Fenoxycarb
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Fenoxycarb
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CAS No:
72490-01-8
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Formula:
C17H19NO4
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Chemical Name:
Fenoxycarb
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Synonyms:
Carbamic acid,N-[2-(4-phenoxyphenoxy)ethyl]-,ethyl ester;Carbamic acid,[2-(4-phenoxyphenoxy)ethyl]-,ethyl ester;Ro 13-5223;Ethyl [2-(4-phenoxyphenoxy)ethyl]carbamate;Fenoxycarb;Insegar;ABG 6215;Logic;Eclipse;Eclipse (growth regulator);Phenoxycarb;Logic (growth regulator);Et 2-(p-phenoxyphenoxy)ethylcarbamate;79127-80-3
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CAS No:
Description
Colorless crystalline
Fenoxycarb is a white crystalline solid. Selective insecticide.
Fenoxycarb is a white crystalline solid. Selective insecticide.|Fenoxycarb is a carbamate ester that is the O-ethyl carbamate of 2-(4-phenoxyphenoxy)ethylamine. It has a role as a juvenile hormone mimic, an environmental contaminant, a xenobiotic and an insecticide. It is an aromatic ether and a carbamate ester. It derives from a 4-phenoxyphenol.
Fenoxycarb Basic Attributes
209.2417
301.34
276-696-7
JEN0LSV1G9
3077
DTXSID7032393
Crystals from petroleum ether|Colorless to white crystals
2924299090
Characteristics
56.8
4.30
white crystalline solid
1.23 at 20 deg C
53-54 °C
447.3±55.0 °C at 760 mmHg
224 °C
1.532
In water, 6.00 mg/L at 20 deg C
Do not contaminate water, food, or feed by storage or disposal.Store away from heat. Keep package dry. /Award Fire Ant Bait/
6.5X10-9 mm Hg at 25 deg C /8.67X10-4 mPa/
LD50 in rats (mg/kg): 9220 i.p.; 16800 orally (Dorn)
Henry's Law constant = 4.30X10-10 atm-cu m/mole at 25 °C (est)
178.44 Ų [M+H]+ [CCS Type: TW]|179.71 Ų [M+H]+
Freezing point = approximately 224 °C|Stable to light. Stable to hydrolysis in aqueous solutions at pH 3, 7 and 9 at 50 °C|Hydroxyl radical reaction rate constant = 6.53X10-11 cu cm/molec sec at 25 °C (est)
Slightly water soluble.
Carbamates
FENOXYCARB is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Non-corrosive
Safety Information
UN 3077 9 / PGIII
3
50/53
60-61
FD0423000
N
Stable to hydrolysis in aqueous solutions at pH 3, 7, and 9 at 35 deg C and 50 deg C.
P273-P391-P501
H351-H410
SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product.
Incompatible materials: Strong oxidizing agents.
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot. For UN3508, be aware of possible short circuiting as this product is transported in a charged state. (ERG, 2016)
|Warning|H351: Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|H351 (72.51%): Suspected of causing cancer [Warning Carcinogenicity]|Aggregated GHS information provided by 171 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]|P273, P391, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. Avoid inhalation of asbestos dust. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)|Eye/face protection: Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Handle with gloves.|Body Protection: Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).|For more Personal Protective Equipment (PPE) (Complete) data for Fenoxycarb (6 total), please visit the HSDB record page.
Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.
ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.
ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.|Precautions for safe handling: Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.|Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|For more Preventive Measures (Complete) data for Fenoxycarb (6 total), please visit the HSDB record page.
