(E)-3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one | 919121-16-7

• 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-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one
• 英文别名: 1-(4-bromophenyl)-3-(3-bromophenyl)-2-propen-1-one
• CAS: 919121-16-7
• 化学式: C₁₅H₁₀Br₂O
• 分子量: 366.052
• InChiKey: ABEOHGNLFATGLX-RUDMXATFSA-N

物化性质

• 沸点：
  450.0±45.0 °C(Predicted)
• 密度：
  1.647±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• 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

反应信息

• 作为反应物：
  描述：

  (E)-3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one 在 盐酸羟胺 、 溴 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(4-cyanophenyl)-5-(3-cyanophenyl)isoxazole
  参考文献：
  名称：

  Synthesis and in Vitro Antiprotozoal Activities of Dicationic 3,5-Diphenylisoxazoles

  摘要：

  3,5-Bis(4-amidinophenyl)isoxazole (3)an analogue of 2,5-bis(4-amidinophenyl)furan (furamidine) in which the central furan ring is replaced by isoxazoleand 42 novel analogues were prepared by two general synthetic pathways. The 43 isoxazole derivatives were assayed against Trypanosoma brucei rhodesiense (T. brucei rhodesiense) STIB900, Plasmodium falciparum (P. falciparum) K1, and rat myoblast L6 cells (for cytotoxicity) in vitro. Eleven compounds (3, 13, 16-18, 22, 26, 29, 31, 37, and 41) exhibited antitrypanosomal IC50 values less than 10 nM, five of which displayed cytotoxic indices (ratios of cytotoxic IC50 to antiprotozoal IC50 values) at least 10 times higher than that of furamidine. Eighteen compounds (4-8, 12, 14, 18-22, 25, 26, 28, 29, 32, and 43 were more active against P. falciparum than furamidine, with IC50 values less than 15 nM. Fourteen of these compounds had cytotoxic indices ranging between 10 and 120 times higher than that of furamidine, and five analogues exhibited high selectivity for P. falciparum over T. brucei rhodesiense.

  DOI：

  10.1021/jm0612867
• 作为产物：
  描述：

  对溴苯甲醛 、 3'-溴苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 以97%的产率得到(E)-3-(3-bromophenyl)-1-(4-bromophenyl)prop-2-en-1-one
  参考文献：
  名称：

  一种嘧啶类衍生物及其应用

  摘要：

  本发明公开了一种嘧啶类衍生物及其应用，该嘧啶类衍生物具有如下式式(I)所示的结构；其中，所述R1、R2、R3均为选自碳原子数为1‑60的烷基、取代和无取代的芳香杂环基、以及取代和无取代的芳香环基中的任意一种基团。本发明通过对该嘧啶类衍生物关键的化学结构等进行改进，并将该嘧啶类衍生物作为电致发光层材料应用于有机电致发光器件中，与现有技术相比能够有效解决有机电致发光器件中蓝光材料稳定性差、效率低等问题。

  公开号：

  CN108285452B

文献信息

• Covalent Dimers of 1,3-Diphenylisobenzofuran for Singlet Fission: Synthesis and Electrochemistry
  作者：Akin Akdag、Abdul Wahab、Pavel Beran、Lubomír Rulíšek、Paul I. Dron、Jiří Ludvík、Josef Michl

  DOI：10.1021/jo502004r

  日期：2015.1.2

  The synthesis of covalent dimers in which two 1,3-diphenylisobenzofuran units are connected through one phenyl substituent on each is reported. In three of the dimers, the subunits are linked directly, and in three others, they are linked via an alkane chain. A seventh new compound in which two 1,3-diphenylisobenzofuran units share a phenyl substituent is also described. These materials are needed

  报道了其中两个1，3-二苯基异苯并呋喃单元通过一个苯基取代基连接的共价二聚体的合成。在三个二聚体中，亚基直接连接，在其他三个二聚体中，它们通过烷烃链连接。还描述了第七个新化合物，其中两个1，3-二苯基异苯并呋喃单元共享一个苯基取代基。这些材料是研究单重态裂变过程所必需的，这有望提高太阳能电池的效率。对单体，两个先前已知的二聚体和七个新化合物的电化学氧化和还原进行了研究，并将可逆氧化还原电势与从密度泛函理论获得的结果进行了比较。尽管总体协议是令人满意的，但仍记录和讨论了一些差异。
• Synthesis and antiprotozoal activity of dicationic 3,5-diphenylisoxazoles
  申请人：THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1719767A1

  公开（公告）日：2006-11-08

  Novel dicationic 3,5-diphenylisoxazole compounds are described. Synthetic routes to these novel compounds are provided. Several of the compounds displayed in vitro activity versus Trypanosoma brucei brucei and Plasmodium falciparum comparable to that of furamidine. A majority of the novel compounds also were less toxic to VERO cells than furamidine.

  描述了一种新型的双阳离子3,5-二苯基异噁唑化合物。提供了合成这些新型化合物的途径。其中几种化合物在体外显示出对布鲁氏锥虫和疟原虫的活性，与呋胺啶相当。大多数新型化合物对VERO细胞的毒性也比呋胺啶小。
• US7951827B2
  申请人：——

  公开号：US7951827B2

  公开（公告）日：2011-05-31
• 一种嘧啶类衍生物及其应用
  申请人：华中科技大学

  公开号：CN108285452B

  公开（公告）日：2020-05-19

  本发明公开了一种嘧啶类衍生物及其应用，该嘧啶类衍生物具有如下式式(I)所示的结构；其中，所述R1、R2、R3均为选自碳原子数为1‑60的烷基、取代和无取代的芳香杂环基、以及取代和无取代的芳香环基中的任意一种基团。本发明通过对该嘧啶类衍生物关键的化学结构等进行改进，并将该嘧啶类衍生物作为电致发光层材料应用于有机电致发光器件中，与现有技术相比能够有效解决有机电致发光器件中蓝光材料稳定性差、效率低等问题。
• Synthesis and in Vitro Antiprotozoal Activities of Dicationic 3,5-Diphenylisoxazoles
  作者：Donald A. Patrick、Stanislav A. Bakunov、Svetlana M. Bakunova、E. V. K. Suresh Kumar、Richard J. Lombardy、Susan Kilgore Jones、Arlene S. Bridges、Oksana Zhirnov、James Edwin Hall、Tanja Wenzler、Reto Brun、Richard R. Tidwell

  DOI：10.1021/jm0612867

  日期：2007.5.1

  3,5-Bis(4-amidinophenyl)isoxazole (3)an analogue of 2,5-bis(4-amidinophenyl)furan (furamidine) in which the central furan ring is replaced by isoxazoleand 42 novel analogues were prepared by two general synthetic pathways. The 43 isoxazole derivatives were assayed against Trypanosoma brucei rhodesiense (T. brucei rhodesiense) STIB900, Plasmodium falciparum (P. falciparum) K1, and rat myoblast L6 cells (for cytotoxicity) in vitro. Eleven compounds (3, 13, 16-18, 22, 26, 29, 31, 37, and 41) exhibited antitrypanosomal IC50 values less than 10 nM, five of which displayed cytotoxic indices (ratios of cytotoxic IC50 to antiprotozoal IC50 values) at least 10 times higher than that of furamidine. Eighteen compounds (4-8, 12, 14, 18-22, 25, 26, 28, 29, 32, and 43 were more active against P. falciparum than furamidine, with IC50 values less than 15 nM. Fourteen of these compounds had cytotoxic indices ranging between 10 and 120 times higher than that of furamidine, and five analogues exhibited high selectivity for P. falciparum over T. brucei rhodesiense.