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Review

Thalidomide analogues: derivatives of an orphan drug with diverse biological activity

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Pages 215-229 | Published online: 02 Mar 2005

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Frederick A. Luzzio. 2019. Imides. Imides 367 429 .
Etsuko Tokunaga, Takeshi Yamamoto, Emi Ito & Norio Shibata. (2018) Understanding the Thalidomide Chirality in Biological Processes by the Self-disproportionation of Enantiomers. Scientific Reports 8:1.
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Yousef Hijji, Ellis Benjamin, Jerry P. Jasinski & Ray J. Butcher. (2018) Crystal structure of the thalidomide analog (3a R *,7a S *)-2-(2,6-dioxopiperidin-3-yl)hexahydro-1 H -isoindole-1,3(2 H )-dione . Acta Crystallographica Section E Crystallographic Communications 74:11, pages 1595-1598.
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Norio Shibata. (2016) Development of Shelf-Stable Reagents for Fluoro-Functionalization Reactions. Bulletin of the Chemical Society of Japan 89:11, pages 1307-1320.
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Jarrid M. Ronnebaum & Frederick A. Luzzio. (2016) Synthesis of 1,2,3-triazole ‘click’ analogues of thalidomide. Tetrahedron 72:40, pages 6136-6141.
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Mayaka Maeno, Etsuko Tokunaga, Takeshi Yamamoto, Toshiya Suzuki, Yoshiyuki Ogino, Emi Ito, Motoo Shiro, Toru Asahi & Norio Shibata. (2015) Self-disproportionation of enantiomers of thalidomide and its fluorinated analogue via gravity-driven achiral chromatography: mechanistic rationale and implications. Chemical Science 6:2, pages 1043-1048.
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Peer Kirsch. 2013. Modern Fluoroorganic Chemistry. Modern Fluoroorganic Chemistry 299 350 .
Takeshi Yamamoto, Yuka Suzuki, Emi Ito, Etsuko Tokunaga & Norio Shibata. (2010) Asymmetric Synthesis of Both Mirror Images of 3′-Fluorothalidomide by Enantiodivergent Fluorination Using a Single, Cinchona Alkaloid. Organic Letters 13:3, pages 470-473.
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Sing Yee Yeung, Sven Kampmann, Keith A. Stubbs, Brian W. Skelton, Belinda J. Kaskow, Lawrence J. Abraham & Scott G. Stewart. (2011) Novel thalidomide analogues with potent NFκB and TNF expression inhibition. MedChemComm 2:11, pages 1073.
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Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata & Takeshi Toru. (2010) Synthesis and Configurational Stability of (S)- and (R)-Deuteriothalidomides. Chemical and Pharmaceutical Bulletin 58:1, pages 110-112.
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Frederick A. Luzzio, Damien Y. Duveau & William D. Figg. (2006) A Chiral Pool Approach toward the Synthesis of Thalidomide Metabolites. HETEROCYCLES 70:1, pages 321.
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Frederick A. Luzzio, Damien Y. Duveau, Erin R. Lepper & William D. Figg. (2005) Synthesis of Racemic cis -5-Hydroxy-3-phthalimidoglutarimide. A Metabolite of Thalidomide Isolated from Human Plasma . The Journal of Organic Chemistry 70:24, pages 10117-10120.
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