Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C22H28N2O2 |
| Molecular Weight | 352.4699 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1=CC=C(C=C1)C(=O)NN(C(=O)C2=CC(C)=CC(C)=C2)C(C)(C)C
InChI
InChIKey=QYPNKSZPJQQLRK-UHFFFAOYSA-N
InChI=1S/C22H28N2O2/c1-7-17-8-10-18(11-9-17)20(25)23-24(22(4,5)6)21(26)19-13-15(2)12-16(3)14-19/h8-14H,7H2,1-6H3,(H,23,25)
| Molecular Formula | C22H28N2O2 |
| Molecular Weight | 352.4699 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Tebufenozide, a non-steroidal insect growth regulator, is extensively used to control pests. It is considered an environmentally friendly pesticide due to its specificity on target insects. However, some studies have found that tebufenozide is cytotoxic to man, although the exact mechanism is unknown. Experiments with human cells have shown that tebufenozide induced DNA damage in HeLa cells. This effect was achieved by inducing the cell cycle arrest and by apoptosis through activating the p53 protein in a Bax- and Bcl-2-triggered mitochondrial pathway.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| High throughput quantification of mutant huntingtin aggregates. | 2008-06-15 |
|
| Cloning, expression, and localization of a molt-related beta-N-acetylglucosaminidase in the spruce budworm, Choristoneura fumiferana. | 2008-05 |
|
| Predicting economic losses from the continued spread of the Mexican rice borer (Lepidoptera: Crambidae). | 2008-04 |
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| The ecological impact of four IGR insecticides in adults of Hyposoter didymator (Hym., Ichneumonidae): pharmacokinetics approach. | 2008-04 |
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| Effects of tebufenozide on some aspects of lake trout (Salvelinus namaycush) immune response. | 2008-02 |
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| Synthesis and insecticidal evaluation of novel N'-tert-butyl-N'-substitutedbenzoyl-N-5-chloro-6-chromanecarbohydrazide derivatives. | 2008-01-01 |
|
| Quantitative structure-activity relationship of some pesticides. | 2007-12 |
|
| Effects of local anthropogenic changes on potential malaria vector Anopheles hyrcanus and West Nile virus vector Culex modestus, Camargue, France. | 2007-12 |
|
| Synthesis and insecticidal activities of novel N-sulfenyl-N'-tert-butyl-N,N'-diacylhydrazines. 1. N-alkoxysulfenate derivatives. | 2007-11-14 |
|
| Cloning and characterization of two glutathione S-transferase cDNAs in the spruce budworm, Choristoneura fumiferana. | 2007-11 |
|
| Multiple pesticide analysis in wine by MEKC combined with solid-phase microextraction and sample stacking. | 2007-11 |
|
| [Construction of a yeast model for screening Aedes albopictus ecdysone agonist pesticides]. | 2007-10 |
|
| Diversity of insecticide resistance mechanisms and spectrum in European populations of the codling moth, Cydia pomonella. | 2007-09 |
|
| Prostaglandin signaling and ovarian follicle development in the silkmoth, Bombyx mori. | 2007-08 |
|
| Novel life stage targets against plum curculio, Conotrachelus nenuphar (Herbst), in apple integrated pest management. | 2007-08 |
|
| Diapause disruption with tebufenozide for early-instar control of the spruce budworm, Choristoneura fumiferana. | 2007-08 |
|
| Pesticides in the Rhône river delta (France): basic data for a field-based exposure assessment. | 2007-07-15 |
|
| Ovicidal and larvicidal effectiveness of insecticides applied by dipping apples on the small fruit tortrix Grapholita lobarzewskii. | 2007-07 |
|
| MEKC combined with SPE and sample stacking for multiple analysis of pesticides in water samples at the ng/L level. | 2007-06 |
|
| QSAR and mode of action studies of insecticidal ecdysone agonists. | 2007-03-17 |
|
| Increased expression of the auxiliary beta(2)-subunit of ventricular L-type Ca(2)+ channels leads to single-channel activity characteristic of heart failure. | 2007-03-14 |
|
| Sensory cell proliferation within the olfactory epithelium of developing adult Manduca sexta (Lepidoptera). | 2007-02-14 |
|
| Agrichemical impact on growth and survival of non-target apple phyllosphere microorganisms. | 2007-01 |
|
| Joint action of quercetin with four insecticides on the cotton leaf-worm larvae, Spodoptera littoralis Boisd. (Lep. : Noctuidae) in Egypt. | 2007 |
|
| Expression and down-regulation of cytochrome P450 genes of the CYP4 family by ecdysteroid agonists in Spodoptera littoralis and Drosophila melanogaster. | 2006-10 |
