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Your Location：Home>Product Center >> Pesticide API and intermediates >> Trifloxystrobin
  • Trifloxystrobin
Name:Trifloxystrobin
CAS No:141517-21-7

PRODUCT DESCRIPTION

【Name】
Trifloxystrobin
【CAS Registry number】
141517-21-7
【Synonyms】
CGA 279202
Compass
Compass (strobilurin fungicide)
Consist
Flint
Flint (fungicide)
Benzeneacetic acid, a-(methoxyimino)-2-[[[(E)-[1-[3-(trifluoromethyl)phenyl]ethylidene]amino]oxy]methyl]-,methyl ester, (aE)-
Trilex
Zato
【Molecular Formula】
C20H19F3N2O4 (Products with the same molecular formula)
【Molecular Weight】
408.37
【Inchi】
InChI=1S/C20H19F3N2O4/c1-13(14-8-6-9-16(11-14)20(21,22)23)24-29-12-15-7-4-5-10-17(15)18(25-28-3)19(26)27-2/h4-11H,12H2,1-3H3
【InChIKey】
ONCZDRURRATYFI-UHFFFAOYSA-N
【Canonical SMILES】
CC(=NOCC1=CC=CC=C1C(=NOC)C(=O)OC)C2=CC(=CC=C2)C(F)(F)F
【Isomers smiles】
C/C(=NOCC1=CC=CC=C1/C(=N/OC)/C(=O)OC)/C2=CC(=CC=C2)C(F)(F)F
【MOL File】
141517-21-7.mol

Chemical and Physical Properties

【Density】
1.219 g/cm3
【Boiling Point】
470.3 °C at 760mmHg
【Vapour】
0mmHg at 25°C
【Refractive Index】
1.511
【Flash Point】
>70℃
【Solubilities】
In water, 0.610 mg/L at 25 deg C
【Color/Form】
White powder
Grey to beige granules
【Storage temp】
0-6°C
【Computed Properties】
Molecular Weight:408.37107 [g/mol]
Molecular Formula:C20H19F3N2O4
XLogP3-AA:4.9
H-Bond Donor:0
H-Bond Acceptor:9
Rotatable Bond Count:8
Tautomer Count:2
Exact Mass:408.129692
MonoIsotopic Mass:408.129692
Topological Polar Surface Area:69.5
Heavy Atom Count:29
Formal Charge:0
Complexity:607
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:2
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:3
Feature 3D Ring Count:2
Effective Rotor Count:9
Conformer Sampling RMSD:1
CID Conformer Count:248

Safety and Handling

【Hazard Codes】
Xi,N:;
【Risk Statements】
R43
【Safety Statements 】
S24
【Safety】

Hazard Codes: IrritantXi, DangerousN 
Risk Statements: 43-50/53 
R43:May cause sensitization by skin contact. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety Statements: 24-37-46-60-61 
S24:Avoid contact with skin. 
S37:Wear suitable gloves. 
S46:If swallowed, seek medical advice immediately and show this container or label. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
RIDADR: UN3077 9/PG 3

【Transport】
UN3077 9/PG 3
【Formulations/Preparations】
Trade names: Flint; Tega; Compass; Twist; Zatao. Mixtures: Stratego (+propiconazole); Agora (+cyproconazole); Eclair (+cymoxanil); Rombus (+propiconazole); Sphere (+cyproconazole).
Emulsifiable concentrate, water dispersable granules.
A water dispersible granular formulation for the three end-use products (Flint, Compass and Stratego) contain 50% active ingredient.
【Reactivities and Incompatibilities】
Does not contain any oxidizing or reducing substances. /Flint 50 WG and Compass 50 WG Stratego 250 EC/ /from table/
【Specification】

 Trifloxystrobin (CAS NO.141517-21-7) is also named as Methyl methoxyimino(alpha-(1-(alpha,alpha,alpha-trifluoro-3-
tolyl)ethylideneaminooxy)-2-tolyl)acetate ; CGA 279202 ; Compass ; Consist ; EINECS Annex I Index 607-424-00-0 ; Flint ; Flint (fungicide) ; HSDB 7276 ; Zato ; trifloxy-strobin ; Benzeneacetic acid, alpha-(methoxyimino)-2-((((1-(3-
(trifluoromethyl)phenyl)ethylidene)amino)oxy)methyl)-, methyl ester, (E,E)- .

【Octanol/Water Partition Coefficient】
log Kow = 4.5 at 25 deg C
【Disposal Methods】
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.

