Title: Exisulind
CAS Registry Number: 59973-80-7
CAS Name: (1Z)-5-Fluoro-2-methyl-1-[[4-(methylsulfonyl)phenyl]methylene]-1H-indene-3-acetic acid
Additional Names: cis-5-fluoro-2-methyl-1-(p-methylsulfonylbenzylidene)-3-acetic acid; sulindac sulfone
Manufacturers' Codes: FGN-1
Trademarks: Aptosyn (Cell Pathways)
Molecular Formula: C20H17FO4S
Molecular Weight: 372.41
Percent Composition: C 64.50%, H 4.60%, F 5.10%, O 17.18%, S 8.61%
Literature References: Sulfone metabolite of sulindac, q.v.; induces apoptosis of cancer cells. Identification as metabolite: H. B. Hucker et al., Drug Metab. Dispos. 1, 721 (1973). Prepn: H. Jones et al., J. Carbohydr. Nucleosides Nucleotides 3, 369 (1974). Antiproliferative effect vs colon cancer cells: L. J. Hixson et al., Cancer Epidemiol. Biomarkers Prev. 3, 433 (1994). HPLC determn in serum: M. Siluveru, J. T. Stewart, J. Chromatogr. B 673, 91 (1995); and clinical pharmacokinetics: G. F. Ray et al., J. Pharm. Biomed. Anal. 14, 213 (1995). Review of mechanism of action studies: D. J. Ahnen, Eur. J. Surg. Suppl. 582, 111-114 (1998).
Properties: mp 194-196°. [a]D -62° (c = 1 in CHCl3).
Melting point: mp 194-196°
Optical Rotation: [a]D -62° (c = 1 in CHCl3)
Therap-Cat: In treatment of colorectal polyps. |