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647834-15-9

647834-15-9 Structure

647834-15-9 Structure
IdentificationBack Directory
[Name]

β-D-Glucopyranoside, 2-[(4-Methoxyphenyl)Methyl]-3-thienyl (9CI)
[CAS]

647834-15-9
[Synonyms]

Atigliflozin
β-D-Glucopyranoside, 2-[(4-methoxyphenyl)methyl]-3-thienyl
β-D-Glucopyranoside, 2-[(4-Methoxyphenyl)Methyl]-3-thienyl (9CI)
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-[(4-methoxyphenyl)methyl]thiophen-3-yl]oxyoxane-3,4,5-triol
[Molecular Formula]

C18H22O7S
[MDL Number]

MFCD19443710
[MOL File]

647834-15-9.mol
[Molecular Weight]

382.43
Hazard InformationBack Directory
[Uses]

Atigliflozin (AVE-2268) is an orally active and selective SGLT-2 inhibitor, with IC50s of 10 nM and 8.2 μM for hSGLT-2 and hSGLT-1) respectively. Atigliflozin can lower the blood glucose and improve the impaired oral glucose tolerance. Atigliflozin can be used for research of type II diabetes mellitus[1].
[in vivo]

AVE2268 (1-300 mg/kg, p.o.) causes a dose-dependent increase of urinary glucose excretion (UGE) in mice and rats[2].
AVE2268 (10-100 mg/kg, p.o.) dose-dependently decreases blood glucose excursions after glucose (i.p. or p.o.) administration in mice[2].

[IC 50]

hSGLT2: 10 nM (IC50); hSGLT1: 8.2 μM (IC50)
[References]

[1] Schudok M, et al. The magic of small structure differences in a sodium-glucose cotransporter drug discovery project-14 C-labelled drug candidates in a key-differentiating study. J Labelled Comp Radiopharm. 2021 Feb;64(2):73-76. DOI:10.1002/jlcr.3869
[2] Bickel M, et al. Effects of AVE2268, a substituted glycopyranoside, on urinary glucose excretion and blood glucose in mice and rats. Arzneimittelforschung. 2008;58(11):574-80. DOI:10.1055/s-0031-1296559
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