phenyl (4-(trifluoromethyl)phenyl)methanone O-methyl oxime

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyl (4-(trifluoromethyl)phenyl)methanone O-methyl oxime
• 英文别名: Phenyl(4-(trifluoromethyl)phenyl)methanone O-methyl oxime；N-methoxy-1-phenyl-1-[4-(trifluoromethyl)phenyl]methanimine
• 化学式: C₁₅H₁₂F₃NO
• 分子量: 279.262
• InChiKey: NUTOUDJSZFBFLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phenyl (4-(trifluoromethyl)phenyl)methanone O-methyl oxime 在 palladium on activated charcoal 氨 、 氢气 作用下， 以 甲醇 为溶剂， 生成 phenyl(4-(trifluoromethyl)phenyl)methanamine
  参考文献：
  名称：

  α-Methylation at benzylic fragment of N-aryl-N′-benzyl ureas provides TRPV1 antagonists with better pharmacokinetic properties and higher efficacy in inflammatory pain model

  摘要：

  SAR studies for N-aryl-N '-benzyl urea class of TRPV1 antagonists have been extended to cover alpha-benzyl alkylation. Alkylated compounds showed weaker in vitro potencies in blocking capsaicin activation of TRPV1 receptor, but possessed improved pharmacokinetic properties. Further structural manipulations that included replacement of isoquinoline core with indazole and isolation of single enantiomer led to TRPV1 antagonists like (R)-16a with superior pharmacokinetic properties and greater potency in animal model of inflammatory pain. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.105
• 作为产物：
  描述：

  4-三氟甲基-二苯甲醇 在 manganese(IV) oxide 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 295.0h， 生成 phenyl (4-(trifluoromethyl)phenyl)methanone O-methyl oxime
  参考文献：
  名称：

  [EN] TRPM8 ANTAGONISTS AND THEIR USE IN TREATMENTS
  [FR] ANTAGONISTES DE TRPM8 ET LEUR UTILISATION DANS LE CADRE THÉRAPEUTIQUE

  摘要：

  式（I）的化合物可用作TRPM8的拮抗剂。这些化合物在治疗许多TRPM8介导的疾病和症状方面具有用处，并可用于制备用于治疗这些疾病和症状的药物和药物组合物。这些疾病的例子包括但不限于偏头痛和神经病性疼痛。式（I）的化合物具有上述结构，其中变量的定义在此提供。

  公开号：

  WO2012177896A1

文献信息

• Palladium-Catalyzed Cross Coupling Reaction of N-Alkoxyimidoyl Bromides and Its Application to One-Pot Synthesis of N-Arylamines
  作者：Masafumi Ueda、Shoichi Sugita、Naoki Aoi、Aoi Sato、Yuki Ikeda、Yuta Ito、Tetsuya Miyoshi、Takeaki Naito、Okiko Miyata

  DOI：10.1248/cpb.59.1206

  日期：——

  demonstrated using the palladium-catalyzed cross-coupling reaction. The Sonogashira and Suzuki-Miyaura coupling reactions of N-alkoxyimidoyl bromides produced versatile ketoxime ethers in good to excellent yields. A one-pot reaction of the imidoyl bromides with arylboronic acid and allylmagnesium bromide to produce N-arylamines via Suzuki-Miyaura coupling followed by domino reaction involving sequential

  使用钯催化的交叉偶联反应证明了N-烷氧基酰亚胺基卤化物的合成效用。N-烷氧基亚酰胺基溴的Sonogashira和Suzuki-Miyaura偶联反应以良好或优异的收率产生了多种酮肟醚。进行了亚胺基溴化物与芳基硼酸和烯丙基溴化镁的一锅反应，通过Suzuki-Miyaura偶联生成N-芳基胺，然后进行了涉及顺序加成-消除重排-加成反应的多米诺反应。
• TRPM8 ANTAGONISTS AND THEIR USE IN TREATMENTS
  申请人：BROWN James

  公开号：US20130158034A1

  公开（公告）日：2013-06-20

  Compounds of Formula I are useful as antagonists of TRPM8. Such compounds are useful in treating a number of TRPM8 mediated disorders and conditions and may be used to prepare medicaments and pharmaceutical compositions useful for treating such disorders and conditions. Examples of such disorders include, but are not limited to, migraines and neuropathic pain. Compounds of Formula I have the following structure: where the definitions of the variables are provided herein.

  式I的化合物是TRPM8拮抗剂，对于治疗许多TRPM8介导的疾病和症状有用，并可用于制备治疗此类疾病和症状的药物和制剂。此类疾病的例子包括但不限于偏头痛和神经病性疼痛。式I的化合物具有以下结构：其中变量的定义在此提供。
• TRPM8 antagonists and their use in treatments
  申请人：Brown James

  公开号：US08778941B2

  公开（公告）日：2014-07-15

  Compounds of Formula I are useful as antagonists of TRPM8. Such compounds are useful in treating a number of TRPM8 mediated disorders and conditions and may be used to prepare medicaments and pharmaceutical compositions useful for treating such disorders and conditions. Examples of such disorders include, but are not limited to, migraines and neuropathic pain. Compounds of Formula I have the following structure: where the definitions of the variables are provided herein.

  公式I的化合物可用作TRPM8的拮抗剂。这些化合物可用于治疗多种TRPM8介导的疾病和病症，并可用于制备用于治疗此类疾病和病症的药物和制剂。此类疾病的示例包括但不限于偏头痛和神经病性疼痛。公式I的化合物具有以下结构：其中变量的定义在此提供。