4-[(1,4,4-trimethyl-pyrrolidin-2-ylidene)-acetyl]-benzaldehyde

• 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-[(1,4,4-trimethyl-pyrrolidin-2-ylidene)-acetyl]-benzaldehyde
• 英文别名: 4-[(2E)-2-(1,4,4-trimethylpyrrolidin-2-ylidene)acetyl]benzaldehyde
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: LFXLVKYFEKXMOX-RIYZIHGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(1,4,4-trimethyl-pyrrolidin-2-ylidene)-acetyl]-benzaldehyde 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.0h， 生成 3-{4-[(1,4,4-trimethyl-pyrrolidin-2-ylidene)-acetyl]-phenyl}-acrylic acid
  参考文献：
  名称：

  Non-steroidal anti-inflammatory agents. Part 23. Synthesis and Pharmacological Activity of Enaminones which inhibit both bovine cyclooxygenase and 5-lipoxygenase

  摘要：

  The synthesis and stereochemical characteristics of pyrrolidino-, isoquinolino- and indolo-enaminones 2-11 are reported. The inhibition of cyclooxygenase was determined in a bovine thrombocyte intact cell assay and that of 5-lipoxygenase using intact bovine polymorphonuclear leucocytes. Except compound 2c' which is a well-balanced dual inhibitor of both enzymes, all other enaminone derivatives are weak inhibitors of both cyclooxygenase and 5-lipoxygenase. Structure-activity relationships of the enaminones in relation to known anti-inflammatory drugs are discussed.

  DOI：

  10.1002/prac.19983400309
• 作为产物：
  描述：

  3,3,5-三甲基-2,4-二氢吡咯 在 正丁基锂 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 4-[(1,4,4-trimethyl-pyrrolidin-2-ylidene)-acetyl]-benzaldehyde
  参考文献：
  名称：

  Non-steroidal anti-inflammatory agents. Part 23. Synthesis and Pharmacological Activity of Enaminones which inhibit both bovine cyclooxygenase and 5-lipoxygenase

  摘要：

  The synthesis and stereochemical characteristics of pyrrolidino-, isoquinolino- and indolo-enaminones 2-11 are reported. The inhibition of cyclooxygenase was determined in a bovine thrombocyte intact cell assay and that of 5-lipoxygenase using intact bovine polymorphonuclear leucocytes. Except compound 2c' which is a well-balanced dual inhibitor of both enzymes, all other enaminone derivatives are weak inhibitors of both cyclooxygenase and 5-lipoxygenase. Structure-activity relationships of the enaminones in relation to known anti-inflammatory drugs are discussed.

  DOI：

  10.1002/prac.19983400309

文献信息

• Non-steroidal anti-inflammatory agents. Part 23. Synthesis and Pharmacological Activity of Enaminones which inhibit both bovine cyclooxygenase and 5-lipoxygenase
  作者：G. Dannhardt、A. Bauer、U. Nowe

  DOI：10.1002/prac.19983400309

  日期：——

  The synthesis and stereochemical characteristics of pyrrolidino-, isoquinolino- and indolo-enaminones 2-11 are reported. The inhibition of cyclooxygenase was determined in a bovine thrombocyte intact cell assay and that of 5-lipoxygenase using intact bovine polymorphonuclear leucocytes. Except compound 2c' which is a well-balanced dual inhibitor of both enzymes, all other enaminone derivatives are weak inhibitors of both cyclooxygenase and 5-lipoxygenase. Structure-activity relationships of the enaminones in relation to known anti-inflammatory drugs are discussed.