5-(acridin-9-ylamino)pentan-1-ol | 104453-69-2

• 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: 5-(acridin-9-ylamino)pentan-1-ol
• 英文别名: 9-Acridinamine, N-(5-hydroxypentyl)-
• CAS: 104453-69-2
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: LPHXZDIAAFATRN-UHFFFAOYSA-N

物化性质

• 沸点：
  506.8±35.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(acridin-9-ylamino)pentan-1-ol 在 氯化亚砜 作用下， 反应 0.67h， 生成
  参考文献：
  名称：

  DNA-templated click chemistry for creation of novel DNA binding molecules

  摘要：

  We have developed a new methodology for producing new molecules that bind to dsDNA using DNA-templated click chemistry. The click reactions between the minor groove binding peptide and acridine intercalators were accelerated by the addition of dsDNA. Furthermore, the resulting peptide-acridine conjugate showed a slightly stronger binding to dsDNA. These results indicate that the DNA-templated click chemistry is applicable for screening new binding molecules. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.074
• 作为产物：
  描述：

  9-氯吖啶 、 5-氨基-1-戊醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以85%的产率得到5-(acridin-9-ylamino)pentan-1-ol
  参考文献：
  名称：

  Construction of DNA–polymer hybrids using intercalation interactions

  摘要：

  可逆加成-分裂链转移（RAFT）聚合用于生产一系列以吖啶基团为终止基的聚合物，该基团能够有效地嵌入双链DNA中；聚合物的结构决定了其与DNA的相互作用性质和强度。使用短的63碱基对双链DNA，形成了离散且定义良好的DNA-聚合物杂化纳米颗粒，这些颗粒通过动态光散射、小角X射线散射和原子力显微镜进行了表征。

  DOI：

  10.1039/c3cc48726a

文献信息

• Targeted Delivery and Prodrug Designs for Platinum-Acridine Anti-Cancer Compounds and Methods Thereof
  申请人：Bierbach Ulrich

  公开号：US20140193334A1

  公开（公告）日：2014-07-10

  Acridine containing cisplatin compounds have been disclosed that show greater efficacy against cancer than other cisplatin compounds. Methods of delivery of those more effective cisplatin compounds to the nucleus in cancer cells is disclosed using one or more amino acids, one or more sugars, one or more polymeric ethers, C 1-6 alkylene-phenyl-NH—C(O)—R 15 , folic acid, α v β 3 integrin RGD binding peptide, tamoxifen, endoxifen, epidermal growth factor receptor, antibody conjugates, kinase inhibitors, diazoles, triazoles, oxazoles, erlotinib, and/or mixtures thereof; wherein R 15 is a peptide.

  披萨啤酒含有顺式铂类化合物，其对癌症的疗效比其他顺式铂类化合物更高。披萨啤酒使用一种或多种氨基酸、一种或多种糖、一种或多种聚醚、C1-6烷基苯基-NH—C(O)—R15、叶酸、αvβ3整合素RGD结合肽、他莫昔芬、恩多西芬、表皮生长因子受体、抗体偶联物、激酶抑制剂、咪唑、三唑、噁唑、厄洛替尼和/或其混合物来递送更有效的顺式铂类化合物到癌细胞核中。其中R15是一种肽。
• US9090640B2
  申请人：——

  公开号：US9090640B2

  公开（公告）日：2015-07-28
• Construction of DNA–polymer hybrids using intercalation interactions
  作者：Thomas R. Wilks、Anaïs Pitto-Barry、Nigel Kirby、Eugen Stulz、Rachel K. O'Reilly

  DOI：10.1039/c3cc48726a

  日期：——

  Reversible addition–fragmentation chain transfer (RAFT) polymerisation was used to produce a range of polymers terminated with an acridine group, which intercalates efficiently into dsDNA; the structure of the polymer determines the nature and strength of the interaction. Using a short 63 base pair dsDNA, discrete and well-defined DNA–polymer hybrid nanoparticles were formed, which were characterised by dynamic light scattering, small-angle X-ray scattering and atomic force microscopy.

  可逆加成-分裂链转移（RAFT）聚合用于生产一系列以吖啶基团为终止基的聚合物，该基团能够有效地嵌入双链DNA中；聚合物的结构决定了其与DNA的相互作用性质和强度。使用短的63碱基对双链DNA，形成了离散且定义良好的DNA-聚合物杂化纳米颗粒，这些颗粒通过动态光散射、小角X射线散射和原子力显微镜进行了表征。
• DNA-templated click chemistry for creation of novel DNA binding molecules
  作者：Shuhei Imoto、Tomoya Hirohama、Fumi Nagatsugi

  DOI：10.1016/j.bmcl.2008.08.074

  日期：2008.10

  We have developed a new methodology for producing new molecules that bind to dsDNA using DNA-templated click chemistry. The click reactions between the minor groove binding peptide and acridine intercalators were accelerated by the addition of dsDNA. Furthermore, the resulting peptide-acridine conjugate showed a slightly stronger binding to dsDNA. These results indicate that the DNA-templated click chemistry is applicable for screening new binding molecules. (C) 2008 Elsevier Ltd. All rights reserved.