1420-06-0c1ccc(C(c2ccccc2)(c2ccccc2)N2CCOCC2)cc1ZJMLMBICUVVJDX-UHFFFAOYSA-NTrifenmorph is a member of morpholines.
1420-06-0DTXSID6042492CHEMBL2086832CHEBI:82264Molluscicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Molluscicides
Crystals from ethanol
Colorless crystalline solid
In water, 2.0X10-2 mg/L at 20 °C
At 20 °C (g/L): carbon tetrachloride 300; chloroform 450; tetrachloroethylene 255
176 °C
MP: 176-178 °C, resolidifying and remelting at 185-187 °C; (technical melts 150-170 °C, and again at 170-185 °C)
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
In high-dose animal studies, causes somnolence and changes to liver; [RTECS] Highly selective snail neurotoxin; Also hazardous to some fish and slightly toxic to vertebrates; Toxic by ingestion or skin absorption; Oral LD50 (rat) = 100-200 mg/kg in chlorinated solvents and 1200-1600 mg/kg in other organic solvents; Dermal LD50 (rat) = 1000 mg/kg; Readily metabolized and excreted in mammals; [INCHEM PDS: Triphenmorph]
Acute toxicity - category 4
Acute Tox. 4 *
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.
Residues in containers should be emptied in a diluted form into a deep pit taking care to avoid ground waters. The empty container may be decontaminated by rinsing two or three times with water and detergent and scrubbing the sides. The hands should be protected during this work. Decontaminated containers should not be used for any other purpose.
Rats and dogs were given (14)C labeled frescon as single oral doses. Frescon rapidly hydrolyzed to triphenylcarbinol and morpholine in the stomach. Morpholine was rapidly absorbed and excreted largely unchanged though some was degraded. Triphenylcarbinol was absorbed slowly and oxidized to p-hydroxyphenyldiphenylcarbinol. Triphenylcarbinol and its p-hydroxy analog were found in urine, bile and feces, both free and conjugated with glucuronic acid. Traces of ortho- and meta-hydroxyphenyldiphenylcarbinol were detected both free and conjugated. There appeared to be three glucuronide fractions, possibly diglucuronides of hydroxytriphenylcarbinols, carbinol-group derived glucuronides and phenolic-group derived glucuronides.
Fish (S. mossambicus) were exposed to frescon for 22 hr. Analyses of fish indicated the presence of unchanged frescon and a small amount of morpholine. Similar results were observed when bile was analyzed.
In dogs, rats and mice /trifenmorph/ was rapidly metabolized by gastrointestinal enzymes to triphenylcarbinol, and morpholine. Triphenylcarbinol was absorbed slowly and it was oxidized by hepatic systems to para-hydroxyphenyldiphenylcarbinol and also, ortho- and meta-hydroxytriphenylcarbinols to a lesser extent. Morpholine was rapidly absorbed and excreted in the urine unchanged as a glucuronic acid conjugate. Triphenylcarbinol and its hydroxy derivatives were found in urine and feces as free compounds and in three glucuronide fractions; diglucuronides, carbinol-group glucuronide and phenolic-groups glucuronides. In (14)C-labelled tracer dose studies no (14)CO2 was respired and, after 96 hours only 3% of the radioactivity remained in the carcass.
Used as molluscicide to kill aquatic and semi-aquatic snails carrying parasites; [HSDB]
For trifenmorph (USEPA/OPP Pesticide Code: 498300) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
Molluscicide /Former US/
불러오는 중…
Stable to heat and alkali but hydrolyzed by mild acidic conditions to morpholine and triphenylmethanol
Light brown crystals, 90-95% pure /Technical grade/
Mixing, if not mechanical, should always be carried out with a paddle of appropriate length. Avoid contact with mouth and eyes. Before eating, drinking or smoking, hands and other exposed skin should be thoroughly washed with alkaline soap.
Keep /technical trifenmorph/ away from foodstuffs and animal feeds.
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. Ensure that the local ventilation moves the contaminant away from the worker.
When opening a container and when mixing, protective impermeable boots, clean overalls, impermeable gloves and a respirator should be worn.
Closed systems and forced ventilation may be required to reduce, as much as possible, the exposure of workers to the chemical.
LC50; Species: /Oncorhynchus mykiss/ (Rainbow trout) yearling; Concentration: 0.1 mg/L for 96 hr, pH 6.9-7.0 /Conditions of bioassay not specified in source examined/ /16.5% emulsifiable concentrate/
LC50; Species: /Oncorhynchus mykiss/ (Rainbow trout) yearling; Concentration: 0.52 mg/L for 96 hr, pH 6.9-7.0, hard water /Conditions of bioassay not specified in source examined/ /16.5% Emulsifiable concentrate/
LC50; Species: /Oncorhynchus mykiss/ (Rainbow trout) yearling; Concentration: 1.5 mg/L for 96 hr, pH 6.9-7.0, hard water /Conditions of bioassay not specified in source examined/ /50% paste/
LC50; Species: /Oncorhynchus mykiss/ (Rainbow trout) yearling; Concentration: 0.08 mg/L for 96 hr, pH 6.9-7.0 /Conditions of bioassay not specified in source examined/ /50% paste/
For more Ecotoxicity Values (Complete) data for Trifenmorph (17 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3.7X10+5(SRC), determined from a structure estimation method(2), indicates that trifenmorph is expected to be immobile in soil(SRC). Volatilization of trifenmorph from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Trifenmorph is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.8X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). In soil within a few weeks, trifenmorph is aerobically converted to triphenyl methanol which undergoes slow hydroxylation(5).
