| Identification | Back Directory | [Name]
TOLFENPYRAD | [CAS]
129558-76-5 | [Synonyms]
omi-88
HATI-HATI
TOLFENPYRAD
TOLFENPYRAD STANDARD
tolfenpyrad (bsi, pa iso)
4-Chloro-3-ethyl-1-methyl-N-[4-(p-tolyloxy)benzyl]pyrazole-5-carboxamide
4-chloro-3-ethyl-1-Methyl-N-(4-(p-tolyloxy)benzyl)-1H-pyrazole-5-carboxaMide
4-Chloro-3-ethyl-1-methyl-N-{[4-(4-methylphenoxy)phenyl]methyl}-1H-pyrazole-5-carboxamide
1H-Pyrazole-5-carboxaMide, 4-chloro-3-ethyl-1-Methyl-N-[[4-(4-Methylphenoxy)phenyl]Methyl]- | [Molecular Formula]
C21H22ClN3O2 | [MDL Number]
MFCD08273850 | [MOL File]
129558-76-5.mol | [Molecular Weight]
383.87 |
| Hazard Information | Back Directory | [Uses]
Tolfenpyrad | [Definition]
ChEBI: An aromatic amide obtained by formal condensation of the carboxy group of 4-chloro-3-ethyl-1-methylpyrazole-5-carboxylic acid with the amino group of 1-[4-(4-methylphenoxy)phenyl]methylamine. | [Production Methods]
Tolfenpyrad is commercially produced via a process that involves the condensation of 4-chloro-3-ethyl-1-methylpyrazole-5-carboxylic acid with 1-[4-(4-methylphenoxy)phenyl]methylamine, forming a carboxamide linkage. This multi-step synthesis requires precise control of reaction conditions to ensure high purity and yield. | [Mechanism of action]
Broad-spectrum, contact activity, exhibits antifeedant activity especially against Lepidoptera. Mitochondrial complex I electron transport inhibitor. | [storage]
Store at -20°C | [Pesticide Type]
Insecticide; Fungicide |
| Questions And Answer | Back Directory | [Description]
Tolfenpyrad is a pyrazole insecticide developed by Mitsubishi Chemical. It was first approved in 2002 in Japan under the trade name of Hachi-hachi.
It has broad insecticidal activity against a variety of pests such as Hemiptera, Coleoptera, Diptera, Lepidoptera, Thysanoptera and Acarina. It is especially effective against pests that are resistant to existing insecticides such as organophosphates and carbametes, because it supposedly possesses a new mode of action: inhibition of Complex I in the respiratory electron-transfer chain of mitochondria. It is applied for vegetables particularly cruciferous leafy varieties, cucurbits, cole crops, tea, fruits & nuts, selected row crops, and indoor ornamentals except cut flowers.
| [References]
[1] http://sitem.herts.ac.uk/aeru/iupac/Reports/1687.htm
[2] Koji Yamaguchi, Wakako Hikiji, Masahiko Takino, Kanju Saka, Makiko Hayashida, Tatsushige Fukunaga, Youkichi Ohno (2012) Analysis of Tolfenpyrad and its Metabolites in Plasma in a Tolfenpyrad Poisoning Case, 36, 529-537
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