chamazulene
1,4-dimethyl-7-ethylazulene
Identification
| Name | chamazulene |
| IUPAC | 7-ethyl-1,4-dimethylazulene |
| CAS Number | 529-05-5 |
| EINECS | 208-449-6 |
| FDA UNII | Z439UH6E5F |
| Molecular Formula | C14 H16 |
| Molecular Weight | 184.28152000 |
| MDL Number | MFCD00800984 |
| Nikkaji Number | J9.436F |
| Beilstein | 1306577 |
Regulatory
Physical Properties
| Appearance | bluish green clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.98810 @ 25.00 °C. |
| Boiling Point | 159.00 °C. @ 11.00 mm Hg, 298.00 to 300.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.002000 mmHg @ 25.00 °C. (est) |
| Flash Point | 279.00 °F. TCC ( 137.22 °C. ) |
| logP (o/w) | 5.510 |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | intramuscular-mouse LD50 3000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for chamazulene usage levels up to | not for fragrance use. |
| Recommendation for chamazulene flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
azulene, 7-ethyl-1,4-dimethyl-
camazulene
dimethulene
1,4-
dimethyl-7-(1-methylethyl) azulene
1,4-
dimethyl-7-ethyl azulene
1,4-
dimethyl-7-ethylazulene
7-
ethyl-1,4-dimethyl azulene
7-
ethyl-1,4-dimethylazulene
lindazulene
PubMed:
Antinociceptive and anti-edematous activities of the essential oils of two Balkan endemic Laserpitium species.
PubMed:
Chemopreventive and antioxidant activity of the chamazulene-rich essential oil obtained from Artemisia arborescens L. growing on the Isle of La Maddalena, Sardinia, Italy.
PubMed:
Chemical composition and antifungal activity of Matricaria recutita flower essential oil against medically important dermatophytes and soil-borne pathogens.
PubMed:
Pelargonium graveolens L'Her. and Artemisia arborescens L. essential oils: chemical composition, antifungal activity against Rhizoctonia solani and insecticidal activity against Rhysopertha dominica.
PubMed:
The organ-specific expression of terpene synthase genes contributes to the terpene hydrocarbon composition of chamomile essential oils.
PubMed:
Fast quality assessment of German chamomile (Matricaria chamomilla L.) by headspace solid-phase microextraction: influence of flower development stage.
PubMed:
Guaianolides and volatile compounds in chamomile tea.
PubMed:
Activity of Matricaria chamomilla essential oil against anisakiasis.
PubMed:
Anglo-Saxon pharmacopoeia revisited: a potential treasure in drug discovery.
PubMed:
Chemical composition and antibacterial potential of Artemisia arborescens L. essential oil.
PubMed:
Variability of the essential oil content and composition of chamomile (Matricaria recutita L.) affected by weather conditions.
PubMed:
Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem.
PubMed:
Content and composition of the essential oil of Chamomilla recutita (L.) Rauschert from some European countries.
PubMed:
Chemical composition, antioxidant and antibacterial properties of Achillea collina Becker ex Heimerl s.l. and A. pannonica Scheele essential oils.
PubMed:
Genotoxicity of Achillea millefolium essential oil in diploid cells of Aspergillus nidulans.
PubMed:
Induction of mitochondrial-dependent apoptosis by an essential oil from Tanacetum gracile.
PubMed:
Chemical composition and antibacterial activity of essential oil from Artemisia feddei.
PubMed:
Trypanosoma cruzi: activity of essential oils from Achillea millefolium L., Syzygium aromaticum L. and Ocimum basilicum L. on epimastigotes and trypomastigotes.
PubMed:
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.
PubMed:
Determination of chamazulene carboxylic acid in serum by high-performance liquid chromatography. Development and validation.
PubMed:
Qualitative and quantitative analysis of the active components of the essential oil from Brickellia veronicaefolia by nuclear magnetic resonance spectroscopy.
PubMed:
Chamazulene carboxylic acid and matricin: a natural profen and its natural prodrug, identified through similarity to synthetic drug substances.
PubMed:
Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less.
PubMed:
A review of the bioactivity and potential health benefits of chamomile tea (Matricaria recutita L.).
