4,5-bis(4-chlorophenyl)-1,3-oxazole | 151359-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-bis(4-chlorophenyl)-1,3-oxazole
• 英文别名: 4,5-bis-(4-chloro-phenyl)-oxazole；4,5-Bis-(4-chlor-phenyl)-oxazol
• CAS: 151359-62-5
• 化学式: C₁₅H₉Cl₂NO
• 分子量: 290.149
• InChiKey: KCEVDDGQIXCXLL-UHFFFAOYSA-N

物化性质

• 沸点：
  391.1±32.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-bis(4-chlorophenyl)-1,3-oxazole 在 正丁基锂 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 4,5-bis(4-chlorophenyl)-N-(piperidin-1-yl)oxazole-2-carboxamide
  参考文献：
  名称：

  Synthesis and activity of 4,5-diarylimidazoles as human CB1 receptor inverse agonists

  摘要：

  Structure-activity relationship studies directed toward the optimization of 4,5-diarylimidazole-2-carboxamide analogs as human CBI receptor inverse agonists resulted in the discovery of the two amide derivatives 24a and b (hCB1 IC50 = 6.1 and 4.0 nM) which also demonstrated efficacy in overnight feeding studies in the rat for reduction in both food intake and overall body weight. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.078
• 作为产物：
  描述：

  N-((4-chlorophenyl)(tosyl)methyl)formamide 在 potassium carbonate 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 4,5-bis(4-chlorophenyl)-1,3-oxazole
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular modeling studies of novel heterocyclic compounds as anti-proliferative agents

  摘要：

  Two novel series of heterocyclic compounds have been synthesized. In first series, isatin was allowed to react with substituted aromatic/cyclic carbonyl compounds to get desired mannich bases (2a-e). In second series, 4,5-disubstituted oxazoles (6a-p) were synthesized. Eight compounds (2c, 6a, 6e, 6f, 6i, 6j, 6m, and 6n) were screened for anticancer activity in 60 cell lines. Compound 2c, 1-[(4,7,7-trimethyl-3-oxobicyclo[2.2.1]heptan-2-yl)methyl]indoline-2,3-dione, showed maximum activity and thus, selected for further evaluation at five dose level screening. Furthermore, molecular docking studies of compounds 2c into the colchicine-binding site of tubulin, revealed possible mode of inhibition by the compound.

  DOI：

  10.1007/s00044-013-0556-x

文献信息

• Wunder,F.A., Diss. <TH Stuttgart 1959>
  作者：Wunder,F.A.

  DOI：——

  日期：——