Methoprene

Structural formula
	Structural formula without stereochemistry - complex mixture of stereoisomers
General
Non-proprietary name	Methoprene
other names	11-methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid 1-methylethyl ester
Molecular formula	C 19 H 34 O 3
Brief description	amber liquid
External identifiers / databases
EC number	254-993-2
ECHA InfoCard	100,049,977
PubChem	5366546
Wikidata	Q2329841
Drug information
ATC code	Q P53AX28
properties
Molar mass	310.48 g · mol -1
Vapor pressure	3.16 m Pa (25 ° C)
solubility	practically insoluble in water (1.39 mg l −1 )
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
H and P phrases	H: 315-319-335-411
	P: 261-273-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Methoprene is an analogue of the juvenile hormone of insects , which in 1974 by the Zoecon Corporation was introduced.

effect

Methoprene is broadly effective as a larvicide and is used against plant, hygiene and stored product pests. The insecticide is used in the health sector, in warehousing, in animal husbandry against parasites (e.g. dog and cat fleas) and in greenhouses.

The active ingredient disrupts the balance between juvenile hormone and the molting hormone ecdysone , which hinders molting and pupation and death occurs in the pupal stage of the insect. Methoprene is not effective against adult insects.

Methoprene also acts as a teratogen , as it converts into a retinoic acid- like substance when exposed to UV light . This is mainly associated with malformations of amphibians in nature.

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Trade names

Combination preparations

with Fipronil : Frontline Combo , Strectis
with Fipronil and Amitraz : Certifect
with fipronil, eprinomectin and praziquantel : Broadline

Web links

Entry on methoprene at Vetpharm

Individual evidence

↑ ^a ^b Entry on methoprene at Vetpharm, accessed on May 25, 2017.
^ Entry on Methoprene in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 20, 2015.
↑ ^a ^b Methoprene data sheet at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

↑ ^a ^b Entry on methoprene. In: Römpp Online . Georg Thieme Verlag, accessed on February 20, 2015.

↑ James J. La Clair, John A. Bantle, James Dumont: Photoproducts and Metabolites of a Common Insect Growth Regulator Produce Developmental Deformities in Xenopus. In: Environmental Science & Technology. 32, 1998, p. 1453, doi : 10.1021 / es971024h .

↑ Directorate-General for Health and Food Safety of the European Commission: Entry on Methoprene in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.

[vetpharm-1] Entry on methoprene at Vetpharm, accessed on May 25, 2017.

[ppdb-2] Entry on Methoprene in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 20, 2015.

[Sigma-3] Methoprene data sheet at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

[roempp-4] Entry on methoprene. In: Römpp Online . Georg Thieme Verlag, accessed on February 20, 2015.

[DOI10.1021/es971024h-5] James J. La Clair, John A. Bantle, James Dumont: Photoproducts and Metabolites of a Common Insect Growth Regulator Produce Developmental Deformities in Xenopus. In: Environmental Science & Technology. 32, 1998, p. 1453, doi : 10.1021 / es971024h .

[6] Directorate-General for Health and Food Safety of the European Commission: Entry on Methoprene in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.