A pyrimidine nucleoside derivative
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5-Iodouridine

Item No. 35697

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-iodo-uridine
CAS Number
1024-99-3
Synonyms
  • IUd
  • IUrd
  • NSC 523375
Molecular Formula
C9H11IN2O6
Formula Weight
370.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly solubleMethanol: SolubleWater: Slightly soluble
SMILES
O[C@H]1[C@H](N2C(NC(C(I)=C2)=O)=O)O[C@@H]([C@H]1O)CO
InChi Code
InChI=1S/C9H11IN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
InChi Key
RKSLVDIXBGWPIS-UAKXSSHOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $28

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    5 g

    $125

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    10 g

    $220

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    25 g

    $482

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    Cayman Chemical
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    Product Description

    5-Iodouridine is a derivative of the pyrimidine nucleoside uridine (Item No. 20300). It inhibits dihydroorotase (Ki = 340 µM for the rat enzyme).1 5-Iodouridine sensitizes Don Chinese hamster lung cells to irradiation in a concentration-dependent manner.2 It has been used in the synthesis of compounds with antiviral and anticancer activities.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bresnick, E., and Blatchford, K. Inhibition of dihydroorotase by purines and pyrimidines. Biochim. Biophys. Acta 81(1), 150-157 (1964).

    2. Kuroda, Y., Yokoiyama, A., and Kada, T. Radiosensitization of cultured mammalian cells by 5-iodouridine. Int. J. Radiat. Biol. Relat. Stud. Phys. Chem. Med. 27(3), 247-257 (1975).

    3. Kumar, R., Xu, L.H., Knaus, E.E., et al. Synthesis and antiviral and cytotoxic activity of iodohydrin and iodomethoxy derivatives of 5-vinyl-2'-deoxyuridines, 2'-fluoro-2'-deoxyuridine, and uridine. J. Med. Chem. 33(2), 717-723 (1990).