677748-57-1Relevant academic research and scientific papers
RADIOLABELED MICROTUBULE IMAGING COMPOUNDS AND USES THEREOF
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Page/Page column 43-45, (2019/05/22)
The present disclosure relates to radiolabeled compounds and methods of uses for diagnosis, monitoring, and treatment of various degenerative neurological disorders, neuropsychiatric disorders, brain injuries, vascular diseases, and cancers. Radiolabeled compounds for imaging of microtubules or microtubules and other targets using positron-emission tomography (PET) are specifically disclosed.
Synthesis of substituted quinazolines: Application to the synthesis of verubulin
Lockman, Jeffrey W.,Klimova, Yevgeniya,Anderson, Mark B.,Willardsen, J. Adam
experimental part, p. 1715 - 1723 (2012/04/10)
Through newly adapted methodology, 2-methyl-3H-quinazolin-4-one was activated using a number of methods followed by displacement to afford 4-aminoquinazolines. The most useful of these processes utilize the p-toluenesulfonate ester or I2/PPh3 activation. Using this methodology, the anticancer vascular targeting clinical candidate verubulin (1) was synthesized in a highly efficient manner. Copyright Taylor & Francis Group, LLC.
Microwave-accelerated Dimroth rearrangement for the synthesis of 4-anilino-6-nitroquinazolines. Application to an efficient synthesis of a microtubule destabilizing agent
Foucourt, Alicia,Dubouilh-Benard, Carole,Chosson, Elizabeth,Corbière, Cécile,Buquet, Catherine,Iannelli, Mauro,Leblond, Bertrand,Marsais, Francis,Besson, Thierry
experimental part, p. 4495 - 4502 (2010/07/08)
A useful and rapid access to 4-anilino-6-nitroquinazolines was investigated in a multi-gram scale via microwave-accelerated condensation and Dimroth rearrangement of the starting anilines with imines obtained by reaction of anthranilonitriles with formamide dimethylacetal. A novel short and efficient route to Azixa (EPi28495, MPC-6827), a microtubule destabilizing agent and apoptosis inducer, was performed with success demonstrating that well controlled parameters offer comfortable using of microwave technology with safe and environmental benefits.
Discovery of N-(4-methoxyphenyl)-N,2-dimethylquinazolin-4-amine, a potent apoptosis inducer and efficacious anticancer agent with high blood brain barrier penetration
Sirisoma, Nilantha,Pervin, Azra,Zhang, Hong,Jiang, Songchun,Willardsen, J. Adam,Anderson, Mark B.,Mather, Gary,Pleiman, Christopher M.,Kasibhatla, Shailaja,Tseng, Ben,Drewe, John,Cai, Sui Xiong
experimental part, p. 2341 - 2351 (2010/03/31)
As a continuation of our structure-activity relationship (SAR) studies on 4-anilinoquinazolines as potent apoptosis inducers and to identify anticancer development candidates, we explored the replacement of the 2-Cl group in our lead compound 2-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amine (6b, EP128265, MPI-0441138) by other functional groups. This SAR study and lead optimization resulted in the identification of N-(4-methoxyphenyl)-N,2- dimethylquinazolin-4-amine (6h, EP128495, MPC-6827) as an anticancer clinical candidate. Compound 6h was found to be a potent apoptosis inducer with EC 50 of 2 nM in our cell-based apoptosis induction assay. It also has excellent blood brain barrier penetration, and is highly efficacious in human MX-1 breast and other mouse xenograft cancer models.
COMPOUNDS AND THERAPEUTICAL USE THEREOF
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Page 196, (2008/06/13)
Disclosed are 4-arylamino-quinazolines and analogs thereof effective as activators of caspases and inducers of apoptosis. The compounds of this invention are useful in the treatment of a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.