/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind, uphill and/or upstream. Ventilate closed spaces before entering. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Carbamate pesticide, liquid, flammable, poisonous; Carbamate pesticide, liquid, flammable, toxic; Carbamate pesticide, liquid, poisonous, flammable; Carbamate pesticide, liquid, toxic, flammable/|For more DOT Emergency Guidelines (Complete) data for Fenoxycarb (16 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials. Carbamate pesticide, solid, toxic; carbamate pesticide, liquid, flammable, toxic, flashpoint less than 23 °C; carbamate pesticide, liquid, toxic, flammable, flashpoint 23 °C or more; and carbamate pesticide, liquid, toxic are included on the dangerous goods list. /Carbamate pesticide, solid, toxic; Carbamate pesticide, liquid, flammable, toxic, flashpoint less than 23 °C; Carbamate pesticide, liquid, toxic, flammable, flashpoint 23 °C or more; and Carbamate pesticide, liquid, toxic/|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article. Carbamate pesticide, solid, toxic; carbamate pesticide, liquid, flammable, toxic, flashpoint less than 23 °C; carbamate pesticide, liquid, toxic, flammable, flashpoint not less than 23 °C; and carbamate pesticide, liquid, toxic are included on the dangerous goods list. /Carbamate pesticide, solid, toxic; Carbamate pesticide, liquid, flammable, toxic, flashpoint less than 23 °C; Carbamate pesticide, liquid, toxic, flammable, flashpoint not less than 23 °C; and Carbamate pesticide, liquid, toxic/
Fenoxycarb/ is a mild eye irritant and is not irritating to the skin.
Toxicity
IDENTIFICATION AND USE: Fenoxycarb forms colorless to white crystals. Fenoxycarb is an O-ethyl carbamate ester derivative insecticide, miticide, insect growth regulator, sex attractant, or feeding stimulant. It is intended to be used to inhibit metamorphosis of juvenile insects to the adult stage. HUMAN STUDIES: Fenoxycarb is a mild eye irritant and is not irritating to the skin. A 31-year-old woman reported symptoms involving fenoxycarb. The symptoms were nausea, lacrimation and dyspnea/shortness of breath with no medical treatment sought. A pesticide incident occurred in 1994, when the product was applied on carpet in a bank. Eighteen workers reported breathing problems, nausea, headache, and sore throat. A pesticide incident occurred in 1995, when an individual was exposed to the product while spreading the chemical by a machine and the wind deposited some of it into his ear. The man reported ear pain and a swollen ear. A pesticide incident occurred in 1996, when a pregnant woman was exposed to the product when a room was treated with it. The woman reported pulmonary irritation. A pesticide incident occurred in 1993, when an individual, who wore gloves, was exposed while the product was applied around the house. The individual reported an allergic reaction including itching, blistering. ANIMAL STUDIES: Non-irritating and non-sensitizing to skin (guinea pig); mild eye irritant (rabbit). In rats fed fenoxycarb increased cholesterol values and histological changes in liver and thyroid were described. No oncogenic effects were observed in rats fed for 104 weeks. In developmental studies in rats relative liver weights increased in females at 600 ppm and in both sexes at 1800 ppm, with focal necrosis in males and hypertrophy in male and female adults at 1800 ppm, about 10% body weight decrements noted in F0 females and F1 male and female adults during growth phase. Fenoxycarb was negative when tested with Salmonella typhimurium in a reverse mutation assay using strains TA1535, TA1537, TA1538, TA97, TA98, TA100, TA102 with and without metabolic activation. ECOTOXICITY STUDIES: The available acute toxicity data indicate that fenoxycarb is practically nontoxic to birds and also practically nontoxic to small mammals. The low exposure concentrations of fenoxycarb, comparable to those used in plant protection, resulted in endocrine disrupted responses in H. gammarus. Treatment with fenoxycarb resulted in the production of male neonates in four species (Moina macrocopa, M. micrura, Ceriodaphnia dubia and C. reticulata) of cladoceran. Fenoxycarb did not cause any changes in thyroid, androgen or estrogen signaling in transgenic Xenopus laevis tadpoles and medaka fry. In 2000, mortality of approximately 100 catfish occurred in a Texas pond following application of fenoxycarb and abamectin adjacent to the pond.
