2-(1H-Pyrrol-2-ylmethyl)-phenylamine | 249608-66-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(1H-Pyrrol-2-ylmethyl)-phenylamine
• 英文别名: 2-(1H-pyrrol-2-ylmethyl)aniline
• CAS: 249608-66-0
• 化学式: C₁₁H₁₂N₂
• 分子量: 172.23
• InChiKey: RLSUWFQQIFBLCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  41.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(1H-Pyrrol-2-ylmethyl)-phenylamine 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.08h， 生成 4,9-Dihydro-9,10a-diaza-benzo[f]azulene-10-thione
  参考文献：
  名称：

  Action of a novel pyrrolo[1,2-c][1.3]benzodiazepine on the viability of Jurkat and neuronal/glial cells

  摘要：

  We have designed and synthesized several structural isomers of anthramycin (heterocycles 2, 3, 5, 6, and 8) and found that, in particular, pyrrolobenzodiazepine 8 induces DNA cleavage and formation of small fragments of DNA. The cytotoxic effects of 8 were manifested with both non-transformed primary neuronal/glial cells and transformed Jurkat cells. The other compounds did not change the viability either of transformed or of non-transformed cells, and induced DNA cleavage to a lesser extent. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.006
• 作为产物：
  描述：

  (2-Amino-phenyl)-[1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 29.0h， 生成 2-(1H-Pyrrol-2-ylmethyl)-phenylamine
  参考文献：
  名称：

  Action of a novel pyrrolo[1,2-c][1.3]benzodiazepine on the viability of Jurkat and neuronal/glial cells

  摘要：

  We have designed and synthesized several structural isomers of anthramycin (heterocycles 2, 3, 5, 6, and 8) and found that, in particular, pyrrolobenzodiazepine 8 induces DNA cleavage and formation of small fragments of DNA. The cytotoxic effects of 8 were manifested with both non-transformed primary neuronal/glial cells and transformed Jurkat cells. The other compounds did not change the viability either of transformed or of non-transformed cells, and induced DNA cleavage to a lesser extent. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.006

文献信息

• Tunable reactivity of triphosgene-triethylamine: A study on the synthesis of pyrrole-based tricyclics
  作者：Georgios Rotas、George Varvounis

  DOI：10.1016/j.tet.2020.131527

  日期：2020.10

  The synthesis of novel pyrrolo[1,2-c][1,3]benzodiazepine and pyrrolo[3,2-c]- [1]benzazepine ring systems from (2-aminophenyl)(1H-pyrrol-2-yl)methanone and 2-[(1H-pyrrol-2-yl)methyl]aniline is presented, utilizing triphosgene as carbonylation-cyclization reagent for the formation of the 7-membered heterocycle. A study of the reaction shows that small changes in the reaction conditions affect dramatically

  由（2-氨基苯基）（1 H-吡咯-2-基）合成新型吡咯并[1,2- c ] [1,3]苯并二氮杂和吡咯并[3,2- c ]-[1]苯并ze庚环体系提出了利用三光气作为羰基化环化试剂形成7元杂环的方法，研究了甲酮和2-[（（1 H-吡咯-2-基）甲基]苯胺。对反应的研究表明，反应条件的微小变化会极大地影响反应过程。酸度和水溶液后处理在反应结果中起重要作用，指导产物形成并揭示三光气介导的环化的重要方面。
• Action of a novel pyrrolo[1,2-c][1.3]benzodiazepine on the viability of Jurkat and neuronal/glial cells
  作者：Georgios Rotas、Ketevan Natchkebia、Nino Natsvlishvili、Merab Kekelidze、Athanasios Kimbaris、George Varvounis、David Mikeladze

  DOI：10.1016/j.bmcl.2005.05.006

  日期：2005.7

  We have designed and synthesized several structural isomers of anthramycin (heterocycles 2, 3, 5, 6, and 8) and found that, in particular, pyrrolobenzodiazepine 8 induces DNA cleavage and formation of small fragments of DNA. The cytotoxic effects of 8 were manifested with both non-transformed primary neuronal/glial cells and transformed Jurkat cells. The other compounds did not change the viability either of transformed or of non-transformed cells, and induced DNA cleavage to a lesser extent. (c) 2005 Elsevier Ltd. All rights reserved.