N-[4-(4-benzylpiperazin-1-yl)phenyl]acetamide | 116290-76-7

• 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: N-[4-(4-benzylpiperazin-1-yl)phenyl]acetamide
• 英文别名: N-[4-[4-(phenylmethyl)-1-piperazinyl]phenyl]acetamide
• CAS: 116290-76-7
• 化学式: C₁₉H₂₃N₃O
• mdl: MFCD00172728
• 分子量: 309.411
• InChiKey: IRDOUSKKLZRXNR-UHFFFAOYSA-N

物化性质

• 熔点：
  159-161 °C
• 沸点：
  521.2±50.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)
• 溶解度：
  43.5 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.315
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[4-(4-benzylpiperazin-1-yl)phenyl]acetamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 70.0 ℃ 、1.0 MPa 条件下， 反应 4.0h， 以95%的产率得到N-(4-piperazin-1-ylphenyl)-acetamide
  参考文献：
  名称：

  利用 Pd 催化的 CN 键形成反应简明合成 Vesnarinone 及其类似物

  摘要：

  这是以下文章的同行评审版本：见，YY；党, TT; 陈，AQ; Seayad，AM，使用 Pd 催化的 C-N 键形成反应简明合成 vesnarinone 及其类似物。European Journal of Organic Chemistry 2014, 2014, (33), p 7405–7412，最终版本已在 https://dx.doi.org/10.1002/ejoc.201403054 上发表。根据 Wiley 自我存档条款和条件，本文可用于非商业目的。

  DOI：

  10.1002/ejoc.201403054
• 作为产物：
  描述：

  4-(4-苄基哌嗪)苯胺 生成 N-[4-(4-benzylpiperazin-1-yl)phenyl]acetamide
  参考文献：
  名称：

  WALSH, DAVID A.;YANNI, JOHN M.

  摘要：

  DOI：

文献信息

• Series of 5-[-(4-aryl-1-piperazinyl)alkyl]-2-oxazolidinone derivatives
  申请人：A. H. Robins Company, Incorporated

  公开号：US05086055A1

  公开（公告）日：1992-02-04

  A method of treating allergic disorders and pharmaceutical compositions therefore are disclosed for a series of 5-[(4-aryl-1-piperazinyl)alkyl]-2-oxazolidinone derivatives of Formula I. These compounds are useful in inhibiting Type I allergic ##STR1## responses in a living animal and thus can be used to treat allergic phenomena such as asthma, rhinitis, atopic dermatitis, chronic hives, allergic conjunctivitis and the like.

  揭示了一种治疗过敏性疾病的方法和药物组合物，用于一系列Formula I的5-[(4-芳基-1-哌嗪基)烷基]-2-噁唑烷酮衍生物。这些化合物在抑制活体动物中的I型过敏##STR1##反应方面很有用，因此可用于治疗哮喘、鼻炎、特应性皮炎、慢性荨麻疹、过敏性结膜炎等过敏现象。
• 4-aryl-N-(alkylaminoalkyl, heterocyclicamino and
  申请人：A. H. Robins Company, Inc.

  公开号：US04960776A1

  公开（公告）日：1990-10-02

  Novel 4-aryl-N-[2-(dialkylamino and heterocyclicamino)alkyl]-1-piperazinecarboxamides of the formula: ##STR1## wherein B is oxygen or sulfur; Ar is selected from ##STR2## or 2, 3 or 4-pyridyl; X is selected from hydrogen, halogen, loweralkyl, loweralkoxy, amino, dimethylamino, nitro, trifluoromethyl, cyano, acetyl, acetylamino, aminocarbonyl, carboxy or loweralkylcarboxylic acid ester; Y is selected from hydrogen, halogen, loweralkyl, loweralkoxy, nitro, trifluoromethyl, cyano, acetylamino, aminocarbonyl, carboxy or loweralkyl carboxylic acid ester; Z is selected from hydrogen, loweralkyl or loweralkoxy; Q is selected from ##STR3## m is 1 to 3 inclusive; n is zero or 1; p is zero to 3 inclusive; R.sup.1, R.sup.2 and R.sup.3 are loweralkyl and may be the same or different, or R.sup.1 and R.sup.2 taken together with the adjacent nitrogen atom may be form a heterocyclic residue; and the pharmaceutically acceptable salts thereof are disclosed. The compounds are useful in a method of combating allergic response associated with anaphylactic sensitivity in animals and humans.

  该专利涉及一种化合物，其通式为：##STR1## 其中B为氧或硫；Ar选自##STR2##或2、3或4-吡啶基；X选自氢、卤素、低碳基、低碳氧基、氨基、二甲基氨基、硝基、三氟甲基、氰基、乙酰基、乙酰氨基、氨基羰基、羧基或低碳基羧酸酯；Y选自氢、卤素、低碳基、低碳氧基、硝基、三氟甲基、氰基、乙酰氨基、氨基羰基、羧基或低碳基羧酸酯；Z选自氢、低碳基或低碳氧基；Q选自##STR3## m为1至3，包括1和3；n为零或1；p为零至3，包括0和3；R1、R2和R3为低碳基，并且可以相同或不同，或者R1和R2与相邻的氮原子一起形成杂环残基；以及其药学上可接受的盐。这些化合物在动物和人类的过敏反应与过敏性休克敏感性相关的治疗方法中有用。
• 1-aryloxy-4-[((4-aryl)-1-piperazinyl]-2-butanols useful as antiallergy
  申请人：A. H. Robins Company, Incorporated

