Title: Teprenone
CAS Registry Number: 6809-52-5
CAS Name: 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one
Additional Names: geranylgeranylacetone; GGA
Manufacturers' Codes: E-0671; E36U31
Trademarks: Selbex (Eisai)
Molecular Formula: C23H38O
Molecular Weight: 330.55
Percent Composition: C 83.57%, H 11.59%, O 4.84%
Literature References: Acyclic polyisoprenoid 2:3 mixture of (5Z,9E,13E) and all trans (5E,9E,13E) isomers. Prepn from geranylgeranyl bromide: L. Ruzicka, L. Castro, Helv. Chim. Acta 28, 590 (1945); from substituted acetylenes: K. Sato et al., J. Org. Chem. 35, 565 (1970). Anti-ulcer and toxicity studies: M. Murakami et al., Arzneim.-Forsch. 31, 799 (1981). In vivo effects on aspirin induced gastric ulcer: eidem, Jpn. J. Pharmacol. 32, 299 (1982); on stress induced gastric ulcer: eidem, ibid. 33, 549 (1983). Mechanism of action studies: Y. Nishizawa et al., Biochem. Biophys. Res. Commun. 103, 706 (1981); K. Oketani et al., Jpn. J. Pharmacol. 33, 593 (1983). Metabolism in rats: Y. Nishizawa et al., Xenobiotica 17, 575 (1987). Determn in serum by GC-MS: M. Tanaka et al., J. Chromatogr. 231, 301 (1982); by HPLC: T. Seki et al., ibid. 424, 410 (1988).
Properties: Yellow oil, bp0.01 155-160°. d420.5 0.9081. nD20 1.4947.
Boiling point: bp0.01 155-160°
Index of refraction: nD20 1.4947
Density: d420.5 0.9081
Therap-Cat: Antiulcerative.
Keywords: Antiulcerative; Cytoprotectant (Gastric). |