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Chemical Compound Review

Intrepid     N'-(3-methoxy-2-methyl- phenyl)carbonyl-3,5...

Synonyms: Runner, CHEMBL55772, SureCN27595, CHEBI:38449, ANW-68833, ...
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Disease relevance of Methoxyfenozide


High impact information on Methoxyfenozide

  • Development of a methoxyfenozide-responsive gene switch for applications in plants [2].
  • By soil drenching with a commercial ecdysone agonist (Intrepid-2F/methoxyfenozide), most transgenic lines were induced from undetectable levels of gene expression to protein levels from 0.05 to 0.8% (w/w) of CgCP [3].
  • Our results demonstrate that the inducible gene expression system based on the spruce budworm EcR ligand binding domain with methoxyfenozide as a ligand is very effective in regulating transgenes in plants [4].
  • In the presence of methoxyfenozide, the transcription activators induced expression of the luciferase reporter gene cloned downstream of a promoter containing GAL4A- or LexA-response element and a minimal 35S promoter [4].
  • Relationships between structure and molting hormonal activity of tebufenozide, methoxyfenozide, and their analogs in cultured integument system of Chilo suppressalis Walker [5].

Chemical compound and disease context of Methoxyfenozide


Biological context of Methoxyfenozide

  • Tebufenozide and methoxyfenozide have been previously shown to significantly reduce fecundity and cause vitellogenin accumulation in hemolymph of the codling moth Cydia pomonella L [7].
  • Oriental fruit moth eggs were 57- and 12-fold less sensitive to methoxyfenozide than were codling moth eggs on fruit treated before and after oviposition, respectively [6].
  • Survival of these eggs through to late larval and pupal stages was significantly lower on methoxyfenozide-treated grapes than on untreated grapes, and no pupae were found when grapes were treated with azinphosmethyl or fenpropathrin [8].
  • In contrast, data from the sexual behavior assay strongly revealed that exposure to methoxyfenozide-treated surfaces does negatively impact both the ability of calling females to attract males and of aroused males to display sustained upwind flight behavior and time spent at the female cages [9].
  • Methoxyfenozide (RH-2485) was found to be 7.5-fold less toxic in terms of LD50 values against last-instar larvae of a greenhouse-selected strain of the beet armyworm Spodoptera exigua (Hübner) that was collected in July 2001 in an experimental greenhouse for resistance at Murcia in southern Spain, in comparison with a laboratory susceptible strain [10].

Anatomical context of Methoxyfenozide

  • The potency of methoxyfenozide was 1/200 that of PoA, which showed the highest activity in the Kc cell line system among all compounds tested [11].
  • The effects of tebufenozide and methoxyfenozide on vitellogenin (Vg) synthesis/release in the fat body, translocation in hemolymph, uptake by the ovary, and the expression of the ecdysone receptor (EcR) and its heterodimer partner, ultraspiracle protein (USP) in fat body, were investigated in Cydia pomonella [12].

Associations of Methoxyfenozide with other chemical compounds


Gene context of Methoxyfenozide

  • The molting hormonal activity of methoxyfenozide (RH-2485), tebufenozide (RH-5992), five analogs with various alkyl groups, and 18 acyl analogs was measured by using cultured integument of rice stem borers, Chilo suppressalis Walker [5].

Analytical, diagnostic and therapeutic context of Methoxyfenozide

  • Methoxyfenozide was effective in reducing larval entries of both codling moth and oriental fruit moth in field residual activity bioassays, exhibiting activity for at least 28 d after application [6].
  • Residue breakdown on fruit was approximately 80% at 28 d after treatment for both methoxyfenozide and tebufenozide, with the most rapid residue decline (60%) occurring during the first 14 d after application [6].


  1. Effects of two biorational insecticides, spinosad and methoxyfenozide, on Spodoptera littoralis (Lepidoptera: Noctuidae) under laboratory conditions. Pineda, S., Budia, F., Schneider, M.I., Gobbi, A., Viñuela, E., Valle, J., Del Estal, P. J. Econ. Entomol. (2004) [Pubmed]
  2. Development of a methoxyfenozide-responsive gene switch for applications in plants. Tavva, V.S., Dinkins, R.D., Palli, S.R., Collins, G.B. Plant J. (2006) [Pubmed]
  3. Ecdysone agonist-inducible expression of a coat protein gene from tobacco mosaic virus confers viral resistance in transgenic Arabidopsis. Koo, J.C., Asurmendi, S., Bick, J., Woodford-Thomas, T., Beachy, R.N. Plant J. (2004) [Pubmed]
  4. Chemical-inducible, ecdysone receptor-based gene expression system for plants. Padidam, M., Gore, M., Lu, D.L., Smirnova, O. Transgenic Res. (2003) [Pubmed]
  5. Relationships between structure and molting hormonal activity of tebufenozide, methoxyfenozide, and their analogs in cultured integument system of Chilo suppressalis Walker. Nakagawa, Y., Hattori, K., Minakuchi, C., Kugimiya, S., Ueno, T. Steroids (2000) [Pubmed]
  6. Toxicity and residual activity of methoxyfenozide and tebufenozide to codling moth (Lepidoptera: Tortricidae) and oriental fruit moth (Lepidoptera: Tortricidae). Borchert, D.M., Walgenbach, J.F., Kennedy, G.G., Long, J.W. J. Econ. Entomol. (2004) [Pubmed]
  7. Effects of ecdysone agonists on the expression of EcR, USP and other specific proteins in the ovaries of the codling moth (Cydia pomonella L.). Sun, X., Song, Q., Barrett, B. Insect Biochem. Mol. Biol. (2003) [Pubmed]
  8. Stage-specific control of grape berry moth, Endopiza viteana (Clemens) (Lepidoptera: Tortricidae), by selective and broad-spectrum insecticides. Isaacs, R., Mason, K.S., Maxwell, E. J. Econ. Entomol. (2005) [Pubmed]
  9. Sublethal exposure to methoxyfenozide-treated surfaces reduces the attractiveness and responsiveness in adult oriental fruit moth (Lepidoptera: Tortricidae). Reinke, M.D., Barrett, B.A. J. Econ. Entomol. (2007) [Pubmed]
  10. Toxicity and kinetics of methoxyfenozide in greenhouse-selected Spodoptera exigua (Lepidoptera: Noctuidae). Smagghe, G., Pineda, S., Carton, B., Del Estal, P., Budia, F., Viñuela, E. Pest Manag. Sci. (2003) [Pubmed]
  11. Inhibition of [3H]ponasterone A binding by ecdysone agonists in the intact Kc cell line. Nakagawa, Y., Minakuchi, C., Takahashi, K., Ueno, T. Insect Biochem. Mol. Biol. (2002) [Pubmed]
  12. Effect of ecdysone agonists on vitellogenesis and the expression of EcR and USP in codling moth (Cydia pomonella). Sun, X., Song, Q., Barrett, B. Arch. Insect Biochem. Physiol. (2003) [Pubmed]
  13. Bumblebees can be used in combination with juvenile hormone analogues and ecdysone agonists. Mommaerts, V., Sterk, G., Smagghe, G. Ecotoxicology (2006) [Pubmed]
  14. Tebufenozide resistance selected in Plutella xylostella and its cross-resistance and fitness cost. Cao, G., Han, Z. Pest Manag. Sci. (2006) [Pubmed]
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