(5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone
• 英文别名: (5-Bromo-1-benzofuran-2-yl)-[3-methyl-3-(2,4,6-trimethylphenyl)cyclobutyl]methanone
• 化学式: C₂₃H₂₃BrO₂
• 分子量: 411.338
• InChiKey: WFXGKDNCGLATJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone 、 氨基硫脲 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以85%的产率得到(5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketone thiosemicarbazone
  参考文献：
  名称：

  Synthesis and oxidant properties of novel (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone

  摘要：

  The reaction of 5-bromosalicylaldehyde with 1-mesityl-1-methyl-3-(2-chloro-1-oxoethyl)cyclobutane (1) and potassium carbonate was used to prepare (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone (2) for the starting reagent purposes. (5-Bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone (3) was synthesized from the reaction of the compound (2) with thiosemicarbazide. In the present study, it was aimed to examine the influence of synthetic (5-bromobenzofuran-2-yl)(3-methyl-3-mesityl cyclobutyl)ketonethiosemicarbazone on levels of vitamins (A, E, C), selenium and malondialdehyde in rats. A total of 42 rats were used and the animals were divided into two groups in the study. Only a subcutaneous injection of 250 mu l of 75% ethanol was given to the control group every other day. A subcutaneous injection of this compound (25 mg kg(-1), dissolved in 250 mu l of 75% ethanol) was administered to the other group of rats. After the application of (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone for 20 days, the serum vitamins (A, E, C) and malondialdehyde levels were determined with high performance liquid chromatography, the serum selenium level was determined by using fluorescence spectrophotometer. The serum vitamin A, E, C and selenium levels were significantly decreased compared to control group (P < 0.005), whereas serum malondialdehyde levels were higher than control group levels (P < 0.005). As a result, it could be suggested that this compound induced a severe stress, and also increased the amount of free radicals depending on the stress. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.01.003
• 作为产物：
  描述：

  5-溴水杨醛 、 1-methyl-1-mesityl-3-(2-chloro-1-oxoethyl)cyclobutane 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以89%的产率得到(5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone
  参考文献：
  名称：

  Synthesis and oxidant properties of novel (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone

  摘要：

  The reaction of 5-bromosalicylaldehyde with 1-mesityl-1-methyl-3-(2-chloro-1-oxoethyl)cyclobutane (1) and potassium carbonate was used to prepare (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)methanone (2) for the starting reagent purposes. (5-Bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone (3) was synthesized from the reaction of the compound (2) with thiosemicarbazide. In the present study, it was aimed to examine the influence of synthetic (5-bromobenzofuran-2-yl)(3-methyl-3-mesityl cyclobutyl)ketonethiosemicarbazone on levels of vitamins (A, E, C), selenium and malondialdehyde in rats. A total of 42 rats were used and the animals were divided into two groups in the study. Only a subcutaneous injection of 250 mu l of 75% ethanol was given to the control group every other day. A subcutaneous injection of this compound (25 mg kg(-1), dissolved in 250 mu l of 75% ethanol) was administered to the other group of rats. After the application of (5-bromobenzofuran-2-yl)(3-methyl-3-mesitylcyclobutyl)ketonethiosemicarbazone for 20 days, the serum vitamins (A, E, C) and malondialdehyde levels were determined with high performance liquid chromatography, the serum selenium level was determined by using fluorescence spectrophotometer. The serum vitamin A, E, C and selenium levels were significantly decreased compared to control group (P < 0.005), whereas serum malondialdehyde levels were higher than control group levels (P < 0.005). As a result, it could be suggested that this compound induced a severe stress, and also increased the amount of free radicals depending on the stress. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.01.003