Title: Anethole Trithione
CAS Registry Number: 532-11-6
CAS Name: 5-(4-Methoxyphenyl)-3
H-1,2-dithiole-3-thione
Synonyms: 3-(
p-anisyl)trithione; 3-(
p-methoxyphenyl)-4,5-dithiacyclopent-2-ene-1-thione; trithio-
p-methoxyphenylpropene; 5-(
p-methoxyphenyl)-1,2-dithiacyclopent-4-ene-3-thione; 3-(
p-methoxyphenyl)trithione; trithioanethole; anethole dithiolthione; ADT
Trademarks: Felviten (Grñenthal); Mucinol (Sanofi Winthrop); Sialor (Solvay); Sulfarlem (Solvay)
Molecular Formula: C10H8OS3
Molecular Weight: 240.36
Percent Composition: C 49.97%, H 3.35%, O 6.66%, S 40.02%
Literature References: Organosulfur compound that enhances glutathione synthesis and stimulates secretion of bile and saliva. Prepn: B. B?ttcher, A. Lüttringhaus,
Ann. 557, 89 (1947); O. Gaudin, N. Lozac'h,
Compt. Rend. 224, 557 (1947); A. Thuillier, J. Vialle,
Bull. Soc. Chim. Fr. 1959, 1398. HPLC determn in urine: A. N. Masoud, E. Bueding,
J. Chromatogr. 276, 111 (1983). Clinical trial in xerostomia: J. B. Epstein
et al., Oral Surg. Oral Med. Oral Pathol. 56, 495 (1983). Clinical trial in chemoprevention of lung cancer: S. Lam
et al., J. Natl. Cancer Inst. 94, 1001 (2002). Review of mechanism of chemoprotective and antioxidant effects: M.-O. Christen,
Methods Enzymol. 252, 316-323 (1995).
Properties: Orange-colored prisms from butyl acetate. Very bitter taste. mp 111°. Practically insol in water. Sol in pyridine, chloroform, benzene, dioxane, carbon disulfide. Slightly sol in ether, acetone, ethyl acetate, acetic acid, alc, cyclohexane, petr ether.
Melting point: mp 111°
Therap-Cat: Choleretic; sialogogue.
Keywords: Choleretic; Sialagogue.