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G11004

Sigma-Aldrich

Guaiazulene

99%

Synonym(s):

1,4-Dimethyl-7-isopropylazulene

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10 G
$85.90
25 G
$140.00

About This Item

Empirical Formula (Hill Notation):
C15H18
CAS Number:
Molecular Weight:
198.30
Beilstein/REAXYS Number:
1365001
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

99%

bp

153 °C/7 mmHg (lit.)

mp

27-29 °C (lit.)

density

0.976 g/mL at 25 °C (lit.)

SMILES string

CC(C)c1ccc(C)c2ccc(C)c2c1

InChI

1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3

InChI key

FWKQNCXZGNBPFD-UHFFFAOYSA-N

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Application

Guaiazulene 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.[1]
  • Stilbazulenyl nitrone, a second-generation azulenyl nitrone which can be used as a chain-breaking antioxidant.[2]
  • Bis-azulenyl based near-infrared fluorescence quencher.[3]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

Lei Wang et al.
Mutation research, 530(1-2), 19-26 (2003-10-18)
The photomutagenicity of the popular skin conditioning agents azulene and guaiazulene were tested in Salmonella typhimurium TA98, TA100 and TA102. Following irradiation with UVA and/or visible light, both azulene and guaiazulene exhibited mutagenicity 4-5-fold higher than the spontaneous background mutation.
Jessica Fiori et al.
Journal of pharmaceutical and biomedical analysis, 47(4-5), 710-715 (2008-04-09)
A liquid chromatographic method with UV detection (HPLC-DAD) and a gas chromatographic method coupled with mass spectrometry (GC-MS) have been developed for the determination of guaiazulene (GA) in complex matrices such as creams and toothpastes. A solid phase extraction (SPE)
A P Kourounakis et al.
The Journal of pharmacy and pharmacology, 49(9), 938-942 (1997-11-05)
The effect of guaiazulene, a lipophilic azulene derivative widely found in nature, on radical-mediated processes is examined. The ability of guaizulene to inhibit rat hepatic microsomal membrane lipid peroxidation and to scavenge hydroxyl radicals, as well as to interact with
Ulrike Schreck et al.
Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al], 178(6), 321-329 (2002-07-19)
This study evaluated for the first time in intraindividual comparison the conception of care with creme or powder. Acute skin reactions on the left and right side of the neck during symmetrically performed radiotherapy and subjective impairment were assessed. Twelve
An Azulene Dimer as a Near-Infrared Quencher.
Pham W, et al.
Angewandte Chemie (International Edition in English), 41(19), 3659-3662 (2002)

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