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Guaiazulene

CAS No.
489-84-9
Chemical Name:
Guaiazulene
Synonyms
Azulene, 1,4-dimethyl-7-(1-methylethyl)-;Azulol;Guaiazulenum;Azunol;Guiazulene;7-ISOPROPYL-1,4-DIMETHYLAZULENE;AZ-8;AZULON;uaiazuL;Cuteazul
CBNumber:
CB8298946
Molecular Formula:
C15H18
Molecular Weight:
198.3
MDL Number:
MFCD00003811
MOL File:
489-84-9.mol
MSDS File:
SDS
Last updated:2023-12-22 14:15:20

Guaiazulene Properties

Melting point 27-29 °C (lit.)
Boiling point 153 °C/7 mmHg (lit.)
Density 0.976 g/mL at 25 °C (lit.)
refractive index 1.3166 (estimate)
Flash point >230 °F
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), Methanol (Sparingly)
form Low Melting Crystalline Solid
color Dark blue
Water Solubility Soluble in alcohol, water, 0.1115 mg/L @ 25°C (est).
Merck 14,4554
BRN 1365001
LogP 5.590 (est)
CAS DataBase Reference 489-84-9(CAS DataBase Reference)
FDA 21 CFR 73.2180
EWG's Food Scores 1-4
FDA UNII 2OZ1K9JKQC
NIST Chemistry Reference Azulene, 1,4-dimethyl-7-(1-methylethyl)-(489-84-9)
EPA Substance Registry System Azulene, 1,4-dimethyl-7-(1-methylethyl)- (489-84-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22-20/21/22
Safety Statements  36/37/39-26-22-36
WGK Germany  3
RTECS  CO4790000
TSCA  Yes
HS Code  2902190000
NFPA 704
1
2 0

Guaiazulene price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich G11004 Guaiazulene 99% 489-84-9 10g $83.3 2024-03-01 Buy
Sigma-Aldrich G11004 Guaiazulene 99% 489-84-9 25g $136 2024-03-01 Buy
TCI Chemical G0228 Guaiazulene >99.0%(GC) 489-84-9 10g $70 2024-03-01 Buy
Alfa Aesar A17690 Guaiazulene, 98+% 489-84-9 5g $33.65 2024-03-01 Buy
Alfa Aesar A17690 Guaiazulene, 98+% 489-84-9 25g $108.65 2024-03-01 Buy
Product number Packaging Price Buy
G11004 10g $83.3 Buy
G11004 25g $136 Buy
G0228 10g $70 Buy
A17690 5g $33.65 Buy
A17690 25g $108.65 Buy

Guaiazulene Chemical Properties,Uses,Production

Chemical Properties

DARK BLUE LOW MELTING CRYSTALLINE SOLID

Originator

AZ 8,Millet Roux

Uses

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.

Uses

antioxidant, inhibits lipid peroxidation inhibitor, antiinflammatory, hepatoprotectant; LD50(rat) 1550 mg/kg po

Definition

ChEBI: Guaiazulene is a sesquiterpene. It derives from a hydride of a guaiane.

Manufacturing Process

10 kg a gum of Guacum officinale was heated with 3-4 kg of sulfur to 130°C. The heating was slowly continued for 220°C under the nitrogen. The formed water steam was removed with the nitrogen current. The temperature should be higher 100°C in order to the water didnt fall into reaction mixture. H2S was obtained simultaneously the dehydrogenation and removed with water steam. Hydrogen sulfide was connected in an alkaline trap.
When a H2S discharge stopped, the temperature was decreased to 120°C and the reaction mixture was distilled in vacuum 1-20 mm. The distillate had deep blue color and contained 6-7 kg oil with 20% of 7-isopropyl-1,4- dimethylazulene. It was dissolved in the 5-10 volumes of light petroleum, shook with sodium hydroxide for removing the sulfur containing substaneces, washed to neutral. Then petrolem layer was mixed with 10-15 L 62% H2SO4 for removing the by-products, the petroleum layer lost the blue color and the desired substance was in sulphuric acid layer. The last one was shook with ice and NaOH. As a result about 7% NaSO4 solution in sulfuric acid was obtained. It was diluted and azulene gave an emulsion, which was extracted with 10 L of petrolem and distilled. The 7-isopropyl-1,4-dimethylazulene is distilled at 167°-168°C/12 mm. Yield 10-15%.

