CAS 69123-98-4

Fialuridine

Description:

Fialuridine, also known by its chemical name 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)uracil, is a nucleoside analog that has garnered interest primarily in the context of antiviral research, particularly for its potential use against hepatitis B virus. It is characterized by the presence of a fluorine atom at the 2' position of the sugar moiety, which alters its biological activity compared to natural nucleosides. Fialuridine exhibits a mechanism of action that involves incorporation into viral RNA or DNA, leading to disruption of viral replication. Its structure allows it to mimic the natural nucleoside uridine, facilitating its uptake by cells. However, Fialuridine has been associated with significant toxicity, particularly hepatotoxicity, which has limited its clinical application. The compound is typically studied in preclinical settings to better understand its pharmacological properties and to explore safer derivatives or formulations. Overall, Fialuridine represents a significant example of how structural modifications in nucleoside analogs can influence their therapeutic potential and safety profiles.

Formula: C₉H₁₀FIN₂O₅

InChI: InChI=1S/C9H10FIN2O5/c10-5-6(15)4(2-14)18-8(5)13-1-3(11)7(16)12-9(13)17/h1,4-6,8,14-15H,2H2,(H,12,16,17)/t4-,5+,6-,8-/m1/s1

InChI key: InChIKey=IPVFGAYTKQKGBM-BYPJNBLXSA-N

SMILES: F[C@@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)NC(=O)C(I)=C2

Synonyms:

• 1-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)-5-iodouracil
• 1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
• 1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodouracil
• 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
• 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
• 1-(2-Deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
• 1-(2-Deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodouracil
• 1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
• 1-(2-deoxy-2-fluoropentofuranosyl)-5-iodopyrimidine-2,4(1H,3H)-dione
• 1-[(2R,3S,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Oxolan-2-Yl]-5-Iodopyrimidine-2,4-Dione
• 2'-Fluoro-5-Iodo-2'-Deoxyuridine
• 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-β-<span class="text-smallcaps">D</span>-arabinofuranosyl)-5-iodo-
• 2,4(1H,3H)-pyrimidinedione, 1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-
• 2,4(1H,3H)-pyrimidinedione, 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodo-
• 5-Iodo-2'-fluoro-2'-deoxy-ara-uridine
• 5-Iodo-2'-fluoro-deoxyuridine
• 5-Iodo-2'-fluoroarauracil
• Fluoroiodoarauracil

Fialuridine

CAS: 69123-98-4

Formula: C₉H₁₀FIN₂O₅

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 372.09

Ref: 3B-D4200

1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione

CAS: 69123-98-4

Formula: C₉H₁₀FIN₂O₅

Purity: 97%

Color and Shape: Liquid

Molecular weight: 372.0890

Ref: IN-DA0032ID

2''-Deoxy-2''-fluoro-5-iodouridine

CAS: 69123-98-4

Ref: 7W-GN4276

Fialuridine

CAS: 69123-98-4

Fialuridine

Purity: ≥98%

Molecular weight: 372.09g/mol

Ref: 54-BUP12229

1-((2R,3S,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-Yl)-5-Iodopyrimidine-2,4(1H,3H)-Dione

CAS: 69123-98-4

1-((2R,3S,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-Yl)-5-Iodopyrimidine-2,4(1H,3H)-Dione

Purity: 98%

Molecular weight: 372.09g/mol

Ref: 54-PC105009

Fialuridine

CAS: 69123-98-4

Fialuridine (DRG-0098), a DNA polymerase inhibitor, shows strong anti-HBV effects both in vitro and in vivo.

Formula: C₉H₁₀FIN₂O₅

Purity: 99.71% - 99.88%

Color and Shape: Less Crystals Colourless Crystals

Molecular weight: 372.09

Ref: TM-T7655

Fialuridine - Bio-X ™

CAS: 69123-98-4

This product is part of our Bio-X ™ Range. These products are aimed at life science researchers who need high quality ready-to-use products for assay development, screening or other R&D work. With a solubility datasheet and convenient vials, all of our Bio-X ™ products are in stock across our global warehouses for rapid delivery and ease of use.

Formula: C₉H₁₀FIN₂O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 372.09 g/mol

Ref: 3D-BD300154

1-(2'-Deoxy-2'-fluoro-β-D-arabinofuranosyl)-5-iodouracil

CAS: 69123-98-4

1-(2'-Deoxy-2'-fluoro-β-D-arabinofuranosyl)-5-iodouracil is a nucleoside analog with antiviral properties. It consists of a modified uracil base (5-iodouracil) attached to a fluorinated arabinofuranosyl sugar moiety. In cell culture, it inhibits the replication of varicella-zoster virus, herpes simplex virus type 1 and 2 and cytomegalovirus.

Formula: C₉H₁₀FIN₂O₅

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 372.09 g/mol

Ref: 3D-ND08477

1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodouracil

CAS: 69123-98-4

Formula: C₉H₁₀FIN₂O₅

Purity: 97%

Molecular weight: 372.091

Ref: 10-F239661

Fialuridine

Controlled Product

CAS: 69123-98-4

Applications An antiviral agent; nucleoside analog with antihepatitis B activity.
References Watanabe A., et al.: J. Med. Chem., 22, 21 (1979), Colacino, J.M., et al.: Antimicrob. Agents Chemother., 24, 505 (1983), Staschke, K.A., et al.: Antiviral Res., 23, 45 (1994), Cui, L., et al.: J. Clin. Invest., 95, 555 (1995),

Formula: C₉H₁₀FIN₂O₅

Color and Shape: Neat

Molecular weight: 372.09

Ref: TR-F335000