Cinacalcet Hydrochloride

CAT#: H317529

CAS#: 364782-34-3

Description: Cinacalcet Hydrochloride is a type II calcimimetic agent which controls calcium levels in cells by allosteric activation of CaSR. In the presence of calcium ions, it can inhibit parathyroid hormone secretion by activating CaSR in parathyroid glands. Studies show that Cinacalcet Hydrochloride affects cell proliferation in CHO cells transfected with CaSRs. In addition, it is known that Cinacalcet Hydrochloride inhibits the secretion of the parathyroid hormone (PTH). Cinacalcet has been used clinically to treat secondary hyperparathyroidism due to end-stage renal disease or hypercalcemia in patients with parathyroid carcinoma.

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Synthetic Routes

Cinacalcet Hydrochloride - Synthetic Route 1

Cinacalcet Hydrochloride route01

Synthetic reference

Arava, Veera R.; Gorentla, Laxminarasimhulu; Dubey, Pramod K. A novel asymmetric synthesis of cinacalcet hydrochloride. Beilstein Journal of Organic Chemistry. R&D Laboratory. Suven Life Sciences Ltd. Hyderabad, India. Volume 8. Pages 1366-1373, No. 158. 2012

Cinacalcet Hydrochloride - Synthetic Route 2

Cinacalcet Hydrochloride route02

Synthetic reference

Niu, Dawen; Buchwald, Stephen L. Design of Modified Amine Transfer Reagents Allows the Synthesis of α-Chiral Secondary Amines via CuH-Catalyzed Hydroamination. Journal of the American Chemical Society. Department of Chemistry. Massachusetts Institute of Technology. Cambridge, USA 02139. Volume 137. Issue 30. Pages 9716-9721. 2015

Cinacalcet Hydrochloride - Synthetic Route 3

Cinacalcet Hydrochloride route03

Synthetic reference

Tewari, Neera; Maheshwari, Nitin; Medhane, Roshan; Nizar, Hashim; Prasad, Mohan. A Novel Method for the Large Scale Synthesis of Cinacalcet Hydrochloride Using Iron Catalyzed C-C Coupling. Organic Process Research & Development. Chemical Research Division. Ranbaxy Research Laboratories. Haryana, India 122001. Volume 16. Issue 9. Pages 1566-1568. 2012

Cinacalcet Hydrochloride - Synthetic Route 4

Cinacalcet Hydrochloride route04

Synthetic reference

Prediger, Patricia; da Silva, Allan Ribeiro; Correia, Carlos Roque Duarte. Construction of 3-arylpropylamines using Heck arylations. The total synthesis of cinacalcet hydrochloride, alverine, and tolpropamine. Tetrahedron. Instituto de Quimica, UNICAMP. Universidade Estadual de Campinas. Campinas, Brazil 13084-971. Volume 70. Issue 20. Pages 3333-3341. 2014

Cinacalcet Hydrochloride - Synthetic Route 5

Cinacalcet Hydrochloride route05

Synthetic reference

Thiel, Oliver R.; Bernard, Charles; Tormos, Wanda; Brewin, Alan; Hirotani, Shuji; Murakami, Kazuo; Saito, Kenji; Larsen, Robert D.; Martinelli, Michael J.; Reider, Paul J. Practical synthesis of the calcimimetic agent, cinacalcet. Tetrahedron Letters. Chemistry. Research and Discovery, Amgen Inc. Thousand Oaks, CA, USA 91320-1799.Volume 49. Issue 1. Pages 13-15. 2008

Cinacalcet Hydrochloride - Synthetic Route 6

Cinacalcet Hydrochloride route06

Synthetic reference

Lv, Honggui; Xiao, Li-Jun; Zhao, Dongbing; Zhou, Qi-Lin. Nickel(0)-catalyzed linear-selective hydroarylation of unactivated alkenes and styrenes with arylboron acids. ChemRxiv. State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry. Nankai University. Tianjin, Peop. Rep. China 300071. Pages 1-5. 2018

Cinacalcet Hydrochloride - Synthetic Route 7

Cinacalcet Hydrochloride route07

Synthetic reference

Catozzi, Nicola; Cotarca, Livius; Foletto, Johnny; Forcato, Massimiliano; Giovanetti, Roberto; Soriato, Giorgio; Verzini, Massimo. Process for the preparation of cinacalcet hydrochloride using reduction, sulfonation and elimination as key steps. Assignee Zach System S.p.A., Italy. WO 2010094674. 2010

Cinacalcet Hydrochloride - Synthetic Route 8

Cinacalcet Hydrochloride route08

Synthetic reference

Srinivasan, Chidambaram Venkateswaran; Johar, Perminder Singh; Wadhwa, Lalit. Process for preparation of cinacalcet hydrochloride. Assignee Ind-Swift Laboratories Limited, India. WO 2008035381. 2008

Cinacalcet Hydrochloride - Synthetic Route 9

Cinacalcet Hydrochloride route09

Synthetic reference

Padi, Pratap Reddy; Akundi, Surya Prabhakar; Suthrapu, Sashi Kanth; Kolla, Naveen Kumar; Kotagiri, Vijaya Kumar; Neelam, Uday Kumar; Baddam, Sudhakar Reddy; Manne, Nagaraju; Devarakonda, Surya Narayana; Thaimattam, Ram; Raghupati, Balaji; Vasamsetti, Satish Kumar. Process for preparation of Cinacalcet hydrochloride. Assignee Dr. Reddy's Laboratories, Ltd., India; Dr. Reddy's Laboratories, Inc. WO 2008058236. 2008

Cinacalcet Hydrochloride - Synthetic Route 10

Cinacalcet Hydrochloride route010

Synthetic reference

Hu, Changchun; Chen, Yanhui. A process for preparing cinacalcet hydrochloride. Assignee Shanghai Yong Yi Biotechnology Co., Ltd., Peop. Rep. China. WO 2012051737. 2012