N-(2-Isopropyl-4-phenylthiazole-5-yl)-2,2,2-trifluoroacetamide | 884860-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-Isopropyl-4-phenylthiazole-5-yl)-2,2,2-trifluoroacetamide
• 英文别名: 2,2,2-trifluoro-N-(4-phenyl-2-propan-2-yl-1,3-thiazol-5-yl)acetamide
• CAS: 884860-73-5
• 化学式: C₁₄H₁₃F₃N₂OS
• 分子量: 314.331
• InChiKey: PEBQGSYHSDAEAG-UHFFFAOYSA-N

物化性质

• 沸点：
  377.4±42.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2-Isopropyl-4-phenylthiazole-5-yl)-2,2,2-trifluoroacetamide 在 sodium hydroxide 作用下， 反应 72.0h， 以30%的产率得到4-Phenyl-2-propan-2-yl-1,3-thiazol-5-amine
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004
• 作为产物：
  描述：

  左旋苯甘氨酸酰胺 在 N-乙基吗啉 、 吡啶 、 2,4-双(4-苯氧苯基)-1,3-二硫杂-2,4-二磷杂环丁烷-2,4-二硫化物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 N-(2-Isopropyl-4-phenylthiazole-5-yl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis of 5-aminothiazoles as building blocks for library synthesis

  摘要：

  A convenient route to 4-phenyl-5-aminothiazoles is described, which offers control over Substitution at the 2-position. 2-N-Acylglycinamides were dithionated and a subsequent TFAA-mediated cyclisation step was followed by removal of the 5-N-trifluoroacetyl group providing the free amines. Though applicable generally the method was found to be most effective when introducing aromatic substituents at the 2-position, whereupon moderate overall yields of the 5-amino compounds were obtained. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.02.004

文献信息

• [EN] THIAZOLE AND OXAZOLE DERIVATIVES FOR USE IN THE TREATMENT OF PRION DISEASES, CANCER AND CONDITIONS OF THE CENTRAL NERVOUS SYSTEM AS WELL AS IN THE REGULATION OF STEM CELLS<br/>[FR] DÉRIVÉS DE THIAZOLE ET D'OXAZOLE S'UTILISANT DANS LE TRAITEMENT DE MALADIES À PRIONS, DU CANCER ET DE TROUBLES DU SYSTÈME NERVEUX CENTRAL, ET DANS LA RÉGULATION DE CELLULES SOUCHES
  申请人：UNIV SHEFFIELD

  公开号：WO2008090382A1

  公开（公告）日：2008-07-31

  [EN] Compounds of the formula (I) are provided: Fomula (I) wherein X, Y, R1, R2 and R3 are as defined in the specification. The compounds may be useful in the treatment of various diseases and conditions, in particular prion diseases.
  [FR] L'invention concerne des composés représentés par la formule (I), dans laquelle X, Y, R1, R2 et R3 sont tels que définis dans la description. Ces composés peuvent être utiles dans le traitement de diverses maladies et affections, en particulier les maladies à prions.