Page last updated: 2024-12-11

pymetrozine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

pymetrozine: an anti-feedant against aphids, whiteflies, and leaf hoppers [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pymetrozine : 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. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID9576037
CHEMBL ID1906026
CHEBI ID39311
SCHEMBL ID26438
SCHEMBL ID26437
MeSH IDM0458651

Synonyms (46)

Synonym
pymetrozine
CHEBI:39311 ,
123312-89-0
(e)-4,5-dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-1,2,4-triazin-3(2h)-one
6-methyl-4-{[(1e)-pyridin-3-ylmethylene]amino}-4,5-dihydro-1,2,4-triazin-3(2h)-one
NCGC00164310-01
plenum
cga 215944
hsdb 7054
einecs annex i index 613-202-00-4
1,2,4-triazin-3(2h)-one, 4,5-dihydro-6-methyl-4-((3-pyridinylmethylene)amino)-, (e)-
1,2,4-triazin-3(2h)-one, 4,5-dihydro-6-methyl-4-((e)-(3-pyridinylmethylene)amino)-
fulfill
NCGC00168332-01
A805042
6-methyl-4-[(e)-3-pyridinylmethylideneamino]-2,5-dihydro-1,2,4-triazin-3-one
6-methyl-4-[(e)-pyridin-3-ylmethylideneamino]-2,5-dihydro-1,2,4-triazin-3-one
NCGC00168332-02
C18590
f0g3v7874j ,
pymetrozine [iso:bsi]
unii-f0g3v7874j
dtxsid2032637 ,
dtxcid0012637
NCGC00254783-01
cas-123312-89-0
tox21_300879
pymetrozin
AKOS015913530
CHEMBL1906026
pymetrozine [hsdb]
pymetrozine [mi]
pymetrozine [iso]
4,5-dihydro-6-methyl-4-((e)-(3-pyridinylmethylene)amino)-1,2,4-triazin-3(2h)-one
(e)-4,5-dihydro-6-methyl-4-(3-pyridylmethyleneamino)-1,2,4-triazin-3(2h)-one
SCHEMBL26438
SCHEMBL26437
CS-5903
HY-B0821
QHMTXANCGGJZRX-WUXMJOGZSA-N
KS-5371
J-004909
AC-9080
pymetrozin, pestanal(r), analytical standard
1,2,4-triazin-3(2h)-one, 4,5-dihydro-6-methyl-4-[(e)-(3-pyridinylmethylene)amino]-
AMY3563

Research Excerpts

Overview

Pymetrozine is a promising chemical used to control brown planthopper, which developed resistance to imidacloprid and buprofezin in the past decade.

ExcerptReferenceRelevance
"Pymetrozine is a promising insecticide used for the control of rice planthoppers resistant to neonicotinoid insecticides."( Controlled-release granules for the delivery of pymetrozine to roots of transplanted rice seedlings with decreased phytotoxicity and enhanced control efficacy against paddy planthoppers.
Hao, F; Liu, X; Yan, X; Yang, D; Yuan, H, 2022
)
1.7
"Pymetrozine is a promising chemical used to control brown planthopper, which developed resistance to imidacloprid and buprofezin in the past decade. "( Pymetrozine inhibits reproductive behavior of brown planthopper Nilaparvata lugens and fruit fly Drosophila melanogaster.
Gao, CF; Guo, D; Jia, YL; Khan, D; Tao, S; Wang, LX; Wu, SF; Zhang, S; Zhang, Y; Zhang, YC; Zheng, C, 2020
)
3.44
"Pymetrozine is a widely used pesticide. "( Residue behavior and safety evaluation of pymetrozine in tea.
Guo, M; Liang, Y; Luo, F; Sun, H; Wang, X; Yang, M; Yu, H; Yu, J; Zhang, X; Zhou, L, 2021
)
2.33
"Pymetrozine is a synthetic pesticide that can be utilized as the sole carbon source by Pseudomonas sp. "( A novel hydrolase PyzH catalyses the cleavage of C=N double bond for pymetrozine degradation in Pseudomonas sp. BYT-1.
Du, S; He, J; Hong, Q; Jiang, M; Jiang, W; Ke, Z; Qiu, J; Ren, Y; Zhang, M; Zhou, Y, 2021
)
2.3
"Pymetrozine is a valuable novel insecticide for control of sucking insects, including the brown planthopper Nilaparvata lugens (Stål), one of the most serious pests on rice. "( Electrical penetration graph evidence that pymetrozine toxicity to the rice brown planthopper is by inhibition of phloem feeding.
Chen, J; Chen, L; He, Y; Shen, J; Zhang, J; Zhu, YC, 2011
)
2.07
"Pymetrozine is a compound that interferes with insect feeding and interrupts transmission of plant pathogens. "( Impact of pymetrozine on glassy-winged sharpshooter feeding behavior and rate of Xylella fastidiosa transmission.
Bextine, BR; Harshman, D; Johnson, MC; Miller, TA, 2004
)
2.17
"Pymetrozine is a neuroactive insecticide but its site of action in the nervous system is unknown. "( The insecticide pymetrozine selectively affects chordotonal mechanoreceptors.
Ausborn, J; Kayser, H; Mader, W; Wolf, H, 2005
)
2.12
"Pymetrozine is a selective insecticide that targets aphids. "( Pymetrozine causes a nontarget pest, the Colorado potato beetle (Coleoptera: Chrysomelidae), to leave potato plants.
Chang, GC; Snyder, WE, 2008
)
3.23

Effects

ExcerptReferenceRelevance
"Pymetrozine has been widely used to control Nilaparvata lugens with the suspension of imidacloprid for the resistance, and N."( No cross-resistance between imidacloprid and pymetrozine in the brown planthopper: status and mechanisms.
Fang, S; Huang, L; Liu, Z; Wang, Y; Yang, Y; Zhang, Y, 2016
)
1.42

