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)

pka

7.63±0.10(Predicted)

form 

Powder

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)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

40-68-36/37/38

Safety Statements 

22-26-36/37-36/37/39-27-24/25

WGK Germany 

3

RTECS 

YU8050000

F 

10

Hazard Note 

Harmful

HS Code 

29349990

MSDS

• Language:English Provider:5-Fluorouracil-1beta-D-ribofuranoside
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

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

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.

Uses

5-Fluoro Uridine is an active metabolite of Doxifluridine (D556750).

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 (316-46-1)Related Product Information

• 5-Fluorouracil
• 5-Fluorouridine
• Floxuridine
• 2'-DEOXY-2'-FLUOROURIDINE,2''-DEOXY-2''-FLUOROURIDINE (2''-FLUORO-2''- DEOXYURIDINE)
• 5'-DEOXY-5-FLUOROURIDINE
• DMT-2′Fluoro-dU Phosphoramidite
• Uracil
• 5-Fluoropyrimidine
• 5'-Deoxy-2',3'-O-isopropylidene-5-fluorouridine
• 2',3'-DIDEOXY-3'-FLUOROURIDINE
• 5’-Deoxy-5’-iodo-2’,3’-O-isopropylidene-5-fluorouridine
• 2'-DEOXY-5-FLUOROURIDINE, [3H]-
• 3',5'-DI-O-ACETYL-2'-DEOXY-2'-FLUOROURIDINE
• 2',3'-dideoxy-5-fluorouridine
• 5-Fluorouridine
• 2'-Deoxy-5-fluorouridine 3',5'-dioctanoate
• 2'-Deoxy-5-fluorouridine 3',5'-dibutanoate
• 5'-O-(9-Octadecenoyl)-5-fluorouridine