4-cycloheptyloxy-3-methoxybenzaldehyde | 1089721-12-9

• 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: 4-cycloheptyloxy-3-methoxybenzaldehyde
• 英文别名: 4-Cycloheptyloxy-3-methoxybenzaldehyde
• CAS: 1089721-12-9
• 化学式: C₁₅H₂₀O₃
• mdl: MFCD26200134
• 分子量: 248.322
• InChiKey: FERGWXBINFUJQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1'-diacetylferrocene 、 4-cycloheptyloxy-3-methoxybenzaldehyde 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以82%的产率得到
  参考文献：
  名称：

  Synthesis of ferrocene-containing dichalcones

  摘要：

  Condensation of 1,1(1)-diacetylferrocene with mono- and disubstituted benzaldehydes in 96% ethanol in the presence of sodium hydroxide has afforded ferrocene-containing dichalcones.

  DOI：

  10.1134/s1070363215080149
• 作为产物：
  描述：

  溴代环庚烷 、 香草醛 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以99%的产率得到4-cycloheptyloxy-3-methoxybenzaldehyde
  参考文献：
  名称：

  Evaluation and optimization of antifibrotic activity of cinnamoyl anthranilates

  摘要：

  Tranilast is an anti-inflammatory drug in use for asthma and atopic dermatitis. In studies over the last decade it has been revealed that tranilast can reduce fibrosis occurring in the kidney during diabetes, thereby delaying and/or preventing kidney dysfunction. We report a structure-activity study aimed at optimizing the antifibrotic activity of tranilast. A series of cinnamoyl anthranilates were prepared and assessed for their ability to prevent TGF-beta-stimulated production of collagen in cultured renal mesangial cells. We reveal derivatives with improved potency and reduced cellular toxicity relative to tranilast. 3-Methoxy-4-propargyloxycinnamoyl anthranilate reduces albuminuria in a rat model of progressive diabetes, and thus has potential as an innovative treatment for diabetic nephropathy. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.120

文献信息

• Evaluation and optimization of antifibrotic activity of cinnamoyl anthranilates
  作者：Steven C. Zammit、Alison J. Cox、Renae M. Gow、Yuan Zhang、Richard E. Gilbert、Henry Krum、Darren J. Kelly、Spencer J. Williams

  DOI：10.1016/j.bmcl.2009.09.120

  日期：2009.12

  Tranilast is an anti-inflammatory drug in use for asthma and atopic dermatitis. In studies over the last decade it has been revealed that tranilast can reduce fibrosis occurring in the kidney during diabetes, thereby delaying and/or preventing kidney dysfunction. We report a structure-activity study aimed at optimizing the antifibrotic activity of tranilast. A series of cinnamoyl anthranilates were prepared and assessed for their ability to prevent TGF-beta-stimulated production of collagen in cultured renal mesangial cells. We reveal derivatives with improved potency and reduced cellular toxicity relative to tranilast. 3-Methoxy-4-propargyloxycinnamoyl anthranilate reduces albuminuria in a rat model of progressive diabetes, and thus has potential as an innovative treatment for diabetic nephropathy. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of ferrocene-containing dichalcones
  作者：E. A. Dikusar、Yu. O. Susha、S. K. Petkevich

  DOI：10.1134/s1070363215080149

  日期：2015.8

  Condensation of 1,1(1)-diacetylferrocene with mono- and disubstituted benzaldehydes in 96% ethanol in the presence of sodium hydroxide has afforded ferrocene-containing dichalcones.