5-(4-fluorophenyl)-5-[(3-oxo-1H-isoindol-2-yl)methyl]imidazolidine-2,4-dione | 1224885-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-(4-fluorophenyl)-5-[(3-oxo-1H-isoindol-2-yl)methyl]imidazolidine-2,4-dione
• CAS: 1224885-06-6
• 化学式: C₁₈H₁₄FN₃O₃
• 分子量: 339.326
• InChiKey: JXRAVILGJNFJFT-UHFFFAOYSA-N

物化性质

• 密度：
  1.412±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴甲基苯甲酸甲酯 、 5-(氨基甲基)-5-(4-氟苯基)咪唑烷-2,4-二酮盐酸盐 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 5-(4-fluorophenyl)-5-[(3-oxo-1H-isoindol-2-yl)methyl]imidazolidine-2,4-dione
  参考文献：
  名称：

  Discovery and SAR of hydantoin TACE inhibitors

  摘要：

  We disclose inhibitors of TNF-alpha converting enzyme (TACE) designed around a hydantoin zinc binding moiety. Crystal structures of inhibitors bound to TACE revealed monodentate coordination of the hydantoin to the zinc. SAR, X-ray, and modeling designs are described. To our knowledge, these are the first reported X-ray structures of TACE with a hydantoin zinc ligand. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.148

文献信息

• Discovery and SAR of hydantoin TACE inhibitors
  作者：Wensheng Yu、Zhuyan Guo、Peter Orth、Vincent Madison、Lei Chen、Chaoyang Dai、Robert J. Feltz、Vinay M. Girijavallabhan、Seong Heon Kim、Joseph A. Kozlowski、Brian J. Lavey、Dansu Li、Daniel Lundell、Xiaoda Niu、John J. Piwinski、Janeta Popovici-Muller、Razia Rizvi、Kristin E. Rosner、Bandarpalle B. Shankar、Neng-Yang Shih、M. Arshad Siddiqui、Jing Sun、Ling Tong、Shelby Umland、Michael K.C. Wong、De-yi Yang、Guowei Zhou

  DOI：10.1016/j.bmcl.2010.01.148

  日期：2010.3

  We disclose inhibitors of TNF-alpha converting enzyme (TACE) designed around a hydantoin zinc binding moiety. Crystal structures of inhibitors bound to TACE revealed monodentate coordination of the hydantoin to the zinc. SAR, X-ray, and modeling designs are described. To our knowledge, these are the first reported X-ray structures of TACE with a hydantoin zinc ligand. (C) 2010 Elsevier Ltd. All rights reserved.