4-[6-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]hexyl-prop-2-ynylamino]-4-oxobutanoic acid | 1259533-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-[6-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]hexyl-prop-2-ynylamino]-4-oxobutanoic acid
• CAS: 1259533-55-5
• 化学式: C₂₂H₂₈N₂O₅
• 分子量: 400.475
• InChiKey: OQWZXEQGOHVGLE-OBMJPTGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  95
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 4-[6-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]hexyl-prop-2-ynylamino]-4-oxobutanoic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以75%的产率得到2,5-dioxopyrrolidin-1-yl 4-((6-((3aR,4R,7S,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)hexyl)(prop-2-yn-1-yl)amino)-4-oxobutanoate
  参考文献：
  名称：

  Drug-Loaded, Bivalent-Bottle-Brush Polymers by Graft-through ROMP

  摘要：

  Graft through ring-opening metathesis polymerization (ROMP) using ruthenium N heterocyclic carbene catalysts has enabled the synthesis of bottle-brush polymers with unprecedented ease and control Here we report the first bivalent-brush polymers, these materials were prepared by graft through ROMP of drug-loaded poly(ethylene glycol) (PEG) based macromonomers (MMs) Anticancer drugs doxorubicin (DOX) and camptothecin (CT) were attached to a norbornene alkyne-PEG MM via a photocleavable linker ROMP of either or both drug loaded MMs generated brush homo and copolymers with low polydispersities and defined molecular weights Release of free DOX and CT from these materials was initiated by exposure to 365 nm light All of the CT and DOX polymers were at least 10 fold more toxic to human cancer cells after photoinitiated drug release while a copolymer carrying both CT and DOX displayed 30-fold increased toxicity upon irradiation Graft through ROMP of drug loaded macromonomers provides a general method for the systematic study of structure function relationships for stimuli responsive polymers in biological systems

  DOI：

  10.1021/ma1021506
• 作为产物：
  描述：

  exo-N-(6-hydroxyhexyl)-5-norbornene-2,3-dicarboximide 在 草酰氯 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 1.55h， 生成 4-[6-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]hexyl-prop-2-ynylamino]-4-oxobutanoic acid
  参考文献：
  名称：

  Drug-Loaded, Bivalent-Bottle-Brush Polymers by Graft-through ROMP

  摘要：

  Graft through ring-opening metathesis polymerization (ROMP) using ruthenium N heterocyclic carbene catalysts has enabled the synthesis of bottle-brush polymers with unprecedented ease and control Here we report the first bivalent-brush polymers, these materials were prepared by graft through ROMP of drug-loaded poly(ethylene glycol) (PEG) based macromonomers (MMs) Anticancer drugs doxorubicin (DOX) and camptothecin (CT) were attached to a norbornene alkyne-PEG MM via a photocleavable linker ROMP of either or both drug loaded MMs generated brush homo and copolymers with low polydispersities and defined molecular weights Release of free DOX and CT from these materials was initiated by exposure to 365 nm light All of the CT and DOX polymers were at least 10 fold more toxic to human cancer cells after photoinitiated drug release while a copolymer carrying both CT and DOX displayed 30-fold increased toxicity upon irradiation Graft through ROMP of drug loaded macromonomers provides a general method for the systematic study of structure function relationships for stimuli responsive polymers in biological systems

  DOI：

  10.1021/ma1021506

文献信息

• Bottlebrush polymers and uses thereof
  申请人：Massachusetts Institute of Technology

  公开号：US10961338B2

  公开（公告）日：2021-03-30

  Provided are new bottlebrush polymers and diblock bottlebrush copolymers, which can self-assemble into structures of desired morphology (e.g., hexagonal cylindrical, gyroid). The self-assembled structures of the bottlebrush polymers and copolymers provide useful materials such as photonics (e.g., photonic crystals), functional materials, chromatography media, stimuli-responsive materials, lubricants, nanolithography, films, and coatings. In certain embodiments, the backbone repeating units of the bottlebrush polymers and copolymers have two different polymeric sidechains covalently attached to the backbone repeating unit through a branched linker, wherein one of the polymeric sidechain is a polysiloxane. Also provided are methods of preparing the bottlebrush polymers and copolymers described herein.

  本发明提供了新型瓶丛聚合物和二嵌段瓶丛共聚物，它们可以自组装成所需形态的结构（如六角形、圆柱形、陀螺形）。瓶丛聚合物和共聚物的自组装结构可提供有用的材料，如光子学（如光子晶体）、功能材料、色谱介质、刺激响应材料、润滑剂、纳米光刻、薄膜和涂层。在某些实施方案中，瓶丛聚合物和共聚物的骨架重复单元具有两条不同的聚合物侧链，通过支链连接剂共价连接到骨架重复单元上，其中一条聚合物侧链是聚硅氧烷。此外，还提供了制备本文所述瓶丛聚合物和共聚物的方法。
• BOTTLEBRUSH POLYMERS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20200123297A1

  公开（公告）日：2020-04-23

  Provided are new bottlebrush polymers and diblock bottlebrush copolymers, which can self-assemble into structures of desired morphology (e.g., hexagonal cylindrical, gyroid). The self-assembled structures of the bottlebrush polymers and copolymers provide useful materials such as photonics (e.g., photonic crystals), functional materials, chromatography media, stimuli-responsive materials, lubricants, nanolithography, films, and coatings. In certain embodiments, the backbone repeating units of the bottlebrush polymers and copolymers have two different polymeric sidechains covalently attached to the backbone repeating unit through a branched linker, wherein one of the polymeric sidechain is a polysiloxane. Also provided are methods of preparing the bottlebrush polymers and copolymers described herein.