A norepinephrine analogue with anticancer activity
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Product Type

Biochemicals

Research Area

Cancer
Cell Death

m-Iodobenzylguanidine (hemisulfate)

Item No. 19998

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3-iodophenyl)methyl]-guanidine, hemisulfate
CAS Number
87862-25-7
Synonyms
  • meta-Iodobenzylguanidine
  • MIBG
Molecular Formula
C8H10IN3 • 1/2H2SO4
Formula Weight
324.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 2 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
231 nm
SMILES
IC1=CC=CC(CNC(N)=N)=C1.O=S(O)(O)=O
InChi Code
InChI=1S/2C8H10IN3.H2O4S/c2*9-7-3-1-2-6(4-7)5-12-8(10)11;1-5(2,3)4/h2*1-4H,5H2,(H4,10,11,12);(H2,1,2,3,4)
InChi Key
XNACDNPGABUBFR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    m-Iodobenzylguanidine (MIBG) is an analogue of norepinephrine with anticancer activity.1 It inhibits cell growth in a panel of human and mouse leukemia, fibrosarcoma, melanoma, and neuroblastoma cell lines when used at a concentration of 20 µg/ml and reduces clonogenic survival of L1210 leukemia cells in a concentration-dependent manner. MIBG increases survival in N1E155 and L1210 mouse xenograft models when administered at doses of 40 and 20 mg/kg, respectively. It selectively accumulates in chromaffin tissues and tumors and formulations containing radiolabeled forms of MIBG have been used as imaging agents in the diagnosis and treatment of neuroendocrine tumors.2 MIBG also inhibits ADP-ribose linkage to membrane proteins in turkey erythrocyte membranes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smets, L.A., Bout, B., and Wisse, J. Cytotoxic and antitumor effects of the norepinephrine analogue meta-iodo-benzylguanidine (MIBG). Cancer Chemother. Pharmacol. 21(1), 9-13 (1988).

    2. Loesberg, C., van Rooij, H., and Smets, L.A. Meta-iodobenzylguanidine (MIBG), a novel high-affinity substrate for cholera toxin that interferes with cellular mono(ADP-ribosylation). Biochim. Biophys. Acta 1037(1), 92-99 (1990).