methyl 6-(phenylcarbamoyl)-2-naphthoate | 1360630-26-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 6-(phenylcarbamoyl)-2-naphthoate
• 英文别名: Methyl 6-(phenylcarbamoyl)naphthalene-2-carboxylate
• CAS: 1360630-26-7
• 化学式: C₁₉H₁₅NO₃
• 分子量: 305.333
• InChiKey: XZYMFEVTNYXCJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 6-(phenylcarbamoyl)-2-naphthoate 在 lithium hydroxide monohydrate 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以40%的产率得到6-(phenylcarbamoyl)-2-naphthoic acid
  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：

  2,6-萘二羧酸二甲酯 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.25h， 生成 methyl 6-(phenylcarbamoyl)-2-naphthoate
  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.