2-methyl-1-[(4-methylphenyl)sulfonyl]-6-(tetrahydro-2H-1,4-selenazin-4-yl)-1H-benzimidazole | 326833-28-7

• 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-methyl-1-[(4-methylphenyl)sulfonyl]-6-(tetrahydro-2H-1,4-selenazin-4-yl)-1H-benzimidazole
• CAS: 326833-28-7
• 化学式: C₁₉H₂₁N₃O₂SSe
• 分子量: 434.421
• InChiKey: ZFLRGLNSMCKUDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  55.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-methyl-1-[(4-methylphenyl)sulfonyl]-6-(tetrahydro-2H-1,4-selenazin-4-yl)-1H-benzimidazole 在 四甲基氯化铵 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 (tetrahydro-2H-1,4-selenazinyl)-1H-benzimidazole
  参考文献：
  名称：

  Labelling of Carbaboranyl Compounds with a Selenium Atom with a View to Applications in Boron-Neutron-Capture Therapy (BNCT) and Positron-Emission Tomography (PET)

  摘要：

  We synthesized 2'-carbaboranyl-2,5'-bi-1H-benzimidazoles containing 10 B-atoms and labeled with Se or the positron-emitting radionuclide Se-73 (t(1/2) = 7.1 h), with a view to their application to cancel. treatment by boron-neutron-capture therapy (BNCT) and to compound-distribution measurements in vivo by positron-emission tomography (PET). Thus, 2,2'-{[2'-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl]-[2,5'-bi-1H-benzimidazol]-5-yl}imino)bis[ethanol] (26c) was obtained by the reaction of 2,2'-[(3,4-diaminephenyl)imino]bis[ethanol] (19) with ethyl 2-{4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl}-1H-benzimidazole-5-carboximidate hydrochloride (25), as well as the analogues 26a and 26b (Scheme 6). Tosylation of compound 26c gave 4 regioisomers 27a-d, which, after selenation, produced 2'-{4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl}-5-(tetrahydro-2H-1,4-selenazin-4-yl)-2,5'-bi-1H-benzimidazole (29) in 42% yield (Scheme 7).

  DOI：

  10.1002/1522-2675(20001108)83:11<2926::aid-hlca2926>3.0.co;2-6
• 作为产物：
  描述：

  N,N'-(4-nitro-1,2-phenylene)bis[acetamide] 在 Ru-carbon 盐酸 、 lithium selenide 、 水 、 一水合肼 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 水 、 溶剂黄146 、 叔丁醇 为溶剂， 反应 97.0h， 生成 2-methyl-1-[(4-methylphenyl)sulfonyl]-6-(tetrahydro-2H-1,4-selenazin-4-yl)-1H-benzimidazole
  参考文献：
  名称：

  Labelling of Carbaboranyl Compounds with a Selenium Atom with a View to Applications in Boron-Neutron-Capture Therapy (BNCT) and Positron-Emission Tomography (PET)

  摘要：

  We synthesized 2'-carbaboranyl-2,5'-bi-1H-benzimidazoles containing 10 B-atoms and labeled with Se or the positron-emitting radionuclide Se-73 (t(1/2) = 7.1 h), with a view to their application to cancel. treatment by boron-neutron-capture therapy (BNCT) and to compound-distribution measurements in vivo by positron-emission tomography (PET). Thus, 2,2'-{[2'-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl]-[2,5'-bi-1H-benzimidazol]-5-yl}imino)bis[ethanol] (26c) was obtained by the reaction of 2,2'-[(3,4-diaminephenyl)imino]bis[ethanol] (19) with ethyl 2-{4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl}-1H-benzimidazole-5-carboximidate hydrochloride (25), as well as the analogues 26a and 26b (Scheme 6). Tosylation of compound 26c gave 4 regioisomers 27a-d, which, after selenation, produced 2'-{4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethoxy]phenyl}-5-(tetrahydro-2H-1,4-selenazin-4-yl)-2,5'-bi-1H-benzimidazole (29) in 42% yield (Scheme 7).

  DOI：

  10.1002/1522-2675(20001108)83:11<2926::aid-hlca2926>3.0.co;2-6