6-Cyano-4-(pyrimidin-2-ylamino)-naphthalene-2-carboxylic acid | 220300-04-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Cyano-4-(pyrimidin-2-ylamino)-naphthalene-2-carboxylic acid
• CAS: 220300-04-9
• 化学式: C₁₆H₁₀N₄O₂
• 分子量: 290.281
• InChiKey: IVOOFUYBQONHIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.9
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-Cyano-4-(pyrimidin-2-ylamino)-naphthalene-2-carboxylic acid 在 吡啶 、 TEA 、 硫化氢 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成
  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：

  6-cyano-naphthalene-2-carboxylic acid methyl ester 在 palladium on activated charcoal lithium hydroxide 、 tris(dibenzylideneacetone)dipalladium (0) 、 硫酸 、 氢气 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 potassium nitrate 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 、 甲苯 为溶剂， 生成 6-Cyano-4-(pyrimidin-2-ylamino)-naphthalene-2-carboxylic acid
  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