2-(7-phenylheptyl)isoindoline-1,3-dione | 151921-82-3

• 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: 2-(7-phenylheptyl)isoindoline-1,3-dione
• 英文别名: 7-phenyl-1-phthalimidoheptane；2-(7-phenylheptyl)-isoindol-1,3-dione；2-(7-Phenyl-heptyl)-isoindol-1,3-dione；2-(7-phenylheptyl)isoindole-1,3-dione
• CAS: 151921-82-3
• 化学式: C₂₁H₂₃NO₂
• 分子量: 321.419
• InChiKey: AMLCCQUJXJXORI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-(7-phenylheptyl)isoindoline-1,3-dione 在 一水合肼 、 三乙胺 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 54.0h， 生成 N-(7-phenylheptyl)-4-azido-2,3,5,6-tetrafluorobanzamide
  参考文献：
  名称：

  Unusually long lifetimes of the singlet nitrenes derived from 4-azido-2,3,5,6-tetrafluorobenzamides

  摘要：

  Laser flash photolysis (308 nm, 20 ns, 150 mJ) of 4-azido-2,3,5,6-tetrafluorobenzamides, esters, and thioesters generates singlet nitrenes which can be intercepted with pyridine to produce strongly absorbing ylides. It was possible to resolve the rate of formation of the ylides as a function of pyridine concentration. This has led to direct measurements of the absolute rate constants of (a) the reaction of the nitrene with pyridine, (b) ring expansion of the nitrene to a ketenimine, and (c) singlet to triplet nitrene intersystem crossing.

  DOI：

  10.1021/j100053a012
• 作为产物：
  描述：

  7-苯基-1-庚醇 在 吡啶 、 三溴化磷 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 42.0h， 生成 2-(7-phenylheptyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Unusually long lifetimes of the singlet nitrenes derived from 4-azido-2,3,5,6-tetrafluorobenzamides

  摘要：

  Laser flash photolysis (308 nm, 20 ns, 150 mJ) of 4-azido-2,3,5,6-tetrafluorobenzamides, esters, and thioesters generates singlet nitrenes which can be intercepted with pyridine to produce strongly absorbing ylides. It was possible to resolve the rate of formation of the ylides as a function of pyridine concentration. This has led to direct measurements of the absolute rate constants of (a) the reaction of the nitrene with pyridine, (b) ring expansion of the nitrene to a ketenimine, and (c) singlet to triplet nitrene intersystem crossing.

  DOI：

  10.1021/j100053a012

文献信息

• Alkyl−Alkyl Suzuki Cross-Couplings of Unactivated Secondary Alkyl Halides at Room Temperature
  作者：Bunnai Saito、Gregory C. Fu

  DOI：10.1021/ja074008l

  日期：2007.8.1

  2-diamine serves as an effective ligand for metal-catalyzed cross-couplings of unactivated alkyl electrophiles at room temperature. In particular, Ni/trans-N,N‘-dimethyl-1,2-cyclohexanediamine provides the first method for achieving alkyl−alkyl Suzuki reactions of unactivated secondary alkyl halides with alkylboranes; earlier success in Suzuki couplings of such electrophiles had been restricted to reactions

  市售的 1,2-二胺可作为金属催化未活化烷基亲电子试剂在室温下交叉偶联的有效配体。特别是，Ni/trans-N,N'-二甲基-1,2-环己二胺提供了第一种实现未活化的仲烷基卤化物与烷基硼烷的烷基-烷基铃木反应的方法；这种亲电子试剂的 Suzuki 偶联的早期成功仅限于在高温下与芳基和乙烯基硼试剂的反应。
• Cross-Couplings of Unactivated Secondary Alkyl Halides:  Room-Temperature Nickel-Catalyzed Negishi Reactions of Alkyl Bromides and Iodides
  作者：Jianrong (Steve) Zhou、Gregory C. Fu

  DOI：10.1021/ja0389366

  日期：2003.12.1

  palladium-catalyzed method for cross-coupling unactivated secondary alkyl halides has been a long-standing challenge in synthetic chemistry. This communication describes a simple catalyst system-Ni(cod)2/s-Bu-Pybox-that achieves room-temperature Negishi reactions of an array of functionalized primary and secondary alkyl bromides and iodides.

  开发用于交叉偶联未活化仲烷基卤化物的镍或钯催化方法一直是合成化学中的一个长期挑战。这篇通讯描述了一种简单的催化剂系统——Ni(cod)2/s-Bu-Pybox——它实现了一系列官能化伯和仲烷基溴化物和碘化物的室温根岸反应。
• Aryl-substituted pyridylalkane, alkene, and alkine carboxamides useful as cytostatic useful as cytostatic and immuosuppressive agents
  申请人：Astellas Deutschland GmbH

  公开号：US07320993B1

  公开（公告）日：2008-01-22

  The invention relates to new pyridylalkane, alkene, and alkine acid amides substituted with an aryl and/or heteroaryl residue according to the general formula (I), with a saturated or one or several-fold unsaturated hydrocarbon residue in the carboxylic acid group, methods for the synthesis of these compounds, medicaments containing these and their production as well as their therapeutic use, especially as cytostatic agents and immunosuppressive agents, for example in the treatment or prevention of various types of tumors and control of immune reactions such as autoimmune diseases.

  本发明涉及一种新的吡啶基烷基、烯基和炔基酸酰胺，其被芳基和/或杂环芳基取代，符合通式（I），其在羧酸基中具有饱和或一种或多种不饱和的碳氢基团，以及这些化合物的合成方法、含有这些化合物的药物和它们的生产以及它们的治疗用途，特别是作为细胞毒性剂和免疫抑制剂，例如在治疗或预防各种类型的肿瘤和控制免疫反应，如自身免疫疾病方面的应用。
• ARYL-SUBSTITUTED PYRIDYLALKANE, ALKENE, AND ALKINE CARBOXAMIDES USEFUL AS CYTOSTATIC AND IMMUNOSUPPRESSIVE AGENTS
  申请人：Klinge Pharma GmbH

  公开号：EP1042291B1

  公开（公告）日：2005-07-13
• US7320993B1
  申请人：——

  公开号：US7320993B1

  公开（公告）日：2008-01-22