MedKoo Cat#: 122478 | Name: 5-Fluorouridine
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Description:

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

5-Fluorouridine is a modified uridine nucleoside with a fluorine atom at position 5 of the uracil.

Chemical Structure

5-Fluorouridine
5-Fluorouridine
CAS#316-46-1

Theoretical Analysis

MedKoo Cat#: 122478

Name: 5-Fluorouridine

CAS#: 316-46-1

Chemical Formula: C9H11FN2O6

Exact Mass: 262.0601

Molecular Weight: 262.19

Elemental Analysis: C, 41.23; H, 4.23; F, 7.25; N, 10.68; O, 36.61

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
10g USD 650.00 2 Weeks
25g USD 1,050.00 2 Weeks
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Synonym
5-Fluorouridine; 5-Fur Uridine, 5-fluoro-; fluorouridine; Flosfluridine tidoxil
IUPAC/Chemical Name
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione
InChi Key
FHIDNBAQOFJWCA-UAKXSSHOSA-N
InChi Code
InChI=1S/C9H11FN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
SMILES Code
O=C1NC(C(F)=CN1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)=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 262.19 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.