tert-butyl N-methyl-[9-(3-(trifluoromethyl)phenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]carbamate | 1414848-11-5

• 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: tert-butyl N-methyl-[9-(3-(trifluoromethyl)phenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]carbamate
• 英文别名: tert-butyl N-methyl-N-[9-[3-(trifluoromethyl)phenyl]sulfonyl-1,2,3,4-tetrahydrocarbazol-3-yl]carbamate
• CAS: 1414848-11-5
• 化学式: C₂₅H₂₇F₃N₂O₄S
• 分子量: 508.562
• InChiKey: RLOGFSMEGPDRGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  77
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-methyl-[9-(3-(trifluoromethyl)phenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]carbamate 在 盐酸 作用下， 以 氯仿 、 异丙醇 为溶剂， 反应 2.0h， 以90%的产率得到N-methyl-[9-(3-trifluoromethylphenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amine
  参考文献：
  名称：

  N,N-Dimethyl-[9-(arylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amines as novel, potent and selective 5-HT6 receptor antagonists

  摘要：

  The design, synthesis and SAR of novel tetrahydrocarbazole derivatives having 5-HT6 receptor antagonist activity is presented. The racemic compound 15e was found to possess desirable pharmacokinetic properties, adequate brain penetration and activity in animal models of cognition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.002
• 作为产物：
  描述：

  N-甲基-1,4-二噁螺[4.5]-8-癸胺 在 硫酸 、 potassium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 mineral oil 为溶剂， 反应 5.0h， 生成 tert-butyl N-methyl-[9-(3-(trifluoromethyl)phenylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]carbamate
  参考文献：
  名称：

  N,N-Dimethyl-[9-(arylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amines as novel, potent and selective 5-HT6 receptor antagonists

  摘要：

  The design, synthesis and SAR of novel tetrahydrocarbazole derivatives having 5-HT6 receptor antagonist activity is presented. The racemic compound 15e was found to possess desirable pharmacokinetic properties, adequate brain penetration and activity in animal models of cognition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.002

文献信息

• N,N-Dimethyl-[9-(arylsulfonyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amines as novel, potent and selective 5-HT6 receptor antagonists
  作者：Ramakrishna V.S. Nirogi、Jagadishu Babu Konda、Ramasastry Kambhampati、Anil Shinde、Thrinath Reddy Bandyala、Parandhama Gudla、Kiran Kumar Kandukuri、Pradeep Jayarajan、Vishwottam Kandikere、P.K. Dubey

  DOI：10.1016/j.bmcl.2012.06.002

  日期：2012.11

  The design, synthesis and SAR of novel tetrahydrocarbazole derivatives having 5-HT6 receptor antagonist activity is presented. The racemic compound 15e was found to possess desirable pharmacokinetic properties, adequate brain penetration and activity in animal models of cognition. (C) 2012 Elsevier Ltd. All rights reserved.