Treatment

ExcerptReferenceRelevance
"Pymetrozine-treated insects died at a significantly slower speed than insects treated with starvation."( Electrical penetration graph evidence that pymetrozine toxicity to the rice brown planthopper is by inhibition of phloem feeding.
Chen, J; Chen, L; He, Y; Shen, J; Zhang, J; Zhu, YC, 2011
)
1.35

Toxicity

ExcerptReferenceRelevance
"The residue detection method and field dissipation dynamics of the pymetrozine-clothianidin mixture in strawberries were investigated combining QuEChERS pretreatment and LC-MS/MS analysis to provide a reference for the safe use of pymetrozine and clothianidin mixture on strawberries."( Residues, dissipation, and safety evaluation of pymetrozine-clothianidin mixture in strawberry.
Chen, L; Fang, X; Ren, W; Xu, F; Zha, X, 2021
)
1.11

Dosage Studied

The recommended dosage was considered to be safe for human beings and animals. The results were helpful in setting maximum residue limit for pymetrozine in rice.

ExcerptRelevanceReference
" The recommended dosage was considered to be safe for human beings and animals, and the results were helpful in setting maximum residue limit for pymetrozine in rice."( Dissipation and residue of pymetrozine in rice field ecosystem.
Li, J; Wang, H; Xu, P; Zhang, L; Zhang, Y, 2015
)
0.91
" Data on registration of pesticides in China, government reports, questionnaires, interviews and literature reviews as well as toxicological health investigations were evaluated to determine the hazard and dose-response characteristics of Pymetrozine."( Environmental monitoring and potential health risk assessment from Pymetrozine exposure among communities in typical rice-growing areas of China.
Atabila, A; Connell, D; Phung, DT; Ruan, HD; Sadler, R; Tong, S; Tudi, M; Wang, L; Yu, QJ, 2022
)
1.14
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
antifeedantA substance that prevents pests from feeding.
environmental contaminantAny minor or unwanted substance introduced into the environment that can have undesired effects.
xenobioticA xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
TRPV channel modulatorAny transient receptor potential (TRP) channel modulator that modulates the TRPV channels (V = vanilloid). There is strong evidence that action at one or more of this class of proteins is responsible for the insecticidal action of pymetrozine, pyrifluquinazon, and afidopyropen.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
1,2,4-triazinesAny compound with a 1,2,4-triazine skeleton, in which nitrogen atoms replace carbon at positions 1, 2 and 4 of the core benzene ring structure.
pyridinesAny organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency0.00170.003041.611522,387.1992AID1159553
estrogen nuclear receptor alphaHomo sapiens (human)Potency41.13020.000229.305416,493.5996AID743075; AID743079
aryl hydrocarbon receptorHomo sapiens (human)Potency50.16210.000723.06741,258.9301AID743085; AID743122
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency0.03160.010039.53711,122.0200AID588545
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID1104731Resistance ratio of LC50 for Bemisia tabaci biotype-Q Q2 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104727Resistance ratio of LC50 for Bemisia tabaci biotype-B B3 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104738Insecticidal activity against Bemisia tabaci biotype-Q Q2 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104737Insecticidal activity against Bemisia tabaci biotype-Q Q3 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104728Resistance ratio of LC50 for Bemisia tabaci biotype-B B2 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104729Resistance ratio of LC50 for Bemisia tabaci biotype-B B1 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104741Insecticidal activity against Bemisia tabaci LABS (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104730Resistance ratio of LC50 for Bemisia tabaci biotype-Q Q3 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104718Selectivity ratio of LC50 for thiamethoxam-selected Bemisia tabaci B1B3 (sweet potato whitefly) to LC50 for Bemisia tabaci B1B32010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104723Insecticidal activity against Bemisia tabaci B1B3 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104732Resistance ratio of LC50 for Bemisia tabaci biotype-Q Q1 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104739Insecticidal activity against Bemisia tabaci biotype-Q Q1 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104722Insecticidal activity against pymetrozine-selected Bemisia tabaci B1B3 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104720Insecticidal activity against thiamethoxam-selected Bemisia tabaci B1B3 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104715Selectivity ratio of LC50 for pymetrozine-selected Bemisia tabaci B2 (sweet potato whitefly) to LC50 for Bemisia tabaci B22010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104735Insecticidal activity against Bemisia tabaci biotype-B B3 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104733Insecticidal activity against Bemisia tabaci biotype-B B4 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104725Resistance ratio of LC50 for Bemisia tabaci biotype-B B4 (sweet potato whitefly) to LC50 for Bemisia tabaci LABS2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104717Insecticidal activity against pymetrozine-selected Bemisia tabaci B2 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104726Selectivity ratio of LC50 for pymetrozine-selected Bemisia tabaci B1B3 (sweet potato whitefly) to LC50 for Bemisia tabaci B1B32010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104736Insecticidal activity against Bemisia tabaci biotype-B B1 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
AID1104734Insecticidal activity against Bemisia tabaci biotype-B B2 (sweet potato whitefly) after 96 hr by leaf-dip bioassay2010Pest management science, Nov, Volume: 66, Issue:11
Cross-resistance relationships between neonicotinoids and pymetrozine in Bemisia tabaci (Hemiptera: Aleyrodidae).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (68)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's14 (20.59)29.6817
2010's30 (44.12)24.3611
2020's24 (35.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 35.62

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index35.62 (24.57)
Research Supply Index4.26 (2.92)
Research Growth Index4.87 (4.65)
Search Engine Demand Index94.02 (26.88)
Search Engine Supply Index3.86 (0.95)

This Compound (35.62)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other70 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]