1-苄基-4-(苯基磺酰基)哌嗪 | 107785-25-1

• 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: 1-苄基-4-(苯基磺酰基)哌嗪
• 英文名称: 1-benzyl-4-(phenylsulfonyl)piperazine
• 英文别名: 1-(benzenesulfonyl)-4-benzylpiperazine
• CAS: 107785-25-1
• 化学式: C₁₇H₂₀N₂O₂S
• mdl: MFCD00587887
• 分子量: 316.424
• InChiKey: BLBMBKATZISMKR-UHFFFAOYSA-N

物化性质

• 沸点：
  457.1±55.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)
• 溶解度：
  0.5 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.294
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-苄基-4-(苯基磺酰基)哌嗪 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以74%的产率得到1-苄基哌嗪
  参考文献：
  名称：

  Deprotection of sulfonamides using iodotrimethylsilane

  摘要：

  The deprotection of sulfonamides is achieved under neutral conditions by reaction with iodotrimethylsilane in acetonitrile at reflux. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02646-x
• 作为产物：
  描述：

  N-benzyl-N,N-bis(cyanomethyl)amine 在 镍 、 铂 、 苯 作用下， 生成 1-苄基-4-(苯基磺酰基)哌嗪
  参考文献：
  名称：

  Synthesis of Piperazines by Reductive Cyclization^1,2

  摘要：

  DOI：

  10.1021/ja01116a020

文献信息

• PTAB mediated open air synthesis of sulfonamides, thiosulfonates and symmetrical disulfanes
  作者：Debayan Sarkar、Manoj Kumar Ghosh、Nilendri Rout

  DOI：10.1016/j.tetlet.2018.05.017

  日期：2018.6

  A facile methodology has been described which has successfully simplified the generation of sulfonamides, thiosulfonates and symmetric disulfanes. This “trio” of reactions occur in an open air metal free atmosphere and has also been scaled up to grams making it suitable for commercialization. The reactions also have been successfully carried out with asymmetric variants, thus contributing to the chiral

  已经描述了一种简便的方法，该方法已成功简化了磺酰胺，硫代磺酸盐和对称二硫烷的生成。这种“三重”反应发生在无金属的露天气氛中，并且也已按比例放大至克，使其适合商业化。该反应还已经成功地用不对称变体进行，因此有助于手性库。用户友好的“三重奏”能够轻松生成这些多用途的硫类似物，并且所采用的反应条件反映了经济状况。
• Design, synthesis and antimalarial activity of benzene and isoquinoline sulfonamide derivatives
  作者：Maloy Kumar Parai、Gautam Panda、Kumkum Srivastava、Sunil Kumar Puri

  DOI：10.1016/j.bmcl.2007.11.038

  日期：2008.1

  A new series of benzene and isoquinoline sulfonamide derivatives were synthesized by nucleophilic displacement reaction on benzene and isoquinoline sulfonyl chlorides by substituted amines (primary and secondary). The title compounds were evaluated for antimalarial activity against Plasmodium falciparum in vitro and showed MIC in the range of 2-50 microg/mL.

  通过取代胺（伯胺和仲胺）在苯和异喹啉磺酰氯上的亲核取代反应，合成了一系列新的苯和异喹啉磺酰胺衍生物。评价了标题化合物在体外对恶性疟原虫的抗疟活性，并且其MIC在2-50μg/ mL的范围内。
• Decolorizable ink composition and ink jet printer using the ink composition
  申请人：Ricoh Company, Ltd.

  公开号：EP1149877A1

  公开（公告）日：2001-10-31

  In an ink composition, a coloring agent, a color developer, and a decolorization agent are dissolved or dispersed in a solvent. The ink is capable of being colored at 40°C or less, with the coloring agent reacting with the color developer to form a bonded structure, and also capable of being decolorized when heated to 100°C or more, with the bonded structure being ruptured to liberate the color developer therefrom, and the liberated color developer being chemically bonded to the decolorization agent. An ink jet printer is provided with a paper feeder for feeding a recording sheet for ink jet printing, a recorder for recording an ink image on the recording sheet fed from the paper feeder using the above-mentioned ink composition, and a paper discharger for discharging the recording sheet from the ink jet printer. By further providing an eraser, the ink image recorded on the recording sheet by the recorder can be erased, thereby achieving recycling of the recording sheet.