|
| Bumblebees can be used in combination with juvenile hormone analogues and ecdysone agonists. | 2006-08 |
|
| Tebufenozide resistance selected in Plutella xylostella and its cross-resistance and fitness cost. | 2006-08 |
|
| Sublethal effects of chronic exposure to tebufenozide on the development, survival, and reproduction of the tufted apple bud moth (Lepidoptera: Tortricidae). | 2006-06 |
|
| Potential of selective insecticides for managing Uraba lugens (Lepidoptera: Nolidae) on Eucalypts. | 2006-06 |
|
| Two lepidopteran cell lines stably transformed by the abc transporter gene pdr5 show tolerance to diacetoxyscirpenol. | 2006-04-19 |
|
| Effects of insect growth regulators on the nontarget soil arthropod Folsomia candida (Collembola). | 2006-02 |
|
| Evaluation of novel insecticides for control of dengue vector Aedes aegypti (Diptera: Culicidae). | 2006-01 |
|
| Mouthpart deformity and developmental retardation exposure of Chironomus plumosus (Diptera: Chironomidae) to tebufenozide. | 2005-11 |
|
| The effects of four insect growth-regulating (IGR) insecticides on honeybee (Apis mellifera L.) colony development, queen rearing and drone sperm production. | 2005-10 |
|
| Comparative effects of a non-steroidal ecdysone agonist RH-5992 and 20-hydroxyecdysone in a lepidopteran cell line (IAL-PID2). | 2005-09 |
|
| Two-dimensional gel electrophoresis analysis of proteins following tebufenozide treatment of Chironomus riparius. | 2005-06 |
|
| Reduced susceptibility to tebufenozide in populations of the sugarcane borer (Lepidoptera: Crambidae) in Louisiana. | 2005-06 |
|
| Developmental expression patterns of four chemosensory protein genes from the Eastern spruce budworm, Chroistoneura fumiferana. | 2005-06 |
|
| Effect of a plant growth regulator prohexadione-calcium on insect pests of apple and pear. | 2005-04 |
|
| Stage-specific control of grape berry moth, Endopiza viteana (Clemens) (Lepidoptera: Tortricidae), by selective and broad-spectrum insecticides. | 2005-04 |
|
| Evaluation of biological and biorational control tactics for suppression of Nantucket pine tip moth damage in Virginia pine Christmas trees. | 2005-04 |
|
| Action of 24-epibrassinolide on a cell line of the beet armyworm, Spodoptera exigua. | 2005-03 |
|
| Classical and three-dimensional QSAR for the inhibition of [3H]ponasterone A binding by diacylhydrazine-type ecdysone agonists to insect Sf-9 cells. | 2005-02-15 |
|
| Comparative toxicity of three ecdysone agonist insecticides against the Mediterranean flour moth. | 2005 |
|
| Nonsteroidal ecdysone agonists. | 2005 |
|
| Synthesis and insecticidal evaluation of novel N-oxalyl derivatives of tebufenozide. | 2004-11-03 |
|
| Chemical residues and bioactivity of tebufenozide applied to apple foliage. | 2004-11 |
|
| [Investigation on extraction conditions of tebufenozide residue from cabbage using supercritical fluid extraction]. | 2004-05 |
|
| Influence of the nonsteroidal ecdysone agonist, tebufenozide, on certain biological and physiological parameters of the cotton leaf-worm, Spodoptera littoralis (Boisd.) (Noctuidae: Lepidoptera) in Egypt. | 2004 |
|
| Toxicity of fruit fly baits to beneficial insects in citrus. | 2003 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:02:31 GMT 2025
by
admin
on
Mon Mar 31 19:02:31 GMT 2025
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| Record UNII |
TNN5MI5EKF
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
129026
Created by
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| Code System | Code | Type | Description | ||
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112410-23-8
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91773
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m10500
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PRIMARY | Merck Index | ||
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tebufenozide
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DTXSID4034948
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7050
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TNN5MI5EKF
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C082026
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38452
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TEBUFENOZIDE
Created by
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