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Acetamiprid(CAS No. 135410-20-7)

Acetamiprid C10H11ClN4 (cas 135410-20-7) Molecular Structure

135410-20-7 Structure

Identification and Related Records

【CAS Registry number】
Ethanimidamide,N-[(6-chloro-3-pyridinyl)- methyl]-N'-cyano-N-methyl-,(1E)-
(1E)-N-[(6-Chloro-3-pyridinyl) methyl]-N'-cyano-N-methylethanimidamide
Acetamiprid 20%SL
【Molecular Formula】
C10H11ClN4 (Products with the same molecular formula)
【Molecular Weight】
【Canonical SMILES】
【MOL File】

Chemical and Physical Properties

white powder
1.17 g/cm3
【Melting Point】
101-103 oC
【Boiling Point】
352.4 oC at 760 mmHg
3.85E-05mmHg at 25°C
【Flash Point】
166.9 oC
In water 4250 mg/l (25ºC). Soluble in acetone, methanol, ethanol, dichloromethane, chloroform, acetonitrile and tetrahydrofuran.
In water 4250 mg/l (25oC). Soluble in acetone, methanol, ethanol, dichloromethane, chloroform, acetonitrile and tetrahydrofuran.
White crystals
White fine powder
【Storage temp】
【Computed Properties】
Molecular Weight:222.67414 [g/mol]
Molecular Formula:C10H11ClN4
H-Bond Donor:0
H-Bond Acceptor:3
Rotatable Bond Count:3
Exact Mass:222.067224
MonoIsotopic Mass:222.067224
Topological Polar Surface Area:52.3
Heavy Atom Count:15
Formal Charge:0
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Feature 3D Cation Count:2
Feature 3D Ring Count:1
Effective Rotor Count:3
Conformer Sampling RMSD:0.6
CID Conformer Count:64

Safety and Handling

【Hazard Codes】
T: Toxic;
【Risk Statements】
【Safety Statements 】

Hazard Codes:?ToxicT
Risk Statements: 23/25-57?
R23: Toxic by inhalation.?
R57: Toxic to bees.
Safety Statements: 45
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RTECS: KJ4235200
HazardClass: 6.1(b)
PackingGroup of Acetamiprid [ISO] (CAS NO.135410-20-7): III

【PackingGroup 】
UN 2811
Trade names: Cezar, Hekplan, Mospildate, Shark, Tenaz, Vapcomore, Mortal, Profil, Assail, Intruder, Tri-star.
Soluble powder, granule.
Types of Formulations: 99.5% technical product, 70% WP end-use product, 70% /water soluble packets/ (WSP) end use product, 0.006% /ready to use/ (RTU) end use product.

?Acetamiprid [ISO] (CAS NO.135410-20-7), its Synonyms are Acetamiprid; (E)-N-(6-Chloro-3-pyridyl)methyl-N'-cyano-N-methylacetamidine ; Ethanimidamide, N-((6-chloro-3-pyridinyl)methyl)-N'-cyano-N-methyl-, (1E)- . It is white powder.