LD50 Rat oral > 10,000 mg/kg|LD50 Rat oral 16,800 mg/kg|LD50 Rat dermal >2 g/kg|LD50 Rat ip 9220 mg/kg|LD50 Mouse oral >5 g/kg
/BIRDS and MAMMALS/ Fenoxycarb (ethyl [2-(4-phenoxyphenoxy)-ethyl] carbamate) is an insect growth regulator used for long-term fire ant control. Because of its effects on insect reproduction and its potential use on pasturage consumed by food animals, a reproductive study was conducted using Rambouillet sheep. The sheep were dosed daily with a placebo or with fenoxycarb at 0.69 or 1.38 mg/kg/day, representing ten (10x) and 20 times (20x) the maximum amounts of fenoxycarb in forage or hay treated at recommended levels for fire ant control. Parameters that were measured included rates of weight gain of adults, serum clinical chemistry profiles of adults, spermatozoal morphology and motility, estrus cycling, pregnancy rates, maintenance of pregnancies to term, numbers of live births, and rates of weight gain of lambs to 28 days. There were no statistically significant (P = 0.05) differences between the exposed and control groups of sheep in any of these facets of the study. No clinical signs associated with exposure to fenoxycarb were observed in any animal at any time, and no exposure-related pattern of pathologic lesions or reproductive organ histology was observed. Means of hepatic fenoxycarb residues in the rams followed a statistically significant (P = 0.05) dose-related pattern. No fenoxycarb was detected (detection limit of 5 ppb) in any neonatal liver, despite the presence of hepatic fenoxycarb residues in the treated ewes, indicating that transplacental transport of fenoxycarb was minimal. No fenoxycarb was detected in any lamb liver at 28 days, although both the colostrum and the milk of exposed ewes were found to contain fenoxycarb at levels proportional to the treatments. Based on the lack of significant findings in this study, it is unlikely that use of fenoxycarb, according to label instructions (currently applicable to homeowner and registered agricultural usage) for fire ant control in pasturage or hay fields, will affect ruminant reproduction.|/BIRDS and MAMMALS/ The available acute toxicity data ... indicate that fenoxycarb is practically nontoxic to birds (LD50 >3,000 mg/kg; LC50 11,574ppm) /and/ practically nontoxic to small mammals (LD50 >16,800 mg/kg rat).|/AQUATIC SPECIES/ Little attention has been focused on the effect of anthropogenic compounds that disrupt the endocrine systems in crustaceans. Consequently, this study investigated the effects of the juvenile hormone analogue (JHA), Fenoxycarb on selected physiological and developmental processes of the zoeal stages in the European lobster, Homarus gammarus. Chronic exposure to Fenoxycarb (50 ug/L) resulted in a significant (p<0.05) reduction in moult frequency and size at moult. Fenoxycarb exposure extended zoeal duration between zoea I to II (p<0.05) and resulted in total inhibition of the moult from zoea II to III. Significantly greater rates of O2 uptake were observed in Fenoxycarb-exposed larvae in comparison with controls (p<0.05). All rates of O2 uptake decreased significantly between 7 and 12 d of exposure (p<0.05). At 12 d, exposure to the solvent control no longer influenced rates of O2 uptake, but it was not possible to attribute increased O2 uptake to Fenoxycarb exposure directly, as treated individuals did not moult beyond zoea III. The low exposure concentrations of Fenoxycarb, comparable to those used in plant protection, resulted in endocrine disrupted responses in H. gammarus (albeit with little clear, demonstrable effect on metabolism) a finding that could have important ecological and commercial implications.|/AQUATIC SPECIES/ Previous studies have found that exposure of a cyclic parthenogen, the water flea Daphnia magna (Cladocera, Crustacea), to juvenile hormones and their analogs results in the production of neonates of male sex at concentration-dependent rates. Reproduction experiments /were conducted/ in four different species (Moina macrocopa, M. micrura, Ceriodaphnia dubia and C. reticulata) of cladoceran to test for the first time whether the occurrence of this phenomenon after exposure of the parent to such hormones is a generalized phenomenon. In the presence of a juvenile hormone analog, fenoxycarb, all four species produced male neonates and showed reduced rates of reproduction. The estimated median effective concentration (EC50) for the production of male neonates varied with species, ranging from 0.60 x 10(3) to 9.3 x 10(3) ng/L. Although there was a wide range of sensitivity to fenoxycarb, the production of male neonates in all four species demonstrates that this phenomenon is a common response to juvenile hormone analogs and further suggests that these hormones are capable of initiating sexual reproduction in cladocerans, most of which exhibit cyclic parthenogenesis.|For more Ecotoxicity Excerpts (Complete) data for Fenoxycarb (31 total), please visit the HSDB record page.
