5-[4-(1-ethyl-1,2,3,4-tetrahydroquinolin-2-ylmethoxy)benzyl]-3-tritylthiazolidine-2,4-dione | 957763-81-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5-[4-(1-ethyl-1,2,3,4-tetrahydroquinolin-2-ylmethoxy)benzyl]-3-tritylthiazolidine-2,4-dione
• 英文别名: 5-[[4-[(1-ethyl-3,4-dihydro-2H-quinolin-2-yl)methoxy]phenyl]methyl]-3-trityl-1,3-thiazolidine-2,4-dione
• CAS: 957763-81-4
• 化学式: C₄₁H₃₈N₂O₃S
• 分子量: 638.83
• InChiKey: VUYOLWUBRSEWPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  75.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[4-(1-ethyl-1,2,3,4-tetrahydroquinolin-2-ylmethoxy)benzyl]-3-tritylthiazolidine-2,4-dione 在 三氟乙酸 作用下， 反应 2.0h， 以92%的产率得到5-[4-(1-ethyl-1,2,3,4-tetrahydroquinolin-2-ylmethoxy)benzyl]thiazolidine-2,4-dione
  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-ethyl-1,2,3,4-tetrahydroquinolin-2-yl)methanol 、 5-(4-hydroxy-benzyl)-3-triphenylmethylthiazolidine-2,4-dione 在 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以51%的产率得到5-[4-(1-ethyl-1,2,3,4-tetrahydroquinolin-2-ylmethoxy)benzyl]-3-tritylthiazolidine-2,4-dione
  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

文献信息

• Design, synthesis, and evaluation of tetrahydroquinoline-linked thiazolidinedione derivatives as pparγ selective activators
  作者：H KIM、H GIM、M YANG、J RYU、R JEON

  DOI：10.1016/s0385-5414(07)00053-6

  日期：2007.10.1

  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.