KW-6 | 80041-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: KW-6
• 英文别名: 1-(2-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-2,3-dione；1-(2-Bromophenyl)-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2,3-dione
• CAS: 80041-84-5
• 化学式: C₂₀H₁₆BrNO₄
• 分子量: 414.255
• InChiKey: LKAWQMGJYXEDSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  KW-6 在 吡啶 、 potassium nitrososulfonate 、 sodium carbonate 、 三乙胺 作用下， 以 苯 为溶剂， 生成 观音莲明
  参考文献：
  名称：

  Synthesis of oxoaporphines. An unusual photocyclization-photoreduction of 2,3-diaryl-.DELTA.2-pyrroline-4,5-diones

  摘要：

  DOI：

  10.1021/jo00342a028
• 作为产物：
  描述：

  2-溴苯乙酰氯 在 吡啶 、 三氯氧磷 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 KW-6
  参考文献：
  名称：

  Antiplatelet activity of synthetic pyrrolo-benzylisoquinolines

  摘要：

  Pyrrolo-benzylisoquinolines were prepared as target compounds and their antiplatelet aggregation activity, adrenoreceptor affinity, and cytotoxicity were screened. Compounds 1d-9d showed specific antiplatelet aggregation activity induced by arachidonic acid and collagen. Among them, 8d and 9d exhibited better activity than the reference drug, aspirin and 9d also showed inhibition of platelet aggregation by all four inducers. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00003-9

文献信息

• Total Syntheses of Telisatin A, Telisatin B and Lettowianthine
  作者：Surachai Nimgirawath、Phansuang Udomputtimekakul

  DOI：10.3390/molecules14030917

  日期：——

  Treatment of 1-(2-bromoarylmethyl)-3,4-dihydroisoquinolines with oxalyl chloride and triethylamine gave 1-(2-bromophenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-2,3-dione derivatives, for example, 1-(2-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-2,3-dione. Radical cyclisation of these derivatives with tributyltin hydride and 1,1-azobis(cyclohexanecarbonitrile) afforded telisatin

  用草酰氯和三乙胺处理 1-(2-溴芳甲基)-3,4-二氢异喹啉，得到 1-(2-溴苯基)-5,6-二氢吡咯并[2,1-a]异喹啉-2,3-二酮衍生物，例如，1-(2-溴苯基)-5,6-二氢-8,9-二甲氧基吡咯并[2,1-a]异喹啉-2,3-二酮。这些衍生物与三丁基氢化锡和 1,1-偶氮双（环己烷甲腈）的自由基环化得到 telisatin A、telisatin B 和 lettowianthine。
• A Facile Synthesis of Telisatin A via Microwave-Promoted Annulation and ­Reformatsky Reaction
  作者：Nopporn Thasana、Somsak Ruchirawat、Ben Bjerke-Kroll

  DOI：10.1055/s-2008-1042764

  日期：——

  A facile one-pot synthesis of 2,3-dioxopyrrolo[2,1- A]isoquinolines is reported involving the ring formation of aryl pyruvate derivatives with 3,4-dihydroisoquinolines under basic conditions and utilizing the Reformatsky reaction. Using microwave irradiation, the required compounds were obtained in moderate to good yields.

  据报道，2,3-二氧代吡咯并[2,1-A]异喹啉的简便一锅合成涉及在碱性条件下与3,4-二氢异喹啉形成芳基丙酮酸衍生物并利用Reformatsky反应。使用微波辐射，以中等至良好的产率获得了所需的化合物。
• Antiplatelet activity of synthetic pyrrolo-benzylisoquinolines
  作者：Reen-Yen Kuo、Chin-Chung Wu、Fang-Rong Chang、Jwu-Lai Yeh、Ing-Jun Chen、Yang-Chang Wu

  DOI：10.1016/s0960-894x(03)00003-9

  日期：2003.3

  Pyrrolo-benzylisoquinolines were prepared as target compounds and their antiplatelet aggregation activity, adrenoreceptor affinity, and cytotoxicity were screened. Compounds 1d-9d showed specific antiplatelet aggregation activity induced by arachidonic acid and collagen. Among them, 8d and 9d exhibited better activity than the reference drug, aspirin and 9d also showed inhibition of platelet aggregation by all four inducers. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Synthesis of oxoaporphines. An unusual photocyclization-photoreduction of 2,3-diaryl-.DELTA.2-pyrroline-4,5-diones
  作者：Luis Castedo、Carlos Saa、Jose Saa、Rafael Suau

  DOI：10.1021/jo00342a028

  日期：1982.1