Phenylpyrazole Insecticides
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Phenylpyrazole Insecticides
Phenylpyrazole insecticides are a class of chemically-related broad-spectrum insecticides. The chemical structures of these insecticides are characterized by a central pyrazole ring with a phenyl group attached to one of the nitrogen atoms of the pyrazole. History Phenylpyrazole insecticides were developed in response to increasing pesticide resistance to other chemicals. Now, along with neonicotinoids, they are some of the most widely-used pesticides. Mode of Action Phenylpyrazole insecticides function by blocking glutamate-activated chloride channels in insects. Mammals do not have this type of chloride channel, making them much less susceptible to its effects. However, they do have the capacity to disrupt epithelial cells in the human intestine and adversely impact human health. Examples Examples include: * acetoprole * ethiprole * fipronil Fipronil is a broad-spectrum insecticide that belongs to the phenylpyrazole chemical family. Fipronil disrupts the insect central ne ...
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Fipronil
Fipronil is a broad-spectrum insecticide that belongs to the phenylpyrazole chemical family. Fipronil disrupts the insect central nervous system by blocking the ligand-gated ion channel of the GABAA receptor and glutamate-gated chloride (GluCl) channels. This causes hyperexcitation of contaminated insects' nerves and muscles. Fipronil's specificity towards insects is believed to be due to its greater binding affinity to the GABAA receptors of insects, than to those of mammals, and to its action on GluCl channels, which do not exist in mammals. , there did not appear to be significant resistance among fleas to fipronil. Because of its effectiveness on various pests, fipronil is used as the active ingredient in flea control products for pets and home roach traps as well as field pest control for corn, golf courses, and commercial turf. Its widespread use makes its specific effects the subject of considerable attention. This includes ongoing observations on possible off-target h ...
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Fipronil
Fipronil is a broad-spectrum insecticide that belongs to the phenylpyrazole chemical family. Fipronil disrupts the insect central nervous system by blocking the ligand-gated ion channel of the GABAA receptor and glutamate-gated chloride (GluCl) channels. This causes hyperexcitation of contaminated insects' nerves and muscles. Fipronil's specificity towards insects is believed to be due to its greater binding affinity to the GABAA receptors of insects, than to those of mammals, and to its action on GluCl channels, which do not exist in mammals. , there did not appear to be significant resistance among fleas to fipronil. Because of its effectiveness on various pests, fipronil is used as the active ingredient in flea control products for pets and home roach traps as well as field pest control for corn, golf courses, and commercial turf. Its widespread use makes its specific effects the subject of considerable attention. This includes ongoing observations on possible off-target h ...
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Pyrazoles
Pyrazole is an organic compound with the formula C3H3N2H. It is a heterocycle characterized by a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in ortho-substitution. Pyrazole is a weak base, with p''K''b 11.5 (p''K''a of the conjugate acid 2.49 at 25 °C). Pyrazoles are also a class of compounds that have the ring C3N2 with adjacent nitrogen atoms. Notable drugs containing a pyrazole ring are celecoxib (celebrex) and the anabolic steroid stanozolol. Preparation and reactions Pyrazoles are synthesized by the reaction of α,β-unsaturated aldehydes with hydrazine and subsequent dehydrogenation: : Substituted pyrazoles are prepared by condensation of 1,3-diketones with hydrazine ( Knorr-type reactions). For example, acetylacetone and hydrazine gives 3,5-dimethylpyrazole: :CH3C(O)CH2C(O)CH3   +   N2H4   →   (CH3)2C3HN2H   +   2 H2O History The term pyrazole was given to this class of compounds by German ...
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Pyriprole
Pyriprole (trade name Prac-tic) is for veterinary use on dogs against external parasites such as fleas and ticks. Pyriprole is a phenylpyrazole derivative similar to fipronil. Although recently introduced (in the 2000s) and still under patent protection it is a "classic" insecticide. So far it is only approved in the EU and a few other countries for use on dogs. It is not approved for use on cats or livestock. It has not been introduced as an agricultural or hygiene pesticide. Pyriprole applied as a spot-on is highly effective against fleas and several ticks species. Efficacy against fleas is comparable to that of other modern insecticidal active ingredients such as fipronil, imidacloprid or spinosad. As most flea spot-ons it controls existing flea and tick infestations in about 1 to 2 days, and provides about 4 weeks protection against re-infestations. Mechanism of action Pyriprole is an insecticide and acaricide. It inhibits γ-aminobutyric acid (GABA)-gated chloride channel ...
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Insecticides
Insecticides are substances used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. Insecticides are used in agriculture, medicine, industry and by consumers. Insecticides are claimed to be a major factor behind the increase in the 20th-century's agricultural productivity. Nearly all insecticides have the potential to significantly alter ecosystems; many are toxic to humans and/or animals; some become concentrated as they spread along the food chain. Insecticides can be classified into two major groups: systemic insecticides, which have residual or long term activity; and contact insecticides, which have no residual activity. The mode of action describes how the pesticide kills or inactivates a pest. It provides another way of classifying insecticides. Mode of action can be important in understanding whether an insecticide will be toxic to unrelated species, such as fish, birds and mammals. Insecticides may be repellent ...
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