Development of a Novel Insecticide, Dinotefuran

Wakita, Takeo; Yasui, Naoko; Yamada, Eiichi; Kishi, Daisuke

doi:10.1584/jpestics.30.122

Cited by 44 publications

(12 citation statements)

References 3 publications

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“…Another, clothianidin 9 , was introduced to the market by Bayer CropScience in 2002 (). Dinotefuran 10 with a tetrahydro-3-furylmethyl group instead of an aromatic heterocyclic ring was developed by Mitsui Chemicals and was first registered in Japan in 2002 ( , ). 2-Chloro-5-thiazole and tetrahydro-3-furan are bioisosteric analogues of 2-chloro-5-pyridine.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Liu

Cai

et al. 2007

J. Agric. Food Chem.

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A series of novel cyanoacrylates containing furan or tetrahydrofuran moieties were synthesized, and their structures were characterized by 1H NMR, elemental analysis, and single-crystal X-ray diffraction analysis. The herbicidal, plant growth regulatory, fungicidal, and antiviral activities of these cyanoacrylates were evaluated. The results of herbicidal activities showed that most of these cyanoacrylates exhibited higher herbicidal activities against dicotyledonous weeds than monocotyl-edonous weeds, and the compounds containing the tetrahydrofuran moiety gave higher herbicidal activities than corresponding furan analogues; (Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(tetrahydrofuran-3-yl)methaneaminoacrylate showed excellent herbicidal activities against amaranth pigweed in postemergence treatment at a dose of 375 g/ha. At the same time, these cyanoacrylates had interesting plant growth regulatory activities, and some compounds stimulated radicle growth of cucumber, whereas some compounds had an inhibitory effect. These cyanoacrylates showed fungicidal activities as well.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Liu

Cai

et al. 2007

J. Agric. Food Chem.

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“…Apparently, enhancement of spider mite performance and abundance will depend on the specific interactions among species of mites, host plants, and the type of neonicotinoid applied. It is noteworthy that imidacloprid and dinotefuran differ in their physical chemistry (Toscano and Byrne 2005;Wakita et al 2005). The much greater water solubility of dinotefuran and its lower binding to organic matter, compared with imidacloprid, for example, may increase the rate of dissipation and leaching of dinotefuran from treatment sites.…”

Section: Resultsmentioning

confidence: 99%

Effects of Dinotefuran and Imidacloprid on Target and Non-target Arthropods on American Elm

Szczepaniec¹,

Raupp²,

Raupp³

2013

AUF

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Neonicotinoid insecticides are a relatively new class of compounds with excellent efficacy against a broad assemblage of key insect pests of woody plants. Unfortunately, the use of one neonicotinoid, imidacloprid, has been linked to secondary outbreaks of several species of spider mites on different trees and shrubs. Dinotefuran is another neonicotinoid insecticide now widely used by arborists to manage insects, including egregious borers like emerald ash borer. Researchers tested a hypothesis that applications of dinotefuran to American elms (Ulmus americana) elevated populations of a spider mite, Tetranychus schoenei, and rust mites in the family Diptilomiopidae, and found no indication that dinotefuran elevated densities of either mite. Applications of imidacloprid elevated densities of T. schoenei, but not Diptilomiopidae. Both neonicotinoids were highly efficacious in reducing abundances of European elm scale, Eriococcus spuria, and elm cockscomb gall aphid, Colopha ulmicola.

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“…To the present authors' knowledge, this is the first time that a dinotefuran-based combination has been tested against triatomine bugs. Dinotefuran is a furanicotinyl belonging to the third generation of neonicotinoids and is known as a fast-acting insecticide (Wakita et al, 2005). When it is combined with permethrin, the effect of dinotefuran against insects is enhanced at the ganglionic synaptic level, resulting in increases in depolarization and desensitization (Varloud et al, 2015b).…”

Section: Discussionmentioning

confidence: 99%

Assessment of the anti‐feeding and insecticidal effects of the combination of dinotefuran, permethrin and pyriproxyfen (Vectra^®3D) againstTriatoma infestanson rats

Tahir

Davoust

Varloud

et al. 2016

Medical Vet Entomology

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Abstract. This study, based on the rat model, was designed to explore the anti-feeding and insecticidal efficacy of a topical ectoparasiticide, dinotefuranpermethrin-pyriproxyfen (DPP), against Triatoma infestans (Hemiptera: Reduviidae), a vector of Trypanosoma cruzi (Trypanosomatida: Trypanosomatidae), for which dogs are domestic reservoir hosts. Twenty rats were divided into two equal groups: untreated and treated. Each rat was exposed under sedation to 16 T. infestans of mixed life stages for 1 h on days 1, 7, 14, 21 and 28 post-treatment. The anti-feeding and insecticidal effects of DPP were estimated after 1 h of exposure. Insecticidal efficacy was also assessed after incubation of the insects for 24 h post-exposure. Anti-feeding efficacy was 96.7, 84.7, 80.5, 81.5 and 42.6% on days 1, 7, 14, 21 and 28, respectively. Insecticidal efficacy evaluated at 1 and 24 h after exposure on days 1, 7, 14, 21 and 28 was 100, 91.2, 82.5, 80.0 and 29.1, and 100, 100, 100, 96.0 and 49.9%, respectively. This study demonstrates that a single administration of DPP spot-on treatment at a dose equivalent to the minimal recommended dose in rats has a powerful effect against T. infestans starting from day 1 that lasts for at least 3 weeks.

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Development of a Novel Insecticide, Dinotefuran

Cited by 44 publications

References 3 publications

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Effects of Dinotefuran and Imidacloprid on Target and Non-target Arthropods on American Elm

Assessment of the anti‐feeding and insecticidal effects of the combination of dinotefuran, permethrin and pyriproxyfen (Vectra^®3D) againstTriatoma infestanson rats

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Development of a Novel Insecticide, Dinotefuran

Cited by 44 publications

References 3 publications

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Synthesis, Crystal Structure, and Biological Activities of 2-Cyanoacrylates Containing Furan or Tetrahydrofuran Moieties

Effects of Dinotefuran and Imidacloprid on Target and Non-target Arthropods on American Elm

Assessment of the anti‐feeding and insecticidal effects of the combination of dinotefuran, permethrin and pyriproxyfen (Vectra®3D) againstTriatoma infestanson rats

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Assessment of the anti‐feeding and insecticidal effects of the combination of dinotefuran, permethrin and pyriproxyfen (Vectra^®3D) againstTriatoma infestanson rats