An intermediate metabolite of capecitabine
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5'-deoxy-5-Fluorocytidine

Item No. 10010682

Technical Information
Formal Name
5'-deoxy-5-fluoro-cytidine
CAS Number
66335-38-4
Synonyms
  • 5'-DFCR
Molecular Formula
C9H12FN3O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
242, 282 nm
SMILES
C[C@H]1O[C@@H](N2C(N=C(N)C(F)=C2)=O)[C@H](O)[C@@H]1O
InChi Code
InChI=1S/C9H12FN3O4/c1-3-5(14)6(15)8(17-3)13-2-4(10)7(11)12-9(13)16/h2-3,5-6,8,14-15H,1H3,(H2,11,12,16)/t3-,5-,6-,8-/m1/s1
InChi Key
YSNABXSEHNLERR-ZIYNGMLESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5'-deoxy-5-Fluorocytidine is an intermediate metabolite of the DNA synthesis inhibitor capecitabine (Item No 10487).1 Capecitabine is converted by carboxylesterase to 5'-deoxy-5-fluorocytidine in the liver, then by cytidine deaminase to 5’-deoxy-5-fluorouridine in the liver and tumor tissues, and finally, by thymidine phosphorylase to 5-fluorouracil (Item No. 14416) in tumors.1 The cytotoxicity of this intermediate occurs only after conversion to 5-fluorouracil.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miwa, M., Ura, M., Nishida, M., et alDesign 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).