CAS 80879-63-6|EMIGLITATE

Introduction:Basic information about CAS 80879-63-6|EMIGLITATE, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameEMIGLITATE
CAS Number80879-63-6Molecular Weight355.38300
Density1.328g/cm3Boiling Point580.2ºC at 760 mmHg
Molecular FormulaC17H25NO7Melting Point/
MSDS/Flash Point304.7ºC

Names

Nameethyl 4-[2-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]ethoxy]benzoate
SynonymMore Synonyms

EMIGLITATE BiologicalActivity

DescriptionEmiglitate (BAY o 1248) is a potent, selective and competitive inhibitor of α-glucoside hydrolase.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease
In VitroEmiglitate greatly suppresses the glucose-stimulated insulin release in parallel with an inhibitory effect on the activities of acid glucan-1,4-α-glucosidase and acid α-glucosidase. In contrast, the activities of acid phosphatase and N-acetyl-β-D-glucosaminidase tend to increase in the presence of the α-glucoside hydrolase inhibitor. The CO-induced amplification of the glucose-stimulated insulin release as well as of the increased activities of the acid α-glucoside hydrolases are abrogated by emiglitate and displayed the same levels as in the absence of CO. The CO-induced rise in the activities of acid phosphatase and acid N-acetyl-β-D-glucosaminidase is not appreciably affected by emiglitate[1].
In VivoIn fasted rats, emiglitate inducec a significant, dose-dependent increase of hepatic glycogen concentrations. The increase in hepatic glycogen is due to lysosomal storage of glycogen only. Emiglitate in the amount of 5 mg/kg b.wt. does not induce significant changes either of glycogen concentrations or at the EM-level[2].
Kinase AssayEffect of the selective α-glucoside hydrolase inhibitor emiglitate (100 μM) on glucose-stimulated insulin secretion and islet lysosomal enzyme activities at 12 mM glucose in the absence and presence of CO gas is studied. Islets are incubated in the absence (open columns) or presence (solid columns) of emiglitate. Experiments are performed both in the presence (the two columns to the right) and in the absence (the two columns to the left) of exogenous CO[1].
References

[1]. Mosén H, et al. Nitric oxide inhibits, and carbon monoxide activates, islet acid alpha-glucoside hydrolase activitiesin parallel with glucose-stimulated insulin secretion. J Endocrinol. 2006 Sep;190(3):681-93.

[2]. Lembcke B, et al. Lysosomal storage of glycogen as a sequel of alpha-glucosidase inhibition by the absorbed deoxynojirimycin derivative emiglitate (BAYo1248). A drug-induced pattern of hepatic glycogen storage mimicking Pompe's disease (glycogenosis type II). Res Exp Med (Berl). 1991;191(6):389-404.

Chemical & Physical Properties

Density1.328g/cm3
Boiling Point580.2ºC at 760 mmHg
Molecular FormulaC17H25NO7
Molecular Weight355.38300
Flash Point304.7ºC
Exact Mass355.16300
PSA119.69000
Index of Refraction1.584
InChIKeyNWWORXYTJRPSMC-QKPAOTATSA-N
SMILESCCOC(=O)c1ccc(OCCN2CC(O)C(O)C(O)C2CO)cc1
Storage condition2-8℃

Synonyms

Ethyl p-(2-((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidino)ethoxy)benzoate
ethyl 4-{2-[(2r,3r,4r,5s)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]ethoxy}benzoate
EINECS 279-613-2
1,5-Dideoxy-1,5-((2-(4-(ethoxycarbonyl)phenoxy)ethyl)imino)-D-glucitol
Emiglitatum [Latin]
Emiglitato [Spanish]
Bay-o-1248
Emiglitate
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