2-[4-[3-(2-Pyridinylamino)propoxy]phenyl]Cyclopropaneacetic Acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[4-[3-(2-Pyridinylamino)propoxy]phenyl]Cyclopropaneacetic Acid
• 英文别名: 2-[2-[4-[3-(pyridin-2-ylamino)propoxy]phenyl]cyclopropyl]acetic acid
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: JNJNTZUNBGRNAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  71.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  反式-4-甲氧基肉桂酸 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 sodium hydroxide 、 乙醇 、 三溴化硼 、 sodium hydride 、 二异丁基氢化铝 、 silver nitrate 、 三苯基膦 、 lithium hexamethyldisilazane 、 环己烯 、 偶氮二甲酸二乙酯 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 108.5h， 生成 2-[4-[3-(2-Pyridinylamino)propoxy]phenyl]Cyclopropaneacetic Acid
  参考文献：
  名称：

  Discovery of +(2-{4-[2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethoxy]phenyl}-cyclopropyl)acetic acid as potent and selective αvβ3 inhibitor: Design, synthesis, and optimization

  摘要：

  The integrin alpha(v)beta(3) is expressed in a number of cell types and is thought to play a major role in several pathological conditions. Various small molecules that inhibit the integrin have been shown to suppress tumor growth and retinal angiogenesis. The tripeptide Arg-Gly-Asp (RGD), a common binding motif in several ligands that bind to alpha(v)beta(3), has been depeptidized and optimized in our efforts toward discovering a small molecule inhibitor. We recently disclosed the synthesis and biological activity of several small molecules that did not contain any peptide bond and mimic the tripeptide RGD. The phenethyl group in one of the lead compounds was successfully replaced with a cyclopropyl moiety. The new lead compound was optimized for potency, selectivity, and for its ADME properties. We describe herein the discovery, synthesis, and optimization of cyclopropyl containing analogs that are potent and selective inhibitors of alpha(v)beta(3). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.020

文献信息

• Cycloalkyl alkanoic acids as integrin receptor antagonists derivatives
  申请人：——

  公开号：US20040092538A1

  公开（公告）日：2004-05-13

  The present invention relates to a class of compounds represented by the Formula I 1 or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the &agr; v &bgr; 3 and/or &agr; v &bgr; 5 integrin.

  本发明涉及一类由公式I代表的化合物 1 或其药用可接受的盐，包含公式I化合物的药物组合物，以及选择性地抑制或拮抗α v β 3 和/或α v β 5 整合素的方法。
• Cycloalkyl alkanoic acids as integrin receptor antagonists
  申请人：——

  公开号：US20020077321A1

  公开（公告）日：2002-06-20

  The present invention relates to a class of compounds represented by the Formula I 1 or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the &agr; V &bgr; 3 and/or &agr; V &bgr; 5 integrin.

  本发明涉及一类化合物，其由化学式I1表示，或其药学上可接受的盐，包括化合物I的药物组合物，以及选择性地抑制或拮抗αVβ3和/或αVβ5整合素的方法。
• Cycloalkyl alkanoic acids as intergrin receptor antagonists
  申请人：——

  公开号：US20040043988A1

  公开（公告）日：2004-03-04

  The present invention relates to a class of compounds represented by the Formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of the Formula (I), and methods of selectively inhibiting or antagonizing the &agr; v &bgr; 3 and/or &agr; v &bgr; 5 integrin. 1

  本发明涉及一类由公式（I）表示的化合物或其药学上可接受的盐，包括公式（I）化合物的药物组合物，以及选择性抑制或拮抗αvβ3和/或αvβ5整合素的方法。
• CYCLOALKYL ALKANOIC ACIDS AS INTEGRIN RECEPTOR ANTAGONISTS
  申请人：Pharmacia Corporation

  公开号：EP1289960A2

  公开（公告）日：2003-03-12
• US6900232B2
  申请人：——

  公开号：US6900232B2

  公开（公告）日：2005-05-31