guaiazulene

Names

[ CAS No. ]:
489-84-9

[ Name ]:
guaiazulene

[Synonym ]:
1,4-Dimethyl-7-(propan-2-yl)azulen
Guajazulene
Azulene, 1,4-dimethyl-7-(1-methylethyl)-
1,4-dimethyl-7-propan-2-ylazulene
Cuteazul
Gurjunazulen
Eucazulen
Vetivazulen
Azulon
Vaumigan
Azulene, 1,4-dimethyl-7- (1-methylethyl)-
EINECS 207-701-2
MFCD00003811
7-Isopropyl-1,4-dimethylazulene
guaiazulene
1,4-Dimethyl-7-isopropylazulene (JAN)
1,4-Dimethyl-7-isopropylazulene

Biological Activity

[Description]:

Guaiazulene is present in several essential oils of medicinal and aromatic plants, with antioxidant activity. Guaiazulene has in vitro cytotoxic activity against neuron and N2a neuroblastom (N2a-NB) cells[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Kourounakis AP, et al. Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. J Pharm Pharmacol. 1997 Sep;49(9):938-42.

[2]. Togar B, et al. Guaiazulene biochemical activity and cytotoxic and genotoxic effects on rat neuron and N2a neuroblastom cells. J Intercult Ethnopharmacol. 2015 Jan-Mar;4(1):29-33.

Chemical & Physical Properties

[ Density]:
0.976

[ Boiling Point ]:
305.4±22.0 °C at 760 mmHg

[ Melting Point ]:
27-29 °C(lit.)

[ Molecular Formula ]:
C₁₅H₁₈

[ Molecular Weight ]:
198.303

[ Flash Point ]:
142.3±13.1 °C

[ Exact Mass ]:
198.140854

[ LogP ]:
5.71

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.573

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CO4790000

CHEMICAL NAME :: Azulene, 1,4-dimethyl-7-isopropyl-

CAS REGISTRY NUMBER :: 489-84-9

BEILSTEIN REFERENCE NO. :: 1365001

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C15-H18

MOLECULAR WEIGHT :: 198.33

WISWESSER LINE NOTATION :: L57J B1 F1 IY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1550 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1220 mg/kg

TOXIC EFFECTS :: Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 54,362,1958

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 525 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 54,362,1958

Safety Information

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S36/37/39-S26-S22

[ WGK Germany ]:
3

[ RTECS ]:
CO4790000