011501
CAS Number
74681-77-9Grade
Highly PurifiedMolecular Formula
C₂₈H₃₆N₂O₂Molecular Weight
432.6EU Commodity Code
38220090Shipping Temp
RTStorage Temp
4°CEthoxyquin Dimer
1,8’-Di(1,2-dihydro-6-ethoxy-2,2,4-trimethylquinoline); 6,6’-Diethoxy-1’,2’-dihydro-2,2,2’,2’,4,4’-hexamethyl-1(2H),8’-biquinoline; EQDM
The major metabolite of Ethoxyquin. The major oxidation product of the antidegradant Ethoxyquin found in the muscle of Atlantic salmon. Ethoxyquin dimer is an antioxidant and metabolite of ethoxyquin.1 It prevents oxidation of polyunsaturated fatty acids in fish meal and fish oil. Dietary administration of ethoxyquin dimer (0.1, 0.3, and 0.5% w/w) induces microvesicular steatosis and hepatocyte necrosis, as well as increases liver levels of oxidized glutathione and total lipids in mice.2
Synonyms
1,8’-Di(1,2-dihydro-6-ethoxy-2,2,4-trimethylquinoline); 6,6’-Diethoxy-1’,2’-dihydro-2,2,2’,2’,4,4’-hexamethyl-1(2H),8’-biquinoline; EQDM
Molecular Formula
C₂₈H₃₆N₂O₂
Appearance
Pale Yellow Solid
Melting Point
95-96°C (lit)
Solubility
Chloroform (Slightly), Methanol (Slightly, Heated)
Method for Determining Identity
Proton NMR Spectroscopic and Mass Spectrometric Analysis
TLC Conditions
SiO2; Hexanes: Ethyl Acetate = 9:1; Visualized with UV and KMnO4; Single spot, Rf=0.60
Elemental Analysis
Calculated: %C: 77.74, %H: 8.39, %N: 6.48
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at 4°C. Stable for 6 months after receipt.
Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.
References
1. Koning, A.J. A new method for measuring efficacies of antioxidants in fish meal. Int. J. Food Prop. 1(3), 255-261 (2009). 2. Bernhard, A., Rasinger, J.D., Wisløff, H., et al. Subchronic dietary exposure to ethoxyquin dimer induces microvesicular steatosis in male BALB/c mice. Food Chem. Toxicol. 118, 608-625 (2018). 3. Kahl, R., et al.: Toxicology, 28, 229 (1983) 4. Burka, L., et al.: Xenobiotica, 26, 597 (1996) 5. Bammler, T., et al.: Toxicol. Sci., 54, 30 (2000) 6. Hayes, J., et al.: Cancer, 174, 103 (2001)USBio References
No references available