Fenoxycarb is an insect growth regulator.[1][2][3] It has a low toxicity for bees, birds, and humans, but is toxic to fish.[3] The oral LD50 for rats is greater than 16,800 milligrams per kilogram (0.269 oz/lb).[4]

Fenoxycarb
Skeletal formula of fenoxycarb
Space-filling model of the fenoxycarb molecule
Names
Preferred IUPAC name
Ethyl [2-(4-phenoxyphenoxy)ethyl]carbamate
Other names
Varikill, Insegar, Logic
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.069.702 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C17H19NO4/c1-2-20-17(19)18-12-13-21-14-8-10-16(11-9-14)22-15-6-4-3-5-7-15/h3-11H,2,12-13H2,1H3,(H,18,19) checkY
    Key: HJUFTIJOISQSKQ-UHFFFAOYSA-N checkY
  • InChI=1/C17H19NO4/c1-2-20-17(19)18-12-13-21-14-8-10-16(11-9-14)22-15-6-4-3-5-7-15/h3-11H,2,12-13H2,1H3,(H,18,19)
    Key: HJUFTIJOISQSKQ-UHFFFAOYAM"
  • O=C(OCC)NCCOc2ccc(Oc1ccccc1)cc2
Properties
C17H19NO4
Molar mass 301.34 g/mol
Melting point 53.5 °C (128.3 °F; 326.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fenoxycarb is non-neurotoxic and does not have the same mode of action as other carbamate insecticides. Instead, it prevents immature insects from reaching maturity by mimicking juvenile hormone (IRAC group 7B).[5][6]

References

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  1. ^ Cornell University site on Fenoxycarb
  2. ^ Pener, Meir Paul; Dhadialla, Tarlochan S. (2012). "An Overview of Insect Growth Disruptors; Applied Aspects". Insect Growth Disruptors. Advances in Insect Physiology. Vol. 43. Oxford: Academic Press. pp. 1–162. doi:10.1016/B978-0-12-391500-9.00001-2. ISBN 978-0-12-391500-9. ISSN 0065-2806.
  3. ^ a b Jeschke, Peter; Witschel, Matthias; Krämer, Wolfgang; Schirmer, Ulrich (2019). "Chapter 29. Insect Molting and Metamorphosis". Modern Crop Protection Compounds. Wiley. pp. 1013–1065. doi:10.1002/9783527699261.ch29. ISBN 9783527699261.
  4. ^ U.S. Environmental Protection Agency (1983-85). Chemical Information Fact Sheet. Office of Pesticides and Toxic Substances, Office of Pesticide Programs (TS-766C)
  5. ^ John Sullivan, Dept. of Pesticide Regulation, Sacramento CA 2000
  6. ^ Dhadialla, Tarlochan S.; Carlson, Glenn R.; Le, Dat P. (1998). "New insecticides with ecdysteroidal and juvenile hormone activity". Annual Review of Entomology. 43 (1). Annual Reviews: 545–569. doi:10.1146/annurev.ento.43.1.545. ISSN 0066-4170. PMID 9444757.
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  • Fenoxycarb in the Pesticide Properties DataBase (PPDB)