5-(3-Hydroxymethylphenyl)furan-2-carboxylic acid | 862089-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 5-(3-Hydroxymethylphenyl)furan-2-carboxylic acid
• 英文别名: 5-(3-(Hydroxymethyl)phenyl)furan-2-carboxylic acid；5-[3-(hydroxymethyl)phenyl]furan-2-carboxylic acid
• CAS: 862089-26-7
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: UFVUCYUSWZYPOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3-Hydroxymethylphenyl)furan-2-carboxylic acid 在 草酰氯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (2R)-5-(diaminomethylideneamino)-2-[[5-[3-(hydroxymethyl)phenyl]furan-2-carbonyl]amino]pentanoic acid
  参考文献：
  名称：

  Discovery of new C3aR ligands. Part 1: Arginine derivatives

  摘要：

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.022
• 作为产物：
  描述：

  5-溴-2-糠酸甲酯 在 四(三苯基膦)钯 lithium hydroxide 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 生成 5-(3-Hydroxymethylphenyl)furan-2-carboxylic acid
  参考文献：
  名称：

  Discovery of new C3aR ligands. Part 1: Arginine derivatives

  摘要：

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.022

文献信息

• NOVEL BENZOFURAN DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND USES OF THESE
  申请人：Nakamura Tetsuya

  公开号：US20090239860A1

  公开（公告）日：2009-09-24

  The present invention provides compounds represented by general formula (I): or pharmaceutical acceptable salts thereof, wherein R 1 is hydrogen or lower alkyl; R 2 is lower alkyl, halo-lower alkyl, cycloalkyl, heterocycloalkyl, aryl, aralkyl, arylalkenyl, aryloxy-lower alkyl, heteroaryl, heteroaryl-lower alkyl, etc; R 3 , R 4 , R 5 and R 6 are each hydrogen, halogen, cyano, lower alkyl, halo-lower alkyl, lower alkoxy, hydroxy, aryl, etc; provided that at least one of R 3 , R 4 , R 5 and R 6 is other than hydrogen. Compound (I) of the present invention shows a potent adenosine A 2A receptor antagonistic activity, and are useful for treating or preventing a disease mediated by adenosine A 2A receptors such as motor function disorders, depression, anxiety disorders, cognitive function disorders, cerebral ischemia disorders, restless legs syndrome and the like.

  本发明提供了通式(I)所表示的化合物或其药物可接受的盐，其中R1是氢或低碳基；R2是低碳基，卤代低碳基，环烷基，杂环烷基，芳基，芳基烷基，芳基烯基，芳氧基-低碳基，杂芳基，杂芳基-低碳基等；R3、R4、R5和R6均为氢、卤素、氰基、低碳基、卤代低碳基、低碳氧基、羟基、芳基等；其中至少有一个R3、R4、R5和R6不是氢。本发明的化合物(I)表现出强大的腺苷A2A受体拮抗活性，并且可用于治疗或预防由腺苷A2A受体介导的疾病，例如运动功能障碍、抑郁症、焦虑症、认知功能障碍、脑缺血性疾病、不宁腿综合征等。
• Discovery of new C3aR ligands. Part 1: Arginine derivatives
  作者：Frédéric Denonne、Sophie Binet、Maggi Burton、Philippe Collart、Alan Dipesa、Tanmoy Ganguly、Alexander Giannaras、Seema Kumar、Timothy Lewis、Florence Maounis、Jean-Marie Nicolas、Tamsin Mansley、Patrick Pasau、Dorin Preda、Karin Stebbins、Alexander Volosov、Dong Zou

  DOI：10.1016/j.bmcl.2007.04.022

  日期：2007.6

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.