Phenylpyrazoles insecticidal

The A/-phenylpyrazole insecticide fipronil, already discussed in Section 2.1.1.2, contains the unusual trifluoromethylsulfinyl substituent, not often seen in agrochemical chemistry. Following the introduction of fipronil, several chemistries related to fipronil were launched, including acetoprole [105], an insecticide with acaricidal and nematicidal activity, and ethiprole [106], a systemic insecticide for the control of a broad spectrum of insects, both from Bayer CropScience. 

Phenylpyrazole insecticides are derivatives of phenylpyrazole. Fipronil is an insecticide with contact and stomach poison activity and is used for control of many soil and foliar... 

Chemical/Pharmaceutical/Other Class Phenylpyrazole insecticide Chloride blocker... 

The 1-phenylpyrazole core has been shown to bestow pharmacological activity in a number of areas in the pharmaceutical and agrochemical industries. In the latter field, select examples of biological activities include insecticidal, miticidal, and herbicidal. More specifically, 1-phenylpyrazoles with alkyl, acyl, thioalkyl, or cyano substituents at the 4-position exhibit potent insecticidal activity. In particular, 5-amino-I-(2,6-dichloro-4-trifluoro-methylphenyl)-4-trifluoromethanesulfinyl-l//-pyrazole-3-carbonitrile (Fipronil ) is one of the most commercially successful insecticides. In fleas, ticks, and other arthropods, it acts as a gamma-aminobutyric acid (GABA)-gated... 

Fipronil is a highly active, broad-spectrum insecticide from the phenylpyrazole family and has been on the market since 1993 under different brands. It is widely used for crop protection against major lepidopter-ous and orthopterous pests on a wide range of field and horticultural crops. Fipronil is used against coleopterous larvae in soils and on golf and commercial... 

Fipronil is an example of a newer class of insecticides (phenylpyrazole) that act in similar fashion as pyrethroids in targeting the GABA receptor of... 

Anthranilic Diamide, Anfhranilamide, Rynaxypyr, Phenylpyrazole, Pyridylpyrazole, Phenylpyrimidine, Pyridylpyrimidine, Insecticide, Ryanodine Receptor... 

Fiprole insecticides belong to the chemical class of insecticidal phenylpyrazoles (arylpyrazoles) [1], discovered independently by Bayer AG [2] and by May Baker, a subsidiary of Rhone-Poulenc [3-5], while studying herbicidal phenylpyrazoles (PPO-herbicides, Nipyraclofen) [6, 7]. 

Ethiprole (2) was launched as a crop insecticide by Bayer CropScience in 2005. Compared with fipronil, it has improved plant systemicity and controls a broader spectrum of sucking pests, but has much less activity on Lepidopteran insects. Four other phenylpyrazoles have reached development status as crop insecticides (Fig. 29.5.1). 

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