| 900492-89-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 900492-89-9
• 化学式: C₁₉H₂₀FNO₄S
• 分子量: 377.437
• InChiKey: COMUVZHIVCGPDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 lithium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 生成 (R)-2-(4-Fluoro-benzenesulfonylamino)-8-methyl-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid 、 (S)-2-(4-Fluoro-benzenesulfonylamino)-8-methyl-5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid
  参考文献：
  名称：

  Development of sulfonamide compounds as potent methionine aminopeptidase type II inhibitors with antiproliferative properties

  摘要：

  We have screened molecules for inhibition of MetAP2 as a novel approach toward antiangiogenesis and anticancer therapy using affinity selection/mass spectrometry (ASMS) employing MetAP2 loaded with Mn(2+) as the active site metal. After a series of anthranilic acid sulfonamides with micromolar affinities was identified, chemistry efforts were initiated. The micromolar hits were quickly improved to potent nanomolar inhibitors by chemical modifications guided by insights from X-ray crystallography.

  DOI：

  10.1016/j.bmcl.2006.03.085
• 作为产物：
  描述：

  7-硝基-3,4-二氢-2H-1-萘酮 在 palladium on activated charcoal 吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 氢气 、 溴 、 铁粉 、 氯化铵 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Development of sulfonamide compounds as potent methionine aminopeptidase type II inhibitors with antiproliferative properties

  摘要：

  We have screened molecules for inhibition of MetAP2 as a novel approach toward antiangiogenesis and anticancer therapy using affinity selection/mass spectrometry (ASMS) employing MetAP2 loaded with Mn(2+) as the active site metal. After a series of anthranilic acid sulfonamides with micromolar affinities was identified, chemistry efforts were initiated. The micromolar hits were quickly improved to potent nanomolar inhibitors by chemical modifications guided by insights from X-ray crystallography.

  DOI：

  10.1016/j.bmcl.2006.03.085