1-((3-methoxyphenyl)sulfonyl)-6-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydroquinoline

• 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-((3-methoxyphenyl)sulfonyl)-6-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 1-(3-methoxyphenyl)sulfonyl-6-(pyridin-3-ylmethyl)-3,4-dihydro-2H-quinoline
• 化学式: C₂₂H₂₂N₂O₃S
• 分子量: 394.494
• InChiKey: AOWCXLCQYCLKFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-甲氧基苯磺酰氯 、 6-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydroquinoline 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到1-((3-methoxyphenyl)sulfonyl)-6-(pyridin-3-ylmethyl)-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Potent 11β-Hydroxylase Inhibitors with Inverse Metabolic Stability in Human Plasma and Hepatic S9 Fractions To Promote Wound Healing

  摘要：

  Topical application of CYP11B1 inhibitors to reduce cutaneous cortisol is a novel strategy to promote healing of chronic wounds. Pyridyl substituted arylsulfonyltetrahydroquinolines were designed and synthesized resulting in a strong inhibitor 34 (IC50 = S nM). It showed no inhibition of CYP17 and CYP19 and no mutagenic effects. It exhibited inverse metabolic stability in plasma (t(1/2) >> 150 mm), which is similar to wound fluid in composition, and in liver S9 fractions (t(1/2) = 16 mm).

  DOI：

  10.1021/jm501004t

文献信息

• Potent 11β-Hydroxylase Inhibitors with Inverse Metabolic Stability in Human Plasma and Hepatic S9 Fractions To Promote Wound Healing
  作者：Weixing Zhu、Qingzhong Hu、Nina Hanke、Chris J. van Koppen、Rolf W. Hartmann

  DOI：10.1021/jm501004t

  日期：2014.9.25

  Topical application of CYP11B1 inhibitors to reduce cutaneous cortisol is a novel strategy to promote healing of chronic wounds. Pyridyl substituted arylsulfonyltetrahydroquinolines were designed and synthesized resulting in a strong inhibitor 34 (IC50 = S nM). It showed no inhibition of CYP17 and CYP19 and no mutagenic effects. It exhibited inverse metabolic stability in plasma (t(1/2) >> 150 mm), which is similar to wound fluid in composition, and in liver S9 fractions (t(1/2) = 16 mm).