses

Insecticide.

Emulsifiable concentrate, and granules.|Force 3G Insecticide (Syngenta Crop Protection) Tefluthrin 3%|Force CS Insecticide (Syngenta Crop Protection) Tefluthrin 23.4%,|Force ST Insecticide (Syngenta Crop Protection) Tefluthrin 26.8%|For more Formulations/Preparations (Complete) data for Tefluthrin (7 total), please visit the HSDB record page.

The WHO Recommended Classification of Pesticides by Hazard identifies Tefluthrin (technical grade) as Class IB: highly hazardous; Main Use: insecticide-applied to soil: not used with herbicides or plant growth regulators.

Method: USGS-NWQL O-2002-01; Procedure: gas chromatography-mass spectrometry; Analyte: tefluthrin; Matrix: filtered natural-water; Detection Limit: 0.00127 ug/L.|Product and residue analysis by GLC|Pesticide Name: Tefluthrin; Commodity: Corn fodder; Method Source: ICI Americas; Method ID: 85/1; Method Date: 11/28/86; Instrument: GC/ECD.|Pesticide Name: Tefluthrin; Commodity: Corn grain; Method Source: ICI Americas; Method ID: 85/1; Method Date: 11/28/86; Instrument: GC/ECD.

Agrochemicals -> Insecticides

Computed Properties

Molecular Weight:418.7
XLogP3:5.4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:5
Exact Mass:418.0570545
Monoisotopic Mass:418.0570545
Topological Polar Surface Area:26.3
Heavy Atom Count:27
Complexity:591
Undefined Atom Stereocenter Count:2
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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