Grundinformationen
- CAS
339-44-6- Standard-SMILES
COCCOc1cnc(NS(=O)(=O)c2ccccc2)nc1- InChIKey
QFWPJPIVLCBXFJ-UHFFFAOYSA-N- Summenformel
- C13H15N3O4S
- Durchschnittliche Molmasse
- 309,34 g/mol
- Monoisotopische Masse
- 309,07832714
Überblick
Glymidine is a sulfonamide that is N-(pyrimidin-2-yl)benzenesulfonamide which is substituted at position 5 of the pyrimidine ring by a 2-methoxyethoxy group. It is a hypoglycemic drug used for the treatment of diabetes mellitus. It has a role as a hypoglycemic agent. It is a sulfonamide, a member of pyrimidines and a diether. It is a conjugate acid of a glymidine(1-).
Namen und Bezeichner
- Bevorzugter Name
- Glymidine
- IUPAC
- N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
- Lokaler Name
- N-[5-(2-Methoxyethoxy)-2-pyrimidinyl]benzolsulfonamid
- Englischer Name
- N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
- Summenformel
- C13H15N3O4S
- Molmasse
- 309.3409
Namen und Synonyme
GLYMIDINEGlycodiazineGlidiazine339-44-6GlymidinumN-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamideN-(5-(2-Methoxyethoxy)pyrimidin-2-yl)benzenesulfonamide4C5I4BQZ8FBenzenesulfonamide, N-(5-(2-methoxyethoxy)-2-pyrimidinyl)-DTXSID1023108CHEBI:146188Benzenesulfonamide, N-[5-(2-methoxyethoxy)-2-pyrimidinyl]-
Weitere Namen anzeigen
N-[5-(2-methoxyethoxy)-2-pyrimidinyl]benzenesulphonamide
RefChem:144030DTXCID703108206-426-5GlycodiazinN-(5-(2-Methoxyethoxy)-2-pyrimidinyl)benzenesulfonamideN-[5-(2-Methoxyethoxy)-2-pyrimidinyl]benzenesulfonamideN-(5-(2-Methoxyethoxy)-2-pyrimidinyl)benzenesulphonamideGlycodiazin [German]
Datenbank-Bezeichner
- CAS
339-44-6- PubChem CID
- 9565
- DTXSID
DTXSID1023108- ChEMBL
CHEMBL1697838
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,9
- Polarare Oberfläche (TPSA)
- 98,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 385
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Solubility1.24e-01 g/L
Melting Point220-223
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 152 · 152-154°
- storage temp.
- Refrigerator
- Löslichkeit
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- Aggregatzustand
- Solid
- Farbe
- Light Beige
Chemie und Industrie
Pharmakologische Informationen
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Protein Binding90% bound to plasma proteins.
PharmacodynamicsGlycodiazine is used with diet to lower blood glucose by increasing the secretion of insulin from pancreas and increasing the sensitivity of peripheral tissues to insulin.
Mechanism of Action
The mechanism of action of glycodiazine 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. Glycodiazine 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. The rise in intracellular calcium leads to increased fusion of insulin granulae with the cell membrane, and therefore increased secretion of (pro)insulin.
Biological Half-Life4 hours.
Absorption, Distribution and ExcretionRapidly and completely absorbed following oral administration.
Cellular LocationsMembrane
Anwendungen
VerwendenGlymidine is used in biological activities to predict human intestinal absorption in drug discovery.
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