p-甲基-肉桂酰叠氮化物 | 24186-38-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: p-甲基-肉桂酰叠氮化物
• 中文别名: 对甲基肉桂酰基叠氮
• 英文名称: 3-p-Tolyl-acryloyl azide
• 英文别名: 3-(4-methylphenyl)prop-2-enoyl azide
• CAS: 24186-38-7
• 化学式: C₁₀H₉N₃O
• 分子量: 187.201
• InChiKey: IFVSVRKWJLKNIT-UHFFFAOYSA-N

物化性质

• 熔点：
  71-73 °C (decomp)
• 溶解度：
  可溶于乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-甲基-肉桂酰叠氮化物 在 三正丁胺 作用下， 以 二苯醚 为溶剂， 反应 2.0h， 以62%的产率得到7-甲基-1(2H)-异喹啉酮
  参考文献：
  名称：

  Aryl- and heteroaryl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin

  摘要：

  本发明的化合物由以下式中的化学结构表示（I）： 其中： 指定为*的碳原子处于R或S构型；X是从苯并呋喃基、苯并噻吩基、苯并异噻唑基、苯并异噁唑基、吲哚基、吲哚基、异吲哚基、吲哚啉基、苯并咪唑基、苯并噁唑基、苯并噻唑基、苯并三唑基、咪唑并[1,2-a]吡啶基、吡唑并[1,5-a]吡啶基、[1,2,4]三唑并[4,3-a]吡啶基、噻吩并[2,3-b]吡啶基、噻吩并[3,2-b]吡啶基、1H-吡咯并[2,3-b]吡啶基、茚基、茚基、二氢苯并环庚烯基、四氢苯并环庚烯基、二氢苯并噻吩基、二氢苯并呋喃基、吲啉基、萘基、四氢萘基、喹啉基、异喹啉基、4H-喹啉基、9aH-喹啉基、喹唑啉基、喜啉基、邻苯二嗪基、喹啉基、苯并[1,2,3]三嗪基、苯并[1,2,4]三嗪基、2H-香豆素基、4H-香豆素基或者是一个可选地用取代基（1至4个）取代的螺联苯环或螺联杂环的螺联双环碳环或螺联双环杂环； 其中R1、R2、R3、R4、R5、R6、R7、R8和R14在此处定义。

  公开号：

  US20060052378A1
• 作为产物：
  描述：

  p-methylcinnamoyl benzotriazolyl amide 在 sodium azide 、 iron(III) chloride hexahydrate 作用下， 以 水 、 丙酮 为溶剂， 反应 1.08h， 以85%的产率得到p-甲基-肉桂酰叠氮化物
  参考文献：
  名称：

  FeCl₃ · 6H₂O-Catalyzed Acceleration of the Acylation of Sodium Azide withN-Acylbenzotriazoles

  摘要：

  [image omitted] Catalyzed by ferric chloride hexahydrate (FeCl3 center dot 6H2O), the acylation of sodium azide with N-acylbenzotriazoles was greatly accelerated in a mixed solvent of acetone and water. Thus, good to excellent yields of a variety of acyl azides were obtained at room temperature in a short time. Furthermore, because of the complete conversion of N-acylbenzotriazoles and the easy removal of the by-product, purification by column chromatography was no longer required, which made the protocol suitable for large-scale preparation.

  DOI：

  10.1080/00397911.2010.505698

文献信息

• Trapping of Isocyanates with Benzotriazole in situ - Preparation of Carbamoyl Benzotriazoles as an Isocyanate Alternative via Curtius Rearrangement
  作者：Xiaoxia Wang、Zhiyun Zhong、Lichun Kong、Xiangming Zhu

  DOI：10.1055/s-0029-1217820

  日期：2009.9

  N-Aryl and N-alkenyl carbamoyl benzotriazoles were prepared in good to excellent yields from acyl azides and benzotri-azole via Curtius rearrangement, while N-alkylcarbamoyl benzotriazoles were formed from N-alkanoyl benzotriazoles and sodium azide in one pot. The carbamoyl benzotriazoles can be used as a stable isocyanate alternative, as has been demonstrated by its reaction with amines to synthesize

