Basic information
- CAS
339-44-6- Standard SMILES
COCCOc1cnc(NS(=O)(=O)c2ccccc2)nc1- InChIKey
QFWPJPIVLCBXFJ-UHFFFAOYSA-N- Molecular formula
- C13H15N3O4S
- Average molar mass
- 309.34 g/mol
- Monoisotopic mass
- 309.07832714
Overview
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-).
Names & identifiers
- Preferred name
- Glymidine
- IUPAC
- N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
- English name
- N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
- Molecular formula
- C13H15N3O4S
- Molecular weight
- 309.3409
Names & synonyms
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]-
Show more names
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]
Database identifiers
- CAS
339-44-6- PubChem CID
- 9565
- DTXSID
DTXSID1023108- ChEMBL
CHEMBL1697838- ChEBI
CHEBI:146188
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 98.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 385
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility1.24e-01 g/L
Melting Point220-223
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 152 · 152-154°
- storage temp.
- Refrigerator
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- Light Beige
- FDA UNII
- 4 C5I4BQZ8F · 4C5I4BQZ8F
- NCI Drug Dictionary
- glymidine
- ATC code
- 10 BC01 · A10BC01
Chemistry & industry
Pharmacology
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
Applications
UsesGlymidine is used in biological activities to predict human intestinal absorption in drug discovery.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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