N-(2-{4-[(R)-2-Amino-3-(4-chloro-phenyl)-propionyl]-piperazin-1-yl}-phenyl)-benzenesulfonamide | 850998-13-9

• 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-[(R)-2-Amino-3-(4-chloro-phenyl)-propionyl]-piperazin-1-yl}-phenyl)-benzenesulfonamide
• CAS: 850998-13-9
• 化学式: C₂₅H₂₇ClN₄O₃S
• 分子量: 499.033
• InChiKey: DRUACRYFNCGTOT-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  95.74
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(2-{4-[(R)-2-Amino-3-(4-chloro-phenyl)-propionyl]-piperazin-1-yl}-phenyl)-benzenesulfonamide 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(1R)-1-[(4-chlorophenyl)methyl]-2-oxo-2-(4-{2-[(phenylsulfonyl)amino]phenyl}piperazinyl)ethyl]((3S)(3-1,2,3,4-tetrahydroisoquinolyl))carboxamide
  参考文献：
  名称：

  Melanocortin subtype-4 receptor agonists containing a piperazine core with substituted aryl sulfonamides

  摘要：

  The biological activity for a set of melanocortin-4 receptor (MC4R) agonists containing a piperazine core with an ortho-substituted aryl sulfonamide is described. Compounds from this set had binding and functional activities at MC4R less than 30 nM. The most selective compound in this series was > 25,000-fold more potent at MC4R than MC3R, and 490-fold more potent at MC4R than MC5R. This compound also reduced food intake after oral dosing at 25, 50, and 100 mg kg(-1) in fasted mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.060
• 作为产物：
  描述：

  4-(2-benzenesulfonylamino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2-{4-[(R)-2-Amino-3-(4-chloro-phenyl)-propionyl]-piperazin-1-yl}-phenyl)-benzenesulfonamide
  参考文献：
  名称：

  Melanocortin subtype-4 receptor agonists containing a piperazine core with substituted aryl sulfonamides

  摘要：

  The biological activity for a set of melanocortin-4 receptor (MC4R) agonists containing a piperazine core with an ortho-substituted aryl sulfonamide is described. Compounds from this set had binding and functional activities at MC4R less than 30 nM. The most selective compound in this series was > 25,000-fold more potent at MC4R than MC3R, and 490-fold more potent at MC4R than MC5R. This compound also reduced food intake after oral dosing at 25, 50, and 100 mg kg(-1) in fasted mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.060