Glycodiazine (CHEM022299)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:27:15 UTC
Update Date2016-11-09 01:17:28 UTC
Accession NumberCHEM022299
Identification
Common NameGlycodiazine
ClassSmall Molecule
DescriptionGlycodiazine 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.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Benzenesulfonamido-5-(2-methoxyethoxy)pyrimidineChEBI
GlidiazineChEBI
GlymidinumChEBI
2-Benzenesulphonamido-5-(2-methoxyethoxy)pyrimidineGenerator
GlymidineHMDB
N-[5-(2-Methoxyethoxy)pyrimidin-2-yl]benzenesulphonamideHMDB
GlycodiazineMeSH
Chemical FormulaC13H15N3O4S
Average Molecular Mass309.341 g/mol
Monoisotopic Mass309.078 g/mol
CAS Registry Number339-44-6
IUPAC NameN-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
Traditional Nameglycodiazine
SMILESCOCCOC1=CN=C(NS(=O)(=O)C2=CC=CC=C2)N=C1
InChI IdentifierInChI=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)
InChI KeyQFWPJPIVLCBXFJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonamides
Direct ParentBenzenesulfonamides
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Benzenesulfonyl group
  • Alkyl aryl ether
  • Pyrimidine
  • Organosulfonic acid amide
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Sulfonyl
  • Aminosulfonyl compound
  • Heteroaromatic compound
  • Dialkyl ether
  • Organoheterocyclic compound
  • Azacycle
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP1.27ALOGPS
logP1.01ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.92ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area90.41 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity77.01 m³·mol⁻¹ChemAxon
Polarizability31.29 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kb-9770000000-ea6c0b6ca2cdf199cf0bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1539000000-cad8a53e4094d40387f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0k96-6922000000-cf7c45f02c1c50bf26e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02vi-9310000000-6463cc4b55dbc70dc51eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0149000000-b06862f8e17b75fb66e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0kai-1961000000-9d7ab1d9bbe75471d3f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003u-4910000000-0bafe7ba5932a7189116Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0009000000-454a20f41f470b743b2dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0319000000-dd30359a3347b4f1d3e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06vm-4921000000-ec2a33f6dbe52eca5beaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0029000000-cf79580c51558359ef5dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-0890000000-1c58185ace70bb715004Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bu0-0900000000-dd2cbfd0834f41e05057Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01382
HMDB IDHMDB0015461
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkGlymidine sodium
Chemspider ID9190
ChEBI ID1178587
PubChem Compound ID9565
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=158106
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=4149442
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4230739
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=4239707
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=4294367
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=4790141
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=4801689
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=4889379
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=5434298
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=5571511
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=5636700
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=6029147