Methoprene

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Methoprene[1]
Skeletal formula
Ball-and-stick model
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
ATCvet code QP53AX28
40596-69-8 YesY
ChEBI CHEBI:34839 N
ChEMBL ChEMBL291057 N
ChemSpider 4518347 N
Jmol-3D images Image
KEGG C14308 YesY
MeSH C093000
PubChem 5366546
Properties
C19H34O3
Molar mass 310.48 g/mol
Appearance Liquid
Boiling point 100 °C (212 °F; 373 K) at 0.05 mmHg
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
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 adult insects. Instead, it acts as a growth regulator, mimicking natural juvenile hormone of insects. 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 biochemical 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 used most widely as the mosquito larvicide Altosid, which is an important measure in reduction of the spread of 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 killing and stunting the growth of lobsters.[4]

References[edit]

  1. ^ Merck Index, 11th Edition, 5906.
  2. ^ "Methoprene" (PDF). Water Sanitation and Health. World Health Organization. 2008. 
  3. ^ "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. 
  4. ^ 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[edit]