ethyl 4-(hydroxydiphenylmethyl)piperidine-1-carboxylate | 112818-77-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(hydroxydiphenylmethyl)piperidine-1-carboxylate
• 英文别名: N-carbethoxy-4-(diphenylhydroxymethyl)piperidine；N-carbethoxyazacyclonol；4-(Hydroxy-diphenyl-methyl)-1-ethoxycarbonyl-piperidin；ethyl 4-[hydroxy(diphenyl)methyl]piperidine-1-carboxylate
• CAS: 112818-77-6
• 化学式: C₂₁H₂₅NO₃
• 分子量: 339.434
• InChiKey: QRIZUOSGAPMNLH-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C
• 沸点：
  492.6±25.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-(hydroxydiphenylmethyl)piperidine-1-carboxylate 在 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.17h， 生成 [1-(2-nitrobenzenesulfonyl)piperidin-4-yl](diphenyl)methanol
  参考文献：
  名称：

  Synthesis and in vitro antiproliferative activity of diphenyl(sulphonylpiperidin-4-yl)methanol derivatives

  摘要：

  A series of novel diphenyl(piperidin-4-yl)methanol derivatives 10(a-n) were synthesized and characterized by H-1 NMR, LC/MS, FTIR, and elemental analyses. All the synthesized compounds were evaluated for cell proliferation by MTT assay. The antiproliferative effects of the synthesized compounds were tested against viable human skin fibroblast cell line and carcinoma cell lines, namely HeLa cells, HT-29 cells, MCF-7 cells, and HepG-2 cells in comparing the positive and negative control. Among the synthesized compounds, (10b) and (10g) have been identified as potent antiproliferative agents.

  DOI：

  10.1007/s00044-009-9186-8
• 作为产物：
  描述：

  哌啶-4-甲酸乙酯 在 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 甲苯 为溶剂， 反应 20.0h， 生成 ethyl 4-(hydroxydiphenylmethyl)piperidine-1-carboxylate
  参考文献：
  名称：

  Ram, Siya, Organic Preparations and Procedures International, 1994, vol. 26, # 3, p. 421 - 428

  摘要：

  DOI：

文献信息

• Sathe, Dhananjay G.; Kulkarni, Pravin B.; Kulkarni, Vithal M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 4, p. 475 - 476
  作者：Sathe, Dhananjay G.、Kulkarni, Pravin B.、Kulkarni, Vithal M.

  DOI：——

  日期：——
• Ram Siya, Org. Prep. and Proced. Int, 26 (1994) N 4, S 421-428
  作者：Ram Siya

  DOI：——

  日期：——
• Sathe Dhananjay G., Kulkarni Pravin B., Kulkarni Vithal M., Indian J. Chem. B, 32 (1993) N 4, S 475-476
  作者：Sathe Dhananjay G., Kulkarni Pravin B., Kulkarni Vithal M.

  DOI：——

  日期：——
• MARGOUM, N.;COUQUELET, J. M.;LAURENT, J. F.;BASTIDE, J., TRAV. SOC. PHARM. MONTPELLIER, 1985, 42, N 1-2, 19-25
  作者：MARGOUM, N.、COUQUELET, J. M.、LAURENT, J. F.、BASTIDE, J.

  DOI：——

  日期：——
• Synthesis and in vitro antiproliferative activity of diphenyl(sulphonylpiperidin-4-yl)methanol derivatives
  作者：S. B. Benaka Prasad、K. Vinaya、C. S. Ananda Kumar、Sanjay Swarup、K. S. Rangappa

  DOI：10.1007/s00044-009-9186-8

  日期：2010.4

  A series of novel diphenyl(piperidin-4-yl)methanol derivatives 10(a-n) were synthesized and characterized by H-1 NMR, LC/MS, FTIR, and elemental analyses. All the synthesized compounds were evaluated for cell proliferation by MTT assay. The antiproliferative effects of the synthesized compounds were tested against viable human skin fibroblast cell line and carcinoma cell lines, namely HeLa cells, HT-29 cells, MCF-7 cells, and HepG-2 cells in comparing the positive and negative control. Among the synthesized compounds, (10b) and (10g) have been identified as potent antiproliferative agents.