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Chemical Compound Review

Confirm     N'-(4-ethylphenyl)carbonyl- 3,5-dimethyl-N...

Synonyms: Romdan, Mimic, Tebufenozide, Confirm 70, SureCN64845, ...
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Disease relevance of HSDB 7050

  • There were no significant effects on drift or survival of the test species exposed to RH-5992 at the maximum test concentration of 3.5 mg/liter (100x the worst-case expected environmental concentration) in laboratory toxicity tests and stream channel treatments [1].
  • Bacillus thuringiensis and tebufenozide showed no significant effects on parasitism [2].

Psychiatry related information on HSDB 7050

  • The terminal feeding behavior ofobliquebanded leafroller larvae, low residues on terminal foliage before the end of the typical 2-wk spray interval, and the length of exposure necessary for high levels of mortality may decrease the effectiveness of tebufenozide for obliquebanded leafroller control [3].

High impact information on HSDB 7050

  • Our studies of the Bombyx mori ecdysone receptor (BE) revealed that, unlike the Drosophila melanogaster ecdysone receptor (DE), treatment of BE with the ecdysone agonist tebufenozide stimulated high level transactivation in mammalian cells without adding an exogenous heterodimer partner [4].
  • A ligand-mediated transactivation of Aa(Delta A/B)EcR-USP or Aa(Delta A/B)EcR-RXR heterodimers in response to an ecdysteroid agonist RH-5992 was observed only in the presence of GRIP1, a mouse co-activator [5].
  • CHR75 mRNA was induced in ecdysone treated CF-203 cells and in the midgut, fat body and epidermis of larvae that were fed the non-steroidal ecdysteroid agonist, RH-5992 [6].
  • The normal decline in JH biosynthesis by the corpora allata does not occur in starved or RH-5992-fed larvae [7].
  • PDR5 (pleiotropic drug resistance 5) deletion mutants (Deltapdr5 and Deltapdr5Deltasnq2) retained significantly higher levels of 14C-radiolabeled RH-5992 within the cells when compared to wild-type strain or single deletion mutants of SNQ2 (Deltasnq2) and YCF1 (Deltaycf1) [8].

Chemical compound and disease context of HSDB 7050

  • While two of the bisacylhydrazines (coded as RH-5992 and RH-2485) are predominantly toxic to lepidopteran pests, RH-5849, which has not been commercialized, has a broader spectrum of toxicity [9].
  • A series of studies were conducted to examine the residual activity and toxicity of the ecdysone agonists tebufenozide and methoxyfenozide to codling moth, Cydia pomonella (L.), and oriental fruit moth, Grapholita molesta (Busck), in North Carolina apple systems [10].
  • At a concentration of 20 ppm, PBO and DEM significantly synergized the toxicity of tebufenozide in resistant and susceptible colonies (three- to fourfold) [11].
  • The effect of the metabolic synergists piperonyl butoxide (PBO) and diethyl maleate (DEM) on tebufenozide toxicity was examined to determine mechanisms for obliquebanded leafroller resistance to tebufenozide and potential mechanisms for other new insecticides [11].
  • Toxicity tests using this system were conducted with two arthropod species that are found in saline habitats: mosquito Aedes taeniorhynchus (Wiedemann) and brine shrimp (Artemia sp.). Four insecticides-aldicarb, dimethoate, imidacloprid, and tebufenozide-were studied [12].

Biological context of HSDB 7050

  • Basis for selective action of a synthetic molting hormone agonist, RH-5992 on lepidopteran insects [13].
  • Injection of RH-5992 into pupae resulted in a dose dependent induction of mRNA for ecdysone-induced transcription factor, Choristoneura hormone receptor 3 (CHR3) [14].
  • Using the IAL-PID2 cells derived from imaginal wing discs of last larval instar of Plodia interpunctella, we investigated the action of RH-5992 in the control of cell growth [15].
  • Comparing the results here to those from a previous study with tebufenozide, which was selectively toxic to cladocerans and had little effect on food web stability, indicates that differential sensitivity among taxa can influence the ecological significance of pesticide effects on zooplankton communities [16].
  • The clearance of RH-5992 from DM-2 cells was temperature dependent and was blocked by 10(-5) M ouabain, an inhibitor of Na+, K(+)-ATPase suggesting that the efflux was due to active transport [13].

