4-(4-(trifluoromethyl)phenyl)-1H-imidazol-2(3H)-one | 944916-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(trifluoromethyl)phenyl)-1H-imidazol-2(3H)-one
• 英文别名: 4-[4-(Trifluoromethyl)phenyl]-1,3-dihydroimidazol-2-one；4-[4-(trifluoromethyl)phenyl]-1,3-dihydroimidazol-2-one
• CAS: 944916-43-2
• 化学式: C₁₀H₇F₃N₂O
• 分子量: 228.174
• InChiKey: VPRRWYDNLVEIRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 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：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-(trifluoromethyl)phenyl)-1H-imidazol-2(3H)-one 在 三氯氧磷 作用下， 反应 12.0h， 以90%的产率得到2-chloro-5-[4-(trifluoromethyl)phenyl]-1H-imidazole
  参考文献：
  名称：

  Structure–activity relationship (SAR) investigations of substituted imidazole analogs as TRPV1 antagonists

  摘要：

  A novel series of 4,5-biarylimidazoles as TRPV1 antagonists were designed based on the previously reported 4,6-disubstituted benzimidazole series. The analogs were evaluated for their ability to block capsaicin- or acid-induced calcium influx in TRPV1-expressing CHO cells. These studies led to the identification of a highly potent and orally bioavailable TRPV1 antagonist, imidazole 33. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.044
• 作为产物：
  描述：

  potassium cyanate 、 2-氨基-1-(4-三氟甲基苯基)乙醇盐酸盐 以 水 为溶剂， 反应 4.0h， 以85%的产率得到4-(4-(trifluoromethyl)phenyl)-1H-imidazol-2(3H)-one
  参考文献：
  名称：

  Structure–activity relationship (SAR) investigations of substituted imidazole analogs as TRPV1 antagonists

  摘要：

  A novel series of 4,5-biarylimidazoles as TRPV1 antagonists were designed based on the previously reported 4,6-disubstituted benzimidazole series. The analogs were evaluated for their ability to block capsaicin- or acid-induced calcium influx in TRPV1-expressing CHO cells. These studies led to the identification of a highly potent and orally bioavailable TRPV1 antagonist, imidazole 33. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.044

文献信息

• Palladium-Catalyzed Direct Functionalization of Imidazolinone:  Synthesis of Dibromophakellstatin
  作者：Jianming Lu、Xianghui Tan、Chuo Chen

  DOI：10.1021/ja072844p

  日期：2007.6.1

  The direct C-H functionalization of imidazolinone is achieved with Pd(OAc)(2)/NaOAc in DMSO. Dibromophakellstatin can be synthesized in five steps with 40% overall yield using this new C-H activation method.