2a-(4-(4,5,6,7-Tetrahydro-thieno[3,2-c]pyridin-5-yl)butyl)-1-ethyl-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2a-(4-(4,5,6,7-Tetrahydro-thieno[3,2-c]pyridin-5-yl)butyl)-1-ethyl-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one
• 英文别名: 2a-[4-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)butyl]-1-ethyl-4,5-dihydro-3H-benzo[cd]indol-2-one
• 化学式: C₂₄H₃₀N₂OS
• 分子量: 394.581
• InChiKey: ACCXXSBGCCOECP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4,5,6,7-四氢噻吩[3,2-C]吡啶-2-羧酸 在 氢溴酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2a-(4-(4,5,6,7-Tetrahydro-thieno[3,2-c]pyridin-5-yl)butyl)-1-ethyl-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one
  参考文献：
  名称：

  Tetrahydrothienopyridylbutyl-tetrahydrobenzindoles: New Selective Ligands of the 5-HT7 Receptor

  摘要：

  The synthesis and the affinity for the 5-HT7 receptor and other receptors of a novel series of fused-ring tetrahydropyridine derivatives are described. Some of the compounds showed high affinity for the 5-HT7 receptor. Tetrahydrothienopyridylbutyl-tetrahydrobenzindoles 5d and 5h are potent ligands for the 5-HT7 receptor, with high selectivity over the 5-HT2 receptor and other receptors. These compounds should be useful tools for clarifying the biological role of the 5-HT7 receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00485-7

文献信息

• TETRAHYDROBENZINDOLE DERIVATIVES
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP1057814A1

  公开（公告）日：2000-12-06

  This invention creates compounds represented by the following formula (1) which, alone or as a plurality of them simultaneously, act upon serotonin receptors, and thereby provides pharmaceutical compositions that contain these compounds and are useful for the treatment or prevention of diseases which are considered to be induced by the abnormality of central and peripheral serotonin controlling functions. In the formula, R1 is a hydrogen atom, a lower alkyl group or an aralkyl group; R2 is a hydrogen atom or a specified substituent; n is an integer of 2 to 6; and α is the following formula (a), (b), (c), (d) or (e). In formulae (a) and (b), R3 is a hydrogen atom or a specified substituent; X is NR10, NCONR11R12, S, SO, SO2 or O; R10 is a hydrogen atom or a specified substituent; R11 and R12 is independently a hydrogen atom or a lower alkyl; Y is a methylene group or a carbonyl group. In formula (c), R4 is a hydrogen atom or a specified substituent; R5 is a hydrogen atom or a specified substituent; k is 0 or an integer of 1 to 3; m is 0 or an integer of 1 to 3; each of A and B is a group which forms a specified ring via a double bond; k + m is an integer of 1 to 3. In formulae (d) and (e), R4 is as defined above; G is CH2, S, O or C=O; D is CH or N; p is an integer of 1 to 3; each of E and J is a group which forms a benzene ring or a pyridine ring via a double bond; R6 and R7 is independently a hydrogen atom or a lower alkyl or the like specified substituent.

  本发明创造了由下式(1)表示的化合物，这些化合物单独或多个同时作用于血清素受体，从而提供了含有这些化合物的药物组合物，这些组合物可用于治疗或预防被认为是由中枢和外周血清素控制功能异常诱发的疾病。 式中，R1 是氢原子、低级烷基或芳烷基；R2 是氢原子或特定取代基；n 是 2 至 6 的整数；α 是下式 (a)、(b)、(c)、(d) 或 (e)。 在式(a)和(b)中，R3 是氢原子或特定取代基；X 是 NR10、NCONR11R12、S、SO、SO2 或 O；R10 是氢原子或特定取代基；R11 和 R12 独立地是氢原子或低级烷基；Y 是亚甲基或羰基。在式(c)中，R4 是氢原子或特定取代基；R5 是氢原子或特定取代基；k 是 0 或 1 至 3 的整数；m 是 0 或 1 至 3 的整数；A 和 B 各自是通过双键形成特定环的基团；k + m 是 1 至 3 的整数。在式(d)和(e)中，R4 如上定义；G 是 CH2、S、O 或 C＝O；D 是 CH 或 N；p 是 1 至 3 的整数；E 和 J 各自是通过双键形成苯环或吡啶环的基团；R6 和 R7 独立地是氢原子或低级烷基或类似的指定取代基。
• US6498251B1
  申请人：——

  公开号：US6498251B1

  公开（公告）日：2002-12-24
• Tetrahydrothienopyridylbutyl-tetrahydrobenzindoles: New Selective Ligands of the 5-HT7 Receptor
  作者：Chika Kikuchi、Toyokazu Hiranuma、Masao Koyama

  DOI：10.1016/s0960-894x(02)00485-7

  日期：2002.9

  The synthesis and the affinity for the 5-HT7 receptor and other receptors of a novel series of fused-ring tetrahydropyridine derivatives are described. Some of the compounds showed high affinity for the 5-HT7 receptor. Tetrahydrothienopyridylbutyl-tetrahydrobenzindoles 5d and 5h are potent ligands for the 5-HT7 receptor, with high selectivity over the 5-HT2 receptor and other receptors. These compounds should be useful tools for clarifying the biological role of the 5-HT7 receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.