6,11-dioxo-6,11-dihydrobenzo[f]pyrido[1,2-a]indole-12-carbonitrile | 3411-56-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,11-dioxo-6,11-dihydrobenzo[f]pyrido[1,2-a]indole-12-carbonitrile
• 英文别名: 12-cyanonaphtho<2,3-b>indolizine-6,11-dione；12-cyanonaphth<2,3-b>indolizine-6,11-dione；12-cyanobenzo[f]pyrido[1,2-a]indole-6,11-dione；12-cyanonaphth[2,3-b]indolizine-6,11-dione；6,11-dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indole-12-carbonitrile；6,11-Dioxo-6,11-dihydro-benzo[f]pyrido[1,2-a]indol-12-carbonitril；6,11-dioxonaphtho[2,3-b]indolizine-12-carbonitrile
• CAS: 3411-56-1
• 化学式: C₁₇H₈N₂O₂
• 分子量: 272.263
• InChiKey: TZAIQWVDIMICCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,11-dioxo-6,11-dihydrobenzo[f]pyrido[1,2-a]indole-12-carbonitrile 、 乙酸酐 在 吡啶 、 锌 作用下， 生成 6,11-diacetoxy-benzo[f]pyrido[1,2-a]indole-12-carbonitrile
  参考文献：
  名称：

  Reactions of Naphthoquinones with Malonic Ester and its Analogs. III. 1-Substituted Phthaloyl- and Phthaloylbenzopyrrocolines¹

  摘要：

  DOI：

  10.1021/ja01562a048
• 作为产物：
  描述：

  1,4-萘醌 在 吡啶 、 氰乙酸乙酯 作用下， 生成 6,11-dioxo-6,11-dihydrobenzo[f]pyrido[1,2-a]indole-12-carbonitrile
  参考文献：
  名称：

  Reactions of Naphthoquinones with Malonic Ester and its Analogs. III. 1-Substituted Phthaloyl- and Phthaloylbenzopyrrocolines¹

  摘要：

  DOI：

  10.1021/ja01562a048

文献信息

• Synthesis of polycyclic indolizine derivatives via one-pot tandem reactions of N-ylides with dichloro substituted α,β-unsaturated carbonyl compounds
  作者：Yun Liu、Hua-You Hu、Qing-Jian Liu、Hong-Wen Hu、Jian-Hua Xu

  DOI：10.1016/j.tet.2006.12.050

  日期：2007.2

  Convenient and regioselective syntheses of 1,2-annulated, and 1,2-, 5,6- and 1,2-, 7,8-bisannulated polycyclic indolizine derivatives have been achieved by one-pot tandem reactions of cyclic N-ylides derived from the corresponding N-substituted pyridinium, quinolinium, and isoquinolinium salts 1–3 with dichloro substituted α,β-unsaturated carbonyl compounds 4–7. The reactions of the N-ylides with 2

  通过一锅串联的衍生自环状N酰基的串联反应可以方便地和区域选择性地合成1,2-环和1,2-，5,6-和1,2-，7,8-双环的多吲哚嗪衍生物从相应的ñ取代的吡啶鎓，喹啉鎓，和异喹啉盐1 - 3与二氯取代的α，β不饱和羰基的化合物4 - 7。所述的反应Ñ -ylides与2,3- dichloroindenone 4，3,4- dichlorocoumarin 5，和4a，6,7,8a四氯-1,4- methanonaphthalene -5,8-二酮6依次进行[3 + 2]环加成反应，并从环加合物中除去氯化氢。另一方面，N-酰基化物与2,3-二氯-1,4-萘醌7的反应是通过新的反应顺序进行的，得到的产物为15 – 17。
• Citterio, Attilio; Fochi, Mariacristina; Marion, Antonio, Heterocycles, 1998, vol. 48, # 10, p. 1993 - 2002
  作者：Citterio, Attilio、Fochi, Mariacristina、Marion, Antonio、Mele, Andrea、Sebastiano, Roberto、Delcanale, Maurizio

  DOI：——

  日期：——
• BIOLOGICAL ACTIVITIES AND CORRELATIONS TENDENCY OF ELECTROCHEMICAL PROPERTIES OF SOME INDOLIZINO&amp;#091;1,2-B]QUINOLINE DERIVATIVES
  作者：A CAÑETE、F ARMIJO、M. A DEL VALLE、R.A TAPIA、C THEODULOZ、C. D PESSOA、L CANTUARIAS、G RECABARREN

  DOI：10.4067/s0717-97072012000200015

  日期：——

  We report the preparation of a series of indolylquinone and pyridine derivatives in order to evaluate structure-activity relationships in human gastric (AGS), lung (SK-MES-1), bladder (J82) cancer cell lines and human normal lung fibroblasts (MCR-5). Two correlations tendency between half-wave redox potentials against their antineoplasic activity were found making it possible to establish that for epithelial human gastric cancer (AGS) cell lines and human normal lung fibroblasts (MCR-5). The quinone bioreduction should correspond to a one electron process under normomix conditions, whilst for all other lines this process should correspond to a two electron attachment via a hypoxic process.
• ——
  作者：A. S. Hammam、R. F. Fandy、M. A. Hassan

  DOI：10.1023/a:1016071019827

  日期：——
• Ayyangar, N. R.; Lugade, A. G.; Rajadhyaksha, M. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1126 - 1132
  作者：Ayyangar, N. R.、Lugade, A. G.、Rajadhyaksha, M. N.

  DOI：——

  日期：——