Alectinib synthetic routes

CAT#: 598616 | Name: Lesinurad | CAS#

Purchases for research

Description:

Lesinurad, also known as RDEA594, is a selective uric acid re-absorption inhibitor (SURI) and is also a selective inhibitor of URAT1, a transporter in the kidney that regulates uric acid excretion from the body. RDEA594 has been shown to normalize the amount of uric acid excreted by gout patients previously classified as under-excretors. Lesinurad received FDA approval on December 22, 2015.

Synthetic Routes

Lesinurad - Synthetic Route 1

Lesinurad - Synthetic Route 1

Synthetic reference

Lei X, Wang Y, Fan E, Sun Z. In Situ Activation of Disulfides for Multicomponent Reactions with Isocyanides and a Broad Range of Nucleophiles. Org Lett. 2019 Mar 1;21(5):1484-1487. doi: 10.1021/acs.orglett.9b00275. Epub 2019 Feb 11. PubMed PMID: 30740981.

Lesinurad - Synthetic Route 2

Lesinurad - Synthetic Route 2

Synthetic reference

Halama, Aleš & Stach, Jan & Rádl, Stanislav & Benediktová, Kristýna. (2018). Identification of an Unexpected Impurity in a New Improved Synthesis of Lesinurad. Organic Process Research & Development. 22. 10.1021/acs.oprd.8b00316.

Lesinurad - Synthetic Route 3

Lesinurad - Synthetic Route 3

Synthetic reference

Girardet, Jean-Luc; Koh, Yung-Hyo; De la Rosa, Martha; Gunic, Esmir; Hong, Zhi; Lang, Stanley; Kim, Hong Woo. Preparation of S-triazolyl α-mercaptoacetanilides as inhibitors of HIV reverse transcriptase. WO 2006026356. (Assignee Valeant Research & Development, USA)

Lesinurad - Synthetic Route 4

Lesinurad - Synthetic Route 4

Synthetic reference

Quart, Barry D.; Girardet, Jean-Luc; Gunic, Esmir; Yeh, Li-Tain. Preparation of azole carboxylates as modulators of blood uric acid levels. WO 2009070740. (Assignee Ardea Biosciences, Inc., USA)

Lesinurad - Synthetic Route 5

Lesinurad - Synthetic Route 5

Synthetic reference

Gunic, Esmir; Girardet, Jean-Luc; Vernier, Jean-Michel; Tedder, Martina E.; Paisner, David A.. Preparation of naphthalene thio triazole derivatives and their use for modulating uric acid levels. US 20100056465. (Assignee Ardea Biosciences, USA)

Lesinurad - Synthetic Route 6

Lesinurad - Synthetic Route 6

Synthetic reference

Gunic, Esmir; Girardet, Jean-Luc; Vernier, Jean-Michel; Tedder, Martina E.; Paisner, David A.. Preparation of naphthalene thio triazole derivatives and their use for modulating uric acid levels. US 20100056464. (Assignee Ardea Biosciences, USA)

Lesinurad - Synthetic Route 7

Lesinurad - Synthetic Route 7

Synthetic reference

Gunic, Esmir; Galvin, Gabriel. Manufacture of 2-[5-bromo-4-(cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio]acetic acid and related compounds. WO 2014008295. (Assignee Ardea Biosciences, Inc., USA)

Lesinurad - Synthetic Route 8

Lesinurad - Synthetic Route 8

Synthetic reference

Luo, Jian; Liu, Lixue; Rajeev, Kumar; Zhu, Wenmin; Li, Lei. Process for the purification of 2-[[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]thio]acetic acid. CN 104447589. (Assignee Sunshine Lake Pharma Co., Ltd., Peop. Rep. China)

Lesinurad - Synthetic Route 9

Lesinurad - Synthetic Route 9

Synthetic reference

Stach, Jan; Radl, Stanislav; Zvatora, Pavel; Pisa, Ondrej; Benediktova, Kristyna; Halama, Ales. Process for preparing 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4h-1,2,4-triazol-3-ylthio)acetic acid. EP 3281941. (Assignee Zentiva K.S., Czech Rep.)

Lesinurad - Synthetic Route 10

Lesinurad - Synthetic Route 10

Synthetic reference

Bodhuri, Prabhudas; Green, Melanie R. A.; Karadeolian, Avedis; Weeratunga, Gamini; Gorin, Boris. Processes for the preparation of lesinurad and intermediates thereof. US 20180258057. (Assignee Apotex Inc., Can.)