N-(2,2-二苯基乙酰基)哌嗪 | 67199-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,2-二苯基乙酰基)哌嗪
• 英文名称: N-(2,2-diphenylacetyl)piperazine
• 英文别名: 1-(diphenylacetyl)piperazine；diphenylacetylpiperazine；T5978509；2,2-diphenyl-1-piperazin-1-yl-ethanone；2,2-Diphenyl-1-(piperazin-1-yl)ethanone；2,2-diphenyl-1-piperazin-1-ylethanone
• CAS: 67199-13-7
• 化学式: C₁₈H₂₀N₂O
• mdl: MFCD03119779
• 分子量: 280.37
• InChiKey: YNQIPBVPYORMPP-UHFFFAOYSA-N

物化性质

• 熔点：
  151-152 °C
• 沸点：
  473.2±45.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.277
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,2-二苯基乙酰基)哌嗪 生成 1-[4-[2-羟基-3-(5-喹啉基氧基)丙基]-1-哌嗪基]-2,2-二苯基乙酮
  参考文献：
  名称：

  Quinoline derivatives

  摘要：

  新颖的杂环化合物，以以下通用公式表示，作为抗癌药物增效剂，对抗癌药物的纳入癌细胞具有增效作用，这些化合物通过例如将由异环化合物与环氧卤水合物反应得到的环氧化合物与胺衍生物反应合成。

  公开号：

  US05112817A1
• 作为产物：
  描述：

  2,2-二苯基乙酸 在 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 N-(2,2-二苯基乙酰基)哌嗪
  参考文献：
  名称：

  (Pyridylcyanomethyl)piperazines as orally active PAF antagonists

  摘要：

  A series of (pyridylcyanomethyl)piperazines was prepared and evaluated for PAF-antagonist activity. Compounds were tested in vitro in a PAF-induced platelet aggregation assay and in vivo in a PAF-induced hypotension test in normotensive rats. Oral activity was ascertained through a PAF-induced mortality test in mice. The main structure-activity trends of the series were established. Activity was mainly found in four skeletons: 1-acyl-4-(3-pyridylcyanomethyl)-piperazine, 1-acyl-4-(4-pyridylcyanomethyl)piperazine, 1-acyl-4-(3-pyridylcyanomethyl)piperidine, and 1-acyl-4-cyano-4-(3-pyridylamino)piperidine. The acyl substituents, diphenylacetyl and 3,3-diphenylpropionyl, provided the most active compounds, and the introduction of an amine or hydroxy group in the 3,3-diphenylpropionyl substituent led to further improvement in oral activity. As a result, three of the most active compounds (100, 114, and 115) have been selected for further pharmacological development.

  DOI：

  10.1021/jm00100a018

文献信息

• Structure−Activity Relationship of Newly Synthesized Quinoline Derivatives for Reversal of Multidrug Resistance in Cancer
  作者：Tsuneji Suzuki、Nobuyuki Fukazawa、Kunio San-nohe、Wakao Sato、Osamu Yano、Takashi Tsuruo

  DOI：10.1021/jm960869l

  日期：1997.6.1

  interactions. Other major structural features which influence the MDR-reversing activities of these compounds are a quinoline nitrogen atom and a basic nitrogen atom in piperazine. Furthermore, in highly active compounds, the distance between the hydrophobic moiety and the basic nitrogen atom (an atom connected to 2-hydroxypropoxyquinoline) must be at least 5 A. Several compounds were found to reverse

  在体外检查了24种新合成的喹啉衍生物对肿瘤细胞多药耐药性（MDR）的影响。在低浓度下，这些化合物增强了[3H]长春新碱在K562 / ADM细胞中的积累，并逆转了肿瘤细胞MDR。结构-活性关系分析的结果表明，在高活性化合物中，疏水部分的两个芳基环偏离同一平面，因此它们能够与P-170糖蛋白（P-gp）的氢键供体相互作用pi-氢-pi相互作用。影响这些化合物的MDR-逆转活性的其他主要结构特征是哌嗪中的喹啉氮原子和碱性氮原子。此外，在高活性化合物中
• Novel compounds useful for the treatment of degenerative & inflammatory diseases
  申请人：Dykes Graeme James

  公开号：US20080242661A1

  公开（公告）日：2008-10-02

  The present invention relates to compounds that are inhibitors of PDE1A, a phosphodiesterase that is involved in the modulation of the degradation of cartilage, joint degeneration and diseases involving such degradation and/or inflammation.

