(4-(2-aminoethyl)piperazin-1-yl)(4-chlorophenyl)methanone | 1018256-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-(2-aminoethyl)piperazin-1-yl)(4-chlorophenyl)methanone
• 英文别名: [4-(2-aminoethyl)piperazin-1-yl]-(4-chlorophenyl)methanone
• CAS: 1018256-15-9
• 化学式: C₁₃H₁₈ClN₃O
• 分子量: 267.758
• InChiKey: CXJPXKQJJOJJIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-(2-aminoethyl)piperazin-1-yl)(4-chlorophenyl)methanone 在 三乙酰氧基硼氢化钠 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 tert-butyl 2-(3-(2-(4-(4-chlorobenzoyl)piperazin-1-yl)ethylamino)propyl)-1H-benzo[d]imidazole-1-carboxylate
  参考文献：
  名称：

  4-Aminoethylpiperazinyl aryl ketones with 5-HT1A/5-HT7 selectivity

  摘要：

  The well-known 5-HT1A/5-HT7 selectivity issue was tackled by a new series of 4-aminoethylpiperazinyl aryl ketones (1a-1l) specifically designed to distinguish the two hydrophobic sites centered at the anchoring salt bridge. The 4-aminoethylpiperazinyl aryl ketones showed a wide spectrum of activity and selectivity for the 5-HT receptors depending on the type of the hydrophobic groups attached at the aryl piperazinyl ketone scaffold. Docking study of the most active compounds against 5-HT7R and 5-HT1AR revealed that both receptors have two hydrophobic pockets around the anchoring salt bridge. These two binding sites are perpendicular to each other in 5-HT7R but parallel in 5-HT1AR, and this observation is well matched with the previous report which claimed that 5-HT7R affinity arises from bent conformation of the bound ligand whereas an extended one is best suited for 5-HT1AR selectivity. Also, as these pockets have different size and shape, inhibitory activity as well as selectivity of the 4-aminoethylpiperazinyl aryl ketones against 5-HT7R and 5-HT1AR seemed to be determined by combination of two hydrophobic substituents attached at both ends of the title compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.005
• 作为产物：
  描述：

  4-(4-氯苯甲酰基)哌嗪-1-羧酸叔丁酯 在 potassium carbonate 、 一水合肼 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 31.0h， 生成 (4-(2-aminoethyl)piperazin-1-yl)(4-chlorophenyl)methanone
  参考文献：
  名称：

  4-Aminoethylpiperazinyl aryl ketones with 5-HT1A/5-HT7 selectivity

  摘要：

  The well-known 5-HT1A/5-HT7 selectivity issue was tackled by a new series of 4-aminoethylpiperazinyl aryl ketones (1a-1l) specifically designed to distinguish the two hydrophobic sites centered at the anchoring salt bridge. The 4-aminoethylpiperazinyl aryl ketones showed a wide spectrum of activity and selectivity for the 5-HT receptors depending on the type of the hydrophobic groups attached at the aryl piperazinyl ketone scaffold. Docking study of the most active compounds against 5-HT7R and 5-HT1AR revealed that both receptors have two hydrophobic pockets around the anchoring salt bridge. These two binding sites are perpendicular to each other in 5-HT7R but parallel in 5-HT1AR, and this observation is well matched with the previous report which claimed that 5-HT7R affinity arises from bent conformation of the bound ligand whereas an extended one is best suited for 5-HT1AR selectivity. Also, as these pockets have different size and shape, inhibitory activity as well as selectivity of the 4-aminoethylpiperazinyl aryl ketones against 5-HT7R and 5-HT1AR seemed to be determined by combination of two hydrophobic substituents attached at both ends of the title compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.005

文献信息

• Triterpene amine derivatives
  申请人：DFH THERAPEUTICS

  公开号：US11236122B2

  公开（公告）日：2022-02-01

  The present invention concerns novel pharmaceutically active triterpene amine derivatives, pharmaceutical compositions containing the same, their use as medicaments, and the use of the compounds for the manufacture of specific medicaments. The present invention also concerns a method of treatment involving administration of the triterpene amine compounds. Specifically, the compounds are derivatives of betulinic acid having substitutions at one or more of the C-3, C-28 and C-19 positions as further described herein. The novel compounds are useful as antiretroviral agents. In particular, the novel compounds are useful for the treatment of Human Immunodeficiency Virus-1 (HIV-1).

  本发明涉及新型具有药用活性的三萜胺衍生物、含有三萜胺衍生物的药物组合物、其作为药物的用途，以及使用这些化合物制造特定药物。本发明还涉及一种涉及三萜胺化合物给药的治疗方法。具体来说，这些化合物是白桦脂酸的衍生物，在 C-3、C-28 和 C-19 位上有一个或多个取代位，如本文进一步描述的那样。这些新型化合物可用作抗逆转录病毒药物。特别是，这些新型化合物可用于治疗人类免疫缺陷病毒-1（HIV-1）。
• TRITERPENE AMINE DERIVATIVES
  申请人：DFH THERAPEUTICS

  公开号：US20210253627A1

  公开（公告）日：2021-08-19

  The present invention concerns novel pharmaceutically active triterpene amine derivatives, pharmaceutical compositions containing the same, their use as medicaments, and the use of the compounds for the manufacture of specific medicaments. The present invention also concerns a method of treatment involving administration of the triterpene amine compounds. Specifically, the compounds are derivatives of betulinic acid having substitutions at one or more of the C-3, C-28 and C-19 positions as further described herein. The novel compounds are useful as antiretroviral agents. In particular, the novel compounds are useful for the treatment of Human Immunodeficiency Virus-1 (HIV-1).
• 4-Aminoethylpiperazinyl aryl ketones with 5-HT1A/5-HT7 selectivity
  作者：Mi Kyoung Kim、Hyo Seon Lee、Sora Kim、Suh Young Cho、Bryan L. Roth、Youhoon Chong、Hyunah Choo

  DOI：10.1016/j.bmc.2011.11.005

  日期：2012.1

  The well-known 5-HT1A/5-HT7 selectivity issue was tackled by a new series of 4-aminoethylpiperazinyl aryl ketones (1a-1l) specifically designed to distinguish the two hydrophobic sites centered at the anchoring salt bridge. The 4-aminoethylpiperazinyl aryl ketones showed a wide spectrum of activity and selectivity for the 5-HT receptors depending on the type of the hydrophobic groups attached at the aryl piperazinyl ketone scaffold. Docking study of the most active compounds against 5-HT7R and 5-HT1AR revealed that both receptors have two hydrophobic pockets around the anchoring salt bridge. These two binding sites are perpendicular to each other in 5-HT7R but parallel in 5-HT1AR, and this observation is well matched with the previous report which claimed that 5-HT7R affinity arises from bent conformation of the bound ligand whereas an extended one is best suited for 5-HT1AR selectivity. Also, as these pockets have different size and shape, inhibitory activity as well as selectivity of the 4-aminoethylpiperazinyl aryl ketones against 5-HT7R and 5-HT1AR seemed to be determined by combination of two hydrophobic substituents attached at both ends of the title compounds. (C) 2011 Elsevier Ltd. All rights reserved.