3H-7-methyl-9-hydroxy-pyrrolo[3,2-f]quinoline | 288570-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3H-7-methyl-9-hydroxy-pyrrolo[3,2-f]quinoline
• 英文别名: 7-Methyl-3,6-dihydropyrrolo[3,2-f]quinolin-9-one
• CAS: 288570-08-1
• 化学式: C₁₂H₁₀N₂O
• 分子量: 198.224
• InChiKey: MYJAJFQCQNCTNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3H-7-methyl-9-hydroxy-pyrrolo[3,2-f]quinoline 在 三氯氧磷 作用下， 反应 1.0h， 以80%的产率得到3H-9-chloro-7-methyl-pyrrolo[3,2-f]quinoline
  参考文献：
  名称：

  Pyrrolo-quinoline derivatives as potential antineoplastic drugs

  摘要：

  Some novel pyrrolo-quinoline derivatives have been synthesized as potential antineoplastic agents. They contain an angular aromatic tricyclic or tetracyclic system, to which the methanesulfon-anisidide side chain typical of amsacrine as such, or lacking the m-methoxy substituent, is connected. A methyl group can be present at position 7 of the pyrrolo-quinoline ring. The novel compounds exhibit interesting cell growth inhibitory properties when tested against the NCI panel of cell lines, in particular those obtained from solid tumors like CNS-, melanoma- and prostate-derived cells. The mechanism of cytotoxic action does not seem to be related to topoisomerase II poisoning ability. Most active proved to be compound 4a, which lacks both methyl and methoxy substituents, followed by 5a, having the methoxy group only. Biological activity is less pronounced in the tetracyclic family of derivatives 6 and 7. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00060-2
• 作为产物：
  描述：

  5-硝基吲哚 在 palladium on activated charcoal calcium sulfate 、 氢气 、 溶剂黄146 作用下， 以 二苯醚 、 乙醇 为溶剂， 反应 42.5h， 生成 3H-7-methyl-9-hydroxy-pyrrolo[3,2-f]quinoline
  参考文献：
  名称：

  Pyrrolo-quinoline derivatives as potential antineoplastic drugs

  摘要：

  Some novel pyrrolo-quinoline derivatives have been synthesized as potential antineoplastic agents. They contain an angular aromatic tricyclic or tetracyclic system, to which the methanesulfon-anisidide side chain typical of amsacrine as such, or lacking the m-methoxy substituent, is connected. A methyl group can be present at position 7 of the pyrrolo-quinoline ring. The novel compounds exhibit interesting cell growth inhibitory properties when tested against the NCI panel of cell lines, in particular those obtained from solid tumors like CNS-, melanoma- and prostate-derived cells. The mechanism of cytotoxic action does not seem to be related to topoisomerase II poisoning ability. Most active proved to be compound 4a, which lacks both methyl and methoxy substituents, followed by 5a, having the methoxy group only. Biological activity is less pronounced in the tetracyclic family of derivatives 6 and 7. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00060-2

文献信息

• 一种可检测赖氨酸的荧光探针及其制备方法与应用
  申请人：南通大学

  公开号：CN114773339A

  公开（公告）日：2022-07-22

  本申请公开一种可检测赖氨酸的荧光探针及其制备方法与应用，荧光探针为（顺式）‑2‑（苯并[d]噻唑‑2‑基）‑3‑（7‑甲基‑9氯‑3H‑吡咯[3,2‑f]喹啉‑1‑基）丙烯腈，将5‑氨基吲哚和乙酰乙酸乙酯用溶剂溶解后，加入无水Na2SO4和冰醋酸，搅拌并加热回流。反应液过滤后取滤饼用溶剂洗涤，蒸干溶剂，加入二苯醚，搅拌并加热回流，冷却过滤分离得到中间体化合物B用DMF溶解后，滴加三氯氧磷，搅拌并加热反应。反应后淬灭反应，调节pH，析出沉淀，经柱层析分离得到中间体化合物C；用溶剂溶解后，加入苯并噻唑‑2‑乙腈和碱醇溶液，搅拌并加热回流。反应后冷却，浓缩，过滤，淋洗滤饼得所述赖氨酸荧光探针。
• Pyrrolo-quinoline derivatives as potential antineoplastic drugs
  作者：M.G Ferlin、B Gatto、G Chiarelotto、M Palumbo

  DOI：10.1016/s0968-0896(00)00060-2

  日期：2000.6

  Some novel pyrrolo-quinoline derivatives have been synthesized as potential antineoplastic agents. They contain an angular aromatic tricyclic or tetracyclic system, to which the methanesulfon-anisidide side chain typical of amsacrine as such, or lacking the m-methoxy substituent, is connected. A methyl group can be present at position 7 of the pyrrolo-quinoline ring. The novel compounds exhibit interesting cell growth inhibitory properties when tested against the NCI panel of cell lines, in particular those obtained from solid tumors like CNS-, melanoma- and prostate-derived cells. The mechanism of cytotoxic action does not seem to be related to topoisomerase II poisoning ability. Most active proved to be compound 4a, which lacks both methyl and methoxy substituents, followed by 5a, having the methoxy group only. Biological activity is less pronounced in the tetracyclic family of derivatives 6 and 7. (C) 2000 Elsevier Science Ltd. All rights reserved.