(E)-3-phenyl-1-4-[(E)-3-phenyl-2-propenoyl]piperazino-2-propen-1-one | 20087-96-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-phenyl-1-4-[(E)-3-phenyl-2-propenoyl]piperazino-2-propen-1-one
• 英文别名: 1,4-bis-(3-phenyl-acryloyl)-piperazine；1,4-di-trans-cinnamoyl-piperazine；1,4-Di-trans-cinnamoyl-piperazin；N¹,N⁴-Di-cinnamoyl-piperazin；N,N'-Dicinnamoyl-piperazin；1,4-Dicinnamoylpiperazin；(E)-3-phenyl-1-[4-[(E)-3-phenylprop-2-enoyl]piperazin-1-yl]prop-2-en-1-one
• CAS: 20087-96-1；70238-71-0
• 化学式: C₂₂H₂₂N₂O₂
• 分子量: 346.429
• InChiKey: OQJXEYFQINJMMS-PHEQNACWSA-N

物化性质

• 熔点：
  270-271 °C
• 沸点：
  621.3±55.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  肉桂酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-3-phenyl-1-4-[(E)-3-phenyl-2-propenoyl]piperazino-2-propen-1-one
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activity of cinnamide derivatives: A molecular hybridization approach

  摘要：

  A series of cinnamide derivatives was designed as potential antimycobacterial agents using molecular hybridization approach. The diamine moiety, a key feature of ethambutol and its other analogs, and certain structural features of cerulenin and cinnamic acid were hybridized to obtain cinnamide derivatives. The minimum inhibitory concentration (MIC) of all synthesized compounds was determined against M. tuberculosis H37Rv using Resazurin Microtitre plate Assay (REMA) method. The synthesized molecules showed good to moderate activity with MIC in the range of 5-150 mu M and good safety profile. Additionally, the most potent compound 1a, having MIC 5.1 mu M exhibited synergy with rifampicin. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.022

文献信息

• Synthesis of Cinnamide Dimers as Potential Antibacterial and Antifungal Agents
  作者：Ahmed Kamal、G. Ramakrishna、P. Raju、A. V. Subba Rao、Joveeta Joseph、B. Siddhardha、U. S.N. Murty

  DOI：10.2174/157018011797655205

  日期：2011.12.1

  A series of new cinnamide dimers was synthesized (5a-6a) and evaluated for their antimicrobial and antifungal activity. All the compounds investigated have shown significant antimicrobial activity against gram-positive and gram-negative bacterial strains, as well as few fungal strains. The compounds having withdrawing group exhibited significant biological activity than their precursors. Moreover all

  合成了一系列新的肉桂酰胺二聚体（5a-6a），并评估了它们的抗微生物和抗真菌活性。所有研究的化合物均显示出对革兰氏阳性和革兰氏阴性细菌菌株以及极少数真菌菌株的显着抗菌活性。具有吸气基团的化合物比其前体具有显着的生物学活性。而且，所有含有吸电子取代基的化合物均与标准品相比具有良好的抗菌活性。
• EBI2 MODULATORS
  申请人：SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE

  公开号：US20160214951A1

  公开（公告）日：2016-07-28

  Provided herein are small molecule Epstein-Barr virus-induced G-protein coupled receptor 2 (EBI2) modulator compounds, compositions comprising the compounds, and methods of using the compounds and compositions comprising the compounds. EBI2 is a therapeutic target for the treatment of a variety of diseases or conditions. In some embodiments, EBI2 is a therapeutic target for the treatment of diseases or conditions such as, but not limited to, autoimmune diseases or conditions, cancer, and cardiovascular disease.

  本文提供了小分子埃普斯坦-巴尔病毒诱导的G蛋白偶联受体2（EBI2）调节剂化合物，包括这些化合物的组合物，以及使用这些化合物和组合物的方法。EBI2是治疗多种疾病或病症的治疗靶点。在某些实施例中，EBI2是治疗自身免疫性疾病或病症、癌症和心血管疾病等疾病或病症的治疗靶点。
• The Analgesic Activity of N,N-Dialkyl Amides¹
  作者：Domenick Papa、Erwin Schwenk、Frank Villani、Erwin Klingsberg

  DOI：10.1021/ja01165a016

  日期：1950.9
• ZIKOLOVA CB.; NINOV K., D1-TR. N.-I XIM. FARM. IN-T, 1974, 9, 125-134
  作者：ZIKOLOVA CB.、 NINOV K.

  DOI：——

  日期：——
• US9776979B2
  申请人：——

  公开号：US9776979B2

  公开（公告）日：2017-10-03