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Methoprene information


Methoprene[1]
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Propan-2-yl (2E,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate
Other names
Methoprene, Altosid, Apex, Diacan, Dianex, Kabat, Minex, Pharorid, Precor, ZR-515
Identifiers
CAS Number
  • 40596-69-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:34839 ☒N
ChEMBL
  • ChEMBL291057 ☒N
ChemSpider
  • 4518347 ☒N
ECHA InfoCard 100.049.977 Edit this at Wikidata
KEGG
  • C14308 checkY
MeSH C093000
PubChem CID
  • 5366546
UNII
  • 8B830OJ2UX checkY
CompTox Dashboard (EPA)
  • DTXSID8032627 Edit this at Wikidata
InChI
  • InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+ ☒N
    Key: NFGXHKASABOEEW-LDRANXPESA-N ☒N
  • InChI=1/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+
    Key: NFGXHKASABOEEW-LDRANXPEBN
SMILES
  • CC(C)(OC)CCCC(C)C/C=C/C(C)=C/C(OC(C)C)=O
Properties
Chemical formula
C19H34O3
Molar mass 310.48 g/mol
Appearance Liquid
Boiling point 100 °C (212 °F; 373 K) at 0.05 mmHg
Pharmacology
ATCvet code
QP53AX28 (WHO)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Eye irritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒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.

Methoprene does not kill insects. Instead, it interferes with an insect’s life cycle and prevents it from reaching maturity or reproducing.[2] Juvenile growth hormones 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 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]

  1. ^ Merck Index, 11th Edition, 5906.
  2. ^ "Update of the March 1991 Methoprene R.E.D. Fact Sheet" (PDF). epa.gov. United States Environmental Protection Agency. June 2001. Archived (PDF) from the original on 2022-10-20. Retrieved 2022-12-01.
  3. ^ "Insect Growth Regulators: S-Hydroprene (128966), S-Kinoprene (107502), Methoprene (10401), S-Methoprene (105402) Fact Sheet" (PDF). U.S. Environmental Protection Agency Office of Pesticide Programs. 2015-08-20.

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