Title: Troglitazone
CAS Registry Number: 97322-87-7
CAS Name: 5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2
H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazolidinedione
Synonyms: (±)-5-[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione; romglizone
Manufacturers' Codes: CS-045; CI-991
Trademarks: Noscal (Sankyo); Prelay (Sankyo); Rezulin
Molecular Formula: C24H27NO5S
Molecular Weight: 441.54
Percent Composition: C 65.28%, H 6.16%, N 3.17%, O 18.12%, S 7.26%
Literature References: Oral hypoglycemic agent which improves insulin sensitivity and decreases hepatic glucose production. Prepn:
JP Kokai 85 51189; T. Yoshioka
et al., US 4572912 (1985, 1986 both to Sankyo); T. Yoshioka
et al., J. Med. Chem. 32, 421 (1989). Mechanism of action studies: T. P. Ciaraldi
et al., Metabolism 39, 1056 (1990); M. Kellerer
et al., Diabetes 43, 447 (1994). Clinical evaluation: T. Kuzuya
et al., Diabetes Res. Clin. Pract. 11, 147 (1991). Clinical metabolic effects: S. L. Suter
et al., Diabetes Care 15, 193 (1992).
Properties: Crystals from benzene-acetone, mp 184-186°.
Melting point: mp 184-186°
Therap-Cat: Antidiabetic.
Keywords: Antidiabetic; Thiazolidinediones; Insulin Sensitizer.