Guaiazulene
Title: Guaiazulene
CAS Registry Number: 489-84-9
CAS Name: 1,4-Dimethyl-7-(1-methylethyl)azulene
Additional Names: 7-isopropyl-1,4-dimethylazulene; S-guaiazulene
Trademarks: AZ 8 (Millet Roux); AZ 8 Beris (Weimer); Eucazulen; Kessazulen; Vaumigan
Molecular Formula: C15H18
Molecular Weight: 198.30
Percent Composition: C 90.85%, H 9.15%
Literature References: Isoln from chamomile oil: Sorm et al., Collect. Czech. Chem. Commun. 16, 626 (1951); from guaiac wood oil: Joos, CH 314487 (1956), C.A. 52, 443b (1958). Total synthesis: Plattner et al., Helv. Chim. Acta 32, 2452 (1949); Sorm et al., Collect. Czech. Chem. Commun. 16, 168 (1951); Jacob et al., Tetrahedron 20, 2821 (1964); J. Mukherjee et al., J. Am. Chem. Soc. 101, 251 (1979). Pharmacokinetics of guaiazulene soluble in animals: H. Mukai et al., J. Pharmacobio-Dyn. 8, 329, 337 (1985). Effect on gastric and duodenal ulcers in rats: S. Okabe et al., Nippon Yakurigaku Zasshi 88, 467 (1986), C.A. 106, 43769 (1987).
Properties: Blue oil. bp10 165-170°.
Boiling point: bp10 165-170°
 
Derivative Type: 3-Sulfonate sodium salt
CAS Registry Number: 6223-35-4
Additional Names: 5-Isopropyl-3,8-dimethyl-1-azulenesulfonic acid sodium salt; sodium gualenate; guaiazulene soluble
Trademarks: Azulon (Rorer)
Molecular Formula: C15H17NaO3S
Molecular Weight: 300.35
Percent Composition: C 59.98%, H 5.71%, Na 7.65%, O 15.98%, S 10.68%
 
Derivative Type: Trinitrobenzene deriv
CAS Registry Number: 4968-29-0
Molecular Formula: C15H18.C6H3N3O6
Molecular Weight: 411.41
Percent Composition: C 61.31%, H 5.14%, N 10.21%, O 23.33%
Properties: Violet to black needles from ethanol, mp 151°.
Melting point: mp 151°
 
Therap-Cat: Anti-inflammatory; antiulcerative.
Keywords: Anti-inflammatory (Nonsteroidal); Antiulcerative; Cytoprotectant (Gastric).

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