| Identification | More | [Name]
5-Fluorouridine | [CAS]
316-46-1 | [Synonyms]
1-(3,4-DIHYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YL)-5-FLUORO-1H-PYRIMIDINE-2,4-DIONE
2,4-DIHYDROXY-5-FLUORO-1-BETA-D-RIBOFURANOSYLPYRIMIDINE
5-FLUORO-1-(BETA-D-RIBOFURANOSYL)URACIL
5-FLUOROURACIL-1BETA-D-RIBOFURANOSIDE
5-FLUOROURIDINE
5-FU
FLUOROURIDINE
FURD
5-fluoro-uridin
5-fur
5-fluorouracil 1β-d-ribofuranoside
5-Fluorouridine97%
5-FLUOROURIDINE, 98+%
5-Fluorouridine
5-FLUOROIDINE
(2'R,3'R,4'S,5'R)-1-(3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1H-pyrimidine-2,4-dione
1-(beta-D-Ribofuranosyl)-5-fluorouracil
5-FLUOROURIDINE extrapure
5-Fluorouracil 1β-D-ribofuranoside, FUrd
1-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidine-2,4-dione | [EINECS(EC#)]
206-260-3 | [Molecular Formula]
C9H11FN2O6 | [MDL Number]
MFCD00036832 | [Molecular Weight]
262.19 | [MOL File]
316-46-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White Powder | [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 | [biological source]
synthetic (organic) | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [WGK Germany ]
3
| [RTECS ]
YU8050000
| [F ]
10 | [Hazard Note ]
Harmful | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [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]
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. | [Uses]
Antihypertensive | [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 |
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