Grundinformationen
- CAS
33342-05-1- Standard-SMILES
COc1ccc2c(c1)C(=O)N(CCc1ccc(S(=O)(=O)NC(=O)NC3CCCCC3)cc1)C(=O)C2(C)C- InChIKey
LLJFMFZYVVLQKT-UHFFFAOYSA-N- Summenformel
- C27H33N3O6S
- Durchschnittliche Molmasse
- 527,6 g/mol
- Monoisotopische Masse
- 527,20900695
Überblick
1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-2-isoquinolinyl)ethyl]phenyl]sulfonylurea is a member of isoquinolines.
Namen und Bezeichner
- Bevorzugter Name
- Gliquidone
- IUPAC
- 1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea
- Lokaler Name
- Glichidon
- Englischer Name
- Gliquidone
- Summenformel
- C27H33N3O6S
- Molmasse
- 527.63
Namen und Synonyme
Gliquidone33342-05-1GlurenormGliquidonumGliquidonaARDF 26ARDF-26DTXSID4023096N-(Cyclohexylcarbamoyl)-4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)benzenesulfonamideC7C2QDD75PDTXCID403096glikvidon
Weitere Namen anzeigen
ardf26ardf26seGliquidone>Gliquidone D6D6-GliquidoneGLIQUIDONE 99%Gliquidone powderGliquidone Tablets
glycvidon1-Cyclohexyl-3-(p-beta-(4,4-dimethyl-2-methoxy-1,3-(2H,4H)-isoquinolinedione-2-yl)phenethyl)sulfonylurea3-cyclohexyl-1-((4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl)benzene)sulfonyl)urea3-cyclohexyl-1-({4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzene}sulfonyl)ureaRefChem:143382A10BB08251-463-21-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea
Datenbank-Bezeichner
- CAS
33342-05-1
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,6
- Polarare Oberfläche (TPSA)
- 130 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 37
- Formalladung
- 0
- Komplexität
- 948
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
LogP4.5
Solubility
2.20e-03 g/L
69.5 [ug/mL] (The mean of the results at pH 7.4)
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point
180-182
181 °C
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 179 °C · 179 °C
- Dichte
- 1.34 · 1.34±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- 22.4 mg/mL · ≥22.4 mg/mL in DMSO; insoluble in H2O; ≥2.455 mg/mL in EtOH with gentle warming and ultrasonic
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS ClassificationNot Classified
Gefahrenhinweise
Hazard Classes and CategoriesNot Classified
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 29147000
- RTECS-Nr.
- DB1584250
- safety_code
- 24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
ATC Code
A10BB08
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Pharmacodynamics
Gliquidone is an anti-diabetic drug in the sulfonylurea class. In patients with diabetes mellitus, there is a deficiency or absence of a hormone manufactured by the pancreas called insulin. Insulin is the main hormone responsible for the control of sugar in the blood. Gliquidone is an antidiabetic medication which is used in those patients with adult maturity onset or non-insulin dependent diabetes (NIDDM). It works by lowering blood sugar levels by stimulating the production and release of insulin from the pancreas. It also promotes the movement of sugar from the blood into the cells in the body which need it.
Mechanism of Action
The mechanism of action of gliquidone in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and increasing sensitivity of peripheral tissues to insulin. Gliquidone likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin.
Biological Half-LifeThe mean terminal half-life was approximately 8 hours (range 5.7-9.4 hours)
MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Cellular LocationsMembrane
Verwendung und Herstellung
UsesUse (kg; approx.) in Germany (2009): >250
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