2-(3-(4-methoxyphenyl)-propenoyl-amino)-isobutyric acid | 940290-10-8

• 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: 2-(3-(4-methoxyphenyl)-propenoyl-amino)-isobutyric acid
• 英文别名: 2-[[(E)-3-(4-methoxyphenyl)prop-2-enoyl]amino]-2-methylpropanoic acid
• CAS: 940290-10-8
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: REKSWNGWRAKEDA-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-(4-methoxyphenyl)-propenoyl-amino)-isobutyric acid 、 色胺 在 氯甲酸乙酯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 49.0h， 以27%的产率得到N-(1-(2-(1H-indol-3-yl)ethylamino)-2-methyl-1-oxopropan-2-yl)-3-(4-methoxyphenyl)acrylamide
  参考文献：
  名称：

  N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors

  摘要：

  A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.023
• 作为产物：
  描述：

  2-(3-(4-methoxyphenyl)-propenoyl-amino)-isobutyric acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以87%的产率得到2-(3-(4-methoxyphenyl)-propenoyl-amino)-isobutyric acid
  参考文献：
  名称：

  N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors

  摘要：

  A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.023

文献信息

• N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors
  作者：Päivi H. Kiviranta、Jukka Leppänen、Valtteri M. Rinne、Tiina Suuronen、Olga Kyrylenko、Sergiy Kyrylenko、Erkki Kuusisto、Anu J. Tervo、Tomi Järvinen、Antero Salminen、Antti Poso、Erik A.A. Wallén

  DOI：10.1016/j.bmcl.2007.02.023

  日期：2007.5

  A series of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides was based on a previously reported new SIRT2 inhibitor from our group, and it was designed to study if the molecular size of the compound could be reduced. The most potent compounds, N-(3-(4-hydroxyphenyl)-propenoyl)-2-aminoisobutyric acid tryptamide and N-(3-(4-hydroxyphenyl)-propenoyl)-L-alanine tryptamide, were equipotent, 30% smaller in molecular weight, and slightly more selective (SIRT2/SIRT1) than the parent compound. (C) 2007 Elsevier Ltd. All rights reserved.