2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1,6-dimethyl-1H-indazol-4-yloxy}-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1,6-dimethyl-1H-indazol-4-yloxy}-β-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-(3-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-1,6-dimethyl-1H-indazol-4-yloxy)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol；(2S,3R,4S,5S,6R)-2-[3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,6-dimethylindazol-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₂₅H₃₀N₂O₇
• 分子量: 470.522
• InChiKey: ZAAWWLJUPUYCBB-PRDVQWLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,3-二氢苯并呋喃-5-甲醛 在 palladium on activated charcoal 甲醇 、 氢氧化钾 、 氢气 、 potassium carbonate 、 肼 作用下， 以 乙醇 、 乙二醇 、 乙酸乙酯 、 丙酮 为溶剂， 160.0 ℃ 、310.26 kPa 条件下， 反应 24.0h， 生成 2-{3-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-1,6-dimethyl-1H-indazol-4-yloxy}-β-D-glucopyranoside
  参考文献：
  名称：

  Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1

  摘要：

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.067

文献信息

• Heteroaryl-O-glucosides as novel sodium glucose co-transporter 2 inhibitors. Part 1
  作者：Xiaoyan Zhang、Maud Urbanski、Mona Patel、Roxanne E. Zeck、Geoffrey G. Cox、Haiyan Bian、Bruce R. Conway、Mary Pat Beavers、Philip J. Rybczynski、Keith T. Demarest

  DOI：10.1016/j.bmcl.2005.08.067

  日期：2005.12

  A series of benzo-fused heteroaryl-O-glucosides was synthesized and evaluated in SGLT1 and 2 cell-based functional assays. Indole-O-glucoside 10a and benzimidazole-O-glucoside 18 exhibited potent in vitro SGLT2 inhibitory activity. (c) 2005 Elsevier Ltd. All rights reserved.