Chamazulene

Chamazulene
Names
IUPAC name
7-Ethyl-1,4-dimethylazulene
Other names
1,4-Dimethyl-7-ethylazulene; Ba 2784; Camazulene; Chamazulen; Dimethulen; Dimethulene
Identifiers
529-05-5 Yes
ChemSpider 10268
Jmol-3D images Image
PubChem 10719
Properties
Molecular formula
C14H16
Molar mass 184.28 g·mol−1
Appearance Blue oil[1]
Density 0.9883 (at 20 °C)[1]
Boiling point 161 °C (322 °F; 434 K) (at 12 mmHg)[1]
Hazards
3 g/kg (i.m., mouse)[1]
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Chamazulene is an aromatic chemical compound with the molecular formula C14H16 found in a variety of plants including in chamomile (Matricaria chamomilla), wormwood (Artemisia absinthium), and yarrow (Achillea millefolium).[1] It is a blue-violet derivative of azulene which is biosynthesized from the sesquiterpene matricin.[2]

Chamazulene has anti-inflammatory properties in vivo and inhibits the CYP1A2 Enzyme.[2]

References

  1. 1.0 1.1 1.2 1.3 1.4 The Merck Index, 11th Edition, 2031
  2. 2.0 2.1 Safayhi, H; Sabieraj, J; Sailer, ER; Ammon, HP (1994). "Chamazulene: An antioxidant-type inhibitor of leukotriene B4 formation". Planta medica 60 (5): 410–3. doi:10.1055/s-2006-959520. PMID 7997466.