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Pymetrozine

Basic information Descriptioin Reference Safety Supplier Related

Pymetrozine Basic information

Product Name:
Pymetrozine
Synonyms:
  • Hsdb 7054
  • 6-Methyl-4-((pyridin-3-ylMethylene)aMino)-4,5-dihydro-1,2,4-triazin-3(2H)-one
  • (E)-4,5-dihydro-6-Methyl-4-[(3-pyridinylMethylene)aMino]-1,2,4-triazin-3(2H)-one
  • 4,5-Dihydro-6-Methyl-4-[(E)-(3-pyridinylMethylene)aMino]-1,2,4-triazin-3(2H)-one
  • A 9364A
  • (E)-6-Methyl-4-((pyridin-3-ylMethylene)aMino)-4,5-dihydro-1,2,4-triazin-3(2H)-one
  • Pymetrozine 0
  • Pymetrozin Solution, 100ppm
CAS:
123312-89-0
MF:
C10H11N5O
MW:
217.23
EINECS:
602-927-1
Product Categories:
  • Alpha sort
  • N-PPesticides&Metabolites
  • OthersAlphabetic
  • P
  • Pesticides
  • Pesticides&Metabolites
  • PU - PZ
  • Agro-Products
  • Aromatics
  • Heterocycles
  • 123312-89-0
Mol File:
123312-89-0.mol
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Pymetrozine Chemical Properties

Melting point:
234.4°
Density 
1.36g/cm3 (20~25℃)
vapor pressure 
0Pa at 25.03℃
Flash point:
>230 °C
storage temp. 
0-6°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
12.90±0.40(Predicted)
color 
White to Light Beige
BRN 
7814151
Stability:
Hygroscopic
InChIKey
QHMTXANCGGJZRX-WUXMJOGZSA-N
LogP
-0.18 at 25℃ and pH7.1
Surface tension
69.4-72.3mN/m at 10g/L and 20℃
Dissociation constant
0.19-4.07 at 20℃
CAS DataBase Reference
123312-89-0(CAS DataBase Reference)
EPA Substance Registry System
Pymetrozine (123312-89-0)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
40-52/53-R52/53-R40
Safety Statements 
36/37-61-S61-S36/37
WGK Germany 
2
RTECS 
XZ3018620
HS Code 
29336990
Hazardous Substances Data
123312-89-0(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 5820 mg/kg (Flückiger)
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Pymetrozine Usage And Synthesis

Descriptioin

Pymetrozine is a new neuroactive insecticide. It has a remarkable selectivity for sucking insect pests, such as aphids, whiteflies, and plant hoppers, due to its systemic action. Pymetrozine is the only representative of the pyridine azomethines, a new class of insecticides. Pymetrozine has been determined to be of low acute toxicity to humans, birds, aquatic organisms, mammals, and bees. It is also not mutagenic.

Reference

[1] J. Ausborn, H. Wolf, W. Mader, H. Kayser, The insecticide pymetrozine selectively against affects chordotonal mechanoreceptors, Journal of Experimental Biology, 2005, vol. 208, pp. 4451-4466.
[2] D. Fuog, S. J. Fergusson, C. Flückiger, Pymetrozine: A Novel Insecticide Affecting Aphids and Whiteflies, Insecticides with Novel Modes of Action, 1998, ISBN 978-3-642-08314-3
[3] Yu, Jixin et al. “Acute Toxicity of an Emerging Insecticide Pymetrozine to Procambarus clarkii Associated with Rice-Crayfish Culture (RCIS).” International journal of environmental research and public health vol. 15,5 984. 14 May. 2018, doi:10.3390/ijerph15050984

Uses

Pymetrozine is a pyridine azomethine antifeedant. Pymetrozine is used as insecticide.

Definition

ChEBI: A member of the class of 1,2,4-triazines that is 4,5-dihydro-1,2,4-triazin-3(2H)-one substituted by a methyl group at position 6 and a (pyridin-3-ylmethylidene)amino group at position 4.

Mode of action

Pymetrozine, 6-methyl-4-[(E)-(pyridin-3-ylmethylene) amino]-4,5-dihydro-2H-[1-3]-triazin-3 one, is a pyridine azomethine compound, which represents an emerging insecticide for plant-sucking insects, such as aphids, whiteflies and plant hoppers. In addition, pymetrozine has been reported to have effects on neuro regulation or nerve-muscle interaction in sucking insects, thus preventing the insertion of their class into the plant tissue. It has been widely applied on rice and other crops in China as a substitute for organophosphorus pesticides since approximately 2006 and is rated as a Class 1 pesticide (i.e., harmless according to the International Organization for Biological and Integrated Control Scale). Pymetrozine affects the behaviour of homopterous insects and causes them to stop feeding, eventually leading to their death[3].

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