(2E,4E)-5-(4-Ethynyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester | 162212-03-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,4E)-5-(4-Ethynyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester
• 英文别名: methyl (2E,4E)-5-(4-ethynyl-1,3,5-trimethylpyrrol-2-yl)-3-methylpenta-2,4-dienoate
• CAS: 162212-03-5
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: YGVJESTZPPQQAN-BNFZFUHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-5-(4-Ethynyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester 在 chromium(VI) oxide 、 lithium aluminium tetrahydride 、 Amberlist A-26 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (2Z,4E)-5-(4-Ethynyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienal
  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：

  4-diethoxyphosphoryl-3-methyl-but-2-enoic acid methyl ester 、 4-乙炔基-1,3,5-三甲基-1H-吡咯-2-甲醛 在 sodium methylate 作用下， 生成 (2Z,4E)-5-(4-Ethynyl-1,3,5-trimethyl-1H-pyrrol-2-yl)-3-methyl-penta-2,4-dienoic acid methyl ester 、 (2E,4E)-5-(4-Ethynyl-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