Fenoxycarb's production may result in its release to the environment through various waste streams; its use as an insect growth regulator(1) will result in its direct release to the environment.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,800(SRC), determined from a structure estimation method(2), indicates that fenoxycarb is expected to have slight mobility in soil(SRC). Volatilization of fenoxycarb from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.3X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 6.5X10-9 mm Hg(3), and water solubility, 6.00 mg/L(4). Fenoxycarb is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). An aerobic degradation half-life of 6.7 hours, secondary half-life of 8.2 months, using a sandy loam soil(5) indicates that biodegradation may be an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,800(SRC), determined from a structure estimation method(2), indicates that fenoxycarb 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 4.3X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 6.5X10-9 mm Hg(4), and water solubility, 6.0 mg/L(5). According to a classification scheme(6), a BCF of 95(7) suggests that bioconcentration in aquatic organisms is moderate(SRC). An aerobic aquatic metabolism half-life of 3.9 days in water(7) indicates 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), fenoxycarb, which has a vapor pressure of 6.5X10-9 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase fenoxycarb may be removed from the air by wet or dry deposition(SRC). Fenoxycarb contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).
Fenoxycarb is moderately stable in water(1,2). Aqueous solutions of 0.02 mg/L fenoxycarb buffered at pH 6.5-10.0 were incubated in the dark and exposed to sunlight(2). The temperature of the solutions were maintained at 10-38 °C; no evidence of hydrolysis or photolysis of fenoxycarb were found(2). Another study has concluded that in aquatic environments, fenoxycarb is moderately resistant to photolysis, reporting an aqueous photolysis half-life of 19-23 days(1). Photolysis of fenoxycarb in aqueous solution results in the formation of p-phenylphenol and 2-hydroxydibenzofuran(3). A base-catalyzed second-order hydrolysis rate constant of 1.8X10-5 L/mole-sec(SRC) was estimated using a structure estimation method(4); this corresponds to half-lives of 1.3X10+4 and 1,250 years at pH values of 7 and 8, respectively(4). Fenoxycarb contains chromophores that absorb at wavelengths >290 nm(5) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).
A BCF of 95 has been reported for fenoxycarb(1). According to a classification scheme(2), this BCF value suggests that bioconcentration in aquatic organisms is moderate(SRC), provided the compound is not metabolized by the organism(SRC).|Using a flow-through system, bluegill sunfish (Lepomis macrochirus) were continuously exposed to 1 mg/L of fenoxycarb for a maximum period of 4 days. Fish were removed after exposures of 24, 48, 72, and 96 hours, all followed by a continuous-flow rinse with untreated tap water for 24, 48, 72, and 96 hours. Concentrations of 10.99, 7.45 and 20.09 ppm were observed in whole body, edible tissue and viscera, respectively, after 24 hours(1). Concentrations of 21.04, 6.93 and 23.29 ppm were observed in whole body, edible tissue and viscera, respectively, after 48 hours(1). Concentrations of 17.34, 6.31 and 26.93 ppm were observed in whole body, edible tissue and viscera, respectively, after 72 hours(1). Concentrations of 21.22, 6.04 and 24.42 ppm were observed in whole body, edible tissue and viscera, respectively, after 96 hours(1). During the untreated rinse period, fenoxycarb concentrations decreased steadily to low levels of 0.012, 0.018, and 0.017 ppm, respectively, after 96 hours of rinse treatement(1).
1.00e+03 L/kg|Using a structure estimation method based on molecular connectivity indices(1), the Koc of fenoxycarb can be estimated to be 4,800(SRC). According to a classification scheme(2), this estimated Koc value suggests that fenoxycarb is expected to have slight mobility in soil(SRC).
