7-(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine | 177545-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮卓类
• 英文名称: 7-(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine
• 英文别名: 5-trifluoromethyl-2,3-dihydro-1,4-diazepine
• CAS: 177545-13-0
• 化学式: C₆H₇F₃N₂
• mdl: MFCD02186431
• 分子量: 164.13
• InChiKey: DQLAMAHCMYJIBW-UHFFFAOYSA-N

物化性质

• 熔点：
  148 °C
• 沸点：
  124.3±40.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3,5-二甲基异噁唑-4-甲酰氯 、 7-(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine 在 diethylaminomethylpolystyrene 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到3,5-dimethylisoxazol-4-yl-(5-trifluoromethyl-2,3-dihydro-[1,4]diazepin-1-yl)methanone
  参考文献：
  名称：

  A phase-switch purification approach for the expedient removal of tagged reagents and scavengers following their application in organic synthesis

  摘要：

  本文旨在报道通过一种基于合成不活跃的双吡啶螯合标签的通用“捕获与释放”方法，实现的一系列便捷的化学转化和纯化。该方法可以选择性地利用树脂结合的铜(II)物种来捕获双吡啶螯合标签。采用这种方法，我们能够获得与固相合成和支持试剂法相关的许多相同益处。

  DOI：

  10.1039/b503778f
• 作为产物：
  描述：

  1-乙氧基-3-三氟甲基-1,3-丁二烯 、 乙二胺 以 乙醇 为溶剂， 反应 24.0h， 以92%的产率得到7-(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine
  参考文献：
  名称：

  A Novel Method for Preparation of Trifluoromethyl Substituted 2,3-dihydro-1,4- diazepine and Benzimidazole

  摘要：

  Ethylenediamine reacted readily with 4-ethoxy-1,1,1-trifluoro-3-butene-2-one to form 5-trifluoromethyl-2,3-dihydro-1,4-diazepine in good yield. Under the same reaction conditions o-phenylene diamine gave 2-trifluoromethyl benzimidazole and benzimidazole.

  DOI：

  10.1080/00397910008087370

文献信息

• Fluoro organics: A facile and exclusive synthesis of novel 2- or 4-trifluoromethyl(1H,5)arylodiazepines
  作者：A Chandra Sheker Reddy、P Shanthan Rao、R.V Venkataratnam

  DOI：10.1016/0040-4039(96)00402-9

  日期：1996.4

  Exclusive formation of either 2- or 4-trifluoromethyl(1H,5)arylodiazepines was observed in the condensation of 1,1,1-trifluoro-3-(isobutoxymethylene)-2-propanones (RH,COCF3) 2 with o-arylenediamines 1 under microwave irradiation conditions. Thermal reactions under the same temperature and time produced no products.

  在1,1,1-三氟-3-（异丁氧基亚甲基）-2-丙烷（RH，COCF 3）2与邻位缩合反应中观察到2-或4-三氟甲基（1H，5）芳基二氮杂的排他性形成。-芳基二胺1在微波辐射条件下。在相同温度和时间下的热反应不会产生任何产物。
• Small molecule inhibitors of RNA binding motif (RBM) proteins for the treatment of acute cellular injury
  申请人：University of Pittsburgh—Of the Commonwealth System of Higher Education

  公开号：US10857112B2

  公开（公告）日：2020-12-08

  A method of treating a cellular injury in a subject comprising administering to a subject in need thereof, a therapeutically effective amount of a compound of formula I: wherein at least one of R1-R8 is a sulfonic acid, a carboxylic acid, a phosphonic acid, a pharmaceutically acceptable salt of a sulfonic acid, a pharmaceutically acceptable salt of a carboxylic acid, a pharmaceutically acceptable salt of a phosphonic acid, a sulfonate ester, a carboxylate acid ester, or a phosphonate ester; and the remaining R1-R8 are each independently selected from hydrogen, halo, hydroxyl, nitro, nitroso, amino, substituted amino, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, alkoxy, substituted alkoy, alkenyloxy, substituted alkenyloxy, alkynyloxy, substituted alkynyloxy, cycloalkyl, substituted cycloalkyl, cycloalkenyl, substituted cycloalkenyl, cycloalkynyl, substituted cycloalkynyl, cycloalkyloxy, substituted cycloalkyloxy, heterocyclyl, substituted heterocyclyl, heterocyclyloxy, substituted heterocyclyloxy, heterocyclylthio, substituted heterocyclylthio, cyano, acyl, acylamino, acyloxy, aminocarbonyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aminosulfonyl, sulfonylamino, aryl, substituted aryl, aryloxy, substituted aryloxy, arylthio, substituted arylthio, alkylthio, substituted alkylthio, cycloalkylthio, substituted cycloalkylthio, cycloalkenylthio, substituted cycloalkenylthio, thiol, heteroaryl, substituted heteroaryl, heteroaryloxy, substituted heteroaryloxy, heteroarylthio, substituted heteroarylthio, sulfonyl, or sulfonyloxy.

