Ipragliflozin
Grundinformationen
- CAS
761423-87-4- Standard-SMILES
OC[C@H]1O[C@@H](c2ccc(F)c(Cc3cc4ccccc4s3)c2)[C@H](O)[C@@H](O)[C@@H]1O- InChIKey
AHFWIQIYAXSLBA-RQXATKFSSA-N- Summenformel
- C21H21FO5S
- Durchschnittliche Molmasse
- 404,5 g/mol
- Monoisotopische Masse
- 404,1093731
Überblick
Ipragliflozin is a glycoside.
Namen und Bezeichner
- Bevorzugter Name
- Ipragliflozin
- IUPAC
- (2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
- Englischer Name
- Ipragliflozin
- Summenformel
- C21H21FO5S
- Molmasse
- 404.45
Namen und Synonyme
Ipragliflozin761423-87-4suglatASP1941ASP-1941ipragliflozinaipragliflozine(2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol3N2N8OOR7XDTXSID701032738(1S)-1,5-Anhydro-1-c-[3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl]-D-glucitol(1S)-1,5-Anhydro-1-C-(3-((1-benzothiophen-2-yl)methyl)-4-fluorophenyl)-D-glucitol
Weitere Namen anzeigen
CS-1580IgliazineYigelejingIpraglifozinIprag iflozinIpragliflozin-002Iglienet free baseIpragliflozin, >=98%
(2S,3R,4R,5S,6R)-2-{3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl}-6-(hydroxymethyl)oxane-3,4,5-triol(1S)-1,5-anhydro-1-(3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl)-D-glucitolipragliflozinum(2S,3R,4R,5S,6R)-2-(3-((1-benzothiophen-2-yl)methyl)-4-fluorophenyl)-6-(hydroxymethyl)oxane-3,4,5-triol(2S,3R,4R,5S,6R)-2-(3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)oxane-3,4,5-triolRefChem:148654A10BK05DTXCID401517751
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,5
- Polarare Oberfläche (TPSA)
- 118 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 28
- Formalladung
- 0
- Komplexität
- 525
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Alimentary tract and metabolism -> Drugs used in diabetes
Pharmaceuticals -> Listed in ZINC15
Physikochemische Eigenschaften
- Schmelzpunkt
- 155 · 155-157°C
- Siedepunkt
- 628.8 · 628.8±55.0 °C(Predicted)
- Dichte
- 1.452 · 1.452
- storage temp.
- Refrigerator
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 13.27 · 13.27±0.70(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- InChI
- InChI=1/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/s3
- InChIKey
- AHFWIQIYAXSLBA-OPUVIHLBNA-N
- SMILES
- O1[C@H](CO)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1C1C=CC(F)=C(CC2=CC3C=CC=CC=3S2)C=1 |&1:1,4,6,8,10,r|
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H303
Chemie und Industrie
Pharmakologische Informationen
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological ClassificationCompounds that inhibit SODIUM-GLUCOSE TRANSPORTER 2. They lower blood sugar by preventing the reabsorption of glucose by the kidney and are used in the treatment of TYPE 2 DIABETES MELLITUS.
Anwendungen
HistoryIpragliflozin L-proline was approved in Japan in January 2014 for the treatment of type 2 diabetes. The drug was discovered by Astellas Pharma and co-developed and marketed with Kotobuki Pharmaceutical and Merck Sharp Dohme as Suglat. Similar to empagliflozin (XIII), ipragliflozin L-proline is a sodium-glucose 1956 A. C. Flick et al. / Bioorg. Med. Chem. 24 (2016) 1937–1980 co-transporter-2 inhibitor which prevents glucose reabsorption by excreting excess glucose in the urine. Ipragliflozin exhibits remarkable selectivity over SLGT-1 (>250x).
VerwendenIpragliflozin is a potent and selective inhibitor of sodium-glucose cotransporter-2 (SGLT2) and can serve as a potential agent for the treatment of type 1 and type 2 diabetes.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
2
Notizen zur Verbindung
Wird geladen…