【Octanol/Water Partition Coefficient】
log Kow = 0.80 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】
Acetamiprid is efficiently absorbed and rapidly excreted, primarily in urine. Fecal elimination was primarily via the bile.
The rapid elimination /of acetamiprid/ was almost twice as much in urine as in feces. Male elimination in feces was consistently a few percent higher than for corresponding females. Tissue levels were initially highest in GI tract, liver, and kidneys, with 96 hr levels several-fold lower than peak levels for all tissues. Rats dosed with labeled acetamiprid daily (1 mg/kg/day) had generally higher tissue levels 96 hr after the last treatment compared to rats who received labeled acetamiprid only on day 15, suggesting that a small but measurable accumulation of some comparatively stable residues had occurred.
Sprague-Dawley rats were prepared with cannulae for gastric intubation, for bile collection from the common bile duct, and for biliary fluid replacement into the duodenum. Three males and four females with patent cannulae were administered 1.02 to 1.07 mg/kg of acetamiprid, each in a single gavage dose. Non-labeled acetamiprid was >99.9% purity, to which was added labeled acetamiprid containing 14C in positions 2 and 6 of the pyridine ring, of radiopurity of 97.2%. Primary observed parameters included bile collection for periods ending at 3 hr, 6 hr, 12 hr, 24 hr, and 48 hr; urinary and fecal excretion at intervals ending at 24 hr and 48 hr; and residual radiolabel in liver, GI tract, and residual carcass at 48-hr termination. Collected bile accounted for 18.1% to 20.8% of administered dose: in most cases the bulk of radiolabel was collected between 3 hr and 12 hr. Feces accounted for an average of 6.7% (M) and 5.8% (F) of administered dose. This indicated efficient absorption. Since .../a seperate study/ had found that about 30% of administered dose was excreted in feces, it is apparent that biliary elimination is a significant route for the rat. About 60-64% of administered dose was found in urine and cage washings (presumed to be primarily urine), suggesting that urinary excretion exclusive of re-circulated biliary products was the main mode of excretion. For both urinary and fecal excretion, residues were about 2 to 3-fold higher in the first 24-hr collection than in the second 24-hr period.
Crj:CD rats, 5 to 9/sex/group, were dosed by gavage with either 1 or 50 mg/kg of ring-labeled acetamiprid for analysis of blood levels, tissue distribution, excretion rates, and quantitative analyses of metabolites. Similar groups were dosed with cyano carbon-labeled acetamiprid for analysis of blood levels, excretion rates, and quantitative analyses of metabolites. Limited studies (blood levels and excretion rates) followed iv administration of ring-labeled acetamiprid. Oral dosing of 1 mg/kg led to maximal blood levels within 2 hr of treatment in either sex. ... Oral dosing of 50 mg/kg was associated with a minor delay in maximal blood levels (3-7 hr) ... In all cases, elimination was predominantly urinary: generally over 70% of label was found in urine within 24 hr of dosing. Day 1 elimination in feces did not exceed 12% of administered dose. Tissue concentrations tended to be highest in kidneys, liver, thyroids, and adrenals. Levels decreased sharply in these organs as well as in all other tissues over 4 days, regardless of dose level, position of the label, or route of administration. Acetamiprid was present in urine at about 3-5% in most cases (6-7% in high dose rats).
/In a dermal absorption study,/ the majority of the dose was washed off with the percent increasing with dose. Skin residue was the next largest portion of the dose with the percent decreasing with dose. In neither case was there evidence of an exposure related pattern. Absorption was small and increased with duration of exposure. Since there are no data to demonstrate that the residues remaining on the skin do not enter the animal, then as a conservative estimate of dermal absorption, residues remaining on the skin will be added to the highest dermal absorption value. The potential total absorption at 24 hours could be approximately 30%.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 132-267(2) indicate that acetamiprid is expected to have moderate to high mobility in soil(SRC). Volatilization of acetamiprid from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.9X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Acetamiprid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.4X10-5 mm Hg(SRC), determined from a fragment constant method(4). The half-lives of acetamiprid were reported to be less than 18 days in seven field dissipation studies(2). Leaching to lower depths was not an important dissipation pathway in these studies. Aerobic soil metabolism half-lives of acetamiprid in various US and European soils have been reported to range from
AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 132-267(2) indicate that acetamiprid is not 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 6.9X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 2(SRC), from a log Kow of 0.8(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The major degradate methyl(6-chloro-3-pyridyl)methylamine reached a maximum of 73.3% of the applied material after 121 days during an anaerobic aquatic metabolism study(2). The two other degradates (not mentioned) reached 21% after 1 month and 17.7% after 6 months(2). Based on aerobic soil metabolism half-lives ranging from
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetamiprid, which has an estimated vapor pressure of 4.4X10-5 mm Hg at 25 deg C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase acetamiprid 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 5 hours(SRC), calculated from its rate constant of 7.6X10-11 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). Particulate-phase acetamiprid may be removed from the air by wet and dry deposition(SRC). Acetamiprid may undergo direct photolysis in the atmosphere based on a reported aqueous photolysis half-life of 34 days at pH 7 and 25 deg C(4).

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