Anatomical context of HSDB 7050


Associations of HSDB 7050 with other chemical compounds


Gene context of HSDB 7050

  • RH-5992, a stable ecdysone agonist, caused a similar induction pattern of EcR-A and EcR-B mRNAs in the midgut, epidermis and fat body of sixth instar larvae [25].
  • The hormonal activity of several tebufenozide analogs with varying alkyl groups such as CH(3), n-C(3)H(7), i-C(3)H(7), n-C(4)H(9) and n-C(5)H(11) at the para-position of the benzene ring furthest from the tert-butyl group was lower than that of tebufenozide (alkyl group is C(2)H(5)) [26].
  • Safety testing of tebufenozide, a new molt-inducing insecticide, for effects on nontarget forest soil invertebrates [27].
  • Similarly, population growth over 8-10 weeks in the four species of soil Collembola in LFH material contaminated with tebufenozide at 100x EEC was not affected [27].
  • Concentrations of RH-5992 as low as 10(-10) M induced CHR3 mRNA in CF-203 cells, whereas concentrations as high as 10(-6) M induced only very low levels of DHR3 mRNA in DM-2 cells [13].

Analytical, diagnostic and therapeutic context of HSDB 7050


  1. Toxicity of a new molt-inducing insecticide (RH-5992) to aquatic macroinvertebrates. Kreutzweiser, D.P., Capell, S.S., Wainio-Keizer, K.L., Eichenberg, D.C. Ecotoxicol. Environ. Saf. (1994) [Pubmed]
  2. Effects of a broad spectrum and biorational insecticides on parasitoids of the Nantucket pine tip moth (Lepidoptera: Tortricidae). McCravy, K.W., Dalusky, M.J., Berisford, C.W. J. Econ. Entomol. (2001) [Pubmed]
  3. Effects of field applied residues and length of exposure to tebufenozide on the obliquebanded leafroller (Lepidoptera: Tortricidae). Waldstein, D.E., Reissig, W.H. J. Econ. Entomol. (2001) [Pubmed]
  4. High level transactivation by a modified Bombyx ecdysone receptor in mammalian cells without exogenous retinoid X receptor. Suhr, S.T., Gil, E.B., Senut, M.C., Gage, F.H. Proc. Natl. Acad. Sci. U.S.A. (1998) [Pubmed]
  5. Requirement of co-factors for the ligand-mediated activity of the insect ecdysteroid receptor in yeast. Tran, H.T., Shaaban, S., Askari, H.B., Walfish, P.G., Raikhel, A.S., Butt, T.R. J. Mol. Endocrinol. (2001) [Pubmed]
  6. Cloning and development expression of Choristoneura hormone receptor 75: a homologue of the Drosophila E75A gene. Palli, S.R., Ladd, T.R., Ricci, A.R., Sohi, S.S., Retnakaran, A. Dev. Genet. (1997) [Pubmed]
  7. Restriction of nutrient intake results in the increase of a specific Manduca sexta allatotropin (Manse-AT) mRNA in the larval nerve cord. Lee, K.Y., Horodyski, F.M. Peptides (2002) [Pubmed]
  8. The ABC transporter Pdr5p mediates the efflux of nonsteroidal ecdysone agonists in Saccharomyces cerevisiae. Hu, W., Feng, Q., Palli, S.R., Krell, P.J., Arif, B.M., Retnakaran, A. Eur. J. Biochem. (2001) [Pubmed]
  9. Comparative toxicity and ecdysone receptor affinity of non-steroidal ecdysone agonists and 20-hydroxyecdysone in Chironomus tentans. Smagghe, G., Dhadialla, T.S., Lezzi, M. Insect Biochem. Mol. Biol. (2002) [Pubmed]
  10. 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]
  11. Synergism of tebufenozide in resistant and susceptible strains of obliquebanded leafroller (Lepidoptera: Tortricidae) and resistance to new insecticides. Waldstein, D.E., Reissig, W.H. J. Econ. Entomol. (2000) [Pubmed]
  12. Influence of fluctuating salinity on insecticide tolerance of two euryhaline arthropods. Song, M.Y., Brown, J.J. J. Econ. Entomol. (2006) [Pubmed]
  13. Basis for selective action of a synthetic molting hormone agonist, RH-5992 on lepidopteran insects. Sundaram, M., Palli, S.R., Krell, P.J., Sohi, S.S., Dhadialla, T.S., Retnakaran, A. Insect Biochem. Mol. Biol. (1998) [Pubmed]
