1-(4-硝基苯基)硫烷基-3-(三氟甲基)苯 | 61405-53-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 1-(4-硝基苯基)硫烷基-3-(三氟甲基)苯
• 英文名称: 1-[(4-nitrophenyl)sulfanyl]-3-(trifluoromethyl)benzene
• 英文别名: (3-trifluoromethylphenyl)-(4-nitro-phenyl)-sulfide；4-nitrophenyl-3-(trifluoromethyl)phenylsulfane；4-nitro-3'-(trifluoromethyl)diphenyl sulfide；1-(4-nitrophenyl)sulfanyl-3-(trifluoromethyl)benzene
• CAS: 61405-53-6
• 化学式: C₁₃H₈F₃NO₂S
• 分子量: 299.273
• InChiKey: HYWHMWOLHGMXLY-UHFFFAOYSA-N

物化性质

• 沸点：
  401.1±45.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(4-硝基苯基)硫烷基-3-(三氟甲基)苯 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以1.1 g的产率得到1-(4-nitrophenylsulfonyl)-3-(trifluoromethyl)benzene
  参考文献：
  名称：

  [EN] CYCLOPROPYL AMIDE DERIVATIVES
  [FR] DÉRIVÉS D'AMIDE CYCLOPROPYLE

  摘要：

  本发明涉及某些环丙基酰胺化合物，包括这些化合物的药物组合物，以及使用这些化合物和药物组合物治疗白血病和实体肿瘤、炎症性疾病、骨质疏松症、动脉粥样硬化、肠易激综合征和其他疾病和医疗状况的方法。本发明还涉及某些环丙基酰胺化合物用于抑制烟酰胺磷酸核糖转移酶（"NAMPT"）。

  公开号：

  WO2014074715A1
• 作为产物：
  描述：

  4-硝基苯硫醇 在 CuMeSal 三乙胺 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 反应 16.0h， 生成 1-(4-硝基苯基)硫烷基-3-(三氟甲基)苯
  参考文献：
  名称：

  A Mild, Nonbasic Synthesis of Thioethers. The Copper-Catalyzed Coupling of Boronic Acids with N-Thio(alkyl, aryl, heteroaryl)imides

  摘要：

  graphicA new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thloimides in the presence of catalytic quantities of a Cu(l) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degreesC, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.

  DOI：

  10.1021/ol026948a

文献信息

• Fragment-Based Identification of Amides Derived from <i>trans</i>-2-(Pyridin-3-yl)cyclopropanecarboxylic Acid as Potent Inhibitors of Human Nicotinamide Phosphoribosyltransferase (NAMPT)
  作者：Anthony M. Giannetti、Xiaozhang Zheng、Nicholas J. Skelton、Weiru Wang、Brandon J. Bravo、Kenneth W. Bair、Timm Baumeister、Eric Cheng、Lisa Crocker、Yezhen Feng、Janet Gunzner-Toste、Yen-Ching Ho、Rongbao Hua、Bianca M. Liederer、Yongbo Liu、Xiaolei Ma、Thomas O’Brien、Jason Oeh、Deepak Sampath、Youming Shen、Chengcheng Wang、Leslie Wang、Hongxing Wu、Yang Xiao、Po-wai Yuen、Mark Zak、Guiling Zhao、Qiang Zhao、Peter S. Dragovich

  DOI：10.1021/jm4015108

  日期：2014.2.13

  Potent, trans-2-(pyridin-3-yl)cyclopropane-carboxamide-containing inhibitors of the human nicotinamide phosphoribosyltransferase (NAMPT) enzyme were identified using fragment-based screening and structure-based design techniques. Multiple crystal structures were obtained of initial fragment leads, and this structural information was utilized to improve the biochemical and cell-based potency of the associated molecules. Many of the optimized compounds exhibited nanomolar antiproliferative activities against human tumor lines in in vitro cell culture experiments. In a key example, a fragment lead (13, K-D = 51 mu M) was elaborated into a potent NAMPT inhibitor (39, NAMPT IC50 = 0.0051 mu M, A2780 cell culture IC50 = 0.000 49 mu M) which demonstrated encouraging in vivo efficacy in an HT-1080 mouse xenograft tumor model.
• US4124370A
  申请人：——

  公开号：US4124370A

  公开（公告）日：1978-11-07
• A Mild, Nonbasic Synthesis of Thioethers. The Copper-Catalyzed Coupling of Boronic Acids with <i>N</i>-Thio(alkyl, aryl, heteroaryl)imides
  作者：Cecile Savarin、Jiri Srogl、Lanny S. Liebeskind

  DOI：10.1021/ol026948a

  日期：2002.11.1

  graphicA new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thloimides in the presence of catalytic quantities of a Cu(l) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degreesC, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.
• [EN] CYCLOPROPYL AMIDE DERIVATIVES<br/>[FR] DÉRIVÉS D'AMIDE CYCLOPROPYLE
  申请人：GENENTECH INC

  公开号：WO2014074715A1

  公开（公告）日：2014-05-15

  The present invention relates to certain cyclopropyl amide compounds, pharmaceutical compositions comprising such compounds, and methods of treating cancer, including leukemias and solid tumors, inflammatory diseases, osteoporosis, atherosclerosis, irritable bowel syndrome, and other diseases and medical conditions, with such compounds and pharmaceutical compositions. The present invention also relates to certain cyclopropyl amide compounds for use in inhibiting nicotinamide phosphoribosyltransferase ("NAMPT").

  本发明涉及某些环丙基酰胺化合物，包括这些化合物的药物组合物，以及使用这些化合物和药物组合物治疗白血病和实体肿瘤、炎症性疾病、骨质疏松症、动脉粥样硬化、肠易激综合征和其他疾病和医疗状况的方法。本发明还涉及某些环丙基酰胺化合物用于抑制烟酰胺磷酸核糖转移酶（"NAMPT"）。