A tubulin depolymerizing agent
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Plinabulin

Item No. 24190

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3Z-[[5-(1,1-dimethylethyl)-1H-imidazol-4-yl]methylene]-6Z-(phenylmethylene)-2,5-piperazinedione
CAS Number
714272-27-2
Synonyms
  • NPI-2358
Molecular Formula
C19H20N4O2
Formula Weight
336.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
203, 369 nm
SMILES
O=C(N/C1=C\C2=CC=CC=C2)/C(NC1=O)=C/C3=C(C(C)(C)C)N=CN3
InChi Code
InChI=1S/C19H20N4O2/c1-19(2,3)16-13(20-11-21-16)10-15-18(25)22-14(17(24)23-15)9-12-7-5-4-6-8-12/h4-11H,1-3H3,(H,20,21)(H,22,25)(H,23,24)/b14-9-,15-10-
InChi Key
UNRCMCRRFYFGFX-TYPNBTCFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $176

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    10 mg

    $290

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    25 mg

    $602

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    50 mg

    $1,003

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    Cayman Chemical
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    Product Description

    Plinabulin is a diketopiperazine that induces complete tubulin depolymerization in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 2 μM.1 It induces HUVEC monolayer permeability, a marker of vascular collapse, in vitro. Plinabulin is cytotoxic against a panel of cancer cell lines, including the multidrug-resistant MES-SA/Dx5 and HL-60/MX2 cell lines (IC50s = 4.3-18 nM). It induces cell death in patient-derived multiple myeloma cells without affecting viability of peripheral blood mononuclear cells (PBMCs) via inhibition of tubule formation and cell migration as well as induction of mitotic arrest and apoptosis in a JNK-dependent manner.2 Plinabulin (7.5 mg/kg) reduces tumor size and increases survival in a MM.1S multiple myeloma mouse xenograft model. Formulations containing plinabulin are under clinical investigation for the treatment of solid tumors and lymphomas.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nicholson, B., Lloyd, G.K., Miller, B.R., et al. NPI-2358 is a tubulin-depolymerizing agent: In-vitro evidence for activity as a tumor vascular-disrupting agent. Anticancer Drugs 17(1), 25-31 (2006).

    2. Singh, A.V., Bandi, M., Raje, N., et al. A novel vascular disrupting agent plinabulin triggers JNK-mediated apoptosis and inhibits angiogenesis in multiple myeloma cells. Blood 117(21), 5692-5700 (2011).