Lacosamide

CAT#: H315229

CAS#: 175481-36-4

Description: Lacosamide, also known as ADD 243037 and SPM 927, is a medication developed by UCB for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain marketed under the trade name Vimpat. Lacosamide is discontinued (DEA controlled substance).

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Synthetic Routes

Lacosamide - Synthetic Route 1

Lacosamide route01

Synthetic reference

Muthukrishnan, M.; Mujahid, M.; Sasikumar, M.; Mujumdar, P.; Tetrahedron: Asymmetry; Volume 22; Issue 12; Pages 1353-1357; 2011

Lacosamide - Synthetic Route 2

Lacosamide route02

Synthetic reference

Stecko, Sebastian; Total Synthesis of Lacosamide; Journal of Organic Chemistry; Volume 79; Issue 13; Pages 6342-6346; 2014

Lacosamide - Synthetic Route 3

Lacosamide route03

Synthetic reference

Wadavrao, Sachin B.; Narikimalli, Ashritha; Narsaiah, A. Venkat; A non-infringing route for enantioselective synthesis of antiepileptic agent lacosamide; Synthesis; Volume 45; Issue 24; Pages 3383-3386; 2013

Lacosamide - Synthetic Route 4

Lacosamide route04

Synthetic reference

Morieux, Pierre; Stables, James P.; Kohn, Harold. Synthesis and anticonvulsant activities of N-benzyl (2R)-2-acetamido-3-oxysubstituted propionamide derivatives. Bioorganic & Medicinal Chemistry. Volume 16. Issue 19. Pages 8968-8975. 2008.

Lacosamide - Synthetic Route 5

Lacosamide route05

Synthetic reference

Kohn, Harold; Andurkar, Shridhar V. Anticonvulsant enantiomeric amino acid derivatives. Assignee Research Corporation Tech., Inc., USA. US 6048899. (2000).

Lacosamide - Synthetic Route 6

Lacosamide route06

Synthetic reference

Garg, Yuvraj; Pandey, Satyendra Kumar. An Enantioselective Approach to Functionalized Amino Acids: Total Synthesis of Antiepileptic Drug (R)-Lacosamide. Journal of Organic Chemistry. Volume 80. Issue 8. Pages 4201-4203. 2015.

Lacosamide - Synthetic Route 7

Lacosamide route07

Synthetic reference

Merschaert, Alain; Bouvy, Didier; Vasselin, David; Carly, Nicolas. Process for the preparation of amino acid derivatives. Assignee UCB Pharma GmbH, Germany. WO 2012041986. (2012).

Lacosamide - Synthetic Route 8

Lacosamide route08

Synthetic reference

Wehlan, Hermut; Oehme, Jan; Schaefer, Alexander; Rossen, Kai. Development of Scalable Conditions for the Ugi Reaction-Application to the Synthesis of (R)-Lacosamide. Organic Process Research & Development. Volume 19. Issue 12. Pages 1980-1986. 2015.

Lacosamide - Synthetic Route 9

Lacosamide route09

Synthetic reference

Sriram, Hari Mohan; Madhra, Mukesh Kumar; Sharma, Mukesh Kumar. Processes for reducing impurities in lacosamide. Assignee Ranbaxy Laboratories Limited, India. WO 2011092672. (2011).

Lacosamide - Synthetic Route 10

Lacosamide route010

Synthetic reference

Pandey, Satyendra Kumar; Garg, Yuvraj. Improved process for the enantioselective preparation of the antiepileptic drug (R)-lacosamide. US 9284263. (2016).