4-(2-碘苄基)吗啉 | 156333-95-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-碘苄基)吗啉
• 英文名称: 2-(N-morpholylmethyl)-iodobenzene
• 英文别名: 4-(2-iodobenzyl)morpholine；4-[(2-iodophenyl)methyl]morpholine
• CAS: 156333-95-8
• 化学式: C₁₁H₁₄INO
• mdl: MFCD06797850
• 分子量: 303.143
• InChiKey: UQGDUDGGMFHPIP-UHFFFAOYSA-N

物化性质

• 熔点：
  46 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-碘苄基)吗啉 在 四氢吡喃 、 六甲基磷酰三胺 、 samarium diiodide 、 3-戊酮 作用下， 反应 4.0h， 以71%的产率得到4-(苯基甲基)吗啉
  参考文献：
  名称：

  Samarium diiodide mediated alkylation of saturated heterocycles alpha to nitrogen

  摘要：

  A method for alpha-alkylation of saturated 5-, 6-, 7- and and 8-membered aza-heterocycles is described. The auxiliary is an o-iodobenzyl group attached at the nitrogen. A radical introduced in the o-position is transferred to the amine alpha-position which subsequently leads to an addition reaction with pentan-3-one.

  DOI：

  10.1016/0040-4020(95)00081-i
• 作为产物：
  描述：

  吗啉 、 邻碘氯苄 以 甲苯 为溶剂， 以92%的产率得到4-(2-碘苄基)吗啉
  参考文献：
  名称：

  胺通过1,5-氢转移的α-烷基化

  摘要：

  衍生自N-（2-碘苄基）'保护的'胺的自由基进行1,5-氢转移，得到更稳定的α-氨基，这些自由基随后可被缺乏电子的烯烃捕获。

  DOI：

  10.1039/c39940000883

文献信息

• [EN] BENZIMIDAZOLONE DERIVATIVES AS BROMODOMAIN INHIBITORS<br/>[FR] DÉRIVÉS DE BENZIMIDAZOLONE EN TANT QU'INHIBITEURS DE BROMODOMAINE
  申请人：GILEAD SCIENCES INC

  公开号：WO2014160873A1

  公开（公告）日：2014-10-02

  This application relates to chemical compounds which may act as inhibitors of, or which may otherwise modulate the activity of, a bromodomain-containing protein, including bromodomain-containing protein 4 (BRD4), and to compositions and formulations containing such compounds, and methods of using and making such compounds. Compounds include compounds of Formula (I) wherein R1a, R1b, R2a, R2b, R3, and X are described herein.

  这个应用涉及可能作为溴结构域含蛋白质的抑制剂或以其他方式调节其活性的化合物，包括溴结构域含蛋白质4（BRD4），以及含有这些化合物的组合物和配方，以及使用和制备这些化合物的方法。化合物包括式（I）中描述的化合物，其中R1a、R1b、R2a、R2b、R3和X如本文所述。
• ISOINDOLINE DERIVATIVE, INTERMEDIATE, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE THEREOF
  申请人：Kangpu Biopharmaceuticals, Ltd.

  公开号：EP3214081A1

  公开（公告）日：2017-09-06

  Provided are an isoindoline derivative, intermediate, preparation method, pharmaceutical composition and use thereof. The isoindoline derivative and the pharmaceutical composition thereof can regulate the production or activity of immunological cytokines, thus effectively treating cancer and inflammatory disease.

  本文提供了一种异吲哚啉衍生物、中间体、制备方法、药物组合物及其用途。异吲哚啉衍生物及其药物组合物可以调节免疫细胞因子的产生或活性，从而有效治疗癌症和炎症性疾病。
• High-yielding synthesis of 1-isoindolinone derivatives via palladium-catalysed cycloaminocarbonylation
  作者：Diána Marosvölgyi-Haskó、Attila Takács、Zsuzsanna Riedl、László Kollár

  DOI：10.1016/j.tet.2010.11.099

  日期：2011.2

  1-Isoindolinone derivatives were synthesised in high yields (up to 89%) by using 2-iodobenzyl bromide and 2-iodobenzylamine as bifunctional substrates in palladium-catalysed carbonylation. Depending on the N-nucleophiles, two types of compounds were synthesised with 2-iodobenzyl bromide: the use of primary amines, including amino acid methylesters, resulted in the formation of N-substituted 1-isoindolinones, while secondary amines react both with the benzyl bromide and iodoarene moieties resulting in the corresponding ortho-(N-piperidino/morpholinomethyl)-benzamides. The parent 1-isoindolinone was obtained in a facile, highly chemoselective intramolecular aminocarbonylation of 2-iodobenzylamine. The mechanistic details of the ring-closure reaction and the conditions leading to side-products are discussed as well. (C) 2010 Elsevier Ltd. All rights reserved.
• An approach to α-substituted amines
  作者：Lorenzo Williams、Susan E. Booth、Kjell Undheim

  DOI：10.1016/s0040-4020(01)85682-9

  日期：——

  A number of amines have been alkylated at the position alpha to nitrogen via free radical methodology. N-(2-Iodobenzyl) 'protected' amines have been used to generate radicals which rapidly undergo a 1,5-hydrogen shift to give more stable alpha-amino radicals. These can subsequently be trapped by electron deficient alkenes to give alpha-alkylated amines.
• Undheim Kjell, Williams Lorenzo, J. Chem. Soc. Chem. Commun, (1994) N 7, S 883-884
  作者：Undheim Kjell, Williams Lorenzo

  DOI：——

  日期：——