 | |
| Names | |
|---|---|
| Preferred IUPAC name N-tert-Butyl-N′-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide | |
| Other names Mimic, RH-75992, HOE-105540, Confirm 2F, Confirm 70 | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.101.212 |
| UNII | |
| |
| |
| Properties | |
| C22H28N2O2 | |
| Molar mass | 352.478 g·mol−1 |
| Melting point | 191 to 191.5 °C (375.8 to 376.7 °F; 464.1 to 464.6 K)[1] |
| 0.83 mg/L[1] | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Tebufenozide is aninsecticide that acts as amolting hormone. It is anagonist of theecdysone receptor that causes premature molting in larvae. It is primarily used againstcaterpillar pests.[2] It belongs to the class ofdiacylhydrazines.[3]
Because it has high selectivity for the targeted pests and low toxicity otherwise, the company that discovered tebufenozide,Rohm and Haas, was given a Presidential Green Chemistry Award for its development.[2]
Its environmentalhalf-life varies according to where it is released and under what conditions, but can be said to be on the order of months.[4]
It is used as aninsect growth regulator, to control leaf-eatinginsects that cause damage or death intrees. Tebufenozide is the active ingredient in"Bayer's MIMIC formulation, which controls forest defoliator pests such asgypsy moths,tent caterpillars,budworms,tussock moths andcabbage looper. These are all pests of the orderLepidoptera.[5]
It has been used against thesugarcane borer, although the population grows immunity.[6]
In California, the substance was used chiefly for crops ofhead lettuce,celery,raspberries,cauliflower, andtomatoes for processing.
A 1994 study conducted by theCanadian Forest Service in laboratory conditions concluded that the substance was very stable inacidic and neutral buffers at 20 °C,hydrolytic degradation was dependent on pH and temperature,sunlight photodegradation was observed at a slower rate than ultraviolet photodegradation, and thatmicrobial metabolism and photolysis are the two main degradative routes for tebufenozide in natural aquatic systems.[7]
The final degradation products of tebufenozide are variousalcohols,carboxylic acids andketones of low toxicity.[8]
