N-(4-溴苯基)-6-氯烟酰胺 | 1002796-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-溴苯基)-6-氯烟酰胺
• 英文名称: N-(4-bromophenyl)-6-chloronicotinamide
• 英文别名: N-(4-bromophenyl)-6-chloropyridine-3-carboxamide
• CAS: 1002796-95-3
• 化学式: C₁₂H₈BrClN₂O
• mdl: MFCD09802448
• 分子量: 311.565
• InChiKey: GMJVQRAUYCWYMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-氯烟酸 、 4-溴苯胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到N-(4-溴苯基)-6-氯烟酰胺
  参考文献：
  名称：

  Design of novel N-phenylnicotinamides as selective cyclooxygenase-1 inhibitors

  摘要：

  A series of N-phenylnicotinamides (1-40) were designed and evaluated in vitro for their COX inhibitory activities. Most of the synthesized compounds were proved to be potent and selective inhibitors of COX-1. Compound 28 showed the most potent COX-1 inhibitory activity (COX-1 IC50 = 0.68 +/- 0.07 mu M) and good selectivity (COX-2 IC50 > 100 mu M). This compound may be useful as a lead compound for superior COX-1 inhibitors. On the basis of the biological results, structure-activity relationships for the COX-1-inhibitory activities of the synthesized N-phenylnicotinamides were discussed concisely. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.062

文献信息

• Design of novel N-phenylnicotinamides as selective cyclooxygenase-1 inhibitors
  作者：Lei Shi、Zi-Lin Li、Ying Yang、Zhen-Wei Zhu、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2010.11.062

  日期：2011.1

  A series of N-phenylnicotinamides (1-40) were designed and evaluated in vitro for their COX inhibitory activities. Most of the synthesized compounds were proved to be potent and selective inhibitors of COX-1. Compound 28 showed the most potent COX-1 inhibitory activity (COX-1 IC50 = 0.68 +/- 0.07 mu M) and good selectivity (COX-2 IC50 > 100 mu M). This compound may be useful as a lead compound for superior COX-1 inhibitors. On the basis of the biological results, structure-activity relationships for the COX-1-inhibitory activities of the synthesized N-phenylnicotinamides were discussed concisely. (C) 2010 Elsevier Ltd. All rights reserved.