WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 202490
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 glioma. Preclinical studies have also demonstrated that Ropidoxuridine has dose responsive and synergistic effects when combined with radiation in human glioblastoma models. Ropidoxuridine has also shown reduced toxicity, with better tissue incorporation and improved anti-tumor activity when compared to IUdR in nonclinical models. Ropidoxuridine was in clinical trials in patients with colorectal, gastric, and pancreatic cancer, and other solid tumors.
MedKoo Cat#: 202490
Chemical Formula: C9H11IN2O4
Exact Mass: 337.97635
Molecular Weight: 338.1
Elemental Analysis: C, 31.97; H, 3.28; I, 37.53; N, 8.29; O, 18.93
Synonym: IPdR; D08992; Ropidoxuridine; 5-Iodo-2-pyrimidinone-2-deoxyribose.
IUPAC/Chemical Name: 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one
InChi Key: XIJXHOVKJAXCGJ-XLPZGREQSA-N
InChi Code: 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
SMILES Code: O=C1N=CC(I)=CN1[C@@H]2O[C@H](CO)[C@@H](O)C2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 338.1 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
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4: Kinsella TJ, Kinsella MT, Seo Y, Berk G. 5-iodo-2-pyrimidinone-2'-deoxyribose-mediated cytotoxicity and radiosensitization in U87 human glioblastoma xenografts. Int J Radiat Oncol Biol Phys. 2007 Nov 15;69(4):1254-61. PubMed PMID: 17967315; PubMed Central PMCID: PMC2128756.
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6: Kinsella TJ, Kinsella MT, Hong S, Johnson JP, Burback B, Tosca PJ. Toxicology and pharmacokinetic study of orally administered 5-iodo-2-pyrimidinone-2'deoxyribose (IPdR) x 28 days in Fischer-344 rats: impact on the initial clinical phase I trial design of IPdR-mediated radiosensitization. Cancer Chemother Pharmacol. 2008 Feb;61(2):323-34. Epub 2007 Jun 12. PubMed PMID: 17562042.
7: Seo Y, Yan T, Schupp JE, Radivoyevitch T, Kinsella TJ. Schedule-dependent drug effects of oral 5-iodo-2-pyrimidinone-2'-deoxyribose as an in vivo radiosensitizer in U251 human glioblastoma xenografts. Clin Cancer Res. 2005 Oct 15;11(20):7499-507. PubMed PMID: 16243824.
8: Seo Y, Yan T, Schupp JE, Colussi V, Taylor KL, Kinsella TJ. Differential radiosensitization in DNA mismatch repair-proficient and -deficient human colon cancer xenografts with 5-iodo-2-pyrimidinone-2'-deoxyribose. Clin Cancer Res. 2004 Nov 15;10(22):7520-8. PubMed PMID: 15569982.
9: Kinsella TJ, Schupp JE, Davis TW, Berry SE, Hwang HS, Warren K, Balis F, Barnett J, Sands H. Preclinical study of the systemic toxicity and pharmacokinetics of 5-iodo-2-deoxypyrimidinone-2'-deoxyribose as a radiosensitizing prodrug in two, non-rodent animal species: implications for phase I study design. Clin Cancer Res. 2000 Sep;6(9):3670-9. PubMed PMID: 10999760.
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