Sonidegib

CAT#: H205510

CAS#: 956697-53-3

Description: Sonidegib, also known as, erismodegib, LDE225, NVP-LDE225, is an orally bioavailable small-molecule Smoothened (Smo) antagonist with potential antineoplastic activity. Erismodegib selectively binds to the Hedgehog (Hh)-ligand cell surface receptor Smo, which may result in the suppression of the Hh signaling pathway and, so, the inhibition of tumor cells in which this pathway is abnormally activated. It was approved by the FDA for treating basal cell carcinoma in July 2015.

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Synthetic Routes

Sonidegib - Synthetic Route 1

Sonidegib route01

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Sonidegib - Synthetic Route 2

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Sonidegib - Synthetic Route 3

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Sonidegib - Synthetic Route 4

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Sonidegib - Synthetic Route 5

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Sonidegib - Synthetic Route 6

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Sonidegib - Synthetic Route 7

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Pan, Shifeng; Wu, Xu; Jiang, Jiqing; Gao, Wenqi; Wan, Yongqin; Cheng, Dai; Han, Dong; Liu, Jun; Englund, Nathan P.; Wang, Yan; Peukert, Stefan; Miller-Moslin, Karen; Yuan, Jing; Guo, Ribo; Matsumoto, Melissa; Vattay, Anthony; Jiang, Yun; Tsao, Jeffrey; Sun, Fangxian; Pferdekamper, AnneMarie C.; Dodd, Stephanie; Tuntland, Tove; Maniara, Wieslawa; Kelleher, Joseph F., III; Yao, Yung-mae; Warmuth, Markus; Williams, Juliet; Dorsch, Marion. Discovery of NVP-LDE225, a Potent and Selective Smoothened Antagonist. ACS Medicinal Chemistry Letters. Volume 1. Issue 3. Pages 130-134. 2010.

Sonidegib - Synthetic Route 8

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Trinh, Trieu N.; Hizartzidis, Lacey; Lin, Andrew J. S.; Harman, David G.; McCluskey, Adam; Gordon, Christopher P. An efficient continuous flow approach to furnish furan-based biaryls. Organic & Biomolecular Chemistry. Volume 12. Issue 47. Pages 9562-9571. 2014.

Sonidegib - Synthetic Route 9

Sonidegib route09

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Hu, Bing; Cai, Jin; Chen, Junqing; Cao, Meng; Wang, Peng; Zong, Xi; Zhang, Rui; Ji, Min. An efficient synthesis of Erismodegib. Journal of Chemical Research. Volume 38. Issue 1. Pages 18-20. 2014.