(6-Cyano-4-furan-3-yl-naphthalen-2-ylmethyl)-phosphonic acid diethyl ester | 823236-22-2

• 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-naphthalen-2-ylmethyl)-phosphonic acid diethyl ester
• 英文别名: 6-(diethoxyphosphorylmethyl)-8-(furan-3-yl)naphthalene-2-carbonitrile
• CAS: 823236-22-2
• 化学式: C₂₀H₂₀NO₄P
• 分子量: 369.357
• InChiKey: GKFIWILCZYGAPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.46
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (6-Cyano-4-furan-3-yl-naphthalen-2-ylmethyl)-phosphonic acid diethyl ester 在 palladium diacetate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 8-Furan-3-yl-6-((1S,2S)-2-phenyl-cyclopropyl)-naphthalene-2-carboxamidine
  参考文献：
  名称：

  Naphthamidine urokinase plasminogen activator inhibitors with improved pharmacokinetic properties

  摘要：

  A series of non-amide-linked 6-substituted-2-naphthamidine urokinase plasminogen activator (uPA) inhibitors are described. These compounds possess excellent binding activities and selectivities with significantly improved pharmacokinetic profiles versus previously described amide-linked inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.026
• 作为产物：
  描述：

  6-Cyano-4-furan-3-yl-naphthalene-2-carboxylic acid methyl ester 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 、 calcium chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (6-Cyano-4-furan-3-yl-naphthalen-2-ylmethyl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  Naphthamidine urokinase plasminogen activator inhibitors with improved pharmacokinetic properties

  摘要：

  A series of non-amide-linked 6-substituted-2-naphthamidine urokinase plasminogen activator (uPA) inhibitors are described. These compounds possess excellent binding activities and selectivities with significantly improved pharmacokinetic profiles versus previously described amide-linked inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.026

文献信息

• Naphthamidine urokinase plasminogen activator inhibitors with improved pharmacokinetic properties
  作者：Milan Bruncko、William J. McClellan、Michael D. Wendt、Daryl R. Sauer、Andrew Geyer、Christopher R. Dalton、Michele A. Kaminski、Moshe Weitzberg、Jane Gong、Joseph F. Dellaria、Robert Mantei、Xumiao Zhao、Vicki L. Nienaber、Kent Stewart、Vered Klinghofer、Jennifer Bouska、Todd W. Rockway、Vincent L. Giranda

  DOI：10.1016/j.bmcl.2004.10.026

  日期：2005.1

  A series of non-amide-linked 6-substituted-2-naphthamidine urokinase plasminogen activator (uPA) inhibitors are described. These compounds possess excellent binding activities and selectivities with significantly improved pharmacokinetic profiles versus previously described amide-linked inhibitors. (C) 2004 Elsevier Ltd. All rights reserved.