N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide

• ChemBase ID: 1199
• Molecular Formular: C13H15N3O4S
• Molecular Mass: 309.3409
• Monoisotopic Mass: 309.07832698
• SMILES: S(=O)(=O)(Nc1ncc(OCCOC)cn1)c1ccccc1
• Canonical SMILES: COCCOc1cnc(nc1)NS(=O)(=O)c1ccccc1
• InChI: InChI=1S/C13H15N3O4S/c1-19-7-8-20-11-9-14-13(15-10-11)16-21(17,18)12-5-3-2-4-6-12/h2-6,9-10H,7-8H2,1H3,(H,14,15,16)
• InChIKey: QFWPJPIVLCBXFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
• IUPAC Traditional name: glycodiazine
• Synonyms: Glymidine; Glidiazine; Glycodiazine

Database IDs

• CAS Number: 339-44-6
• PubChem SID: 160964661; 46507076
• PubChem CID: 9565

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.9183197
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.9971591
• LogD (pH = 7.4): 0.5350139
• Log P: 1.0115399
• Molar Refractivity: 77.0072 cm^3
• Polarizability: 30.371511 Å^3
• Polar Surface Area: 90.41 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.27
• LOG S: -3.4
• Solubility (Water): 1.24e-01 g/l

DETAILS

DrugBank - DB01382

• Drug Groups: approved
• Description: Glycodiazine 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. 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. This increase in intracellular calcium ion concentration induces the secretion of insulin. It is used for the concomitant use with insulin for the treatment of noninsulin-dependent (type 2) diabetes mellitus.
• Indication: Glycodiazine is used concomitantly with insulin for the treatment of noninsulin-dependent (type 2) diabetes mellitus.
• Pharmacology: Glycodiazine 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.
• Toxicity: Severe hypoglycemic reactions with coma, seizure, or other neurological impairment.
• Affected Organisms: Humans and other mammals
• Absorption: Rapidly and completely absorbed following oral administration.
• Half Life: 4 hours.
• Protein Binding: 90% bound to plasma proteins.