2-(2,4-Dichlorobenzylidene)-3-oxobutanamide | 393125-34-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-(2,4-Dichlorobenzylidene)-3-oxobutanamide
• 英文别名: 2-[(2,4-dichlorophenyl)methylidene]-3-oxobutanamide
• CAS: 393125-34-3
• 化学式: C₁₁H₉Cl₂NO₂
• mdl: MFCD27950297
• 分子量: 258.104
• InChiKey: UUOMTNNVRYLEFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2-aminoimidazole-4(5)-acetate 、 2-(2,4-Dichlorobenzylidene)-3-oxobutanamide 以 异丙醇 、 hexanes 为溶剂， 反应 14.53h， 以to provide methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidin-2-yl)acetate (1.14 g, 45%) as a tan solid的产率得到methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidin-2-yl)acetate
  参考文献：
  名称：

  Azolopyrimidine-based inhibitors of dipeptidyl peptidase IV and methods

  摘要：

  提供化合物的公式(I)，其中R、X、Y、A和n的定义如下。

  公开号：

  US20060178377A1
• 作为产物：
  描述：

  乙酰乙酰胺 、 2,4-二氯苯甲醛 在 哌啶 、 溶剂黄146 作用下， 以 异丙醇 为溶剂， 以65%的产率得到2-(2,4-Dichlorobenzylidene)-3-oxobutanamide
  参考文献：
  名称：

  Synthesis, SAR, and atropisomerism of imidazolopyrimidine DPP4 inhibitors

  摘要：

  The synthesis and SAR of aminomethyl-substituted imidazolopyrimidine DPP4 inhibitors bearing varied pendant aryl groups is described. Compound 1, which exists as a separable mixture of non-interconvertible atropisomers was used as the starting point for investigation. The effects of substituent pattern and type as well as stereochemical effects on inhibitor potency are discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.090

文献信息

• Synthesis, SAR, and atropisomerism of imidazolopyrimidine DPP4 inhibitors
  作者：Stephen P. O’Connor、Ying Wang、Ligaya M. Simpkins、Robert P. Brigance、Wei Meng、Aiying Wang、Mark S. Kirby、Carolyn A. Weigelt、Lawrence G. Hamann

  DOI：10.1016/j.bmcl.2010.08.090

  日期：2010.11

  The synthesis and SAR of aminomethyl-substituted imidazolopyrimidine DPP4 inhibitors bearing varied pendant aryl groups is described. Compound 1, which exists as a separable mixture of non-interconvertible atropisomers was used as the starting point for investigation. The effects of substituent pattern and type as well as stereochemical effects on inhibitor potency are discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Azolopyrimidine-based inhibitors of dipeptidyl peptidase IV and methods
  申请人：Meng Wei

  公开号：US20060178377A1

  公开（公告）日：2006-08-10

  Compounds are provided having the formula (I) wherein R, X, Y, A and n are as defined herein.

  提供化合物的公式(I)，其中R、X、Y、A和n的定义如下。