6-(pyridin-3-yl)-1-(thiophen-2-ylsulfonyl)-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: 6-(pyridin-3-yl)-1-(thiophen-2-ylsulfonyl)-1,2,3,4-tetrahydroquinoline
• 英文别名: 6-pyridin-3-yl-1-thiophen-2-ylsulfonyl-3,4-dihydro-2H-quinoline
• 化学式: C₁₈H₁₆N₂O₂S₂
• 分子量: 356.469
• InChiKey: XWBRGTSOGHFBPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-溴-1,2,3,4-四氢喹啉 在 四(三苯基膦)钯 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 5.5h， 生成 6-(pyridin-3-yl)-1-(thiophen-2-ylsulfonyl)-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).