  本发明涉及一种抑制PDE1A的化合物，PDE1A是参与调节软骨降解、关节退化以及涉及此类降解和/或炎症的疾病的磷酸二酯酶。
• Design, Synthesis and Antimalarial Activity of Some New Aminoalcoholpyrrolo[1,2-a]quinoxaline Derivatives
  作者：Jean Guillon、Stéphane Moreau、Luisa Ronga、Louise Basmacyian、Anita Cohen、Sandra Rubio、Guillaume Bentzinger、Solène Savrimoutou、Nadine Azas、Catherine Mullié、Pascal Sonnet

  DOI：10.2174/1570180813666160517164758

  日期：2016.10.3

  Following our search for antimalarial compounds, novel series of piperazinylalcohol pyrrolo[ 1,2-a]quinoxaline derivatives 1-2 were synthesized from 2-nitroaniline or 2-amino-3- nitrophenol and tested for in vitro activity upon the intraerythrocytic stage of W2 and 3D7 Plasmodium falciparum strains. Biological results showed good antimalarial activity with IC50 ranging from 0.3 to 21.1 µM. In attempting

  在我们寻找抗疟化合物之后，从2-硝基苯胺或2-氨基-3-硝基苯酚合成了一系列新的哌嗪基醇吡咯并[1,2-a]喹喔啉衍生物1-2，并在W2的红细胞生成阶段对其体外活性进行了测试。和3D7恶性疟原虫菌株。生物学结果显示良好的抗疟活性，IC50为0.3至21.1 µM。在尝试研究这些吡咯并[1,2-a]喹喔啉衍生物的广谱抗原生动物活性时，还研究了它们对利什曼原虫donovani的前鞭毛体形式的特性，并揭示了它们的选择性抗血浆特性。同时，在人HepG2细胞系上评估了这些分子的体外细胞毒性。本文讨论了这些新合成化合物的构效关系。
• Quinoline derivative fumarates
  申请人：Mitsui Toatsu Chemicals, Incorporated

  公开号：US05434155A1

  公开（公告）日：1995-07-18

  Compounds having an activity to stimulate the carcinostatic effect of carcinostatic agents, which can be expressed by the following general formula (1): ##STR1## in which A is ##STR2## (in which R.sub.1, R.sub.2 and R.sub.3 are each independent and represent a hydrogen atom or a phenyl group) are made into fumarates so as to improve their oral absorbability and solubility in water without interfering with their effects.

  具有刺激癌抑制剂的抗癌效果活性的化合物，可以通过以下一般公式（1）表示：##STR1## 其中A是##STR2## （其中R.sub.1、R.sub.2和R.sub.3各自独立地代表氢原子或苯基）被制成富马酸盐，以改善其口服吸收性和水溶性，而不会干扰其效果。
• [DE] VERFAHREN ZUR HERSTELLUNG VON REINSTEM RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL] PIPERAZIN-1-YL}-2,2-DIPHENYLETHAN-1-ONE FUMARAT UND REINSTES RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL]PIPERAZIN-1-YL}-2,2-DIPHENYLETHAN-1-ONE<br/>[EN] METHOD FOR PRODUCING THE PUREST RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL] PIPERAZIN-1-YL}-2,2-DIPHENYLETHAN-1-ONE FUMARATE AND THE PUREST RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL]PIPERAZIN-1-YL}-2,2-DIPHENYLETHAN-1-ONE FUMARATE<br/>[FR] PROCEDE DE PRODUCTION DE FUMARATE ULTRAPUR DE RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL]-PIPERAZINE-1-YLE}2,2-DIPHENYLETHANE-1-ONE ET FUMARATE ULTRAPUR DE RAC-1-{4-[2-HYDROXY-3-(5-QUINOLYLOXY)PROPYL]-PIPERAZINE-1-YLE}2,2-DIPHENYLETHANE-1-ONE
  申请人：SCHERING AG

  公开号：WO2004099151A1

  公开（公告）日：2004-11-18

  Es wird ein Verfahren zur Herstellung von reinstem rac-1-4-[2-Hydroxy-3-(5-quinolyloxy)propyl]-piperazin-1-yl}-2,2-diphenylethan-1-one fumarat sowie rac-1-4-[2-Hydroxy-3-(5-quinolyloxy)propyl]piperazin-1-yl}-2,2-diphenylethan-1-one fumarat in einer Reinheit von mindestens 98,55 % beschrieben.

  这项技术描述了一种制备最纯的富马酸盐rac-1-4-[2-羟基-3-(5-喹诺氧基)丙基]-哌嗪-1-基}-2,2-二苯乙酮以及富马酸盐rac-1-4-[2-羟基-3-(5-喹诺氧基)丙基]哌嗪-1-基}-2,2-二苯乙酮，其纯度至少为98.55%。