Ropidoxuridine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Ropidoxuridine
Accession Number
DB06485
Type
Small Molecule
Groups
Investigational
Description

Ropidoxuridine is a novel, orally available, thymidine analogue and prodrug for IUdR, which demonstrated a survival advantage in Phase II studies in anaplastic astrocytoma, a type of brain tumor.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-726188
Categories
Not Available
UNII
3HX21A3SQF
CAS number
93265-81-7
Weight
Average: 338.101
Monoisotopic: 337.97635
Chemical Formula
C9H11IN2O4
InChI Key
XIJXHOVKJAXCGJ-XLPZGREQSA-N
InChI
InChI=1S/C9H11IN2O4/c10-5-2-11-9(15)12(3-5)8-1-6(14)7(4-13)16-8/h2-3,6-8,13-14H,1,4H2/t6-,7+,8+/m0/s1
IUPAC Name
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2-dihydropyrimidin-2-one
SMILES
OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C=NC1=O

Pharmacology

Indication

Investigated for use/treatment in cancer/tumors (unspecified).

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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
8016494
ChEMBL
CHEMBL2103821

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Active Not RecruitingTreatmentAdvanced Bile Duct Carcinoma / Advanced Gastric Cancer / Bile Duct Carcinoma / Metastatic Colon Cancer / Stage II Esophageal Cancer AJCC v7 / Stage II Pancreatic Cancer AJCC v6 and v7 / Stage IIA Esophageal Cancer AJCC v7 / Stage IIA Pancreatic Cancer AJCC v6 and v7 / Stage IIB Esophageal Cancer AJCC v7 / Stage IIB Pancreatic Cancer AJCC v6 and v7 / Stage III Colon Cancer / Stage III Colon Cancer AJCC v7 / Stage III Esophageal Cancer / Stage III Esophageal Cancer AJCC v7 / Stage III Gastric Cancer / Stage III Gastric Cancer AJCC v7 / Stage III Liver Cancer / Stage III Pancreatic Cancer / Stage III Pancreatic Cancer AJCC v6 and v7 / Stage III Rectal Cancer / Stage III Rectal Cancer AJCC v7 / Stage III Small Intestinal Cancer / Stage III Small Intestinal Cancer AJCC v7 / Stage IIIA Colon Cancer / Stage IIIA Colon Cancer AJCC v7 / Stage IIIA Esophageal Cancer / Stage IIIA Esophageal Cancer AJCC v7 / Stage IIIA Gastric Cancer / Stage IIIA Gastric Cancer AJCC v7 / Stage IIIA Rectal Cancer / Stage IIIA Rectal Cancer AJCC v7 / Stage IIIA Small Intestinal Cancer / Stage IIIA Small Intestinal Cancer AJCC v7 / Stage IIIB Colon Cancer / Stage IIIB Colon Cancer AJCC v7 / Stage IIIB Esophageal Cancer / Stage IIIB Esophageal Cancer AJCC v7 / Stage IIIB Gastric Cancer / Stage IIIB Gastric Cancer AJCC v7 / Stage IIIB Rectal Cancer / Stage IIIB Rectal Cancer AJCC v7 / Stage IIIB Small Intestinal Cancer / Stage IIIB Small Intestinal Cancer AJCC v7 / Stage IIIC Colon Cancer / Stage IIIC Colon Cancer AJCC v7 / Stage IIIC Esophageal Cancer / Stage IIIC Esophageal Cancer AJCC v7 / Stage IIIC Gastric Cancer / Stage IIIC Gastric Cancer AJCC v7 / Stage IIIC Rectal Cancer / Stage IIIC Rectal Cancer AJCC v7 / Stage IV Colon Cancer AJCC v7 / Stage IV Esophageal Cancer / Stage IV Esophageal Cancer AJCC v7 / Stage IV Gastric Cancer AJCC v7 / Stage IV Liver Cancer / Stage IV Pancreatic Cancer / Stage IV Pancreatic Cancer AJCC v6 and v7 / Stage IV Rectal Cancer / Stage IV Rectal Cancer AJCC v7 / Stage IV Small Intestinal Cancer / Stage IV Small Intestinal Cancer AJCC v7 / Stage IVA Colon Cancer / Stage IVA Colon Cancer AJCC v7 / Stage IVA Esophageal Cancer / Stage IVA Liver Cancer / Stage IVA Rectal Cancer / Stage IVA Rectal Cancer AJCC v7 / Stage IVB Colon Cancer / Stage IVB Colon Cancer AJCC v7 / Stage IVB Esophageal Cancer / Stage IVB Liver Cancer / Stage IVB Rectal Cancer / Stage IVB Rectal Cancer AJCC v71
1SuspendedTreatmentMetastatic Malignant Neoplasm / Metastatic Malignant Neoplasm in the Brain1

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.13 mg/mLALOGPS
logP-0.63ALOGPS
logP-0.32ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)13.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area82.36 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity63.51 m3·mol-1ChemAxon
Polarizability25.32 Å3ChemAxon
Number of Rings2ChemAxon
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleosides
Sub Class
Pyrimidine 2'-deoxyribonucleosides
Direct Parent
Pyrimidine 2'-deoxyribonucleosides
Alternative Parents
Pyrimidones / Halopyrimidines / Hydropyrimidines / Aryl iodides / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Primary alcohols
show 5 more
Substituents
Pyrimidine 2'-deoxyribonucleoside / Halopyrimidine / Pyrimidone / Aryl halide / Aryl iodide / Hydropyrimidine / Pyrimidine / Heteroaromatic compound / Tetrahydrofuran / Secondary alcohol
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on March 19, 2008 10:34 / Updated on November 02, 2018 06:17