(S)-2-Dimethylamino-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid | 185679-34-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-Dimethylamino-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid
• 英文别名: N,N-Dimethyl-O-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethyl]-L-tyrosine；(2S)-2-(dimethylamino)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]propanoic acid
• CAS: 185679-34-9
• 化学式: C₂₃H₂₆N₂O₄
• 分子量: 394.47
• InChiKey: ZIACYBMFSHANKX-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-2-Dimethylamino-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (S)-2-Dimethylamino-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid
  参考文献：
  名称：

  Synthesis and biological activity of l-tyrosine-based PPARγ agonists with reduced molecular weight

  摘要：

  A series of PPAR gamma agonists were synthesized front L-tyrosine that incorporated low molecular weight N-substituents. The most potent analogue, pyrrole (4e), demonstrated a K-i of 6.9 nM and an EC50 of 4.7 nM in PPAR gamma binding and functional assays, respectively. Pyrrole (4e), which is readily synthesized from L-tyrosine methyl ester in four steps, also demonstrated in vivo activity in a rodent model of Type 2 diabetes. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00649-7

文献信息

• Synthesis and biological activity of l-tyrosine-based PPARγ agonists with reduced molecular weight
  作者：Kevin G. Liu、Millard H. Lambert、Andrea H. Ayscue、Brad R. Henke、Lisa M. Leesnitzer、William R. Oliver, Jr.、Kelli D. Plunket、H.Eric Xu、Daniel D. Sternbach、Timothy M. Willson

  DOI：10.1016/s0960-894x(01)00649-7

  日期：2001.12

  A series of PPAR gamma agonists were synthesized front L-tyrosine that incorporated low molecular weight N-substituents. The most potent analogue, pyrrole (4e), demonstrated a K-i of 6.9 nM and an EC50 of 4.7 nM in PPAR gamma binding and functional assays, respectively. Pyrrole (4e), which is readily synthesized from L-tyrosine methyl ester in four steps, also demonstrated in vivo activity in a rodent model of Type 2 diabetes. (C) 2001 Elsevier Science Ltd. All rights reserved.