Rilpivirine

CAT#: H314236

CAS#: 500287-72-9

Description: Rilpivirine is a pharmaceutical drug, developed by Tibotec, for the treatment of HIV infection. It is a second-generation non-nucleoside reverse transcriptase inhibitor (NNRTI) with higher potency, longer half-life and reduced side-effect profile compared with older NNRTIs, such as efavirenz. Rilpivirine entered phase III clinical trials in April 2008, and was approved for use in the United States in May 2011. A fixed-dose drug combining rilpivirine with emtricitabine and tenofovir, was approved by the U.S. Food and Drug Administration in August 2011 under the brand name Complera.

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Synthetic Routes

Rilpivirine - Synthetic Route 1

Rilpivirine route01

Synthetic reference

Guillemont, Jerome; Pasquier, Elisabeth; Palandjian, Patrice; Vernier, Daniel; Gaurrand, Sandrine; Lewi, Paul J.; Heeres, Jan; de Jonge, Marc R.; Koymans, Lucien M. H.; Daeyaert, Frits F. D.; Vinkers, Maarten H.; Arnold, Edward; Das, Kalyan; Pauwels, Rudi; Andries, Koen; de Bethune, Marie-Pierre; Bettens, Eva; Hertogs, Kurt; Wigerinck, Piet; Timmerman, Philip; Janssen, Paul A. J. Synthesis of novel diarylpyrimidine analogues and their antiviral activity against human immunodeficiency virus type 1. Journal of Medicinal Chemistry. Volume 48. Issue 6. Pages 2072-2079. Journal. (2005).

Rilpivirine - Synthetic Route 2

Rilpivirine route02

Synthetic reference

Bollini, Mariela; Cisneros, Jose A.; Spasov, Krasimir A.; Anderson, Karen S.; Jorgensen, William L. Optimization of diarylazines as anti-​HIV agents with dramatically enhanced solubility. Bioorganic & Medicinal Chemistry Letters. Volume 23. Issue 18. Pages 5213-5216. Journal; Online Computer File. (2013).

Rilpivirine - Synthetic Route 3

Rilpivirine route03

Synthetic reference

Srinivasan, Thirumalai Rajan; Sajja, Eswaraiah; Venkatesh, Mummadi. A process for the preparation of rilpivirine hydrochloride. Assignee MSN Laboratories Limited, India. IN 2012CH05368. (2015).

Rilpivirine - Synthetic Route 4

Rilpivirine route04

Synthetic reference

Reddy, Bandi Parthasaradhi; Reddy, Kura Rathnakar; Reddy, Dasari Muralidhara; Reddy, Adulla Venkat Narsimha; Krishna, Bandi Vamsi. Process for rilpivirine. Assignee Hetero Research Foundation, India. (2012).

Rilpivirine - Synthetic Route 5

Rilpivirine route05

Synthetic reference

Gurjar, Mukund Keshav; Maikap, Golakchandra Sudarshan; Joshi, Shashikant Gangaram; Badhe, Sachin Aravind; Mehta, Samit Satish. An improved process of preparing rilpivirine. Assignee Emcure Pharmaceuticals Limited, India. IN 2011MU01223. (2012).

Rilpivirine - Synthetic Route 6

Rilpivirine route06

Synthetic reference

Li, Jinliang; Cai, Zhigang; Shao, Lanying; Zhou, Xiajun. Process for preparation of rilpivirine and intermediates thereof. Assignee Shanghai Desano Pharmaceutical Co., Ltd., Peop. Rep. China; Shanghai Desano Chemical Pharmaceutical Co., Ltd. CN 103183642. (2013).

Rilpivirine - Synthetic Route 7

Rilpivirine route07

Synthetic reference

Li, Jinliang; Cai, Zhigang; Shao, Lanying; Zhou, Xiajun. Process for preparation of rilpivirine and intermediates thereof. Assignee Shanghai Desano Pharmaceutical Co., Ltd., Peop. Rep. China; Shanghai Desano Chemical Pharmaceutical Co., Ltd. CN 103183641. (2013).

Rilpivirine - Synthetic Route 8

Rilpivirine route08

Synthetic reference

Vandecruys, Roger Petrus Gerebern. Pharmaceutical compositions comprising a surfactant and a physiologically tolerable water-soluble acid respectively base, and a basic respectively acidic drug compound, containing a pyrimidine unit, for treating HIV. Assignee Janssen Pharmaceutica N.V., Belg. WO 2004050068. (2004).