25181-50-4Relevant academic research and scientific papers
Preparation method of 3-amino-2,6-piperidinedione hydrochloride
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Paragraph 0032; 0038-0072, (2019/02/19)
The invention discloses a preparation method of 3-amino-2,6-piperidinedione hydrochloride. The method comprises the following steps that (1) L-glutamine is protected in an alkaline medium to obtain N-tert-butyl oxyformyl-L-glutamine; (2) under the anhydrous condition, the N-tert-butyl oxyformyl-L-glutamine obtained in step (1) and N,N-carbonyldiimidazole are subjected to cyclization under catalysis of 4-dimethylamino pyridine to obtain N-tert-butyl oxyformyl-3-amino-2,6-piperidinedione; (3) the N-tert-butyl oxyformyl-3-amino-2,6-piperidinedione obtained in step (2) is subjected to deprotectionin an acid medium, hydrochloride is formed, and the 3-amino-2,6-piperidinedione hydrochloride is obtained. The target product, namely the 3-amino-2,6-piperidinedione hydrochloride, is obtained by three steps including protection, cyclization, deprotection and hydrochloride forming, and the obtained product is high in purity and stable in quality. According to the preparation method, only three steps are needed in the synthesis process, the path is simple, the reaction conditions are mild, a high-pressure hydrogenation condition is not needed, the cost is low, and industrialization is easy toachieve.
Synthesis of new hydantoins bearing glutarimide or succinimide moiety and their evaluation for cell differentiation-inducing and anti-angiogenic activities
Yamaguchi, Jun-Ichi,Noguchi-Yachide, Tomomi,Sakaguchi, Yuka,Shibata, Chiaki,Kanuma, Shinnosuke,Yoshizaki, Akiko,Takizawa, Yuka,Hashimoto, Yuichi
, p. 764 - 781 (2015/05/13)
Several derivatives of hydantoin containing glutarimide or succinimide at the 3-position were synthesized. The new hydantoin derivatives had a structure similar to that of thalidomide, and so may possess activity similar to that of thalidomide and/or its
Design, synthesis and biological evaluation of new thalidomide analogues as TNF-α and IL-6 production inhibitors
Chaulet, Charlotte,Croix, Cécile,Alagille, David,Normand, Sylvain,Delwail, Adriana,Favot, Laure,Lecron, Jean-Claude,Viaud-Massuard, Marie-Claude
scheme or table, p. 1019 - 1022 (2011/03/21)
Several thalidomide analogues were synthesized and compared to thalidomide and its more active analogue, lenalidomide, for their ability to inhibit the production of the pro-inflammatory cytokine tumour necrosis factor (TNF)-α and interleukin (IL)-6 by LPS-activated peripheral blood mononuclear cells (PBMCs). Among these compounds, two analogues containing sulfonyl group displayed interesting downregulation of TNF-α and IL-6 production.
