| Identification | More | [Name]
Pymetrozine | [CAS]
123312-89-0 | [Synonyms]
CHESS
(e)-4,5-fihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2h)-one
PLENUM
PYMETROZIN
PYMETROZINE
PYMETROZIN PESTANAL, 250 MG
1,2,4-Triazin-3(2H)-one, 4,5-dihydro-6-methyl-4-(E)-(3-pyridinylmethylene)amino-
pymetrozine (bsi, pa e-iso)
PYMETHROZINE
(E)-4,5-Dihydro-6-methyl-4(3-pyridylmethyleneamino)-1,2,4-triazin-3(2H)-one
pymetrozine (ISO) (E)-4,5-dihydro-6-methyl-4-(3-pyridylmethyleneamino)-1,2,4-triazin-3(2H)-one
6-Methyl-4-(pyridin-3-ylmethylideneamino)-2,5-dihydro-1,2,4-triazin-3-one | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C10H11N5O | [MDL Number]
MFCD01632346 | [Molecular Weight]
217.23 | [MOL File]
123312-89-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
234.4° | [density ]
1.36g/cm3 (20～25℃） | [vapor pressure ]
0Pa at 25.03℃ | [Fp ]
>230 °C | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
12.90±0.40(Predicted) | [color ]
White to Light Beige | [BRN ]
7814151 | [Henry's Law Constant]
3.3×105 mol/(m3Pa) at 25℃, HSDB (2015) | [Stability:]
Hygroscopic | [Major Application]
agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChI]
1S/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-WUXMJOGZSA-N | [SMILES]
CC1=NNC(=O)N(C1)\N=C\c2cccnc2 | [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]
123312-89-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS08,GHS09 | [Signal word ]
Warning | [Hazard statements ]
H351-H361fd-H410 | [Precautionary statements ]
P202-P273-P280-P308+P313-P391-P405 | [Hazard Codes ]
Xn | [Risk Statements ]
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 ]
S36/37:Wear suitable protective clothing and gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [WGK Germany ]
2 | [RTECS ]
XZ3018620 | [REACH Registrations]
Active | [HS Code ]
29336990 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 2 | [Hazardous Substances Data]
123312-89-0(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 5820 mg/kg (Flückiger) |
| Questions And Answer | Back Directory | [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
|
| Hazard Information | Back Directory | [Uses]
Insecticide. | [Uses]
Pymetrozine ia 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. | [Production Methods]
Pymetrozine is commercially produced via a multi-step process starting from nicotinic acid, which is converted to 3-pyridinecarboxaldehyde through reduction (e.g., via Rosenmund or DIBAL-H) or from 3-picoline via oxidation and selective reduction. This aldehyde undergoes condensation with hydrazine hydrate in ethanol to form the hydrazone, which is then cyclised with triazine precursor 3-amino-1,2,4-triazine under acidic conditions to construct the 1,2,4-triazolo[1,5-a]pyridine core. Final N-methylation using dimethyl sulphate or methyl iodide with potassium carbonate in DMF yields pymetrozine. | [storage]
Store at -20°C | [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 style 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]. | [Pesticide Type]
Insecticide |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
NCE Biomedical Co.,Ltd.
|
| Telephone: |
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15748/0_EN.htm |
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