(E)-3-(8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-5-yl)-acrylic acid methyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-5-yl)-acrylic acid methyl ester
• 英文别名: (E)-3-(8-dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[c,d]azulen-5-yl)acrylic acid methyl ester；methyl (E)-3-[11-(dimethylamino)-9-oxa-3-azatricyclo[6.4.1.04,13]trideca-1,4(13),5,7-tetraen-7-yl]prop-2-enoate
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: KPGQNAWFGNANFJ-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-bromo-N,N-dimethyl-9-oxa-3-azatricyclo[6.4.1.04,13]trideca-1,4(13),5,7-tetraen-11-amine 、 丙烯酸甲酯（MA） 在 bis-triphenylphosphine-palladium(II) chloride 三乙胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 19.0h， 以47%的产率得到(E)-3-(8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-5-yl)-acrylic acid methyl ester
  参考文献：
  名称：

  Tricylic indole compounds having affinity for serotonin receptor

  摘要：

  针对5-羟色胺受体具有亲和力的化合物(I)，如下所示，可用作治疗中枢神经系统各种疾病的治疗剂。其中R1为氢；R2为氢或较低的烷基；R3为氢，—COOR12等；R4为氢，较低的烷基等，或者R3和R4一起可能形成═O或═S；R5为氢，或者R3和R5一起可能形成键；R6为氢，—COOR24等；R7为氢，卤素，较低的烷基等；R8为氢，较低的烷基，环烷基等；R9、R10和R11各自独立地为氢，卤素，较低的烷基等。

  公开号：

  US20030236295A1

文献信息

• Tricyclic indole compounds having an affinity against serotonin receptors
  申请人：Fukui Yoshikazu

  公开号：US20050043387A1

  公开（公告）日：2005-02-24

  Having an affinity against serotonine receptors, compound (I) shown below is useful as a therapeutic agent against various kinds of diseases of central nervous systems. (wherein R 1 is hydrogen; R 2 is hydrogen or lower alkyl; R 3 is hydrogen, —COOR 12 and so on; R 4 is hydrogen, lower alkyl and so on, or R 3 and R 4 taken together may form ═O or ═S; R 5 is hydrogen, or R 3 and R 5 taken together may form a bond; R 6 is hydrogen, —COOR 24 and so on; R 7 is hydrogen, halogen, lower alkyl and so on; R 8 is hydrogen, lower alkyl, cycloalkyl and so on; R 9 , R 10 and R 11 are each independently hydrogen, halogen, lower alkyl and so on)

  以下化合物（I）具有对5-羟色胺受体的亲和性，因此可用作治疗中枢神经系统各种疾病的治疗剂。（其中R1为氢；R2为氢或低碳基；R3为氢，-COOR12等；R4为氢，低碳基等，或R3和R4可共同形成═O或═S；R5为氢，或者R3和R5共同形成键；R6为氢，-COOR24等；R7为氢，卤素，低碳基等；R8为氢，低碳基，环烷基等；R9，R10和R11各自独立地为氢，卤素，低碳基等）
• TRICYCLIC INDOLE COMPOUNDS HAVING AFFINITY FOR SEROTONIN RECEPTOR
  申请人：SHIONOGI & CO., LTD.

  公开号：EP1325909A1

  公开（公告）日：2003-07-09

  Having an affinity against serotonine receptors, compound (I) shown below is useful as a therapeutic agent against various kinds of diseases of central nervous systems. (wherein R1 is hydrogen ; R2 is hydrogen or lower alkyl ; R3 is hydrogen,-COOR12 and so on ; R4 is hydrogen, lower alkyl and so on, or R3 and R4 taken together may form =O or =S; R5 is hydrogen, or R3 and R5 taken together may form a bond ; R6is hydrogen, -COOR24 and so on ; R7 is hydrogen, halogen, lower alkyl and so on ; R8 is hydrogen, lower alkyl, cycloalkyl and so on ; R9, R10 and R11 are each independently hydrogen, halogen, lower alkyl and so on)

  下图所示化合物(I)对血清素受体具有亲和力，可用作治疗各种中枢神经系统疾病的药物。 (其中 R1 是氢；R2 是氢或低级烷基；R3 是氢、-COOR12 等；R4 是氢、低级烷基等，或 R3 和 R4 合在一起可形成 =O 或 =S；R5 是氢，或 R3 和 R5 合在一起可形成键；R6 是氢、-COOR24 等；R7 是氢、卤素、低级烷基等；R8 是氢、低级烷基、环烷基等；R9、R10 和 R11 各自独立地是氢、卤素、低级烷基等）。
• US6858640B2
  申请人：——

  公开号：US6858640B2

  公开（公告）日：2005-02-22
• Tricylic indole compounds having affinity for serotonin receptor
  申请人：——

  公开号：US20030236295A1

  公开（公告）日：2003-12-25

  Having an affinity against serotonine receptors, compound (I) shown below is useful as a therapeutic agent against various kinds of diseases of central nervous systems. 1 (wherein R 1 is hydrogen; R 2 is hydrogen or lower alkyl; R 3 is hydrogen, —COOR 12 and so on; R 4 is hydrogen, lower alkyl and so on, or R 3 and R 4 taken together may form ═O or ═S; R 5 is hydrogen, or R 3 and R 5 taken together may form a bond; R 6 is hydrogen, —COOR 24 and so on; R 7 is hydrogen, halogen, lower alkyl and so on; R 8 is hydrogen, lower alkyl, cycloalkyl and so on; R 9 , R 10 and R 11 are each independently hydrogen, halogen, lower alkyl and so on)

  针对5-羟色胺受体具有亲和力的化合物(I)，如下所示，可用作治疗中枢神经系统各种疾病的治疗剂。其中R1为氢；R2为氢或较低的烷基；R3为氢，—COOR12等；R4为氢，较低的烷基等，或者R3和R4一起可能形成═O或═S；R5为氢，或者R3和R5一起可能形成键；R6为氢，—COOR24等；R7为氢，卤素，较低的烷基等；R8为氢，较低的烷基，环烷基等；R9、R10和R11各自独立地为氢，卤素，较低的烷基等。