18-Nor-20-desoxycamptothecin | 178949-35-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃吡啶类
• 英文名称: 18-Nor-20-desoxycamptothecin
• 英文别名: 19-Methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• CAS: 178949-35-4
• 化学式: C₁₉H₁₄N₂O₃
• 分子量: 318.332
• InChiKey: PPOPQRZJHWVUHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  18-Nor-20-desoxycamptothecin 在 吡啶 、 甲醇 、 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 生成 18-Noranhydrocamptothecin
  参考文献：
  名称：

  Synthesis of 18-Noranhydrocamptothecin Analogs Which Retain Topoisomerase I Inhibitory Function

  摘要：

  The total syntheses of compounds 2 and 3 are described. Key departures from previous routes to camptothecin from these laboratories involved (i) early incorporation of C-2 oxygen (see compound 9) and (ii) recourse to a Heck vinylation for installation of a hydroxymethyl equivalent on the pyridone (see transformation 15 --> 16). The final compounds are of considerable interest in that they are the most drastically modified E ring systems which retain topoisomerase I inhibitory function.

  DOI：

  10.1021/jo00102a030
• 作为产物：
  描述：

  methyl 6-hydroxy-4-methyl-3,10-dioxo-4,6,7,8-tetrahydro-1H-pyrano[3,4-f]indolizine-5-carboxylate 在 氢溴酸 、 戴斯-马丁氧化剂 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 30.0h， 生成 18-Nor-20-desoxycamptothecin
  参考文献：
  名称：

  Synthesis of 18-Noranhydrocamptothecin Analogs Which Retain Topoisomerase I Inhibitory Function

  摘要：

  The total syntheses of compounds 2 and 3 are described. Key departures from previous routes to camptothecin from these laboratories involved (i) early incorporation of C-2 oxygen (see compound 9) and (ii) recourse to a Heck vinylation for installation of a hydroxymethyl equivalent on the pyridone (see transformation 15 --> 16). The final compounds are of considerable interest in that they are the most drastically modified E ring systems which retain topoisomerase I inhibitory function.

  DOI：

  10.1021/jo00102a030

文献信息

• NANOPARTICLES STABILIZED WITH NITROPHENYLBORONIC ACID COMPOSITIONS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20140249203A1

  公开（公告）日：2014-09-04

  Described herein are carrier nanoparticles comprising a polymer containing a polyol coupled to a polymer containing a boronic acid, configured to present the polymer containing a boronic acid to an environment external to the nanoparticle. Targeted versions of the described nanoparticles are also described, as are related compositions, methods and systems.

  本文描述了一种载体纳米颗粒，其中包含一个含有多元醇的聚合物和一个含有硼酸的聚合物，设计用于将含有硼酸的聚合物呈现给纳米颗粒外部的环境。还描述了所述纳米颗粒的定向版本，以及相关的组合物、方法和系统。
• Carrier Nanoparticles and Related Compositions, Methods and Systems
  申请人：California Institute of Technology

  公开号：US20130209448A1

  公开（公告）日：2013-08-15

  Carrier nanoparticles comprising a polymer containing a polyol coupled to a polymer containing a boronic acid, configured to present the polymer containing a boronic acid to an environment external to the nanoparticle and related compositions, methods and systems.

  载体纳米颗粒包括聚醇偶联到聚硼酸的聚合物，配置为将含有聚硼酸的聚合物呈现给纳米颗粒外部的环境，以及相关的组合物、方法和系统。
• US8746999B2
  申请人：——

  公开号：US8746999B2

  公开（公告）日：2014-06-10
• US8968714B2
  申请人：——

  公开号：US8968714B2

  公开（公告）日：2015-03-03
• US9132097B2
  申请人：——

  公开号：US9132097B2

  公开（公告）日：2015-09-15