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U3385

Sigma-Aldrich

UA62784

≥98% (HPLC)

Synonym(s):

4-[5-(4-Methoxyphenyl)-2-oxazolyl]-9H-Fluoren-9-one

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About This Item

Empirical Formula (Hill Notation):
C23H15NO3
CAS Number:
313367-92-9
Molecular Weight:
353.37
MDL number:
MFCD00489199
UNSPSC Code:
12352202
PubChem Substance ID:
329827627
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: >2 mg/mL

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)-c2cnc(o2)-c3cccc4C(=O)c5ccccc5-c34

InChI

1S/C23H15NO3/c1-26-15-11-9-14(10-12-15)20-13-24-23(27-20)19-8-4-7-18-21(19)16-5-2-3-6-17(16)22(18)25/h2-13H,1H3

InChI key

SVICLWPFAQYZLX-UHFFFAOYSA-N

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Biochem/physiol Actions

Studies have also reported that UA62784 associates with tubulin at or near the colchicine-binding sites in cells and functions as a cytotoxic, microtubule inhibitor.
UA62784 is a specific inhibitor of centromere protein E (CENPE) kinesin-like protein; mitotic inhibitor. CENP-E is a kinesin-like motor protein that localizes to the kinetochore during mitosis and is essential for bipolar spindle formation. UA62784 is a novel specific inhibitor of CENP-E, which likely binds within the motor domain of CENP-E. UA62784 causes reversible cell cycle arrest in mitosis before metaphase, which leads to apoptosis. The compound is not interacting with microtubules directly.

Preparation Note

UA62784 is soluble in DMSO at a concentration >2 mg/ml.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Sergey Tcherniuk et al.
Chemistry & biology, 18(5), 631-641 (2011-05-26)
A recent screen for compounds that selectively targeted pancreatic cancer cells isolated UA62784. We found that UA62784 inhibits microtubule polymerization in vitro. UA62784 interacts with tubulin dimers ten times more potently than colchicine, vinblastine, or nocodazole. Competition experiments revealed that UA62784

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