IR3535

IR3535
IR3535
Names
IUPAC name
Ethyl 3-[acetyl(butyl)amino]propanoate
Other names
3-[N-Butyl-N-acetyl]-aminopropionic acid, ethyl ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.052.560
Properties
C11H21NO3
Molar mass 215.29 g·mol−1
Hazards
Main hazards Biopesticide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

IR3535 (Insect Repellent 3535) or Ethyl butylacetylaminopropionate, is an insect repellent. For humans and animals, it is effective against mosquitoes, ticks, flies, fleas, and lice.[1] Merck KGaA is the registered trademark owner of IR3535 in the United States.[2] IR3535 is a synthetic insect repellent that is additionally classified as biopesticide[3] by the EPA. It was used in Europe 20 years prior to its registration with the EPA as an active ingredient in February 1999.[4]

Chemistry

IR3535 and beta-alanine

The structure of IR3535 is based on alanine[5] and beta-alanine.[6] The EPA has classified IR3535 as a biochemical substance based on the fact that it is "functionally identical" to beta alanine: both repel insects and the end groups of IR3535 are not likely to contribute to toxicity. [7]

References

  1. ↑ Official IR3535 website
  2. ↑ USPTO: Trademark registration record for IR3535
  3. ↑ EPA: Regulating Biopesticides
  4. ↑ EPA: Fact sheet on IR3535
  5. ↑ Medscape: Insect Repellents
  6. ↑ EPA: Similarity to beta-alanine
  7. ↑ EPA: IR3535 technical document

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