3-<2-(N-benzyl-N-methylamino)ethoxy>propanamine | 105904-84-5

• 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: 3-<2-(N-benzyl-N-methylamino)ethoxy>propanamine
• 英文别名: [2-(3-amino-propoxy)-ethyl]-benzyl-methyl-amine；[2-(3-Amino-propoxy)-aethyl]-benzyl-methyl-amin；3-[2-(N-benzyl-N-methylamino)-ethoxy]propylamine；3-[2-[Benzyl(methyl)amino]ethoxy]propan-1-amine
• CAS: 105904-84-5
• 化学式: C₁₃H₂₂N₂O
• 分子量: 222.33
• InChiKey: WHLXQVFRGXFOFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<2-(N-benzyl-N-methylamino)ethoxy>propanamine 、 苯甲酰基异硫氰酸酯 以 二氯甲烷 、 丙酮 为溶剂， 反应 1.0h， 生成 N-(3-(2-(benzyl(methyl)amino)ethoxy)propylcarbamothioyl)benzamide
  参考文献：
  名称：

  Flexible 1-[(2-Aminoethoxy)alkyl]-3-ar(o)yl(thio)ureas as Novel Acetylcholinesterase Inhibitors. Synthesis and Biochemical Evaluation

  摘要：

  A series of flexible 1-(2-aminoethoxy)-3-ar(o)yl(thio)ureas was synthesized and assessed for antiacetylcholinesterase activity. This series was designed in order to optimize the spacer length linking the two pharmacophoric moieties, i.e., the basic nitrogen and the ar(o)yl(thio)urea unit, and to test compounds with greater conformational flexibility. Thus, the replacement of the previously described spacer, 4-piperidinylethyl, by a linear ethoxyethyl chain gave compounds of slightly comparable potency, providing that they were correctly substituted. The results show that this new flexible spacer is compatible with high inhibitory activities. The optimal chain length corresponds to five methylene groups, allowing an efficient interaction between the two pharmacophoric units and the two reported hypothetical enzyme hydrophobic binding sites. Moreover, the initially optimized benzyl group, attached to the basic nitrogen, was found to be advantageously replaced by a cyclohexyl group, showing that an aromatic residue does not represent a prerequisite for activity.

  DOI：

  10.1021/jm00015a020
• 作为产物：
  描述：

  3-<2-(N-benzyl-N-methylamino)ethoxy>propionitrile 在 氨 、 镍 作用下， 生成 3-<2-(N-benzyl-N-methylamino)ethoxy>propanamine
  参考文献：
  名称：

  The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives

  摘要：

  DOI：

  10.1021/ja01648a046

文献信息

• New urea derivatives, their preparation and their application in therapy
  申请人：Pierre Fabre Medicament

  公开号：US05288758A1

  公开（公告）日：1994-02-22

  New urea derivatives corresponding to the general formula 1 ##STR1## in which: R.sup.1 represents a C.sub.1 -C.sub.4 alkyl group; R.sup.2 represents: a C.sub.5 -C.sub.7 cycloalkyl group a cycloalkylmethyl group in which the cycloalkyl radical contains from 5 to 7 carbon atoms a benzyl group a benzyl group in which the aromatic ring bears a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a halogen atom or a nitro group; A represents an oxygen atom or a methylene radical; n represents 1 or 2; X represents an oxygen or sulfur atom; B represents a direct bond, a methylene radical or a carbonyl radical; as well as the therapeutically acceptable salts of these molecules. The invention also relates to the application of the compounds of general formula 1 in therapy, and to the preparation processes.

  通用公式1对应的新脲衍生物如下：其中：R.sup.1代表C.sub.1 -C.sub.4烷基基团；R.sup.2代表：C.sub.5 -C.sub.7环烷基团，环烷基甲基基团，其中环烷基基团含有5至7个碳原子，苄基团，苄基团，其中芳香环带有C.sub.1 -C.sub.4烷基基团，C.sub.1 -C.sub.4烷氧基团，卤素原子或硝基基团；A代表氧原子或亚甲基基团；n代表1或2；X代表氧或硫原子；B代表直接键，亚甲基基团或羰基基团；以及这些分子的治疗上可接受的盐。本发明还涉及通用公式1化合物在治疗中的应用，以及制备过程。
• US5288758A
  申请人：——

  公开号：US5288758A

  公开（公告）日：1994-02-22