1-(7-fluoro-3-methyl-pyrrolo[3,2-c]quinolin-1-yl)-ethanone | 202974-69-4

• 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: 1-(7-fluoro-3-methyl-pyrrolo[3,2-c]quinolin-1-yl)-ethanone
• 英文别名: 1-(7-Fluoro-3-methylpyrrolo[3,2-c]quinolin-1-yl)ethanone
• CAS: 202974-69-4
• 化学式: C₁₄H₁₁FN₂O
• 分子量: 242.253
• InChiKey: CRIORELAKRKKNW-UHFFFAOYSA-N

物化性质

• 沸点：
  401.1±40.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(7-fluoro-3-methyl-pyrrolo[3,2-c]quinolin-1-yl)-ethanone 在 水 、 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 23.0h， 生成 7-fluoro-3-methyl-1H-pyrrolo[3,2-c]quinoline-4-carboxylic acid
  参考文献：
  名称：

  Pyrrolo[3,2-c]quinoline derivatives: a new class of kynurenine-3-hydroxylase inhibitors

  摘要：

  A series of pyrrolo[3,2-c]quinoline derivatives were synthesised and evaluated as inhibitors of selected enzymes of the kynurenine pathway. 7-Chloro-3-methyl-1H-pyrrolo[3,2-c]quinoline-4-carboxylic acid (7a) was found to be a relatively potent and selective inhibitor of kynurenine-3-hydroxylase (KYN-3-OHase). A molecular modelling study showed a good superimposition of 7a with PNU-156561 and kynurenine the natural substrate of KYN-3-OHase. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00009-9
• 作为产物：
  描述：

  乙酸酐 、 反应 4.0h， 以65%的产率得到1-(7-fluoro-3-methyl-pyrrolo[3,2-c]quinolin-1-yl)-ethanone
  参考文献：
  名称：

  Pyrrolo[3,2-c]quinoline derivatives: a new class of kynurenine-3-hydroxylase inhibitors

  摘要：

  A series of pyrrolo[3,2-c]quinoline derivatives were synthesised and evaluated as inhibitors of selected enzymes of the kynurenine pathway. 7-Chloro-3-methyl-1H-pyrrolo[3,2-c]quinoline-4-carboxylic acid (7a) was found to be a relatively potent and selective inhibitor of kynurenine-3-hydroxylase (KYN-3-OHase). A molecular modelling study showed a good superimposition of 7a with PNU-156561 and kynurenine the natural substrate of KYN-3-OHase. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00009-9

文献信息

• PYRROLO(3,2-C) QUINOLINE DERIVATIVES
  申请人：PHARMACIA & UPJOHN S.p.A.

  公开号：EP0922044B1

  公开（公告）日：2001-10-10
• Pyrrolo[3,2-c]quinoline derivatives: a new class of kynurenine-3-hydroxylase inhibitors
  作者：Franco Heidempergher、Paolo Pevarello、Antonio Pillan、Vittorio Pinciroli、Arturo Della Torre、Carmela Speciale、Marina Marconi、Massimo Cini、Salvatore Toma、Felicita Greco、Mario Varasi

  DOI：10.1016/s0014-827x(99)00009-9

  日期：1999.3

  A series of pyrrolo[3,2-c]quinoline derivatives were synthesised and evaluated as inhibitors of selected enzymes of the kynurenine pathway. 7-Chloro-3-methyl-1H-pyrrolo[3,2-c]quinoline-4-carboxylic acid (7a) was found to be a relatively potent and selective inhibitor of kynurenine-3-hydroxylase (KYN-3-OHase). A molecular modelling study showed a good superimposition of 7a with PNU-156561 and kynurenine the natural substrate of KYN-3-OHase. (C) 1999 Elsevier Science S.A. All rights reserved.