An imidazole nucleoside with immunosuppressive properties
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Mizoribine

Item No. 23128

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide
CAS Number
50924-49-7
Synonyms
  • NSC 289637
Molecular Formula
C9H13N3O6
Formula Weight
259.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
242, 285 nm
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC(C(N)=O)=C2O)O1
InChi Code
InChI=1S/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)/t3-,5-,6-,9-/m1/s1
InChi Key
HZQDCMWJEBCWBR-UUOKFMHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $44

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    25 mg

    $104

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    50 mg

    $173

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    100 mg

    $322

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Mizoribine is an imidazole nucleoside with immunosuppressive properties.1 It inhibits T cell proliferation in response to various mitogenic stimuli by 10-100% when used at concentrations ranging from 1 to 50 µg/mL. Mizoribine inhibits proliferation of stimulated T cells (IC50 = 5 µg/ml), which can be reversed by guanosine.2 It also inhibits guanine nucleotide formation in T cells, reducing GTP pools by 40-60% when used at a concentration of 5 µg/ml. Mizoribine inhibits replication of hepatitis C virus (HCV) RNA in vitro (IC50 = 100 µM).3 It suppresses glomerulosclerosis, urinary albumin excretion, interstitial fibrotic lesions, and macrophage infiltration into glomeruli and the interstitium in a rat model of type 2 diabetes when used at doses of 5 or 10 mg/kg.4 Mizoribine also reduces MCP-1, osteopontin (OPN), and TGF-β1 mRNA expression in the kidney in the same model. Formulations containing mizoribine have been used for the prevention of rejection after renal transplantation as well as in the treatment of lupus nephritis, rheumatoid arthritis, and primary nephritic syndrome.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Turka, L.A., Dayton, J., Singclair, G., et al. Guanine ribonucleotide depletion inhibits T cell activation. Mechanism of action of the immunosuppressive drug mizoribine. J. Clin. Invest. 87(3), 940-948 (1991).

    2. Dayton, J.S., Turka, L.A., Thompson, C.B., et al. Comparison of the effects of mizoribine with those of azathioprine, 6-mercaptopurine, and mycophenolic acid on T lymphocyte proliferation and purine ribonucleotide metabolism. Mol. Pharmacol. 41(4), 671-676 (1992).

    3. Naka, K., Ikeda, M., Abe, K., et al. Mizoribine inhibits hepatitis C virus RNA replication: Effect of combination with interferon-α. Biochem. Biophys. Res. Commun. 330(3), 871-879 (2005).

    4. Kikuchi, Y., Imakiire, T., Yamada, M., et al. Mizoribine reduces renal injury and macrophage infiltration in non-insulin-dependent diabetic rats. Nephrol. Dial. Transplant. 20(8), 1573-1581 (2005).