Ethyl [3-amino-5-(trifluoromethyl)phenyl]acetate | 824402-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl [3-amino-5-(trifluoromethyl)phenyl]acetate
• 英文别名: ethyl 2-[3-amino-5-(trifluoromethyl)phenyl]acetate
• CAS: 824402-50-8
• 化学式: C₁₁H₁₂F₃NO₂
• 分子量: 247.217
• InChiKey: XMTZWJRDOGYRLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl [3-amino-5-(trifluoromethyl)phenyl]acetate 在 palladium on activated charcoal 盐酸 、 氢气 、 三乙酰氧基硼氢化钠 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 乙酸乙酯 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  2,3-Diphenylpropionic acids as potent VLA-4 antagonists

  摘要：

  The discovery and SAR of 2,3-diphenylpropionic acid derivatives as highly potent VLA-4 antagonists are described. One representative compound, 9cc has inhibited intercellular adhesion by a VCAM-1/VLA-4 interaction with an IC50 of 1.7 nM, and has good pharmacokinetics and oral bioavailability. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.089
• 作为产物：
  描述：

  3-trifluoromethyl-5-nitrophenylacetic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 Ethyl [3-amino-5-(trifluoromethyl)phenyl]acetate
  参考文献：
  名称：

  2,3-Diphenylpropionic acids as potent VLA-4 antagonists

  摘要：

  The discovery and SAR of 2,3-diphenylpropionic acid derivatives as highly potent VLA-4 antagonists are described. One representative compound, 9cc has inhibited intercellular adhesion by a VCAM-1/VLA-4 interaction with an IC50 of 1.7 nM, and has good pharmacokinetics and oral bioavailability. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.089

文献信息

• 2,3-Diphenylpropionic acids as potent VLA-4 antagonists
  作者：Yoichiro Hoshina、Satoru Ikegami、Akihiko Okuyama、Hideto Fukui、Kiyoshi Inoguchi、Tatsuya Maruyama、Kyoko Fujimoto、Yuzuru Matsumura、Akinori Aoyama、Tatsuhiro Harada、Hiroshi Tanaka、Tsutomu Nakamura

  DOI：10.1016/j.bmcl.2004.09.089

  日期：2005.1

  The discovery and SAR of 2,3-diphenylpropionic acid derivatives as highly potent VLA-4 antagonists are described. One representative compound, 9cc has inhibited intercellular adhesion by a VCAM-1/VLA-4 interaction with an IC50 of 1.7 nM, and has good pharmacokinetics and oral bioavailability. (C) 2004 Elsevier Ltd. All rights reserved.