4298-10-6

Basic information

• Product Name: 5-FLUOROCYTOSINE ARABINOSIDE
• Synonyms: 1-beta-d-arabinofuranosyl-5-fluoro-cytosin;1-beta-d-arabinofuranosyl-5-fluorocytosine;4-amino-1-beta-d-arabinofuranosyl-5-fluoro-2(1h)-pyrimidinon;5-fluorocytosinearabinoside;ara-fc;Fluorocytosinearabinofuranoside;4-Amino-1-β-D-arabinofuranosyl-5-fluoro-2(1H)-pyrimidinone;4-Amino-5-fluoro-1-β-D-arabinofuranosylpyrimidine-2(1H)-one
• CAS NO: 4298-10-6
• Molecular Formula: C₉H₁₂FN₃O₅
• Molecular Weight: 279.2223632
• Mol File: 4298-10-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 237-238 °C(Solv: ethanol, 90% (64-17-5))
• Boiling Point: 511.4°Cat760mmHg
• Flash Point: 263.1°C
• Appearance: /
• Density: 1.3910 (estimate)
• Storage Temp.: ?20°C
• PKA: 13.48±0.70(Predicted)
• CAS DataBase Reference: 5-FLUOROCYTOSINE ARABINOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUOROCYTOSINE ARABINOSIDE(4298-10-6)
• EPA Substance Registry System: 5-FLUOROCYTOSINE ARABINOSIDE(4298-10-6)

Safety Data

• Hazardous Substances Data: 4298-10-6(Hazardous Substances Data)

Usage

Safety Profile

Human mutation data reported.When heated to decomposition it emits very toxic fumesof F- and NOx.

InChI:InChI=1/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6+,8-/m1/s1

Upstream product

• 17242-86-3 1-(2,3,5-tri-O-benzoyl-β-D-arabinofuranosyl)-5-fluorouracil 

Relevant articles and documents

Synthesis of O2,2′-cyclo-β-D-arabinofuranosyl- and β-D-arabinofuranosyl-5-fluorocytosine

Methods for the synthesis of 5-fluorocytosine by direct fluorination of cytidine tetraacetate with elementary fluorine in acetic acid and by amination of 5-fluorouridine triacetate by the action of sodium hydride and p-toluenesulfonyl chloride and subsequent ammonolysis were studied. 5-Fluorocytidine was converted to O2, 2′-cyclo-β-D-arabinofuranosyl-5-fluorocytosine by the successive action of acetylsalicylyl chloride and acetyl chloride in methanol to remove the protective groups. Removal of the protective groups by means of a methanol solution of ammonia gave β-D-arabinofuranosyl-5-fluorocytosine. The latter was also obtained by amination of β-D-arabinofuranosyl-5-fluorouracil tribenzoate.