6-bromo-N-phenyl-2-naphthamide | 87700-75-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-bromo-N-phenyl-2-naphthamide
• 英文别名: 6-bromo-N-phenylnaphthalene-2-carboxamide
• CAS: 87700-75-2
• 化学式: C₁₇H₁₂BrNO
• 分子量: 326.192
• InChiKey: DAVGXWYBLHCOOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-溴-2-萘甲酸甲酯 在 lithium hydroxide monohydrate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.25h， 生成 6-bromo-N-phenyl-2-naphthamide
  参考文献：
  名称：

  Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)

  摘要：

  Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in non-peptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.040

文献信息

• Ananthakrishnanadar, P.; Varghesedharumaraj, G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 5, p. 506 - 507
  作者：Ananthakrishnanadar, P.、Varghesedharumaraj, G.

  DOI：——

  日期：——
• Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)
  作者：Muthusamy Venkatraj、Jonas Messagie、Jurgen Joossens、Anne-Marie Lambeir、Achiel Haemers、Pieter Van der Veken、Koen Augustyns

  DOI：10.1016/j.bmc.2011.12.040

  日期：2012.2

  Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in non-peptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups. (C) 2012 Elsevier Ltd. All rights reserved.