Alectinib synthetic routes

CAT#: 205510 | Name: Sonidegib | CAS# 956697-53-3

Purchases for research

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.

Synthetic Routes

Sonidegib - Synthetic Route 1

Sonidegib - Synthetic Route 1

Synthetic reference

Wang, Deyin; Xu, Xin; Qi, Yuxin; Wang, Baolin; Zhang, Wei; Zhao, Yinlong. Preparation of Sonidegib and intermediate thereof. CN 109293649. (Xinfa Pharmaceutical Co., Ltd., Peop. Rep. China)

Sonidegib - Synthetic Route 2

Sonidegib - Synthetic Route 2

Synthetic reference

Xu, Xuenong. A method for preparation of Sonidegib with L-lactate. WO 2017096998. (Suzhou Miracpharma Technology Co., Ltd., Peop. Rep. China)

Sonidegib - Synthetic Route 3

Sonidegib - Synthetic Route 3

Synthetic reference

Rajan, Srinivasan Thirumalai. Process for the preparation of N-[6-(cis-2,6-dimethylmorpholin-4-yl)pyridine-3-yl]-2-methyl-4'-(trifiuoromethoxy) [1,1' -biphenyl]-3-carboxamide and its polymorphs. WO 2017163258. (MSN Laboratories Private Limited, India; Eswaraiah, Sajja; Rao, Gogulapati Venkata Panakala; Reddy, Sagyam Rajeshwa; Rajesham, Boge; Reddy, Purna Chndrasekhar Thippireddy)

Sonidegib - Synthetic Route 4

Sonidegib - Synthetic Route 4

Synthetic reference

Rajan, Srinivasan Thirumalai. Process for the preparation of N-[6-(cis-2,6-dimethylmorpholin-4-yl)pyridine-3-yl]-2-methyl-4'-(trifiuoromethoxy) [1,1' -biphenyl]-3-carboxamide and its polymorphs. WO 2017163258. (MSN Laboratories Private Limited, India; Eswaraiah, Sajja; Rao, Gogulapati Venkata Panakala; Reddy, Sagyam Rajeshwa; Rajesham, Boge; Reddy, Purna Chndrasekhar Thippireddy)

Sonidegib - Synthetic Route 5

Sonidegib - Synthetic Route 5

Synthetic reference

Xu, Xuenong. A method for preparation of Sonidegib with L-lactate. CN 105330658. (Suzhou Miracpharma Technology Co., Ltd., Peop. Rep. China)

Sonidegib - Synthetic Route 6

Sonidegib - Synthetic Route 6

Synthetic reference

Fritze, Andreas; Corcelle, Karine; Grubesa, Melinda Enikoe. Pharmaceutical compositions. WO 2011009852. (Novartis AG, Switz.)

Sonidegib - Synthetic Route 7

Sonidegib - Synthetic Route 7

Synthetic reference

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

Sonidegib - Synthetic Route 8

Synthetic reference

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 - Synthetic Route 9

Synthetic reference

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.