(R)-1-(2-(4-(3-(2,4-dichlorophenyl)-2-(3-(methylthio)propylamino)propanoyl)piperazin-1-yl)phenyl)-3-methylbutan-1-one | 1071481-87-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1-(2-(4-(3-(2,4-dichlorophenyl)-2-(3-(methylthio)propylamino)propanoyl)piperazin-1-yl)phenyl)-3-methylbutan-1-one
• 英文别名: 1-[2-[4-[(2R)-3-(2,4-dichlorophenyl)-2-(3-methylsulfanylpropylamino)propanoyl]piperazin-1-yl]phenyl]-3-methylbutan-1-one
• CAS: 1071481-87-2
• 化学式: C₂₈H₃₇Cl₂N₃O₂S
• 分子量: 550.593
• InChiKey: MXABECOMTSRUAN-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-1-(2-(4-(3-(2,4-dichlorophenyl)-2-(3-(methylthio)propylamino)propanoyl)piperazin-1-yl)phenyl)-3-methylbutan-1-one 在 ammonium acetate 、 sodium cyanoborohydride 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 生成 (2R)-3-(2,4-dichlorophenyl)-1-(4-(2-(1-hydroxy-3-methylbutyl)phenyl)piperazin-1-yl)-2-(3-(methylthio)propylamino)propan-1-one 、 (2R)-1-(4-(2-(1-amino-3-methylbutyl)phenyl)piperazin-1-yl)-3-(2,4-dichlorophenyl)-2-(3-(methylthio)propylamino)propan-1-one
  参考文献：
  名称：

  Structure–activity relationship studies on a series of piperazinebenzylalcohols and their ketone and amine analogs as melanocortin-4 receptor ligands

  摘要：

  A series of piperazinebenzylalcohols were prepared and studied to compare with their ketone and amine analogs as MC4R antagonists. Several benzylalcohols such as 14a and 14g displayed low nanomolar binding affinities (K-i < 10 nM), and high selectivities over other melanocortin receptor subtypes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.076
• 作为产物：
  描述：

  3-甲硫基丙醛 、 在 N,N-二异丙基乙胺 、 sodium tris(acetoxy)borohydride 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 反应 8.0h， 生成 (R)-1-(2-(4-(3-(2,4-dichlorophenyl)-2-(3-(methylthio)propylamino)propanoyl)piperazin-1-yl)phenyl)-3-methylbutan-1-one
  参考文献：
  名称：

  Structure–activity relationship studies on a series of piperazinebenzylalcohols and their ketone and amine analogs as melanocortin-4 receptor ligands

  摘要：

  A series of piperazinebenzylalcohols were prepared and studied to compare with their ketone and amine analogs as MC4R antagonists. Several benzylalcohols such as 14a and 14g displayed low nanomolar binding affinities (K-i < 10 nM), and high selectivities over other melanocortin receptor subtypes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.076