6-溴-3-(二甲基氨基)-1,2,3,4-四氢-9h-咔唑 | 186545-33-5

• 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
• 中文名称: 6-溴-3-(二甲基氨基)-1,2,3,4-四氢-9h-咔唑
• 英文名称: N,N-dimethyl-(6-bromo-2,3,4,9-tetrahydro-1H-carbazol-3-yl)amine
• 英文别名: 6-Bromo-3-(dimethylamino)-1,2,3,4-tetrahydro-9H-carbazole；6-bromo-N,N-dimethyl-2,3,4,9-tetrahydro-1H-carbazol-3-amine
• CAS: 186545-33-5
• 化学式: C₁₄H₁₇BrN₂
• 分子量: 293.206
• InChiKey: ALROKAKJPVGNST-UHFFFAOYSA-N

物化性质

• 沸点：
  412.0±45.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  6-溴-3-(二甲基氨基)-1,2,3,4-四氢-9h-咔唑 、 2-氯-5-（三氟甲基）苯-1-磺酰氯 在 potassium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 3.0h， 生成 N,N-dimethyl-[6-bromo-9-(2-chloro-5-trifluoromethyl benzenesulfonyl)-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：

  1,4-环己二酮单乙二醇缩酮 在 硫酸 作用下， 以 氘代甲醇-d 、 水 为溶剂， 反应 20.0h， 生成 6-溴-3-(二甲基氨基)-1,2,3,4-四氢-9h-咔唑
  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

• Carbazol-carboxamides as 5-HT1F agonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0882726A1

  公开（公告）日：1998-12-09

  The present invention provides novel 2-amino-1,2,3,4-tetrahydro-9H-carbazole-6-carboxamides and 3-amino-10H-cyclohepta[7,6-b]indole-7-carboxamides of Formula I: where R1, R2, R3 and n are as described in the specification.

  本发明提供了式 I 的新型 2-氨基-1,2,3,4-四氢-9H-咔唑-6-甲酰胺和 3-氨基-10H-环庚烷并[7,6-b]吲哚-7-甲酰胺： 其中 R1、R2、R3 和 n 如说明书所述。
• NOVEL COMPOUNDS FOR THE TREATMENT OF DISEASES ASSOCIATED WITH AMYLOID OR AMYLOID-LIKE PROTEINS
  申请人：AC Immune S.A.

  公开号：EP2558446B1

  公开（公告）日：2019-06-12
• US6221884B1
  申请人：——

  公开号：US6221884B1

  公开（公告）日：2001-04-24
• 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.