2-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-{3-[(thiophene-2-carboximidoyl)-amino]-benzyl}-acetamide | 521098-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-{3-[(thiophene-2-carboximidoyl)-amino]-benzyl}-acetamide
• CAS: 521098-18-0
• 化学式: C₂₈H₃₅N₃O₂S
• 分子量: 477.671
• InChiKey: LFZVRGUJKKNYQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  85.21
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-{3-[(thiophene-2-carboximidoyl)-amino]-benzyl}-acetamide 在 硼烷四氢呋喃络合物 作用下， 反应 1.5h， 生成 N-[3-({[2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl]amino}methyl) phenyl]thiophene-2-carboximidamide
  参考文献：
  名称：

  Novel inhibitors of neuronal nitric oxide synthase with potent antioxidant properties

  摘要：

  A series of hybrid compounds possessing an nNOS pharmacophore linked to an antioxidant fragment has been synthesized. Among them, compound 8d, a propofol derivative, displayed the greatest dual potencies against nNOS (IC50 = 0.12 muM) and lipid peroxidation (IC50 = 0.4 muM) accompanied with e/nNOS selectivity (67.5). This shows that nNOS was able to accommodate very bulky groups such as di-tert-butyl or di-iso-propyl phenol in its active site. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00883-1
• 作为产物：
  描述：

  {3-[(Thiophene-2-carboximidoyl)-amino]-benzyl}-carbamic acid tert-butyl ester; hydriodide 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 2-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-N-{3-[(thiophene-2-carboximidoyl)-amino]-benzyl}-acetamide
  参考文献：
  名称：

  Novel inhibitors of neuronal nitric oxide synthase with potent antioxidant properties

  摘要：

  A series of hybrid compounds possessing an nNOS pharmacophore linked to an antioxidant fragment has been synthesized. Among them, compound 8d, a propofol derivative, displayed the greatest dual potencies against nNOS (IC50 = 0.12 muM) and lipid peroxidation (IC50 = 0.4 muM) accompanied with e/nNOS selectivity (67.5). This shows that nNOS was able to accommodate very bulky groups such as di-tert-butyl or di-iso-propyl phenol in its active site. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00883-1