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Alectinib synthetic routes

Apalutamide - Synthetic Route

CAT#: 204420 | Name: Apalutamide | CAS# 956104-40-8

Purchases for research

Description:

Apalutamide, also known as ARN-509 and JNJ-56021927 , is an androgen receptor antagonist with potential antineoplastic activity. ARN-509 binds to AR in target tissues thereby preventing androgen-induced receptor activation and facilitating the formation of inactive complexes that cannot be translocated to the nucleus. This prevents binding to and transcription of AR-responsive genes. This ultimately inhibits the expression of genes that regulate prostate cancer cell proliferation and may lead to an inhibition of cell growth in AR-expressing tumor cells.

Synthetic Routes

Apalutamide - Synthetic Route 1

Apalutamide - Synthetic Route 1

Synthetic reference

Pang, Xuehai; Wang, Yingwei; Chen, Yuanwei. Design, synthesis, and biological evaluation of deuterated apalutamide with improved pharmacokinetic profiles. Bioorganic & Medicinal Chemistry Letters. Volume 27. Issue 12. Pages 2803-2806. Journal; Online Computer File. (2017).

Apalutamide - Synthetic Route 2

Apalutamide - Synthetic Route 2

Synthetic reference

Chen, Shang-Hong; Guo, Jiunn-Cheh; Shih, Wen-Li. Process for preparing apalutamide. Assignee ScinoPharm Taiwan, Ltd., Taiwan. US 20180201601. (2018).

Apalutamide - Synthetic Route 3

Apalutamide - Synthetic Route 3

Synthetic reference

Zheng, Xuchun; Zhang, Yiping. Synthesis method of apalutamide and its intermediates. CN 108383749. (2018).

Apalutamide - Synthetic Route 4

Apalutamide - Synthetic Route 4

Synthetic reference

Bodhuri, Prabhudas; Ceccarelli, Alfredo Paul; Emmett, Michael R.; Karadeolian, Avedis; Souza, Fabio E. S.; Weeratunga, Gamini; Gorin, Boris. Processes for the preparation of Apalutamide and intermediates thereof. Assignee Apotex Inc., Can. US 20190276424. (2019).

Apalutamide - Synthetic Route 5

Apalutamide - Synthetic Route 5

Synthetic reference

Muthusamy, Anantha Rajmohan; Kanniah, Sundara Lakshmi; Arote, Nitin Dnyaneshwar; Bhagwat, Omkar Vilas; Sonar, Jitendra Kamalakar; Poundkar, Vitthal Baburao; Wagh, Yogesh Dhananjay. Solid state forms of Apalutamide. Assignee Watson Laboratories Inc., USA. WO 2018112001. (2018).

Apalutamide - Synthetic Route 6

Apalutamide - Synthetic Route 6

Synthetic reference

Haim, Cyril Ben; Horvath, Andras; Weerts, Johan Erwin Edmond; Albaneze-Walker, Jennifer. Processes for the preparation of a diarylthiohydantoin compound. Assignee Aragon Pharmaceuticals, Inc., USA. WO 2016100645. (2016).

Apalutamide - Synthetic Route 7

Apalutamide - Synthetic Route 7

Synthetic reference

Chen, Yuanwei; Gong, Yu. Preparation of imidazole diketone compounds as androgen receptor antagonist for treating cancer. Assignee Hinova Pharmaceuticals Inc., Peop. Rep. China. WO 2014190895. (2014).