(1-oxo-6-phenyl-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid tert-butyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1-oxo-6-phenyl-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid tert-butyl ester
• 英文别名: Tert-butyl 2-(1-oxo-6-phenyl-3,4-dihydrothiopyrano[3,4-b]indol-9-yl)acetate；tert-butyl 2-(1-oxo-6-phenyl-3,4-dihydrothiopyrano[3,4-b]indol-9-yl)acetate
• 化学式: C₂₃H₂₃NO₃S
• 分子量: 393.507
• InChiKey: AXNXIYMGIIAHTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1-oxo-6-phenyl-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid tert-butyl ester 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以55%的产率得到(1-oxo-6-phenyl-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid
  参考文献：
  名称：

  Synthesis and Evaluations of GLP-1 Secretion and Anti-Diabetic Effect in KKAy Mice of New Tricyclic Compounds

  摘要：

  Glucagon-like peptide-1 (GLP-1), which belongs to the family of incretins, plays important role for the regulation of plasma glucose. Accordingly, GLP-1-based therapies for type 2 diabetes have recognized as one of the most interesting target. In this study, we have found the new tricyclic compounds having strong GLP-1 secretion from human intestinal L cells, and anti-diabetic properties in spontaneously obese and diabetic KKAy mice. The most potent compound 5ka was obtained as the unexpected product, and we would like to report the details of the synthesis, structure elucidations, pharmacological activities on secretion of GLP-1, and anti-diabetic effects using diabetic KKAy mice.

  DOI：

  10.3987/com-14-s(k)29
• 作为产物：
  描述：

  6-Brom-4,9-dihydropyrano<3,4-b>indol-1(3H)-on 在 劳森试剂 、 四(三苯基膦)钯 、 三甲基氯硅烷 、 potassium phosphate monohydrate 、 sodium hydride 、 sodium iodide 、 potassium bromide 作用下， 以 1,4-二氧六环 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 13.0h， 生成 (1-oxo-6-phenyl-3,4-dihydro-1H-2-thia-9-azafluoren-9-yl)acetic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Evaluations of GLP-1 Secretion and Anti-Diabetic Effect in KKAy Mice of New Tricyclic Compounds

  摘要：

  Glucagon-like peptide-1 (GLP-1), which belongs to the family of incretins, plays important role for the regulation of plasma glucose. Accordingly, GLP-1-based therapies for type 2 diabetes have recognized as one of the most interesting target. In this study, we have found the new tricyclic compounds having strong GLP-1 secretion from human intestinal L cells, and anti-diabetic properties in spontaneously obese and diabetic KKAy mice. The most potent compound 5ka was obtained as the unexpected product, and we would like to report the details of the synthesis, structure elucidations, pharmacological activities on secretion of GLP-1, and anti-diabetic effects using diabetic KKAy mice.

  DOI：

  10.3987/com-14-s(k)29

文献信息

• Synthesis and Evaluations of GLP-1 Secretion and Anti-Diabetic Effect in KKAy Mice of New Tricyclic Compounds
  作者：Naoki Toyooka、Isao Adachi、Daisuke Minehira、Daisuke Takeda、Shota Miyawaki、Atsushi Kato、Akira Miyazaki、Ryuta Miyatake、Masahito Umezaki、Kyoko Miura、Yoshiro Kitahara、Kenji Sugimoto、Yuji Matsuya

  DOI：10.3987/com-14-s(k)29

  日期：——

  Glucagon-like peptide-1 (GLP-1), which belongs to the family of incretins, plays important role for the regulation of plasma glucose. Accordingly, GLP-1-based therapies for type 2 diabetes have recognized as one of the most interesting target. In this study, we have found the new tricyclic compounds having strong GLP-1 secretion from human intestinal L cells, and anti-diabetic properties in spontaneously obese and diabetic KKAy mice. The most potent compound 5ka was obtained as the unexpected product, and we would like to report the details of the synthesis, structure elucidations, pharmacological activities on secretion of GLP-1, and anti-diabetic effects using diabetic KKAy mice.