Formula |
CAS |
C10H12O2 |
97-53-0 |
CAS: Chemical Abstract Service Registry Number
Background
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.
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.
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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.
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2.
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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.
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3.
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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.
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4.
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Malten,
K.E., et al., Reactions in selected patients to 22 fragrance
materials. Contact Dermatitis, 1984. 11(1): p. 1-10.
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5.
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Larsen,
W.G., Perfume dermatitis. Journal of the American
Academy of Dermatology, 1985. 12(1 Pt 1): p. 1-9.
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6.
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Picardo, M., et al.,
Contact urticaria from Tilia (lime).
Contact Dermatitis, 1988. 19(1): p. 72-3.
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7.
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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.
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8.
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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.
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9.
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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
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10.
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Vilaplana, J., et al.,
Contact dermatitis from eugenol in mouthwash.
Contact Dermatitis, 1991. 24(3): p. 223-4.
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11.
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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.
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12-11-2011
(JRM) - www.huidziekten.nl
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