An antiviral nucleoside analog
Related Products
Isomer(s)
399242-epi-Fialuridine
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Fialuridine

Item No. 15867

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-pyrimidinedione
CAS Number
69123-98-4
Synonyms
  • FIAU
  • Fluoroiodoarauracil
  • 5-Iodo-2’-Fluoroarauracil
  • NSC 678514
Molecular Formula
C9H10FIN2O5
Formula Weight
372.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 15 mg/ml
λmax
215, 282 nm
SMILES
OC[C@@H]1[C@@H](O)[C@H](F)[C@H](N2C=C(I)C(NC2=O)=O)O1
InChi Code
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
IPVFGAYTKQKGBM-BYPJNBLXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $36

    Add

    5 mg

    $103

    Add

    10 mg

    $183

    Add

    25 mg

    $387

    Add
    Kinase Resource Center
    Discover Products & Resources for Kinase Research
    • Kinase inhibitors, screening libraries, assay kits, & more
    • Tools to study kinase signaling pathways:
      • Growth factor signaling
      • PI3K/Akt/mTOR
      • MAPKs (ERK, p38, & JNK)
      • JAK/STAT signaling
    • Articles, resources, & advice
    EXPLORE NOW
    Product Description

    Fialuridine (FIAU) is a nucleoside analog with antiviral activity. It inhibits thymidine kinases from herpes simplex virus types 1 and 2 with Ki values of 0.14 and 0.95 µM, respectively, while blocking green monkey Vero cell thymidine kinase less effectively (Ki = 53 µM).1 FIAU blocks DNA synthesis in human cytomegalovirus and hepatitis B, as well as herpes simplex.2,3,4 Notably, while FIAU has few adverse effects in several mammals, it causes mitochondrial toxicity leading to liver damage and death in humans.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mansuri, M.M., Ghazzouli, I., Chen, M.S., et al. 1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethyluracil. A highly selective antiherpes simplex agent. J. Med. Chem. 30(5), 867-871 (1987).

    2. Colacino, J.M., and Lopez, C. Efficacy and selectivity of some nucleoside analogs as anti-human cytomegalovirus agents. Antimicrob. Agents Chemother. 24(4), 505-508 (1983).

    3. Staschke, K.A., Colacino, J.M., Mabry, T.E., et al. The in vitro anti-hepatitis B virus activity of FIAU [1-(2'-deoxy-2'-fluoro-1-β-D-arabinofuranosyl-5-iodo)uracil] is selective, reversible, and determined, at least in part, by the host cell. Antiviral Res. 23(1), 45-61 (1994).

    4. Watanabe, K.A., Reichman, U., Hirota, K., et al. Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides. J. Med. Chem. 22(1), 21-24 (1979).

    5. Attarwala, H. TGN1412: From discovery to disaster. J. Young Pharm. 2(3), 332-336 (2010).