An inhibitor of EG5
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Dimethylenastron

Item No. 22357

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,4,6,7,8-hexahydro-4-(3-hydroxyphenyl)-7,7-dimethyl-2-thioxo-5(1H)-quinazolinone
CAS Number
863774-58-7
Molecular Formula
C16H18N2O2S
Formula Weight
302.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/ml
λmax
324 nm
SMILES
O=C1CC(C)(C)CC2=C1C(C3=CC(O)=CC=C3)NC(N2)=S
InChi Code
InChI=1S/C16H18N2O2S/c1-16(2)7-11-13(12(20)8-16)14(18-15(21)17-11)9-4-3-5-10(19)6-9/h3-6,14,19H,7-8H2,1-2H3,(H2,17,18,21)
InChi Key
RUOOPLOUUAYNPY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    Dimethylenastron is an inhibitor of the mitotic kinesin Eg5 (IC50 = 200 nM in an ATPase assay).1 It is selective for Eg5 over other kinesin subfamilies from four different organisms. Dimethylenastron induces accumulation of HeLa cells in the G2/M phase (75% at a concentration of 1 μM). It inhibits spindle formation and induces radial arrangement of chromosomes in Xenopus oocytes. Dimethylenastron inhibits migration and growth of PANC-1 pancreatic cancer cells in a concentration-dependent manner.2 Dimethylenastron also inhibits angiogenesis and induces severe circulation defects in zebrafish embryos.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gartner, M., Sunder-Plassmann, N., Seiler, J., et al. Development and biological evaluation of potent and specific inhibitors of mitotic Kinesin Eg5. Chembiochem 6(7), 1173-1177 (2005).

    2. Sun, X.-d., Shi, X.-j., Sun, X.-o., et al. Dimethylenastron suppresses human pancreatic cancer cell migration and invasion in vitro via allosteric inhibition of mitotic kinesin Eg5. Acta Pharmacol. Sin. 32(12), 1543-1548 (2011).

    3. Exertier, P., Javerzat, S., Wang, B., et al. Impaired angiogenesis and tumor development by inhibition of the mitotic kinesin Eg5. Oncotarget 4(12), 2302-2316 (2013).