6-Cyano-4-furan-3-yl-naphthalene-2-carboxylic acid phenylamide | 719296-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Cyano-4-furan-3-yl-naphthalene-2-carboxylic acid phenylamide
• CAS: 719296-61-4
• 化学式: C₂₂H₁₄N₂O₂
• 分子量: 338.365
• InChiKey: NZHJZYGUYFZMFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.03
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-Cyano-4-furan-3-yl-naphthalene-2-carboxylic acid phenylamide 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 6-Carbamimidoyl-4-furan-3-yl-naphthalene-2-carboxylic acid phenylamide
  参考文献：
  名称：

  Interaction with the S1β-pocket of urokinase: 8-heterocycle substituted and 6,8-disubstituted 2-naphthamidine urokinase inhibitors

  摘要：

  Several 8-substituted 2-naphthamidine-based inhibitors of the serine protease urokinase plasminogen activator (uPA) are described. Direct attachment of five-membered saturated or unsaturated rings improved inhibitor performance; substitution with sulfones further improved binding profiles. Combination of these substituents or of previously described NH-linked heteroaromatic rings with 6-phenyl amide substituents provided further enhancements to potency and selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.030
• 作为产物：
  描述：

  4-溴-6-氰基-2-萘甲酸甲酯 在 1,1'-双(二苯基膦)二茂铁 、 lithium hydroxide 、 草酰氯 、 caesium carbonate 、 palladium dichloride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 6-Cyano-4-furan-3-yl-naphthalene-2-carboxylic acid phenylamide
  参考文献：
  名称：

  Interaction with the S1β-pocket of urokinase: 8-heterocycle substituted and 6,8-disubstituted 2-naphthamidine urokinase inhibitors

  摘要：

  Several 8-substituted 2-naphthamidine-based inhibitors of the serine protease urokinase plasminogen activator (uPA) are described. Direct attachment of five-membered saturated or unsaturated rings improved inhibitor performance; substitution with sulfones further improved binding profiles. Combination of these substituents or of previously described NH-linked heteroaromatic rings with 6-phenyl amide substituents provided further enhancements to potency and selectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.030