1-acetyl-4-benzyl-3-oxopiperazine | 79179-76-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-acetyl-4-benzyl-3-oxopiperazine
• 英文别名: 4-acetyl-1-benzylpiperazin-2-one
• CAS: 79179-76-3
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: WZKKGQZSCVBVRO-UHFFFAOYSA-N

物化性质

• 沸点：
  470.3±45.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-acetyl-4-benzyl-3-oxopiperazine 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以83.3%的产率得到1-苄基-2-氧代哌嗪
  参考文献：
  名称：

  抗肿瘤活性的2，3-二氧杂哌嗪衍生物的研究。IV。1）1- [4-（2-吡啶基氨基）苄基] -2，3-二氧杂哌嗪衍生物的合成和结构-抗肿瘤活性关系。

  摘要：

  1-苄基-4-[4-(2-吡啶基氨基)苄基]-2, 3-二氧吡咯烷衍生物是一类新型抗肿瘤药物，经过合成并研究了其结构-活性关系。此外，还将2, 3-二氧吡咯烷衍生物的抗肿瘤活性与2, 5-或2, 6-二氧吡咯烷的抗肿瘤活性进行了比较。化合物1-[4-(5-氨基-6-氯-2-吡啶基)氨基苄基]-4-苄基-2, 3-二氧吡咯烷(3a)显示出优异的体外和体内抗肿瘤活性。化合物3a是通过用浓盐酸或SnCl2-氢氯酸-甲醇还原1-苄基-4-[4-(5-硝基-2-吡啶基)氨基苄基]-2, 3-二氧吡咯烷(2d)得到的。讨论了在不同条件下获得的2d的还原产物。

  DOI：

  10.1248/cpb.29.1594
• 作为产物：
  描述：

  N-benzyl-N-(2-oxoethyl)acetamide 、 甘氨酸甲酯盐酸盐 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 20.5h， 以53%的产率得到1-acetyl-4-benzyl-3-oxopiperazine
  参考文献：
  名称：

  Preparation of Substituted Piperazinones via Tandem Reductive Amination−(N,N‘-Acyl Transfer)−Cyclization

  摘要：

  [GRAPHICS]A one-pot, tandem reductive amination-transamidation-cyclization reaction was employed to produce substituted piperazin-2-ones in good yields. Various amino acid methyl esters and transferable acyl groups were examined to establish the reaction's scope.

  DOI：

  10.1021/ol025644l

文献信息

• Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors
  申请人：Wai S. John

  公开号：US20060024330A1

  公开（公告）日：2006-02-02

  8,9-Dihydroxydihydropyridopyrazine-1,6-diones and 8,9-dihydroxypyridopyrazine-1,6-diones are inhibitors of HIV integrase and inhibitors of HIV replication. In one embodiment, the pyridopyrazinediones are of Formula (I): (I), wherein R 1 , R 2 , R 3 , R 4 and R 5 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are described.

  8,9-二羟基二氢吡啶吡嗪-1,6-二酮和8,9-二羟基吡啶吡嗪-1,6-二酮是HIV整合酶的抑制剂和HIV复制的抑制剂。在一种实施例中，吡啶吡嗪二酮的化学式为（I）：（I），其中R1、R2、R3、R4和R5的定义见本文。这些化合物可用于预防和治疗HIV感染以及预防、延缓AIDS的发病和治疗。这些化合物可作为化合物本身或药物可接受的盐的形式用于对抗HIV感染和AIDS。这些化合物及其盐可以作为药物组合中的成分，可选地与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。描述了预防、治疗或延缓AIDS的方法以及预防或治疗HIV感染的方法。
• Dihydroxypyridopyrazine-1,6-dione compounds useful as HIV integrase inhibitors
  申请人：Merck & Co., Inc.

  公开号：US07517532B2

  公开（公告）日：2009-04-14

  8,9-Dihydroxydihydropyridopyrazine-1,6-diones and 8,9-dihydroxypyridopyrazine-1,6-diones are inhibitors of HIV integrase and inhibitors of HIV replication. In one embodiment, the pyridopyrazinediones are of Formula (I): (I), wherein R1, R2, R3, R4 and R5 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are described.

  8,9-二羟基二氢吡啶吡嗪-1,6-二酮和8,9-二羟基吡啶吡嗪-1,6-二酮是HIV整合酶的抑制剂和HIV复制的抑制剂。在一种实施例中，吡啶吡嗪二酮的化学式为（I）：（I），其中R1，R2，R3，R4和R5在此定义。这些化合物对于预防和治疗HIV感染以及预防、延迟发病和治疗艾滋病非常有用。这些化合物可以作为化合物本身或以药学上可接受的盐的形式用于对抗HIV感染和艾滋病。这些化合物及其盐可以作为药物组合中的成分，可选择与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。描述了预防、治疗或延迟艾滋病发病的方法以及预防或治疗HIV感染的方法。
• Design, synthesis and preliminary pharmacological evaluation of new piperidine and piperazine derivatives as cognition-enhancers
  作者：Elisabetta Martini、Carla Ghelardini、Silvia Dei、Luca Guandalini、Dina Manetti、Michele Melchiorre、Monica Norcini、Serena Scapecchi、Elisabetta Teodori、Maria Novella Romanelli

  DOI：10.1016/j.bmc.2007.10.050

  日期：2008.2.1

  A series of 2-oxopiperazine, 4-aminomethyl-, 3-amino- and 3-aminomethylpiperidine analogues of DM235 (sunifiram) and MN19 (sapunifiram), two previously reported potent cognition-enhancers, have been synthesized and tested in the mouse passive-avoidance test. The compounds display minimal effective doses in the range 0.3-10 mg/kg. Although the new substances do not show improved activity when compared to the parent compounds, some useful information has been obtained to understand structure-activity relationships. In addition, the 3-aminopiperidine moiety appears to be a promising scaffold to synthesize new drugs endowed with cognition-enhancing activity. (C) 2007 Elsevier Ltd. All rights reserved.
• HORI, TAKAKO;YOSHIDA, CHOSAKU;MURAKAMI, SHOHACHI;TAKENO, RYUKO;KIBA, YASU+, CHEM. AND PHARM. BULL., 1981, 29, N 6, 1594-1605
  作者：HORI, TAKAKO、YOSHIDA, CHOSAKU、MURAKAMI, SHOHACHI、TAKENO, RYUKO、KIBA, YASU+

  DOI：——

  日期：——
• DIHYDROXYPYRIDOPYRAZINE-1,6-DIONE COMPOUNDS USEFUL AS HIV INTEGRASE INHIBITORS
  申请人：Merck & Co., Inc.

  公开号：EP1549315A2

  公开（公告）日：2005-07-06