A prodrug form of 5-fluorouracil
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Active Metabolite(s)
144165-Fluorouracil
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Tegafur

Item No. 26076

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-fluoro-1-(tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione
CAS Number
17902-23-7
Synonyms
  • 5-Fluoro-1-(tetrahydro-2-furfuryl)uracil
  • Ftorafur
  • NSC 148958
  • TS-1
Molecular Formula
C8H9FN2O3
Formula Weight
200.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: 7 mg/mlWater: 8 mg/ml
SMILES
O=C1N(C2OCCC2)C=C(F)C(N1)=O
InChi Code
InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)
InChi Key
WFWLQNSHRPWKFK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 mg

    $81

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    500 mg

    $152

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    1 g

    $285

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    Product Description

    Tegafur is an orally bioavailable prodrug form of 5-fluorouracil (5-FU; Item No. 14416).1 It is converted to 5-FU in vivo enzymatically or by cytochrome P450 oxidation. Tegafur inhibits proliferation of HT-29, BxPC-3, and Panc02 cells (IC50s = 201, 172, and 179 µM, respectively).2 It also reduces tumor growth in an HT-27 colon carcinoma mouse xenograft model when administered at a dose of 50 mg/kg and in a 4-1ST gastric carcinoma mouse xenograft model when used in combination with uracil.2,3 Formulations containing tegafur, in combination with uracil, have been used in the treatment of cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. El Sayed, Y.M., and Sadée, W. Metabolic activation of R,S-1-(tetrahydro-2-furanyl)-5-fluorouracil (ftorafur) to 5-fluorouracil by soluble enzymes. Cancer Res. 43(9), 4039-4044 (1983).

    2. Engel, D., Nudelman, A., Tarasenko, N., et al. Novel prodrugs of tegafur that display improved anticancer activity and antiangiogenic properties. J. Med. Chem. 51(2), 314-323 (2008).

    3. Hanada, M., Noguchi, T., and Yamaoka, T. Amrubicin, a novel 9-aminoanthracycline, enhances the antitumor activity of chemotherapeutic agents against human cancer cells in vitro and in vivo. Cancer Sci. 98(3), 447-454 (2007).