The Henry's Law constant for fenoxycarb is estimated as 4.3X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, 6.50X10-9 mm Hg(1), and water solubility, 6.00 mg/L(2). This Henry's Law constant indicates that fenoxycarb is expected to be essentially nonvolatile from water surfaces(3). Fenoxycarb is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure of 6.5X10-9 mm Hg(1).
RAIN/SNOW/FOG: Fenoxycarb was detected at a minimum level of 0.005 ug/L and a maximum level of 0.07 ug/L in rain collected in the Axios River Basin in Greece(1). A mean concentration of 0.02 ug/L was calculated from 8 samplings conducted between 1997 and 1998(1).
Occupational exposure to fenoxycarb may occur through inhalation and dermal contact with this compound at workplaces where fenoxycarb is produced or used(SRC). Occupational handler scenarios that were assessed in the past include mixing and loading for ground and aerial equipment and ground/aerial applicator scenarios based on agricultural uses; no risks of concern for occupational handler inhalation scenarios were identified(1). Limited monitoring data indicate that the general population may be exposed to fenoxycarb via ingestion of water containing fenoxycarb(SRC).
Drug Information
Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.)
About ninety percent of a dose of fenoxycarb fed to rats was excreted within 96 hours. No residues were found in the animals organs.|... Rambouillet sheep... were dosed daily with a placebo or with fenoxycarb at 0.69 or 1.38 mg/kg/day, representing ten (10x) and 20 times (20x) the maximum amounts of fenoxycarb in forage or hay treated at recommended levels for fire ant control. ... Means of hepatic fenoxycarb residues in the rams followed a statistically significant (P < or = 0.05) dose-related pattern. No fenoxycarb was detected (detection limit of 5 ppb) in any neonatal liver, despite the presence of hepatic fenoxycarb residues in the treated ewes, indicating that transplacental transport of fenoxycarb was minimal. No fenoxycarb was detected in any lamb liver at 28 days, although both the colostrum and the milk of exposed ewes were found to contain fenoxycarb at levels proportional to the treatments. ...
Fenoxycarb is an insecticide (or growth regulator) that disrupts the development of the pest. Fenoxycarb has an insect-specific mode of action exhibiting strong juvenile hormone activity. It inhibits metamorphosis to the adult stage, induces interference with the molting of early instar larvae, and produces certain ovicide and delayed larvicide adulticide effects in various insect species. ...
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. (ERG, 2016)
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Carbamates and related compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Aggressive airway control may be needed. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Carbamates and related compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive=pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Administer atropine. Correct hypoxia before administration ... . In severely poisoned patients, administer pralidoxime chloride (2 PAM). ... . Treat seizures with adequate atropinization and correction of hypoxia. In rare cases diazepam or lorazepam may be necessary ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Carbamates and related compounds/
/SIGNS AND SYMPTOMS/ Fenoxycarb/ is a mild eye irritant and is not irritating to the skin.|/SIGNS AND SYMPTOMS/ National Institute of Occupational Safety and Health Sentinel Event Notification System for Occupational Risks (NIOSH/SENSOR) performs standardized surveillance in twelve states from 1998 through 2006. ... Out of 5,899 reported cases from 1998 to 2003, there is only one case reported in the SENSOR database involving Fenoxycarb. A 31-year-old woman reported symptoms in Texas. The symptoms were nausea, lacrimation and dyspnea/shortness of breath with no medical treatment sought.|/CASE REPORTS/ OPP Incident Data System (IDS) This database includes reports of incidents from various sources, including mandatory Federal Insecticide, Fungicide and Rodenticide Act (FIFRA) Section 6 (a) (2) reports from registrants, other federal and state health and environmental agencies and individual consumers. The IDS has been in existence since 1992. Reports submitted to the Incident Data System represent anecdotal reports or allegations only, unless otherwise stated in this report. ... The cases below provide a sense of symptoms and circumstances where exposures were reported to IDS. ... Incident#994-1. A pesticide incident occurred in 1994, when the product was applied on carpet in a bank. Eighteen workers reported breathing problems, nausea, headache, and sore throat. The workers were treated by a physician. No further information on the disposition of the case was reported.|/CASE REPORTS/ ...A pesticide incident occurred in 1996, when a pest control operator was sprayed in the face with the product when a hose burst. The operator immediately turned off the pressure and little was released. He rinsed himself off, including his eyes, and used an absorbent material to clean up the spill. Specific symptoms were not mentioned. No further information on the disposition of the case was reported.|For more Human Toxicity Excerpts (Complete) data for Fenoxycarb (16 total), please visit the HSDB record page.
