2-(3-nitrophenyl)-5,5-diphenyl-3,5-dihydroimidazol-4-one | 245037-98-3

• 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: 2-(3-nitrophenyl)-5,5-diphenyl-3,5-dihydroimidazol-4-one
• 英文别名: 2-(3-Nitrophenyl)-3,5-dihydro-5,5-diphenyl-4H-imidazol-4-one；2-(3-nitrophenyl)-4,4-diphenyl-1H-imidazol-5-one
• CAS: 245037-98-3
• 化学式: C₂₁H₁₅N₃O₃
• 分子量: 357.368
• InChiKey: YHCSYQQNCSTXNK-UHFFFAOYSA-N

物化性质

• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-nitrophenyl)-5,5-diphenyl-3,5-dihydroimidazol-4-one 在 platinum(IV) oxide 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以85%的产率得到2-(3-Aminophenyl)-3,5-dihydro-5,5-diphenyl-4H-imidazol-4-one
  参考文献：
  名称：

  Synthesis and evaluation of 5,5-diphenylimidazolones as potent human neuropeptide Y5 receptor antagonists

  摘要：

  A series of novel 5,5-diphenylimidazolones was synthesized and evaluated for activity against the human neuropeptide Y5 receptor. The 3-pyridyl analog 46 demonstrated an IC50 of 8.3 nM with a favorable pharmacokinetic profile in rats, but was ineffective in reducing food intake. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.042
• 作为产物：
  描述：

  N-(2-amino-2-oxo-1,1-diphenylethyl)-3-nitrobenzamide 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以0.744 g的产率得到2-(3-nitrophenyl)-5,5-diphenyl-3,5-dihydroimidazol-4-one
  参考文献：
  名称：

  Synthesis and evaluation of 5,5-diphenylimidazolones as potent human neuropeptide Y5 receptor antagonists

  摘要：

  A series of novel 5,5-diphenylimidazolones was synthesized and evaluated for activity against the human neuropeptide Y5 receptor. The 3-pyridyl analog 46 demonstrated an IC50 of 8.3 nM with a favorable pharmacokinetic profile in rats, but was ineffective in reducing food intake. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.042

文献信息

• EP1066279A4
  申请人：——

  公开号：EP1066279A4

  公开（公告）日：2004-09-08
• IMIDAZOLONE ANORECTIC AGENTS: II. PHENYL DERIVATIVES
  申请人：Bristol-Myers Squibb Company

  公开号：EP1066279A1

  公开（公告）日：2001-01-10
• US6054590A
  申请人：——

  公开号：US6054590A

  公开（公告）日：2000-04-25
• [EN] IMIDAZOLONE ANORECTIC AGENTS: II. PHENYL DERIVATIVES<br/>[FR] AGENTS ANOREXIGENES A BASE D'IMIDAZOLONES: DERIVES PHENYLES II
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：WO1999048888A1

  公开（公告）日：1999-09-30

  (EN) A series of non-peptidergic antagonists of NPY have been synthesized and are comprised of phenyl derivatives of imidazolone compounds of Formula (I). As antagonists of NPY-induced feeding behavior, these compounds and known analogs are expected to act as effective anorexiant agents in promoting weight loss and treating eating disorders.(FR) On a effectué la synthèse d'une série d'antagonistes non peptidergiques de NPY contenant des dérivés phényles de composés d'imidazolone représentés par la formule (I). Ces composés et leurs analogues connus sont censés exercer une action anorexigène efficace, en tant qu'antagonistes du réflexe alimentaire induit par NPY, afin de favoriser la perte de poids et de traiter des troubles de la nutrition.
• Synthesis and evaluation of 5,5-diphenylimidazolones as potent human neuropeptide Y5 receptor antagonists
  作者：Kevin W. Gillman、Mendi A. Higgins、Graham S. Poindexter、Marc Browning、Wendy J. Clarke、Sharon Flowers、James E. Grace、John B. Hogan、Rachel T. McGovern、Lawrence G. Iben、Gail K. Mattson、Astrid Ortiz、Stefanie Rassnick、John W. Russell、Ildiko Antal-Zimanyi

  DOI：10.1016/j.bmc.2006.04.042

  日期：2006.8

  A series of novel 5,5-diphenylimidazolones was synthesized and evaluated for activity against the human neuropeptide Y5 receptor. The 3-pyridyl analog 46 demonstrated an IC50 of 8.3 nM with a favorable pharmacokinetic profile in rats, but was ineffective in reducing food intake. (c) 2006 Elsevier Ltd. All rights reserved.