1-phenyl-4-(phenylsulfonyl)piperazine | 74130-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-phenyl-4-(phenylsulfonyl)piperazine
• 英文别名: 1-(benzenesulfonyl)-4-phenylpiperazine
• CAS: 74130-02-2
• 化学式: C₁₆H₁₈N₂O₂S
• mdl: MFCD00784282
• 分子量: 302.397
• InChiKey: FCNWJJNAXVYXAH-UHFFFAOYSA-N

物化性质

• 熔点：
  138-141 °C(Solv: ethanol (64-17-5))
• 沸点：
  474.1±55.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)
• 溶解度：
  0.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 苯磺酰肼 在 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以46%的产率得到1-phenyl-4-(phenylsulfonyl)piperazine
  参考文献：
  名称：

  磺酰肼和胺的铜催化好氧氧化合成磺酰胺

  摘要：

  已开发出一种环境友好的磺酰胺途径。CuBr 2催化磺酰肼与胺的氧化偶联，以水和氮气为副产物生成各种磺酰胺。初步实验表明，磺酰基可能参与了反应机理。

  DOI：

  10.1016/j.tetlet.2019.02.016

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。
• Copper-catalyzed electrophilic amination of sodium sulfinates at room temperature
  作者：Haibo Zhu、Yajing Shen、Qinyue Deng、Tao Tu

  DOI：10.1039/c5cc06069a

  日期：——

  By using O-benzoyl hydroxylamines as amine source, the first convenient copper-catalyzed electrophilic amination of sodium sulfinates has been realized. Even with 2 mol% catalyst loading, the protocol provided an efficient...

  通过使用O-苯甲酰基羟胺作为胺源，已经实现了第一个方便的铜催化亚磺酸钠的亲电胺化反应。即使载有2 mol％的催化剂，该方案仍可提供有效的...
• A segmented flow platform for on-demand medicinal chemistry and compound synthesis in oscillating droplets
  作者：Ye-Jin Hwang、Connor W. Coley、Milad Abolhasani、Andreas L. Marzinzik、Guido Koch、Carsten Spanka、Hansjoerg Lehmann、Klavs F. Jensen

  DOI：10.1039/c7cc03584e

  日期：——

  We report an automated flow chemistry platform that can efficiently perform a wide range of chemistries, including single/multi-phase and single/multi-step, with a reaction volume of just 14 μL. The breadth of compatible chemistries is successfully demonstrated and the desired products are characterized, isolated, and collected online by preparative HPLC/MS/ELSD.

  我们报告了一个自动化的流动化学平台，该平台可以有效地执行各种化学反应，包括单相/多相和单步/多步，反应体积仅为14μL。通过制备型HPLC / MS / ELSD成功地证明了兼容化学的广度，并在线表征，分离和收集了所需的产品。
• Benzenesulfenamides as antihypertensive agents. Substituted piperidine and 1-arylpiperazine derivatives
  作者：Sol S. Klioze、Richard C. Allen、Jeffrey C. Wilker、David L. Woodward

  DOI：10.1021/jm00180a020

  日期：1980.6

  The synthesis and antihypertensive activity of several piperidinebenzenesulfenamides related to the previously reported potent hypotensive agents 1 and a series of 1-arypiperazine-4-benzenesulfenamides 7 are described. A number of the latter compounds exhibit marked antihypertensive properties. The most interesting of these compounds, 7a and 7k, have been evaluated in several other animal models. In

  描述了与先前报道的强效降压药1和一系列1-arypiperazine-4-苯亚磺酰胺7相关的几种哌啶苯亚磺酰胺的合成和降压活性。后一种化合物显示出显着的抗高血压特性。这些化合物中最有趣的是7a和7k，已经在其他几种动物模型中进行了评估。另外，为了比较目的，已经制备了苯亚磺酰胺9a和9b以及苯磺酰胺10a和10b。
• [EN] N-PHENYL-(PIPERAZINYL OR HOMOPIPERAZINYL)-BENZENESULFONAMIDE OR BENZENESULFONYL-PHENYL-(PIPERAZINE OR HOMOPIPERAZINE) COMPOUNDS SUITABLE FOR TREATING DISORDERS THAT RESPOND TO MODULATION OF THE SEROTONIN 5-HT6 RECEPTOR<br/>[FR] COMPOSÉS N-PHÉNYL-(PIPÉRAZINYL OU HOMOPIPÉRAZINYL)- BENZÈNESULFONAMIDE OU BENZÈNESULFONYL-PHÉNYL-(PIPÉRAZINE OU HOMOPIPÉRAZINE) ADAPTÉS AU TRAITEMENT DE TROUBLES RÉPONDANT À LA MODULATION DU RÉCEPTEUR 5-HT6 DE LA SÉROTONINE
  申请人：ABBOTT GMBH & CO KG

  公开号：WO2010125134A1

  公开（公告）日：2010-11-04

  The present invention relates to N-phenyl-(piperazinyl or homopiperazinyl)- benzenesulfonamide or benzenesulfonyl-phenyl-(piperazine or homopiperazine) compounds,pharmaceutical compositions containing them, and their use in therapy. The compounds possess valuable therapeutic properties and are particularly suitable for treating diseases that respond to modulation of the serotonin 5-HT6 receptor. wherein X is a bond or a group N-R4; R1 is hydrogen or methyl; R2 is hydrogen or methyl; R3 is hydrogen, C1-C3 alkyl, fluorine, C1-C2 alkoxy or fluorinated C1-C2 alkoxy; R4 is hydrogen, C1-C4 alkyl, C3-C4 cycloalkyl, or C3-C4 cycloalkyl-CH2-; R5 is hydrogen, fluorine, chlorine, C1-C2 alkyl, fluorinated C1-C2 alkyl, C1-C2 alkoxy or fluorinated C1-C2 alkoxy; R6 is hydrogen, fluorine or chlorine; and n is 1 or 2.

  本发明涉及N-苯基-(哌嗪基或同源哌嗪基)-苯磺酰胺或苯磺酰基-苯基-(哌嗪或同源哌嗪)化合物，含有它们的药物组合物，以及它们在治疗中的应用。这些化合物具有有价值的治疗特性，特别适用于治疗对5-羟色胺5-HT6受体调节有响应的疾病。其中X是键或基团N-R4；R1是氢或甲基；R2是氢或甲基；R3是氢，C1-C3烷基，氟，C1-C2烷氧基或氟代C1-C2烷氧基；R4是氢，C1-C4烷基，C3-C4环烷基，或C3-C4环烷基-CH2-；R5是氢，氟，氯，C1-C2烷基，氟代C1-C2烷基，C1-C2烷氧基或氟代C1-C2烷氧基；R6是氢，氟或氯；n为1或2。