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Tebufenozide

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Tebufenozide
Names
IUPAC name
N’-(4-Ethylbenzoyl)-3,5-dimethyl-N-(2-methyl-2-propanyl)benzohydrazide
Other names
Mimic, RH-75992, HOE-105540, Confirm 2F, Confirm 70
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.101.212 Edit this at Wikidata
  • 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)
    Key: QYPNKSZPJQQLRK-UHFFFAOYSA-N
  • InChI=1/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)
    Key: QYPNKSZPJQQLRK-UHFFFAOYAS
  • O=C(c1cc(cc(c1)C)C)N(NC(=O)c2ccc(cc2)CC)C(C)(C)C
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 their standard state (at 25 °C [77 °F], 100 kPa).

Tebufenozide is an insecticide that acts as a molting hormone. It is an agonist of the ecdysone receptor that causes premature molting in larvae. It is primarily used against caterpillar pests.[2]

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]

References

  1. ^ a b Tebufenozide, Food and Agriculture Organization of the United Nations
  2. ^ a b Carlson, Glenn R. (2000). "Green Chemical Syntheses and Processes". ACS Symposium Series. 767: 8. doi:10.1021/bk-2000-0767.ch002. ISBN 0-8412-3678-X. {{cite journal}}: |chapter= ignored (help); Cite journal requires |journal= (help)