Basic information
- CAS
489-84-9- Standard SMILES
Cc1ccc(C(C)C)cc2c(C)ccc1-2- InChIKey
FWKQNCXZGNBPFD-UHFFFAOYSA-N- Molecular formula
- C15H18
- Average molar mass
- 198.3 g/mol
- Monoisotopic mass
- 198.14085057
Overview
Guaiazulene is a sesquiterpene. It derives from a hydride of a guaiane.
Names & identifiers
- Preferred name
- Guaiazulene
- IUPAC
- 1,4-dimethyl-7-propan-2-ylazulene
- English name
- Guaiazulene
- Molecular formula
- C15H18
- Molecular weight
- 198.3
Names & synonyms
guaiazulene489-84-91,4-Dimethyl-7-isopropylazulene7-Isopropyl-1,4-dimethylazuleneVetivazulenAzulonS-GuaiazuleneKessazulenPurazulenSilazulonUroazulenAzunol
Show more names
AzulolGuaiazulenumGuiazuleneAZ-8uaiazuLCuteazul
guaiazulenGuajazuleneVaumigan1,4-dimethyl-7-propan-2-ylazulene1,4-Dimethyl-7-(1-methylethyl)azuleneAzulene, 1,4-dimethyl-7-(1-methylethyl)-3,8-Dimethyl-5-(2-propyl)azulene1,4-dimethyl-7-(propan-2-yl)azulene
Database identifiers
- CAS
489-84-9- PubChem CID
- 3515
- DTXSID
DTXSID7045996- ChEMBL
CHEMBL1408759- ChEBI
CHEBI:5550- UNII
- 2OZ1K9JKQC
- EC Number
- 207-701-2
- Nikkaji
- J11.635A
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 1
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 206
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C15 isoprenoids (sesquiterpenes) [PR0103]
CosmeticsAntimicrobial
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
FragrancesFragrance Ingredient (7-Isopropyl-1,4-dimethylazulene) -> IFRA transparency List
Food AdditivesCosmetics -> FDA Regulatory Status of Color Additives
Solubility0.000664 mg/mL at 25 °C
Boiling Point152.00 to 154.00 °C. @ 7.00 mm Hg
Melting Point31.5 °C
Physical DescriptionSolid
Physicochemical properties
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 235 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Azulene, 1,4-dimethyl-7-(1-methylethyl)-
Guaiazulene: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- CO4790000
- hs_code
- 2902190000
- risk_code
- 22-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36/37/39-26-22-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
Chemistry & industry
Pharmacology
ATC Code
S - Sensory organs
QS - Sensory organs
Cellular LocationsExtracellular
Uses & manufacturing
Household ProductsInformation on 2 consumer products that contain Guaiazulene in the following categories is provided:
Use Classification
Fragrance Ingredients
Cosmetics -> Antimicrobial
General Manufacturing InformationAzulene, 1,4-dimethyl-7-(1-methylethyl)-: ACTIVE
Applications
UsesGuaiazulene can be used as a starting material for the synthesis of:Azulene-based dye molecules such as 3-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanoacrylic acid and 5-(7-isopropyl-1,4-dimethylazulen-3-yl)-2-cyanopenta-2,4-dienoic acid.Stilbazulenyl nitrone, a second-generation azulenyl nitrone which can be used as a chain-breaking antioxidant.Bis-azulenyl based near-infrared fluorescence quencher.
Usesantioxidant, inhibits lipid peroxidation inhibitor, antiinflammatory, hepatoprotectant; LD50(rat) 1550 mg/kg po
General DescriptionThis substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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