(S)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dithione | 178920-28-0

• 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: (S)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dithione
• 英文别名: (6aS)-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-6,11-dithione
• CAS: 178920-28-0
• 化学式: C₁₂H₁₂N₂S₂
• 分子量: 248.373
• InChiKey: WPLYKAWSVTWDRU-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dithione 在 氨 、 mercury dichloride 作用下， 生成 (S)-11-Amino-1,2,3,11a-tetrahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5-thione
  参考文献：
  名称：

  DNA-binding properties of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines

  摘要：

  A series of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines has been evaluated for in vitro DNA binding through thermal denaturation studies. Some of these compounds cause a significant increase in melting for calf thymus DNA (eg, 0.7+/-0.1 degrees C for 21), possibly due to non-covalent interaction with bases positioned on the floor of the minor groove in the DNA duplex.

  DOI：

  10.1016/0223-5234(96)89167-7
• 作为产物：
  描述：

  (S)-(+)-2,3-二氢-1H-吡咯并[2,1-c][1,4]苯并二氮卓-5,11(10H,11aH)-二酮 在 劳森试剂 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以57%的产率得到(S)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11(10H,11aH)-dithione
  参考文献：
  名称：

  DNA-binding properties of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines

  摘要：

  A series of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines has been evaluated for in vitro DNA binding through thermal denaturation studies. Some of these compounds cause a significant increase in melting for calf thymus DNA (eg, 0.7+/-0.1 degrees C for 21), possibly due to non-covalent interaction with bases positioned on the floor of the minor groove in the DNA duplex.

  DOI：

  10.1016/0223-5234(96)89167-7

文献信息

• New derivatives and ring systems of annulated pyrrolobenzo[1,4]diazepines
  作者：Andreas Schmidt、Anika Sabine Lindner、Abbas Gholipour Shilabin、Martin Nieger

  DOI：10.1016/j.tet.2007.12.044

  日期：2008.2

  (S)-11-Thioxo-2,3,11,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5(10H)-one was subsequently reacted with amino acid esters and base to give new 6:7:5:5, 6:7:5:6, and 6:5:7:7 ring systems. The 6:7:5:5 ring system, (S)-11,12,13,13a-tetrahydro-2H-benzo[e]imidazo[2,1-c]pyrrolo [1,2-a][1,4] diazepine-3,9-dione, exhibits a considerable CH-acidity at position 2, which was exploited in Knoevenagel reactions, a Wittig reaction, enol ester formations, and methylations. (c) 2007 Elsevier Ltd. All rights reserved.
• DNA-binding properties of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines
  作者：M.P. Foloppe、S Rault、D.E. Thurston、T.C. Jenkins、M Robba

  DOI：10.1016/0223-5234(96)89167-7

  日期：1996.1

  A series of pyrrolo[2,1-c][1,4]benzodiazepine N10-C11 amidines has been evaluated for in vitro DNA binding through thermal denaturation studies. Some of these compounds cause a significant increase in melting for calf thymus DNA (eg, 0.7+/-0.1 degrees C for 21), possibly due to non-covalent interaction with bases positioned on the floor of the minor groove in the DNA duplex.