2-nitro-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide | 1223389-70-5

• 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: 2-nitro-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide
• CAS: 1223389-70-5
• 化学式: C₁₂H₁₇N₃O₄S
• 分子量: 299.351
• InChiKey: DWBUTQMCADKMKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  溴乙酸叔丁酯 、 2-nitro-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以10%的产率得到
  参考文献：
  名称：

  Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A

  摘要：

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.090
• 作为产物：
  描述：

  1-(2-氨乙基)吡咯烷 、 邻硝基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到2-nitro-N-(2-pyrrolidin-1-ylethyl)benzenesulfonamide
  参考文献：
  名称：

  Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A

  摘要：

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.090

文献信息

• INHIBITORS OF GLYCOGEN SYNTHASE KINASE 3
  申请人：CHIRON CORPORATION

  公开号：EP1317433A2

  公开（公告）日：2003-06-11
• [EN] INHIBITORS OF GLYCOGEN SYNTHASE KINASE 3<br/>[FR] INHIBITEURS DE GLYCOGENE-SYNTHASE KINASE 3
  申请人：CHIRON CORP

  公开号：WO2002020495A2

  公开（公告）日：2002-03-14

  New pyrimidine or pyridine based compounds, compositions and methods of inhibiting the activity of glycogen synthase kinase (GSK3) in vitro and of treatment of GSK3 mediated disorders in vivo are provided. The methods, compounds and compositions of the invention may be employed alone, or in combination with other pharmacologically active agents in the treatment of disorders mediated by GSK3 activity, such as diabetes, Alzheimer's disease and other neurodegenerative disorders, obesity, atherosclerotic cardiovascular disease, essential hypertension, polycystic ovary syndrome, syndrome X, ischemia, traumatic brain injury, bipolar disorder, immunodeficiency or cancer.
• Peptoids bearing tertiary amino residues in the n-alkyl side chains: synthesis of a potent inhibitor of Semaphorin 3A
  作者：Joaquim Messeguer、Isabel Masip、Marisol Montolio、Jose Antonio del Rio、Eduardo Soriano、Angel Messeguer

  DOI：10.1016/j.tet.2010.01.090

  日期：2010.3

  A study on the preparation of N-alkylglycines (peptoids) that contain tertiary amino residues on the N-alkyl side chains is reported. The appropriate combination of the submonomer strategy with N-alkylglycine monomer couplings depending upon the structure of the N-alkyl side chain that must be incorporated into the peptoid is determinant for the efficiency of the synthetic pathway. The application of this strategy to the preparation of SICHI, an N-alkyglycine trimer containing tertiary amino residues in the three N-alkyl branches, and that has been identified as a potent Semaphorin 3A inhibitor, is presented. (C) 2010 Elsevier Ltd. All rights reserved.