Azulen

Azulene

HCID 9231CAS 275-51-4

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

azulene275-51-4CyclopentacyclohepteneAzunamicBicyclo[5.3.0]decapentaeneazulenBicyclo(5.3.0)decapentaeneBicyclo(5.3.0)-deca-2,4,6,8,10-pentaene82R6M9MGLPBicyclo(5.3.0)-1,3,5,7,9-decapentaeneDTXSID2059770NSC-89248
Weitere Namen anzeigen
Azulene,99%AZULENE(RG)Azulene >AZULENE, FOR GCSoluble azulene275-51-4 AZULENEAZULENE OEKANAL
CHEBI:31249RefChem:116159DTXCID7037686205-993-6EINECS 205-993-6MFCD00003810AZULENE [MI]Azulene (JAN)

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

Experimentelle und physikochemische Eigenschaften

Cosmetics · 2 Einträge

Cosmetic ingredients (Azulene) -> CIR (Cosmetic Ingredient Review)

Soothing

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP3.22

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.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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 · 2 Einträge

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.

Hazard Classes and CategoriesAquatic Chronic 2 (90.9%)

Toxikologische Informationen

TreatmentThere is no know antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Exposure RoutesOral (L10) ; inhalation (L10)
Toxicity Summary · 3 Einträge

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)

Signs and SymptomsAcute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10)
Carcinogen ClassificationNot listed by IARC.

Sicherheitsdaten

F
8
wgk
2
tsca
TSCA listed
ridadr
UN 3077 9/PG 3
hs_code
29029000
RTECS-Nr.
CO4570000

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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 · 1 Eintrag

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 · 2 Einträge

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)

Use ClassificationCosmetics -> Soothing
General Manufacturing InformationAzulene: ACTIVE

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

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
Ergänzende Hinweise · 1 Eintrag

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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