1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine | 73552-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine
• 英文别名: 1,2-dihydroindolo<1,7-ab><1,5>benzodiazepine；1,2-dihydroindolo[1,7-ab][1,5]benzodiazepine；1,2-dihydro-benzo[2,3][1,4]diazepino[6,7,1-hi]indole；1,8-diazatetracyclo[8.6.1.02,7.014,17]heptadeca-2,4,6,8,10,12,14(17)-heptaene
• CAS: 73552-00-8
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: QUOZFKZUZCKBII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine 在 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 6-Cyano-1,2,6,7-tetrahydrobenzo[b]pyrrolo[3,2,1-jk][1,4]-benzodiazepine
  参考文献：
  名称：

  Antiinflammatory and analgesic aminoalkyl tetracyclic benzodiazepines

  摘要：

  已公开的化合物的结构式为##STR1##其中X和Y分别是氢、较低的烷基、三氟甲基或卤素；Z是--CH.sub.2 CH.sub.2 --、--CH.dbd.CH--或--CH.sub.2 CH.sub.2 CH.sub.2 --；n为1、2或3；R.sub.1是氢、较低的烷酰基、芳酰基、乙氧羰基、苯氧羰基、较低的烷基氨基羰基、芳基氨基羰基、较低的烷基或芳基甲基；R.sub.2是氢或较低的烷基；R.sub.3是氢、较低的烷基、乙氧羰基、较低的烷酰基或芳基较低的烷基，或R.sub.2和R.sub.3一起是异丙亚甲基；但当n为3时，X、Y和R.sub.1都是氢，Z是--CH.sub.2 CH.sub.2 --，R.sub.2和R.sub.3不能同时为甲基。这些化合物具有抗炎和镇痛活性。

  公开号：

  US04751223A1

文献信息

• Indolo-,1,2-dihydroindolo-, and 1,2,6,7-tetrahydroindolo [1,7-ab][1,5]
  申请人：American Hoechst Corporation

  公开号：US04186199A1

  公开（公告）日：1980-01-29

  What is disclosed are ##STR1## wherein X is hydrogen, halogen or trifluoromethyl; Y is hydrogen, halogen or trifluoromethyl; R is hydrogen, loweralkyl, cycloalkyl, phenyl, halophenyl, furyl, pyridinyl, 4-methylpiperazin-1-ylethyl or phenylloweralkyl; R.sup.1 is hydrogen; n and m are independently 0 or 1, but n is not 0 when m is 1, and the bonds between ring positions 1 and 2 and between positions 6 and 7 are respectively saturated when n and m are 1 and are unsaturated when n and m are 0; pharmaceutically acceptable acid addition salts thereof; methods of preparing said compounds; pharmaceutical compositions including said compounds; methods of treatment using the compounds; and intermediates therefor. These compounds are useful as analgesic and anti-inflammatory agents, as well as intermediates for the preparation of other pharmaceutically active compounds.

  所披露的是##STR1##，其中X为氢、卤素或三氟甲基；Y为氢、卤素或三氟甲基；R为氢、较低烷基、环烷基、苯基、卤苯基、呋喃基、吡啶基、4-甲基哌嗪-1-乙基或苯基较低烷基；R.sup.1为氢；n和m独立地为0或1，但当m为1时，n不为0，并且当n和m为1时，环位置1和2之间的键和位置6和7之间的键分别饱和，当n和m为0时，键是不饱和的；其药学上可接受的酸盐；制备所述化合物的方法；包括所述化合物的药物组合物；使用这些化合物的治疗方法；以及其中间体。这些化合物可用作镇痛和抗炎药物，以及其他药用活性化合物的制备中间体。
• Piperidin-4-yl-tetracyclic benzodiazepines, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0265734A1

  公开（公告）日：1988-05-04

  There are disclosed compounds of the formula where X and Y are independently hydrogen, loweralkyl, halogen or trifluoromethyl; Z is -CH₂CH₂-, -CH=CH- or -CH₂CH₂CH₂-; R is or R₂ being hydrogen, loweralkyl, ethoxycarbonyl, 2,2,2-trichloroethoxycarbonyl or phenoxycarbonyl; and R₁ is hydrogen, loweralkanoyl, loweralkyl, ethoxycarbonyl, 2,2,2-trichloroethoxycarbonyl or phenoxycarbonyl; the dotted line within the seven-membered ring and the dotted line between R₁ and the ring nitrogen being optional bonds such that the former is absent and the latter present when R is whereas the former is present and the latter absent when R is These compounds display antiinflammatory activities and analgesic activities.

