(R)-2-Amino-3-(4-chloro-phenyl)-1-{4-[1-(2-chloro-phenyl)-2-diethylamino-ethyl]-piperazin-1-yl}-propan-1-one | 444896-72-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-Amino-3-(4-chloro-phenyl)-1-{4-[1-(2-chloro-phenyl)-2-diethylamino-ethyl]-piperazin-1-yl}-propan-1-one
• 英文别名: (2R)-2-amino-3-(4-chlorophenyl)-1-[4-[1-(2-chlorophenyl)-2-(diethylamino)ethyl]piperazin-1-yl]propan-1-one
• CAS: 444896-72-4
• 化学式: C₂₅H₃₄Cl₂N₄O
• 分子量: 477.477
• InChiKey: BVZIYEBFQZRNEU-MIHMCVIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  52.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-Amino-3-(4-chloro-phenyl)-1-{4-[1-(2-chloro-phenyl)-2-diethylamino-ethyl]-piperazin-1-yl}-propan-1-one 在 lithium hydroxide 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 N-((R)-1-(4-Chloro-benzyl)-2-{4-[1-(2-chloro-phenyl)-2-diethylamino-ethyl]-piperazin-1-yl}-2-oxo-ethyl)-2-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel dipeptides and reduced dipeptides as ligands for melanocortin subtype-4 receptor

  摘要：

  A series of benzylic piperazines (e.g., 4 and 5) attached to an 'address element', the dipeptide H-D-TiC-D-p-Cl-Phe-OH, 3 has been identified as ligands for the melanocortin subtype-4 receptor (MC4R). We describe herein the structure-activity relationship (SAR) studies on the N-terminal residue of the 'address element'. Several novel dipeptides and reduced dipeptides with high MC4R binding affinities and selectivity emerged from this SAR study. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.103
• 作为产物：
  描述：

  [2-(2-Chloro-phenyl)-2-piperazin-1-yl-ethyl]-diethyl-amine 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-2-Amino-3-(4-chloro-phenyl)-1-{4-[1-(2-chloro-phenyl)-2-diethylamino-ethyl]-piperazin-1-yl}-propan-1-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of novel dipeptides and reduced dipeptides as ligands for melanocortin subtype-4 receptor

  摘要：

  A series of benzylic piperazines (e.g., 4 and 5) attached to an 'address element', the dipeptide H-D-TiC-D-p-Cl-Phe-OH, 3 has been identified as ligands for the melanocortin subtype-4 receptor (MC4R). We describe herein the structure-activity relationship (SAR) studies on the N-terminal residue of the 'address element'. Several novel dipeptides and reduced dipeptides with high MC4R binding affinities and selectivity emerged from this SAR study. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.103

文献信息

• US7169777B2
  申请人：——

  公开号：US7169777B2

  公开（公告）日：2007-01-30
• Synthesis and structure–activity relationships of novel dipeptides and reduced dipeptides as ligands for melanocortin subtype-4 receptor
  作者：Qing Shi、Paul L. Ornstein、Karin Briner、Timothy I. Richardson、Macklin B. Arnold、Ryan T. Backer、Jennifer L. Buckmaster、Emily J. Canada、Christopher W. Doecke、Larry W. Hertel、Nick Honigschmidt、Hansen M. Hsiung、Saba Husain、Steve L. Kuklish、Michael J. Martinelli、Jeffrey T. Mullaney、Thomas P. O’Brien、Matt R. Reinhard、Roger Rothhaar、Jikesh Shah、Zhipei Wu、Chaoyu Xie、John M. Zgombick、Matthew J. Fisher

  DOI：10.1016/j.bmcl.2005.10.103

  日期：2006.5

  A series of benzylic piperazines (e.g., 4 and 5) attached to an 'address element', the dipeptide H-D-TiC-D-p-Cl-Phe-OH, 3 has been identified as ligands for the melanocortin subtype-4 receptor (MC4R). We describe herein the structure-activity relationship (SAR) studies on the N-terminal residue of the 'address element'. Several novel dipeptides and reduced dipeptides with high MC4R binding affinities and selectivity emerged from this SAR study. (C) 2005 Elsevier Ltd. All rights reserved.