6-[(2-Methoxy-6-nitroacridin-9-yl)amino]hexan-1-ol | 488721-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-[(2-Methoxy-6-nitroacridin-9-yl)amino]hexan-1-ol
• CAS: 488721-15-9
• 化学式: C₂₀H₂₃N₃O₄
• 分子量: 369.42
• InChiKey: NUKOGOHAQLNKEA-UHFFFAOYSA-N

物化性质

• 沸点：
  608.9±55.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 6-[(2-Methoxy-6-nitroacridin-9-yl)amino]hexan-1-ol 在 四氮唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以100%的产率得到3-[[di(propan-2-yl)amino]-[6-[(2-methoxy-6-nitroacridin-9-yl)amino]hexoxy]phosphanyl]oxypropanenitrile
  参考文献：
  名称：

  A highly acidic acridine for efficient site-selective activation of RNA leading to an eminent ribozyme mimic

  摘要：

  9-Amino-2-methoxy-6-nitroacridine (1a) is conjugated with oligonucleotide for site-selective RNA hydrolysis. When this conjugate forms a duplex with complementary RNA, the phosphodiester linkage of the RNA in front of la is activated and selectively hydrolyzed by Lu(III) ion. Covalent fixation of the metal ion to sequence-recognizing moiety is unnecessary. The site-selective hydrolysis by this conjugate is 2.2 times as fast as that by the oligonucleotide bearing 9-amino-6-chloro-2-methoxyacridine (1b), which hitherto has been the most active for the RNA activation. The acridine derivative 1a is more acidic than 1b, and thus is more effective as acid catalyst for the RNA hydrolysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02017-8
• 作为产物：
  描述：

  2-氯-4-硝基苯甲酸 在 铜 、 potassium carbonate 、 对氯苯酚 、 copper(II) oxide 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 38.0h， 生成 6-[(2-Methoxy-6-nitroacridin-9-yl)amino]hexan-1-ol
  参考文献：
  名称：

  A highly acidic acridine for efficient site-selective activation of RNA leading to an eminent ribozyme mimic

  摘要：

  9-Amino-2-methoxy-6-nitroacridine (1a) is conjugated with oligonucleotide for site-selective RNA hydrolysis. When this conjugate forms a duplex with complementary RNA, the phosphodiester linkage of the RNA in front of la is activated and selectively hydrolyzed by Lu(III) ion. Covalent fixation of the metal ion to sequence-recognizing moiety is unnecessary. The site-selective hydrolysis by this conjugate is 2.2 times as fast as that by the oligonucleotide bearing 9-amino-6-chloro-2-methoxyacridine (1b), which hitherto has been the most active for the RNA activation. The acridine derivative 1a is more acidic than 1b, and thus is more effective as acid catalyst for the RNA hydrolysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02017-8