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. 2018 Sep 26;7(6):1036–1047. doi: 10.1039/c8tx00187a

Table 4. Non-teratogenic analogues of thalidomide; replacement of the phthalimide ring by alternative ring structures with intact glutarimide function.

Name Systematic name Structure Test species and references
3-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-2,6-dioxopiperidine [25] 3-(1,1-Dioxido-1,2-benzothiazol-2(3H)-yl)piperidine-2,6-dione graphic file with name c8tx00187a-u25.jpg Rabbit46
2-(3-Oxo-1,2-benzisothiazolin-2-yl)glutarimide-S,S-dioxide [26] 3-(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)piperidine-2,6-dione graphic file with name c8tx00187a-u26.jpg Rabbit47
EM8 3-(2,3-Dihydro-1,1-dioxido-3-oxo-1,2-benzoisothiazol-2-yl)-2,6-dioxopiperidine [27] 3-(1,1-Dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)piperidine-2,6-dione graphic file with name c8tx00187a-u27.jpg Rabbit37,46
2-(4-Oxo-3,4-dihydroquinazolin-3-yl)-glutarimide [28] 3-(4-Oxoquinazolin-3(4H)-yl)piperidine-2,6-dione graphic file with name c8tx00187a-u28.jpg Rabbit47
2-(Hexahydrophthalimido)-glutarimide [29] 2-(2,6-Dioxopiperidin-3-yl)hexahydro-1H-isoindole-1,3(2H)-dione graphic file with name c8tx00187a-u29.jpg Rabbit33,36
3-(1,4-Endoxocyclohexan-2-exo-3-exo-dicarboximido)-piperidin-2,6-dione [30] 4-(2,6-Dioxopiperidin-3-yl)-10-oxa-4-azatricyclo[5.2.1.02,6]decane-3,5-dione graphic file with name c8tx00187a-u30.jpg Rabbit48,49
3-(1,4-Endomethylene-cyclohexane-2,3-endo-cis-dicarboximido)-piperidin-2,6-dione [31] 4-(2,6-Dioxopiperidin-3-yl)-4-azatricyclo[5.2.1.02,6]decane-3,5-dione graphic file with name c8tx00187a-u31.jpg Rabbit48,49
α-Succinimidoglutarimide [32] 3-(2,5-Dioxopyrrolidin-1-yl)piperidine-2,6-dione graphic file with name c8tx00187a-u32.jpg Rabbit34