Fiacitabine

CAS: 69123-90-6

Ref. 3D-FF102846

Product Information

• Name: Fiacitabine
• Synonyms: 1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodocytosine, 1-(2-Deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodocytosine, 1-β-<span class="text-smallcaps">D</span>-2′-Fluoroarabino-5-iodocytosine, 2'-Fluoro-5-iodo-1-b-D-arabinofuranosylcytosine, 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodo-, 2(1H)-pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodo-, 2′-Fluoro-5-iodo-1-β-<span class="text-smallcaps">D</span>-arabinofuranosylcytosine, 4-Amino-1-(2-deoxy-2-fluor-beta-D-arabinofuranosyl)-5-iodpyrimidin-2(1H)-on, 4-Amino-1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone, 4-Amino-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodopyrimidin-2(1H)-one, 4-Amino-1-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone, 4-Amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one, 4-amino-1-(2-deoxy-2-fluoropentofuranosyl)-5-iodopyrimidin-2(1H)-one, NSC 382097
• CAS: 69123-90-6

Description

Fiacitabine is an antimicrobial agent that inhibits microbial growth by binding to the ribosomal 30S subunit and blocking protein synthesis. It is a prodrug that is converted to 5-fluorocytosine (5FC) in the liver, where it inhibits the activity of the enzyme dihydropyrimidine dehydrogenase, thereby interfering with DNA replication. Fiacitabine has been shown to be effective against infections caused by bacteria and fungi. In vitro studies have shown that fiacitabine binds to toll-like receptor 4 (TLR4), which may lead to its cytostatic effects. Fiacitabine also inhibits proliferation of HL60 cells in a dose-dependent manner.

• Brand: Biosynth

Chemical properties

• Molecular weight: 371.1 g/mol
• Formula: C₉H₁₁FIN₃O₄
• Purity: Min. 95%