Description

5-Fluorouridine (CAS: 316-46-1) is a fluorinated nucleoside analog derived from uridine, with the molecular formula C₉H₁₁FN₂O₆. This high-purity compound is widely used in biochemical and pharmacological research due to its role as a metabolic inhibitor and its ability to interfere with RNA synthesis. 5-Fluorouridine is a critical intermediate in the study of anticancer and antiviral agents, particularly as a precursor to 5-fluorouracil (5-FU), a well-known chemotherapeutic drug. Its mechanism involves incorporation into RNA, leading to disruption of normal cellular processes.

This product is supplied as a white to off-white crystalline powder with ≥99.0% purity (HPLC). It is soluble in water and DMSO, making it suitable for in vitro and in vivo studies. Researchers rely on 5-Fluorouridine for its proapoptotic and antiproliferative properties, particularly in oncology and molecular biology applications. Store at -20°C in a dry environment to ensure long-term stability.

Properties

• CAS Number: 316-46-1
• Complexity: 414
• IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidine-2,4-dione
• InChI: 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
• InChI Key: FHIDNBAQOFJWCA-UAKXSSHOSA-N
• Exact Mass: 262.06011424
• Molecular Formula: C9H11FN2O6
• Molecular Weight: 262.19
• SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)F
• Topological: 119
• Monoisotopic Mass: 262.06011424
• Synonyms: 5-Fluorouridine, 316-46-1, 5-Fur, Uridine, 5-fluoro-, fluorouridine, 5-Fluoro-uridine, 5-Fluorouracil 1beta-D-ribofuranoside, EINECS 206-260-3, NSC 146604, BRN 0033662, CHEBI:40154, UNII-4K0M952561, 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidine-2,4-dione, 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione, 4K0M952561, DTXSID4040397, 4-24-00-01231 (Beilstein Handbook Reference), NSC-146604, 5-FLUOROURACIL-.BETA.-D-RIBOFURANOSIDE, 5-FLUOROURACIL-1.BETA.-D-RIBOFURANOSIDE, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-fluoropyrimidine-2,4-dione, 5-fluorouracil-1beta-d-ribofuranoside, DTXCID2020397, 5-FLUOROURACIL-BETA-D-RIBOFURANOSIDE, 206-260-3, 5-Fluoro Uridine, 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1H,3H)-dione, MFCD00036832, FUrd, 5-fluoro-1-(beta-d-ribofuranosyl)uracil, CHEMBL54918, 1-(b-D-Xylofuranosyl)-5-fluorouracil, Fur, 1-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,3-dihy dropyrimidine-2,4-dione, C9H11FN2O6, 5UD, 5-fluoro-d-uridine, beta-D-5FdU, 4pb2, cid_1821, SCHEMBL53091, BIDD:GT0496, GTPL4614, SCHEMBL6834927, SCHEMBL9617066, 18814-21-6, AFU, BDBM50132299, AKOS015852922, AKOS015918304, 5-Fluorouracil 1-.beta.-D-arabinosyl, DB01629, NF04076, 5-Fluorouridine, >=99.0% (HPLC), NCGC00142485-01, NCGC00142485-02, NCGC00142485-03, 5-Fluoro-1-.beta.-D-ribofuranosyluracil, AS-13467, BP-58617, PD008907, ST056943, DB-005381, HY-107856, CS-0030739, NS00015326, EN300-221740, F58596, Q27073979, Z1741958657, 1-(b-D-Ribofuranosyl)-5-fluorouracil;5-Fluoro-D-uridine;FUrd, 1-.beta.-D-Arabinofuranosyl-5-fluoro-(1H,3H)-pyrimidine-2,4-dione, 2,4(1H,3H)-Pyrimidinedione, 1-.beta.-D-arabinofuranosyl-5-fluoro-, 5-Fluorouridine, proapoptotic anitproliferative plant growth regulator, 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1H-pyrimidine-2,4-dione, 1-((2R,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1H-pyrimidine-2,4-dione, 1-(3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1H-pyrimidine-2,4-dione(5F-dUrd), 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidine-2,4-dione

5-Fluorouridine is primarily used in cancer research as an RNA-directed antimetabolite, inhibiting tumor cell proliferation by disrupting RNA function. It serves as a key intermediate in the synthesis of 5-fluorouracil-based therapeutics. Additionally, it is applied in virology studies to investigate RNA virus replication mechanisms. Its plant growth-regulating properties make it useful in agricultural biotechnology for studying apoptosis in plant systems.

Safety and Hazards

GHS Hazard Statements

• H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H332 (75%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H341 (50%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
• H351 (50%): Suspected of causing cancer [Warning Carcinogenicity]

Precautionary Statements

• P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (75%)
• Acute Tox. 4 (50%)
• Acute Tox. 4 (75%)
• Muta. 2 (50%)
• Carc. 2 (50%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.