cinnamic acid N-methylpiperazide

• 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: cinnamic acid N-methylpiperazide
• 英文别名: 1-(4-Methyl-piperazin-1-yl)-3-phenyl-propenone；(E)-1-(4-methylpiperazin-1-yl)-3-phenylprop-2-en-1-one
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: BEHSQTIJJCSBBW-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cinnamic acid N-methylpiperazide 在 三氟甲磺酸 作用下， 反应 6.0h， 生成 3-苯基-1-茚酮
  参考文献：
  名称：

  Dicationic Intermediates Involving Protonated Amides:  Dual Modes of Reactivity Including the Acylation of Arenes

  摘要：

  In the Bronsted superacid CF3SO3H (triflic acid), amides are able to form reactive, dicationic electrophiles. It is shown that these dicationic intermediates participate in two distinctly different types of electrophilic reactions. The protonated amide increases the reactivity of an adjacent electrophilic group, and the protonated amide group itself shows enhanced reactivity arising from an adjacent cationic charge. In the latter case, several types of amides are even capable of reacting with benzene by Friedel-Crafts acylation.

  DOI：

  10.1021/ol049512z
• 作为产物：
  描述：

  N-甲基哌嗪 、 3-苯基-2-丙烯酰氯 生成 cinnamic acid N-methylpiperazide
  参考文献：
  名称：

  Dicationic Intermediates Involving Protonated Amides:  Dual Modes of Reactivity Including the Acylation of Arenes

  摘要：

  In the Bronsted superacid CF3SO3H (triflic acid), amides are able to form reactive, dicationic electrophiles. It is shown that these dicationic intermediates participate in two distinctly different types of electrophilic reactions. The protonated amide increases the reactivity of an adjacent electrophilic group, and the protonated amide group itself shows enhanced reactivity arising from an adjacent cationic charge. In the latter case, several types of amides are even capable of reacting with benzene by Friedel-Crafts acylation.

  DOI：

  10.1021/ol049512z

文献信息

• Preparation of Esters and Amides from Carboxylic Acids by Activation with Dialkyl Phosphite-Carbon Tetrachloride Mixture
  作者：Zsuzsa M. Jászay、Imre Petneházy、László Tőoke

  DOI：10.1080/00397919808004849

  日期：1998.8

  Abstract A simple one pot phase transfer catalytic method is described for the synthesis of carboxylic amides and esters from carboxylic acids and amines or alcohols, respectively. For the activation of the carboxylic acids “in situ” generated phosphoric acid diester chlorides were applied.

  摘要 描述了一种简单的一锅相转移催化方法，用于分别由羧酸和胺或醇合成羧酸酰胺和酯。为了活化羧酸“原位”生成的磷酸二酯氯化物被应用。
• 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。
• Biava; Fioravanti; Porretta, Medicinal Chemistry Research, 1998, vol. 8, # 9, p. 523 - 541
  作者：Biava、Fioravanti、Porretta、Sleiter、Ettorre、Deidda、Lampis、Pompei

  DOI：——

  日期：——
• 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：——
• US7183276B2
  申请人：——

  公开号：US7183276B2

  公开（公告）日：2007-02-27