methyl 3-methyl-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylate | 1121528-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 3-methyl-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylate
• 英文别名: 3-methyl-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylic acid methyl ester；Methyl 3-methyl-6,11-dioxonaphtho[2,3-b]indolizine-12-carboxylate
• CAS: 1121528-75-3
• 化学式: C₁₉H₁₃NO₄
• 分子量: 319.317
• InChiKey: WIZADKKSVLLGPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氯-1,4-萘醌 以 乙醇 为溶剂， 反应 12.0h， 生成 methyl 3-methyl-6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carboxylate
  参考文献：
  名称：

  Synthesis and antifungal evaluation of pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones

  摘要：

  Pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones were synthesized and tested for in vitro antifungal activity against two pathogenic strains of fungi. Among them tested, many compounds showed good antifungal activity. The results suggest that pyrido[1,2-a]indole-1,4-diones and benzo[f]pyrido[1,2-a]indole-6,11-diones would be potent antifungal agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.092

文献信息

• Synthesis and<i>In-Vitro</i>Cytotoxicity Evaluation of Novel Naphtindolizinedione Derivatives, Part II: Improved Activity for Aza-Analogues
  作者：Andrea Defant、Graziano Guella、Ines Mancini

  DOI：10.1002/ardp.200800177

  日期：2009.2

  Our previous investigation on potential antitumor agents now got enriched by the evaluation of in‐vitro activity against a full panel of NCI cancer cell lines for five new compounds. The concurrent presence in the molecular structure of a nitrogen atom in the aromatic system and a N,N‐dimethylaminoethyl amide chain play a decisive role to enhance cytotoxicity. The N,N‐anti compound 14 shows a higher

  我们之前对潜在抗肿瘤剂的研究现在通过评估五种新化合物对一整套 NCI 癌细胞系的体外活性得到了丰富。芳香系统中氮原子和 N,N-二甲氨基乙基酰胺链在分子结构中的同时存在对增强细胞毒性起着决定性作用。N,N-anti 化合物 14 显示出比其 N,N-syn 异构体更高的活性，对黑色素瘤 MALME-3M 细胞系表现出最好的选择性抑制，GI50 值 (= 30 nM) 对应于 330-与相应的脱氮类似物相比，活性成倍增加。通过在微波辐射条件下金属辅助环化的一锅三组分程序，将获得的酯作为单一区域异构体进行氨解，从而有效合成化合物 14。