1-(4-溴联苯-4-基)-3-苯基丙烯酮 | 85098-88-0

• 物质功能分类: 化学农药原药 - 杀虫剂 - 杀鼠剂中间体
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 中文名称: 1-(4-溴联苯-4-基)-3-苯基丙烯酮
• 中文别名: 1-(4'-溴联苯-4-基)-3-苯基-2-丙烯-1-酮；1-(4’-溴联苯-4-基)-3-苯基-2-丙烯-1-酮
• 英文名称: (E)-1-(4'-Bromo-biphenyl-4-yl)-3-phenyl-propenone
• 英文别名: 1-(4'-Bromo(1,1'-biphenyl)-4-yl)-3-phenyl-2-propen-1-one；(E)-1-[4-(4-bromophenyl)phenyl]-3-phenylprop-2-en-1-one
• CAS: 85098-88-0
• 化学式: C₂₁H₁₅BrO
• 分子量: 363.253
• InChiKey: NTCBUXIQMLORSI-GIDUJCDVSA-N

物化性质

• 沸点：
  504 °C
• 密度：
  1.338
• 闪点：
  58 °C

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

制备方法与用途

化学性质
本品为固体，不溶于水。

用途
1-(4-溴联苯-4-基)-3-苯基-2-丙烯-1-酮是杀鼠剂溴敌隆的中间体。

生产方法
其制备方法是将肉桂酸与氯化硫反应生成肉桂酸酰氯，再在无水三氯化铝存在下与4-溴联苯反应生成产品。

反应信息

• 作为反应物：
  描述：

  5,6-Dihydro-4-hydroxy-6-phenyl-6-propyl-2H-pyran-2-one 、 1-(4-溴联苯-4-基)-3-苯基丙烯酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以72%的产率得到3-[3-(4'-Bromo-biphenyl-4-yl)-3-oxo-1-phenyl-propyl]-4-hydroxy-6-phenyl-6-propyl-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  4-羟基香豆素衍生物的合成及其抗肿瘤活性。

  摘要：

  制备了一系列4-羟基香豆素衍生物，并评估了其抗肿瘤活性。关键片段是2a-c，5c，12b，13b，17和18，它们是通过二价环环化，Friedel-Crafts酰化和Reformatsky反应制备的。在全部12种衍生物中，化合物20b显示出最有效的抗肿瘤活性，并且化合物19a和19b显示出与依托泊苷体外抗肿瘤活性相当的功效。

  DOI：

  10.1016/j.bmcl.2004.09.009

文献信息

• AROMATIC HETEROCYCLIC DERIVATIVE, MATERIAL FOR ORGANIC ELECTROLUMINESCENCE ELEMENT, AND ORGANIC ELECTROLUMINESCENCE ELEMENT
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20140073784A1

  公开（公告）日：2014-03-13

  An organic EL device includes an anode, an emitting layer, an electron transporting zone and a cathode in this sequence, in which the electron transporting zone contains an aromatic heterocyclic derivative represented by a formula (1) below. In the formula (1), X 1 to X 3 are a nitrogen atom or CR 1 , and A is represented by a formula (2) below. In the formula (2), L 1 is s single bond or a linking group, and HAr is represented by a formula (3) below. In the formula (3), Y 1 is an oxygen atom, a sulfur atom or the like, and one of X 11 to X 18 is a carbon atom bonded to L 1 by a single bond and the rest of X 11 to X 18 are a nitrogen atom or CR 13 .
• AROMATIC HETEROCYCLIC DERIVATIVE, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENT, AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US20160111655A1

  公开（公告）日：2016-04-21

  An organic EL device includes an anode, an emitting layer, an electron transporting zone and a cathode in this sequence, in which the electron transporting zone contains an aromatic heterocyclic derivative represented by a formula (1) below. In the formula (1), X 1 to X 3 are a nitrogen atom or CR 1 , and A is represented by a formula (2) below. In the formula (2), L 1 is s single bond or a linking group, and HAr is represented by a formula (3) below. In the formula (3), Y 1 is an oxygen atom, a sulfur atom or the like, and one of X 11 to X 18 is a carbon atom bonded to L 1 by a single bond and the rest of X 11 to X 18 are a nitrogen atom or CR 13 .
• US9209406B2
  申请人：——

  公开号：US9209406B2

  公开（公告）日：2015-12-08
• US9893296B2
  申请人：——

  公开号：US9893296B2

  公开（公告）日：2018-02-13
• Synthesis and antitumor activity of 4-hydroxycoumarin derivatives
  作者：Jae-Chul Jung、Ji-Ho Lee、Seikwan Oh、Jae-Gon Lee、Oee-Sook Park

  DOI：10.1016/j.bmcl.2004.09.009

  日期：2004.11

  A series of 4-hydroxycoumarin derivatives was prepared and evaluated for antitumor activity. The key fragments were 2a-c, 5c, 12b, 13b, 17, and 18 which were prepared via dianion ring cyclization, Friedel-Crafts acylation, and Reformatsky reaction. Compound 20b showed the most potent antitumor activity among the total 12 derivatives and compounds 19a and 19b exhibited efficacy comparable to etoposide

  制备了一系列4-羟基香豆素衍生物，并评估了其抗肿瘤活性。关键片段是2a-c，5c，12b，13b，17和18，它们是通过二价环环化，Friedel-Crafts酰化和Reformatsky反应制备的。在全部12种衍生物中，化合物20b显示出最有效的抗肿瘤活性，并且化合物19a和19b显示出与依托泊苷体外抗肿瘤活性相当的功效。