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)

pka

12.90±0.40(Predicted)

form 

Solid

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)

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)

MSDS

• Language:English Provider:(E)-4,5-Fihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2H)-one

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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