微波辅助合成4-氯-N-（萘-1-基甲基）-5-（3-（哌嗪-1-基）苯氧基）噻吩-2-磺酰胺（B-355252）：一种新型神经生长因子（NGF）诱导神经突生长的增强剂。
Microwave-assisted synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252): a new potentiator of Nerve Growth Factor (NGF)-induced neurite outgrowth.
作者信息
Williams Alfred L, Dandepally Srinivasa R, Gilyazova Nailya, Witherspoon Sam M, Ibeanu Gordon
机构信息
Department of Pharmaceutical Sciences, North Carolina Central University, Durham, NC, 27707 USA 2.
出版信息
Tetrahedron. 2010 Dec 11;66(50):9577-9581. doi: 10.1016/j.tet.2010.09.028.
Abstract
The synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252) using a MW-assisted nucleophilic aromatic substitution (S(N)Ar) reaction will be discussed. Utilization of this method allowed for the rapid generation of B-355252 heteroaryl ether core structure in the presence of cesium carbonate in dimethylformamide or tripotassium phosphate in N-methyl-2-pyrrolidone in 94% yield. Evaluation of B-355252 enhancement of nerve growth factor's ability to stimulate neurite outgrowths was determined using NS-1 cells.
摘要
将讨论使用微波辅助亲核芳香取代（S(N)Ar）反应合成4-氯-N-(萘-1-基甲基)-5-(3-(哌嗪-1-基)苯氧基)噻吩-2-磺酰胺（B-355252）。在碳酸铯存在下于二甲基甲酰胺中或在磷酸三钾存在下于N-甲基-2-吡咯烷酮中，利用该方法能够以94%的产率快速生成B-355252的杂芳基醚核心结构。使用NS-1细胞确定了B-355252增强神经生长因子刺激神经突生长能力的评估。
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