N-(2-oxo-2-piperazin-1-ylethyl)acetamide | 1018557-40-8

• 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: N-(2-oxo-2-piperazin-1-ylethyl)acetamide
• CAS: 1018557-40-8
• 化学式: C₈H₁₅N₃O₂
• 分子量: 185.226
• InChiKey: WVMORXAPMVRMGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  450.3±40.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-oxo-2-piperazin-1-ylethyl)acetamide 、 4-<4-(2-chloroethyl)phenyl>thiazol-2-one 在 sodium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以84%的产率得到N-(2-(4-(4-(2-hydroxythiazol-4-yl)phenethyl)piperazin-1-yl)-2-oxoethyl)acetamide
  参考文献：
  名称：

  Synthesis and preliminary pharmacological evaluation of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides as novel atypical antipsychotic agents

  摘要：

  A series of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides were synthesized in an effort to prepare novel atypical antipsychotic agents. The compounds were synthesized by either microwave irradiation technique or by conventional synthesis and were characterized by spectral data (IR, H-1 NMR, and MS) and the purity was ascertained by microanalysis. All the synthesized compounds were screened for their in vivo pharmacological activity in Swiss albino mice. D-2 antagonism studies were performed using climbing mouse assay model and 5-HT2A antagonism studies were performed using quipazine induced head twitches in mice. It was observed that none of the new chemical entities exhibited catalepsy. AG 3 was found to be the most active compound. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.035
• 作为产物：
  描述：

  哌嗪 、 N-乙酰甘氨酸 在 N,N'-二环己基碳二亚胺 作用下， 以86%的产率得到N-(2-oxo-2-piperazin-1-ylethyl)acetamide
  参考文献：
  名称：

  Synthesis and preliminary pharmacological evaluation of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides as novel atypical antipsychotic agents

  摘要：

  A series of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides were synthesized in an effort to prepare novel atypical antipsychotic agents. The compounds were synthesized by either microwave irradiation technique or by conventional synthesis and were characterized by spectral data (IR, H-1 NMR, and MS) and the purity was ascertained by microanalysis. All the synthesized compounds were screened for their in vivo pharmacological activity in Swiss albino mice. D-2 antagonism studies were performed using climbing mouse assay model and 5-HT2A antagonism studies were performed using quipazine induced head twitches in mice. It was observed that none of the new chemical entities exhibited catalepsy. AG 3 was found to be the most active compound. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.035

文献信息

• Dérivés d'imidazoles, procédé de préparation et compositions pharmaceutiques les contenant
  申请人：IRE-CELLTARG S.A.

  公开号：EP0236187A1

  公开（公告）日：1987-09-09

  La présente invention concerne des composés de formule dans laquelle Q est N ou CH, Ar est un radical choisi parmi phényle et thienyle éventuellement substitué, les substituants pouvant être de un à trois substituants halo, alkyle inférieur ou alkoxy inférieur, -AA- représente un radical divalent correspondant à un amino acide entrant dans la constitution des protéines, certaines fonction de ce radical pouvant être protégées, ou bien représente un radical diacyle, n est un entier de 0 à 4 inclus, et X représente H, OH ou où lorsque n est égal à 1, 2, 3 ou 4, alors Y est un radical hydrocarboné ayant de 1 à 20 atomes de carbone, lorsque n est égal à 0, alors Y est un radical hydrocarboné ayant de 7 à 20 atomes de carbone, ainsi que les sels et les isomères de ces composés, un procédé de préparation de ces composés, leur application comme agents fongicides et/ou bactéricides et leurs compositions les comportant.

  本发明涉及式如下的化合物 其中 Q 是 N 或 CH，Ar 是选自任选取代的苯基和噻吩基的自由基，取代基可以是 1 至 3 个卤代、低级烷基或低级烷氧基取代基，-AA- 代表二价自由基，对应于构成蛋白质的氨基酸，该自由基的某些功能可以被保护，或者代表二酰基，n 是 0 至 4（包括 4）的整数，X 代表 H、OH 或 Y。 其中，当 n 等于 1、2、3 或 4 时，Y 为具有 1 至 20 个碳原子的烃基；当 n 等于 0 时，Y 为具有 7 至 20 个碳原子的烃基；以及这些化合物的盐和异构体、这些化合物的制备方法、它们作为杀菌剂和/或杀菌剂的用途以及含有它们的组合物。
• US4789587A
  申请人：——

  公开号：US4789587A

  公开（公告）日：1988-12-06
• Synthesis and preliminary pharmacological evaluation of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides as novel atypical antipsychotic agents
  作者：K.V.G. Chandra Sekhar、V.S. Rao、Devambatla Ravi Kumar Vyas、M. Murali Krishna Kumar

  DOI：10.1016/j.bmcl.2008.10.035

  日期：2008.12

  A series of N-2-(4-(4-(2-substitutedthiazol-4-yl) piperazin-1-yl)-2-oxoethyl)acetamides were synthesized in an effort to prepare novel atypical antipsychotic agents. The compounds were synthesized by either microwave irradiation technique or by conventional synthesis and were characterized by spectral data (IR, H-1 NMR, and MS) and the purity was ascertained by microanalysis. All the synthesized compounds were screened for their in vivo pharmacological activity in Swiss albino mice. D-2 antagonism studies were performed using climbing mouse assay model and 5-HT2A antagonism studies were performed using quipazine induced head twitches in mice. It was observed that none of the new chemical entities exhibited catalepsy. AG 3 was found to be the most active compound. (C) 2008 Elsevier Ltd. All rights reserved.