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Ethoxyquin

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Ethoxyquin
Ethoxyquin
Names
IUPAC name 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.887 Edit this at Wikidata
E number E324 (antioxidants, ...)
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3Key: DECIPOUIJURFOJ-UHFFFAOYSA-N
  • InChI=1/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3Key: DECIPOUIJURFOJ-UHFFFAOYAT
SMILES
  • O(c2ccc1c(\C(=C/C(N1)(C)C)C)c2)CC
Properties
Chemical formula C14H19NO
Molar mass 217.31 g/mol
Melting point < 25 °C
Boiling point 123–125 °C at 2 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Ethoxyquin is a quinoline-based antioxidant used as a food preservative (E324) and a pesticide (under commercial names such as "Stop-Scald"). It is commonly used as a preservative in pet foods to prevent the rancidification of fats. There has been some speculation that ethoxyquin in pet foods might be responsible for multiple health problems. To date, the U.S. Food and Drug Administration (FDA) has only found a verifiable connection between ethoxyquin and buildup of protoporphyrin IX in the liver, as well as elevations in liver-related enzymes in some animals, but there are no known health consequences from these effects. Until further evidence is reported, the FDA has asked pet food manufacturers to voluntarily limit ethoxyquin levels to 75 ppm. However, most pet foods that contain ethoxyquin have never exceeded this amount.

Ethoxyquin has been shown to cause mortality in fish.

Ethoxyquin is also commonly used in spices to prevent color loss due to oxidation of the natural carotenoid pigments.

The FDA Center for Veterinary Medicine (CVM) in 1997 requested a voluntary reduction of ethoxyquin from 150 ppm to 75 ppm in complete dog foods. The work used to make the reduction request was never published in peer reviewed journals or made readily available to public or scientific scrutiny.

References

  1. Merck Index, 11th Edition, 3710
  2. ^ Pet Food Labels, U.S. Food and Drug Administration
  3. Ethoxyquin at the PAN pesticide database

http://www.petfoodindustry.com/ViewArticle.aspx?id=12892#Scene_1

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