  14. Effect of RH-5992 on adult development in the spruce budworm, Choristoneura fumiferana. Sundaram, M., Palli, S.R., Smagghe, G., Ishaaya, I., Feng, Q.L., Primavera, M., Tomkins, W.L., Krell, P.J., Retnakaran, A. Insect Biochem. Mol. Biol. (2002) [Pubmed]
  15. Comparative effects of a non-steroidal ecdysone agonist RH-5992 and 20-hydroxyecdysone in a lepidopteran cell line (IAL-PID2). Auzoux-Bordenave, S., Solvar, M., Queguiner, I., Bozzolan, F., Mottier, V., Siaussat, D., Porcheron, P., Debernard, S. Insect Biochem. Mol. Biol. (2005) [Pubmed]
  16. Some ecological implications of a neem (azadirachtin) insecticide disturbance to zooplankton communities in forest pond enclosures. Kreutzweiser, D.P., Sutton, T.M., Back, R.C., Pangle, K.L., Thompson, D.G. Aquat. Toxicol. (2004) [Pubmed]
  17. 26-hydroxylation of ecdysteroids is catalyzed by a typical cytochrome P-450-dependent oxidase and related to ecdysteroid resistance in an insect cell line. Kayser, H., Winkler, T., Spindler-Barth, M. Eur. J. Biochem. (1997) [Pubmed]
  18. Morphological and molecular effects of 20-hydroxyecdysone and its agonist tebufenozide on CF-203, a midgut-derived cell line from the spruce budworm, Choristoneura fumiferana. Hu, W., Cook, B.J., Ampasala, D.R., Zheng, S., Caputo, G., Krell, P.J., Retnakaran, A., Arif, B.M., Feng, Q. Arch. Insect Biochem. Physiol. (2004) [Pubmed]
  19. The ecdysone regulatory cascade and ovarian development in lepidopteran insects: insights from the silkmoth paradigm. Swevers, L., Iatrou, K. Insect Biochem. Mol. Biol. (2003) [Pubmed]
  20. 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]
  21. Effects of larval exposure to sublethal concentrations of the ecdysteroid agonists RH-5849 and tebufenozide (RH-5992) on male reproductive physiology in Spodoptera litura. Seth, R.K., Kaur, J.J., Rao, D.K., Reynolds, S.E. J. Insect Physiol. (2004) [Pubmed]
  22. Temporal, spatial and induced expression of chitinase in the spruce budworm, Choristoneura fumiferana. Zheng, Y.P., Retnakaran, A., Krell, P.J., Arif, B.M., Primavera, M., Feng, Q.L. J. Insect Physiol. (2003) [Pubmed]
  23. Significance of absorption, oxidation, and binding to toxicity of four ecdysone agonists in multi-resistant cotton leafworm. Smagghe, G., Carton, B., Decombel, L., Tirry, L. Arch. Insect Biochem. Physiol. (2001) [Pubmed]
  24. Biological activity of two juvenoids and two ecdysteroids against three stored product insects. Kostyukovsky, M., Chen, B., Atsmi, S., Shaaya, E. Insect Biochem. Mol. Biol. (2000) [Pubmed]
  25. Studies on two ecdysone receptor isoforms of the spruce budworm, Choristoneura fumiferana. Perera, S.C., Ladd, T.R., Dhadialla, T.S., Krell, P.J., Sohi, S.S., Retnakaran, A., Palli, S.R. Mol. Cell. Endocrinol. (1999) [Pubmed]
  26. 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]
  27. Safety testing of tebufenozide, a new molt-inducing insecticide, for effects on nontarget forest soil invertebrates. Addison, J.A. Ecotoxicol. Environ. Saf. (1996) [Pubmed]
  28. Characterization in relation to development of an ecdysteroid agonist-responsive cytochrome P450, CYP18A1, in Lepidoptera. Davies, L., Williams, D.R., Turner, P.C., Rees, H.H. Arch. Biochem. Biophys. (2006) [Pubmed]
  29. Synthesis and insecticidal evaluation of novel N-oxalyl derivatives of tebufenozide. Mao, C.H., Wang, Q.M., Huang, R.Q., Bi, F.C., Chen, L., Liu, Y.X., Shang, J. J. Agric. Food Chem. (2004) [Pubmed]
  30. Two-dimensional gel electrophoresis analysis of proteins following tebufenozide treatment of Chironomus riparius. Kwak, I.S., Lee, W. Bulletin of environmental contamination and toxicology. (2005) [Pubmed]
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