Lufenuron

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Lufenuron
IUPAC name 1-[2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-3-(2,6-difluorobenzoyl)urea
Other names N-[ [ [2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]amino]carbonyl]-2,6-difluorobenzamide
Fluphenacur
U.S. EPA PC Code: 118205
Identifiers
CAS number [103055-07-8]
SMILES O=C(NC(C2=C(F)C=CC=C2F)=O)NC1=CC(Cl)=C(OC(F)(F)C(C(F)(F)F)F)C=C1Cl
Properties
Molecular formula C17H8Cl2F8N2O3
Molar mass 511.15 g/mol
Melting point

174 °C, 447 K, 345 °F

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Lufenuron is the active ingredient in the veterinary flea control medicine, Program, and the veterinary coformulation flea control, heartworm prevention, and anthelmintic medicine, Sentinel.

Lufenuron is stored in the animal's body fat and transferred to adult fleas through their bite. Adult fleas transfer it to their eggs by its presence in the mother flea's blood, or by the larva feeding on pre-digested blood.

Lufenuron, a benzoylurea pesticide, inhibits the production of chitin in larval fleas. Without chitin, a larval flea will never develop an exoskeleton. Attacking the ability to create chitin may make lufenuron an effective remedy against fungal infections, such as ringworm (a dermatophyte infection and not a worm at all).

It has no known toxic effects at any dosage on humans or other animals in the environment that do not depend on chitin, though the orally-administered pills can sometimes cause an upset stomach with acid reflux.

Lufenuron is also sold as a crop protection product (pesticide) by Syngenta for use against lepidoptera, eriophid mites, and Western flower thrips; it has approval in a number of countries for use on a variety of crops, including soybeans and maize.