8-氮杂二环[5.1.0]辛烷 | 286-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丙烷
• 中文名称: 8-氮杂二环[5.1.0]辛烷
• 英文名称: 8-azabicyclo[5.1.0]octane
• 英文别名: cycloheptaneimine；8-aza-bicyclo[5.1.0]octane；8-Aza-bicyclo[5.1.0]octan；8-Azabicyclo<5.1.0>octan
• CAS: 286-44-2
• 化学式: C₇H₁₃N
• mdl: MFCD09841849
• 分子量: 111.187
• InChiKey: YEHCKZHFJYGXMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  8-氮杂二环[5.1.0]辛烷 在 硫化氢 作用下， 以 乙醇 为溶剂， 生成 trans-2-aminocyclohexanethiol
  参考文献：
  名称：

  Barkworth, Peter M. R.; Crabb, Trevor A., Journal of the Chemical Society. Perkin transactions I, 1982, # 11, p. 2777 - 2782

  摘要：

  DOI：
• 作为产物：
  描述：

  trans-2-aminocycloheptanol 在 氯磺酸 、 sodium hydroxide 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 8-氮杂二环[5.1.0]辛烷
  参考文献：
  名称：

  Barkworth, Peter M. R.; Crabb, Trevor A., Journal of the Chemical Society. Perkin transactions I, 1982, # 11, p. 2777 - 2782

  摘要：

  DOI：

文献信息

• Direct and Stereospecific Synthesis of <i>N</i> ‐H and <i>N</i> ‐Alkyl Aziridines from Unactivated Olefins Using Hydroxylamine‐ <i>O</i> ‐Sulfonic Acids
  作者：Zhiwei Ma、Zhe Zhou、László Kürti

  DOI：10.1002/anie.201705530

  日期：2017.8.7

  A RhII-catalyzed direct and stereospecific N-H- and N-alkyl aziridination of olefins is reported that uses hydroxylamine-O-sulfonic acids as inexpensive, readily available, and nitro group-free aminating reagents. Unactivated olefins, featuring a wide range of functional groups, are converted into the corresponding N-H or N-alkyl aziridines in good to excellent yields. This operationally simple, scalable

  据报道，Rh II催化的烯烃的直接和立体有择的N -H-和N-烷基叠氮化使用廉价的，容易获得的和无硝基的胺化试剂使用羟胺-O-磺酸。未活化的烯烃，具有宽范围的官能团的，被转化成相应的Ñ -H或ñ -烷基氮丙啶以良好至优异的产量。此操作简单，可扩展的转换在环境温度下有效进行，并且耐氧气和微量水分。
• Compounds, Compositions, and Methods for Cancer Therapy
  申请人：The Broad Institute, Inc.

  公开号：US20140024639A1

  公开（公告）日：2014-01-23

  Compounds including various oligomers of piperlongumine and/or piperlongumine analogues as well as certain piperlongumine analogues that exhibit improved toxicity to cancer cells are disclosed. Also provided are compositions that comprise the compounds, methods of making compositions comprising the compounds, methods of making the compounds, and the use of compounds in methods for treating cancer.

  本文披露了包括各种辣椒酸丁酯的寡聚体和/或辣椒酸丁酯类似物以及表现出对癌细胞有改进毒性的某些辣椒酸丁酯类似物的化合物。还提供了包括这些化合物的组合物、制备包括这些化合物的组合物的方法、制备这些化合物的方法，以及在治疗癌症方法中使用这些化合物的用途。
• 2-nitroimidazole derivatives useful as radiosensitizers for hypoxic
  申请人：Warner-Lambert Company

  公开号：US04797397A1

  公开（公告）日：1989-01-10

  Certain .alpha.-[(2-nitro-1H-imidazol-1-yl)methyl]-aziridinylethanols and the corresponding aziridine-ring opened analogs are useful as radiation sensitizers for X-irradiation therapy of tumors.

  某些 .alpha.-[(2-硝基-1H-咪唑-1-基)甲基]-环氧乙基乙醇及其相应的环氧乙基环开放类似物可用作肿瘤X射线治疗的辐射增敏剂。
• 2-nitroimidazole derivatives useful as radiosensitizers for hypoxic tumor cells
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0302416A1

  公开（公告）日：1989-02-08

  α-[(2-nitro-1H-imidazol-1-yl)methyl]-(A) azaridinylethanol derivatives of formula I and the corresponding aziridine-ring opened analogs are useful as radiation sensitizers for X-irradiation therapy of tumors.

  式 I 的α-[(2-硝基-1H-咪唑-1-基)甲基]-(A) 氮丙啶乙醇衍生物 和相应的氮丙啶开环类似物可用作 X 射线治疗肿瘤的辐射增敏剂。
• Enantioselective fluoride ring opening of aziridines enabled by cooperative Lewis acid catalysis
  作者：Julia A. Kalow、Abigail G. Doyle

  DOI：10.1016/j.tet.2013.01.062

  日期：2013.7

  The enantioselective ring opening of aziridines using a latent source of HF is described. A combination of two Lewis acids, (salen)Co and an achiral Ti(IV) cocatalyst, provided optimal reactivity and enantioselectivity for the trans beta-fluoroamine product. The use of a chelating aziridine protecting group was crucial. Acyclic and cyclic meso N-picolinamide aziridines underwent fluoride ring opening in up to 84% ee, and the kinetic resolution of a piperidine-derived aziridine was performed with k(rel)=6.6. The picolinamide group may be readily removed without epimerization of the fluoroamine. Preliminary studies revealed a bimetallic mechanism wherein the chiral (salen)Co catalyst delivers the nucleophile and the Ti(IV) cocatalyst activates the aziridine. (C) 2013 Elsevier Ltd. All rights reserved.