(1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)acetic acid | 933710-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)acetic acid
• 英文别名: 2-(1-methyl-3,4-dihydro-2H-quinolin-2-yl)acetic acid
• CAS: 933710-01-1
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: OHUSBGHTCISMFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)acetic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以92%的产率得到2-(1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)ethanol
  参考文献：
  名称：

  Design, synthesis, and evaluation of tetrahydroquinoline-linked thiazolidinedione derivatives as pparγ selective activators

  摘要：

  A series of tetrahydroquinoline-linked thiazolidinediones was designed and synthesized and their peroxisome proliferator activated receptor-gamma (PPAR gamma) agonistic activities were evaluated. A number of analogs were revealed to have significant PPAR gamma agonistic activity. Among these compounds, compound 1h possessing N-heptyl moiety was found to be the most active in PPAR gamma transactivation assay. Molecular modeling suggested that the heptyl group of 1h appropriately interacts with hydrophobic amino acid residues in the active site of PPAR gamma.

  DOI：

  10.1016/s0385-5414(07)00053-6
• 作为产物：
  描述：

  (1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)acetonitrile 在 盐酸 作用下， 反应 3.0h， 以79%的产率得到(1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)acetic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of tetrahydroquinoline-linked thiazolidinedione derivatives as pparγ selective activators

  摘要：

  A series of tetrahydroquinoline-linked thiazolidinediones was designed and synthesized and their peroxisome proliferator activated receptor-gamma (PPAR gamma) agonistic activities were evaluated. A number of analogs were revealed to have significant PPAR gamma agonistic activity. Among these compounds, compound 1h possessing N-heptyl moiety was found to be the most active in PPAR gamma transactivation assay. Molecular modeling suggested that the heptyl group of 1h appropriately interacts with hydrophobic amino acid residues in the active site of PPAR gamma.

  DOI：

  10.1016/s0385-5414(07)00053-6