(E)-3-(3-bromo-4-methoxyphenyl)-1-phenyl-2-propen-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(3-bromo-4-methoxyphenyl)-1-phenyl-2-propen-1-one
• 英文别名: 3-bromo-4-methoxy-chalcone；3-Brom-4-methoxy-chalkon；3-(3-Bromo-4-methoxyphenyl)-1-phenylprop-2-en-1-one；(E)-3-(3-bromo-4-methoxyphenyl)-1-phenylprop-2-en-1-one
• 化学式: C₁₆H₁₃BrO₂
• 分子量: 317.182
• InChiKey: IRUUFCAZUACITC-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硝基乙酸乙酯 、 (E)-3-(3-bromo-4-methoxyphenyl)-1-phenyl-2-propen-1-one 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以81%的产率得到4-(3-bromo-4-methoxyphenyl)-6-phenylpyridin-2(1H)-one
  参考文献：
  名称：

  Divergent synthesis of 4,6-diarylated pyridin-2(1H)-ones from chalcones: novel access to 2,4,6-triaryl pyridines

  摘要：

  一种广泛的4,6-二芳基-2（1H）-酮衍生物从查尔酮中一锅法合成，收率极高。此外，设计的4,6-二芳基吡啶-2（1H）-酮衍生物已成功用于合成2,4,6-三芳基吡啶。

  DOI：

  10.1039/c5ob00545k
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 四氯化碳 、 sodium hydroxide 、 溴 、 碘 作用下， 生成 (E)-3-(3-bromo-4-methoxyphenyl)-1-phenyl-2-propen-1-one
  参考文献：
  名称：

  Kohler, Conant, Journal of the American Chemical Society, 1917, vol. 39, p. 1711

  摘要：

  DOI：

文献信息

• Total synthesis, antiprotozoal and cytotoxicity activities of rhuschalcone VI and analogs
  作者：Shetonde O. Mihigo、Wendimagegn Mammo、Merhatibeb Bezabih、Kerstin Andrae-Marobela、Berhanu M. Abegaz

  DOI：10.1016/j.bmc.2010.02.055

  日期：2010.4

  The total synthesis of a potent antiplasmodial natural bichalcone, rhuschalcone VI, is described starting from simple and available resorcinol and 4-hydroxybenzaldehyde. Key steps include the solvent-free Aldol syntheses of chalcones, and the successful application of the Suzuki–Miyaura coupling reaction in the synthesis of bichalcones. The present work constitutes a general method for the rapid syntheses

  从简单易得的间苯二酚和4-羟基苯甲醛开始，描述了一种有效的抗疟原虫天然联苯并噻唑酮（Ruschalcone VI）的总合成。关键步骤包括查耳酮的无溶剂Aldol合成，以及Suzuki-Miyaura偶联反应在二苯并con的合成中的成功应用。本工作构成了快速合成与杜鹃花酮VI有关的许多比沙可酮的通用方法。一些比沙可康对初生Bodo caudatus表现出中等的抗原生动物活性，这是抗锥虫活性的初步筛选系统，其中大多数几乎没有或没有细胞毒性。
• Small-molecule modulators of hepatocyte growth factor / scatter factor activities
  申请人：——

  公开号：US20030045559A1

  公开（公告）日：2003-03-06

  The invention is directed to small organic molecules having the ability to mimic or agonize hepatocyte growth factor/scatter factor (HGF/SF) activity, or inhibit or antagonize HGF/SF activity, the former useful for promoting, for example, vascularization of tissues or organs for promoting wound or tissue healing, or augmenting or restoring blood flow to ischemic tissues such as the heart following myocardial infarction. Inhibition of cellular growth or proliferation is beneficial in the treatment, for example, of inflammatory diseases such as inflammatory joint and skin diseases, and dysproliferative diseases such as cancer.

  该发明涉及具有模拟或激活肝细胞生长因子/散发因子（HGF/SF）活性的小有机分子，或抑制或拮抗HGF/SF活性的能力，前者可用于促进组织或器官的血管化，促进伤口或组织愈合，或增强或恢复缺血组织（例如心肌梗死后的心脏）的血流。细胞生长或增殖的抑制对于治疗炎症性疾病（如炎性关节和皮肤疾病）和增殖异常性疾病（如癌症）是有益的。
• Small-molecule modulators of hepatocyte growth factor/scatter factor activities
  申请人：Pillarisetti Sivaram

  公开号：US20050096372A1

  公开（公告）日：2005-05-05

  The invention is directed to small organic molecules having the ability to mimic or agonize hepatocyte growth factor/scatter factor (HGF/SF) activity, or inhibit or antagonize HGF/SF activity, the former useful for promoting, for example, vascularization of tissues or organs for promoting wound or tissue healing, or augmenting or restoring blood flow to ischemic tissues such as the heart following myocardial infarction. Inhibition of cellular growth or proliferation is beneficial in the treatment, for example, of inflammatory diseases such as inflammatory joint and skin diseases, and dysproliferative diseases such as cancer.

  本发明涉及具有模拟或激动肝细胞生长因子/散射因子（HGF/SF）活性，或抑制或拮抗 HGF/SF 活性的有机小分子，前者可用于促进组织或器官的血管化，以促进伤口或组织愈合，或增加或恢复缺血组织（如心肌梗塞后的心脏）的血流量。抑制细胞生长或增殖有利于治疗炎症性疾病（如关节炎和皮肤病）和增殖障碍性疾病（如癌症）等。
• MODULATORS OF CELLULAR PROLIFERATION AND ANGIOGENESIS, METHODS FOR USE AND IDENTIFICATION THEREOF
  申请人：North Shore-Long Island Jewish Health System

  公开号：EP1355921A2

  公开（公告）日：2003-10-29
• HEPATOCYTE GROWTH FACTOR PATHWAY ACTIVATORS IN FIBROTIC CONNECTIVE TISSUE DISEASES
  申请人：Paka Latha

  公开号：US20100256117A1

  公开（公告）日：2010-10-07

  Methods are provided for treating fibrotic connective tissue diseases such as scleroderma and conditions such as surgically-induced adhesions using compounds that activate the signaling pathways of hepatocyte growth factor.