3-(4-溴苯基)-2-二甲基氨基甲基丙酸甲酯 | 196394-91-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-溴苯基)-2-二甲基氨基甲基丙酸甲酯
• 英文名称: 3-(4-bromophenyl)-2-dimethylaminomethylpropionic acid methyl ester
• 英文别名: 3-(4-bromo-phenyl)-2-dimethylaminomethyl-propionic acid methyl ester；Methyl 2-[(4-bromophenyl)methyl]-3-(dimethylamino)propanoate
• CAS: 196394-91-9
• 化学式: C₁₃H₁₈BrNO₂
• 分子量: 300.195
• InChiKey: IEMOJEFIGSXKSO-UHFFFAOYSA-N

物化性质

• 沸点：
  351.5±37.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-溴苯基)-2-二甲基氨基甲基丙酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 sodium carbonate 作用下， 以 乙醇 、 异丙醇 、 甲苯 为溶剂， 反应 4.0h， 生成 2-(((1,1'-biphenyl)-4-yl)methyl)acrylic acid
  参考文献：
  名称：

  Thiol inhibitors of endothelin-converting enzyme

  摘要：

  Synthesis and structure activity relationships of a series of thiol inhibitors of the endothelin-converting enzyme (ECE) are presented. Optimisation of the stereochemistry as well as of the P'(1) and P'(2) residues led to inhibitors with similar potency to that of phosphoramidon. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00420-9
• 作为产物：
  描述：

  3-(二甲氨基)丙酸甲酯 、 对溴溴苄 在 N,N-二甲基丙烯基脲 、 lithium diisopropyl amide 作用下， 生成 3-(4-溴苯基)-2-二甲基氨基甲基丙酸甲酯
  参考文献：
  名称：

  Thiol inhibitors of endothelin-converting enzyme

  摘要：

  Synthesis and structure activity relationships of a series of thiol inhibitors of the endothelin-converting enzyme (ECE) are presented. Optimisation of the stereochemistry as well as of the P'(1) and P'(2) residues led to inhibitors with similar potency to that of phosphoramidon. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00420-9

文献信息

• Synthesis of tritium labelled thiorphan, an enkephalinase inhibitor
  作者：Shao-Yong Wu、Mohammad R. Masjedizadeh

  DOI：10.1002/jlcr.1566

  日期：2009.1

  Tritium labelling of the enkephalinase inhibitor, thiorphan, is complicated by the presence of mercapto functional group. Reactions often used in aromatic tritiation, such as halogination and catalytic halogen/tritium displacement, are adversely affected by the presence of the divalent sulfur moeity. By protecting the SH group with t-butyl group, the tritiation reaction proceeded smoothly without catalyst

  由于巯基官能团的存在，脑啡肽酶抑制剂噻吩的氚标记变得复杂。常用于芳族氚化的反应，如卤化和催化卤素/氚置换，受到二价硫部分存在的不利影响。通过用叔丁基保护 SH 基团，氚化反应顺利进行，没有催化剂中毒。使用 2-硝基苯亚磺酰氯和二硫苏糖醇 (DTT) 可以轻松高效地重新生成巯基官能团。如此获得的[ 3 H]-噻吩通过AN-HPLC具有>99%的放射化学纯度和18.42Ci/mmol的比活。[3H]-噻吩在 4°C 下储存在含有 10% 甲醇和 0.2% DTT 的水溶液中避光时表现出良好的稳定性。版权所有 © 2008 John Wiley & Sons, Ltd.
• [EN] PROCESS FOR SYNTHESIS OF TRITIATED AND DEUTERATED THIORPHAN AND ACETORPHAN<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE THIORPHANE ET D'ACÉTORPHANE TRITIÉ OU DEUTÉRIÉ
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009077386A1

  公开（公告）日：2009-06-25

  Methods for preparing tritium or deuterium labeled thiorphan comprising reacting a compound of formula (j), wherein m is from 1 to 5 and X is halo, with Z2 wherein Z is tritium or deuterium, in the presence of a catalyst, to form a compound of formula (k), wherein n is from 1 to 5, provided that n is less than or equal to m.

  制备氚或氘标记的硫酚的方法包括在催化剂存在下，将式(j)的化合物（其中m为1至5，X为卤素）与Z2（其中Z为氚或氘）反应，形成式(k)的化合物（其中n为1至5，且n小于等于m）。
• PROCESS FOR SYNTHESIS OF TRITIATED AND DEUTERATED THIORPHAN AND ACETORPHAN
  申请人：Masjedizadeh Mohammad R.

  公开号：US20110319656A1

  公开（公告）日：2011-12-29

  Methods for preparing tritium or deuterium labeled thiorphan comprising reacting a compound of formula i wherein m is from 1 to 5 and X is halo, with Z 2 wherein Z is tritium or deuterium, in the presence of a catalyst, to form a compound of formula l wherein n is from 1 to 5, provided that n is less than or equal to m.

  制备氚或氘标记的硫酰福林的方法包括在催化剂存在下，将公式I化合物（其中m为1至5，X为卤素）与Z2（其中Z为氚或氘）反应，形成公式L化合物（其中n为1至5，但n小于或等于m）。
• US8101665B2
  申请人：——

  公开号：US8101665B2

  公开（公告）日：2012-01-24
• Thiol inhibitors of endothelin-converting enzyme
  作者：Pierre Deprez、Jacques Guillaume、Jacques Dumas、Jean-Paul Vevert

  DOI：10.1016/0960-894x(96)00420-9

  日期：1996.10

  Synthesis and structure activity relationships of a series of thiol inhibitors of the endothelin-converting enzyme (ECE) are presented. Optimisation of the stereochemistry as well as of the P'(1) and P'(2) residues led to inhibitors with similar potency to that of phosphoramidon. Copyright (C) 1996 Elsevier Science Ltd