trans-3-(2-Methyl-3-(4-(3-phenylpropoxy)phenyl)allylamino)propanoic acid | 847736-83-8

• 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: trans-3-(2-Methyl-3-(4-(3-phenylpropoxy)phenyl)allylamino)propanoic acid
• 英文别名: 3-[[(E)-2-methyl-3-[4-(3-phenylpropoxy)phenyl]prop-2-enyl]amino]propanoic acid
• CAS: 847736-83-8
• 化学式: C₂₂H₂₇NO₃
• 分子量: 353.461
• InChiKey: LWGLHUCXBRBGGT-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-3-(2-Methyl-3-(4-(3-phenylpropoxy)phenyl)allylamino)propanoic acid 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3-({(2E)-2-methyl-3-[4-(3-phenylpropoxy)phenyl]-2-propenyl)amino)propanoic acid hydrochloride
  参考文献：
  名称：

  Structure–activity relationship studies of sphingosine-1-phosphate receptor agonists with N-cinnamyl-β-alanine moiety

  摘要：

  Structure-activity relationship of sphingosine-1-phosphate receptor agonist was examined. In terms of reducing the flexibility of molecule, hit compound 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Novel S1P agonists with cinnamyl scaffold or 1,2,5,6-tetrahydropyridine scaffold were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.029
• 作为产物：
  描述：

  (E)-2-methyl-3-(4-(3-phenylpropoxy)phenyl)acrylaldehyde 在 sodium tetrahydroborate 、 sodium hydroxide 、 原甲酸三甲酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 trans-3-(2-Methyl-3-(4-(3-phenylpropoxy)phenyl)allylamino)propanoic acid
  参考文献：
  名称：

  Structure–activity relationship studies of sphingosine-1-phosphate receptor agonists with N-cinnamyl-β-alanine moiety

  摘要：

  Structure-activity relationship of sphingosine-1-phosphate receptor agonist was examined. In terms of reducing the flexibility of molecule, hit compound 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Novel S1P agonists with cinnamyl scaffold or 1,2,5,6-tetrahydropyridine scaffold were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.029

文献信息

• US8791159B2
  申请人：——

  公开号：US8791159B2

  公开（公告）日：2014-07-29
• Structure–activity relationship studies of sphingosine-1-phosphate receptor agonists with N-cinnamyl-β-alanine moiety
  作者：Haruto Kurata、Kazuhiro Otsuki、Kensuke Kusumi、Masakuni Kurono、Masahiko Terakado、Takuya Seko、Hirotaka Mizuno、Takeji Ono、Hiroshi Hagiya、Masashi Minami、Shinji Nakade、Hiromu Habashita

  DOI：10.1016/j.bmcl.2011.01.029

  日期：2011.3

  Structure-activity relationship of sphingosine-1-phosphate receptor agonist was examined. In terms of reducing the flexibility of molecule, hit compound 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Novel S1P agonists with cinnamyl scaffold or 1,2,5,6-tetrahydropyridine scaffold were identified. (C) 2011 Elsevier Ltd. All rights reserved.