Title: Miglitol
CAS Registry Number: 72432-03-2
CAS Name: 1,5-Dideoxy-1,5-[(2-hydroxyethyl)imino]-D-glucitol
Additional Names: N-(2-hydroxyethyl)moranoline; (2R,3R,4R,5S)-1-(2-hydroxyethyl)-2-(hydroxymethyl)-3,4,5-piperidinetriol; N-(b-hydroxyethyl)-1-deoxynojirimycin
Manufacturers' Codes: Bay m 1099
Trademarks: Diastabol (Sanofi-Synthelabo); Glyset (Pfizer)
Molecular Formula: C8H17NO5
Molecular Weight: 207.22
Percent Composition: C 46.37%, H 8.27%, N 6.76%, O 38.60%
Literature References: a-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 a-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.
Melting point: mp 114°
pKa: pKa 5.9
Therap-Cat: Antidiabetic.
Keywords: Antidiabetic; a-Glucosidase Inhibitor. |