  N-芳基和N-烯基氨基甲酰基苯并三唑通过Curtius重排从酰基叠氮化物和苯并三唑以良好到优异的产率制备，而N-烷基氨基甲酰基苯并三唑由N-烷酰基苯并三唑和叠氮化钠在一锅中形成。氨基甲酰基苯并三唑可用作稳定的异氰酸酯替代物，正如其与胺反应以优异的产率合成脲所证明的那样。
• Simple and facile method for the preparation of vinyl azides
  作者：Vikas N. Telvekar、Balaram S. Takale、Harshal M. Bachhav

  DOI：10.1016/j.tetlet.2009.06.097

  日期：2009.9

  A synthetic utility of [bis(trifluoroacetoxy)iodo]benzene on α,β-unsaturated carboxylic acid is described. This is the first example of preparation of vinyl azide using α,β-unsaturated carboxylic acids directly by using hypervalent iodine reagent. The advantage of this protocol is characterized with non-toxicity of starting material and shorter reaction times to obtain good preparative yields. The

  描述了在α，β-不饱和羧酸上的[双（三氟乙酰氧基）碘]苯的合成用途。这是直接通过使用高价碘试剂直接使用α，β-不饱和羧酸制备叠氮化乙烯的第一个例子。该方案的优点是原料无毒，反应时间短，可得到良好的制备收率。该方法也可用于制备酰基叠氮化物。
• Sulfonic acid or sulfonylamino N-(heteroaralkyl)-azaheterocyclylamide compounds
  申请人：——

  公开号：US20020013310A1

  公开（公告）日：2002-01-31

  The compounds of formula I herein exhibit useful pharmacological activity and accordingly are incorporated into pharmaceutical compositions and used in the treatment of patients suffering from certain medical disorders. More specifically, they are inhibitors of the activity of Factor Xa. The present invention is directed to compounds of formula I, compositions containing compounds of formula I, and their use, for treating a patient suffering from, or subject to, a physiological condition which can be ameliorated by the administration of an inhibitor of the activity of Factor Xa.

  本文中的I式化合物表现出有用的药理活性，因此被纳入制药组合物中，并用于治疗患有某些医学疾病的患者。更具体地说，它们是Factor Xa活性的抑制剂。本发明涉及I式化合物、含有I式化合物的组合物以及它们的使用，用于治疗患有或受到生理状况影响的患者，这些状况可以通过给予Factor Xa活性抑制剂的治疗得到改善。
• Sulfonic acid sulfonylamino n-(heteroaralkyl)-azaheterocyclylamide compounds
  申请人：Aventis Pharma Deutschland GmbH

  公开号：US06281227B1

  公开（公告）日：2001-08-28

  The compounds of formula I herein exhibit useful pharmacological activity and accordingly are incorporated into pharmaceutical compositions and used in the treatment of patients suffering from certain medical disorders. More specifically, they are inhibitors of the activity of Factor Xa. The present invention is directed to compounds of formula I, compositions containing compounds of formula I, and their use, for treating a patient suffering from, or subject to, a physiological condition which can be ameliorated by the administration of an inhibitor of the activity of Factor Xa.

  公式I的化合物具有有用的药理活性，因此被纳入制药组合物中，并用于治疗患有某些医学疾病的患者。更具体地说，它们是Factor Xa活性的抑制剂。本发明涉及公式I的化合物，含有公式I化合物的组合物及其用途，用于治疗患有或受到可通过给予Factor Xa活性抑制剂的治疗而改善的生理状况的患者。
• Pyridines and pyridine N-oxides as modulators of thrombin
  申请人：Janssen Pharmaceutica NV

  公开号：US07829584B2

  公开（公告）日：2010-11-09

  The present invention describes compounds of Formula I: wherein W, X, Y, Z, and Q are defined herein, or a pharmaceutically acceptable salt thereof, for the prophylaxis, or treatment of diseases and conditions related to thrombin activity in a mammal.

  本发明描述了公式I的化合物：其中W，X，Y，Z和Q在此定义，或其药学上可接受的盐，用于预防或治疗哺乳动物中与凝血酶活性相关的疾病和病况。