  公开了如下式的化合物 其中 X 和 Y 独立地为氢、低级烷基、卤素或三氟甲基；Z 为-CH₂CH₂-、-CH=CH- 或-CH₂CH₂CH₂-；R 为 或 R₂是氢、低级烷基、乙氧基羰基、2,2,2-三氯乙氧基羰基或苯氧基羰基；R₁是氢、低级烷酰基、低级烷基、乙氧基羰基、2,2,2-三氯乙氧基羰基或苯氧基羰基；七元环内的虚线和 R₁ 与环氮之间的虚线是任选键，当 R 是时，前者不存在，后者存在。 时，前者存在而后者不存在。 这些化合物具有抗炎活性和镇痛活性。
• Aminoalkyl tetracyclic benzodiazepines, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0268793A1

  公开（公告）日：1988-06-01

  There are disclosed compounds of the formula where X and Y are independently hydrogen, loweralkyl, trifluoromethyl or halogen; Z is -CH₂CH₂-, -CH=CH- or -CH₂CH₂CH₂-; n is 1, 2 or 3; R₁ is hydrogen, loweralkanoyl, aroyl, ethoxycarbonyl, phenoxycarbonyl, loweralkylaminocarbonyl, arylaminocarbonyl, loweralkyl or arylmethyl; R₂ is hydrogen or loweralkyl; R₃ is hydrogen, loweralkyl, ethoxycarbonyl, loweralkanoyl or arylloweralkyl, or R₂ and R₃ taken together is isopropylidene; with the proviso that when n is 3, X, Y and R₁ are all hydrogen and Z is -CH₂CH₂-, R₂ and R₃ can not both be methyl. These compounds display antiinflammatory and analgesic activities.

  公开了式中的化合物 其中 X 和 Y 独立地是氢、低级烷基、三氟甲基或卤素；Z 是 -CH₂CH₂-、-CH=CH- 或 -CH₂CH₂CH₂-；n 是 1、2 或 3；R₁ 是氢、低级烷酰基、芳基、乙氧基羰基、苯氧基羰基、低级烷基氨基羰基、芳基氨基羰基、低级烷基或芳基甲基；R₂ 是氢或低级烷基；R₃ 是氢、低级烷基、乙氧基羰基、低级烷酰基或芳基低级烷基，或 R₂ 和 R₃ 合在一起是亚异丙基；但当 n 为 3，X、Y 和 R₁ 均为氢且 Z 为 -CH₂CH₂- 时，R₂ 和 R₃ 不能均为甲基。这些化合物具有抗炎和镇痛活性。
• Benzo[b]pyrrolo[3,2,1-jk]benzodiazepines, a process and intermediates for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0412470A2

  公开（公告）日：1991-02-13

  The present invention relates to benzo[b]pyrrolo[3,2,1-jk]-benzodiazepines, particularly to imidazo-, triazolo- and tetrazolobenzo[b]pyrrolo[3,2,1-jk]benzodiazepines of formula wherein U-V-W is -N-N=CR, NR¹-N=CR²,-N-NR³-C=O, -N-N=N, CH₂-NR⁴-C=Z, or -N-CH=C-R⁵, to intermediates and a process for their preparation. The compounds of the invention show analgetic properties and can, therefore, be used as medicaments.

  本发明涉及苯并[b]吡咯并[3,2,1-jk]-苯并二氮杂卓，特别是式中的咪唑并、三唑并和四唑并苯并[b]吡咯并[3,2,1-jk]-苯并二氮杂卓。 其中 U-V-W 为 -N-N＝CR、NR¹-N＝CR²、-N-NR³-C＝O、-N-N＝N、CH₂-NR⁴-C＝Z 或 -N-CH＝C-R⁵、 的中间体及其制备方法。本发明的化合物具有镇痛特性，因此可用作药物。
• 7-(Aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines as potential antidepressant agents
  作者：Edward J. Glamkowski、James M. Fortunato、Harry M. Geyer

  DOI：10.1021/jm00186a018

  日期：1980.12

  The synthesis of 7-(aminoacyl) and 7-(aminoalkyl) derivatives of 1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepines is described. These compounds were evaluated for antidepressant activity by their ability to inhibit tetrabenazine-induced ptosis in mice. Many compounds were found to be active in this animal model, and structure-activity relationships are discussed. Two analogues in particular, one from the 7-(aminoacyl) series (13) and one from the 7-(aminoalkyl) series (26), were of comparable potency to the antidepressant drugs desipramine and amitriptyline.