Acarbose

• Catalog No.: Bio-0654
• CAS Number: 56180-94-0
• M. F.: C25H43NO18
• M. W.: 645.60482

SYNONYMS

• IUPAC name: (3R,4R,6R)-5-{[(3R,4R,6R)-5-{[(3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: (3R,4R,6R)-5-{[(3R,4R,6R)-5-{[(3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• Synonyms: Precose; Glucobay; Amylostatin J; Prandase

DATABASE IDS

• CAS Number: 56180-94-0

PROPERTIES

• Application(s): Used for treatment of diabetes, hyperlipidaemia and obesity
• Biological Source: Isol. from Actinoplanes sp.
• Mechanism of Action: A potent inhibitor of alpha-glucosidases and saccharases

REFERENCES

• Ger. Pat., 1975, 2 347 782; CA, 83, 56721s
• Schmidt, D.D. et al., Naturwissenschaften, 1977, 64, 535-536; 536-537, (isol, props)
• Truscheit, E. et al., Angew. Chem., Int. Ed., 1981, 20, 744-761, (rev)
• Creutzfeldt, W., Int. Congr. Ser. Excerpta Med., 1982, 594, (book)
• Junge, B. et al., Carbohydr. Res., 1984, 128, 235-268, (struct)
• Bock, K. et al., Carbohydr. Res., 1984, 132, 142-149, (conformn)
• Ogawa, S. et al., Chem. Comm., 1988, 605, (synth)
• Clissold, S.P. et al., Drugs, 1988, 35, 214, (rev, pharmacol)
• Maul, W. et al., Arzneim.-Forsch., 1989, 39, 1251-1253, (synth)
• Shibata, Y. et al., Carbohydr. Res., 1989, 189, 309-322, (synth)
• Peruche, B., Pharm. Ztg., 1992, 137, 30; 32; 34; 36, (rev)