An antitumor prodrug of 5-fluorouracil
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Doxifluridine

Item No. 10253

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5'-deoxy-5-fluoro-uridine
CAS Number
3094-09-5
Synonyms
  • 5-DFUR
  • Ro 21-9738
Molecular Formula
C9H11FN2O5
Formula Weight
246.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
269 nm
SMILES
OC1[C@@H](C)O[C@@H](N2C=C(F)C(N([H])C2=O)=O)C1O
InChi Code
InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5?,6?,8-/m1/s1
InChi Key
ZWAOHEXOSAUJHY-MMRIIKACSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $69

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    100 mg

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    500 mg

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    1 g

    $655

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    Cayman Chemical
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    Product Description

    Doxifluridine is an intermediary prodrug of fluorouracil (Item No. 14416), the pyrimidine analog that inhibits thymidylate synthase selectively in tumor cells, interfering with DNA synthesis.1,2,3,4 Doxifluridine is one of two intermediary metabolites formed during metabolic conversion of the chemotherapeutic prodrug, capecitabine (Item No. 10487), to fluorouracil.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ozawa, S., Hamada, M., Murayama, N., et al. Cytosolic and microsomal activation of doxifluridine and tegafur to produce 5-fluorouracil in human liver. Cancer Chemother. Pharmacol. 50(6), 454-458 (2002).

    2. Kato, Y., Onishi, H., and Machida, Y. Contribution of chitosan and its derivatives to cancer chemotherapy. In Vivo 19, 301-310 (2005).

    3. Konishi, H., Yoshimoto, T., Morita, K., et al. Depression of phenytoin metabolic capacity by 5-fluorouracil and doxifluridine in rats. J. Pharm. Pharmacol. 55, 143-149 (2003).

    4. Miwa, M., Ura, M., Nishida, M., et al. Design of a novel oral fluoropyrimidine carbamate, capecitabine, which generates 5-fluorouracil selectively in tumours by enzymes concentrated in human liver and cancer tissue. Eur. J. Cancer 34(8), 1274-1281 (1998).