(2S)-2-[N-(trans-4-isopropylcyclohexylcarbonyl)amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid methyl esther | 727985-89-9

• 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: (2S)-2-[N-(trans-4-isopropylcyclohexylcarbonyl)amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid methyl esther
• CAS: 727985-89-9
• 化学式: C₃₂H₄₀N₂O₅
• 分子量: 532.68
• InChiKey: QLMKTBDZXBXFMC-QEMZJVQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.93
• 重原子数：
  39.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  90.66
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S)-2-[N-(trans-4-isopropylcyclohexylcarbonyl)amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid methyl esther 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 (2S)-2-[N-(trans-4-isopropylcyclohexylcarbonyl)amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid
  参考文献：
  名称：

  Insulin-releasing activity of a series of phenylalanine derivatives

  摘要：

  A series of phenylalanine derivatives were synthesized and their biological activities were evaluated. Compounds (S)-3 and (R)-3 exhibited more potent insulin-releasing activity than that of nateglinide, compound (S)-3 also showed insulin-sensitizing activity in vitro. Both compounds were tested for hypoglycemia effect in vivo. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.11.018
• 作为产物：
  描述：

  (2S)-2-[(trans-4-isopropyl-cyclohexanecarbonyl)amino]-3-(4-hydroxyphenyl)propionic acid methyl ester 、 2-(5-甲基-2-苯基-1,3-恶唑-4-基)-1-乙醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 (2S)-2-[N-(trans-4-isopropylcyclohexylcarbonyl)amino]-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid methyl esther
  参考文献：
  名称：

  Insulin-releasing activity of a series of phenylalanine derivatives

  摘要：

  A series of phenylalanine derivatives were synthesized and their biological activities were evaluated. Compounds (S)-3 and (R)-3 exhibited more potent insulin-releasing activity than that of nateglinide, compound (S)-3 also showed insulin-sensitizing activity in vitro. Both compounds were tested for hypoglycemia effect in vivo. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.11.018

文献信息

• EP1591440
  申请人：——

  公开号：——

  公开（公告）日：——
• Insulin-releasing activity of a series of phenylalanine derivatives
  作者：Lei Tang、Juanhong Yu、Haoshu Wu、Houxing Fan、Yushe Yang、Ruyun Ji

  DOI：10.1016/j.ejmech.2007.11.018

  日期：2008.9

  A series of phenylalanine derivatives were synthesized and their biological activities were evaluated. Compounds (S)-3 and (R)-3 exhibited more potent insulin-releasing activity than that of nateglinide, compound (S)-3 also showed insulin-sensitizing activity in vitro. Both compounds were tested for hypoglycemia effect in vivo. (C) 2007 Elsevier Masson SAS. All rights reserved.