Grundinformationen
- Standard-SMILES
c1ccc2cccc-2cc1- InChIKey
CUFNKYGDVFVPHO-UHFFFAOYSA-N- Summenformel
- C10H8
- Durchschnittliche Molmasse
- 128,17 g/mol
- Monoisotopische Masse
- 128,06260026
Überblick
Azulene is a mancude carbobicyclic parent consisting of a cycloheptatriene and cyclopentadiene rings. It has a role as a volatile oil component and a plant metabolite. It is an ortho-fused bicyclic arene, a member of azulenes and a mancude carbobicyclic parent.
Namen und Bezeichner
- Bevorzugter Name
- Azulene
- IUPAC
- azulene
- Lokaler Name
- Azulen
- Englischer Name
- Azulene
- Summenformel
- C10H8
- Molmasse
- 128.17
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
275-51-4- PubChem CID
- 9231
- DTXSID
DTXSID2059770- ChEMBL
CHEMBL3272628- ChEBI
CHEBI:31249- UNII
- 82R6M9MGLP
- EC Number
- 205-993-6
- Nikkaji
- J39.308H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,2
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 94,6
Experimentelle und physikochemische Eigenschaften
Cosmetics
Cosmetic ingredients (Azulene) -> CIR (Cosmetic Ingredient Review)
Soothing
Physikochemische Eigenschaften
- Schmelzpunkt
- 98 · 98-100 °C(lit.)
- Siedepunkt
- 242 °C · 242 °C(lit.)
- Dichte
- 1.053 · 1.0530
- Brechungsindex
- 1.5736 · 1.5736 (estimate)
- Flammpunkt
- 241 · 241-243°C
- storage temp.
- 2 °C · Store at +2°C to +8°C.
- Löslichkeit
- Soluble in organic solvents.
- Aggregatzustand
- Fine Crystalline Powder
- Farbe
- Dark blue
- Merck
- 14 · 14,926
- BRN
- 969517 · 969517
- Henry's Law Constant
- 1.5 · 1.5×10-1 mol/(m3Pa) at 25℃, Hiatt (2013)
- Stabilität
- Stable. Combustible. Incompatible with strong oxidizing agents.
- Kosmetik-Inhaltsstoffe Funktionen
- SOOTHINGSKIN CONDITIONING
- InChI
- 1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H
- InChIKey
- CUFNKYGDVFVPHO-UHFFFAOYSA-N
- SMILES
- c1ccc2cccc2cc1
- LogP
- 3.2 · 3.200
- CAS Datenbank
- 275 · 275-51-4(CAS DataBase Reference)
- EPA chemische Informationen
- Azulene (275-51-4)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 9.1% (4 of 44) of reports.
H411 (90.9%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: Azulene
Azulene: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Toxikologische Informationen
Toxicity Summary
The CIR Expert Panel concludes that the available data are insufficient to support the safety of Azulene for use in cosmetic products.
Ingredients for which the data are insufficient and their use in cosmetics is not supported
The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)
Sicherheitsdaten
- F
- 8
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29029000
- RTECS-Nr.
- CO4570000
- risk_code
- 51/53
- Toxizität
- LD50 orl-rat: >4 g/kg DRUGAY 6,13,82
- hazard_code
- N
- safety_code
- 61
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Aquatic Chronic 2
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Verwendung und Herstellung
Uses
CIR ingredient: Azulene
PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and vocanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)
Anwendungen
Verwendenazulene is renowned as an anti-inflammatory, calming, and soothing agent. excellent for sensitive skin, azulene is a german chamomile derivative with a characteristic deep blue color. Careful, it stains!
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: Azulene is a mancude carbobicyclic parent consisting of a cycloheptatriene and cyclopentadiene rings. It has a role as a plant metabolite and a volatile oil component. It is an ortho-fused bicyclic arene, a member of azulenes and a mancude carbobicyclic parent.
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