(3R)-1-[2-methyl-3-(naphthalen-1-ylsulfonyl)-2H-indazol-5-yl]pyrrolidin-3-amine | 1086838-88-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (3R)-1-[2-methyl-3-(naphthalen-1-ylsulfonyl)-2H-indazol-5-yl]pyrrolidin-3-amine
• 英文别名: (3R)-1-(2-methyl-3-naphthalen-1-ylsulfonylindazol-5-yl)pyrrolidin-3-amine
• CAS: 1086838-88-1
• 化学式: C₂₂H₂₂N₄O₂S
• 分子量: 406.508
• InChiKey: AUNJSZUSKBJRIJ-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl {(3R)-1-[3-(1-naphthylsulfonyl)-1H-indazol-5-yl]pyrrolidin-3-yl}carbamate 、 碘甲烷 在 caesium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (3R)-1-[1-methyl-3-(naphthalen-1-ylsulfonyl)-1H-indazol-5-yl]pyrrolidin-3-amine 、 (3R)-1-[2-methyl-3-(naphthalen-1-ylsulfonyl)-2H-indazol-5-yl]pyrrolidin-3-amine
  参考文献：
  名称：

  5-Cyclic Amine-3-arylsulfonylindazoles as Novel 5-HT₆ Receptor Antagonists

  摘要：

  Novel 5-cyclic amine-3-arylsulfonylindazoles were prepared, and several analogues within this class have been identified as high-affinity 5-HT6 receptor ligands with improved pharmacokinetic and pharmacological properties. One selected example, 18b, showed good brain penetrability and a generally favorable pharmacokinetic profile with procognitive efficacy in the rat novel object recognition assay. The synthesis and structure activity relationship of this potent class are discussed.

  DOI：

  10.1021/jm901674f

文献信息

• AMINOAZACYCLYL-3-SULFONYLINDAZOLES AS 5-HYDROXYTRYPTAMINE-6 LIGANDS
  申请人：Haydar Simon Nicolas

  公开号：US20080293688A1

  公开（公告）日：2008-11-27

  The present invention provides a compound of formula I and the use thereof in the therapeutic treatment of disorders related to or affected by the 5-HT6 receptor.

  本发明提供了一种式I的化合物及其在治疗与5-HT6受体相关或受其影响的疾病中的应用。
• US7939520B2
  申请人：——

  公开号：US7939520B2

  公开（公告）日：2011-05-10
• 5-Cyclic Amine-3-arylsulfonylindazoles as Novel 5-HT₆ Receptor Antagonists
  作者：Simon N. Haydar、Heedong Yun、Patrick M. Andrae、James Mattes、Jean Zhang、Angela Kramer、Deborah L. Smith、Christine Huselton、Radka Graf、Suzan Aschmies、Lee E. Schechter、Thomas A. Comery、Albert J. Robichaud

  DOI：10.1021/jm901674f

  日期：2010.3.25

  Novel 5-cyclic amine-3-arylsulfonylindazoles were prepared, and several analogues within this class have been identified as high-affinity 5-HT6 receptor ligands with improved pharmacokinetic and pharmacological properties. One selected example, 18b, showed good brain penetrability and a generally favorable pharmacokinetic profile with procognitive efficacy in the rat novel object recognition assay. The synthesis and structure activity relationship of this potent class are discussed.