  公开号：US04882330A1

  公开（公告）日：1989-11-21

  1-Aryloxy-4-[(4-aryl)-1-piperazinyl]-2-butanols of the formula: ##STR1## wherein Ar is selected fro ##STR2## or 2, 3 or 4-pyridyl); X and X' are selected from the group of hydrogen, loweralkyl, loweralkoxy, halogen, trifluoromethyl, nitro, acetylamino, phenyl or ##STR3## acetyl, cyano, aminocarbonyl, carboxy, or loweralkyl carboxylic acid ester; Y, Y', Y" are selected from the same group as X and X' except phenyl and substituted phenyl are excluded; Z and Z' are selected from hydrogen, loweralkyl or loweralkoxy and the pharmaceutically acceptable salt thereof are employed in a method of inhibiting or combatting allergic response associated with anaphylactic sensitivity in animals and humans.

  该公式是1-芳氧基-4-[(4-芳基)-1-哌嗪基]-2-丁醇，其中Ar从以下组合中选择##STR2##或2,3或4-吡啶基）; X和X'从氢，低烷基，低烷氧基，卤素，三氟甲基，硝基，乙酰氨基，苯基或##STR3##乙酰，氰基，氨基甲酰，羧基或低烷基羧酸酯中选择; Y，Y'，Y"从与X和X'相同的组合中选择，但排除了苯基和取代苯基; Z和Z'从氢，低烷基或低烷氧基中选择，以及其药学上可接受的盐，用于抑制或对抗动物和人类的过敏反应，与过敏性反应相关的过敏性敏感性。
• 1-Aryloxy-4-[(4-aryl)-1-piperazinyl]-2-butanols useful as antiallergy agents
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0269383A2

  公开（公告）日：1988-06-01

  1-Aryloxy-4-[(4-aryl)-1-piperazinyl]-2-butanols of the formula: wherein Ar is selected from or 2, 3 or 4-pyridyl); X and Xʹ are selected from the group of hydrogen, loweralkyl, loweralkoxy, halogen, tri­fluoromethyl, nitro, acetylamino, phenyl or acetyl, cyano, aminocarbonyl, carboxy, or loweralkyl carboxylic acid ester; Y, Yʹ, Yʺ and Xʺ are selected from the same group as X and Xʹ except phenyl and substituted phenyl are excluded; Z and Zʹ are selected from hydrogen, loweralkyl or loweralkoxy and the pharmaceutically acceptable salt thereof are useful in inhibiting or combatting allergic response associated with anaphylactic sensitivity in animals and humans.

  式中的 1-芳氧基-4-[(4-芳基)-1-哌嗪基]-2-丁醇： 其中 Ar 选自 或 2、3 或 4-吡啶基）； X 和 Xʹ 选自氢、低级烷基、低级烷氧基、卤素、三氟甲基、硝基、乙酰氨基、苯基或 Y、Yʹ、Yʺ和 Xʺ选自与 X 和 Xʹ相同的组，但不包括苯基和取代苯基；Z 和 Zʹ选自氢、低级烷基或低级烷氧基及其药学上可接受的盐，可用于抑制或对抗动物和人类与过敏反应相关的过敏反应。
• 4-Aryl-N-[2-(dialkylamino and heterocyclicamino) alkyl]-1-piperazinecarboxamides and their use as anti allergy agents
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0277725A2

  公开（公告）日：1988-08-10

  Novel 4-aryl-N-[2-(dialkylamino and heterocyclic­amino)alkyl]-1-piperazinecarboxamides of the formula: wherein B is oxygen or sulfur; Ar is selected from Or 2, 3 or 4-pyridyl; X is selected from hydrogen, halogen, loweralkyl, loweralkoxy, amino, dimethylamino, nitro, trifluoromethyl, cyano, acetyl, acetylamino, aminocarbonyl, carboxy or loweralkylcarboxylic acid ester; Y is selected from hydrogen, halogen, loweralkyl, loweralkoxy, nitro, trifluoromethyl, cyano, acetylamino, aminocarbonyl, carboxy or loweralkyl carboxylic acid ester; Z is selected from hydrogen, loweralkyl or loweralkoxy; Q is selected from m is 1 to 3 inclusive; n is zero or 1; p is zero to 3 inclusive; R¹, R² and R³ are loweralkyl and may be the same or different, or R¹ and R² taken together with the adjacent nitrogen atom may form a heterocyclic residue; and the pharmaceutically acceptable salts thereof are disclosed. The compounds are useful in a method of combating allergic response associated with anaphylactic sensitivity in animals and humans.

  式中的新型 4-芳基-N-[2-(二烷基氨基和杂环氨基)烷基]-1-哌嗪甲酰胺： 其中 B 是氧或硫；Ar 选自 或2、3或4-吡啶基；X选自氢、卤素、低级烷基、低级烷氧基、氨基、二甲基氨基、硝基、三氟甲基、氰基、乙酰基、乙酰氨基、氨基羰基、羧基或低级烷基羧酸酯；Y 选自氢、卤素、低级烷基、低级烷氧基、硝基、三氟甲基、氰基、乙酰氨基、 氨基羰基、羧基或低级烷基羧酸酯； Z 选自氢、低级烷基或低级烷氧基； Q 选自 R¹、R²和R³为低级烷基，可以相同或不同，或者R¹和R²与相邻的氮原子一起可形成杂环残基；以及公开了其药学上可接受的盐。这些化合物可用于防治动物和人类与过敏反应相关的过敏反应。