3-bromo-4-(4-methylpiperazin-1-yl)methyl-1H-indole | 1415317-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-bromo-4-(4-methylpiperazin-1-yl)methyl-1H-indole
• 英文别名: 3-bromo-4-[(4-methylpiperazin-1-yl)methyl]-1H-indole
• CAS: 1415317-00-8
• 化学式: C₁₄H₁₈BrN₃
• 分子量: 308.221
• InChiKey: ILLUDZJYTYSSDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  22.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-萘磺酰氯 、 3-bromo-4-(4-methylpiperazin-1-yl)methyl-1H-indole 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-bromo-1-(1-naphthylsulfonyl)-4-(4-methylpiperazin-1-ylmethyl)-1H-indole
  参考文献：
  名称：

  Design, synthesis and pharmacological evaluation of 4-(piperazin-1-yl methyl)-N1-arylsulfonyl indole derivatives as 5-HT6 receptor ligands

  摘要：

  4-(Piperazin-1-yl methyl)-N-1-arylsulfonyl indole derivatives were designed and synthesized as 5-HT6 receptor (5-HT6R) ligands. The lead compound 6a, from this series shows potent in vitro binding affinity, good PK profile, no CYP liabilities and activity in animal models of cognition. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.057
• 作为产物：
  描述：

  2-甲基-3-硝基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 氯化亚砜 、 一水合肼 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 3-bromo-4-(4-methylpiperazin-1-yl)methyl-1H-indole
  参考文献：
  名称：

  Design, synthesis and pharmacological evaluation of 4-(piperazin-1-yl methyl)-N1-arylsulfonyl indole derivatives as 5-HT6 receptor ligands

  摘要：

  4-(Piperazin-1-yl methyl)-N-1-arylsulfonyl indole derivatives were designed and synthesized as 5-HT6 receptor (5-HT6R) ligands. The lead compound 6a, from this series shows potent in vitro binding affinity, good PK profile, no CYP liabilities and activity in animal models of cognition. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.057

文献信息

• Design, synthesis and pharmacological evaluation of 4-(piperazin-1-yl methyl)-N1-arylsulfonyl indole derivatives as 5-HT6 receptor ligands
  作者：Ramakrishna V.S. Nirogi、Rajeshkumar Badange、Ramasastri Kambhampati、Anil Chindhe、Amol D. Deshpande、Vinaykumar Tiriveedhi、Vishwottam Kandikere、Nageswararao Muddana、Renny Abraham、Mukkanti Khagga

  DOI：10.1016/j.bmcl.2012.10.057

  日期：2012.12

  4-(Piperazin-1-yl methyl)-N-1-arylsulfonyl indole derivatives were designed and synthesized as 5-HT6 receptor (5-HT6R) ligands. The lead compound 6a, from this series shows potent in vitro binding affinity, good PK profile, no CYP liabilities and activity in animal models of cognition. (c) 2012 Elsevier Ltd. All rights reserved.