  在一种油墨组合物中，着色剂、显色剂和脱色剂溶解或分散在溶剂中。这种墨水能在 40°C 或更低温度下着色，着色剂与显色剂反应形成粘合结构，也能在加热到 100°C 或更高温度时脱色，粘合结构破裂，显色剂从中释放出来，释放出来的显色剂与脱色剂化学粘合。喷墨打印机具有送纸器，用于送入用于喷墨打印的记录纸；记录器，用于使用上述墨水成分在从送纸器送入的记录纸上记录墨水图像；以及排纸器，用于将记录纸从喷墨打印机中排出。通过进一步提供一个擦除器，记录器记录在记录纸上的墨水图像可以被擦除，从而实现记录纸的循环利用。
• NOVEL QUINAZOLINE DERIVATIVES
  申请人：Japan Energy Corporation

  公开号：EP1229025A1

  公开（公告）日：2002-08-07

  Quinazoline derivatives represented by the general formula (1) or a pharmaceutically acceptable salt thereof in said formula R1 is nitro or halogen; R2 and R4 are each hydrogen, C1-4 alkyl, carboxyl, or C2-5 alkoxycarbonyl; R3 is hydrogen, amino, optionally substituted C1-4 alkyl, C1-4 alkanoyl, or C2-5 alkoxycarbonyl; W is carbon or nitrogen; and m is 0 to 2.

  通式（1）所代表的喹唑啉衍生物或其药学上可接受的盐，所述式中 R1 为硝基或卤素；R2 和 R4 分别为氢、C1-4 烷基、羧基或 C2-5 烷氧基羰基；R3 为氢、氨基、任选取代的 C1-4 烷基、C1-4 烷酰基或 C2-5 烷氧基羰基；W 为碳或氮；m 为 0 至 2。
• Design, synthesis, pharmacological and in silico screening of disubstituted-piperazine derivatives as selective and reversible MAO-A inhibitors for treatment of depression
  作者：Nilay Kumar Nandi、Rohit Bhatia、Suresh Saini、Ravi Rawat、Shilpa Sharma、Khadga Raj、Naresh Rangra、Bhupinder Kumar

  DOI：10.1016/j.molstruc.2022.134671

  日期：2023.3

  Monoamine oxidase-A inhibitors (MAO-AIs) are potential drug candidates for the treatment of depression. In the present study, a series of substituted benzenesulfonyl piperazine (NP1-NP16) derivatives was synthesized and screened for their MAO-A and MAO-B inhibitory activity using the Amplex Red assay. Most of the synthesized compounds were found to show selective inhibition of MAO-A isoform. Compounds

  单胺氧化酶-A 抑制剂 (MAO-AIs) 是治疗抑郁症的潜在候选药物。在本研究中，合成了一系列取代的苯磺酰基哌嗪 ( NP1-NP16 ) 衍生物，并使用 Amplex Red 测定法筛选了它们的 MAO-A 和 MAO-B 抑制活性。发现大多数合成化合物显示出对 MAO-A 亚型的选择性抑制作用。化合物NP4和化合物NP12显示出最有效的 MAO-A 抑制剂活性，IC 50值分别为 0.25 ± 0.04 μM 和 0.46 ± 0.02 μM，并且这两种化合物都是可逆抑制剂。复合NP4被发现作为 MAO-A 抑制剂最具选择性，选择性是 MAO-B 同种型的 52 倍。在细胞毒性评估中，发现这些化合物对 SH-SY5Y 细胞无毒，并且还表现出神经保护特性。在 DPPH 研究中，化合物NP4和NP12在浓度为 1 mM 时通过将吸光度降低约 50% 显示出自由基清除活性。在体内强迫游泳试验