6-methoxy-N-(3'-nitrobiphenyl-4-yl)naphthalene-2-sulfonamide | 1360630-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-methoxy-N-(3'-nitrobiphenyl-4-yl)naphthalene-2-sulfonamide
• 英文别名: 6-methoxy-N-[4-(3-nitrophenyl)phenyl]naphthalene-2-sulfonamide
• CAS: 1360630-61-0
• 化学式: C₂₃H₁₈N₂O₅S
• 分子量: 434.472
• InChiKey: YTJJORUJPJMPJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-methoxy-N-(3'-nitrobiphenyl-4-yl)naphthalene-2-sulfonamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以69%的产率得到N-(3'-aminobiphenyl-4-yl)-6-methoxynaphthalene-2-sulfonamide
  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
• 作为产物：
  描述：

  4-溴苯胺 在 吡啶 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 生成 6-methoxy-N-(3'-nitrobiphenyl-4-yl)naphthalene-2-sulfonamide
  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

• 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.