(R)-N-benzyl-3-mercapto-2-methylpropanamide | 1521158-49-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-N-benzyl-3-mercapto-2-methylpropanamide
• 英文别名: (2R)-2-methyl-N-(phenylmethyl)-3-sulfanyl-propanamide；(2R)-N-benzyl-2-methyl-3-sulfanylpropanamide
• CAS: 1521158-49-5
• 化学式: C₁₁H₁₅NOS
• 分子量: 209.312
• InChiKey: OOFLQSFFPITNLC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₁₃H₁₇NO₂S 在 水 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 以50%的产率得到(R)-N-benzyl-3-mercapto-2-methylpropanamide
  参考文献：
  名称：

  Simplified captopril analogues as NDM-1 inhibitors

  摘要：

  Captopril is a New Delhi metallo-beta-lactamase-1 (NDM-1) inhibitor with an IC50 value of 7.9 mu M. It is composed of two units: a 3-mercapto-2-methylpropanoyl fragment and a proline residue. In this study, we synthesized simple amide derivatives of 3-mercapto-2-methylpropanoic acid, and then tested them as NDM-1 inhibitors in order to identify the pharmacophore for NDM-1 inhibition. We found that the lead compound 22 had an IC50 value of 1.0 mu M. Further structure simplification provided compounds 31 and 32, which had IC50 values of 15 and 10 mu M, respectively. As compound 32 is a clinically used antidote for metal poisoning, it has great potential to be repurposed to treat bacterial infections. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.068

文献信息

• 3-ARYL PROPIOLONITRILE COMPOUNDS FOR THIOL LABELING
  申请人：UNIVERSITE DE STRASBOURG

  公开号：US20160145199A1

  公开（公告）日：2016-05-26

  The present invention relates to a process for labeling compounds comprising thiol moieties with 3-arylpropiolonitrile compounds, to 3-arylpropiolonitrile compounds substituted with tag moieties and to specific 3-arylpropiolonitrile linkers.

  本发明涉及一种将含硫醇基团的化合物用3-芳基丙炔腈化合物标记的方法，以及用标记基团取代的3-芳基丙炔腈化合物和特定的3-芳基丙炔腈连接剂。
• US9663454B2
  申请人：——

  公开号：US9663454B2

  公开（公告）日：2017-05-30