N-isopropylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide | 5443-38-9

• 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: N-isopropylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide
• 英文别名: 2-isopropyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindole-1,3-dione；2-Isopropyl-(3ac,7ac)-3a,4,7,7a-tetrahydro-4r,7c-methano-isoindol-1,3-dion；(1R,2S,6R,7S)-4-propan-2-yl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 5443-38-9
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: CCGKCUKWRHWJSR-YNFQOJQRSA-N

物化性质

• 沸点：
  340.0±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-isopropylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide 在 甲酸 、 双氧水 作用下， 以 水 为溶剂， 以76%的产率得到N-isopropyl-exo-5,6-epoxybicyclo[2.2.1]heptan-endo,endo-2,3-dicarboximide
  参考文献：
  名称：

  N-取代的降冰片烷环氧酰亚胺的乙醇分解：根据取代基的特性发现各种途径†

  摘要：

  结合实验和理论研究进行了调查的环氧酰亚胺的转变 降冰片烷变成杂环化合物。我们确定了芳基取代的环氧酰亚胺的相互作用降冰片烷 和 乙醇钠导致形成新的杂环化合物，具有制备上有用的产率，并且具有完全的区域选择性。在这种情况下，含有芳基电子给体取代基的环氧酰亚胺的反应导致形成内-9氨基甲酰基-exo -2-羟基-5- oxo-4-氧三环[4.2.1.0 3,7 ]壬烷环氧酰亚胺，exo -2-hydroxy-5-oxo-4-azatricyclo [4.2.1.0 3,7 ] nonan- endo -9-获得羧酸作为乙醇化反应的产物。出乎意料的是，烷基取代的环氧酰亚胺的乙醇化导致二羟基酰亚胺形成为主要产品。为了了解酰亚胺取代基的重要作用，在PCM / B3LYP / 6-31 + G（d）水平进行了系统的理论DFT研究。我们发现，基于溶剂效应和分子内电子相互作用，环氧酰亚胺氮原子上的取代基对乙醇化

  DOI：

  10.1039/b917850c
• 作为产物：
  描述：

  (1R,2S,3R,4S)-3-Isopropylcarbamoyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 以 溶剂黄146 为溶剂， 生成 N-isopropylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47

文献信息

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

  公开号：US10792373B2

  公开（公告）日：2020-10-06

  Described herein are platinum-based brush-arm star polymers (Pt-BASPs), or a pharmaceutical composition thereof, for delivery of platinum-based agents, such as oxaliplatin. Also provided are methods and kits involving the Pt-BASPs, or a pharmaceutical composition thereof, for treating proliferative diseases such as cancers (e.g., lung cancer, head-and-neck cancer, esophagus cancer, stomach cancer, breast cancer, pancreas cancer, colorectal cancer, liver cancer, kidney cancer, or prostate cancer) in a subject.

  本文描述的是铂基刷臂星型聚合物（Pt-BASPs）或其药物组合物，用于递送铂类制剂，如奥沙利铂。还提供了涉及 Pt-BASPs 或其药物组合物的方法和试剂盒，用于治疗受试者的增殖性疾病，如癌症（如肺癌、头颈癌、食道癌、胃癌、乳腺癌、胰腺癌、结直肠癌、肝癌、肾癌或前列腺癌）。
• Fly spray
  申请人：DU PONT

  公开号：US02462835A1

  公开（公告）日：1949-03-01
• New Compounds. Some New Compounds as Possible Insect Repellents
  作者：Melvin Newman、Barney Magerlein、William Wheatley

  DOI：10.1021/ja01214a602

  日期：1946.10
• DRUG DELIVERY POLYMERS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20170348431A1

  公开（公告）日：2017-12-07

  Described herein are platinum-based brush-arm star polymers (Pt-BASPs), or a pharmaceutical composition thereof, for delivery of platinum-based agents, such as oxaliplatin. Also provided are methods and kits involving the Pt-BASPs, or a pharmaceutical composition thereof, for treating proliferative diseases such as cancers (e.g., lung cancer, head-and-neck cancer, esophagus cancer, stomach cancer, breast cancer, pancreas cancer, colorectal cancer, liver cancer, kidney cancer, or prostate cancer) in a subject.
• BORONIC ESTER PRODRUGS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20200369685A1

  公开（公告）日：2020-11-26

  Disclosed herein are compounds of Formula (I) or (II). The compounds include an agent (e.g., pharmaceutical agent, cosmetic agent, or nutraceutical agent) through a linker that includes a boronic ester moiety in the backbone of the linker. The compounds may be monomers. Also provided are polymers prepared by polymerizing the monomers. The polymers may be useful for delivering the agent to a subject, tissue, biological sample, or a cell. Also provided are methods of preparing the polymers, compositions and kits comprising the polymers, and methods of use (e.g., use in delivering the agent, treating a disease, preventing a disease, diagnosing a disease) involving the polymers or compositions. The structure of the boronic ester moiety may be fine tuned so that the properties related to delivery to a subject, biological sample, tissue, or cell may be fine tuned.