2-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]phenyl)-1H-benzimidazole-5-carbonitrile*acetic acid | 326833-18-5

• 英文名称: 2-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]phenyl)-1H-benzimidazole-5-carbonitrile*acetic acid
• CAS: 326833-18-5
• 化学式: C₂H₄O₂*C₁₇H₂₁B₁₀N₃
• 分子量: 435.536
• InChiKey: YHCIUEUUUPVNDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  盐酸 、 乙二醇甲醚 、 2-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]phenyl)-1H-benzimidazole-5-carbonitrile*acetic acid 以 乙二醇甲醚 为溶剂， 以77%的产率得到2-methoxyethyl 2-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]phenyl)-1H-benzimidazole-5-carboximidate hydrochloride
  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：

  ethyl 4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]benzenecarboximidate hydrochloride 、 3,4-二氨基苯甲腈 、 溶剂黄146 以 溶剂黄146 为溶剂， 以53%的产率得到2-(4-[1,2-dicarba-closo-dodecaboran(12)-2-ylmethyl]phenyl)-1H-benzimidazole-5-carbonitrile*acetic acid
  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