EU001

Eugenol



FormulaMI NumberCAS NumberC.I.Number
C10H12O2385597-53-0


MI: Merck Index Number
CAS: Chemical Abstract Service Registry Number
C.I.: Chemical Index Number


Background (engl)

Eugenol is a fragrance and, more commonly, spice that is derived from the oils of clove leaf, clove bud, and cinnamon leaf. It has a characteristic spicy odor of cloves. The oils contain 80% to 95% of this fragrance. It is also present in pimento, calamus, cananga, camphor, sassafras, and nutmeg. In addition, a number of flowers contain eugenol including roses, carnations, hyacinths, and violets. It has been used for a long time as a spice in the food industry and is approved as a flavoring compound for ingestion. It has been used to preserve meats and other foods and has inherent insecticidal and fungicidal properties.


Beschreibung (ger)

Eugenol, eine farblose bis leicht gelbliche Flüssigkeit, ist in Ölen von einigen Gewürzen (z.B. Nelken, Zimt, Lorbeer, Pigment, Safran) zu finden, sowie in Stärkungsmittel enthalten und wird in Zahnpasten und Abdruckmaterialien des Zahnarztes verwendet.




Synonyms

2-Methoxy-4-allylphenol
2-Methoxy-4-(2-propenyl)phenol
4-Allyl-2 -methoxyphenol
4-Allylguaiacol
Allylguaiacol
Caryophyllic acid
Dihydroeugenol
Eugenic acid
Eugenol acetate
Eugenol methyl ether


Uses

Antiseptics
Cosmetics (clove and carnation fragrance)
Dental analgesic in impression materials and periodontal packings
Dental cement and packing agents
Foods
Insect attractant
Mouthwashes
Over-the-counter medications, inhalants, and antiseptics
Production of vanillin
Spices (cloves, cinnamon)
Toothpaste


Cross-Reactions

Benzoin
Balsam Peru
Isoeugenol
Pronanidid


Unusual Reactions

Contact urticaria


References

1. Maurer, T., et al., Predictive evaluation in animals of the contact allergenic potential of medically important substances. II. Comparison of different methods of cutaneous sensitization with "weak" allergens. Contact Dermatitis, 1979. 5(1): p. 1-10.
2. Allenby, C.F., B.F. Goodwin, and R.J. Safford, Diminution of immediate reactions to cinnamic aldehyde by eugenol. Contact Dermatitis, 1984. 11(5): p. 322-3.
3. Guin, J.D., et al., The effect of quenching agents on contact urticaria caused by cinnamic aldehyde. Journal of the American Academy of Dermatology, 1984. 10(1): p. 45-51.
4. Malten, K.E., et al., Reactions in selected patients to 22 fragrance materials. Contact Dermatitis, 1984. 11(1): p. 1-10.
5. Larsen, W.G., Perfume dermatitis. Journal of the American Academy of Dermatology, 1985. 12(1 Pt 1): p. 1-9.
6. Picardo, M., et al., Contact urticaria from Tilia (lime). Contact Dermatitis, 1988. 19(1): p. 72-3.
7. Rudzki, E., P. Rebandel, and Z. Grzywa, Patch tests with occupational contactants in nurses, doctors and dentists. Contact Dermatitis, 1989. 20(4): p. 247-50.
8. Safford, R.J., et al., Immediate contact reactions to chemicals in the fragrance mix and a study of the quenching action of eugenol. British Journal of Dermatology, 1990. 123(5): p. 595-606.
9. Basketter, D.A. and C.F. Allenby, Studies of the quenching phenomenon in delayed contact hypersensitivity reactions. Contact Dermatitis, 1991. 25(3): p. 160-71.
10. Vilaplana, J., et al., Contact dermatitis from eugenol in mouthwash. Contact Dermatitis, 1991. 24(3): p. 223-4.
11. Barratt, M.D. and D.A. Basketter, Possible origin of the skin sensitization potential of isoeugenol and related compounds. (I). Preliminary studies of potential reaction mechanisms. Contact Dermatitis, 1992. 27(2): p. 98-104.


This information originates from 


Trey Truett, MD

truettap@ctrvax.vanderbilt.edu
.