11-nitro-13H-dibenzofluorene | 272769-28-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 11-nitro-13H-dibenzofluorene
• 英文别名: 11-nitro-13H-dibenzo[a,g]fluorene；11-Nitro-13H-dibenzo[a,g]fluoren；9-Nitropentacyclo[11.8.0.02,11.03,8.014,19]henicosa-1(13),2(11),3,5,7,9,14,16,18,20-decaene
• CAS: 272769-28-5
• 化学式: C₂₁H₁₃NO₂
• 分子量: 311.34
• InChiKey: VNORFGHEEBDMOT-UHFFFAOYSA-N

物化性质

• 沸点：
  546.4±29.0 °C(Predicted)
• 密度：
  1.363±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11-nitro-13H-dibenzofluorene 在 三氢化钐 、 dimethyl sulfide borane 、 碘 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-[2'-(13'H-dibenzo[a,g]-fluorenyl)]-4-(1'-piperidinyl)-butane-1,4-diamine
  参考文献：
  名称：

  Polycyclic aromatic compounds as anticancer agents: synthesis and biological evaluation of dibenzofluorene derivatives

  摘要：

  Highly regioselective electrophilic substitution of dibenzofluorene was achieved and the nitro derivative was transformed to a variety of new anticancer agents. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00213-3
• 作为产物：
  描述：

  5-hydroxy-13H-dibenzo[a.g]fluorene 在 硝酸 、 溶剂黄146 、 锌 作用下， 生成 11-nitro-13H-dibenzofluorene
  参考文献：
  名称：

  153.多环芳烃。第XXIX部分。1：2：5：6-二苯并芴衍生物

  摘要：

  DOI：

  10.1039/jr9440000553

文献信息

• Antitumor dibenzofluorene derivatives
  申请人：Board of Regents, The University of Texas System

  公开号：US06362200B1

  公开（公告）日：2002-03-26

  Dibenzofluorene derivatives having a formula selected from the group consisting of and salts thereof have antitumor activity. At least one of R1-R13 in formula (I) or R1-R12 in formula (II) is —R14Z. R14 is a substituted or unsubstituted amino or amido group having from 1-12 carbon atoms, and Z is a substituted or unsubstituted heterocyclic group having from 1-12 carbon atoms. The remainder of R1-R13 in formula (I) or R1-R12 in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, substituted or unsubstituted amino or amido groups having from 1-12 carbon atoms, and alkyl groups having 1-12 carbon atoms.

  二苯并芴衍生物具有以下组成的公式，其盐具有抗肿瘤活性。在公式（I）中的R1-R13中的至少一个或在公式（II）中的R1-R12中的至少一个是—R14Z。其中，R14是具有1-12个碳原子的取代或未取代氨基或酰胺基团，Z是具有1-12个碳原子的取代或未取代杂环基团。在公式（I）中的R1-R13的其余部分或在公式（II）中的R1-R12是独立地从氢、羟基、卤素、硝基、具有1-12个碳原子的取代或未取代氨基或酰胺基团以及具有1-12个碳原子的烷基基团的组成中选择的。
• Microwave-Induced Surface-Mediated Highly Efficient Regioselective Nitration of Aromatic Compounds: Effects of Penetration Depth
  作者：Aparna Das、Ram Naresh Yadav、Bimal K. Banik

  DOI：10.14233/ajchem.2021.23131

  日期：——

  Surface mediated highly regioselective nitration of aromatic compounds under diverse microwaveinduced conditions was investigated in this work. The effects of the penetration depth of the surfaces were found to be more crucial than other dielectric parameters. Despite significant progress of microwave-induced reactions, no reports have examined the penetration depth of the surfaces used in these processes.

  本研究调查了在不同微波诱导条件下芳香化合物的表面介导高度区域选择性硝化。发现表面的穿透深度对反应的影响比其他介电参数更为关键。尽管微波诱导反应取得了显著进展，但没有报告研究过这些过程中使用的表面的穿透深度。
• Banik, Bimal K.; Banik, Indrani; Samajdar, Susanta, Heterocycles, 2004, vol. 63, # 2, p. 283 - 296
  作者：Banik, Bimal K.、Banik, Indrani、Samajdar, Susanta、Wilson, Mary

  DOI：——

  日期：——
• Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate
  作者：Susanta Samajdar、Frederick F Becker、Bimal K Banik

  DOI：10.1016/s0040-4039(00)01397-6

  日期：2000.10

  Montmorillonite impregnated with bismuth nitrate was found to be an excellent reagent for aromatic nitration in high yield. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Polycyclic aromatic compounds as anticancer agents: synthesis and biological evaluation of dibenzofluorene derivatives
  作者：Frederick F Becker、Chhanda Mukhopadhyay、Linda Hackfeld、Indrani Banik、Bimal K Banik

  DOI：10.1016/s0968-0896(00)00213-3

  日期：2000.12

  Highly regioselective electrophilic substitution of dibenzofluorene was achieved and the nitro derivative was transformed to a variety of new anticancer agents. (C) 2000 Elsevier Science Ltd. All rights reserved.