6187. Miglitol
Nomenclature
CAS number: 72432-03-2
1,5-Dideoxy-1,5-[(2-hydroxyethyl)imino]-d-glucitol; N-(2-hydroxyethyl)moranoline; (2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol; N-(β-hydroxyethyl)-1-deoxynojirimycin; Baym 1099; Diastabol (Sanofi-Synthelabo); Glyset (Pfizer). C8H17NO5; mol wt 207.22.
C 46.37%, H 8.27%, N 6.76%, O 38.60%.
Description and references
α-Glucosidase inhibitor; hydroxyethyl derivative of 1-deoxynojirimycin, q.v. Prepn: B. Junge et al., DE 2758025; eidem, US 4639436 (1979, 1987 both to Bayer AG). Inhibition of α-glucosidase: B. Lembcke et al., Digestion 31, 120 (1985); and hypoglycemic activity: Y. Yoshikuni et al., J. Pharmacobio-Dyn. 11, 356 (1988). Clinical evaluations in insulin dependent diabetes: J. Gerard et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 25, 483 (1987); F. P. Kennedy, J. E. Gerich, Clin. Pharmacol. Ther. 42, 455 (1987). Review of pharmacology, clinical efficacy, and therapeutic potential in non-insulin dependent diabetes: L. J. Scott, C. M. Spencer, Drugs 59, 521-549 (2000).
Properties
Crystals from ethanol, mp 114°. Sol in water. pKa 5.9.Therapeutic Category
Antidiabetic.
Keywords
Antidiabetic; α-Glucosidase Inhibitor