N-[2-(4-Benzyl-piperazin-1-yl)-phenyl]-N-cyclopropylmethyl-methanesulfonamide | 678995-20-5

• 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-[2-(4-Benzyl-piperazin-1-yl)-phenyl]-N-cyclopropylmethyl-methanesulfonamide
• CAS: 678995-20-5
• 化学式: C₂₂H₂₉N₃O₂S
• 分子量: 399.557
• InChiKey: AIVJLMXUMCMFGO-UHFFFAOYSA-N

物化性质

• 沸点：
  541.3±60.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  43.86
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[2-(4-Benzyl-piperazin-1-yl)-phenyl]-N-cyclopropylmethyl-methanesulfonamide 在 palladium on activated charcoal N-羟基-7-氮杂苯并三氮唑 、 氢气 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 tert-butyl (3S)-3-[(4-chlorophenyl)-methyl]-4-(4-{2-[(cyclopropylmethyl)(methylsulfonyl)-amino]phenyl}-piperazinyl)-4-oxobutanoate
  参考文献：
  名称：

  Synthesis of novel melanocortin 4 receptor agonists and antagonists containing a succinamide core

  摘要：

  A novel series of piperazines appended to a succinamide backbone were synthesized and found to have a high affinity for the melanocortin-4 receptor (IC(50)s ranging from <0.1 to 200 nM). Both agonists and antagonists of MC4R were prepared by modifying the groups attached to the right-hand side of the succinamide. This series also exhibits a high level of selectivity (up to 7000-fold) over mouse MC1R and human MC3R. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.056
• 作为产物：
  描述：

  溴甲基环丙烷 、 N-(2-(4-苄基哌嗪-1-基)苯基)甲磺酰胺 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到N-[2-(4-Benzyl-piperazin-1-yl)-phenyl]-N-cyclopropylmethyl-methanesulfonamide
  参考文献：
  名称：

  Synthesis of novel melanocortin 4 receptor agonists and antagonists containing a succinamide core

  摘要：

  A novel series of piperazines appended to a succinamide backbone were synthesized and found to have a high affinity for the melanocortin-4 receptor (IC(50)s ranging from <0.1 to 200 nM). Both agonists and antagonists of MC4R were prepared by modifying the groups attached to the right-hand side of the succinamide. This series also exhibits a high level of selectivity (up to 7000-fold) over mouse MC1R and human MC3R. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.056