4-{2-[(Ethyl-methanesulfonyl-amino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester | 444581-90-2

• 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: 4-{2-[(Ethyl-methanesulfonyl-amino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-[2-[[ethyl(methylsulfonyl)amino]methyl]phenyl]piperazine-1-carboxylate
• CAS: 444581-90-2
• 化学式: C₁₉H₃₁N₃O₄S
• 分子量: 397.539
• InChiKey: GGICIKIFPNPAOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-{2-[(Ethyl-methanesulfonyl-amino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 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)-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid [(R)-1-(4-chloro-benzyl)-2-(4-{2-[(ethyl-methanesulfonyl-amino)-methyl]-phenyl}-piperazin-1-yl)-2-oxo-ethyl]-amide
  参考文献：
  名称：

  Aryl piperazine melanocortin MC4 receptor agonists

  摘要：

  Incorporation of substituted phenyl piperazine privileged structures into a known MC4 specific dipeptoid consensus sequence resulted in a series of potent (EC50 = 24 nM) and selective MC4-R agonists. We report the SAR of this series of compounds using in vitro cAMP functional assays in cells transfected with the MC4 or other melancortin receptors. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00796-0
• 作为产物：
  描述：

  1-Boc-4-(2-甲酰苯基)哌嗪 在 三乙酰氧基硼氢化钠 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-{2-[(Ethyl-methanesulfonyl-amino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Aryl piperazine melanocortin MC4 receptor agonists

  摘要：

  Incorporation of substituted phenyl piperazine privileged structures into a known MC4 specific dipeptoid consensus sequence resulted in a series of potent (EC50 = 24 nM) and selective MC4-R agonists. We report the SAR of this series of compounds using in vitro cAMP functional assays in cells transfected with the MC4 or other melancortin receptors. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00796-0

文献信息

• Melanocortin receptor agonists
  申请人：——

  公开号：US20040092507A1

  公开（公告）日：2004-05-13

  The present invention relates to melanocortin receptor agonists of formula (I), which is useful in the treatment of obesity, diabetes and male and/or female sexual dysfunction. 1

  本发明涉及公式（I）的黑色素皮质素受体激动剂，其在肥胖症、糖尿病和男性和/或女性性功能障碍的治疗中有用。
• PIPERAZINE DERIVATIVES AS MELANOCORTIN RECEPTOR AGONISTS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1368340B1

  公开（公告）日：2005-08-10
• US7291619B2
  申请人：——

  公开号：US7291619B2

  公开（公告）日：2007-11-06
• Aryl piperazine melanocortin MC4 receptor agonists
  作者：Brian Dyck、Jessica Parker、Teresa Phillips、Lee Carter、Brian Murphy、Robin Summers、Julia Hermann、Tracy Baker、Mary Cismowski、John Saunders、Val Goodfellow

  DOI：10.1016/s0960-894x(03)00796-0

  日期：2003.11

  Incorporation of substituted phenyl piperazine privileged structures into a known MC4 specific dipeptoid consensus sequence resulted in a series of potent (EC50 = 24 nM) and selective MC4-R agonists. We report the SAR of this series of compounds using in vitro cAMP functional assays in cells transfected with the MC4 or other melancortin receptors. (C) 2003 Elsevier Ltd. All rights reserved.