Design and synthesis of dihydroindazolo[5,4-a]pyrrolo[3,4-c]carbazole oximes as potent dual inhibitors of VEGF-R2 and TIE-2 receptor tyrosine kinase

MEDI 373

Reddeppareddy Dandu, dreddy@cephalon.com, Allison L. Zulli, Edward Bacon, Ted Underiner, Candy Robinson, Hong Chang, Sheila Miknyoczki, Jennifer Grobelny, Bruce A. Ruggeri, Thelma S. Angeles, Lisa D. Aimone, and Robert L. Hudkins. Department of Medicinal Chemistry, Cephalon, Inc, 145 Brandywine Parkway, West Chester, PA 19380
Angiogenesis is not only a dynamic and very complex process that involves the formation of new blood vessels from the existing vasculature but is also a critical process during early embryonic development as well as in a number of processes including cancer, rheumatoid arthritis and psoriasis. The development of the normal vasculature is believed to be dependent on the vascular endothelial growth factor (VEGF) and its receptor tyrosine kinases, mainly VEGF-R2 and the angiopoietins (Ang-1 and Ang-2) and its receptor kinases, primarily TIE-2. Thus, the disruption of both VEGF-R2 and TIE-2 receptor signaling are an attractive targets to prevent tumor angiogenesis, which can then lead to the inhibition of tumor growth and metastasis. We have identified dihydroindazolocarbazole based oximes as low nanomolar potent dual VEGF-R2 and TIE-2 receptor tyrosine kinase inhibitors. We will present in detail the structure-activity relationships (SAR), pharmacokinetic, and the in vivo evaluation of lead dihydroindazolocarbazole oximes.
 

Poster Session
7:00 PM-9:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Medicinal Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007