1,5-Didesoxy-1,5-[[2-[4-(ethoxycarbonyl)phenoxy]ethyl]imino]-D-glucitol
Emiglitate
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Grundinformationen
- CAS
80879-63-6- Standard-SMILES
CCOC(=O)c1ccc(OCCN2C[C@H](O)[C@@H](O)[C@H](O)[C@H]2CO)cc1- InChIKey
NWWORXYTJRPSMC-QKPAOTATSA-N- Summenformel
- C17H25NO7
- Durchschnittliche Molmasse
- 355,387 g/mol
- Monoisotopische Masse
- 355,16310214
Namen und Bezeichner
- Bevorzugter Name
- Emiglitate
- IUPAC
- Ethyl 4-{2-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]ethoxy}benzoate
- Lokaler Name
- 1,5-Didesoxy-1,5-[[2-[4-(ethoxycarbonyl)phenoxy]ethyl]imino]-D-glucitol
- Englischer Name
- 1,5-dideoxy-1,5-[[2-[4-(ethoxycarbonyl)phenoxy]ethyl]imino]-D-glucitol
- Summenformel
- C17H25NO7
- Molmasse
- 355.38
Namen und Synonyme
MKC-542BAY-o-1248Emiglitate1,5-dideoxy-1,5-[[2-[4-(ethoxycarbonyl)phenoxy]ethyl]imino]-D-glucitol1,5-dideoxy-1,5-[[2-[4-(ethoxycarbonyl)phenoxy]ethyl]imino]-D-glucitol USP/EP/BP4-[2-[(2R,3R,4R,5S)-3,4,5-Trihydroxy-2-(hydroxymethyl)piperidino]ethoxy]benzoic acid ethyl esterBenzoic acid, 4-[2-[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)-1-piperidinyl]ethoxy]-, ethyl ester
Datenbank-Bezeichner
- CAS
80879-63-6- PubChem CID
- 72004
- DTXSID
DTXSID2048799- ChEMBL
CHEMBL2106304- ChEBI
CHEBI:230574- UNII
- PF8AB2IBUM
- EC Number
- 279-613-2
- Nikkaji
- J22.810I
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 580.2 · 580.2±50.0 °C(Predicted)
- Dichte
- 1.328 · 1.328±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- Soluble in DMSO
- Aggregatzustand
- Solid
- pka
- 13.68 · 13.68±0.70(Predicted)
- Farbe
- White to off-white
Chemie und Industrie
Anwendungen
BeschreibungEmiglitate (BAY O 1248), another deoxynojirimycin analogue is characterized by at least five-fold higher inhibitory potency than acarbose and additionally shows a long-lasting inhibitory effect. In animal studies emiglitate was still active up to 17 h after a single oral administration due to its pharmacokinetic behavior (formation of an active metabolite). Both miglitol and emiglitate differ in their pharmacokinetic behavior from acarbose, which is poorly absorbed (1 – 2 %). The deoxynojirimycin derivatives are structurally related to monosaccharides and will be absorbed in the jejunum.
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