A nucleoside analog with anticancer activity
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3-Deazauridine

Item No. 23125

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-1-β-D-ribofuranosyl-2(1H)-pyridinone
CAS Number
23205-42-7
Synonyms
  • NSC 126849
Molecular Formula
C10H13NO6
Formula Weight
243.2
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
210, 284 nm
SMILES
O=C(C=C(O)C=C1)N1[C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2
InChi Code
InChI=1S/C10H13NO6/c12-4-6-8(15)9(16)10(17-6)11-2-1-5(13)3-7(11)14/h1-3,6,8-10,12-13,15-16H,4H2/t6-,8-,9-,10-/m1/s1
InChi Key
CBOKZNLSFMZJJA-PEBGCTIMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    3-Deazauridine is a nucleoside analog.1 It is converted intracellularly to 3-deazauridine triphosphate, which competitively inhibits cytidine triphosphate synthetase thereby inhibiting biosynthesis of the nucleic acid cytidine 5’-triphosphate (CTP). 3-Deazauridine inhibits the growth of L1210 leukemia cells when used at a concentration of 6 µM and dose-dependently reduces mortality in a mouse model of leukemia.2 It also enhances the incorporation of decitabine (Item No. 11166) into DNA in HL-60 myeloid and MOLT-3 lymphoid leukemia cells when used at a concentration of 20 µM. 3-Deazauridine (100 or 150 mg/kg), when combined with decitabine, reduces mortality in an L1210 leukemia mouse model.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moriconi, W.J., Slavik, M., and Taylor, S. 3-Deazauridine (NSC 126849): An interesting modulator of biochemical response. Invest New Drugs 4(1), 67-84 (1986).

    2. Bloch, A., Dutschman, G., Currie, B.L., et al. Preparation and biological activity of various 3-deazapyrimidines and related nucleosides. J. Med. Chem. 16(3), 294-297 (1973).

    3. Raynal, N.J.-M., Momparler, L.F., Rivard, G.E., et al. 3-Deazauridine enhances the antileukemic action of 5-aza-2'-deoxycytidine and targets drug-resistance due to deficiency in deoxycytidine kinase. Leuk. Res. 35(1), 110-118 (2011).