1-(4-chlorobenzenesulfonyl)-5-(4-methylpiperazin-1-ylmethyl)-1H-indole | 1038985-97-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-chlorobenzenesulfonyl)-5-(4-methylpiperazin-1-ylmethyl)-1H-indole
• 英文别名: 1-(4-Chloro benzenesulfonyl)-5-(4-methylpiperazin-1-yl-methyl)-1H-indole；1-(4-chlorophenyl)sulfonyl-5-[(4-methylpiperazin-1-yl)methyl]indole
• CAS: 1038985-97-5
• 化学式: C₂₀H₂₂ClN₃O₂S
• 分子量: 403.933
• InChiKey: KUHMUWVSAKAMSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(4-methylpiperazin-1-ylmethyl)-1H-indole 、 4-氯苯磺酰氯 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 1-(4-chlorobenzenesulfonyl)-5-(4-methylpiperazin-1-ylmethyl)-1H-indole
  参考文献：
  名称：

  Novel and Potent 5-Piperazinyl Methyl-N₁-aryl Sulfonyl Indole Derivatives as 5-HT₆ Receptor Ligands

  摘要：

  The exclusive distribution of 5-HT6 receptors in the brain regions associated with learing and memory makes it an ideal target for cognitive disorders. A novel series of 5-piperazinyl methyl-N-1-aryl sulfonyl indoles were designed and synthesized as 5-HT6R ligands. Most of the synthesized compounds are potent when tested by in vitro radiogland binding assay. The lead compound from the series does not have the CYP liabilities and is active in an animal model of cognition.

  DOI：

  10.1021/ml100101u

文献信息

• 5-(HETEROCYCLYL)ALKYL-N-(ARYLSULFONYL)INDOLE COMPOUNDS AND THEIR USE AS 5-HT6 LIGANDS
  申请人：Ramakrishna Venkata Satya Nirogi

  公开号：US20100041673A1

  公开（公告）日：2010-02-18

  Compounds including 5-(Heterocyclyl)alkyl-N-(arylsulfonyl)indole, their derivatives, their stereoisomers, their pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them and a process for the preparation of these compounds, their derivatives, their stereoisomers, their pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them. These compounds are useful in the treatment of various disorders that are related to 5-HT6 receptor functions. Specifically, the compounds of this invention are also useful in the treatment of various CNS disorders, hematological disorders, eating disorders, diseases associated with pain, respiratory diseases, genito-urological disorders, cardiovascular diseases and cancer.

  这是一段关于化合物的描述，包括5-（杂环基）烷基-N-（芳基磺酰基）吲哚，它们的衍生物，立体异构体，药学上可接受的盐和含有它们的药学上可接受的组合物以及制备这些化合物，它们的衍生物，立体异构体，药学上可接受的盐和含有它们的药学上可接受的组合物的过程。这些化合物在治疗与5-HT6受体功能相关的各种疾病方面非常有用。具体而言，本发明的化合物还可用于治疗各种中枢神经系统疾病，血液学疾病，进食障碍，与疼痛有关的疾病，呼吸系统疾病，泌尿生殖系统疾病，心血管疾病和癌症。
• US8470830B2
  申请人：——

  公开号：US8470830B2

  公开（公告）日：2013-06-25
• Novel and Potent 5-Piperazinyl Methyl-<i>N</i>₁-aryl Sulfonyl Indole Derivatives as 5-HT₆ Receptor Ligands
  作者：Ramakrishna V. S. Nirogi、Prabhakar Kothmirkar、Ramasastri Kambhampati、Jagadish Babu Konda、Sobhanadri Arepalli、Narasimhareddy G. Pamuleti、Amol D. Deshpande、Trinathreddy Bandyala、Anil K. Shinde、P. K. Dubey

  DOI：10.1021/ml100101u

  日期：2010.10.14

  The exclusive distribution of 5-HT6 receptors in the brain regions associated with learing and memory makes it an ideal target for cognitive disorders. A novel series of 5-piperazinyl methyl-N-1-aryl sulfonyl indoles were designed and synthesized as 5-HT6R ligands. Most of the synthesized compounds are potent when tested by in vitro radiogland binding assay. The lead compound from the series does not have the CYP liabilities and is active in an animal model of cognition.