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| | 5-Fluorouridine Basic information |
| Product Name: | 5-Fluorouridine | | Synonyms: | 1-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-oxolanyl]-5-fluoropyrimidine-2,4-dione;1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1;5-fluoro-uridin;5-fur;Uridine, 5-fluoro-;FURD;FLUOROURIDINE;1-(3,4-DIHYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YL)-5-FLUORO-1H-PYRIMIDINE-2,4-DIONE | | CAS: | 316-46-1 | | MF: | C9H11FN2O6 | | MW: | 262.19 | | EINECS: | 206-260-3 | | Product Categories: | Fluorine series;Biochemistry;Chemical Reagents for Pharmacology Research;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Bases & Related Reagents;Pyridines, Pyrimidines, Purines and Pteredines;Pyrimidine;Nucleotides and Nucleosides;Nucleotides;Metabolites & Impurities, Nucleotides, Bases & Related Reagents, Pharmaceuticals, Intermediates & Fine Chemicals;bc0001 | | Mol File: | 316-46-1.mol |  |
| | 5-Fluorouridine Chemical Properties |
| Melting point | 182-184 °C | | alpha | 17 º (c=2, water 25 ºC) | | density | 1.4200 (estimate) | | refractive index | 18 ° (C=1, H2O) | | storage temp. | 2-8°C | | solubility | Soluble in DMSO (up to 50 mg/ml), in Water (up to 50 mg/ml), or in Ethanol (up to 6 mg/ml with warming) | | form | Powder | | pka | 7.63±0.10(Predicted) | | color | White | | Water Solubility | soluble | | BRN | 33662 | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO, distilled water or ethanol may be stored at -20°C for up to 3 months. | | CAS DataBase Reference | 316-46-1(CAS DataBase Reference) |
| | 5-Fluorouridine Usage And Synthesis |
| Description | 5-Fluorouridine (316-46-1) is an inhibitor of ribozyme self-cleavage in mammalian cells.1? Induces apoptosis in HCT-116 colorectal carcinoma cells causing diverse gene expression patterns suggesting that mechanisms besides global inhibition of RNA synthesis and processing contribute to 5-fluorouridine cytotoxicity.2 Cell permeable and active in vivo. | | Chemical Properties | White Powder | | Uses | 5-Fluoro Uridine is an active metabolite of Doxifluridine (D556750). | | Uses | Antihypertensive | | Uses | 5-Fluorouridine exhibits anticancer activity. It is often used in chemical and biochemical comparison studies with fluorouracil and thymine analogs. It is an active metabolite of Doxifluridine. | | Definition | ChEBI: An organofluorine compound that is uridine bearing a fluoro substituent at position 5 on the uracil ring. | | General Description | 5-Fluorouridine (FUrd) is a fluoropyrimidine nucleoside analog and a cell-permeable modified RNA precursor. | | Biochem/physiol Actions | 5-Fluorouridine (FUrd) is cytotoxic towards cancer cells. FUrd is often used in chemical and biochemical comparison studies with fluorouracil and thymine analogs. | | Purification Methods | 5Fluorouridine is recrystallised from EtOH/Et2O and dried at 100o in a vacuum. UV: max 269nm (pH 7.2, H2O), 270nm (pH 14, H2O). [Liang et al. Mol Pharmacol 21 224 1982, Beilstein 24 III/IV 1231.] | | References | 1) Yen et al. (2006), Identification of inhibitors of ribozyme self-cleavage in mammalian cells via high-throughput screening of chemical libraries; RNA, 12 797
2) Schmittgen et al. (2005), Diverse gene expression pattern during 5-fluorouridine-induced apoptosis; Int. J. Oncol., 27 297 |
| | 5-Fluorouridine Preparation Products And Raw materials |
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