4-甲基-2,3-二氢-1H-吡咯并[3,4-c]喹啉-1,3-二酮 | 27295-64-3

• 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
• 中文名称: 4-甲基-2,3-二氢-1H-吡咯并[3,4-c]喹啉-1,3-二酮
• 英文名称: 2-Methylchinolin-3,4-dicarboximid
• 英文别名: 2-Methylquinolin-3,4-dicarboximid；4-methyl-pyrrolo[3,4-c]quinoline-1,3-dione；4-Methyl-pyrrolo[3,4-c]chinolin-1,3-dion；4-Methyl-1H-pyrrolo[3,4-c]quinoline-1,3(2H)-dione；4-methylpyrrolo[3,4-c]quinoline-1,3-dione
• CAS: 27295-64-3
• 化学式: C₁₂H₈N₂O₂
• mdl: MFCD00179682
• 分子量: 212.208
• InChiKey: RDOYVWRCQYHNHO-UHFFFAOYSA-N

物化性质

• 熔点：
  255 °C
• 密度：
  1.403±0.06 g/cm3(Predicted)
• 溶解度：
  >31.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-甲基-2,3-二氢-1H-吡咯并[3,4-c]喹啉-1,3-二酮 在 氢氧化钾 、 硫酸 、 溴 作用下， 以 水 为溶剂， 反应 8.0h， 生成 amino-3 methyl-2 quinoleinecarboxylate de methyle-4
  参考文献：
  名称：

  Godard, Alain; Queguiner, Guy, Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 465 - 473

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氧代-6-乙烯基环己烷-1-羧酸甲酯 在 吡啶 、 氨 、 乙酸酐 作用下， 反应 0.5h， 生成 4-甲基-2,3-二氢-1H-吡咯并[3,4-c]喹啉-1,3-二酮
  参考文献：
  名称：

  1,3-Dioxo-4-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinolines as potent caspase-3 inhibitors

  摘要：

  Synthesis, biological evaluation and structure-activity relationships for a series of novel nonpeptide small molecule inhibitors of caspase-3 are described. Among the studied compounds, 8-sulfamide derivatives of 1,3-dioxo-4-methyl-2,3-dihydro-1H-pyr-rolo [3,4-c]quinolines have been identified as potent inhibitors of caspases-3. The most active compound within this series (8f) inhibited caspase-3 with IC50 = 4 nM. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.027

文献信息

• Lawson; Perkin; Robinson, Journal of the Chemical Society, 1924, vol. 125, p. 653
  作者：Lawson、Perkin、Robinson

  DOI：——

  日期：——
• [EN] QUINOLINE-CARBOXYLIC ACIDS AND THE DERIVATIVES THEREOF, A FOCUSED LIBRARY<br/>[FR] ACIDES QUINOLINE-CARBOXYLIQUES ET LEURS DERIVES ET BIBLIOTHEQUE FOCALISEE
  申请人：CHEMICAL DIVERSITY RES INST LT

  公开号：WO2004078731A1

  公开（公告）日：2004-09-16

  The invention relates to compounds, substituted guinoline-carboxylic acids and the derivatives thereof of general formula (1, 2, 3), the pharmaceutically acceptable salts thereof, N-oxides or hydrates and methods for the production thereof, a focused library, pharmaceutical compounds and the use thereof. Said compounds are embodied in the form of Caspase enzyme inhibitors and usefully used for curing various diseases associated to an increased apoptosis activity.
• Godard, Alain; Queguiner, Guy, Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 465 - 473
  作者：Godard, Alain、Queguiner, Guy

  DOI：——

  日期：——
• 1,3-Dioxo-4-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]quinolines as potent caspase-3 inhibitors
  作者：Dmitri V. Kravchenko、Vladimir V. Kysil、Alexey P. Ilyn、Sergey E. Tkachenko、Sergey Maliarchouk、Ilya M. Okun、Alexandre V. Ivachtchenko

  DOI：10.1016/j.bmcl.2005.02.027

  日期：2005.4

  Synthesis, biological evaluation and structure-activity relationships for a series of novel nonpeptide small molecule inhibitors of caspase-3 are described. Among the studied compounds, 8-sulfamide derivatives of 1,3-dioxo-4-methyl-2,3-dihydro-1H-pyr-rolo [3,4-c]quinolines have been identified as potent inhibitors of caspases-3. The most active compound within this series (8f) inhibited caspase-3 with IC50 = 4 nM. (c) 2005 Elsevier Ltd. All rights reserved.