Lufenuron

Lufenuron
Names
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
103055-07-8 N
3D model (Jmol) Interactive image
ChEBI CHEBI:39384 YesY
ChEMBL ChEMBL1364906 N
ChemSpider 64813 YesY
ECHA InfoCard 100.101.025
KEGG D08150 N
PubChem 71777
UNII 1R754M4918 YesY
Properties
C17H8Cl2F8N2O3
Molar mass 511.15 g·mol−1
Melting point 174 °C (345 °F; 447 K)
Pharmacology
QP53BC01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Lufenuron is the active ingredient in the veterinary flea control medication Program, and one of the two active ingredients in the flea, heartworm, and anthelmintic medicine milbemycin oxime/lufenuron (Sentinel).

Lufenuron is stored in the animal's body fat and transferred to adult fleas through the host's blood when they feed. Adult fleas transfer it to their growing eggs through their blood, and to hatched larvae feeding on their excrement. It does not kill adult fleas.

Lufenuron, a benzoylurea pesticide, inhibits the production of chitin in insects. Without chitin, a larval flea will never develop a hard outer shell (exoskeleton). With its inner organs exposed to air, the insect dies from dehydration soon after hatching or molting (shedding its old, smaller shell).

Lufenuron is also used to fight fungal infections, since fungus cell walls are about one third chitin.[1]

Lufenuron is also sold as an agricultural pesticide for use against lepidopterans, eriophid mites, and western flower thrips. It is an effective antifungal in plants.

References

  1. ↑ Ben-Ziony, Yair; Arzi, Boaz (2000). "Use of lufenuron for treating fungal infections of dogs and cats: 297 cases (1997-1999)". Journal of the American Veterinary Medical Association. 217 (10): 1510–3. doi:10.2460/javma.2000.217.1510. PMID 11128542.
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