TERRESTRIAL FATE: Half of N-tritylmorpholine applied to soil was lost in 1 to 4 weeks.
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3.7X10+5(SRC), determined from a structure estimation method(2), indicates that trifenmorph 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 1.3X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 280(SRC), from an estimated log Kow of 4.21(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Under mild acid conditions, trifenmorph is hydrolyzed to morpholine and triphenylmethanol(3). Biodegradation is not an important environmental fate process in water(SRC) based on the slow rate reported for soil(7).
AQUATIC FATE: The fate of the molluscicide trifenmorph (N-tritylmorpholine) following its use in irrigation systems to control the intermediate hosts of schistosomes was studied by laboratory and field experiments. Laboratory studies with 14C-trifenmorph indicated that bean plants did not take up detectable residues when the soil in which they were grown was irrigated with water containing trifenmorph in concentrations likely to occur in the field. These laboratory studies have been complemented by field irrigation studies of growing crops in southern Africa and the Sudan. Residues of trifenmorph and its breakdown product triphenylmethanol could not be detected in the crops and the limit of detectability was 0.01-0.02 ppm. These results indicate that residues are not likely to be present in irrigated crops following the treatment of the irrigation water systems with trifenmorph(1).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trifenmorph, which has an estimated vapor pressure of 2.8X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase trifenmorph is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 2.5 hours(SRC), calculated from its rate constant of 1.5X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase trifenmorph may be removed from the air by wet or dry deposition(SRC). Slight decomposition occurs in UV light(4).
/AQUATIC SPECIES/ Fish were killed in canals treated for 6 hr with frescon to yield concentration of 0.1 ppm.
/AQUATIC SPECIES/ ... Aquatic micro-flora and -fauna were uneffected at 0.2 ppm.
/AQUATIC SPECIES/ /Trifenmorph/ above 0.03 ppm /may be/ harmful to fish.
/OTHER TOXICITY INFORMATION/ /N-tritylmorpholine/ is highly specific, being harmless to plants, insects, and most vertebrates, though it is moderately toxic to some species of fish.
Using a structure estimation method based on molecular connectivity indices(1), the Koc of trifenmorph can be estimated to be 3.7X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that trifenmorph is expected to be immobile in soil.
KOC = 37,500 (calculated from water solubility by regression equations). /From table/
An estimated BCF of 280 was calculated in fish for trifenmorph(SRC), using an estimated log Kow of 4.21(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).
Sarotherodon mossambicus /Mozambique talapia/, juvenile, exhibited a bioconcentration factor of 1,300 after 55 hr.
Bioconcentration factor = 5,600 (calculated from water solubility by regression equations). /From table/
The Henry's Law constant for trifenmorph is estimated as 1.3X10-10 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that trifenmorph is expected to be essentially nonvolatile from water and moist soil surfaces(2). Trifenmorph is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.8X10-8 mm Hg(SRC), determined from a fragment constant method(3).
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ The mammalian and avian toxicities of N-tritylmorpholine (Frescon, WL 8008), a compound active against the snails that are the intermediate hosts of schistosomes, are reported. ... Administered percutaneously to rats, N-tritylmorpholine produced no ill-effects at 1000 mg/kg. N-Tritylmorpholine fed in the diets of rats at 100 ppm for 90 days produced no significant effect. ...
/GENOTOXICITY/ Trifenmorph was not mutagenically active in a microbial Ames test.
The rate constant for the vapor-phase reaction of trifenmorph with photochemically-produced hydroxyl radicals has been estimated as 1.5X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate of hydrolysis of 14C-trifenmorph is dependent on the pH of the water (relatively high at low pH values of <7.0) and concentration of the compound(2). Under mild acidic conditions, trifenmorph is hydrolyzed to morpholine and triphenylmethanol(4). Mud and sediment gradually adsorb trifenmorph and carbinol(3). Slight decomposition occurs in UV light(3).
The rate of hydrolysis of 14C-trifenmorph is dependent on the pH of the water (relatively high at low pH values of <7.0) and concentration of the compound(1).
As molluscicide (against snails which carry bilharzia flukes) /Former use in USA/
Effective against aquatic and semi-aquatic snails. Recommended for application to irrigation and other moving water systems ... and in static water ... . Also recommmended for application to Lymnaea truncatula /dwarf pond snail; also known as Galba truncatula/ habitats ... to control fascioliasis. /Former use in USA/
Trade Names: Frescon, WL 8008, Trifenmorph.
Emulsifiable concentrate.
Frescon Paste: active ingredient 50% N-tritylmorpholine.
FRESCON: (PRODUCT DISCONTINUED BY SHELL INTERNATIONAL CHEMICAL, LONDON)
World Health Organization has specified the chemical and physical requirements for technical trifenmorph WHO/SMT/5, 4-(triphenylmethyl)morpholine content: 900.0 g/kg; acidity: calculated as H2SO4 1 g/kg; water content: 1 g/kg; tar impurities: 20 g/kg; volatile matter: 100 g/kg.
용도As molluscicide (against snails carrying bilharzia flukes).