An activator of microtubule polymerization
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Cevipabulin

Item No. 33224

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
CAS Number
849550-05-6
Synonyms
  • TTI-237
Molecular Formula
C18H18ClF5N6O
Formula Weight
464.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
224, 297 nm
SMILES
FC(F)(F)[C@H](C)NC1=C(C2=C(C=C(C=C2F)OCCCNC)F)C(Cl)=NC3=NC=NN31
InChi Code
InChI=1S/C18H18ClF5N6O/c1-9(18(22,23)24)28-16-14(15(19)29-17-26-8-27-30(16)17)13-11(20)6-10(7-12(13)21)31-5-3-4-25-2/h6-9,25,28H,3-5H2,1-2H3/t9-/m0/s1
InChi Key
ZUZPCOQWSYNWLU-VIFPVBQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

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    50 mg

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    Product Description

    Cevipabulin is an activator of microtubule polymerization.1,2 It induces aggregation of isolated bovine brain tubulin in a concentration-dependent manner.1 Cevipabulin (100 µM) inhibits binding of vinblastine (Item No. 11762), but not colchicine (Item No. 9000760), to tubulin in cell-free assays. It induces mitotic block in HeLa cells when used at a concentration of 68 nM and is cytotoxic to MDA-MB-468, MDA-MB-435, LNCaP, SKOV3, and HeLa cancer cell lines (IC50s = 18-40 nM). Cevipabulin (20 mg/kg, i.v.) reduces tumor growth in a LoVo colon adenocarcinoma mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beyer, C.F., Zhang, N., Hernandez, R., et al. TTI-237: A novel microtubule-active compound with in vivo antitumor activity. Cancer Res. 68(7), 2292-2300 (2008).

    2. Beyer, C.F., Zhang, N., Hernandez, R., et al. The microtubule-active antitumor compound TTI-237 has both paclitaxel-like and vincristine-like properties. Cancer Chemother. Pharmacol. 64(4), 681-689 (2009).