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693228-63-6

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Discovery of N-Phenyl-4-(thiazol-5-yl)pyrimidin-2-amine aurora kinase inhibitors
Through cell-based screening of our kinase-directed compound collection, we discovered that a subset of N-phenyl-4-(thiazol-5-yl)pyrimidin-2-amines were potent cytotoxic agents against cancer cell lines, suppressed mitotic histone H3 phosphorylation, and caused aberrant mitotic phenotypes. It was subsequently established that these compounds were in fact potent inhibitors of aurora A and B kinases. It was shown that potency and selectivity of aurora kinase inhibition correlated with the presence of a substituent at the aniline para-position in these compounds. The anticancer effects of lead compound 4-methyl-5-(2-(4- morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine (18; Ki values of 8.0 and 9.2 nM for aurora A and B, respectively) were shown to emanate from cell death following mitotic failure and increased polyploidy as a consequence of cellular inhibition of aurora A and B kinases. Preliminary in vivo assessment showed that compound 18 was orally bioavailable and possessed anticancer activity. Compound 18 (CYC116) is currently undergoing phase I clinical evaluation in cancer patients.
Wang, Shudong,Midgley, Carol A.,Sca?rou, Frederic,Grabarek, Joanna B.,Griffiths, Gary,Jackson, Wayne,Kontopidis, George,McClue, Steven J.,McInnes, Campbell,Meades, Christopher,Mezna, Mokdad,Plater, Andy,Stuart, Iain,Thomas, Mark P.,Wood, Gavin,Clarke, Rosemary G.,Blake, David G.,Zheleva, Daniella I.,Lane, David P.,Jackson, Robert C.,Glover, David M.,Fischer, Peter M.
experimental part
p. 4367 - 4378
(2010/09/04)

COMBINATION OF A 2-SUBSTITUTED-4-HETER0ARYL-PYRIMIDINE AMINE WITH A CYTOTOXIC DRUG AND USE THEREOF IN THE TREATMENT OF A PROLIFERATIVE DISORDER
A first aspect of the invention relates to a combination comprising (a) a cytotoxic drug selected from: (i) doxorubicin; (ii) SN-38, or a prodrug thereof; (iii) gemcitabine; and (b) a compound of formula (I), or a pharmaceutically acceptable salt thereof,
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Page/Page column 43

(2008/06/13)

PYRIMIDINE COMPOUNDS
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Page 50

(2008/06/13)

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Chemical Properties

Density: 1.355
Solubility:Aqueous Acid, DMSO (Sparingly)
Storage Temp.:Hygroscopic, Refrigerator, under inert atmosphere
PSA: 118.16000
LogP: 3.13900

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