(2R)-3-aminooxypropane-1,2-diol | 774172-83-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R)-3-aminooxypropane-1,2-diol
• CAS: 774172-83-7
• 化学式: C₃H₉NO₃
• 分子量: 107.109
• InChiKey: LHTDOTAGCRFCTB-GSVOUGTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  75.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid 、 (2R)-3-aminooxypropane-1,2-diol 在 4-二甲氨基吡啶 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 四氢呋喃 为溶剂， 生成 (R)-2-(2-chloro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6,7,8-tetrahydro-4H-thieno[2,3-c]azepine-3-carboxylic acid (2,3-dihydroxypropoxy)amide
  参考文献：
  名称：

  Fused thiophene derivatives as MEK inhibitors

  摘要：

  A number of novel fused thiophene derivatives have been prepared and identified as potent inhibitors of MEK. The SAR data of selected examples and the in vivo profiling of compound 13h demonstrates the functional activity of this class of compounds in HT-29 PK/PD models. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.105

文献信息

• Design and synthesis of orally available MEK inhibitors with potent in vivo antitumor efficacy
  作者：Mark E. Adams、Michael B. Wallace、Toufike Kanouni、Nicholas Scorah、Shawn M. O’Connell、Hiroshi Miyake、Lihong Shi、Petro Halkowycz、Lilly Zhang、Qing Dong

  DOI：10.1016/j.bmcl.2012.02.026

  日期：2012.4

  The structure-based design, synthesis, and biological evaluation of two novel series of potent and selective MEK kinase inhibitors are described herein. The elaboration of a lead pyrrole derivative to a bicyclic dihydroindolone core provided compounds with high potency and good drug-like pharmaceutical properties. Further scaffold modification afforded a series of dihydroindolizinone inhibitors, including an orally available advanced preclinical MEK inhibitor with potent in vivo antitumor efficacy. (C) 2012 Elsevier Ltd. All rights reserved.
• Structure-based design and synthesis of bicyclic fused-pyridines as MEK inhibitors
  作者：Hejun Lu、Wangyang Tu、Hongbo Fei、Guoji Xu、Qiyue Hu、Lei Zhang、Bing Lin、Jijun Yuan、Junzhao Yin、Aishen Gong、Mimi Wan、Dan Wang、Xiaoyan Zhu、Jun Feng、Qian Wang、Piaoyang Sun

  DOI：10.1016/j.bmcl.2014.03.086

  日期：2014.6

  The MAPK pathway is identified as one of the most important pathways involved in cell proliferation and differentiation. A key kinase in the pathway, the Mitogen-activated protein kinase kinase (MEK) is recognized as a promising target for antitumor drugs. Structure-based design and optimization of known MEK inhibitors resulted in identification of compound 10a as a potent non-ATP competitive MEK inhibitor in both in vitro and in vivo tests. (C) 2014 Elsevier Ltd. All rights reserved.