ethyl 4-(3,3-dimethyl-1-(4-nitrobenzyl)ureido) piperidine-1-carboxylate | 1023306-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl 4-(3,3-dimethyl-1-(4-nitrobenzyl)ureido) piperidine-1-carboxylate
• 英文别名: Ethyl 4-[dimethylcarbamoyl-[(4-nitrophenyl)methyl]amino]piperidine-1-carboxylate
• CAS: 1023306-36-6
• 化学式: C₁₈H₂₆N₄O₅
• 分子量: 378.428
• InChiKey: FFFVUIKFTZTONI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  98.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 (chlorosulfinyloxy)-N,N-dimethylmethaniminium chloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以3.18 g的产率得到ethyl 4-(3,3-dimethyl-1-(4-nitrobenzyl)ureido) piperidine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of antiproliferative 1,3-disubstituted urea derivatives

  摘要：

  Twenty-four new 1,3-disubstituted urea derivatives (compounds 1-24) were synthesized and reported for the first time. The antiproliferative activities of these compounds were evaluated against a panel of one human liver cell line (L02) and two human tumor cell lines (KB and K562) by applying the MTT colorimetric assay. The series of 1,3-disubstituted urea derivatives show good antiproliferative activity against human cancer cell lines (KB and K562) and no antiproliferative activity against liver cell line (L02). The potent in vitro antiproliferative activity of these derivatives and their selectivity for L02 are quite important points for an anticancer drug candidate with fewer side effects. Structure-activity relationships were also discussed based on the obtained experimental data. The hydroxyl groups on the phenyl ring reduced the antiproliferative activities of 1,3-disubstituted urea derivatives. The OH groups could be responsible for a reduction in the permeability of the cell membrane. Generally, an aromatic ring on N-3 seems to be in favor of enhancing the inhibitory activity, compounds introduced a nitro group substituent at C-3 position on the aromatic ring approved to generally decrease activity. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.04.011