4-iodo-N,N-dimethylnaphthalen-1-amine | 1419165-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-iodo-N,N-dimethylnaphthalen-1-amine
• CAS: 1419165-00-6
• 化学式: C₁₂H₁₂IN
• 分子量: 297.138
• InChiKey: XURMJIJMEAUVQU-UHFFFAOYSA-N

物化性质

• 沸点：
  343.3±25.0 °C(Predicted)
• 密度：
  1.618±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-iodo-N,N-dimethylnaphthalen-1-amine 在 吡啶 、 4-二甲氨基吡啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  Naphthalene-based environmentally sensitive fluorescent 8-substituted 2′-deoxyadenosines: Application to DNA detection

  摘要：

  We synthesized various C8-naphthylethynylated 2'-deoxyadenosine derivatives and investigated their photophysical properties. Among them, cyano- and N,N-dimethylamino-substituted 8-naphthylethynylated 2'-deoxyadenosine derivatives ((cn)A and (dn)A) showed strong fluorescence with high quantum yields and a remarkable solvatofuorochromicity. In particular, fluorescence of N,N-dimethylamino-substituted (2,6dn)A was not quenched by neighboring guanines (Gs) when incorporated in DNA duplexes, in contrast to (cn)A. We developed a new fluorescent probe containing (2,6dn)A that can be used for the detection of target DNA via a bulge formation regardless of the neighboring sequences. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.029
• 作为产物：
  描述：

  1-溴-4-(二甲基氨基)萘 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以40%的产率得到4-iodo-N,N-dimethylnaphthalen-1-amine
  参考文献：
  名称：

  Naphthalene-based environmentally sensitive fluorescent 8-substituted 2′-deoxyadenosines: Application to DNA detection

  摘要：

  We synthesized various C8-naphthylethynylated 2'-deoxyadenosine derivatives and investigated their photophysical properties. Among them, cyano- and N,N-dimethylamino-substituted 8-naphthylethynylated 2'-deoxyadenosine derivatives ((cn)A and (dn)A) showed strong fluorescence with high quantum yields and a remarkable solvatofuorochromicity. In particular, fluorescence of N,N-dimethylamino-substituted (2,6dn)A was not quenched by neighboring guanines (Gs) when incorporated in DNA duplexes, in contrast to (cn)A. We developed a new fluorescent probe containing (2,6dn)A that can be used for the detection of target DNA via a bulge formation regardless of the neighboring sequences. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.029

文献信息

• [EN] SUBSTITUTED QUINAZOLINE DERIVATIVES AS DNA METHYLTRANSFERASE INHIBITORS<br/>[FR] DÉRIVÉS DE QUINAZOLINE SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE L'ADN-MÉTHYLTRANSFÉRASE
  申请人：PF MEDICAMENT

  公开号：WO2016151144A1

  公开（公告）日：2016-09-29

  The present invention relates to compounds of the following formula (I) and pharmaceutically acceptable salts and solvates thereof, their methods of preparation, their use as a drug, notably in the treatment of cancer, and pharmaceutical compositions containing such compounds.

  本发明涉及以下式(I)的化合物及其在药学上可接受的盐和溶剂化合物，它们的制备方法，它们作为药物的用途，特别是在癌症治疗中的用途，以及含有这种化合物的药物组合物。
• Design and synthesis of environmentally sensitive fluorescent 2-naphthylethynylated 2′-deoxyadenosines: Detection of target DNA via changes in fluorescence intensity and wavelength
  作者：Azusa Suzuki、Ryota Kozakai、Tatsuya Aso、Isao Saito、Takuya Takeda、Yoshio Saito

  DOI：10.1016/j.bmcl.2015.11.037

  日期：2016.1

  Various C2-naphthylethynylated 2'-deoxyadenosines were synthesized as environmentally sensitive fluorescent (ESF) nucleosides and their photophysical properties were examined. Among the ESF nucleosides synthesized, four exhibited strong solvatochromicity, two of which were incorporated into oligodeoxynucleotides (ODNs). These ODN probes were able to detect target DNA through distinct changes in fluorescence intensity and wavelength and acted as effective reporter probes. (C) 2015 Elsevier Ltd. All rights reserved.