  一种治疗受试者细胞损伤的方法，包括向有需要的受试者施用治疗有效量的式 I 化合物： 其中至少一个 R1-R8 是磺酸、羧酸、膦酸、磺酸的药学上可接受的盐、羧酸的药学上可接 受的盐、膦酸的药学上可接受的盐、磺酸酯、羧酸酯或膦酸酯；以及 环烷基、取代的环烷基、环烯基、取代的环烯基、环炔基、环炔基、环烷氧基、取代的环 烷氧基、杂环基、取代的杂环基、杂环氧基、取代的杂环氧基杂环基硫基、取代的杂环基硫基、氰基、酰基、酰氨基、酰氧基、氨基羰基、氨基羰基氨基、氨基硫基、氨基磺酰基、磺酰氨基、芳基、取代的芳基、芳氧基、取代的芳氧基、芳硫基、取代的芳硫基、烷硫基、取代的烷硫基、环烷硫基、取代的环烷基硫基、环烯硫基、取代的环烯硫基、硫醇、杂芳基、取代的杂芳基、杂芳氧基、取代的杂芳氧基、杂芳硫基、取代的杂芳硫基、磺酰基或磺酰氧基。
• Synthesis of 5-per(poly)fluoroalkyl-2,3-dihydro-1,4-diazepines
  作者：Quan-Fu Wang、Bin Hu、Bing-Hao Luo、Chang-Ming Hu

  DOI：10.1016/s0040-4039(98)00261-5

  日期：1998.4

  a series of 5-per(poly)fluoroalkyl-2,3-dihydro-1,4-diazepines were synthesized from alpha-per(poly)fluoroalkyl aldehydes and ethylenediamine. A possible reaction pathway was suggested. (C) 1998 Elsevier Science Ltd. All rights reserved.
• One pot synthesis of 5-per(poly)fluoroalkyl-2,3-dihydro-1,4-diazepines
  作者：Quan-Fu Wang、Yun-Yu Mao、Chang-Ming Hu

  DOI：10.1016/s0022-1139(98)00337-6

  日期：1999.2

  A series of 5-per(poly)fluoroalkyl-2,3-dihydro-1,4-diazepines have been synthesized from reaction of RfCF2I with vinyl ethyl ether and ethylenediamine. A possible reaction pathway is suggested. (C) 1999 Elsevier Science S.A. All rights reserved.
• SMALL MOLECULE INHIBITORS OF RNA BINDING MOTIF (RBM) PROTEINS FOR THE TREATMENT OF ACUTE CELLULAR INJURY
  申请人：University of Pittsburgh - Of the Commonwealth System of Higher Education

  公开号：US20150141488A1

  公开（公告）日：2015-05-21

  A method of treating a cellular injury in a subject comprising administering to a subject in need thereof, a therapeutically effective amount of a compound of formula I: wherein at least one of R 1 -R 8 is a sulfonic acid, a carboxylic acid, a phosphonic acid, a pharmaceutically acceptable salt of a sulfonic acid, a pharmaceutically acceptable salt of a carboxylic acid, a pharmaceutically acceptable salt of a phosphonic acid, a sulfonate ester, a carboxylate acid ester, or a phosphonate ester; and the remaining R 1 -R 8 are each independently selected from hydrogen, halo, hydroxyl, nitro, nitroso, amino, substituted amino, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, alkoxy, substituted alkoy, alkenyloxy, substituted alkenyloxy, alkynyloxy, substituted alkynyloxy, cycloalkyl, substituted cycloalkyl, cycloalkenyl, substituted cycloalkenyl, cycloalkynyl, substituted cycloalkynyl, cycloalkyloxy, substituted cycloalkyloxy, heterocyclyl, substituted heterocyclyl, heterocyclyloxy, substituted heterocyclyloxy, heterocyclylthio, substituted heterocyclylthio, cyano, acyl, acylamino, acyloxy, aminocarbonyl, aminocarbonylamino, aminothiocarbonylamino, aminocarbonyloxy, aminosulfonyl, sulfonylamino, aryl, substituted aryl, aryloxy, substituted aryloxy, arylthio, substituted arylthio, alkylthio, substituted alkylthio, cycloalkylthio, substituted cycloalkylthio, cycloalkenylthio, substituted cycloalkenylthio, thiol, heteroaryl, substituted heteroaryl, heteroaryloxy, substituted heteroaryloxy, heteroarylthio, substituted heteroarylthio, sulfonyl, or sulfonyloxy.