(S)-2-(4-Chloro-benzyl)-1-{4-[2-(2-cyclopropyl-1-methanesulfonyl-ethyl)-phenyl]-piperazin-1-yl}-4-piperazin-1-yl-butane-1,4-dione | 678995-31-8

• 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: (S)-2-(4-Chloro-benzyl)-1-{4-[2-(2-cyclopropyl-1-methanesulfonyl-ethyl)-phenyl]-piperazin-1-yl}-4-piperazin-1-yl-butane-1,4-dione
• 英文别名: N-[2-[4-[(2S)-2-[(4-chlorophenyl)methyl]-4-oxo-4-piperazin-1-ylbutanoyl]piperazin-1-yl]phenyl]-N-(cyclopropylmethyl)methanesulfonamide
• CAS: 678995-31-8
• 化学式: C₃₀H₄₀ClN₅O₄S
• 分子量: 602.198
• InChiKey: XECNSIFQPWQYCT-VWLOTQADSA-N

物化性质

• 沸点：
  808.6±75.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 (S)-2-(4-Chloro-benzyl)-1-{4-[2-(2-cyclopropyl-1-methanesulfonyl-ethyl)-phenyl]-piperazin-1-yl}-4-piperazin-1-yl-butane-1,4-dione 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 (S)-4-(4-Benzoyl-piperazin-1-yl)-2-(4-chloro-benzyl)-1-{4-[2-(2-cyclopropyl-1-methanesulfonyl-ethyl)-phenyl]-piperazin-1-yl}-butane-1,4-dione
  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：

  (Cyclopropylmethyl)(methylsulfonyl)-(2-piperazinyl-phenyl)amine 在 N-羟基-7-氮杂苯并三氮唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-2-(4-Chloro-benzyl)-1-{4-[2-(2-cyclopropyl-1-methanesulfonyl-ethyl)-phenyl]-piperazin-1-yl}-4-piperazin-1-yl-butane-1,4-dione
  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

文献信息

• US7560460B2
  申请人：——

  公开号：US7560460B2

  公开（公告）日：2009-07-14
• Synthesis of novel melanocortin 4 receptor agonists and antagonists containing a succinamide core
  作者：Ning Xi、Clarence Hale、Michael G. Kelly、Mark H. Norman、Markian Stec、Shimin Xu、James W. Baumgartner、Christopher Fotsch

  DOI：10.1016/j.bmcl.2003.10.056

  日期：2004.1

  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.