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2. Synthesis of Vixotrigine, a Voltage- and Use-Dependent Sodium Channel Blocker. Part 2: Development of a Late-Stage Process

Author

Hanspeter Matzinger, Vincent Couming, Daw-Iong Albert Kwok, Daniel Patience, Roman Kuhn, John Guzowski, Chaozhan Gu, Thiemo Stucki, Erwin Irdam, William F. Kiesman, Markus Stöckli, Michael Thut, Markus Grohmann, Michael Nonnenmacher, Benjamin Haefner, Wenli Liang, Robbie Chen, Paolangelo Cerea, Suzanne M. Opalka, Donald G. Walker, Stefan Sahli, Frederick Osei-Yeboah, Erin M. O’Brien, Joerg Lotz, Xin Zhang, and Tamera Mack

Subjects
medicine.medical_specialty, Use dependent, 010405 organic chemistry, Manufacturing process, business.industry, Organic Chemistry, Late stage, 010402 general chemistry, medicine.disease, 01 natural sciences, 0104 chemical sciences, Sodium channel blocker, Trigeminal neuralgia, Internal medicine, medicine, Cardiology, Physical and Theoretical Chemistry, business
Abstract

As vixotrigine (1) entered a later clinical phase for trigeminal neuralgia (Zakrzewska, J. M.; et al. Lancet Neurol. 2017, 16, 291−300), the development of a sustainable late-stage process was requ...

Published
2020
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3. Process Development and Large-Scale Synthesis of BTK Inhibitor BIIB068

Author

Chaomin Li, Yiqing Lin, John Guzowski, Lloyd Franklin, Brian T. Hopkins, Michael MacPhee, Daniel Patience, Bin Ma, Zheng Fengmei, Michael Humora, Robbie Chen, Erin M. O’Brien, George A. Moniz, William F. Kiesman, Steven Ferguson, and Tamera Mack

Subjects
biology, 010405 organic chemistry, Process development, Chemistry, Scale (chemistry), Organic Chemistry, 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, Scientific method, biology.protein, Bruton's tyrosine kinase, Process optimization, Physical and Theoretical Chemistry
Abstract

Chemical process development efforts leading to multikilogram production of BIIB068 hemiadipate are discussed. Process optimization resulted in (1) removal of transition metal from the process, (2)...

Published
2020
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5. Discovery and Chemical Development of the Use-Dependent Sodium Channel Blocker Vixotrigine for the Treatment of Pain

Author

Robbie Chen, Michael Williams, Erwin Irdam, William F. Kiesman, Erin M. O’Brien, David T. MacPherson, John Guzowski, Stefan Sahli, Daw-Iong Albert Kwok, Suzanne M. Opalka, Daniel Patience, Tamera Mack, Couming Vinny, David R. Witty, Gerard M. P. Giblin, Wenli Liang, Frederick Osei-Yeboah, and Donald G. Walker

Subjects
Use dependent, Sodium channel blocker, Chemistry, Pharmacology
Published
2020
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