4-乙酰基-1,3,5-三甲基-1H-吡咯-2-甲醛 | 136558-78-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-乙酰基-1,3,5-三甲基-1H-吡咯-2-甲醛
• 中文别名: 3-(3-羰基-2,3-二氢-1,2-噁唑-5-基)丙氨酸
• 英文名称: 3-Acetyl-1,2,4-trimethylpyrrole-5-carboxaldehyde
• 英文别名: 4-Acetyl-1,3,5-trimethyl-1H-pyrrole-2-carbaldehyde；4-acetyl-1,3,5-trimethylpyrrole-2-carbaldehyde
• CAS: 136558-78-6
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: ULXAFGPWMJREJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-diethoxyphosphoryl-3-methyl-but-2-enoic acid methyl ester 、 4-乙酰基-1,3,5-三甲基-1H-吡咯-2-甲醛 在 sodium methylate 作用下， 生成 (2Z,4E)-5-(4-Acetyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester 、 (2E,4E)-5-(4-Acetyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Synthesis of some retinoids bearing different heterocyclic rings with anticancer activity

  摘要：

  The synthesis of a series of pyrrole and imidazole retinoids is reported. The compounds were obtained by means of reactions of phosphoranes or phosphonates with aldehydes. Several of these retinoids were evaluated against different tumor systems and some were found to have an activity comparable to that of all-trans retinoic acid.

  DOI：

  10.1016/0223-5234(94)90136-8
• 作为产物：
  描述：

  3-(1'-Chlorovinyl)-1,2,4-trimethylpyrrole-5-carboxaldehyde 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到4-乙炔基-1,3,5-三甲基-1H-吡咯-2-甲醛
  参考文献：
  名称：

  Barrero, A. F.; Sanchez, J. F.; Oltra, J. E., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 939 - 944

  摘要：

  DOI：

文献信息

• Synthesis of some retinoids bearing different heterocyclic rings with anticancer activity
  作者：AF Barrero、JF Sanchez、JE Oltra、D Teva、RR Ferrol、J Elmerabet、RG Del Moral、MA Lucena、F O'Valle

  DOI：10.1016/0223-5234(94)90136-8

  日期：1994.1

  The synthesis of a series of pyrrole and imidazole retinoids is reported. The compounds were obtained by means of reactions of phosphoranes or phosphonates with aldehydes. Several of these retinoids were evaluated against different tumor systems and some were found to have an activity comparable to that of all-trans retinoic acid.
• Barrero, A. F.; Sanchez, J. F.; Oltra, J. E., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 939 - 944
  作者：Barrero, A. F.、Sanchez, J. F.、Oltra, J. E.、Teva, D.

  DOI：——

  日期：——