2-[3-(4-methoxyphenyl)-1,2,4-oxadiazole-5-yl] acetic acid | 500024-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[3-(4-methoxyphenyl)-1,2,4-oxadiazole-5-yl] acetic acid
• 英文别名: 2-[3-(4-Methoxyphenyl)-1,2,4-oxadiazol-5-yl]acetic acid
• CAS: 500024-33-9
• 化学式: C₁₁H₁₀N₂O₄
• mdl: MFCD10035206
• 分子量: 234.211
• InChiKey: UVXCILZQOWDSRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  85.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[3-(4-methoxyphenyl)-1,2,4-oxadiazole-5-yl] acetic acid 、 N-(3-氯苯基)-N-丙胺 在 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 二氯甲烷 为溶剂， 以33%的产率得到N-(3-chlorophenyl)-2-{3-(4-methoxyphenyl)-1,2,4-oxadiazol-5-yl}-N-propylacetamide
  参考文献：
  名称：

  NOVEL OXADIAZOLE DERIVATIVE AND PHARMACEUTICAL CONTAINING SAME

  摘要：

  公开号：

  EP3275440B1
• 作为产物：
  描述：

  ethyl 2-(3-(4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)acetate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到2-[3-(4-methoxyphenyl)-1,2,4-oxadiazole-5-yl] acetic acid
  参考文献：
  名称：

  NOVEL OXADIAZOLE DERIVATIVE AND PHARMACEUTICAL CONTAINING SAME

  摘要：

  公开号：

  EP3275440B1

文献信息

• Parp inhibitors
  申请人：ICOS Corporation

  公开号：US20040087588A1

  公开（公告）日：2004-05-06

  The present invention provides compounds comprising a bicyclic aryl moiety, such as 2H-phthalazin-1-one or derivatives thereof, compositions comprising the same, and methods for producing and using the same. In particular, the present invention provides compounds of the formula: 1 or a pharmaceutically acceptable salt, a hydrate, a solvate, or a prodrug thereof; where Q 1 , Q 2 and Y are those defined herein.

  本发明提供了包含双环芳基基团的化合物，例如2H-萘嗪-1-酮或其衍生物，以及包含这些化合物的组合物，以及制备和使用这些化合物的方法。特别地，本发明提供了式1的化合物：1或其药学上可接受的盐、水合物、溶剂合物或前药；其中Q1、Q2和Y的定义如本文所述。
• Acetic Acid Aldose Reductase Inhibitors Bearing a Five-Membered Heterocyclic Core with Potent Topical Activity in a Visual Impairment Rat Model
  作者：Concettina La Motta、Stefania Sartini、Silvia Salerno、Francesca Simorini、Sabrina Taliani、Anna Maria Marini、Federico Da Settimo、Luciana Marinelli、Vittorio Limongelli、Ettore Novellino

  DOI：10.1021/jm701613h

  日期：2008.6.1

  A number of 1,2,4-oxadiazol-5-yl-acetic acids and oxazol-4-yl-acetic acids were synthesized and tested for their ability to inhibit aldose reductase (ALR2). The oxadiazole derivatives, 7c, 7f, 7i, and 8h, 8i, proved to be the most active compounds, exhibiting inhibitory levels in the submicromolar range. In this series, the phenyl group turned out to be the preferred substitution pattern, as its lengthening to a benzyl moiety determined a general reduction of the inhibitory potency. The lead compound, 2-[3-(4-methoxyphenyl)1,2,4-oxadiazol-5-yl] acetic acid, 7c, showed an excellent in vivo activity, proving to prevent cataract development in severely galactosemic rats when administered as an eye-drop solution in the precorneal region of the animals. Computational studies on the ALR2 inhibitors were performed to rationalize the structure-activity relationships observed and to provide the basis for further structure-guided design of novel ALR2 inhibitors.
• 2H-PHTHALAZIN-1-ONES AND METHODS FOR USE THEREOF
  申请人：ICOS CORPORATION

  公开号：EP1423120A1

  公开（公告）日：2004-06-02
• EP1423120A4
  申请人：——

  公开号：EP1423120A4

  公开（公告）日：2005-12-28
• US6924284B2
  申请人：——

  公开号：US6924284B2

  公开（公告）日：2005-08-02