methyl (1S,3S,2'S,4'R,5'R)-1-(5'-amino-4'-methyl-1',3'-dioxan-2'-yl)methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate | 1242686-25-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: methyl (1S,3S,2'S,4'R,5'R)-1-(5'-amino-4'-methyl-1',3'-dioxan-2'-yl)methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
• 英文别名: methyl (1S,3S)-1-[[(2S,4R,5R)-5-amino-4-methyl-1,3-dioxan-2-yl]methyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
• CAS: 1242686-25-4
• 化学式: C₁₉H₂₅N₃O₄
• 分子量: 359.425
• InChiKey: DDNHFZCCWQLEDF-HGTDSOCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  98.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 methyl (1S,3S,2'S,4'R,5'R)-1-(5'-amino-4'-methyl-1',3'-dioxan-2'-yl)methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 在 盐酸 作用下， 以 水 为溶剂， 生成 Methyl (1S,3S)-1-(2,2-Dimethoxyethyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
  参考文献：
  名称：

  Synthesis and Characterization of Novel Indole Derivatives Reveal Improved Therapeutic Agents for Treatment of Ischemia/Reperfusion (I/R) Injury

  摘要：

  To develop more potent therapeutic agents with therapeutic efficacy for ischemia/reperfusion (I/R) injury, we linked an antiinflammatory moiety (1,3-dioxane derivative) to the key pharmacophoric moiety of melatonin. We hypothesized that the resulting, new indole derivatives might induce a synergistic protection against oxidative damage associated with I/R injury. Our results indicate that one of these indole derivatives (7) manifests potent antiinflammatory antioxidant effects and exerts a protective effect against skeletal muscle injury and associated lung injury following limb I/R in rats.

  DOI：

  10.1021/jm100529e
• 作为产物：
  描述：

  methyl (1S,3S,2'S,4'R,5'R)-1-(5'-phenylacetamino-4'-methyl-1',3'-dioxan-2'-yl)methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate 在 盐酸 、 penicillin acylase from Escherichia coli 、 水 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 methyl (1S,3S,2'S,4'R,5'R)-1-(5'-amino-4'-methyl-1',3'-dioxan-2'-yl)methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate
  参考文献：
  名称：

  Synthesis and Characterization of Novel Indole Derivatives Reveal Improved Therapeutic Agents for Treatment of Ischemia/Reperfusion (I/R) Injury

  摘要：

  To develop more potent therapeutic agents with therapeutic efficacy for ischemia/reperfusion (I/R) injury, we linked an antiinflammatory moiety (1,3-dioxane derivative) to the key pharmacophoric moiety of melatonin. We hypothesized that the resulting, new indole derivatives might induce a synergistic protection against oxidative damage associated with I/R injury. Our results indicate that one of these indole derivatives (7) manifests potent antiinflammatory antioxidant effects and exerts a protective effect against skeletal muscle injury and associated lung injury following limb I/R in rats.

  DOI：

  10.1021/jm100529e