An active metabolite of gemcitabine
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2',2'-Difluoro-2'-deoxyuridine

Item No. 11689

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′-deoxy-2′,2′-difluoro-uridine
CAS Number
114248-23-6
Synonyms
  • dFdU
Molecular Formula
C9H10F2N2O5
Formula Weight
264.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
258 nm
SMILES
O=C(N(C=C1)[C@H]2C(F)(F)[C@H](O)[C@@H](CO)O2)NC1=O
InChi Code
InChI=1S/C9H10F2N2O5/c10-9(11)6(16)4(3-14)18-7(9)13-2-1-5(15)12-8(13)17/h1-2,4,6-7,14,16H,3H2,(H,12,15,17)/t4-,6-,7-/m1/s1
InChi Key
FIRDBEQIJQERSE-QPPQHZFASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

    $588

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    Product Description

    2',2'-Difluoro-2'-deoxyuridine is an active metabolite of the anticancer nucleoside analog gemcitabine (Item No. 11690).1 It is formed by deamination of gemcitabine by cytidine deaminase in the liver. 2',2'-Difluoro-2'-deoxyuridine is cytotoxic to HepG2 and A549 cancer cells (IC50s = 3.13 and 3.92 µM, respectively). It enhances radiation-induced cell death of ECV304 and NCI H292 cells when used at concentrations ranging from 10 to 100 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Veltkamp, S.A., Pluim, D., van Eijndhoven, M.A.J., et al. New insights into the pharmacology and cytotoxicity of gemcitabine and 2',2'-difluorodeoxyuridine. Mol. Cancer Ther. 7(8), 2415-2425 (2008).

    2. Pauwels, B., Korst, A.E.C., Lambrechts, H.A.J., et al. The radiosensitising effect of difluorodeoxyuridine, a metabolite of gemcitabine, in vitro. Cancer Chemother. Pharmacol. 58(2), 219-228 (2006).