Methoprene
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| Names | |
|---|---|
| IUPAC name
1-methylethyl (E,E)-11- methoxy-3,7,11-trimethyl- 2,4-dodecadienoate | |
| Other names
Methoprene, Altosid, Apex, Diacan, Dianex, Kabat, Minex, Pharorid, Precor, ZR-515 | |
| Identifiers | |
40596-69-8  | |
| 3D model (Jmol) | Interactive image |
| ChEBI | CHEBI:34839  |
| ChEMBL | ChEMBL291057 |
| ChemSpider | 4518347 |
| ECHA InfoCard | 100.049.977 |
| KEGG | C14308 |
| MeSH | C093000 |
| PubChem | 5366546 |
| UNII | 8B830OJ2UX |
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| Properties | |
| C19H34O3 | |
| Molar mass | 310.48 g/mol |
| Appearance | Liquid |
| Boiling point | 100 °C (212 °F; 373 K) at 0.05 mmHg |
| Pharmacology | |
| QP53AX28 (WHO) | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
Methoprene is a juvenile hormone (JH) analog which acts as a growth regulator when used as an insecticide. It is an amber-colored liquid with a faint fruity odor which is essentially nontoxic to humans when ingested or inhaled. It is used in drinking water cisterns to control mosquitoes which spread dengue fever and malaria.[2]
Methoprene does not kill insects. Instead, it acts as an insect growth regulator, mimicking natural juvenile hormone. Juvenile hormone must be absent for a pupa to molt to an adult, so methoprene-treated larvae will be unable to successfully change from pupae to adults. This breaks the biological life cycle of the insect, preventing recurring infestation. Methoprene is used in the production of a number of foods, including meat, milk, mushrooms, peanuts, rice, and cereals. It also has several uses on domestic animals (pets) for controlling fleas. Methoprene is considered a biological pesticide because rather than controlling target pests through direct toxicity, methoprene interferes with an insect’s lifecycle and prevents it from reaching maturity or reproducing.[3]
Methoprene is commonly used as a mosquito larvicide used to help stop the spread of the West Nile virus.
Methoprene is also used as a food additive in cattle feed to prevent fly breeding in the manure.
Methoprene may be responsible for the death of lobsters.[4]
References
- ↑ Merck Index, 11th Edition, 5906.
- ↑ "Methoprene" (PDF). Water Sanitation and Health. World Health Organization. 2008.
- ↑ "Insect Growth Regulators: S-Hydroprene (128966), S-Kinoprene (107502), Methoprene (105401), S-Methoprene (105402) Fact Sheet" (PDF). U.S. Environmental Protection Agency Office of Pesticide Programs.
- ↑ Walker, A. N.; Bush, P.; Puritz, J.; Wilson, T.; Chang, E. S.; Miller, T.; Holloway, K.; Horst, M. N. (2005). "Bioaccumulation and Metabolic Effects of the Endocrine Disruptor Methoprene in the Lobster, Homarus americanus" (PDF). Integrative and Comparative Biology. 45 (1): 118–26. doi:10.1093/icb/45.1.118.
External links
- Methoprene Pesticide Fact Sheet - Environmental Protection Agency
- Methoprene Pesticide Information Profile - Extension Toxicology Network
- Methoprene in the Pesticide Properties DataBase (PPDB)