N-苄基-4-氯-N-甲基丁酰胺 | 671220-23-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: N-苄基-4-氯-N-甲基丁酰胺
• 英文名称: N-benzyl-4-chloro-N-methylbutanamide
• CAS: 671220-23-8
• 化学式: C₁₂H₁₆ClNO
• 分子量: 225.718
• InChiKey: LLOYWZDOJHAMRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-苄基-4-氯-N-甲基丁酰胺 在 18-冠醚-6 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 7.0h， 生成 4-amino-N-benzyl-N-methylbutyramide
  参考文献：
  名称：

  2-Pyrrolidinone moiety is not critical for the cognition-enhancing activity of piracetam-like drugs

  摘要：

  Following the indications of previous work, 2-pyrrolidinone moiety of piracetam and piracetam-like compounds has been opened to the corresponding amide derivatives. As found previously in the case of 1,4-diazabicyclo[4.3.0]nonan-9-one compounds, the cognition-enhancing activity of 2-pyrrolidinone compounds is maintained in most cases, suggesting that this moiety is not crucial for activity.

  DOI：

  10.1016/s0014-827x(03)00111-3
• 作为产物：
  描述：

  N-苄基-4-羟基-N-甲基丁酰胺 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以91%的产率得到N-苄基-4-氯-N-甲基丁酰胺
  参考文献：
  名称：

  2-Pyrrolidinone moiety is not critical for the cognition-enhancing activity of piracetam-like drugs

  摘要：

  Following the indications of previous work, 2-pyrrolidinone moiety of piracetam and piracetam-like compounds has been opened to the corresponding amide derivatives. As found previously in the case of 1,4-diazabicyclo[4.3.0]nonan-9-one compounds, the cognition-enhancing activity of 2-pyrrolidinone compounds is maintained in most cases, suggesting that this moiety is not crucial for activity.

  DOI：

  10.1016/s0014-827x(03)00111-3

文献信息

• Novel Multitarget-Directed Ligands Aiming at Symptoms and Causes of Alzheimer’s Disease
  作者：Anna Więckowska、Tomasz Wichur、Justyna Godyń、Adam Bucki、Monika Marcinkowska、Agata Siwek、Krzysztof Więckowski、Paula Zaręba、Damijan Knez、Monika Głuch-Lutwin、Grzegorz Kazek、Gniewomir Latacz、Kamil Mika、Marcin Kołaczkowski、Jan Korabecny、Ondrej Soukup、Marketa Benkova、Katarzyna Kieć-Kononowicz、Stanislav Gobec、Barbara Malawska

  DOI：10.1021/acschemneuro.8b00024

  日期：2018.5.16

  g. multifunctional ligands targeting both the causes and symptoms of the disease. Here, we present new multitarget-directed ligands combining pharmacophore fragments that provide a blockade of serotonin 5-HT6 receptors, acetyl/butyrylcholinesterase inhibition, and amyloid β antiaggregation activity. Compound 12 has displayed balanced activity as an antagonist of 5-HT6 receptors (Ki = 18 nM) and noncompetitive

  阿尔茨海默氏病（AD）是主要的公共卫生问题，这是由于其患病率不断提高以及缺乏有效的治疗或诊断方法所致。AD病理机制的复杂性需要复杂的治疗，例如针对疾病的原因和症状的多功能配体。在这里，我们提出了结合药效基团片段的新的多靶点定向配体，该药效团片段提供了5-羟色胺5-HT 6受体的阻断，乙酰基/丁酰胆碱酯酶的抑制和淀粉样β的抗聚集活性。化合物12作为5-HT 6受体拮抗剂（K i = 18 nM）和胆碱酯酶的非竞争性抑制剂（IC 50 h AChE）具有平衡的活性。= 14 nM，IC 50 eq BuChE = 22 nM）。在进一步的体外研究中，化合物12显示出淀粉样蛋白β的抗聚集活性（IC 50 = 1.27μM ），并具有透过血脑屏障的能力。提出的发现可能为进一步的研究提供一个很好的起点，并有助于开发新的有效抗AD治疗的努力。
• [EN] NOVEL SUBSTITUTED ARYL DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES AS ANTI-HIV AGENTS<br/>[FR] NOUVEAUX DÉRIVÉS ARYLES SUBSTITUÉS, LEUR PROCÉDÉ DE PRÉPARATION ET LEURS UTILISATIONS THÉRAPEUTIQUES EN TANT QU'AGENTS ANTI-VIH
  申请人：CELLVIR

  公开号：WO2010066847A1

  公开（公告）日：2010-06-17

  The present invention concerns novel substituted aryl derivatives, their process of preparation and their use for inhibiting virus replication and for treating viral diseases or disorders such as HIV and/or HCV infection.

  本发明涉及新型取代芳基衍生物，其制备方法以及用于抑制病毒复制和治疗病毒性疾病或障碍，如HIV和/或HCV感染的用途。
• NOVEL SUBSTITUTED ARYL DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES AS ANTI-HIV AGENTS
  申请人：Benarous Richard

  公开号：US20120022054A1

  公开（公告）日：2012-01-26

  The present invention concerns novel substituted aryl derivatives, their process of preparation and their use for inhibiting virus replication and for treating viral diseases or disorders such as HIV and/or HCV infection.

  本发明涉及新型取代芳基衍生物、其制备过程及其用于抑制病毒复制和治疗病毒性疾病或障碍，如HIV和/或HCV感染的用途。
• Novel substituted aryl derivatives, their process of preparation and their therapeutical uses as anti-HIV agents
  申请人：Cellvir

  公开号：EP2196453A1

  公开（公告）日：2010-06-16

  The present invention concerns novel substituted aryl derivatives, their process of preparation and their use for inhibiting integration and for treating viral diseases or disorders such as HIV.

  本发明涉及新型取代芳基衍生物、其制备过程及其用于抑制整合和治疗病毒性疾病或紊乱（如艾滋病毒）的用途。
• Investigations into the mechanism of lactamization of lactones yielding in a novel route to biologically active tryptamine derivatives
  作者：Michael Decker、Thi Thanh Huyen Nguyen、Jochen Lehmann

  DOI：10.1016/j.tet.2004.03.073

  日期：2004.5

  The mechanism of lactamization of corresponding lactones was investigated by means of gas chromatography and synthesis of possible intermediates as references. Lactones react with amines via the amino acid with subsequent elimination of water to the corresponding lactams. In the first step, also hydroxyamides are in equilibrium with the lactones and amines, respectively, which are not able to form the amide though. This mechanism opens a new approach for the synthesis of N-beta-disubstituted tryptamines. (C) 2004 Elsevier Ltd. All rights reserved.