Identification

Name
Glibornuride
Accession Number
DB08962
Type
Small Molecule
Groups
Investigational, Withdrawn
Description

Glibornuride is a sulfonylurea-type anti-diabetic drug.

Structure
Thumb
Synonyms
  • Glibornurid
  • Glibornurida
  • Glibornuride
  • Glibornuridum
External IDs
RO 6-4563
International/Other Brands
Glutril (Meda Pharma)
Categories
UNII
VP83E7434R
CAS number
26944-48-9
Weight
Average: 366.48
Monoisotopic: 366.161328499
Chemical Formula
C18H26N2O4S
InChI Key
RMTYNAPTNBJHQI-LLDVTBCESA-N
InChI
InChI=1S/C18H26N2O4S/c1-11-5-7-12(8-6-11)25(23,24)20-16(22)19-14-13-9-10-18(4,15(14)21)17(13,2)3/h5-8,13-15,21H,9-10H2,1-4H3,(H2,19,20,22)/t13-,14+,15+,18+/m1/s1
IUPAC Name
3-[(1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]-1-(4-methylbenzenesulfonyl)urea
SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)N[C@@H]1[C@H](O)[C@]2(C)CC[C@H]1C2(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
AcebutololAcebutolol may increase the hypoglycemic activities of Glibornuride.
AcenocoumarolGlibornuride may increase the anticoagulant activities of Acenocoumarol.
AcetazolamideThe therapeutic efficacy of Glibornuride can be increased when used in combination with Acetazolamide.
Acetylsalicylic acidAcetylsalicylic acid may increase the hypoglycemic activities of Glibornuride.
AlbiglutideAlbiglutide may increase the hypoglycemic activities of Glibornuride.
AlogliptinAlogliptin may increase the hypoglycemic activities of Glibornuride.
AlprenololAlprenolol may increase the hypoglycemic activities of Glibornuride.
Aluminium clofibrateAluminium clofibrate may increase the hypoglycemic activities of Glibornuride.
AmcinonideThe therapeutic efficacy of Glibornuride can be decreased when used in combination with Amcinonide.
Aminosalicylic AcidAminosalicylic Acid may increase the hypoglycemic activities of Glibornuride.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,654,357.

General References
Not Available
External Links
KEGG Drug
D02427
PubChem Compound
12818200
PubChem Substance
310264926
ChemSpider
16735831
ChEBI
135545
ChEMBL
CHEMBL529888
Drugs.com
Drugs.com Drug Page
Wikipedia
Glibornuride
ATC Codes
A10BB04 — Glibornuride

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
Not AvailableCompletedNot AvailableType 2 Diabetes Mellitus3

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)193-195U.S. Patent 3,654,357.
Predicted Properties
PropertyValueSource
Water Solubility0.0635 mg/mLALOGPS
logP2.09ALOGPS
logP2.48ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.32ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area95.5 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity94.73 m3·mol-1ChemAxon
Polarizability38.55 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Monoterpenoids
Direct Parent
Bicyclic monoterpenoids
Alternative Parents
Tosyl compounds / Benzenesulfonamides / Aromatic monoterpenoids / Benzenesulfonyl compounds / Sulfonylureas / Organosulfonic acids and derivatives / Aminosulfonyl compounds / Secondary alcohols / Organic carbonic acids and derivatives / Cyclic alcohols and derivatives
show 4 more
Substituents
Aromatic monoterpenoid / Benzenesulfonamide / Bornane monoterpenoid / Bicyclic monoterpenoid / Tosyl compound / Benzenesulfonyl group / Sulfonylurea / Toluene / Monocyclic benzene moiety / Benzenoid
show 18 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C9
Uniprot ID
P11712
Uniprot Name
Cytochrome P450 2C9
Molecular Weight
55627.365 Da

Drug created on May 30, 2014 11:19 / Updated on October 01, 2018 14:44