MedKoo Cat#: 126025 | Name: 5-Fluorouridine phosphate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Flosfluridine tidoxil, a thymidylate synthase inhibitor that was developed for the treatment of actinic keratosis and solid tumors, e.g. breast and colorectal cancers.

Chemical Structure

5-Fluorouridine phosphate
5-Fluorouridine phosphate
CAS#796-66-7 (monophosphate)

Theoretical Analysis

MedKoo Cat#: 126025

Name: 5-Fluorouridine phosphate

CAS#: 796-66-7 (monophosphate)

Chemical Formula: C9H12FN2O9P

Exact Mass: 342.0264

Molecular Weight: 342.17

Elemental Analysis: C, 31.59; H, 3.54; F, 5.55; N, 8.19; O, 42.08; P, 9.05

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Synonym
5-Fluoro-UMP; 5-Fluorouridine 5’-monophosphate; 5-Fluorouridine 5’-phosphate; 5-Fluorouridine monophosphate; 5-Fluorouridylic acid
IUPAC/Chemical Name
((2R,3S,4R,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
InChi Key
RNBMPPYRHNWTMA-UAKXSSHOSA-N
InChi Code
InChI=1S/C9H12FN2O9P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,13-14H,2H2,(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1
SMILES Code
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N2C=C(F)C(=O)NC2=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 342.17 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.

Recalculate based on batch purity %
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
1: Ward T, Hartzer M, Blumenkranz M, Lin LR. A comparison of 5-fluorouridine and 5-fluorouracil in an experimental model for the treatment of vitreoretinal scarring. Curr Eye Res. 1993 May;12(5):397-401. doi: 10.3109/02713689309024621. PMID: 8344064. 2: Škvára P, Santana-Viera S, Montesdeoca-Esponda S, Mordačíková E, Santana- Rodríguez JJ, Vojs Staňová A. Determination of 5-fluorocytosine, 5-fluorouracil, and 5-fluorouridine in hospital wastewater by liquid chromatography-mass spectrometry. J Sep Sci. 2020 Aug;43(15):3074-3082. doi: 10.1002/jssc.202000144. Epub 2020 Jun 15. PMID: 32432394. 3: Janssen JM, Jacobs BAW, Roosendaal J, Derissen EJB, Marchetti S, Beijnen JH, Huitema ADR, Dorlo TPC. Population Pharmacokinetics of Intracellular 5-Fluorouridine 5'-Triphosphate and its Relationship with Hand-and-Foot Syndrome in Patients Treated with Capecitabine. AAPS J. 2021 Jan 8;23(1):23. doi: 10.1208/s12248-020-00533-1. PMID: 33417061. 4: Malecki E, Viere R, Rosemeyer H. Immobilization of 5-fluorouridine on chitosan. Chem Biodivers. 2013 Oct;10(10):1828-41. doi: 10.1002/cbdv.201300025. PMID: 24130026. 5: Slusarczyk M, Ferla S, Brancale A, McGuigan C. Synthesis and biological evaluation of 6-substituted-5-fluorouridine ProTides. Bioorg Med Chem. 2018 Feb 1;26(3):551-565. doi: 10.1016/j.bmc.2017.11.037. Epub 2017 Dec 2. PMID: 29277307. 6: Palomar-Siles M, Heldin A, Zhang M, Strandgren C, Yurevych V, van Dinter JT, Engels SAG, Hofman DA, Öhlin S, Meineke B, Bykov VJN, van Heesch S, Wiman KG. Translational readthrough of nonsense mutant TP53 by mRNA incorporation of 5-Fluorouridine. Cell Death Dis. 2022 Nov 25;13(11):997. doi: 10.1038/s41419-022-05431-2. PMID: 36433934; PMCID: PMC9700717. 7: Mori H, Sakamoto O, Kitaichi K, Koda A, Kita J. Novel derivatives of 5-fluorouridine and 5-fluorouracil having potent antitumor and lower immunosuppressive activities. Jpn J Pharmacol. 1992 Mar;58(3):269-82. doi: 10.1254/jjp.58.269. PMID: 1513076. 8: Spedaliere CJ, Mueller EG. Not all pseudouridine synthases are potently inhibited by RNA containing 5-fluorouridine. RNA. 2004 Feb;10(2):192-9. doi: 10.1261/rna.5100104. PMID: 14730018; PMCID: PMC1370531.