103055-07-8

Lufenuron(103055-07-8) is an insect development inhibitor of the benzoylphenyl urea class. It demonstrates activity against fleas that have fed on treated cats and dogs and become exposed to lufenuron in the host’s blood. Lufenuron also has activity by virtue of its presence in adult flea feces, leading to its ingestion by flea larvae. Both activities result in the production of eggs that are unable to hatch, causing significant reductions in flea larvae populations. The lipophilicity of lufenuron leads to its deposition in adipose tissues of animals from where it is slowly released into the bloodstream. This permits effective blood concentrations to be maintained throughout the recommended oral dosing interval of 1 month.

Lufenuron(103055-07-8) is used for the control of Lepidoptera and Coleoptera larvae on cotton, maize and vegetables, and of citrus whitefly and rust mites on citrus fruit. It is also used to control fleas on pets and cockroaches in houses.

molt inhibitor, chitin synthesis inhibitor; insecticide

ChEBI: Lufenuron is a benzoylurea insecticide, a dichlorobenzene, a N-acylurea, an aromatic ether and an organofluorine compound.

Notclassified

Antiparasitic. Lufenuron is a benzoylurea insecticide. This class of insecticides was previously used on fruits to decrease damage by insects. Lufenuron (Program) has been used for prevention of flea infections in dogs and cats because it inhibits chitin synthesis. For this use, it has been given to dogs at a dose of 10 mg/kg every 30 days and to cats at a dose of 30 mg/kg every 30 days. It may also have some inhibition on fungal cell membranes because it inhibits the cell wall of fungi, which contain chitin, and other complex polysaccharides. Because of this property on fungal cell membranes, there has been interest in using lufenuron to treat dermatophytes in small animals. However, proven efficacy has been controversial. Well-controlled studies have not confirmed consistent efficacy for treating dermatophytes in animals.

A method for preparing Lufenuron comprises an addition reaction, a nitration reaction, a reduction reaction, an esterification reaction, and a four-step construction reaction, primarily involving the following steps:
Step 1,2,5-chlorophenesic acid are dissolved in effect and the reaction of gas perfluoro propylene of passing through potassium hydroxide solution among the DMF and generate the IMA crude product, and crude product is through after washing, and rectifying obtains the IMA elaboration in rectifying tower;
Step 2, IMA carries out nitration reaction in the vitriol oil and nitrosonitric acid;
Step 3 in etoh solvent, take gac as carrier, under the catalysis of catalyzer and salt of wormwood, is reduced IMB with reductive agent;
Step 4, in ethylene dichloride 2,6-difluorobenzamide and oxalyl chloride carry out esterification and obtain intermediate compound I MD;
Step 5, IMC and IMD building-up reactions in tetracol phenixin obtains the lufenuron finished product.

Lufenuron(103055-07-8) is approved for use in dogs and cats 6 weeks of age and older for the control of flea populations. The combination product of lufenuron and milbemycin (Sentinel?) is indicated for use in puppies and dogs 4 weeks and older for prevention and control flea populations, prevention of heartworm disease, control of adult hookworms, and the removal and control of adult roundworms and whipworms.
Lufeneron showed initial promise as a treatment for fungal infections, but the early enthusiasm has dampened considerably as efficacy appears doubtful.

Only limited information is available in the open literature on the metabolism of lufenuron.

Lufenuron(103055-07-8) is less stable at alkaline pH than under acidic conditions. The DT₅₀ at 25 °C is 160 days at pH 5,70 days at pH 7 and 32 days at pH 9 (PM).

Lufenuron(103055-07-8) has no systemic or translaminar effect. It is persistent with a transovarial effect. It may reduce the egg-Iaying rate or hinder the hatching process of embryos.