Tetrabenazine

CAT#: H318851

CAS#: 58-46-8

Description: Tetrabenazine is a drug for the symptomatic treatment of hyperkinetic movement disorder. On August 15, 2008 the U.S. Food and Drug Administration (FDA) approved the use of tetrabenazine to treat chorea associated with Huntington's disease (HD), the first in the US. The precise mechanism of action of tetrabenazine is unknown. The antichorea effect is believed to be related to its effect as a reversible depletory of monoamines (such as dopamine, serotonin, norepinephrine and histamine)from nerve terminals) Tetrabenazine reversibly inhibits VMAT-2 resulting in decreased of monamines into synaptic vesicles

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Synthetic Routes

Tetrabenazine - Synthetic Route 1

Tetrabenazine route01

Synthetic reference

Son, Young Wook; Kwon, Tae Hui; Lee, Jae Kyun; Pae, Ae Nim; Lee, Jae Yeol; Cho, Yong Seo; Min, Sun-Joon. A concise synthesis of tetrabenazine: An intramolecular aza-Prins-type cyclization via oxidative C-H activation. Organic Letters. Volume 13. Issue 24. Pages 6500-6503. 2011.

Tetrabenazine - Synthetic Route 2

Tetrabenazine route02

Synthetic reference

Chen, Weijie; Seidel, Daniel. Redox-Annulation of Cyclic Amines and β-Ketoaldehydes. Organic Letters. Volume 18. Issue 5. Pages 1024-1027. 2016.

Tetrabenazine - Synthetic Route 3

Tetrabenazine route03

Synthetic reference

Gano, Kyle W. Preparation of pyrido[2,1-a]isoquinoline derivatives for treating hyperkinetic disorders. Assignee Neurocrine Biosciences, Inc., USA. WO 2008058261. (2008).

Tetrabenazine - Synthetic Route 4

Tetrabenazine route04

Synthetic reference

Orgren, Lindsey R.; Maverick, Emily E.; Marvin, Christopher C. Synthesis of (±)-Tetrabenazine by Visible Light Photoredox Catalysis. Journal of Organic Chemistry. Volume 80. Issue 24. Pages 12635-12640. 2015.

Tetrabenazine - Synthetic Route 5

Tetrabenazine route05

Synthetic reference

Ray, Purna Chandra; Pawar, Yogesh Dadaji; Singare, Dnyaneshwar Tukaram; Deshpande, Tushar Nandkumar; Singh, Girij Pal. Novel Process for Preparation of Tetrabenazine and Deutetrabenazine. Organic Process Research & Development. Volume 22. Issue 4. Pages 520-526. 2018.

Tetrabenazine - Synthetic Route 6

Tetrabenazine route06

Synthetic reference

Liu, Chunyi; Chen, Zhengping; Li, Xiaomin; Tang, Jie. A Concise Synthesis of Tetrabenazine and Its Crystal Structure. Molecular Crystals and Liquid Crystals. Volume 557. Issue 1. Pages 39-49. 2012.

Tetrabenazine - Synthetic Route 7

Tetrabenazine route07

Synthetic reference

Despande, Tushar Nandkumar; Singare, Dnyaneshwar Tukaram; Pawar, Yogesh Dadaji; Chavan, Yuvraj Atmaram; Ray, Purna Chandra; Singh, Girij Pal. Novel process for the preparation of tetrabenazine and deutetrabenazine. Assignee Lupin Limited, India. WO 2017182916. (2017).

Tetrabenazine - Synthetic Route 8

Tetrabenazine route08

Synthetic reference

Rhee, Sung-Whi; Ryan, Kenneth J.; Tanga, Mary J. Synthesis of 3H-labeled Tetrabenazine (TBZ). Journal of Labelled Compounds and Radiopharmaceuticals. Volume 54. Issue 7. Pages 367-370. 2011.

Tetrabenazine - Synthetic Route 9

Tetrabenazine route09

Synthetic reference

Wu, Yen-Ku; Rawal, Viresh H. Rapid construction of tetrahydropyridine scaffolds via formal imino Diels-Alder reactions of Schiff bases and Nazarov reagents. Organic & Biomolecular Chemistry. Volume 17. Issue 39. Pages 8827-8831. 2019.

Tetrabenazine - Synthetic Route 10

Tetrabenazine route010

Synthetic reference

Niu, Yongtao; Li, Zhengyu. Synthesis method of tetrabenazine and its intermediate for treatment of Huntington disease. Assignee Beijing Hengrui Kangda Pharmaceutical Science & Technology Development Co., Ltd., Peop. Rep. China. CN 107698582. (2018).