IR3535

IR3535
IR3535
Names
IUPAC name
Ethyl 3-[acetyl(butyl)amino]propanoate
Other names
3-[N-Butyl-N-acetyl]-aminopropionic acid, ethyl ester
Identifiers
52304-36-6 YesY
3D model (Jmol) Interactive image
ChemSpider 94028 YesY
ECHA InfoCard 100.052.560
PubChem 104150
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).
YesY verify (what is YesYN ?)
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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