Therapeutic Function

Antiinflammatory

General Description

This 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

Purification Methods

It forms blue-violet plates from EtOH. Also redistil it in vacuo until distillate solidifies. UV has max at 284nm (log 4.6, heptane). The picrate has m 122o(EtOH). [Beilstein 5 III 1677, 5 IV 1751.]

1203707-11-2
275-51-4
489-84-9
1314045-03-8
Synthesis of Guaiazulene from Ethanamine, 2,2'-[[2-[3,8-dimethyl-5-(1-methylethyl)-1-azulenyl]ethenylidene]bis(4,1-phenyleneoxy)]bis[N,N-dimethyl- and Azulene
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View Lastest Price from Guaiazulene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Guaiazulene pictures 2024-04-10 Guaiazulene
489-84-9
US $620.00-420.00 / KG 1KG 99.9% up 20 tons Sinoway Industrial co., ltd.
Guaiazulene pictures 2024-04-01 Guaiazulene
489-84-9
US $0.00-0.00 / kg 20kg 99% 200000 Wuhan Haorong Biotechnology Co.,Ltd
Guaiazulene pictures 2023-09-18 Guaiazulene
489-84-9
US $30.00-7.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
  • Guaiazulene pictures
  • Guaiazulene
    489-84-9
  • US $620.00-420.00 / KG
  • 99.9% up
  • Sinoway Industrial co., ltd.
  • Guaiazulene pictures
  • Guaiazulene
    489-84-9
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd
  • Guaiazulene pictures
  • Guaiazulene
    489-84-9
  • US $30.00-7.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
1,4-dimethyl-7-(1-methylethyl)-azulen 1,4-Dimethyl-7-(1-methylethyl)azulene 1,4-dimethyl-7-(1-methylethyl)-Azulene 1,4-dimethyl-7-isopropyl-azulen 3,8-Dimethyl-5-(2-propyl)azulene AZ-8 AZ-8 beris Azulen-Beris Azulene, 1,4-dimethyl-7-isopropyl- Azulene, 7-isopropyl-1,4-dimethyl- Cuteazul Eucazulen Guajazulene Gurjunazulen Kessazulen Purazulen S-Guaiazulene Silazulon Uroazulen LABOTEST-BB LT00244815 AZULON GUAIAZULENE GUAJAZULEN 1,4-DIMETHYL-7-ISOPROPYLAZULENE Vaumigan Vetivazulen GUAIAZULENE 98+% Guruunazulen 1,3,5,7,9-Guaiapentaene Eucazulene S-Kessazulene Guaiazulene,99% GUAIAZULENE(RG) Guaiazulene, 1,4-Dimethyl-7-(prop-2-yl)azulene Guaiazulene 489-84-9 489-84-9 Guaiazulene Guaiazulene[Dimethyl Isopropylazulene] Guaiazulene> uaiazuL GuaiazuL Nano-Liposomal Guaiazulene, Water-Soluble Guaiazulene Guaiazulene USP/EP/BP Manufacturers Supply High Quality Guaiazulene Powder CAS?489-84-9 Supply High Quality Guaiazulene Powder CAS 489-84-9 TIANFUCHEM--High purity 489-84-9 Guaiazulene Azulol Azunol Guiazulene 7-ISOPROPYL-1,4-DIMETHYLAZULENE Azulene, 1,4-dimethyl-7-(1-methylethyl)- Guaiazulenum Wheat gern oil 68917-73-7 Yuchuang Blue Oil Hydrocarbon Guaiazulene, ≥ 98.0% 489-84-9 Azulenes Terpenes Tropolones & Azulenes