1-trifluoromethyl-cyclopropanecarbothioic acid amide | 871913-36-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: 1-trifluoromethyl-cyclopropanecarbothioic acid amide
• 英文别名: 1-(Trifluoromethyl)cyclopropane-1-carbothioamide；1-(trifluoromethyl)cyclopropane-1-carbothioamide
• CAS: 871913-36-9
• 化学式: C₅H₆F₃NS
• 分子量: 169.171
• InChiKey: YEYHVMNQCZOSQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-trifluoromethyl-cyclopropanecarbothioic acid amide 在 盐酸 、 溴 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 93.0h， 生成 (S)-pyrrolidine-1,2-dicarboxylic acid 2-amide 1-{[4'-methyl-2-(1-trifluoromethyl-cyclopropyl)-[4,5']bithiazolyl-2'-yl]-amide}
  参考文献：
  名称：

  Identification and optimisation of a 4′,5-bisthiazole series of selective phosphatidylinositol-3 kinase alpha inhibitors

  摘要：

  Exploring the affinity-pocket binding moiety of a 2-aminothiazole (S)-proline-amide-urea series of selective PI3K alpha inhibitors using a parallel-synthesis approach led to the identification of a novel 4',5-bisthiazole sub-series. The synthesis and optimisation of both the affinity pocket and (S)-proline amide moieties within this 4',5-bisthiazole sub-series are described. From this work a number of analogues, including 14 (A66) and 24, were identified as potent and selective PI3K alpha inhibitor in vitro tool compounds. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.078

文献信息

• Substituted 2-Carboxamide Cycloamino Ureas
  申请人：Fairhurst Robin Alec

  公开号：US20110003818A1

  公开（公告）日：2011-01-06

  The present invention relates to compounds of formula I and salts thereof, wherein the substituents are as defined in the description, to compositions and use of the compounds in the treatment of diseases ameliorated by inhibition of phosphatidylinositol 3-kinase.

  本发明涉及公式I的化合物及其盐，其中取代基如描述中所定义，以及这些化合物在治疗通过抑制磷脂酰肌醇3-激酶改善的疾病中的应用。
• Application of the thioimidate cyclopropane rearrangement to heterocyclic synthesis. Preparation of diaryl pyrrolines
  作者：Ronald K. Chang、Robert M. DiPardo、Scott D. Kuduk

  DOI：10.1016/j.tetlet.2005.10.009

  日期：2005.12

  Substituent effects on the thioimidate cyclopropane rearrangement and factors affecting regioselectivity are reported. Palladium-mediated coupling of the pyrrolothiomethylimidate rearrangement products with Grignard reagents provides diaryl pyrrolines in good yields.

  报道了取代基对硫代亚氨酸酯环丙烷重排的影响以及影响区域选择性的因素。钯介导的吡咯硫代甲基亚氨酸酯重排产物与格利雅试剂的偶联提供了高收率的二芳基吡咯啉。
• Substituted 2-carboxamide cycloamino ureas
  申请人：Novartis AG

  公开号：US08293753B2

  公开（公告）日：2012-10-23

  The present invention relates to compounds of formula I and salts thereof, wherein the substituents are as defined in the description, to compositions and use of the compounds in the treatment of diseases ameliorated by inhibition of phosphatidylinositol 3-kinase.

  本发明涉及公式I及其盐的化合物，其中取代基如描述中所定义，以及所述化合物在治疗通过抑制磷脂酰肌醇3-激酶改善的疾病中的组成和用途。