methyl [N-(N′butyl)-sulfamoyl]-β-alaninate | 1133725-49-1

• 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: methyl [N-(N′butyl)-sulfamoyl]-β-alaninate
• 英文别名: methyl [N-(N'-butyl)-sulfamoyl]-β-alaninate；Methyl 3-(Butylsulfamoylamino)Propanoate
• CAS: 1133725-49-1
• 化学式: C₈H₁₈N₂O₄S
• 分子量: 238.308
• InChiKey: NRNRKBIWJKWFIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-hydroxyphenyl-N-β-alanine methyl ester sulfamate 、 正丁胺 以 乙腈 为溶剂， 反应 6.0h， 以50%的产率得到methyl [N-(N′butyl)-sulfamoyl]-β-alaninate
  参考文献：
  名称：

  Synthesis and Anticonvulsant Activity of Amino Acid-Derived Sulfamides

  摘要：

  Sulfamides are promising functions for the design of new antiepileptic drugs (Bioorg. Med. Chem. 2007, 15, 1556-1567; 5604-5614). Following previous research in this line, a set of amino acid-derived sulfamides has been designed, synthesized, and tested as new anticonvulsant compounds. The experimental data confirmed the ability of some of the structures to suppress the convulsions originated by the electrical seizure (MES test) at low doses (100 mg/kg).

  DOI：

  10.1021/jm800764p

文献信息

• Inhibition pattern of sulfamide-related compounds in binding to carbonic anhydrase isoforms I, II, VII, XII and XIV
  作者：Luciana Gavernet、José L. Gonzalez Funes、Pablo H. Palestro、Luis E. Bruno Blanch、Guillermina L. Estiu、Alfonso Maresca、Ivana Barrios、Claudiu T. Supuran

  DOI：10.1016/j.bmc.2012.10.048

  日期：2013.3

  A set of sulfamides and sulfamates were synthesized and tested against several isoforms of carbonic anhydrase: CA I, CA II, CA VII, CA XII and CA XIV. The biological assays showed a broad range of inhibitory activity, and interesting results were found for several compounds in terms of activity (K-i < 1 mu m) and selectivity: some aromatic sulfamides are active against CA I, CA II and/or CA VII; while they are less active in CA XII and CA XIV. On the other hand, bulky sulfamides are selective to CA VII. To understand the origin of the different inhibitory activity against each isozyme we used molecular modeling techniques such as docking and molecular dynamic simulations. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and Anticonvulsant Activity of Amino Acid-Derived Sulfamides
  作者：Luciana Gavernet、Juan E. Elvira、Gisela A. Samaja、Valentina Pastore、Mariana Sella Cravero、Andrea Enrique、Guillermina Estiu、Luis E. Bruno-Blanch

  DOI：10.1021/jm800764p

  日期：2009.3.26

  Sulfamides are promising functions for the design of new antiepileptic drugs (Bioorg. Med. Chem. 2007, 15, 1556-1567; 5604-5614). Following previous research in this line, a set of amino acid-derived sulfamides has been designed, synthesized, and tested as new anticonvulsant compounds. The experimental data confirmed the ability of some of the structures to suppress the convulsions originated by the electrical seizure (MES test) at low doses (100 mg/kg).