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Your Location：Home>Product Center >> Pesticide API and intermediates >> Pymetrozine
  • Pymetrozine
Name:Pymetrozine
CAS No:123312-89-0

PRODUCT DESCRIPTION

【Name】
Pymetrozine
【Iupac name】
6-methyl-4-[(E)-pyridin-3-ylmethylideneamino]-2,5-dihydro-1,2,
4-triazin-3-one
【CAS Registry number】
123312-89-0
【Synonyms】
1,2,4-Triazin-3(2H)-one, 4,5-dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-, (E)-
CGA 215944
Fulfill
6-methyl-4-(pyridin-3-ylmethylideneamino)-2,5-dihydro-1,2,4-triazin-3-one
Plenum
1,2,4-Triazin-3(2H)-one, 4,5-dihydro-6-methyl-4-((E)-(3-pyridinylmethylene)amino)-
1,2,4-Triazin-3(2H)-one,4,5-dihydro-6- methyl-4-[(E)-(3-pyridinylmethylene)amino]-
Endeavor
Chess
4,5-dihydro-6-methyl-4-((3-pyridinylmeth-ylene)amino)-1,2,4-triazin-3(2h)-one, (e)-
Pymetrozin
【Molecular Formula】
C10H11N5O (Products with the same molecular formula)
【Molecular Weight】
217.23
【Inchi】
InChI=1/C10H11N5O/c1-8-7-15(10(16)14-13-8)12-6-9-3-2-4-11-5-9/h2-6H,7H2,1H3,(H,14,16)/b12-6+
【InChIKey】
QHMTXANCGGJZRX-UHFFFAOYSA-N
【Canonical SMILES】
CC1=NNC(=O)N(C1)N=CC2=CN=CC=C2
【Isomers smiles】
CC1=NNC(=O)N(C1)/N=C/C2=CN=CC=C2
【MOL File】
123312-89-0.mol

Chemical and Physical Properties

【Appearance】
colorless crystals
【Density】
1.33g/cm3
【Melting Point】
217oC
【Refractive Index】
1.665
【Flash Point】
>230 °C
【Solubilities】
Soluble
【Color/Form】
Colorless crystals
【Storage temp】
0-6°C
【Computed Properties】
Molecular Weight:217.22724 [g/mol]
Molecular Formula:C10H11N5O
XLogP3-AA:0
H-Bond Donor:1
H-Bond Acceptor:4
Rotatable Bond Count:2
Tautomer Count:2
Exact Mass:217.09636
MonoIsotopic Mass:217.09636
Topological Polar Surface Area:70
Heavy Atom Count:16
Formal Charge:0
Complexity:325
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:1
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:4
Feature 3D Donor Count:1
Feature 3D Ring Count:2
Effective Rotor Count:2.6
Conformer Sampling RMSD:0.6
CID Conformer Count:12

Safety and Handling

【Hazard Codes】
Xn:Harmful;
【Risk Statements】
R40;R52/53
【Safety Statements 】
S36/37;S61
【Safety】

Hazard Codes:?HarmfulXn 
Risk Statements: 40-52/53
R40:Limited evidence of a carcinogenic effect.?
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety Statements: 36/37-61?
S36/37:Wear suitable protective clothing and gloves.?
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

【Formulations/Preparations】
Wettable powder
Endeavor, Fulfill (50% pymetrozine); Pymetrozine technical (98.3%)
【Other Preventative Measures】
Harmful if absorbed through skin. Avoid contact with eyes, skin, or clothing. ... Users should: Wash hands before eating, drinking, chewing gum, using tobacco, or using the toilet. Remove clothing immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. /Endeavor/
【Specification】

?Pymetrozine , its cas register number is 123312-89-0. It also can be called Endeavor ; Plenum ; and (E)-4,5-Fihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2H)-one .?

【Octanol/Water Partition Coefficient】
log Kow = -0.18
【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

H Kristinsson EP 314615; eidem, US 4,931,439 (1989, 1990 both to Ciba-Geigy)
【Usage】

For the control of aphids in brassicas, potatoes and stonefruit .

Biomedical Effects and Toxicity

【Biomedical Effects and Toxicity】
A metabolism study in rats,...using radiolabeled pymetrozine, exposed animals orally or iv in groups of five animals/sex to evaluate absorption and excretion. Within the first 24 hr post-dosing, the urine from all orally-dosed groups contained from 52.0%-73.5% of the administered radioactivity. The iv treated rats also had comparable 24-hr urine levels which were 63.6% and 68.3% of the administered dose in males and females, respectively. At study termination (7 days post-dosing), the recovered radioactivity in urine (56.3-80.3%), expired air (0.2-1.4%), tissues (0.3-3.8%), feces (15.4-38.9%), and cage washes (0.2-0.7%) accounted for a total recovery of 91-100.7% of the administered dose in all groups.
A metabolism study in female rats...using...pymetrozine /labeled on either the triazine or the pyridine moiety/, exposed animals orally to a single low dose (0.5 mg/kg) or high dose (100 mg/kg). Irrespective of the label site, the time to max blood concns (tmax) were attained at 1 hr ... and at 8 hours... following low and high oral dosing, respectively. ... the peak blood levels were dependent on the dose but independent of the labeling site... . At all times... and irrespective of the dose or labeling site, tissue residue levels (ppm) were highest in the kidneys and liver. ... Of all tissues (with the exception of the GI tract), the skeletal muscle had the highest percent of the administered dose (both labels) accounting for 7-8% of the low dose at 1 hr and for 19-21% of the high dose at 8 hours. The calculated half life ... (t 1/2) for the triazine.residue depletion from all the tissues ranged from 2.9-4.8 hrs (low dose) and from 1.9-3.5 hrs (high dose) and and for the pyridine .../residue/ depletion from 31.7-110.3 hrs (low dose) and from 2.5-13.9 hr (high dose). Absorption was lower at the high dose representing nearly 82% of the administered dose for both radiolabels. Irrespective of the labeling site, the biliary excretion was higher at the low dose than at the high dose. The total 48-hr excretion, including cage wash, was higher for the triazine label (low dose/high dose: 103%/95%) than the pyridine label (low dose/high dose: 85%/81%). .../Thus,/ the /metabolite from the/ pyridine /residue/ is more persistent than /the metabolite from/ the triazine /moiety/.
A dermal absorption study in male rats ...using 98.1-99.5% radiolabeled pymetrozine, exposed 24 male animals ... at dose levels of 0.084, 0.503, or 4.69 mg/rat (0.0067, 0.0402, or 0.375 mg/sq cm). After blood collection, four rats/dose were killed for assessment of dermal absorption after 0.5, 1, 2, 4, 10, and 24 hours of exposure. Urine and feces were also collected at the time of killing. After 24 hours of exposure, dermal absorption ... was minimal (0.05%, 0.01%, and

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Pymetrozine is expected to have slight mobility in soil(1). Volatilization of pymetrozine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.0X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 
AQUATIC FATE: Pymetrozine is expected to adsorb to suspended solids and sediment(SRC), based upon its slight mobility in soil(1). Volatilization from water surfaces is not expected(2) based upon an estimated Henry's Law constant of 3.0X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pymetrozine, which has a vapor pressure of

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