1,5‐di‐(2,4‐dimethylphenyl)‐3‐methyl‐1,3,5‐triazapenta‐1,4‐diene, a new acaricide active against strains of mites resistant to organophosphorus and bridged diphenyl compounds

Harrison, I. R.; Kozlík, A.; McCarthy, John F.; Palmer, Bryan H.; Wakerley, S. B.; Watkins, T. I.; Weighton, D. M.

doi:10.1002/ps.2780030603

Cited by 21 publications

(3 citation statements)

References 3 publications

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“…It is used to control red spider mites, leaf miners, scale insects, and aphids (Cozzani and Di Pietrogiacomo, 1989). On animals, it is used to control ticks, mites, lice and other pests (Harrison et al, 1972;Tolim, 1994;Tudek et al, 1988).…”

Section: Resultsmentioning

confidence: 99%

Development of one-pot three component reaction for the synthesis of N′-aryl-N-cyanoformamidines, essential precursors of formamidine pesticides family

Nino

Maiuolo

Nardi

et al. 2016

Arabian Journal of Chemistry

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Efficient one-pot three component reaction of aniline derivatives with cyanoamide and triethyl orthoformate at reflux in toluene affords N 0 -aryl-N-cyanoformamidines in high yields just by the distillation of the azeotrope toluene/ethyl alcohol. Labelled d 9 -Amitraz is prepared by the application of this procedure in the synthesis of formamidine pesticides family. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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Section: Resultsmentioning

confidence: 99%

Development of one-pot three component reaction for the synthesis of N′-aryl-N-cyanoformamidines, essential precursors of formamidine pesticides family

Nino

Maiuolo

Nardi

et al. 2016

Arabian Journal of Chemistry

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“…Amitraz is a formamidine that has been widely used as an acaricide since its discovery back in 1972 (Harrison et al 1972). Nowadays, it is one of the main alternatives for controlling varroosis worldwide.…”

Section: Discussionmentioning

confidence: 99%

Resistance to amitraz in the parasitic honey bee mite Varroa destructor is associated with mutations in the β-adrenergic-like octopamine receptor

et al. 2021

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Varroa destructor is considered a major reason for high loss rate of Western honey bee (Apis mellifera) colonies. To prevent colony losses caused by V. destructor, it is necessary to actively manage the mite population. Beekeepers, particularly commercial beekeepers, have few alternative treatments other than synthetic acaricides to control the parasite, resulting in intensive treatment regimens that led to the evolution of resistance in mite populations. To investigate the mechanism of the resistance to amitraz detected in V. destructor mites from French and U.S. apiaries, we identified and characterized octopamine and tyramine receptors (the known targets of amitraz) in this species. The comparison of sequences obtained from mites collected from different apiaries with different treatment regimens, showed that the amino acid substitutions N87S or Y215H in the OctβR were associated with treatment failures reported in French or U.S. apiaries, respectively. Based on our findings, we have developed and tested two high throughput diagnostic assays based on TaqMan technology able to accurately detect mites carrying the mutations in this receptor. This valuable information may be of help for beekeepers when selecting the most suitable acaricide to manage V. destructor.

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“…A third new class of compounds showing activity against both mites and ticks is the 1,5-phenyl-substituted 1,3,5-triazapenta-1,4-dienes under development by The Boots Co. The most active compound to both mites and ticks, 1 ,5-di-(2,4-dimethylphenyl )-3-methyl-1,3,5-triazapenta-1,4-diene (amitraz) is undergoing world-wide testing (27,28).…”

Section: New Compoundsmentioning

confidence: 99%

Properties and Actions of Bridged Diphenyl Acaricides

March¹

1976

Environmental Health Perspectives

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The properties and actions of the bridged diphenyl acaricides are discussed. These pesticides, which are more or less structurally related to DDT, were the first of the specific acaricides to be developed. They exhibit remarkable properties of specificity, being primarily toxic to phytophagous mites but of very low toxicity to most nontarget species, including insects, fish, birds, and mammals. Although many important facets of their broad mode of action are understood, virtually nothing is known of their primary mode of action or the underlying bases of their specificities. In most ways they are model compounds for integrated control and pest management activities and thus merit greater attention than they have received to elucidate the fundamentals underlying their unusual properties and actions.

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1,5‐di‐(2,4‐dimethylphenyl)‐3‐methyl‐1,3,5‐triazapenta‐1,4‐diene, a new acaricide active against strains of mites resistant to organophosphorus and bridged diphenyl compounds

Cited by 21 publications

References 3 publications

Development of one-pot three component reaction for the synthesis of N′-aryl-N-cyanoformamidines, essential precursors of formamidine pesticides family

Development of one-pot three component reaction for the synthesis of N′-aryl-N-cyanoformamidines, essential precursors of formamidine pesticides family

Resistance to amitraz in the parasitic honey bee mite Varroa destructor is associated with mutations in the β-adrenergic-like octopamine receptor

Properties and Actions of Bridged Diphenyl Acaricides

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