G11004
Guaiazulene
99%
Synonym(s):
1,4-Dimethyl-7-isopropylazulene
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About This Item
Empirical Formula (Hill Notation):
C15H18
CAS Number:
Molecular Weight:
198.30
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-701-2
Beilstein/REAXYS Number:
1365001
MDL number:
Assay:
99%
InChI key
FWKQNCXZGNBPFD-UHFFFAOYSA-N
InChI
1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
SMILES string
CC(C)c1ccc(C)c2ccc(C)c2c1
assay
99%
bp
153 °C/7 mmHg (lit.)
mp
27-29 °C (lit.)
density
0.976 g/mL at 25 °C (lit.)
Quality Level
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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.
- Stilbazulenyl nitrone, a second-generation azulenyl nitrone which can be used as a chain-breaking antioxidant.
- Bis-azulenyl based near-infrared fluorescence quencher.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
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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Determination of the ophthalmic drug guaiazulene by high-performance liquid chromatography.
E Vidal-Ollivier et al.
Journal of chromatography, 463(1), 227-228 (1989-01-20)
Graziano Guella et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 9(23), 5770-5777 (2003-12-16)
It is shown here that calenzanane sesquiterpenes (1 and 6) can be isolated from organic extracts from the red seaweed Laurencia microcladia Kützing from the Bay of Calenzana, Elba Island, provided contact with acidic media is minimized. Such contact induces
Jessica Fiori et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(1), 64-72 (2010-09-22)
Guaiazulene (GA) is widely used as a natural ingredient in many health care products and solutions. Although it has been reported to have interesting biological effects, GA and azulene derivatives have been proven to be cytotoxic against normal human cells
Jessica Fiori et al.
Rapid communications in mass spectrometry : RCM, 22(17), 2698-2706 (2008-08-06)
The photostability of guaiazulene (1,4-dimethyl-7-isopropylazulene; GA), a natural azulenic compound used in cosmetic and health-care products, as well as in pharmaceutical preparations, was investigated in solution (methanol, ethanol, acetonitrile), by different techniques: gas chromatography/mass spectrometry (GC/MS) and high-performance liquid chromatography
E Dovolou et al.
Reproduction in domestic animals = Zuchthygiene, 46(5), 862-869 (2011-02-18)
Reactive oxygen species (ROS) are between the major contributors for the reduced rate of in vitro bovine embryo production. It is believed that they can cause abnormal meiosis of oocytes, developmental arrest or cell death of embryos. Reports on the
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