PubMed:
Inhibitory effects of the essential oil of chamomile (Matricaria recutita L.) and its major constituents on human cytochrome P450 enzymes.
PubMed:
Smooth muscle relaxant action of benzyl benzoates and salicylic acid derivatives from Brickellia veronicaefolia on isolated guinea-pig ileum.
PubMed:
Screening of chemical composition and antifungal and antioxidant activities of the essential oils from three Turkish artemisia species.
PubMed:
Effect of magnesium on essential oil formation of genetically transformed and non-transformed chamomile cultures.
PubMed:
[Pharmacognostic research of some species of Achillea. Note 1. Volatile oils analysis].
PubMed:
New terpenoids in cultivated and wild chamomile (in vivo and in vitro).
PubMed:
Inhibitory effect of chamomile essential oil on the sister chromatid exchanges induced by daunorubicin and methyl methanesulfonate in mouse bone marrow.
PubMed:
Synthesis of new azulene derivatives and study of their effect on lipid peroxidation and lipoxygenase activity.
PubMed:
Absolute stereochemistry of guaianolides, of matricin and its epimers, of yarrow proazulenes, and of chamazulene carboxylic acid.
PubMed:
On the absolute configuration of matricin.
PubMed:
Antifungal activity of the essential oil of flowerheads of garland chrysanthemum (Chrysanthemum coronarium) against agricultural pathogens.
PubMed:
Production of yarrow (Achillea millefolium L.) in Norway: essential oil content and quality.
PubMed:
In vitro study on the transfer of volatile oil components.
PubMed:
A study of the production of essential oils in chamomile hairy root cultures.
PubMed:
Incorporation of 1-[1-(13)C]Deoxy-D-xylulose in chamomile sesquiterpenes.
PubMed:
Investigation of the effect of chamazulene on lipid peroxidation and free radical processes.
PubMed:
Effects of some components of the essential oil of chamomile, Chamomilla recutita, on histamine release from rat mast cells.
PubMed:
Chamazulene: an antioxidant-type inhibitor of leukotriene B4 formation.
PubMed:
Management of oral mucositis during local radiation and systemic chemotherapy: a study of 98 patients.
PubMed:
Studies on the Origin of (-)-alpha-Bisabolol and Chamazulene in Chamomile Preparations; Part I. Investigations by Isotope Ratio Mass Spectrometry (IRMS).
PubMed:
[Observations and research on an extract of Inula viscosa Ait ].
PubMed:
[Pharmacologic studies on chamomile compounds. VI. Studies on the antiphlogistic effect of chamazulene and matricine].
PubMed:
Constituents of Essential Oil of Artemisia arborescens.
PubMed:
[A chemical study of the essential oil from Artemisia arborescens].
PubMed:
[Determination of bisabolol, spiroether and chamazulene in Anthodium Chamomillae].
PubMed:
On the quantitative determination of chamazulene and prochamazulenes in essential oils and crude drugs from yarrow (Achillea sp.--Compositae). II.: A new colorimetric method of high sensitivity for determination of chamazulene in the essential oils.
PubMed:
[A method for the determination of the chamazulene content of chamomile oil].
PubMed:
Quantitative determination of essential oil, total azulenes and chamazulene in German chamomile (Matricaria chamomilla) cultivated in Argentina.
PubMed:
[Change in the content of essential oil and chamazulene in German camomile (Matricaria chamomilla L.) during vegetative period].
PubMed:
Chamazulene from Artemesia caruthii.
PubMed:
[Comparative toxicity of S-guaiazulene, chamazulene and their 3-monosulfone derivatives in white rat].
PubMed:
[Studies on the effect of chamazulene on the human skin].
PubMed:
[Contribution to the presence and amount of chamazulene in solitary growing plants of the species Achillea millefolium L..].
PubMed:
[New possibilities of preparation of chamazulene].
PubMed:
Studies on seven-membered ring derivatives. III. Partial synthesis of 1,4-dimethyl-7-ethylazulene (lindazulene).
PubMed:
[Antipyretic action of chamazulene].
PubMed:
[Further results with chamazulene in the treatment of asthmatic diseases in infancy and childhood].