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011501 Ethoxyquin Dimer CAS: 74681-77-9

Specifications
References
CAS Number
74681-77-9
Grade
Highly Purified
Molecular Formula
C₂₈H₃₆N₂O₂
Molecular Weight
432.6
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
4°C
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
CAS No
74681-77-9
Molecular Formula
C₂₈H₃₆N₂O₂
Molecular Weight
432.6
Purity
≥95% (HPLC)
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.
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
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