Biomedical Effects and Toxicity

【Biomedical Effects and Toxicity】
In rats, absorbed from the gastrointestinal tract, rapidly metabolised and quickly and completely eliminated from the body.
Male and female rats were dosed by gavage with either [Glyoxyl-Phenyl-(U)-14C] (spec. act. range: 54.3 to 63.5 uCi/mg, radiochemical purity range: >97 to >99%) or [Trifluormethyl-Phenyl-(U)-14C] /trifloxystrobin/ (CGA- 279202) (spec. act.: 59.2 uCi/mg, radiochemical purity: >99%). For all of the groups except D2, the animals were dosed with [Glyoxyl-Phenyl-(U)-14C]-/trifloxystrobin/ (CGA 279202). In Groups B1 and D1, urine and feces samples were collected up to 7 days from 5 animals/sex dosed with 0.5 or 100 mg/kg of the test material, respectively. For Group C1, 5 animals/sex were pretreated for 14 days with 0.5 mg/kg of unlabelled /trifloxystrobin/ (CGA 279202) (purity: 99.7%), followed by 0.5 mg/kg of the labelled test material. Urine and feces samples were likewise collected from these animals for up to 7 days. In Group D2, 5 animals/sex were dosed with 100 mg/kg of [Trifluormethyl-Phenyl-(U)-14C] /trifloxystrobin/ (CGA-279202) and urine and feces samples were collected up to 7 days. Twelve animals/sex were dosed with either 0.5 or 100 mg/kg of the test material in Groups F1 and 5 and Groups F2 and 6, respectively. Tissue residues were determined at 4 time points based upon pharmacokinetic determinations derived from the previous groups. The bile ducts of animals in Group G were cannulated. In Groups G1 and 3, 6 males and 5 females were treated with 0.5 mg/kg of the test material. Six males and 4 females were dosed with 100 mg/kg of the test material in Groups G2 and 4, respectively. At the low dose level, 56 to 65% of the dose was absorbed with 41 to 47% of the dose recovered from the bile. In the high dose group, 25 to 45% of the dose was absorbed with 19 to 35% of the dose recovered from the bile. In the low dose treatment, 18 to 19% and 79% of the dose was excreted in the urine and feces, respectively, of the males. For the females, 35 to 42% was excreted in the urine and 56 to 63% in the feces. Pretreatment with unlabelled test material did not alter the pattern of excretion. In the high dose groups, the males excreted 10 to 12% and 82 to 84% in the urine and feces, respectively. The females excreted 27% in the urine and 64 to 66% in the feces. Very minimal levels of radiolabel were recovered from the expired air of the animals in Group D2. The half lives for the depletion of radiolabel from the tissues ranged from 13 to 42 hours except for the spleen and blood of the high dose females (68 and 82 hours, respectively). The times to maximal concentration of the test material in the blood were either 12 to 24 hours after dosing. The times to maximal concentration ranged from 23 to 67 hours after dosing. Residual retention of the radiolabel in the carcass after 7 days was very minimal with 0.3 to 0.5% of the dose administered recovered.
Trifloxystrobin was moderately absorbed from the gastrointestinal tract and rapidly distributed. In the low-dose group, approximately 56% and 65% administered dose (AD) was absorbed in males and females respectively (based on the total recovery from urine, feces, bile and tissues), with 41 and 47% being in bile of males and females, respectively. In the high-dose, group, the degree of absorption was 41 and 27%, while the bile content was 35% and 19%, respectively for males and females. The blood kinetics revealed a moderate absorption rate in both sexes with two peaks (after 0.5 and 12 hours at the low dose and 12 and 24 hours at the high dose). The highest residues were found in blood, kidneys, spleen and liver and were comparable between sexes. Excretion of the radioactivity was rapid. Approximately 85?96% of the dose was excreted within 48 hours. The route of elimination was influenced by the sex of the animals, females eliminated twice the amount with the urine than males, accounting for 27?42% and 12?19% of the dose, respectively. The amounts excreted via feces were 79?82% and 56?64% of the dose in males and females, respectively. In both sexes biliary excretion was the major route of elimination. The involvement of an enterohepatic shunt mechanism in the elimination process is indicated.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 6700(SRC), determined from a log Kow of 4.5(2) and a regression-derived equation(3), indicates that trifloxystrobin is expected to be immobile in soil(SRC). Volatilization of trifloxystrobin from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.27X10-8 atm-cu m/mole(2). Trifloxystrobin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 2.5X10-8 mm Hg(4). Trifloxystrobin is expected to degrade rapidly (hours to days) in most soil environments(5).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6700(SRC), determined from a log Kow of 4.5(2) and a regression-derived equation(3), indicates that trifloxystrobin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.27X10-8 atm-cu m/mole(2). According to a classification scheme(4), an estimated BCF of 1500(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is very high, provided the compound is not altered physically or chemically once released into the environment(SRC). Trifloxystrobin is expected to degrade rapidly (hours to days) in most aquatic environments(6).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trifloxystrobin, which has a vapor pressure of 2.5X10-8 mm Hg at 25 deg(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase trifloxystrobin may be removed from the air by wet and dry deposition(SRC).

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