N-((S)-1-(2-(4-(3-(4-chlorophenyl)-tetrahydrofuran-4-carbonyl)piperazin-1-yl)-3-fluorophenyl)-2-methylpropyl)-3-(dimethylamino)propanamide | 1017277-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-((S)-1-(2-(4-(3-(4-chlorophenyl)-tetrahydrofuran-4-carbonyl)piperazin-1-yl)-3-fluorophenyl)-2-methylpropyl)-3-(dimethylamino)propanamide
• 英文别名: N-[(1S)-1-[2-[4-[4-(4-chlorophenyl)oxolane-3-carbonyl]piperazin-1-yl]-3-fluorophenyl]-2-methylpropyl]-3-(dimethylamino)propanamide
• CAS: 1017277-73-4
• 化学式: C₃₀H₄₀ClFN₄O₃
• 分子量: 559.124
• InChiKey: KANMEUVRSWNCQC-KBMIILLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  65.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(4-Chlorophenyl)tetrahydro-3-furancarboxylic acid 、 3-(dimethylamino)-N-[(1S)-1-(3-fluoro-2-piperazin-1-ylphenyl)-2-methylpropyl]propanamide 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-((S)-1-(2-(4-(3-(4-chlorophenyl)-tetrahydrofuran-4-carbonyl)piperazin-1-yl)-3-fluorophenyl)-2-methylpropyl)-3-(dimethylamino)propanamide
  参考文献：
  名称：

  Syntheses of tetrahydrothiophenes and tetrahydrofurans and studies of their derivatives as melanocortin-4 receptor ligands

  摘要：

  Piperazinebenzylamine derivatives from trans-4-(4-chlorophenyl)tetrahydrothiophene-3-carboxylic acid 6 and its S-oxide 7 and sulfone 8, and the tetrahydrofuran 9 and its two regioisomers 11 and 13 were synthesized and studied for their binding affinities at the human melanocortin-4 receptor. These five-membered ring constrained compounds possessed similar or lower potency compared to the acyclic analogs. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.128

文献信息

• Syntheses of tetrahydrothiophenes and tetrahydrofurans and studies of their derivatives as melanocortin-4 receptor ligands
  作者：Joe A. Tran、Caroline W. Chen、Fabio C. Tucci、Wanlong Jiang、Beth A. Fleck、Chen Chen

  DOI：10.1016/j.bmcl.2007.11.128

  日期：2008.2

  Piperazinebenzylamine derivatives from trans-4-(4-chlorophenyl)tetrahydrothiophene-3-carboxylic acid 6 and its S-oxide 7 and sulfone 8, and the tetrahydrofuran 9 and its two regioisomers 11 and 13 were synthesized and studied for their binding affinities at the human melanocortin-4 receptor. These five-membered ring constrained compounds possessed similar or lower potency compared to the acyclic analogs. (C) 2007 Elsevier Ltd. All rights reserved.