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Guaiazulene

Guaiazulene

Guaiazulene, also azulon or 1,4-dimethyl-7-isopropylazulene, is a dark blue crystalline hydrocarbon. A derivative of azulene, guaiazulene is a bicyclic sesquiterpene that is a constituent of some essential oils, mainly oil of guaiac and chamomile oil, which also serve as its commercial sources. Various soft corals also contain guaiazulene as a principal pigment. Its low melting point makes guaiazulene difficult to handle, in contrast to the crystalline nature of the parent azulene. The electronic structure (and colors) of guaiazulene and azulene are very similar.

Applications

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Guaiazulene solution
Guaiazulene solution in DMSO with hydroquinone added as an antioxidant

Guaiazulene is an U.S. FDA-approved cosmetic color additive. It – or its 3-sulfonate – is a component of some skin care products together with other skin soothing compounds such as allantoin.

Guaiazulene has applications as a volatile dye with a known evaporation rate to indicate end of use of various products (such as insecticide strips).

References

References

  1. (1983). "Studies of Australian soft corals. XXX. A novel trisnorsesquiterpene from a ''Cespitulariaspecies'' and the isolation of guaiazulene from a small blue ''Alcyoniumspecies''". Australian Journal of Chemistry.
  2. Harmon AD, Weisgraber KH, Weiss U.. (1979). "Preformed azulene pigments of ''Lactarius indigo'' (Schw.) Fries (Russulaceae, Basidiomycetes)". Cellular and Molecular Life Sciences.
  3. (2001). "The anti-inflammatory activity of azulene". Journal of the European Academy of Dermatology and Venereology.
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cosmetics-chemicals sesquiterpenes azulenes ophthalmology-drugs
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