Quinoline-3-carboxylic acid ((R)-1-(4-chloro-benzyl)-2-{4-[2-(cyclopropylmethyl-methanesulfonyl-amino)-phenyl]-piperazin-1-yl}-2-oxo-ethyl)-amide

• 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: Quinoline-3-carboxylic acid ((R)-1-(4-chloro-benzyl)-2-{4-[2-(cyclopropylmethyl-methanesulfonyl-amino)-phenyl]-piperazin-1-yl}-2-oxo-ethyl)-amide
• 英文别名: N-[(2R)-3-(4-chlorophenyl)-1-[4-[2-[cyclopropylmethyl(methylsulfonyl)amino]phenyl]piperazin-1-yl]-1-oxopropan-2-yl]quinoline-3-carboxamide
• 化学式: C₃₄H₃₆ClN₅O₄S
• 分子量: 646.21
• InChiKey: BNQZPPDJTPVURC-SSEXGKCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-Boc-4-(2-氨基苯基)哌嗪 在 sodium hydride 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Quinoline-3-carboxylic acid ((R)-1-(4-chloro-benzyl)-2-{4-[2-(cyclopropylmethyl-methanesulfonyl-amino)-phenyl]-piperazin-1-yl}-2-oxo-ethyl)-amide
  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

文献信息

• Melanocortin subtype-4 receptor agonists containing a piperazine core with substituted aryl sulfonamides
  作者：Christopher Fotsch、Nianhe Han、Premilla Arasasingham、Yunxin Bo、Michelle Carmouche、Ning Chen、James Davis、Martin H. Goldberg、Clarence Hale、Feng-Yin Hsieh、Michael G. Kelly、Qingyian Liu、Mark H. Norman、Duncan M. Smith、Markian Stec、Nuria Tamayo、Ning Xi、Shimin Xu、Anthony W. Bannon、James W. Baumgartner

  DOI：10.1016/j.bmcl.2005.01.060

  日期：2005.3

  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.