10029. Voglibose

Nomenclature

CAS number: 83480-29-9
3,4-Dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)-d-epiinositol; N-(1,3-dihydroxy-2-propyl)valiolamine; AO-128; Basen (Takeda).
C10H21NO7; mol wt 267.28.
C 44.94%, H 7.92%, N 5.24%, O 41.90%.

Description and references

α-Glucosidase inhibitor. Prepn: S. Horii et al., EP 56194; eidem, US 4701559 (1982, 1987 both to Takeda); and structure-activity study: eidem et al., J. Med. Chem. 29, 1038 (1986). Synthesis: H. Fukase, S. Horii, J. Org. Chem. 57, 3651 (1992). Enzyme inhibition and pharmacology: T. Matsuo et al., Am. J. Clin. Nutr. 55, 314S (1992). Clinical pharmacology: B. Gke et al., Digestion 56, 493 (1995). Clinical evaluation in hyperinsulinemia: K. Shinozaki et al., Metabolism 45, 731 (1996).

Chemical structure

Properties

Colorless crystals, mp 162-163°. [α]D25 +26.2° (c = 1 in water).

Therapeutic Category

Antidiabetic.

Keywords

Antidiabetic; α-Glucosidase Inhibitor