CAS 106881-43-0

α-D-Fructopyranose, 1-sulfamate

Description:

α-D-Fructopyranose, 1-sulfamate is a derivative of fructose, specifically a sulfamate ester of the pyranose form of D-fructose. This compound features a six-membered ring structure typical of pyranoses, with a sulfamate group (-SO2NH2) attached at the first carbon position. It is characterized by its sweet taste, which is a common trait among many sugar derivatives, and it may exhibit solubility in water due to the presence of hydroxyl groups and the sulfamate moiety. The sulfamate group can enhance the compound's stability and may influence its reactivity and biological interactions. This substance is of interest in various fields, including food science and pharmaceuticals, due to its potential applications as a sweetener or in metabolic studies. Its chemical properties, such as melting point, boiling point, and reactivity, can vary based on environmental conditions and the presence of other substances. As with many sulfamate compounds, it may also exhibit specific interactions with enzymes or receptors in biological systems.

Formula: C₆H₁₃NO₈S

InChI: InChI=1S/C6H13NO8S/c7-16(12,13)15-2-6(11)5(10)4(9)3(8)1-14-6/h3-5,8-11H,1-2H2,(H2,7,12,13)/t3-,4-,5+,6+/m1/s1

InChI key: InChIKey=BGTCZSJLWAMWRH-ZXXMMSQZSA-N

SMILES: C(OS(N)(=O)=O)[C@@]1(O)[C@@H](O)[C@H](O)[C@H](O)CO1

Synonyms:

• α-D-Fructopyranose, 1-sulfamate

β-D-Fructopyranose 1-Sulfamate (Mixture of Isomers)

Controlled Product

CAS: 106881-42-9, 106881-43-0, 106881-44-1, 106881-45-2

Applications β-D-Fructopyranose 1-Sulfamate, is an impurity of Topiramate (T540250), which is an anticonvulsant (antiepilepsy) drug, that has been approved for weight loss by FDA.
References Maryanoff, B.E., et al.: J. Med. Chem., 30, 880 (1987), Bialer, M.: Clin. Pharmacokinet., 24, 441 (193),

Formula: C₆H₁₃NO₈S

Color and Shape: Neat

Molecular weight: 259.23

Ref: TR-F792495