4-[4-三氟甲基苯基]噻唑 | 939805-20-6

• 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-[4-三氟甲基苯基]噻唑
• 英文名称: 4-(4-trifluorophenyl)thiazole
• 英文别名: 4-(4-(Trifluoromethyl)phenyl)thiazole；4-[4-(trifluoromethyl)phenyl]-1,3-thiazole
• CAS: 939805-20-6
• 化学式: C₁₀H₆F₃NS
• 分子量: 229.226
• InChiKey: ZGZFWOKKKQLBAO-UHFFFAOYSA-N

物化性质

• 沸点：
  282.0±35.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-甲硫基噻唑 、 4-[4-三氟甲基苯基]噻唑 在 三(三苯基膦)羰基氢化铑 、 1,3-双(二环己基磷)丙烷 作用下， 以 邻二氯苯 为溶剂， 反应 3.0h， 以44%的产率得到2-methylthio-4-(4-trisfluoromethyphenyl)thiazole
  参考文献：
  名称：

  Rhodium-Catalyzed 2-Methylthiolation Reaction of Thiazoles/Oxazoles Using 2-(Methylthio)thiazole

  摘要：

  RhH(PPh3)(4) and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.

  DOI：

  10.3987/com-14-s(k)59
• 作为产物：
  描述：

  2-溴-4'-(三氟甲基)苯乙酮 在 盐酸 、 水 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 生成 4-[4-三氟甲基苯基]噻唑
  参考文献：
  名称：

  Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors

  摘要：

  A series of novel 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides were investigated as dipeptidyl peptidase IV (DPP-4) inhibitors. Introduction of a 4-phenylthiazol-2-yl group showed highly potent DPP-4 inhibitory activity. Among various derivatives, (3R)-3-amino-N-(4-(4-phenylthiazol-2-yl)-tetrahydro-2H-thiopyran-4-yl)-4-(2,4,5-trifluorophenyl)butanamide 1,1-dioxide (30) reduced blood glucose excursion in an oral glucose tolerance test by oral administration. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.099

文献信息

• Flow Hydrodediazoniation of Aromatic Heterocycles
  作者：Liesa Röder、Alexander J. Nicholls、Ian R. Baxendale

  DOI：10.3390/molecules24101996

  日期：——

  Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was utilized and the process optimised to overcome the problematically-unstable intermediates that have restricted yields in previous studies relying

  连续流动加工用于用氢化物快速取代芳族氨基。该方法应用于一系列芳香杂环，证实了该过程的广泛范围和取代基耐受性。使用流动设备并优化工艺以克服在先前依赖批处理程序的研究中限制产率的有问题的不稳定中间体。研究了各种常见的有机溶剂作为潜在的氢化物来源。该方法允许使用纯有机可溶系统以良好的产率对关键结构（例如氨基吡唑和氨基吡啶）进行脱氨基。
• Rhodium-Catalyzed 2-Methylthiolation Reaction of Thiazoles/Oxazoles Using 2-(Methylthio)thiazole
  作者：Mieko Arisawa、Masahiko Yamaguchi、Yuri Nihei

  DOI：10.3987/com-14-s(k)59

  日期：——

  RhH(PPh3)(4) and 1,3-bis(dicyclohexyl)phosphinopropane (dcypp) catalyze the 2-methylthiolation of oxazoles and thiazoles using 2-(methylthio)thiazole as a thiolating reagent. The methylthio transfer reaction is under equilibrium, and various 2-methylthiolated thiazoles and oxazoles were obtained in moderate to good yields by removing thiazole under refluxing o-dichlorobenzene.
• Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors
  作者：Aiko Nitta、Hideaki Fujii、Satoshi Sakami、Mikiya Satoh、Junko Nakaki、Shiho Satoh、Hiroki Kumagai、Hideki Kawai

  DOI：10.1016/j.bmcl.2012.09.099

  日期：2012.12

  A series of novel 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides were investigated as dipeptidyl peptidase IV (DPP-4) inhibitors. Introduction of a 4-phenylthiazol-2-yl group showed highly potent DPP-4 inhibitory activity. Among various derivatives, (3R)-3-amino-N-(4-(4-phenylthiazol-2-yl)-tetrahydro-2H-thiopyran-4-yl)-4-(2,4,5-trifluorophenyl)butanamide 1,1-dioxide (30) reduced blood glucose excursion in an oral glucose tolerance test by oral administration. (C) 2012 Elsevier Ltd. All rights reserved.