ethyl(2-(4-phenoxyphenoxy)ethyl)carbamate
Fenoxycarb Use and Manufacturing
Preparation: U. Fischer et al, European Patent Office patent 4334; eidem, United States of America patent 4215139 (1979, 1980 both to Hoffmann-La Roche).
Insecticide.
Baits, water dispersible granule, wettable powder.|Premix Partners: Lufenuron; Profenofos.
Registration Notes: Outside USA: Insegar in Europe.|The WHO Recommended Classification of Pesticides by Hazard identifies Fenoxycarb (technical grade) as unlikely to present an acute hazard in normal use; Main Use: insecticide.|Fenoxycarb is sold in several different formulations including dust, aerosol spray, liquid, and granular. It can be applied through shaker can, ground spreader, tank spray, aerial equipment, total release fogger, hand held spray, and chemigation. Some fenoxycarb products are packaged in water soluble packets.|In 2007, the EPA received a request from the registrant to voluntarily cancel two products, Raid DOB and Raid Flea Kill IV Plus. These products are the two remaining fenoxycarb products that are used in indoor residential settings.
A competitive enzyme-linked immunosorbent assay (ELISA) for fenoxycarb was adapted for quantitative detection of this insect growth regulator in various environmental, agricultural, food and biological matrices. Environmental samples were taken from soil and surface waters in Hungary. The ELISA enabled fenoxycarb detection in surface waters in the 1.1-125 ng/mL concentration range without sample cleanup. In contrast, soil produced a strong matrix effect due to humic acids and other soil components. Several fruit homogenates and commercial fruit juices (eg apple, pear, grape) were analyzed by the ELISA. The assay was found to be suitable for analysis of fenoxycarb in fruit juices diluted 1:40. Biological samples included insect, fish and bovine tissues. The ELISA was applied to detect fenoxycarb in various biological matrices from larvae of the silkworm, Bombyx mori L. The assay proved useful for the analysis of hemolymph diluted 1:10 or at higher dilutions. Fat body and whole body homogenates, however, caused severe matrix effects. Fenoxycarb was detected in liver homogenates (diluted 1:40) from fish treated with various doses of fenoxycarb, and the concentrations determined correlated with the applied doses. The method was used to analyze spiked bovine urine samples diluted 1:10 or at greater dilutions. Fenoxycarb content determined by the ELISA in water and fruit juice samples was validated using GC-MS with solid-phase microextraction (SPME) sample preparation. The results of these studies demonstrated both the value and limitations of the assay when used for monitoring fenoxycarb in environmental, food and biological samples.|Anal of fenoxycarb in formulations was done by high performance liquid chromatography in fruits and soils at a detection limit of 0.05 ppm and recoveries approx 90-99%.|Product analysis is by high performance liquid chromatography and so is residue analysis.|Simultaneous determination of clofentezine, fenoxycarb and hexythiazox by high performance liquid chromatography on apples, pears and their pulps.
Agrochemicals -> Insecticides|Insecticides|Environmental transformation -> Pesticides (parent, predecessor)
Fenoxycarb has known environmental transformation products that include CGA -294851 / Ro 17-3192, CGA 294847, CGA-195935, CGA-197810, CGA-197811, CGA-26021, CGA-294848, CGA-294850 / Ro 16-8797, and CGA-344889.
Computed Properties
Molecular Weight:301.34
XLogP3:4.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:301.13140809
Monoisotopic Mass:301.13140809
Topological Polar Surface Area:56.8
Heavy Atom Count:22
Complexity:310
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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