1-(4-nitrophenyl)-3-methylbutan-1-one | 866584-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-nitrophenyl)-3-methylbutan-1-one
• 英文别名: 3-Methyl-1-(4-nitrophenyl)butan-1-one；3-methyl-1-(4-nitrophenyl)butan-1-one
• CAS: 866584-84-1
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: PKIHBNJZQHOZOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  311.8±15.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-nitrophenyl)-3-methylbutan-1-one 在 ammonium acetate 、 sulfur 、 溶剂黄146 、 二乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 19.5h， 生成 2-Amino-5-isopropyl-4-(4-nitro-phenyl)-thiophene-3-carbonitrile
  参考文献：
  名称：

  Thienopyrimidine Ureas as Novel and Potent Multitargeted Receptor Tyrosine Kinase Inhibitors

  摘要：

  A series of novel thienopyrimidine-based receptor tyrosine kinase inhibitors has been discovered. Investigation of structure-activity relationships at the 5- and 6-positions of the thienopyrimidine nucleus led to a series of N,N '-diaryl ureas that potently inhibit all of the vascular endothelial growth factor (VEGF) and platelet-derived growth factor (PDGF) receptor tyrosine kinases. A kinase insert domain-containing receptor (KDR) homology model suggests that these compounds bind to the "inactive conformation" of the enzyme with the urea portion extending into the back hydrophobic pocket adjacent to the adenosine 5 '-triphosphate (ATP) binding site. A number of compounds have been identified as displaying excellent in vivo potency. In particular, compounds 28 and 76 possess favorable pharmacokinetic (PK) profiles and demonstrate potent antitumor efficacy against the HT1080 human fibrosarcoma xenograft tumor growth model (tumor growth inhibition (TGI) = 75% at 25 mg/kg-day, per os (po)).

  DOI：

  10.1021/jm050458h
• 作为产物：
  描述：

  (R,E)-2-methyl-N-((4-nitrophenyl)methylidene)propane 在 iron(II) acetylacetonate 、 二甲基乙氧基硅烷 作用下， 以 水 、 甘油 为溶剂， 反应 24.0h， 以87%的产率得到1-(4-nitrophenyl)-3-methylbutan-1-one
  参考文献：
  名称：

  一种铁催化氧化烯合成酮的方法

  摘要：

  本发明公开了一种铁催化氧化烯合成酮的方法，属于催化合成技术和精细化学品合成领域。本发明的具体方法是在氢硅烷的促进作用下，以空气或氧气为氧化剂，铁催化氧化烯合成酮类化合物。本发明方法具有催化剂来源广泛、廉价和环保的优势；氧化剂来源广泛、廉价和不产生废物；反应条件温和、选择性高和产率高；底物来源广泛且稳定；底物官能团相容性好且底物的适用范围广；复杂烯分子能很好的转化成酮。在优化的反应条件之下，目标产品分离收率高达98%。

  公开号：

  CN106748690B

文献信息

• Thienopyrimidine Ureas as Novel and Potent Multitargeted Receptor Tyrosine Kinase Inhibitors
  作者：Yujia Dai、Yan Guo、Robin R. Frey、Zhiqin Ji、Michael L. Curtin、Asma A. Ahmed、Daniel H. Albert、Lee Arnold、Shannon S. Arries、Teresa Barlozzari、Joy L. Bauch、Jennifer J. Bouska、Peter F. Bousquet、George A. Cunha、Keith B. Glaser、Jun Guo、Junling Li、Patrick A. Marcotte、Kennan C. Marsh、Maria D. Moskey、Lori J. Pease、Kent D. Stewart、Vincent S. Stoll、Paul Tapang、Neil Wishart、Steven K. Davidsen、Michael R. Michaelides

  DOI：10.1021/jm050458h

  日期：2005.9.1

  A series of novel thienopyrimidine-based receptor tyrosine kinase inhibitors has been discovered. Investigation of structure-activity relationships at the 5- and 6-positions of the thienopyrimidine nucleus led to a series of N,N '-diaryl ureas that potently inhibit all of the vascular endothelial growth factor (VEGF) and platelet-derived growth factor (PDGF) receptor tyrosine kinases. A kinase insert domain-containing receptor (KDR) homology model suggests that these compounds bind to the "inactive conformation" of the enzyme with the urea portion extending into the back hydrophobic pocket adjacent to the adenosine 5 '-triphosphate (ATP) binding site. A number of compounds have been identified as displaying excellent in vivo potency. In particular, compounds 28 and 76 possess favorable pharmacokinetic (PK) profiles and demonstrate potent antitumor efficacy against the HT1080 human fibrosarcoma xenograft tumor growth model (tumor growth inhibition (TGI) = 75% at 25 mg/kg-day, per os (po)).
• 一种铁催化氧化烯合成酮的方法
  申请人：南京师范大学

  公开号：CN106748690B

  公开（公告）日：2020-06-12

  本发明公开了一种铁催化氧化烯合成酮的方法，属于催化合成技术和精细化学品合成领域。本发明的具体方法是在氢硅烷的促进作用下，以空气或氧气为氧化剂，铁催化氧化烯合成酮类化合物。本发明方法具有催化剂来源广泛、廉价和环保的优势；氧化剂来源广泛、廉价和不产生废物；反应条件温和、选择性高和产率高；底物来源广泛且稳定；底物官能团相容性好且底物的适用范围广；复杂烯分子能很好的转化成酮。在优化的反应条件之下，目标产品分离收率高达98%。